One way to find out

By Jenette LaSalle

Published on Nov 2, 2024

Transgender

One way to find out -- part two

Another story from my adventures in crossdressing. I write these to keep the memories fresh. I hope you enjoy it.

I enjoy being a male and spend the vast majority of my time happily in that mode, dressing as a man, dating beautiful women, living a vanilla life. But for reasons I've never really understood, I have an attraction to occasionally women's clothing. It has been with me for as long as I can remember.

Growing up in a conservative Midwestern town offered few opportunities to indulge, beyond occasionally "borrowing" clothes from family members or the sisters of friends. But at 19, I met someone who helped me dress fully as a woman and go out for the first time--a dream come true (and another story).

Marriage came next, but my wife didn't accept my interest, so I buried it. After a divorce, a career change, and a move to Chicago, I explored crossdressing in earnest.

I was in my early 40s and was venturing out more often, enjoying the feel of a dress, hose, and heels. I've always considered myself a typical crossdressing guy--tall, slim, and professional, with nothing outwardly revealing of my interest. But sometimes, I feel the urge to don a dress and heels. I've never believed I could pass in public, but others have said I look attractive when fully dressed.

As I explored, I found that I not only enjoyed dressing up and even going out fully made up wearing a dress and heels, I came to enjoy immersing myself in the "role" of being a woman. And I would come to find out through experimentation that sometimes I even enjoyed having sex with men while fully dressed and immersed in the role. Strange, I know, and like I said, I don't understand why. But it just is.

I remember my first solo outing in a skirt and heels: the thrill of cool spring air against my pantyhose covered legs, the click of my heels on the pavement. I was terrified, but also exhilarated. The fear of discovery eventually faded, replaced by the rush of being out en femme. Soon, it became a semi-regular ritual, getting dressed up and going out two or three times a year. I even had a few erotic adventures while dressed along the way.

It was now late spring of 2009, and my work had been filling my schedule, leaving no time for social engagements. I wasn't dating anyone. I wasn't getting laid. And I wasn't having any fun.

My last experience dressing up had been about six months prior. A woman named Kathy had contacted me through an online forum that catered to those with non-traditional sexual cravings. She described herself as a dominant woman looking to experience an encounter with a crossdresser. She was married but in an open relationship while her husband was overseas. This was something new to me and, after exchanging emails and photos, we agreed to meet at a local bar. The chemistry was instant, and I soon found myself at her house for an evening of intense carnal activity.

Reflecting on my night with Kathy, I remembered it as a powerful blend of excitement, a touch of nervous anticipation, and raw sexual release. When I first saw her in person, her beauty took me. She wore a short black dress, black stockings, and shiny stiletto heels, confidently yet invitingly dressed to kill.

We enjoyed a couple of drinks, flirted over a game of pool, and soon headed to her house. The atmosphere in her bedroom, lit by flickering candles and filled with the scent of vanilla, set the stage for what became an unforgettable evening of erotic adventure. I would have wanted her in my male mode, but having sex with her while dressed in lingerie and heels only heightened the experience for me.

Her dominance was gentle but firm, guiding me through new experiences. Sex with Kathy had been amazing, both of us having multiple and powerful orgasms. Yet the morning after was bittersweet; as we shared breakfast, she explained the rules of her open relationship--no repeat encounters. I left knowing this chapter was closed, but grateful for what we had shared.

I never expected to hear from Kathy again. It had been months since our night together--she had been clear that she was married and while her husband was out of the country, they were both allowed to have sex with others as long as it was a onetime thing. No repeat sex partners. So, when an email from her popped up in my inbox, I felt a strange mix of curiosity and excitement.

The subject line read simply: "Are you interested?"

I hesitated before opening it. I wondered what she could want. When I finally clicked it open, her message was short and direct, just like her:

"Hi Jenette,

I hope you're doing well. I know it's been a while since we last connected, but I have something unusual to ask. My husband, Sam, recently returned from his posting overseas, and we've been catching up in every way--including talking about our experiences while he was gone. We're very open with each other, so I told him about our evening together.

After I described our evening together, he became very intrigued. I told him about how great the experience had been and how much I enjoyed your company. I even showed him your online profile and the picture you sent me. He finds you fascinating and wants to know if you'd be open to meeting us both in person. There's no pressure--I just wanted to put the idea out there and see if you'd be interested.

Let me know what you think.

Best,

Kathy"

My first reaction was a flash of surprise, followed almost immediately by something else--anticipation, curiosity, wariness? That Kathy had shared our encounter, let alone my pictures, with her husband shouldn't have been unexpected. I knew they had an open relationship, so it made sense that she would tell him about our encounter. But I still felt a small sliver of betrayal at her admission.

I fleetingly wondered if this was some sort of setup. Sam was angry at the guy who fucked his wife (even if it was a guy wearing a dress). But I didn't think Kathy would do something like that. I had only spent one evening with her, but I had found her to be kind and honest. And when I briefly felt uncertain and embarrassed about being a crossdresser, she had responded with nothing but gentleness and care.

In her note, she said that Sam found me "fascinating" which was strangely flattering. I'd encountered plenty of "tranny chasers" -- normally straight guys who wanted to experiment with a crossdresser, so I wondered fleetingly if Kathy's husband might fall into this category.

This was risky territory, and I knew it. But the possibility of another evening of sex with Kathy brought a slow boil of excitement. I leaned back, drumming my fingers lightly on the desk, weighing the possibilities. Did I really want to step into this kind of dynamic? I recalled Kathy's words from our previous encounter: "One way to find out."

I smiled at the memory, leaned forward, fingers poised over the keyboard, and typed:

"Hi Kathy,

It's good to hear from you. I wasn't expecting this. I'd like to understand more about what you and Sam are looking for. Are you interested in something like we did the last time we met? Or are you looking for something... different?

Let me know what you both have in mind.

Best,

Jenette"

I hit send and leaned back again, curious to see what her reply might be. Was this really a good idea? But then again, when had I ever let good ideas impede a potential adventure?

Kathy's reply came quickly, only a few hours later:

"Hi Jenette,

I'm glad you're open to the idea. Sam is curious about you. He's interested in exploring possibilities. He's never been with someone like you, and he's intrigued by the thought of seeing you in person--dressed up, if you're comfortable with that.

We were thinking of meeting at a neutral place first, maybe a quiet bar, just to break the ice. If things go well, we could see where the evening takes us.

No pressure, as always--just let me know what you think.

Kathy"

I stared at the screen, considering her reply. I had a hunch that my first inclination about her husband possibly being a tranny chaser might be spot on. Not that it mattered to me. Not that I would brag about it, but I'd let a couple of guys like that have their way with me while I was wearing a dress and heels. But meeting both of them felt like stepping into uncharted waters--equal parts thrilling and terrifying. My night with Kathy had been an intensely erotic experience, some of the best sex I'd had, but this was different. Still, it had been too long since I'd had any fun. Hell, the last time I got laid was my evening with Kathy almost six months before. I needed a new adventure, and one had just landed in my lap. I smiled slightly as I typed my response:

"Hi Kathy,

Let's do it. A bar sounds like a good idea. I'd love to see you again and I'm curious to meet Sam. I'll plan to dress up.

How about we meet at the bar we went to before? Do you remember the place? Are you free on Saturday night? Maybe meet at 8:00 before the crowds show up?

Best,

Jenette"

As I hit send, I couldn't help but wonder if I was stepping into something far more complex than a simple sexual encounter. But that uncertainty, that mix of erotic curiosity and risk, was part of the appeal.

It was Saturday night, and the familiar thrill of anticipation coursed through me as I stood before my open closet. Tonight's look needed to be alluring yet understated. I, like many crossdressers, had a large assortment of female clothing that skewed toward the slutty side. And while I enjoyed that style of clothing, I felt something more subdued was in order for the evening.

My eyes landed on a simple red dress--timeless, figure-hugging, and ending just a few inches above the knee. It was bold without being too flashy. The dress had long sleeves, and it flared slightly from the hips to create a more feminine silhouette.

The soft, stretchy fabric clung in all the right places, lightweight and appropriate for the late spring warmth. I ran my hands over the material, a rush of excitement building as I imagined how it would move with me throughout the night.

With the dress selected, I headed to the bathroom to begin the transformation. A long, hot bath melted away my nerves as I carefully shaved my legs and body, then moisturized, savoring the familiar ritual. This wasn't just preparation--it was my transition into "Jenette," a persona I used to escape the daily grind.

Next came the makeup. I pinned my hair under a net and started with foundation, followed by contouring to soften my features. A bit of blush added a natural flush to my cheeks, and I opted for a dark, smoky eye paired with bold winged eyeliner. For the lips, I chose a classic red to match the dress, completing the look with a glossy finish. I added some press-on nails, then fluffed my wig and pinned it securely into place. It was a long, wavy style with bangs in a lush brown that framed my face perfectly. I took a final, satisfied look in the mirror, amazed at the transformation.

Slipping into a matching set of black satin and lace lingerie, I felt a familiar thrill. The gaff panties snugly tucked my cock in place. The lacy bra, filled with silicone forms, created a convincing B-to-C cup. I cinched my waist with a tight, black lace waist cincher, giving my torso a more defined hourglass shape.

I considered the choice between pantyhose and stockings. While pantyhose could conceal any unsightly bulges under my dress, stockings offered "easy access" should the night unfold as I hoped. I opted for stay-up thigh-high stockings in a sheer nude color. They had a satiny texture with a thicker weave that helped mask any imperfections of the skin that I appreciated as I got older. I was in my 40s now and not as flawless as I had been when I was younger. As I carefully rolled them on, the silky nylon gliding up my freshly shaved legs sent a shiver through me. The wide elastic bands at the top had silicone linings to keep them in place on my slender thighs.

I admired my reflection in the bedroom mirror: a slim, attractive woman in black lingerie and nude stockings, the red dress draped over one arm. The transformation never ceased to amaze me. Makeup, wig, and clothing could completely alter how I looked. The sight, combined with the sensation of the stockings and lace, caused a familiar twitch of arousal. I thought about engaging in some self-pleasure but opted to restrain myself - it's better to be "fully charged" for whatever the evening may hold.

I stepped into the red dress, feeling the soft fabric glide over my skin. I completed the look with shiny black leather stilettos, the four-inch heels added sophistication while the fit wasn't too uncomfortable. The combination of the red dress and black heels struck a perfect balance of classic and sexy. A few pieces of costume jewelry finished the ensemble.

At the front door, I hesitated. Unsure of where the night might lead, I wanted to be prepared for anything. I grabbed an overnight bag and packed male clothing, makeup remover, and extra lingerie, including a short red satin robe, stockings, and a fresh pair of red panties. I also tossed in condoms and a bottle of lube--ever the optimist.

The cool night air slipped under the hem of my dress as I walked to the garage, teasing my stocking-clad thighs. The nylon clung lightly to my skin, a tactile reminder of the transformation I had just completed. I slid into the driver's seat, adjusting my dress to maintain modesty. The leather seat felt cool through the sheer stockings, and the pumps with their three-inch heels created a strange feeling as my foot found the gas pedal.

As I pulled out of the driveway, the engine's hum cut through the quiet night. The drive to the bar wasn't long, but I felt a sense of anticipation throughout. What would Sam be like? How would the dynamic shift now that he was joining Kathy? Was I really ready for this?

At a stoplight, I glanced at the rearview mirror and caught my reflection. Smoky eyes with bright blue irises looked back at me. I reveled in the experience of slipping into another life. If only briefly and at the surface. I fluffed my wig hair a bit and checked my lipstick. A honk from an unhappy motorist behind me brought me back to the moment. The light had changed to green. Oops.

The bar came into view--familiar territory, known for its acceptance of those who dared to explore unique identities. It was where I'd first met Kathy, making our pending meeting with her husband feel safer somehow. As I pulled into the parking lot, the familiar flutter of nerves that came with going out in a dress and heels intensified. I parked, checked my makeup one last time in the mirror, adjusted my dress, and smoothed the hem over my thighs.

