This is a work of fiction depicting explicit sexual situations which may offend some readers.
FANTASY WEEKEND, PART 2 -- SATURDAY
by JUNG
It is a rainy day at the beach and we go into town. Caitlin wants to buy me some clothes and underthings in sizes that fit me and continue our games tonight. I like the idea even though I am a little reticent to go into stores with her being in a kind of wild frame of mind - especially since I am wearing her panties under my drawstring trousers. And I still smell of perfume, which excites me, but I am worried that someone might notice. She reminds me that yesterday was my day, and today is her day -- that was our deal. So I don't resist.
We stop by a lingerie and sex boutique run by woman with a slight Dutch accent named Naomi. Naomi is older than us, mid thirties, but quite sexy, especially when we first see her -- standing behind a glass counter with rubber dildos and other sex aids tastefully displayed. This is no typical porn shop, it is sexy lingerie and erotic items boutique for a female clientele. I feel a bit awkward in there but Caitlin gets along with Naomi immediately and even accepts a glass of wine with her while we look around. We touch the fabric of the lingerie while Naomi describes the workmanship and how sexy they look on. I feel like they are ignoring me, talking girl talk like I wasn't there. Normally women don't talk that way around men, but Naomi acts like I don't really count here. Maybe it is because of my kind of spaced out attitude or because Caitlin seems so totally to take me for granted. She's relaxed and animated, gesturing and casually touching me, as I stand by awkwardly.
In spite of my insecurity I am getting turned on by the panties and bras and lingerie displayed all around me, and my penis is very aware of the silky panties I have on under my trousers. It makes me a bit nervous to be feeling erotic in semi-public, as it were, but after what happened last night and being still a little high... well, I am less inhibited.
Caitlin picks out a black bra and asks where the dressing room is. Naomi notices that the bra is too big for her, but Caitlin says not to worry. Naomi doesn't press the point, but asks if she would like a toke, and goes to roll a joint. Caitlin and I go into the dressing room and pull the curtain. I am reluctant to take off my shirt and try on the bra, but she insists. I am really breathing heavy by now, turned on by the bra and the danger of doing this in a store instead of behind locked doors. But Caitlin just teases me for my nervousness and slips her hand into my pants to feel my swelling member in the panties. She reminds me that she can't have a 'girlfriend' who stretches out all her underthings. I have to agree. If I want to continue our little sexual adventure I should have my own things.
"Don't worry," she says. "Nobody will see."
So, I do it, I bare my chest and slip on the bra. Which feels really good and sexy, especially because it actually fits. Feels snug, but not stretched out tight like Caitlin's bras felt last night. And it is brand new, lacy. Smells so nice and so nice on my skin. My nipples stiffen, even though I am so scared. Caitlin, on the other hand, is not worried at all. But, she is critical of how the bra fits. I protest, let's just take this one and go back to the hotel. it is early, but I am so horny now that I just want to get back to our sanctuary and fuck like we did last night -- but with me wearing this new bra.
Still, Caitlin isn't satisfied and goes out to get one in another style. I hear her talking to Naomi and saying that she will bring me the joint in the dressing room. I am concerned that Naomi will guess that the bra is for me. I'm ready to just buy it and get out of there before I am found out. But Caitlin comes back in puffing on the joint with the new bra in hand, and insists that I try it on. She puts the joint up to my lips and I take a deep drag for courage. She unhooks the back, slips the bra off and hands it to me. Then, with the joint hanging out of her mouth, puts on the new one on me, also black, but fuller around the sides. I can't resist her. Besides, if I pull back from her I'll step right out into the store. I feel dizzy.
"How is it?" Naomi asks from outside the curtain.
Caitlin pauses in her adjustments to the straps on my bare shoulders. "Not great..."
The smoke makes my body tingle, my mouth dry and my mind paranoid. I am so afraid that Naomi will walk in, that I almost jump when Naomi's hand comes through the curtain holding a hot pink bra.
"Try this one on," she says. "It should fit."
Caitlin takes it, frowning. "I don't now about the color."
Suddenly, Naomi opens the curtain and steps in. I am so embarrassed to be caught by her wearing a bra in front of the mirror that my heart skips a beat and I forget to breathe. I just want to melt into the floor.
Naomi steps in naturally, like it is nothing out of the ordinary, like I was just some girl customer in there that she was fitting with a sexy bra. She expertly unhooks the bra I have on and slips me into the pink one all the while explaining to Caitlin that it is the perfect style for me and that the color will be fantastic, a real turn on.
