New Pink Panties

By txdoc

Published on Jul 31, 2014

Transgender

My New Pink Panties (cd, first bi, interr)

Saturday had crept along, seeming like an eternity. I had been thinking about nothing but tonight all week long, and had barely slept last night. I wasn't exactly sure what to expect when Mike and Jaylen arrived, but I knew it would change things for me.

The lingerie I had picked out for tonight was laid out on the bed before me. A pink lace long line bra, a matching garter belt, pink lace panties, and white stockings. A pair of pink pumps , a short white skirt, and a pink silk blouse sat on the chair nearby. I had only been wearing heels for the last couple months, and had gotten pretty good at walking in them without stumbling. I loved the way they made my legs look, pity I had not started wearing them earlier.

I dressed quickly, Wendy would be up soon to help me with my makeup. The lace felt wonderful against my skin, as did the stockings. I snapped them into the garters, then slid my panties on. The touch of lace against my cock was something I had come to love. Tonight however, the chastity cage was locked in place, I would have to wait until later to feel that again. Tonight was about something else.

I heard the garage door open downstairs. Wendy was back from the wine shop, and I had to hurry. I wanted her to see the new goodies I had bought. I put a bit of adhesive on the breast forms I had ordered, then tucked them into my bra and pressed the adhesive against my hairless chest. They stuck pretty fast. Wendy walked into the bedroom as I stood admiring them in the mirror.

"Wow. Looks like you're really getting to this." She walked over and slid her hands over my bra, feeling the breast forms I had recently purchased. "I almost thought you would get cold feet. I can't wait until Mike sees you." She leaned in and kissed me deeply, feeling the lace panties over my ass as she did so. "Enjoy that one, I don't want to mess up your lipstick before he gets here."

Wendy walked into the bathroom to get her makeup kit. It was getting easier for me to let her to see me in lingerie. I had been cross dressing off and on all my life, but she had only seen me in lingerie a few times before tonight. Our sex life had changed drastically over the past few years, but I had never imagined it getting to this point.

It started with my midlife crisis the year I turned forty. Sex had become boring and routine, to the extent that I could barely get hard for her without fantasizing about some porn video that I had watched recently. Wendy had always been open with me about sex, and one day she came out and asked what she could do to spice things up. We started with the usual adult videos, and then on a whim went to a local swingers club one night after we had had a couple too many glasses of wine at dinner. That night we had only danced and talked with other couples, but before long we were part of the swinger scene in Atlanta.

The first few times we swapped with another couple Wendy wanted to be in a separate room, she wasn't quite ready for me to see her with someone else. On our third swap we had gone to a hotel room with two queen beds, and that was when things clicked. For me that night, watching her get fucked was better than the sex. The next few times we went it was the same. I enjoyed the sex less and less, preferring to focus my attention on the men fucking my wife.

Wendy seemed bemused when I told her about this, but she was happy to accommodate. We started skipping the couples thing entirely, focusing instead on the few hopeful single men that frequented some of the swingers clubs. Eventually Wendy had her first interracial experience, to my great delight, and from that point on exclusively selected black men for her couplings.

As her sexuality progressed, mine did as well. Through the week we were just an average suburban couple. In private, we were free. I took on more of the submissive cuckold role, as she became the consummate hotwife. I also started to crossdress more and more in private, though I took me awhile to "come out" to Wendy about that part. It was Mike that had changed all of that. He had been one of her first black lovers, and was someone she was happy to see often. One night while he was undressing her, he slipped her stockings off and tossed them over to me, clearly intending that I put them on. I did. They were too small by far and tore in several places, but I happily wore them as I watched the two of them fuck the rest of the evening. It felt that all the missing pieces of my sexuality were starting to come together.

The next day I told her about my crossdressing, and suggested that we make that part of our swinging. To my surprise, she told me she had known about that for years, having found my small stash of garter belts, panties, and stockings out in the garage when she had been looking for Christmas decorations several years back. She had found it to be a harmless fetish, and did not want to embarrass me, so she had never mentioned it. That night she had me put some of my things on, then gave me a handjob while stroking my legs through my nylons until I came.

From then on, whenever we would play, I would wear some type of lingerie while I watched. It was surprisingly more difficult to find men for Wendy who were not put off by that, but soon she had several regular bulls that seemed to enjoy it better that way. Over the past several months I had transformed. I started out only shaving my pubic hair, but soon my chest, arm, and leg hair followed. My lingerie stash grew quickly, soon taking up an entire drawer in my dresser. High heel shoes came next, then wigs, one blonde, one red. The wonders of internet shopping opened an entire world to me without the embarrassment of buying in public.