With a final deep breath, I opened the door and stepped out. The sharp click of my heels echoed in the stillness, and the cool air swirled up my dress, heightening my senses. I locked the car behind me and walked toward the entrance, my hips swaying with each step, the silky dress brushing seductively against my skin.

I glanced quickly to the corner of the parking lot, a flash of memory from another time here when I had let a stranger have his way with me in the shadows. It had been the first time I let a man fuck me while dressed up. Now, I was exploring the possibility of doing something similar again.

The familiar neon sign flickered overhead as I approached the bar's entrance, my heels clicking against the pavement. I paused briefly before the door, taking a final deep breath to steady myself.

The cool metal handle felt reassuring as I pulled it open and stepped inside. A nod to the bouncer who checked my ID, his face betraying no surprise at the distinctly masculine face on my driver's license.

The bar was comfortably dim, a familiar haven for those exploring or expressing their identities. As I scanned the room, a familiar mix of excitement and vulnerability settled over me. There was always the thrill of being fully dressed in public, even if it was at a bar that catered to the crossdressing crowd.

My eyes soon landed on Kathy, seated at a table toward the back. She looked stunning in a sleek black dress that hugged her curves; her legs crossed beneath the table. The shiny black hose she wore highlighted the shape of her legs, giving them an enticing shimmer. I'd forgotten just how extraordinarily beautiful she was. Kathy was petite at around 5'3", with long, straight, dark hair cascading over her shoulders, framing the honey-toned skin on her face. Her eyes were beautiful, dark and slightly almond-shaped. The makeup she wore was light, but impeccable. Her lithe, trim body boasted smallish breasts and shapely legs, making her seem even more alluring in the intimate lighting of the bar.

Beside her, I assumed, sat Sam. He was taller than I'd expected--at least 6'3", with broad shoulders that filled out a casual blazer. His dark hair was neatly trimmed, and he was clean shaven. The open collar of his crisp white shirt lent him an air of simple confidence. As I approached, walking slowly and exaggerating the sway of my hips slightly, I noticed how his gaze lingered on me, a blend of curiosity and interest that felt both welcoming and intense.

Kathy caught sight of me, her face breaking into an inviting smile. She gave a small wave, beckoning me over. As I moved through the bar, dodging servers and other patrons, I was acutely aware of the soft caress of the dress against my thighs, and the light brush of the thigh-high stockings with each step. The tightness of the waist cincher kept me upright and poised.

"Kathy, Sam," I greeted with a smile, trying to keep my voice steady despite the nervous energy coursing through me.

"Jenette, you look absolutely gorgeous," Kathy said as she rose from the booth and pulled me into a warm hug. Her familiar scent of vanilla and spice filled my senses, bringing back vivid, deeply erotic memories of our previous lust filled encounter.

"You look amazing too," I replied, feeling more at ease in her confident embrace.

Turning to Sam, I extended a hand, but he surprised me by stepping in for a hug. "It's nice to meet you at last," he said in a deep, warm tone. His arms wrapped around me, pulling me close enough to feel his body's solid warmth against mine. His hand initially settled on the small of my back. Then he slid it down to cup my ass, giving it a firm, deliberate squeeze. The unexpected boldness sent a jolt through me that made me gasp slightly. Looking back, I should have paid more attention to this, as it was a harbinger of what was to come.

"Nice to meet you too, Sam," I managed, feeling his hand linger for a moment longer before releasing me.

"Please, sit down," Kathy offered, gesturing to the table.

I slid into the seat across from them, smoothing my dress as I sat. The feel of the soft fabric brushing against the leather seat and the cool caress of the fabric against my thighs heightened my awareness of the moment. The feel of the stockings on my legs was arousing, and I crossed them slowly, relishing the sensation. Settling into the seat, I turned slightly, giving Sam a full view of my legs and stiletto heels.

"So, how was the drive?" Kathy asked, leaning forward slightly.

"Not too bad," I replied, feeling the tension in my shoulders ease as I settled into the conversation. "I'm just glad to be here."

With a mix of intrigue and desire in his eyes, Sam focused his gaze on me. "Kathy told me a lot about you," he said, his voice low and smooth.

"Oh?" I replied playfully, tilting my head slightly. "I hope it was all good."

"All very good," Sam confirmed, a slow smile spreading across his face. "She wasn't exaggerating when she said how great you look."

His words sent a warm flush through me. Who doesn't like a bit of flattery? "Thank you," I said.

Sam flagged one of servers and we ordered drinks. Whiskey for him and wine for Kathy and I. Waiting for the drinks, we chatted about nothing in particular, the drive, the recent change in weather. The drinks arrived in short order and toasted, glasses clinking together.

"This is the same bar you met Kathy at, right?" Sam asked, glancing around at the diverse crowd.

"Yes, it is," I answered, keeping my tone light. "It's a place where I feel comfortable. I've been coming here for a few years now. They're very accepting of... folks like me."

"Of course," he replied, nodding thoughtfully. Then, with a hint of mischief in his eyes, he continued, "Kathy showed me your emails. Isn't this the same bar where you... let some guy fuck you in the parking lot?"

His blunt question blindsided me, and I felt a sudden rush of embarrassment, a quick mix of violation and shame. I dropped my eyes to the table, my cheeks flushing, hands unconsciously playing with my purse on the table. But then I caught the tone of his voice--there was no judgment, just playful admiration. He was testing boundaries, not mocking me.

"Well... yes, that happened," I admitted, still sheepish but feeling a spark of defiance. "Sounds rather tawdry when you put it that way," I said, a wry smile on my lips.

Sam chuckled softly, leaning in slightly. "No need to be shy, Jenette. I think it's hot," he said, his tone warm but laced with a hint of arousal. "I admire people who will act on their sexual desires."

I dared to glance up, meeting his gaze once again. His expression was intense, a mix of curiosity and excitement that made me feel both exposed and coveted.

"You've had some wild adventures, haven't you?" he teased, his smile broadening.

With a mix of chagrin and pride, I smiled back. "I guess you could say that." I replied, my voice steadying, "I like to try new things, to have adventures."

Sam nodded, the intensity in his eyes deepening. "Well, maybe we can add to your list of adventures," he said, his tone both playful and inviting.

Kathy, who had been watching the exchange, chimed in. "We're definitely looking forward to doing something memorable," she added, her voice filled with intent.

"One way to find out," I said with a small smile, echoing Kathy's words from our last meeting.

Recognition of the phrase lit her eyes. She laughed lightly. "True, one way to find out."

The conversation flowed easily, with Kathy guiding it toward familiar topics--work, life in the city, and the bar's welcoming atmosphere. Despite the casual chat, I couldn't help but notice the way Sam's eyes kept drifting toward my legs. His gaze was bold, almost possessive, lingering a moment too long.

As I shifted slightly, I realized that the hem of my dress had ridden up, revealing a glimpse of my lacy stocking top. Heat rose to my cheeks as I self-consciously smoothed the hem back down, feeling a mix of embarrassment and arousal. When Sam's eyes returned to meet mine, I raised an eyebrow and gave a small, knowing smile.

A delicious shiver of sexual energy ran through me, knowing he'd caught a brief, intimate glimpse and that it had stirred something in him.

"So, how are you feeling?" Kathy asked softly, her eyes searching mine. "About meeting us tonight, I mean."

"I'm glad, excited," I admitted, trying to keep my voice steady. "A little nervous, but mostly glad to see you again... and to meet Sam."

"That's good," she replied, her voice reassuring, looking across the table at her husband. "We just want you to be comfortable."

I nodded, taking a sip of my drink. The cool crisp flavor across my tongue helped settle my nerves. "I appreciate that," I said, meeting her gaze.

Sam leaned forward, his gaze still fixed on me, a mix of interest and lust. "I have to admit, I've been looking forward to meeting you ever since Kathy told me about your night together."

"Did she kiss and tell?" I asked, glancing at Kathy, a mischievous tone in my voice. "So, what exactly did she tell you?"

Sam's expression shifted slightly, a mix of eagerness and restraint as he glanced at Kathy, who gave him a nod of encouragement. He seemed eager to share but also careful in how he approached it.

"She told me a lot. Well... she told me everything," he began, his voice low and fervid. "About how you looked when she first saw you," He paused, his gaze drifting down to my legs, the satiny finish of the stockings glowing softly in the dim light of the bar. "She described how you worshipped her pussy with your mouth, how you responded to her touch, how you followed her orders, how you held back your orgasm for her."

I felt a rush of heat rise to my cheeks, a mix of embarrassment and arousal at the detailed recollection. The memory of that night flooded back--the flickering candles, Kathy's commanding presence, and how she had taken control in a way that was both thrilling and liberating. "She really told you all of that?" I asked, my voice breathy with both surprise and excitement.

"Oh yes," Sam confirmed, a slow smile spreading across his face. "And she didn't leave out the details of how she teased you, how you moaned when she sucked you... the sounds you made when she made you cum." He leaned in closer, his eyes locked on mine. "It was pretty hot to hear, to be honest."

His words sent a jolt through me. But it wasn't just arousal--it was a sharp, unexpected pang of vulnerability. Knowing that she shared such intimate details exposed me, making it feel like a private part of me had been laid out on the table without warning. I felt a mix of embarrassment and betrayal that clashed with the rising desire I couldn't ignore.

Kathy caught my expression, her hand reaching across the table to rest gently on mine, her touch filled with both reassurance and intent. Her hand felt warm, but it also served as a reminder of the power dynamics at play. I wasn't sure whether to be grateful for the attention or resentful that my secrets had so easily become fodder for their shared fantasies. A flush crept over my cheeks, my emotions caught between the sting of betrayal and the undeniable allure of being the focus of such raw, unapologetic lust.

"I had a wonderful time with you, Jenette," she said, her voice soft and purposeful. Her hand slid slowly down to rest on my thigh, just below the hem of my dress. The pressure of her hand, intimate and suggestive, sent a shiver through me. "And we're hoping tonight can be just as exciting."

There it was. The offer was on the table, hanging in the air between us, heavy with both promise and uncertainty. It was thrilling--everything I'd imagined, and yet, it was terrifying too. I'd been with men before while dressed as a woman, and I'd shared an unforgettable night with Kathy. But a threesome like this, while fully dressed up, was something new, unknown. Kathy was a known quantity to me. We had shared a night of amazing passion, and I felt comfortable in her presence. But Sam was an unknown, and the small signs of his aggressive nature gave me pause.

I shifted again in my seat, feeling the familiar tightness of the panties beneath my dress and the subtle press of the waist cincher against my ribs. The sensations of my clothing--stockings, heels, the soft fabric of the dress--were arousing. And yet, beneath the excitement, a voice of doubt lingered.

Kathy must have sensed my hesitation, because she reached across the table, her hand warm as it covered mine. "Jenette," she said, her dark eyes steady on mine, "we really don't want to rush you into anything. This has to feel right for you."

I took a breath, grateful for her patience. "It's not that I don't want to," I admitted, my voice barely audible over the hum of the bar's background noise. "It's just... a lot to process."

Sam leaned forward, his expression serious but kind. "How about this? There's a hotel just a few blocks from here. We could get a room and take things slow--no pressure. If at any point you want to stop or leave, you can. We'll only do what you're okay with."

The idea of a nearby hotel offered both temptation and reassurance. It would provide privacy and a controlled space to explore, but it also offered an easy exit if things became overwhelming. It felt safer than continuing the night at their home, where the dynamics might feel more unbalanced.

Nodding slowly, I felt my tension ease slightly. I wanted to explore this with them. I wanted to have sex. It had been months since my encounter with Kathy. Work had kept me too busy to date anyone recently. If I was honest with myself, I really needed this. But I still needed to know I could maintain some level of control.