I cooperate numbly, I don't know what else to do. My arms automatically lift as she slips the lacy black bra off, and my wrists slip into the straps of the beautiful pink number that she casually holds up in front of me. She lightly helps the straps over my shoulders and comes around behind to hook it firm, swelling my chest and nipples. The bra does fit beautifully, and the cups are silky and transparent -- and empty.
Caitlin passes her the joint and considers the situation.
"I have just the thing to fill them out," says Naomi. And just as quickly as she came, she leaves.
I look at Caitlin desperately. "I want out. Now."
Caitlin cuts me short. "This is my night, remember? That was the deal. Do you want to pack up and go home now and pretend last night never happened? Or do you want to enjoy it again tonight?"
She casually squeezes my ass. My libido overcomes my fear and discomfort, or maybe the pot clouds my better judgement, and I feel a desire that I cannot resist. A desire in my 'pussy' which is now tingling.
"Well," she demands. "Go or stay?"
Her hand is still on my bottom, two fingers pressing up into the entrance to the hole which is still swollen from her sucking and fingering last night. I hold my breath and press into her fingers.
"Stay," I exhale softly, my eyes down. I realize I am crossing a serious line here.
"Good." She kisses me, as Naomi returns with two very realistic looking and feeling prosthetic breasts. She slips them one by one into the bra cups. She adjusts them so that the pink swollen nipples pout out just in the right place. In spite of my embarrassment I am stunned by how my chest looks in the mirror, how real my breasts look, how full and feminine. I instinctively thrust them out coquettishly and tentatively touch them.
"They look great," Caitlin admits. "But -- pink..?"
Naomi doesn't miss a beat.
"I thought you'd say that," she says as she lifts a lipstick and turns the base until the hot pink tip extrudes.
Expertly she applies it to my lips. I am too surprised to resist. She dabs blush on my cheeks, administers a touch of eye shadow, and punctuates it with a laugh plus a short spray of perfume. And presents me to Caitlin who nods approvingly.
"I have to hand it to you," she admits. "The pink is quite hot."
My hand squeezes my breast and nipple as I look in the mirror, excited by what I see. Caitlin brushes my hand aside and squeezes my titties playfully, purring into my ear.
"You look very pretty, 'pussy girl'."
I blush when she talks to me in that way in front of Naomi who laughs her throaty laugh and lights up a cigarette.
"We must do something about this," Caitlin says, as she pulls down my pants revealing my dick swelling hard against the powder blue panties that I wear.
As if I couldn't be any more embarrassed! It wasn't enough that two women were watching me revel in wearing a fucking pink bra with silicone breasts and fat nipples, but they were examining my manhood which I had privately squeezed into silky girly panties. And Caitlin, whom I had trusted as the feminine confidant to my secret playing; Caitlin, whom I had given myself over to just the night before, opening myself to her in the most vulnerable way possible; it was Caitlin who first giggled in that crazy way of hers and blatantly betrayed me, sharing our secret with a stranger. I froze.
Logically I could have just walked out of there and gone on with my life. But, psychologically, emotionally, I couldn't. Erotically I was trapped, a deer in the headlights, a moth racing to the ecstatic oblivion of the flame. The obsession of desire finally eased me physically to rest, and I became like a puppet, on the invisible strings of my libido.
The women agree that we must find me something to match the pink bra. Naomi reaches over and casually pinches my penis.
"This is a dream clit," she smiles, and I immediately lose my erection.
I look to Caitlin for help, but she just grins as Naomi squeezes my balls tightly till they hurt and leads me wincing out of the dressing room and into the middle of the store. She lets go slowly and says "Good boy." Then strides confidently over to the front door of the shop, locks it and puts out the closed sign. She pulls the blinds, and turns with a theatrical flourish.
Now I am standing in the midst of all the lingerie that turned me on earlier when I just looked and imagined how it would feel -- now I am wearing a bra and panties and nothing else in front of two unpredictable women.
They make a party of it, drink wine and smoke grass, while giving me lingerie to try on, joking and chatting and trying on things themselves. I say little, secretly so happy to put on all those silky things, I am on my own private pleasure binge. The girls are increasingly friendly with one another and are even getting turned on (I think and hope) by my fittings.
I am surprised at how I have gotten used to being exposed like this. Once I made the decision not to run out of that dressing room, it became increasingly easy to fall into a masturbatory state of mind. Especially since the girls make it clear that is what they want me to do. They have fun teasing me about my penis whenever it stiffens (and then shrinks when they laugh about it).