A chastity cage came next, at Wendy's urging. She began keeping me locked all evening as I watched her fuck. Most of her lovers had begun spending the night in our bed, leaving me to sleep in my lingerie out on the couch. The next day she would eventually let me out, stroking me until I came on myself as she talked about how good she had been fucked. Those were the most amazing orgasms of my life.

Watching her with all those men soon had me fantasizing about what it would feel like to experience it myself. One night one of her lovers came on her tits. Before she could grab a towel to wipe it off, I moved over to the bed started to lick it off. The taste made me a little queasy at first, but Wendy's reaction was intense. She moaned with delight, calling me her dirty little sissy as I licked every drop from her tits.

I did not taste my first creampie until she was with Mike again, as he was the only bull she saw frequently enough to feel comfortable taking bareback. After he had planted his second load of the night I climbed between her legs and licked her messy pussy. What a sight we must have been, her naked and sweaty, and me in my heels and stockings, licking cum from her cunt.

It was what Mike had said that night that brought me to this point. He lay there on the bed, watching as I eagerly swallowed his seed. When I finished he looked at me with a smile and said "If you like it that much, just ask. I'll give you a taste yourself next time. Hell, just put on some lipstick and you'll look better than a few chicks I banged."

I had said nothing at the time, merely chuckled like he had been kidding. Last week though, Mike had called Wendy on her cell as we were eating dinner. I could not hear him, but listening to her half of the conversation told me all I needed to hear. After a couple minutes of small talk, Wendy's expression changed as the conversation got serious.

"I'm not sure." Pause "I think he will, he seems to like you." Pause "I think he's ready. He's already tasted your cum for God's sake." Pause "Yeah, bring him. I want to see him again. Besides, I need some too." Pause. "Of course he will say yes, I can see it in his eyes." Pause. "I'll see you Saturday." Pause. "OK, Bye."

When she put down the phone she looked at me, a devilish smile on her face. "Mike said he always wanted to have his cock sucked by a tranny. He said if I can get you made up nice by Friday, you can be his first. And don't even act like you want to say no."

I didn't, and that's how I ended up dressed in pink, new fake tits in my bra, and getting makeup done by my wife. Even though I was crossdressing more, this was the first time I had ever bothered with makeup, and it seemed surprisingly involved. It took her several minutes to finish my face and my eyes, then she moved to my lips. She pulled out a new tube of lipstick from her purse, bright bubblegum pink. "Bought you this after I saw the lingerie you got in the mail yesterday. Now pucker."

I complied, and she swiped the stick back and forth over my lips. The slick, waxy feel was erotic, and made me remember all the cocks that I had watched in Wendy's mouth over the past months. Soon I would have a taste of my own. When she finished up she helped be put my blonde wig on, brushing the hair into shape.

"My my. If I were a lesbian I would fuck you myself. But you're not into girls tonight are you my dear?" Wendy teased, cupping my caged cock in her hands.

"I suppose not. Thank you for this."

"Save it for later, if you are still thanking me then. I hope you enjoy it, because I want you to be able to do more than just watch from now on. If this works out, we are going to have a lot of fun from now on. Now hurry and finish getting dressed. They'll be here soon."

She turned and went downstairs. I put on my skirt and blouse, being careful not to smear my makeup, and then sat down to slip on my shoes. I was just fastening the last buckle when the doorbell rang. They were here. I looked in the mirror before walking out of the bedroom, barely recognizing the face that stared nervously back at me. Butterflies filled my stomach as I walked out to meet my future.

Walking down steps in heels was still a challenge, and the nerves in my stomach made it worse, but I slowly made my way down while gripping the rail for support. Halfway down I saw Wendy, already topless and kissing Jaylen, with Mike standing next to them enjoying the show. When they heard me on the steps all three looked up at me intently.

"Damn ain't you some kind of sissy." Mike taunted. "Now get that little bitch ass down here and let me have a look at you."

Jaylen remained silent, his arm around Wendy's waist. The two of them had fucked once previously, after being introduced by Mike, and he was clearly looking forward to round two. He looked at me with something approaching bemused pity. Mike however looked nearly predatory as he watched me walk down the stairs, still speechless. I made my way across the room and stood there in front of the three of them.

"You've done some work since the last time I saw you. These are nice." He reached out to squeeze by breast forms through my shirt. "We might just have to get you some real ones one of these days." He lifted my skirt, brushing his hand across my chastity cage. "Nice and locked. I don't think you're going to need that little clit for a while anyway. Now take off that skirt and blouse and turn around, let me see the rest."