"Okay," I responded at last, my voice a mixture of nervousness and anticipation. "Let's do the hotel."

Kathy's smile widened, excitement clear in her eyes. "Perfect," she said, gently squeezing my thigh. I looked down and noticed the exquisite manicure of her nails, perfectly shaped and a deep ruby color.

As we got up from the table, Sam placed a hand on my lower back as we walked toward the exit. It felt both possessive and erotic.

At the bar, I waited as Sam paid the tab. My heels pinched slightly as I stood--a subtle, persistent reminder of my attire. Kathy stood next to me. We were both wearing heels, and I still stood a head taller than her. She took my hand in hers. I looked over at her and marveled again at how beautiful she was. The thought that I would get to have sex with her, in whatever form it might take that night, filled me with intense carnal excitement.

Sam finished settling the bill and turned back to us, pausing briefly to take us both in. His gaze traveled slowly from our heels to our faces, lingering on our figures before moving back down again. His expression was lustful, a hint of hunger playing at the corners of his lips.

"All set?" he asked, his voice deep and filled with anticipation.

We nodded, and Sam stepped between us, draping an arm around each of our waists. He pulled us closer as he guided us toward the exit, his hands firm but gentle, ushering us forward. As we moved toward the exit, I felt his hand once again on my ass.

The night air was cool, a refreshing contrast to the heat building inside me. The cool breeze raised goosebumps on my skin as it slipped beneath my dress and swirled around my stocking covered legs. Kathy led the way toward her car, parked just a short distance away.

As we walked, Sam looked around the parking lot, a grin on his face, "So Jenette, where exactly did you let that guy fuck you in the parking lot?"

He was having way too much fun with this. Taking a breath, I hitched a thumb over my shoulder toward the dark fence line of the lot.

"Over there, in the shadows, by the fence. We could go over there now if you want to take a turn," I replied with a smile, batting my long fake eyelashes at him.

Sam stood for a moment, a look of surprise on his face, which was quickly replaced with amusement. His laugh was genuine as he said, "That's great! I'm really beginning to see why Kathy likes you."

"But you didn't answer the question. Do you want to fuck me here?" I said, a full grin on my face, turning my body as if to start towards the back of the lot.

I think for a moment he might have been considering the offer, but he just laughed again and said, "Oh, no, I think the hotel will be a much better choice."

Kathy's expression was unreadable in the shadowed lights of the parking lot. She held up her car keys, jingling them slightly as a reminder of our plan.

"I'll follow you," I said, digging into my purse for my keys.

Kathy turned, her smile showing in the shadowy light. "Sounds good," she replied. "It's not far--just a few minutes from here."

With a nod, I slipped into my car, feeling the cool leather seat beneath me as I adjusted my dress. I took a moment to collect myself, glancing once more at my reflection in the rearview mirror. Smoky blue eyes, red lips, and waves of dark brown hair stared back at me.

The drive to the hotel was quiet but filled with anticipation. My thoughts were a swirl of excitement and uncertainty. When we arrived at the hotel, I grabbed my overnight bag and slid out of the car, keeping my legs together in a ladylike fashion.

At the door to the hotel lobby, Kathy turned to me with a smile. "Remember, this is all up to you," she said. "We're here because we want to be with you, but only as far as you're comfortable."

Meeting her gaze, I felt a swell of gratitude. "I know," feeling more at ease. "I appreciate that."

The lobby was sleek and polished, clearly designed for the constant flow of business travelers passing through from the nearby airport. As we walked in, the cold, polished marble floor seemed to amplify every click of our high heels. The sound was sharp and rhythmic, echoing around the space, a reminder of the distinctly feminine image I hoped I was exhibiting. Each step sent a slight jolt up through my legs, the sensation of the stockings rubbing against my thighs adding a layer of arousal beneath the already simmering anticipation.

As Sam approached the front desk, I paused, stopping in my tracks. A sudden wave of unease rose in me as I realized I was out in public, dressed as a woman, but not in a place that might be accepting of it. I never believed in my ability to "pass" in public.

Kathy stopped a half pace in front of me, turning and giving me a questioning look.

I shook my head slightly, and she read the apprehension on my face. "What's wrong?" she whispered.

"I'm not used to being out in public dressed like this. What if someone sees me for what I am?"

Kathy took my hand again. "We'll wait here together," her tone solid and comforting.

Sam had reached the desk, unaware of my sudden attack of nerves. The clerk, a young man barely into his 20s, greeted him with a practiced smile. His gaze flicked from Sam and then to Kathy and me standing back toward the far end of the lobby, lingering briefly on the lone overnight bag in my hand. The faint click of Kathy's heels as she shifted beside me punctuated the silence.

"Good evening," he said. "Checking in?"

"Yes. But we don't have a reservation. Do you have a suite available?" Sam replied, his voice calm and confident as he handed over his ID and credit card.

The clerk's gaze traveled over us once more--two women in dresses, one man in a blazer. We had clearly come in together. There was a hint of amusement in his eyes, a spark of curiosity that was hard to hide.

"Not a problem, sir." The clerk's lips twitched slightly as he processed the payment, perhaps imagining the scene that might unfold once we reached our room.

"You'll be in Room 1516," he announced, handing Sam the key cards with a polite smile that didn't quite mask the sly understanding beneath. "Enjoy your stay."

"Oh, I plan to," Sam said, taking the keys and card from the clerk.

Kathy and I turned toward the elevators. The click of our heels resumed, blending together in a syncopated rhythm. Looking back at the clerk, I felt a mixture of embarrassment and thrill at the transparency of our intentions. Sam caught up to us as the elevator doors opened.

Mirrors lined the side walls of the elevator, reflecting our images back at us from all angles. I stole a glance at our reflection--Kathy's petite frame was next to my taller figure, and Sam's broad shoulders filling the space. Kathy's short black dress clung to her curves, her glossy black hose catching the light, while my own red dress shimmered faintly under the dim glow of the elevator lights. Sam stood between us, the open collar of his shirt hinting at a casual confidence.

My eyes lingered on the image in the mirror, my gaze taking in my reflection. The form fitting red dress, the sheen of my nude stockings, the smoky eye makeup, the bold red lips, the waves of long brown hair--all of it was a carefully crafted illusion. I shifted slightly, feeling both the pinch of my high heels and the stockings rubbing against my inner thighs with every movement, a constant, sensual reminder of the role I had embraced for the night.

I caught Sam's eyes in the mirror, his gaze filled with lust. There was no mistaking the intensity there--his eyes traveled slowly from my face to my legs. My cheeks flushed under his scrutiny, a mix of exposure and arousal washing over me.

As the elevator doors opened, we stepped out onto the thickly carpeted hallway. The muffled sound of our heels was a contrast to the sharp clicks of the lobby, but each step felt more intimate now, the quiet adding to the sense of closeness. Sam's hand returned to the small of my back, his touch possessive, while Kathy stayed close, a silent promise of what was to come.

When we reached Room 1516, Sam paused, turning to face me with a serious but gentle expression. "Last chance," he said. "If you're not up for this, we can stop here."

I took a breath, feeling a mixture of nerves, determination, and a need to get laid. My dress brushing against my thighs softly and the heels pressing on my feet combined to remind me of my attire and purpose there. I nodded in acknowledgement.

Sam slid the key card into the door, and with a soft click, it swung open. The room was dimly lit, its large windows offering a sprawling view of the twinkling city lights below. As we stepped inside, the door closed behind us with a quiet thud, the sound final and intimate, conveying a sense of being committed to a course of action.

I paused just inside the door, taking a moment to absorb my surroundings. The room was elegant yet impersonal, its neutral tones softened by the warm, low lighting. A king-sized bed dominated the center, its crisp white sheets neatly folded at the edges. A small sitting area was off to the side, with modern armchairs, a chaise, and sleek glass-topped tables. Everything was pristine, orderly--a stark contrast to the chaotic swirl of my emotions.

Sam switched on a small lamp near the bed, casting a soft amber glow that warmed the room. The light created a halo around Kathy, illuminating the silhouette of her figure and the sheen of her stockings. She looked seductive, a vision that brought back memories of our previous night together.

Sam turned to face us, his expression a mix of desire and careful control. "Would you like a drink?" he asked.

Moving to the bed, I sat down, crossing my legs. "Yes, please," I said, an appreciative note in my voice.

"I'll go down to the lobby bar and get us something," he said, moving toward the door. "Why don't the two of you get comfortable and I'll be right back."

Sam's words hung in the air, both practical and suggestive. He was giving Kathy and me a moment alone, creating a space where the intimacy could deepen before he returned. I watched as he moved toward the door, his stride confident but measured. He paused briefly, his hand on the doorknob, and glanced back at us with a hint of a smile.

"Be back soon," he promised, his voice low and filled with intent.

As Sam closed the door behind him, Kathy moved closer, sitting beside me on the edge of the bed. The mattress dipped slightly, bringing us closer together, her thigh brushing against mine. Her hand rested gently on my stocking-covered leg, her fingers tracing slow, teasing circles just above my knee. Her touch made my cock twitch in my panties.

"I've missed this," Kathy said softly, her voice warm and filled with a hint of nostalgia. "Our last time together was wonderful. I've thought about it often."

The memories surged back--the intensity of that night, the way Kathy had confidently taken control, and the raw, exhilarating sex of the encounter. "I've thought about it too," I admitted. "It was one of the most memorable nights I've had."

Kathy's gaze was steady, her eyes dark with desire but softened by a genuine warmth. "I'm glad," she said, her hand sliding higher, brushing against the lace top of my stockings. "I want tonight to be just as special, maybe even better."

Her words sent a jolt of arousal through me, but there was also a nervousness simmering beneath it all. I felt the urge to pause, to take a moment to collect myself, to do something familiar.

"Can I ask you for a favor?" I said suddenly, the words tumbling out with a mix of hesitation and desire.

Kathy's eyebrows lifted slightly in curiosity. "Of course," she replied. "What do you need?"

"Would you... take my picture?" I asked, my cheeks flushing a bit at the request. "Just a few, so I can remember this. Sorry, but when I'm dressed up, I'm kind of a picture whore."

Kathy laughed. "I'd love to," she said, standing up, and I fished a small digital camera from my purse.

I rose from the bed, feeling the soft shift of my dress and the slight pinch of my heels as I moved. I adjusted the hem and tried to strike a sexy pose.

"Ready?" she asked, holding the camera up.

I nodded, trying several poses, some sitting at the desk in the room, some on the bed.

"You look stunning," she said, lowering the camera for a moment.

"Thank you," I replied, feeling a flush of both gratitude and arousal. But as the excitement simmered, I felt the need to regroup. "I need to freshen up a bit," I said softly, meeting her gaze.

Kathy nodded, her expression understanding. "Take your time," she said, her voice gentle. "We're not in any hurry."

I grabbed my overnight bag and made my way to the bathroom. Closing the door behind me, I leaned against the cool tile wall for a moment. Taking a deep breath helped calm the mix of excitement, nerves, and the lingering sense of vulnerability.

I stepped closer to the mirror, studying my reflection. The smoky eye makeup still looked bold and alluring, the red lipstick was vivid against my flushed skin. The soft waves of my wig, slightly tousled, framed my face as intended. But beyond the careful appearance, I could see the uncertainty in my eyes.

Is this really what I want? I asked myself, fingers gripping the sink's edge. The night had been a heady mix of anticipation and desire. But now, alone in the bathroom, the reality of what lay ahead pressed down on me.

I closed my eyes for a moment, taking another deep breath, listening to my instincts. The fear was genuine, but so was the longing--to be desired, seen, wanted without hesitation. But underneath, that was something more primal. I wanted sex--raw hot fucking like my last time with Kathy. The connection with her was genuine, and Sam's presence added an unknown layer, a thrill of the unknown that I couldn't deny.