Finally, Naomi opens the glass counter and brings out a strap which she uses to tie my penis back up tight between my ass cheeks until my testicles slip up high and I look for all the world like I have a fat juicy pussy. They have a lot of fun with this and enjoy my embarrassment and excitement. This half undressed voluptuous older woman admires my little 'v' of pubic hair, touching it and running her fingers over my smoothly shaven legs and ass and stomach. Then her middle finger slips up between the provocative lips of the faux pussy she has created for me.
"You are a little 'pussy girl', aren't you?" She says.
I blush and am proud at the same time, feeling the weight of my breasts as I move about sensually on display. She slips some see-through pink panties over my pussy and adjusts the straps of my garter belt to pull my pink fishnet hose high up my thighs. Then she tightens the laces of the corset that binds my waist until my shape is classic hourglass. It takes my breath away, and hurts. But out swells my chest, enhancing my breasts.
I'll do anything she tells me to now. I am her toy. She is so much more mature than me, so sexually powerful. I feel like a hot, naughty young girl in front of her, as she casually rubs her own fat pussy through the silky black panties she has on.
"Try these," she says, handing me some killer high heels.
She squeezes her stiff nipples as I slip on the heels. They're tight but they actually fit. I do my best to stand up straight. A little tentative and knock-kneed, but my legs and ass look terrific and my pussy thrusts forward like a bitch.
Naomi laughs out loud at my lewdness as she moves behind Caitlin who is down on the carpet rolling her crotch around on her heel. Naomi reaches around to gently knead the younger girl's breasts and sinks to her knees pressing her swollen cunt into Caitlin's back.
The girls admire their handiwork, what they've made of me, what they've let me become, and when I look in the mirror and see my pretty pussy through the panties, I am in heaven. I feel like I could cream all over myself, I just want this moment to never end.
"Go ahead, touch it," says Naomi. "It won't bite."
Obediently, I bring my fingers up softly between my silky thighs to my secret mound. My heart is pounding as my fingers touch the labia, and press into the slit, rubbing slowly. It feels so real. If I only had a a wet hole, and a clit. I place my hand over my crotch -- pussy, bone and all -- and press hard, and I think I could almost come. My knees bend and my hips move out, gyrating slowly, suggestively, and my eyes go to half mast. My tongue slowly moistens the hot pink lipstick on my lips. My other hand feels up my breasts and I see myself reflected in the full-length mirror, a sexy bitch masturbating lewdly.
The girls make approving sounds. I act embarrassed, but the reality is that I am enjoying playing the little tramp for these two women. Dropping to my haunches on the high heels, knees apart, I see my fat cunt in the mirror obscenely, invitingly, exposed behind the see-through fabric of my panties. It makes me feel completely feminine, horny, itching for a fucking, and as I touch myself, I drift into erotic reverie.
Naomi and Caitlin play with each other, kissing and petting. They also wear sexy lingerie, except Naomi likes to go bra-less with her breasts hanging free. Caitlin's just the opposite. She doesn't like to wear panties, but prefers to air her pussy, and when she moves about she provocatively wags her fat cunt lips and clit around. She is excited, I can tell by the way her labia swell out of her bush, and her gorgeous little clit protrudes. I wish that my breasts were as beautiful as Naomi's and that I could let them hang naked. And that I could have my cunt swell wetly like Caitlin's, with a real clit to love and satisfy myself with and a deep wet love tunnel with which to receive a good sound fucking.
Caitlin admires Naomi's breasts as Naomi moves closer and presses her hand to them. Caitlin wastes no time in getting her lips on Naomi's big coffee colored monkey nipples, kissing and sucking like a baby, while Naomi's hand automatically slips into Caitlin's snatch, fingering her wet slit.
I am going crazy watching these horny women getting it on with each other, but I cannot satisfy myself because my penis is tucked up out of harm's way. So I rub my 'pussy' instead, wishing to join them, but knowing that I can't. I'm happy just to watch and smell their juices. Naomi sinks down and buries her face between Caitlin's thighs. Caitlin whimpers with desire and strokes her lover's hair lightly. All I can see is my girl's pelvis rhythmically rising and falling, pressing into the mouth that eats her. Naomi works it on out, expertly, never tiring. Caitlin's buttocks tighten and her legs strain and her hips jerk crazy into Naomi's face and she comes, melting into Naomi's mouth. She begs her not to stop. The older woman has no such intention. She calls Caitlin her 'all-day sucker' and her 'sweet little whore' in between slurping wetly, all to her little bitch's delight. She fucks her smoothly with three fingers while sucking on that engorged clitoris. Caitlin screams and cries until I worry that someone will hear her outside. Finally, she settles, limp, exhausted, and Naomi kisses her full on the lips with her come soaked mouth.