I complied, turning slowly as Mike fondled my ass through my panties.

"Now have a seat. Your wife is a damn good cocksucker. Watch her for a while and take notes."

I complied, watching as Mike turned to Wendy and pulled her to him. They kissed, then he pushed her down onto her knees in front of him. She unzipped his pants, pulling out his cock as she did so. A scene I had watched so many times before played out in front of me, my wife's beautiful lips wrapped around a black cock, sucking him hard. She put on her best show tonight, looking to me frequently as she alternately stroked and sucked his shaft.

I didn't have to wait long for my turn. Wendy looked over at me, her hand still stroking his cock, and said "You're ready for this aren't you?"

I nodded, and felt my heart racing with anticipation.

"Now get over here and show me how a good little sissy sucks a black cock."

For a second I almost lost my nerve. My sex life had gotten a little complicated, but this was going to change everything. Before I could think any more, Wendy reached out her free hand to me, and I took it. I slid off the chair and onto the floor next to her, my face within inches of his shaft.

"Don't be afraid honey. It won't bite." She cooed, and pulled my hand up and placed it onto his cock.

I had stroked my own cock thousands of times in my life, but the feel of another man's in my hand was completely different. He wasn't as large as most of her lovers, maybe 7 or 8 inches, but still quite a bit bigger than me. I began to stroke up and down his length. He was slick with Wendy's spit, and felt hot and rigid in my hand.

I looked over at Wendy, and she nodded, a pleased smile on her face. "Go on. Have a taste. It feels even better in your mouth."

I leaned in, opening my mouth slightly as he brushed across my lips. I glanced down, noticing the smear of my pink lipstick on the head, and felt what little that remained of my inhibition drain away. I licked up and down his length, exploring with my tongue, savoring the taste of his skin and precum. I then took him into my mouth, being careful with my teeth, and tried to take him all the way.

I immediately regretted my decision, gagging furiously when his cock hit the back of my throat. I backed off, coughing, with drool rolling down my chin.

Mike and Jaylen laughed, and I felt myself blushing furiously.

"Take it slow, just a little at a time." Wendy encouraged. "You'll get used to it soon."

I regained my composure, taking him in my mouth again, working him in and out slower this time. I gagged again the next time he hit my throat, but not as bad, and was able to keep sucking him. The feeling of giving my first blowjob with Wendy there watching me was surreal. It wasn't anything like what I had imagined, but felt good in ways I had not anticipated. I lost track of time as I immersed myself in the experience. I suddenly wanted to see Wendy's expression, and looked over to her.

She wasn't watching me any longer, but was on her knees beside me sucking Jaylen's somewhat larger dick. She glanced over at me and smiled, then quickly returned her attentions to Jaylen. Mike firmly turned my head back to his cock, forcing my mouth on him once more. He became more forceful, pulling my face onto his cock with each thrust, driving into my throat a little deeper each time. I forced myself not to gag, and felt gobs of spit running down my chin as he face fucked me. I was dimly aware of similar sounds coming from Wendy beside me. My cock strained painfully against its cage, begging for release.

Just then, Mike found release of his own, spurting his first shot of cum in the back of my mouth before pulling out and finishing with several more blasts on my upturned face. Hot jizz spattered my forehead, cheeks, and neck, mixing with my saliva in a sticky mess. I swallowed what went in my mouth, then wiped away a trickle that had began to run into my eye.

"Gawd dayum, look at that shit." Jaylen taunted, still being blown by Wendy next to me. "Take a look at your faggy little husband. You better clean him up."

Wendy turned to me and began mopping up Mike's cum with her delicate fingers, swiping it down to my lips and into my mouth. "Good job, baby. You sucked him like a good little girl. You swallow good too."

The taste of sperm mixed with mascara filled my mouth, an odd cocktail that defies explanation. I imagined it was a taste I would be getting to know well. I had sucked my first cock, and it was amazing. Wendy still had some fun left for the night, and I couldn't wait to watch the rest, now knowing a little what she was feeling.

"Now be a good girl and warm me up a little so Jaylen can fuck me. He's pretty gifted, so make me good and wet for him, OK?" Wendy commanded.

Mike was average by black cock standards, but Jaylen was absolutely hung, porn star style. The name Mandingo came to mind. I had watched him fuck her once before, and the sight of his thick shaft in her tight hole had been wonderful.