Yes, I finally decided. This is what I want tonight.

With a renewed sense of purpose, I reached behind me and tugged the zipper of my dress down, feeling the fabric loosen. The dress slid off my hips, pooling silently at my feet. The cool air hit my exposed skin, sending a brief shiver through me. I stood there for a moment in my black lace lingerie, stockings, and heels, looking at my reflection.

I picked a short red satin robe from my bag and slipped it over my shoulders. The fabric was soft and sensual against my skin, clinging slightly as I tied it around my waist. It was intimate, yet still concealing. The robe barely reached mid-thigh, the tops of my stockings peeking out.

Suddenly, I heard the hotel room door opening, followed by Sam's low voice. "I'm back," he announced. His tone was casual, but there was a hint of excitement underneath. The door closed behind him, and I could hear the faint clink of bottles as he set down the drinks he'd brought.

Through the closed bathroom door, I heard Kathy's response. "Perfect timing," she said, her tone laced with anticipation. "Jenette will be out in a moment."

I took one last deep breath, staring intently at my reflection in the bathroom mirror. The short red satin robe clung to my body, its soft sheen catching the light, hinting at the black lace lingerie beneath. The exposed tops of my stockings added a final touch of seduction.

Not bad, not bad at all. I thought, a small, satisfied smile curving my lips. I felt the thrill of excitement, the uncertainty, gradually giving way to anticipation.

I slowly opened the door, stepping back into the dimly lit room. Kathy was no longer on the bed; she had moved to the armchair near the window. Her dress was now draped over the back of the chair, and she sat, legs crossed, wearing only a lacy black bra, sheer black stockings, and her stiletto heels. She had pulled back her long, dark hair into a tight ponytail. The sight of her, so confidently exposed, sent a fresh wave of arousal through me.

Her eyes immediately found mine, lighting up with a mix of surprise and desire as she took in my appearance. I stood just outside the bathroom door, my legs together, balanced on the four-inch heels of my shoes. Her gaze traveled over me slowly, lingering on the way the red satin robe clung to my curves, revealing just enough to tease what lay beneath.

"I thought a change of attire might be appropriate," I said, my voice low, unable to tear my eyes away from Kathy's exposed body, a vision of raw, erotic beauty.

"You look stunning, Jenette," she said, her tone filled with genuine admiration.

Sam stood by the small table, his gaze riveted on me. His eyes were dark with hunger as they traveled over the robe, lingering where the lace of my lingerie peeked through. "Wow," is voice thick with lust. "That's... something else."

I barely registered Sam's presence. My attention was entirely on Kathy, the way she looked, her lips slightly parted, and the soft rise and fall of her chest.

Kathy's hand stretched out in invitation, her fingers curling slightly in a beckoning gesture. "Come closer," she said, her voice low and insistent. I obeyed, crossing the room with a slight wobble in my heels, the brush of satin against my thighs sending shivers through me. As I reached her, she grasped my hand and pulled me down, her grip firm.

"On your knees," she instructed, her voice now rough with need.

I knelt before her, the pressure of my heels digging into my ass not uncomfortable, adding to the sense of submission. Kathy spread her legs wide, her sheer stockings shimmering in the low light. She wore no panties. I briefly wondered if she had been without them the entire night. I took in the sight of her swollen, glistening pussy lips inches from my face.

"You remember what I like," her voice thick with lust. "Worship my body. Start with my feet."

I lifted her foot with both hands, bringing it close to my face. I placed a soft kiss on the top of her stiletto, the scent of leather mingling with the faint, intoxicating aroma of her perfume. My tongue darted out, running along the leather, tasting its cool smoothness before I moved to her stocking-covered calf. The texture of the nylon was a thrilling contrast to the warmth beneath, and I kissed and licked my way upward.

Behind me, I heard the faint rustling of clothing. Sam's movements were slow and deliberate, a reminder that he was watching. I picked up Kathy's other foot, continuing my worship, sensing the dampness of her desire as I worked my way up her leg. I glimpsed Sam out of the corner of my eye, now naked, tossing his clothes onto a nearby chair.

As I kissed my way higher up Kathy's thigh, she placed a hand on the back of my head, guiding me toward her exposed pussy. The scent of her arousal was stronger now, the heat of her body noticeable as my lips neared her wetness.

"Taste me," she said, her voice almost a growl.

I pressed my mouth against her swollen lips, the wetness slick and inviting. My tongue slid along her slit, tasting her juices, a heady mix of salt and musk. Kathy moaned softly, her hips shifting forward, urging me on.

"Oh... yesss..." she breathed, her fingers tightening in my wig. I was glad I had pinned it solidly to my wig net and hair.

I continued my ministrations, teasing her clit with soft flicks of my tongue, then sucking it gently. My hands traced her legs, sliding along the smooth nylon of her stockings from ankle to thigh, feeling the tremors that ran through her. Her hips moved in rhythm with my tongue, grinding against my face with increasing urgency.

"Mmmmm... yes, that's it," her voice thick with pleasure.

Behind me, I heard Sam's voice, low and husky with arousal. "God, this is hot," he said.

Stealing a quick glance over Kathy's thigh, I saw Sam sitting in a chair, his naked body relaxed, his hand slowly stroking his erect cock. He wasn't large, about the same size as me, an average six inches and average width. He was watching the scene unfold. His attention sent another wave of heat through me, my voyeuristic tendencies rising.

I increased the pressure of my tongue on Kathy's clit, flicking it rapidly, then sucking it deeply. Kathy's hips bucked forward, her body arching as she angled herself to give me better access. As I had done with her before, I slipped my right index finger inside her, feeling for that special spot. A gasp escaped her lips, and her thighs tensed around my head.

"Oh fuck yes!" she cried out, her head thrown back, hands gripping the arms of the chair. Her body convulsed with pleasure, shuddering as the orgasm rippled through her.

Slowing my pace, I gave a few delicate licks as her breathing gradually returned to normal. I leaned back, still on my knees, taking in the sight of her flushed face and half-closed eyes as she slowly came down from her climax. I felt a deep sense of satisfaction knowing I caused her release.

"Wow," Kathy finally managed, her voice breathy and soft.

"Wow is right," Sam added, still stroking himself slowly, a hungry smile on his face as he watched me kneeling before her.

As Kathy's breathing gradually slowed, she reached a languid hand out, her fingers stroking my cheek with a touch that was both tender and possessive. "You were perfect," her voice hoarse with satisfaction.

I stayed on my knees. My body felt tense, and I was acutely aware of the hardness of my cock straining to escape my panties.

Kathy leaned forward, placing her hands on my shoulders. "Stand up," she instructed, her voice taking on that commanding tone once again. I obeyed, rising slowly, feeling the strain in my legs after kneeling so long. As I stood before her, Kathy's gaze roamed over my body.

"Take off the robe," she said.

With a slight tremble, I untied the belt and let the satin slip from my shoulders. The fabric slid down my body, pooling at my feet, leaving me in nothing but the black lace lingerie, stockings, and heels. Kathy fixed her eyes on me, her lips curving into a slow, appreciative smile.

"You're beautiful," she said, reaching out to run her fingers along the edge of my lace panties. "And I want to watch you get fucked."

Her words sent a shiver through me, the explicitness both shocking and arousing. I turned slightly, catching sight of Sam still seated in the chair. His hand moved slowly over his cock, his gaze dark and intense as he watched me. The weight of both their eyes on me.

"Come here," Sam said, his voice low and thick with lust. He rose from the chair, his naked body fully revealed in the dim light. His cock was hard, the tip glistening with precum.

I moved toward him, the sheer fabric of my stockings rubbing against my thighs with each step, the lace of the panties pressing against my straining cock. Sam reached out, pulling me close, his hands settling on my hips. He leaned in, capturing my lips in a deep, demanding kiss. I pulled away, years of enculturation against intimacy with another man warring with my desire to be taken like a woman. He tightened his grip on my hips and pulled me in closer, his tongue pushed into my mouth.

My body pressing against his, I moaned softly into the kiss. I stood there, balanced on my heels, arms hanging to my sides, feeling the heat of his skin through the lace of my lingerie. His hands roamed over my body with a roughness that sent jolts of pleasure through me.

As he broke the kiss, his hands moved lower, sliding over the lace of my panties. His fingers found my cock, stroking it lightly through the thin fabric. The touch was both teasing and possessive, making me gasp softly.

"You're so hard," he said, his voice a mix of surprise and arousal. "You want this, don't you?"

"Yes," I breathed, a reflexive response. "I want this."

Kathy moved closer, her body pressing against my back. Her hands slipped around my waist, joining Sam's in exploring my body. Her fingers traced the outline of the panties, teasing the sensitive skin beneath the lace. I found myself caught between them, enveloped in their heat and desire, feeling waves of pleasure with each touch.

"Let's get you out of these," Sam said, his hands moving to the waistband of my panties. He tugged the silky garment down roughly, letting it fall down my stocking covered legs to the floor. The cool air hit my exposed cock, the sensation both jarring and strongly erotic.

Kathy moved to the chaise lounge and sat down. She kicked off her heels and folded her legs under her in a seated position. "Come here, sit down next to me," she directed, patting the cushion next to her.

I followed Kathy's command, stepping out of the panties that had pooled on the floor around my heels, and walked slowly to the chaise lounge.

The softness of the cushion welcomed me as I sat beside her. She leaned in close, her lips brushing my ear. "Tonight's about pleasure, Jenette. Don't hold back. Tell me what you want."

My mind raced, filled with the memories of our last encounter and the anticipation of what might happen next. "I want you to touch me," I said, my voice heavy with desire.

Kathy's lips curved into a knowing smile. "Good girl," she purred, her fingers trailing down my arm, sending a shiver through me. Her touch was teasing as she traced a path from my shoulder to my chest, then lower, brushing lightly over the lace of my bra.

She moved closer, her breath warm against my neck. "Tell me more," she urged, her voice low and coaxing.

"I want to feel you," I confessed, my voice barely audible. "I want to taste you."

Kathy's eyes darkened with a mix of lust and approval. "Then show me," her tone filled with both promise and demand.

Without hesitation, I leaned in, my lips seeking hers. The kiss was slow, hungry, a blend of passion and exploration. Her mouth opened to mine, her tongue meeting mine with a boldness that matched her earlier commands. I felt her hand slide up my thigh, fingers grazing the tops of my stockings. Then I felt her fingers lightly graze my erection. Her touch was cool, a light caress that made me tremble.

"Is this what you want, Jenette?" she asked, her voice low and sultry.

"Yes," my head tilting back, my breath coming faster now.

She leaned in closer, her lips moving to my neck, kissing with a blend of slow passion and exploration. I felt her hand slide smoothly along the length of my shaft, a light touch that made me moan and shudder in delight.

Sam moved closer. He remained standing for a moment, watching us with a dark, hungry gaze, his hand lazily stroking his own erection, which only added to the erotic charge of the room.

His eyes followed Kathy's every move--how her lips pressed against my neck, the way her hands lightly stoked my cock. He stepped closer, positioning himself directly in front of us. I could feel the heat of his body as he knelt down beside the chaise, bringing his face level with mine.

"Mind if I join?" he asked, his voice thick with lust.

Kathy paused briefly, her hand resting on my shaft. I ached for her to continue. "What do you think, Jenette?" she asked, her tone teasing but laced with authority. "Are you ready for both of us?"

I glanced at Sam, his gaze locked on mine. "Yes," I sighed, my head nodding in approval.

With my permission given, Sam sat next to me on the chaise, and his hands joined Kathy's. His rough fingers teased my thighs, exploring the delicate nylon of my stockings with deliberate slowness. Meanwhile, Kathy's hand remained wrapped around my shaft, stroking gently, making me gasp.

"Look how hard she is," Sam said, his voice filled with both fascination and arousal. His hungry gaze fixed on my body.