I am on fire from watching, but as their passion subsides I remember where I am. I realize that Caitlin, my fuck girl, my sex magic woman, my mistress, has submitted to this stranger and that the balance of sexual power has irrevocably shifted and I am completely uncertain of where things are going. I had thought that by submitting totally to Caitlin last night, by living out my dream to be her fuck toy, her lesbian pussy, I had given myself over to another world, strange and exciting, yes -- but, secret and secure with her in charge. Now, I find myself in another scenario altogether. It isn't going to be just the safe, behind closed doors, private fantasy I had anticipated. I am entering a world of dangerous temptations. It was one thing to experiment, reveal myself to a woman I loved and trusted intimately. That was scary enough. But, here I was in lingerie, with a pussy and titties, all tricked out and horny, with not just Caitlin, but with some woman I had barely met and whom my girlfriend had just shamelessly begged to keep sucking her pussy.
I began feeling panicky, like I was going into shock. My breath got short, and my skin felt clammy. Caitlin seemed kind of disoriented, too. Her make-up was all smeared, and she crawled over to me and rubbed her wet pussy on my knee as she kissed my lips.
"I am so glad we did this. It's all right, isn't it?"
She laid her head on my silicone breast. This strengthened me. Maybe I had a place after all. I could be there for her. No matter how far out we got, we could still be there for each other when it was all over.
This was how I kept myself from freaking out. We kissed and hugged tenderly, kissing and touching and rubbing together. Not hard like our old bone fucking. This was natural and wet, melting. Her clit pressed into me, she gently rolled her hips between my legs like the ocean.
Naomi returned with a joint. In my newly secure frame of mind I didn't decline. Naomi reapplied my lipstick and made me up, elegant with a touch of tart. Newly energized, Caitlin fixed her own make-up. Naomi got me a blond wig from the shop. Now I was really flying high and hot looking and the girls seemed genuinely impressed.
Naomi said we should go to her apartment where she had a dress that would be perfect for me. She and Caitlin picked out sexy dresses in the shop for themselves and a coat for me to wear in the car. Finally, Naomi slipped a big realistic rubber dildo into my hand.
"Now you hold this against your pussy on the ride home, sweetie."
She looked at me seriously and I could see that she wasn't asking me, she was telling me, and I had no choice but to do as she said. After watching her fuck Caitlin, I had transferred sexual power over me to her as well.
We walked out to Naomi's Mercedes, me awkward in the heels, feeling my silky thighs rub together and my breasts flouncing softly under the coat. This is how it is being one of the girls, I thought. God, I felt sexy -- and scared. I think I was more scared that someone would find out I was a perverted boy wearing girl's clothes than I was that I had no idea where I was going or what could happen to me when I got there. I had left my wallet and ID back at the shop, no money, credit cards, nothing to prove who I was.
As the car pulled out of the lot I sat quietly in the back seat with the rubber dick between my legs pressed up to my panties.
The ride to Naomi's apartment was uneventful except when we pulled up next to some young guys in a Mustang who had been drinking. They looked over at us and made eyes. They must have noticed my discomfort, because they quickly focused on me and looked at me like they were undressing me with their eyes. I shifted in my seat trying to ignore them. They just stared some more. The blonde haired boy in the back seat made lewd suggestions with his lips and tongue. I glanced into his eyes for a split second, and got what he was looking at -- my coat had fallen slightly open and he could see my breast -- the see-thu pink bra and my swollen pink nipple.
Embarrassed, I touched it, scared and shocked, but surprised to find that I was also incredibly turned on. Somehow being a part of his fantasy made my fantasy more real. I imagined him jerking off later that night thinking about me, gripping his stiff meat in his fist and stroking it long and smooth and then tight and sharp, jerking hard with eyes at half-mast till it spilled thick white sticky cum all over his hands, shooting up in the air in satisfying spurts... It made me feel horny deep inside. I just pressed that dildo against my panties, rubbing it hard against my 'cunt'. God, I would have come gallons!
I guess I was a bit obvious in jerking the dildo up and down, because Naomi laughed as she stepped on the gas and pulled away from the Mustang, telling me not to wear it out. Caitlin looked back smiling.
"I think he liked you."
I stopped with the dildo, and mumbled something. She continued.
"I'm not going to have to worry about you falling for the first boy that shows you a hard prick, am I?"
I got all embarrassed, spouting out denials, shocked she could think such a thing. Then I realized she was just teasing me.
"Don't worry," she said. "I'll fuck you so good that you won't be able to even think of anybody else."
That made me feel better, until Naomi added, "I'll second that."
Then we arrived in Naomi's apartment.