I lay on my back and Wendy straddled my face so that I could look up and watch her continue to fellate Jaylen. I licked her, doing my best to hit the spots she liked best while still catching a glimpse of her from time to time. Her juices flowed into my upturned mouth, and her gyrations above me picked up their pace. She would be ready for him soon. My cock once again strained in its cage, and my balls ached intensely. I would certainly still feel this tomorrow, but now it was worth it all.

I was so lost in the moment, I had not noticed Mike positioning himself between my legs. He startled me when he slipped his fingers under the waist of my panties and began sliding them off. Reflexively I arched my back, and this lifted my ass up enough for him to slide them down over my thighs.

"Relax your legs." Mike commanded. This had not been part of the plan, and a small bit of panic set in, but I complied nevertheless. He slipped the pink lace down over my stockings and tossed them aside. "Now spread and let me see that man pussy."

I complied as if under a spell, and heard Mike snap open a tube of lube. Before I could do anything I felt a large slick finger press against my anus. I clenched up, and stopped licking Wendy.

She pulled away from Jaylen and swung her leg over me, laying down beside me. "Its OK honey." She said, then kissed me on the cheek. "I asked Mike to fuck you for me. I didn't want you to freak out by asking you before you had actually gone through with what you've done already. You've watched me fuck plenty of black men, I want to see you. Now just relax and it will feel good OK?"

As she talked, he had slipped his finger fully inside, and was sliding it in and out, coaxing my asshole open. Wendy held my hand as I spread my legs wider, bearing down as did so to relax my pelvic muscles. When Mike was satisfied that I was ready for him, he pulled his finger out and then squired a generous amount of lube on his cock, hard again and ready for my virgin ass.

Mike pulled me towards him by my thighs, rotating my bottom up as he did so. His cock pressed against my ass, and again I reflexively clenched. The last remnants of my masculinity cried out for me to stop this, but once again Wendy's reassuring voice coaxed me on.

"Relax or it will hurt. Don't fight it. Just let him slide in. You need this."

I relaxed as best I could, again bearing down, relaxing my sphincter. He penetrated me the instant I did so, driving about half his shaft inside me before pausing to pull back. A flare of pain made me clench down once again, causing it to hurt more. I pulled my thighs back, relaxing again as he pressed deeper into my bowels. Every time he pulled back the pain flared, but not as bad with each stroke. Soon he was fully inside me, filling me with heat, and paused with me completely impaled on his cock.

Wendy took the opportunity to once again straddle me, now facing down towards my groin, and lowered her cunt over my face.

"Fuck her Mike, fuck my little sissy good for me while I get some real cock." Wendy taunted, becoming more dominant as the night went on.

Mike resumed fucking me in long strokes, picking up his pace as I slowly stretched to accommodate him. His head pressed against my prostate every stroke, a sensation I had never felt before, pleasurable in a way I had not imagined.

I looked up as Jaylen positioned himself behind Wendy. I though he was going to fuck her, but instead he pressed his cock into my upturned mouth.

"You heard the woman sissy boy, she wants a real cock inside of her. Make me wet so I can fuck your little wife."

I did the best I could, trying to get him slick with my tongue, but had difficulty staying on task while trying to cope with what was happening below. After a couple minutes he pulled his cock up, plunging it into Wendy's eager cunt. We fucked that way for at least fifteen minutes, not that I had any concept of time at that moment. Occasionally I would strain my face up to lick Wendy's clit, feeling Jaylen's cock slide across my tongue as I did so. Mostly I just laid back watching the view of his cock thrusting into her, reveling in the sensations of Mike fucking my ass.

Suddenly Jaylen's pace quickened, and I head him groan as he began to pump his load inside of Wendy. His cock became slicked with white cum, some of it leaking out and dribbling on my face and neck. When he finally pulled out a large stream ran out onto my face. Mike picked up his pace for a few seconds, then pulled out, leaving me with an odd, empty feeling. He groaned as he came, presumably on Wendy.

When he was finished, Wendy slid her hips off my face and spun around to face me. A few splatters of cum were on her cheeks, but by the way she held her lips closed I knew she had brought the rest for me. She leaned in to kiss me, and my lips parted. She covered my mouth with hers, dumping his load into my mouth, swirling it across my tongue with hers. She kissed me until I swallowed, then sat back smiling at me.

My night had ended. Mike cleaned up and left. Jaylen spent the night in our bed, fucking Wendy once more before they went to sleep, and again the next Morning while I made breakfast. I had a night of fitful sleep on the couch, still in my lingerie at Wendy's insistence, contemplating what was to come with our marriage. That though is a story for another day.

Next: Chapter 2


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