Kathy's grip tightened slightly, her thumb tracing a slow, sensual circle along the tip of my cock, spreading the bead of precum that had gathered there. A gasp escaped my lips.

"She loves this," Kathy said with a grin, her voice thick with satisfaction. "Look at how she's trembling."

I was quivering--caught between their hands, their intentions clear but their pacing slow and deliberate. Kathy's movements were confident and teasing, her strokes slow and measured. Sam, meanwhile, seemed to relish the anticipation, his fingers roaming over my thighs, brushing the tops of my stockings, then moving lower down to my feet.

I felt Sam pull my shoes off. "You don't need these anymore," he said.

As the stilettos landed on the floor with a soft thud, I felt the cool air rush over my stocking-clad feet. The shoes were tight and the release of pressure was a welcome relief.

Sam's hands, now free to explore without barriers, ran up and down my feet, calves, thighs, and ass, the sensation more intimate and arousing. My stockings stretched beneath his fingers, every touch amplified as he traced their delicate fabric, his movements growing bolder.

"You're perfect like this," Sam purred, his voice rough with desire. "Just what I need."

He leaned down, pressing his lips to my ankle, lifting my leg into the air and kissing it slowly before trailing his mouth higher on my leg. The wet heat of his tongue brushed against the sheer nylon, sending shivers up my legs.

Kathy's hand kept a steady rhythm on my shaft, each stroke firm and deliberate. "Sam's right," she said, her voice low and sensual. "You're beautiful, Jenette. So willing... so eager."

Sam, placing one of my ankles on his shoulder, continued kissing up my legs, his lips finding the tender skin behind my knees before moving to the inside of my thighs. I could feel his warm breath through the nylon, the anticipation building as his mouth moved closer to where Kathy's hand was working me. The teasing was maddening. Each touch bringing me to the edge.

Kathy, sensing my rising desperation, let her thumb flicker over the sensitive tip of my cock. "She's getting close," she noted with a sly smile, her grip tightening just enough to make me gasp.

"Do we have any lube?" Sam asked between kisses and licks on the exposed skin above my stocking tops.

"In my bag," I gave in a breathless reply.

Kathy smiled and nodded to Sam, her hand still stroking my cock, "Can you get it, honey? My hands are full."

"With pleasure," he said, getting up from the chaise and padding softly over to the bathroom where my overnight bag was.

"She brought condoms too!" came Sam's voice from the bathroom. He emerged back into the main room of the suite, holding up the bottle of lube and the box of condoms.

"You really thought of everything, didn't you?" Kathy asked in a teasing voice, her hand still stroking me at a maddeningly slow pace.

I felt Sam sit next to me again and heard the pop of the lube bottle cap open. He poured a generous amount into his hand and leaned in. Sam's hands were firm yet gentle as he lifted my legs again, positioning me in a way that left me fully exposed. The vulnerability was thrilling. The rush of being displayed for both of them was exhilarating. I could feel Kathy's eyes on me, her gaze filled with approval.

"Relax, Jenette," Sam murmured, his voice surprisingly soft as he spread the lube over my ass. His touch was exploratory, slow, and deliberate, as if testing my reactions. The cool, slick sensation made me gasp.

Kathy leaned in closer, her hand still wrapped around my shaft, now stroking with more intensity. "Relax," her lips brushing my ear. "Just let it happen."

With a slight pressure, Sam's finger popped into my ass. I moaned as he slid it in.

"She likes this," Sam said, continuing to stroke and rotate his finger inside me.

He pressed more firmly, the slickness allowing him to ease deeper, his movements slow and insistent. I could feel my body adjusting to the pressure, the mix of pain and pleasure blurring as Kathy's strokes grew faster.

"Is this what you wanted, Jenette?" Sam asked, his voice low, filled with lust.

"Yes," I gasped, my voice strained.

Sam's fingers withdrew momentarily, replaced by the crinkling sound of a condom being unwrapped. Kathy's grip on me loosened slightly, her strokes steady and encouraging. "You're going to love this," she assured me.

"Can you turn her around?" Sam asked, talking to Kathy as if I was some plaything they were using. With a dawning awareness, I realized that, in fact, I probably was.

"Of course, dear," Kathy replied, her hand lifting from my stiff cock. She stood up and reached down, taking my hands. "Jenette, dear, please stand up for a moment," her voice taking on the commanding tone again.

Rising from the chaise on shaky legs, I looked into her eyes. Her expression was calm and almost loving. I stood there, the lube cool on my ass, my hard cock sticking straight out in front of me.

"Kneel on the chaise. Put your hands on the back of it with your ass up so Sam can fuck you." She said this in a matter-of-fact way, like she was asking me to pass her the salt at the dinner table.

I complied. Crawling onto the chaise, I positioned myself as she had commanded. I knelt on the velvet upholstery of the couch, the fabric slightly rough on my knees through the silky material of my stockings. I felt the cushion shift under me as Sam moved up behind me.

I braced myself. The realization of what was about to happen was both terrifying and exhilarating. I felt the hard length of Sam's cock in the crack of my ass, the slickness of the lube making each movement smooth.

Kathy sat again on the edge of the chaise next to me. "Just breathe, Jenette," she whispered in my ear, her voice soothing. "We've got you."

I took a deep breath, trying to ready myself as Sam's body pressed closer. His hands gripped my hips, shifting my ass to a position of his liking. Kathy ran a hand along my arm and down my back, a comforting gesture.

"You're doing great," Sam said, his voice both soothing and filled with desire. I could feel his tip press against me, the pressure building slowly. My body tensed, instinctively resisting the initial push, but Kathy's voice in my ear kept me focused.

"Let go, Jenette," she urged softly, her lips brushing my ear. "Just let it happen. You're safe with us."

I nodded, trying to relax as Sam slowly pushed his hard cock into me. The sensation was intense, a mix of discomfort and deep, raw pleasure that made me gasp.

"Good girl," Sam said, his voice rough with lust.

I felt myself opening up more, the initial resistance giving way to a wave of pleasure as Sam's movements grew more confident, a slow, steady, rhythmic pumping. My hands gripped the back of the chaise as he slowly pushed in and then withdrew. A soft moan escaped my lips as he continued to fuck me.

"She's tight," Sam said from behind me, his words meant for his wife, talking about me like I was some sort of pet or object.

"I told you that you'd enjoy her," Kathy replied.

I felt like speaking up, saying that I'm here and that they shouldn't talk about me like I was a sex toy. But I was too far into it. My only response was a shudder and low moan of pleasure as Sam buried himself balls deep into me.

His hands left my hips and explored my body, caressing my back, ass, and legs. Kathy's lips found my neck, kissing it softly. Her hand reached down and started stroking my cock again. Her touch was still light but with a tempo that matched Sam's thrusts.

As Sam's pace quickened, his hands returned to my hips. As he increased the pace of his thrusts into me, I felt the heat building inside me, my body responding to every stroke. The sensation was intense, a blur of pleasure that left me lost in the moment.

"She's so beautiful like this," Kathy whispered, her eyes on Sam.

The intensity of the moment--Sam's deep, powerful thrusts and Kathy's gentle stroking--became too much to bear. I could feel the familiar tightening low in my balls, the inevitable climax building rapidly.

"Oh...god...yes," I moaned, my voice filled with a mix of urgency and need.

Kathy's eyes locked onto mine, her expression a mix of lust and satisfaction. "Then let go, Jenette," she commanded, her voice filled with intent. "I want you to cum for us."

With a final, deep thrust from Sam, and Kathy's hand moving faster now, I came hard; the orgasm hitting me like a tidal wave. My body shuddered, a loud gasp escaping my lips as I released completely. The intensity was almost blinding. I shot a stream of cum onto the cushions of the chaise, my body wracked by spasms of intense pleasure.

Sam, still gripping my hips, continued fucking me. His firm grip holding me in place while he took his pleasure from me. Aftershocks from my orgasm rolled through me as he continued, plunging his cock into me. And then I felt his body tense. An inarticulate growl sounded from him as he shot his load inside me.

I collapsed, spent and breathless, my body trembling with continuing aftershocks. Sam withdrew slowly, his softening cock slipping from my ass with a small slurping noise.

I lay there between Sam and Kathy, exhausted but deeply satisfied.

We stayed like that for a moment, my body still tingling with the lingering echoes of pleasure. Kathy's hand traced gentle circles on my back and along my legs as I caught my breath. Sam's warmth remained beside me, his breathing slowing, a deep calm settling over the room.

"Thank you, Jenette," Kathy said, her voice warm and filled with satisfaction. She leaned in, pressing a tender kiss to my mouth, her lips soft against my flushed skin.

I managed a small, shaky smile, the aftershocks of pleasure still washing over me. "That was... incredible," I admitted, my voice barely audible, still catching my breath.

Kathy's eyes sparkled, her lips curving into a satisfied grin. "I knew you'd enjoy it," she replied, her tone playful but genuine.

Sam leaned back, running a hand through his tousled hair. "That was really great, Jenette," his voice was low and still thick with lingering desire. "I didn't expect you to be so... open."

Kathy rose from the chaise, her movements graceful as she padded softly toward the bathroom, her stockinged feet silent on the carpet. I lay there, still catching my breath, listening to the sound of running water. After a moment, Kathy returned with two towels in hand.

She handed one to Sam, who was carefully removing the condom. He took the towel gratefully, using it to clean himself. Kathy settled back onto the chaise next to me, her touch once again tender as she cleaned me, wiping away the streaks of cum that had landed on my lingerie.

"Let's get you comfortable," she murmured, her voice soft but filled with care.

Once she'd cleaned most of the mess, she handed me the towel, nodding gently toward my crotch. I understood the gesture and used it to wipe away the lingering lube from my ass, feeling a mix of relief and lingering familiarity.

"Thank you," I said, my voice filled with gratitude, a strange blend of vulnerability and comfort settling over me.

Kathy's eyes met mine. "You're welcome," she replied simply.

Sitting up from the chaise, I stretched, my muscles still trembling slightly from the intensity of our encounter. My body felt unsteady as I rose to my feet, my legs barely supporting me. I stood and padded across the soft carpet, reaching for my robe where it had fallen to the floor. "I could use that drink now," I said with a wry smile, attempting a lighthearted tone to mask the familiar, creeping sense of discomfort.

As I shrugged on the robe, pulling it tightly around me, I felt the soft satin slide over my skin--a sensation I usually found comforting, but now it felt strangely heavy, as if wrapped in a reminder of something I wasn't supposed to want. That all-too-familiar feeling of embarrassment and shame settled over me. Men weren't supposed to wear women's clothing, weren't supposed to desire it, take pleasure in it. The guilt was deep like a shadow that followed me, especially in vulnerable moments when the thrill of the encounter faded, leaving only me--exposed and questioning.

Kathy noticed the shift in my expression, her eyes softening. "Hey," she said gently, reaching out to touch my arm. "Are you ok?"

I managed a small smile, her words a balm against the internal tug of shame. "Yes, thanks," I replied quietly, slipping into the robe and pulling it tightly around me. "But sometimes, the aftermath... I feel... it's hard."

Sam, who had been quietly observing, said nothing, his expression questioning.

Kathy rose and came toward me. She touched my arm, her presence reassuring. "Jenette, you were amazing," she said simply.

I nodded, trying to let the words sink in, to push away the self-consciousness that threatened to resurface. "I guess it's just something I'm still working on," I admitted, tying the robe around my waist, feeling less exposed with the cover of the fabric.

Kathy moved toward the small bar in the suite's corner. "A drink sounds like a good idea," she said, her voice light, intentionally redirecting the mood. "What's your pleasure, Jenette? Bourbon? Wine?"

"Bourbon," I replied, feeling the need for something strong, something to anchor me.

"Good choice," Kathy said, pouring three generous measures. She handed one glass to Sam and brought the other to me, the amber liquid shimmering in the dim light.

I took a sip, the warmth of the alcohol spreading through my chest, easing the lingering tension. "Thanks," I said, feeling the burn settle my nerves.

Kathy clinked her glass gently against mine. "To new experiences," she toasted with a small smile.

I excused myself to use the bathroom. When I entered, the sight in the mirror that greeted me was surprising and rather sexy. My makeup was a wreck, my hair disheveled, and my lingerie had cum stains. I looked a hot mess, like someone had just thoroughly fucked me. Which, of course, had just happened.

Digging into my bag, I pulled out cosmetics to repair my makeup. Once that was done, I tried to tame my hair. A few quick passes with a wig brush and it was back to a more manageable look. I gave myself a final quick once over in the bathroom mirror, adjusted my stocking tops, which had stayed in place impressively well, tied the belt of my robe, and went to rejoin my hosts.

Exiting the bathroom, I found Kathy and Sam sitting on the bed together. They had both donned fluffy hotel robes from the closet and sat with their backs to the headboard, Sam in back with Kathy leaning up against him. Picking up my drink, I sat in a chair. It was the same chair Kathy had used, and a dark, damp patch decorated the cushion.

"You cleaned up," Kathy observed over the rim of her glass.

"I looked quite the wreck," I said with a smile.

As we sat in comfortable silence, the warmth of the bourbon settling my nerves, I felt an unexpected urge bubble up--a need to preserve the moment. I hesitated for a moment, unsure if it was the right time to ask.

"Would you ... take a few more pictures of me?" I asked, my voice soft but hopeful.

Kathy's eyes lit up with surprise and delight. "Of course," she replied, setting her glass down on the table. "I'd love that."

I stood up, adjusting the robe around my waist, making sure it framed my curves just right. I thought about showing some of the lingerie beneath, but the cum stains might not look great in the picture.

"How about some on the chaise?" I suggested, my voice carrying a mix of excitement and a touch of shyness.

Kathy's eyes lit up, clearly pleased by my enthusiasm. "I was hoping you'd suggest that," she replied, picking up the camera with a playful grin. "Go ahead, make yourself comfortable."

I moved to the chaise, the soft swish of the robe against my stocking tops adding to the sensuality of the moment. My gaze drifted to the cushions, where traces of my earlier release lingered, a subtle reminder of the night's erotic activities. With a small smile, I rearranged the cushions, covering the marks, and sank onto the chaise, adjusting my robe around me.

As I settled into a pose, I noticed my panties lying on the carpet where Sam had removed them earlier. I hadn't put them back on, but it felt unnecessary, a slight detail lost in the evening's wanton activities.

I reclined comfortably, tucking my legs in beside me and bending my knees, allowing the pose to feel both relaxed and inviting. Kathy began snapping pictures, her gaze encouraging as she captured each angle. I shifted slowly, one arm draped over the back of the chaise, my fingers brushing my lips, then turning slightly to emphasize the curve of my waist.

After snapping a dozen or so pictures, I thanked Kathy and returned the camera to my purse. I was glad to have captured images to keep the memory fresh in my mind.

We sat in companionable silence for a while, sipping our drinks, basking in the glow of shared intimacy. As we talked and drank, Sam and Kathy sat close together on the bed, his arm draped around her shoulders in a casual embrace that only long-married couples seem to achieve. I felt a pang of envy, but also a sense of acceptance.

Sam ordered some room service, and we picked at the snacks that arrived--cheese, crackers, and a few chocolates that tasted unexpectedly decadent after the intensity of the evening. The clock was moving toward the late hours, but I wasn't feeling sleepy, and it seemed neither Kathy nor Sam were. There was a sense the night was far from over.

As we chatted about favorite movies and guilty pleasures, I noticed Kathy's robe had slipped open, revealing her stocking-clad legs up to mid-thigh. The sheer fabric shimmered subtly under the dim lighting, drawing my gaze like a magnet. I tried to look away, but Kathy noticed, catching me with a knowing smile.

Without a word, she slid her foot back, bending her leg at the knee, allowing the robe to fall open even further, the fabric falling to the side, leaving her leg completely exposed. Her eyes held mine, playful yet inviting, letting me know my attention was both welcomed and enjoyed. She still wore no panties, and her pussy shone in the soft light of the room.

"Still like what you see?" she teased, her voice playful.

"Yes," I admitted, feeling the familiar warmth of arousal creeping back into my cheeks. "Very much."

Sam, catching the shift in the atmosphere, leaned forward, his eyes glinting with interest. "So," he drawled, his voice thick with suggestion, "what are we thinking? Round two?"

Kathy turned her gaze to me, her eyes dark with a mix of playfulness and hunger. "What do you say, Jenette?" she asked, her tone inviting but still laced with that familiar authority. "Are you up for more?"

I took a breath, feeling a surge of lust flood through me. "Yes," I replied, my voice steady. "I want more."

Kathy's smile widened, her satisfaction clear. "Good," she said. She stood up slowly, letting her robe fall to the floor. At some point during the evening, she had removed her bra and now stood beside the bed wearing only her black thigh-high stockings. "Then let's not waste any time."

Sam followed suit, his movements deliberate as he climbed from the bed and removed his robe. Kathy extended a hand, motioning for me to stand, her eyes never leaving mine.

"Come closer, Jenette," she commanded softly.

I rose from the chair, feeling a familiar heat of arousal. My cock was already beginning to get hard. I took a pace forward, stopping a few feet in front of them.

"Untie your robe," she said, her voice carrying a note of authority.

I obeyed, the red satin sliding smoothly open, exposing the lingerie beneath. My cock protruded straight in front of me. The absence of my panties, which still lay on the floor from when Sam gave me a thorough fucking earlier, added a layer of vulnerability.

Standing before them, dressed as I was, gave a certain thrill at being so exposed. Kathy's eyes roamed over me appreciatively, her gaze lingering on the curve of my waist, the line of my stockings, and the softness of the robe that barely covered me.

Her lips curved into a satisfied smile. "So, what should we do next?" she asked, her voice a gentle invitation, filled with possibilities.

My mind raced with options, a thousand scenarios flashing through my thoughts. I wanted everything. But as I held her gaze, an idea took shape, one that filled me with a mix of curiosity and excitement. "I... I want to watch," I said, my voice soft, a bashful smile tugging at my lips as I glanced between them.

A knowing look crossed Kathy's face, a gleam of understanding in her eyes. She looked up at Sam, standing beside her, and let her hand drift lightly to his arm. "What do you say, sweetheart?" she asked, a playful tone in her voice. "Should we put on a show for Jenette?"

Sam's grin widened, his gaze flicking over to me. "I like the way she thinks," he replied, his voice eager, his hand slipping around Kathy's waist as he leaned in to press a kiss against her neck.

I settled onto the edge of the chaise, adjusting my robe, feeling the cool fabric of the satin against my hot hard cock. Kathy moved closer to Sam, reaching up to touch his face, and he met her gaze, his hands settling on her hips. Without a word, they came together, their mouths meeting in a slow, deliberate kiss, bodies pressed tightly against each other. I watched them, my voyeuristic desires filling me with lust and want.

Their bodies pressed together, and I felt a thrill at the erotic show before me. Kathy's fingers trailed down his chest, her touch light but lingering, before she slowly lowered herself to her knees, her hands gliding along his thighs, her lips pressing soft kisses along his stomach.

I watched as Kathy's mouth moved lower, her lips and tongue tracing along Sam's body with deliberate slowness, savoring every inch. Her mouth enveloped his cock, her movements unhurried, her mouth working over him with practiced ease.

Sam tilted his head back, a low groan escaping him as she took him deeper, her tongue swirling with practiced skill. Her hands gripped his hips, steadying him as she bobbed her head up and down. The only sounds in the room were the soft, rhythmic slurping of her mouth on him and the heavy, steady sound of my breathing as my arousal grew.

A warmth was settling between my legs as I shifted on the chaise. I felt a strong need to reach down and pleasure myself as I watched them, the need for release building. But I also wanted to wait, to make this last as long as I could.

Kathy's mouth left Sam's cock, replaced by her hand stroking him, her fingers gliding smoothly from the wetness left behind. She looked over at me, her gaze catching mine, an invitation in her eyes. "Enjoying the show, Jenette?" she asked.

"Oh, yes," I said. My focus locked on her hand as it moved over him, Sam's body tense and on edge. The ache between my legs was becoming almost unbearable, the soft fabric of the robe and stockings amplifying every sensation. I shifted slightly, feeling the friction against my thighs and the warm pulse of my arousal.

Kathy gave a sly smile, holding my gaze as she continued to stroke Sam. "Maybe we should give you a closer view," her tone a mixture of playfulness and challenge.

Sam, catching her meaning, extended a hand toward me. "Come here, Jenette," he said, his voice thick with lust. The invitation was simple, a promise of being pulled deeper into their passion.

I rose from the chaise, feeling a shiver of anticipation as I crossed the room to join them. Kathy reached out her hand and took my own, guiding me down onto my knees beside her. I folded my legs under me, so I sat on my heels. Kathy and I were so close our stocking covered legs touched.

Her hand returned to Sam's cock, stroking him slowly, each movement precise and deliberate as she glanced between him and me. "Touch him," Kathy said, her voice a gentle command.

I reached out, my fingers brushing over Sam's length, feeling the warmth and hardness beneath my touch. I could feel the tension in Sam's body. Kathy's hand moved to my thigh, her touch sending another wave of heat through me as I continued to stroke Sam, my soft touch bringing him closer to the edge.

"Taste him," she whispered. "Take him in your mouth."

I had sucked cock before, but I was far from an expert. Leaning forward, I took Sam into my mouth. The smooth, firm weight of him on my tongue was unfamiliar but exciting. I started slowly, savoring the sensation as I bobbed up and down, letting my tongue press against the sensitive underside of his shaft, experimenting with pressure and rhythm. Sam's low groan let me know I was succeeding.

Kathy's hand on my thigh was a steady presence, her touch light but deliberate as her fingers traced along my stocking-clad leg. She moved upward, her nails dragging lightly over the delicate fabric until she reached my hard cock, straining beneath the soft satin robe. Her fingers wrapped around me, still damp from Sam, and she stroked in time with my movements on his cock. The dual sensations--the weight and taste of Sam in my mouth, and Kathy's slick grip stroking me--were almost overwhelming.

I let out a low moan, the sound muffled as I continued to take Sam deeper, the vibrations of my voice adding to his pleasure. Kathy's strokes on me grew firmer, her grip adjusting as she teased me with slow, deliberate movements. The warmth between my legs intensified as I felt my orgasm approaching.

Pulling back for a moment, I brought my hand up to stroke Sam, watching as his cock glistened with a mix of my saliva and Kathy's earlier attention. My fingers wrapped around him, moving in slow, deliberate strokes. I felt a surge of satisfaction as he leaned back slightly, his breath coming in short, shallow gasps. I appreciated the way his skin felt under my hand--warm and smooth, with an undeniable hardness beneath.

Still kneeling, I shifted slightly to steady myself, feeling the plush carpet against my knees and the cool brush of the satin robe against my skin. I leaned back just enough to let myself take in the moment--the sight of Sam's aroused, glistening cock under my touch, Kathy's steady gaze as she watched me, and the light touch of her fingers on my own arousal. Her hand moved with practiced ease, her grip adjusting as she continued to stroke me, sending steady waves of pleasure through me.

Kathy leaned in close, her lips brushing my ear, her voice low and filled with warmth. "You're doing beautifully, Jenette," her tone reassuring. Her hand on me, her strokes matching the rhythm of my movements on Sam. I let myself fully feel her touch--the slickness, the steady pressure, and the way her fingers slid over my me.

I leaned forward again, taking Sam back into my mouth, feeling his body tense in response. This time, I let myself go a little further, my movements more confident as I found a rhythm that seemed to drive him closer to the edge. Kathy's hand remained on me, her fingers tightening slightly as she continued to stroke me in sync with my movements, her touch amplifying every sensation.

Quiet sounds filled the room--the soft, rhythmic sucking noises of my mouth on Sam, his breath deepening, and my own quiet moans as Kathy's hand brought me closer to orgasm. Every sensation was heightened as I completely focused on the moment.

I pulled back again, my hand replacing my mouth as I stroked Sam, watching the way his body responded. He looked down, our eyes meeting with shared pleasure and desire. Kathy's hand continued its gentle but firm movements on me, her gaze flicking between Sam and me, aware we were both near the brink of orgasm.

"Stop," she said, withdrawing her hand from my cock. "I don't want you to cum yet." I wasn't sure if she was talking to me, to Sam, or both of us.

I stopped, releasing Sam's cock from my hand, and leaned back. The sudden absence of Kathy's hand left me aching, the need for release almost overwhelming. I watched her carefully, unsure of her next move.

She stood up, her lithe form graceful in the dim light of the room, her honey colored skin glowing in the soft light. She moved to the bed, climbing into the center of the clean white king sized covering. On her knees, still dressed only in her sheer black thigh-high stockings, she tossed several pillows onto the floor. She flipped over onto her back and propped her head up onto her hand, her elbow resting on the surface of the bed.

With a lusty grin, she looked over at both Sam and I, he still standing with his erection sticking straight out, me still on my knees with my erection sticking straight up. "I haven't been fucked," she said in mock dismay. "Jenette got fucked, Sam got to fuck, but what about me?"

Sam and I looked at each other, both probably thinking how much we would like to be the one to remedy this terrible sexual injustice. Sam moved first, his body turning toward the bed.

Kathy looked at him, amusement in her eyes. "Sweetheart, we should be good hosts and let our guest have some fun first."

Sam paused mid step. He had his back turned to me, so I couldn't see his expression. I wasn't sure about how he might feel if Kathy wanted me to fuck her first. My misgivings were a moot point.

"Jenette, darling, would you be a dear and prepare me for Sam's cock?"

From my kneeling position on the floor, I watched her raise her knees up and spread her legs wide. "You know what I like, worship me," she said in a languorous tone.

Understanding quickly dawned on me. I rose from my kneeling position on the floor and approached the bed. Pausing, I looked at Sam. He smiled, shrugged, and said, "Let's not keep the lady waiting."

Standing slowly, I let my open robe fall to the floor. Climbing up onto the bed, I positioned myself between Kathy's spread legs. Her pussy was glistening and damp, and I could smell her musk from where I knelt.

I took in the sight before me. Kathy lay on the bed in the dim light of the room, a vision of beauty and sexual perfection. Her long dark hair lay splayed out around her head, spilling from the pillow beneath her. The smooth, honey colored skin of her body was flawless. Her small perfect breasts exposed, nipples erect in the room's coolness. Her shapely legs, encased in sheer black stockings, spread to either side of me.

Leaning down and over her, I brought my lips to her breasts, licking and sucking. Balancing on my knees and with one hand, I used the other hand to massage her other breast. Kathy's moan was low and soft. My mouth moved to her other breast. A glistening trail of saliva marked the passage from one breast to the other.

As I kissed and sucked on her breasts, I felt the tip of my hard cock brush against the wetness of her pussy. She gasped at the brief contact. Her hands came up to grab my waist as if to urge me into her. It took all of my willpower to not slide my cock deep inside her.

I leaned back, breaking contact with her body, collecting myself. I was dimly aware of Sam standing at the side of the bed. Once again, his hand slowly stroked his meat, his attention completely focused on the show we were providing for him.

Reaching down, I took Kathy's stockinged foot in hand. I started to kiss and lick her as I had done before. She had no shoes on now, so I sucked on her toes through the thin fabric of her hose. A small low moan rose from her, her head pushed back into the single pillow she used to prop her up.

Slowly moving up her leg, I took my time, savoring the taste and scent of this beautiful woman. My hands roamed along her legs, the silky fabric of her stockings a delicious sensation on my fingertips. When I reached the bare skin above her stocking top, I slid my tongue along the crease where her leg met her pelvis. She moaned again, making me want to please her even more.

As I moved to do the same to her other leg, I let the tip of my tongue flick quickly along her pussy lips. A gasp escaped her lips, followed by what sounded like a sigh of contentment.

As I repositioned myself to work on her other leg, I glanced over at Sam. He stood at the foot of the bed, his eyes following every move Kathy and I made. His cock was rock hard and ready to take his wife.

I licked and sucked my way up Kathy's leg, my hands roaming her stocking covered leg from ankle to thigh. Her body trembled as my lips found the soft skin at the back of her knee. When I reached the smooth, exposed skin above her stocking top, I paused, breathing in her scent. Planting a kiss on her pussy lips, I gave one more slow, languorous lick before leaning back.

Looking over at Sam, I said, "I think she's prepared."

We traded positions, Sam moving to Kathy while I stood beside the bed.

Sam gripped her thighs, his hands firm as he positioned himself at her entrance. Kathy's eyes met his, filled with a mixture of anticipation and need. He teased her for a moment, the tip of his cock brushing against her wetness, making her gasp.

Kathy whispered, her voice raw with desire. "Fuck me, Sam."

With a low groan, Sam pressed forward, his cock sliding into her slowly, filling her inch by inch. Kathy's back arched, a loud moan escaping her lips. Sam's hands gripped her thighs tighter, his movements controlled but demanding.

I watched, aroused by the intensity of the scene, feeling a deep thrill at seeing Kathy's pleasure unfold so vividly. I moved closer, sitting on the edge of the bed, positioning myself beside Kathy's head, my hand gently stroking her hair as she gasped and moaned beneath Sam's thrusts.

Sam grunted, his pace increasing. "So good."

Kathy's hands reached out, gripping Sam's shoulders as he thrust harder, each movement eliciting moans of pleasure from her. Her breasts bounced slightly with each thrust, her nipples hard and flushed. I leaned down, kissing her softly, tasting the raw passion on her lips.

Kathy responded eagerly, her tongue meeting mine as Sam's pace became more urgent. "Mmmmmmm...yessss," she moaned between kisses. "Don't stop."

Sam's rhythm grew faster, his hips slamming against hers with a powerful urgency that shook the bed. Kathy's body trembled beneath him as she neared the edge again. I continued to kiss her, my hands caressing her breasts, adding to the intensity of the moment.

"Oh god, oh fuck, oh yes!" Kathy cried out, her body straining beneath Sam's powerful thrusts. Her stocking clad legs wrapped around him and her nails gripped his back.

"Come for me," Sam urged.

With a final, deep thrust, Kathy's body tensed, her orgasm washing over her in powerful waves. Her legs shaking as she clung to Sam, who kept moving, riding out her climax.

As Kathy's orgasm subsided, Sam's movements grew erratic, his grip tightening on her hips. He groaned, his voice thick with lust.

Kathy moved her hands to his ass, pulling him deeper. With a deep, guttural groan, Sam shot his load into his wife, his body shuddering as he came inside her. Kathy held him close, her eyes closed, a look of deep satisfaction on her face.

The room was silent for a moment, heavy breathing the only sound as they came down from their shared orgasms. Sam rolled off her, his cock glistening with their shared juices as he lay on his back next to his wife.

Kathy lay against the pillows, her body still trembling. Her gaze shifted from Sam to me, filled with a silent invitation that sent a surge of anticipation through me.

"Can I have more, sweetheart?" she asked, looking at Sam through half-lidded eyes.

Sam, a contented smile on his face, looked over at his wife, "Of course, dear, anything you want."

"Can I have Jenette fuck me now?"

"Of course, dear, anything you want," he repeated with a small dismissive wave of his hand.

There it was again, talking about me like I wasn't there or as if I was some sort of sex toy. I'd mentally sort that out later, but at the moment I didn't care. Lust and need filled me too much.

"Your turn, Jenette," Sam said, his voice rough but filled with encouragement. He pulled back, moving to the side of the bed, making space for me.

Kathy still had her legs spread wide, her body slick and inviting. I moved closer, feeling a mix of excitement and raw lust. I positioned myself between her thighs, my hands sliding along the sheer black fabric of her stockings, feeling the heat radiating from her skin.

"Come here," her voice was low and commanding. "I want your cock inside of me."

I positioned myself at her entrance, the head of my cock brushing against her wet folds. I could still feel the warmth and slickness from Sam's cum mixed with her own, making the sensation even more raw and debauched.

I pushed forward slowly, feeling a surge of pleasure as I slid my cock into her pussy. The sensation of being inside her so soon after Sam added to the excitement. She was hot and slick. It was a mix of wetness and resistance, an intoxicating blend of friction and fluidity. Kathy's body shuddered, still sensitive from her previous climax.

"Oh god yes," I gasped, her tight heat enveloping me inch by inch. I could feel the slick residue of her arousal and Sam's cum as I pushed deeper, each thrust giving waves of pleasure.

"Mmmmmmm," Kathy moaned, her voice a sultry murmur of pleasure.

I found a rhythm, each thrust becoming more confident as I reveled in the raw intimacy of being inside her. There was a deeper intensity to this, the awareness that I was following directly after Sam, making it even more wanton. I could feel the mingling of fluids, the mix of recent cum and her arousal coating my cock, enhancing carnal sensations.

"Yes, yes, fuck me!" she breathed in a heavy whisper.

As I thrust into Kathy, I was keenly aware of the feel of the cincher tight around my waist, the sheer stockings that hugged my legs. I glanced down, the sight of my own lingerie-clad body thrusting into Kathy added a layer of intensity that made the moment even more erotic. The sensation of my stocking-covered legs rubbing against hers, the thin nylon catching against the same fabric on Kathy's thighs, created an exquisite friction.

I reached down, wrapping my arms around her and shifted my weight to the side. Kathy intuitively understood what I was doing and rolled with me so that I was on the bottom, and she now rode me, my cock never leaving the tight, sloppy confines of her sex.

Now straddling me, she rolled her hips, grinding into me with a slow, steady pace. I could feel the wetness from pussy drip down onto me, the combined juices of her and Sam's previous lust.

Looking up, I marveled at her beauty. Hanging down, her long hair partially covered her face. Her small, perfect breasts bounced rhythmically as she moved on top of my cock. Her eyes were half closed in concentration, a light sheen of sweat forming on her forehead as she rode me.

I grabbed her hips, the fake nails on my fingers digging lightly into the flesh, and started pushing and pulling, controlling the pace of our fucking. I was close. I slowed, wanting to pace myself and enjoy this moment. Here I was, dressed in lingerie and stockings, having amazing sex with a beautiful, dark-haired woman. I looked up to see her face. We locked eyes as she continued to grind with my cock deep in her wet pussy.

The raw sexual energy of the entire evening cascading into one mind shattering orgasm. I couldn't hold back any longer. My balls tightened and my back arched, almost pushing Kathy off of me. I came with an intensity that shook my entire body. Every muscle clenched as I shot my load. A strangled gasp tore from my throat, my cock pulsing several times as I emptied myself deep inside her, each pulse sending waves of pleasure through me.

Kathy continued to ride me, my cock still hard despite the orgasm. She bucked and rolled, each movement sending shudders of overwhelming pleasure through me, overloading my senses. My hands shook as I grabbed the bed cover with tight fists. I moaned incoherently as her pussy milked my oversensitive cock, the sensations of pleasure so intense they bordered on pain.

Opening my eyes, I saw her, head hung low, eyes closed as she focused on her own pleasure. With a last shift of her hips, she moaned and shuddered in orgasm, collapsing on top of me.

We lay together panting, her head beside mine, her breathing loud in my ear. After a few moments, I vaguely noticed her rolling off me. I was spent. The strength of my orgasm, combined with the overall sexual intensity of the evening, left me in a haze as I lay on the bed. The endorphins of release did their work, and I drifted off into a hazy sleep.

Time slipped away, the minutes blending together in a haze of warmth and contentment. At some point, I felt the bed shift as either Kathy or Sam moved. I rolled over onto my stomach, reveling in the warm post orgasm glow. The soft fabric of the bedcover was comforting.

A soft touch on my arm brought me back to a level of awareness. Kathy's voice spoke close to my ear, "Jenette, are you ok?"

I gave a vague affirmative, "Mmm hmmm."

She spoke again, so close her lips touched my ear, "Sam wants you one more time. Is that ok?" she asked.

"Sure," I mumbled, not really aware and not really understanding the question.

"She's good, sweetheart."

The shock of cool slickness on my exposed ass brought me back to full awareness. Rough hands, Sam's hands, grabbed my hips and pulled me up in a smooth, strong motion. Opening my eyes, I saw Kathy standing next to the bed, a pillow in her hands.

"Try this," she said, looking at Sam.

A dawning realization formed through the post coital haze. Sam was planning on fucking me again. Kathy pushed the pillow under my midsection, its bulk raising my ass to a more advantageous angle for Sam. I felt him lower me back down onto the pillow. He moved behind me on the bed, his hands releasing my hips and pushing my stocking covered legs wider apart.

"That's perfect," Sam's voice came from behind me. I looked over my shoulder, the long hair of my wig making it difficult to get a clear view. Through the disheveled locks of my wig, I could see Sam on his knees, his once again hard cock sticking straight out as he poured a generous portion of lube onto it.

Kathy, standing next to the bed, still naked except for her black stockings, was looking at Sam. "I think she's ready for round three." She said, again, talking like I wasn't there. Like I was their sex toy. I realized, at that moment, that's exactly what I was to them.

Kathy looked down at me, her expression not uncaring. "You want this, don't you?" she asked.

Part of me felt used and violated in the way they were treating me. But another part, to my dawning surprise, was enjoying being used like this. I knew I could say no. I knew I could get up off the bed and leave (well, put on some clothes and then leave), and I knew that this was just another form of role playing. It differed from anything I had ever done before, but was still just an erotic game. And there was another aspect to what was happening. I discovered in that moment that I enjoyed being the focus of their lust, of being wanted. I enjoyed being desired for sex.

"Yes," the word spilling out unbidden.

"Good girl," her smile widened as she took in my response.

I felt Sam's finger slide down the cleft of my ass, coated in cool lube. One blunt finger slipped inside me with ease, and I jolted as the initial pressure sparked a sharp, tingling sensation. "Ahhhh..."

"She's so tight," Sam said to Kathy as his finger slowly, deliberately worked me open, moving with languid, steady strokes.

I moaned shamelessly at the friction, whole body arching.

Beside me, Kathy sat, reaching up with her hand to lightly stroke my face, her gaze soft but intent. "I think she's ready for you now," she said, glancing at Sam. Her eyes returned to me, searching, inviting. "Are you ready, Jenette?"

"Yes," my reply was so soft it Kathy had to lean in to hear me.

Sam withdrew his finger, and I felt the head of his cock press against my entrance, the slickness of the lube easing the way but still making me tense with the unfamiliar pressure. He pushed, but my body resisted at first.

"Let him," Kathy said, her voice coaxing. "Let him have you."

Her words sent a surge of emotion through me, a mix of submission and wantonness. I focused on my breathing, willing my body to open, to let him in.

Sam pressed harder, the blunt head of his cock stretching me until it finally slipped past the initial resistance, and I gasped at the sudden intensity. "Oh, fuck," I exhaled, feeling the flash of discomfort fade as I adjusted, my body accommodating him, stretching to take him in.

We paused, letting the sensation settle, the weight and fullness of him inside me building a slow, insistent heat. The pressure was intense, each inch of him filling me completely, the sense of him stretching me open a sharp, throbbing pleasure.

"Keep moving," Kathy urged, her eyes on Sam. "I want to watch you fuck her."

Sam established a slow, steady rhythm, his movements controlled and deliberate. Each thrust felt purposeful, withdrawing nearly all the way before sliding back in, filling me completely. He'd pause sometimes, buried balls deep inside me, letting the tension build before moving again. His hands gripped my hips, his fingers digging into my skin, steadying me as he controlled the rhythm, the pace, everything.

My head dipped lower, my arms weakening. I trembled with each movement, my body responding instinctively. The feel of my stockings against my legs added a subtle, constant friction, heightening every sensation, reminding me of the choice I had made tonight, to present myself in this way, immerse myself in this role.

Kathy sat next to me, taking in the show. Her hand was between her thighs, her fingers rubbing along her sex.

"You're taking it so well," Sam said, his voice filled with approval. His hands tightened on my hips, pulling me back against him with each thrust. I felt his cock driving deeper, filling me completely. My body responded, the mix of pain and pleasure heightening the intensity of each movement.

Kathy's hand continued to stroke her pussy, the carnal pleasure clear in her expression. She looked at me, her eyes intense, a smile on her lips. "You're doing wonderful, isn't she, Sam?"

His only response was the continued grip on my hips as he stroked in and out of my ass.

Sam's rhythm shifted, his pace quickening, his grip tightening as he gripped my hips. I felt his nails dig into my skin, a sharp sensation that added to the rawness of it all. His thrusts grew stronger, more insistent, the sound of his hips meeting my ass filling the room with each slap. I lay there, letting him use me for his own pleasure.

His breathing grew ragged, each exhale coming in short bursts as he neared the edge. His grip tightened once more, his hands pulling me against him, and with one final, deep thrust, he held still, his body tense. I felt him shudder, the warmth of his release filling me, a reminder of how I was a means for his pleasure.

He stayed inside me for a moment longer, catching his breath, his hands loosening their hold as he softened. Kathy's hand moved from her pussy to my chin, guiding me to look up at her. Her fingers, glistening wetly, gently brushed a few stray strands of hair from my face.

"You were amazing, Jenette."

Sam shifted behind me. I realized he hadn't used a condom, a slow wet seeping sensation coming from my ass where his seed leaked out.

Kathy's hand remained on my chin, her eyes searching mine as if to reassure me, her thumb tracing a light line along my jaw. "Are you alright?" Her tone was one of genuine care.

"Yes, I think so," I replied, taking a deep breath.

Kathy's gaze softened at my response, and she gave me a gentle, reassuring smile, her damp fingers still resting on my chin. For a moment, we just stayed like that, her thumb brushing lightly against my skin.

She shifted beside me, reaching down to retrieve my robe from where it had fallen on the floor. She draped it gently over my shoulders, the cool satin a welcome contrast against my skin. "Here," her voice filled with care. "I thought you might want this."

"Thank you," I said, sitting up, slipping my arms through the sleeves, and pulling it around me. As the robe settled around me, I tightened the belt, crossing my legs instinctively, trying to regain a sense of composure. But the familiar feelings of shame and guilt began to creep back in.

Kathy's eyes flicked over me, her gaze softening as if she sensed the shift. She reached over, placing her hand gently on mine, her thumb tracing small circles over my knuckles. "Hey," she said. "You don't have to feel that way. There's no judgment here."

I looked down, focusing on her hand over mine. "I know," I whispered, struggling to put the conflicting emotions into words. "But sometimes, afterward... it's hard not to feel like I've crossed a line. Like I've broken some rule that I'm supposed to follow."

Kathy nodded, a look of understanding in her eyes. "I get it."

I glanced over at Sam, his form sprawled on the bed, his softening cock glistened with the lube he had used to fuck me. He was already drifting off to sleep after his release.

The clock on the nightstand showed well after two in the morning. I noted the lateness hour, and a wave of discomfort settled over me. I wasn't sure how I felt about the evening. It had been an adventure, that was for sure, but there was a lot I needed to sort out about what we did and how I felt.

"Well, I think I should probably get going," I said softly, rising from the bed. I moved to collect my things, avoiding Kathy's gaze as I quietly gathered my shoes and my panties from where they lay scattered on the carpet. Kathy watched me for a moment, a slight furrow in her brow, but she didn't press me, seeming to sense my need for space.

Shoes and panties in hand, I slipped into the bathroom where my dress still hung, closing the door behind me. The bright light made me pause as I caught sight of my reflection, and I realized just how much of a mess I looked. I had smudged makeup, with mascara leaving faint lines beneath my eyes, and tangled hair with stray strands escaping from their earlier styling. I took a deep breath, feeling the weight of the evening settling over me.

Carefully, I smoothed my wig hair, doing my best to tame the strands with my fingers, and used a damp tissue to touch up my makeup, wiping away the smudges and adding a bit of lipstick to bring back some color. Satisfied with my reflection--or at least as close as I could manage at this hour--I pulled on my panties and dress. I considered putting the heels back on, but the effort seemed too much in my current state.

When I emerged, Kathy was still sitting on the bed. She had put on the fluffy hotel robe again and sat with her legs crossed, black stockings still on. She was still a vision of beauty, and I stopped for a moment to look at her, to make sure I would remember her.

Her expression was soft as she looked at me, a silent moment shared between us. "Thanks," my voice barely above a whisper. "For everything."

Kathy offered a gentle smile, her gaze warm, understanding. "Anytime, Jenette," her tone was sincere.

Without another word, I turned and quietly padded from the room. The cool air of the hallway brought a welcome sense of closure as I made my way to the elevators.

Emerging from the elevator, I padded across the empty lobby in stocking feet, heels and bag in hand. I saw the same clerk that checked us in was at the desk. His leering smile told me he knew what we had been doing in room 1516. I was sure I wasn't the only one he'd seen doing the walk of shame through the lobby at this hour of the night.

The quiet hum of my car engine filled the silence as I made my way home, the empty roads stretching out before me in the dim early morning light. My mind replayed the events of the night, the memories still vivid. I shifted in my seat, the faint ache in my body and a seeping feeling in my panties a reminder of everything I'd done, of how completely I'd let Kathy and Sam use me.

A part of me felt exhilarated, almost giddy at the experience, the freedom I'd allowed myself without restraint. I hadn't known I could let go like that, could step so far out of my comfort zone and find pleasure in it. But there was another part--a quieter, nagging voice--that left me feeling raw and questioning. Had I really wanted it all? Or had I simply gone along with it, letting them lead the way, allowing myself to be shaped by their carnal desires?

I gripped the steering wheel tighter, a twinge of shame creeping in as I thought about how eagerly I had played along, how willingly I had let myself become their object of lust, their... toy. They had treated me with care, sure, and Kathy's tenderness was genuine. But now, distanced from the warmth of the moment, it felt as though I'd been used, enjoyed purely for their satisfaction, the way one might take pleasure in a beautifully crafted object.

Part of me had reveled in being desired like that, in being wanted as a sex object. But another part was uneasy, wondering if I'd crossed a line, if I'd allowed myself to be something I didn't want to be--an accessory to someone else's sexual enjoyment, a role I'd played perfectly in the heat of the moment but wasn't sure I wanted in the light of day.

I shook my head slightly, trying to quiet the thoughts, to remind myself that I had chosen this. It had been my decision to stay, my choice to let go. But somehow, that didn't dispel the uncomfortable feeling that lingered.

As I turned onto my street, I took a deep breath, trying to settle my mind. Maybe with a little distance, a little time, I'd understand better.

Addendum

A few months after that night, I met someone and began dating her in earnest. Her name was Rita. She was beautiful, funny, and accepted my interests in crossdressing. I told her about many of my adventures in a skirt and heels, but I never told her about my night with Kathy and Sam.

Interestingly, Kathy reached out to me about a year after that evening with her and Sam. She said she wanted to check in and see how I was. When she tried to find my profile on the dating site where we first connected, it was no longer visible. She explained that she and Sam were divorcing and was wondering if I would like to get together with her, how she would love to meet up again.

I never responded.


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