The Prom Dress

This is one of my favorite fantasies. I often visualize having sex with shopkeepers.

The senior prom was only two weeks’ away, and I needed a ball gown. I didn’t have anything of that sort, as I had never expected to be invited. I hadn’t even had a date during high school. The reason: no tits. I was almost as flat as a board – maybe A cups if I was lucky. I did have nice nipples. Anyway, a nerdy guy from my Chemistry class asked me to go with him. It was a surprise; I didn’t know him very well at all. It might have been because even without tits, I was one of the best-looking girls in my class. I accepted, while making it clear that things might go as far as some nice kissing, but no further. So now I needed an evening dress, something cool and sexy. I wanted to show off to the more popular girls.

I got some good advice from my cousin, Sammy, a very attractive young woman of 22 with whom I had been close friends all my life, despite the five years’ age gap; in fact, I have always had a bit of a crush on her. She recommended a small independent dressmaker’s shop called “Clarissa.” She said that it was popular with young professional women in their 20s and 30s, and had very affordable prices. It was in a small parade of shops in a quiet nearby neighborhood, so I decided to begin my search there.

I had some free study time the next day and slipped out of school to go to the dress shop. It was about noon when I arrived. It was larger than it had seemed from the outside pleasantly lit and had pale beech flooring and wall paneling. The shop was quiet, with just two women browsing and a smartly dressed woman seated behind a modern desk. She looked to be in her early 20s, very pretty with blonde hair that fell to her shoulders and dark brown eyes. I could tell she had a nice figure, as the cleavage of a small chest was visible through the open neck of her red-and-blue striped shirt, the top three buttons of which were open. She wore a gold chain around her neck with a solitaire diamond hanging from it just at the start of her cleavage, which drew your eye to it and her chest. She was wearing a navy blue skirt which ended mid-thigh; her sheer blue stockings were visible. Her slim waist was very flattering, as was the slight flare of her hips. When I came in, she rose and in a friendly way shook my hand, introduced herself as Clarissa, the owner of the store, and asked if she could help. I explained what I was looking for. She smiled and brought me to the racks of evening dresses and ball gowns. “I have quite a lot in that line, actually,” she said. “Have a look and take your time, pick out some and try them on for size.”

Sammy was right, there were plenty of very nice dresses within my budget, and several I liked – in the end, there were three front-runners, and I couldn’t decide between them. The other customers had left by now, and it was coming up to twelve thirty when Clarissa approached me again. She explained that she normally closed the shop for lunch between 12.30 and 1.30, but she didn’t want me to be rushed. She said that because she usually stayed in the shop anyway during this period it would be no problem if I wanted to keep looking or to try things on. Indeed, she offered help me, but said that she would need to lock the front door so that more customers did not come in, as long as I did not mind. Of course, I said that was fine, and thanked her for letting me stay.

Clarissa locked the shop door, turned the sign round to show ‘Closed’ to the outside world, and pulled down the blind. Then she walked back to me and looked at my choices. She looked me up and down, and said two of my choices might work, but picked out another couple of gowns from those with the more daring cuts instead of my third choice. “You are a very pretty girl” she said “and I think you have the poise and figure to carry these off. In fact, you would be quite stunning in them. You want something that will show off you’re wonderfully thin figure. Designers create for your figure.”

“Let’s try these on,” said Clarissa. I started to move towards the changing room at the back of the store, but she pointed out that with the shop closed there was no need. There was more room in the middle of her shop to pace about and some larger mirrors. With the blind over the door, no one could see in from the street, and so I slipped out of my jeans and shrugged off my plain white T-shirt. Clarissa held the dresses against my front, and we looked at them in the mirror. I could see what she meant about the two she had picked out – they would be eye-catching, but also stylish and distinctive. I decided to try one of them first and reached for it, only to be stopped by Clarissa’s restraining hand.

“You’ll need to try it without the bra” she pointed out. The dress had a plunging shape, open in a deep slash to the navel at the front and to the base of the spine at the back. I felt a bit self-conscious and hesitated for a second, but she said softly “Let me help you.” As if half-hypnotized, I turned my back towards her. I felt the light cool touch of her fingers unhooking the bra, and it slid down off my breasts as she removed it, cold air causing my nipples to perk up. Her fingertips rested on my shoulders, and then gently traced their way down my back, meeting just above the cleft of my buttocks and my small pair of pink panties. “You have a lovely back” she said, “these backless dresses are just right for you. Especially the ones that will emphasize this.” At the word “this,” one of her hands slipped lower, caressing, and gently squeezing my right buttock.

Her touch was so sensuous that I felt my body responding to it, aroused by our closeness and her intimate contact. My nipples stiffened even more and became erect, and I felt warm and soft between the legs. Clarissa lifted the ball gown over my head, and its light glossy fabric slid down my body, its rustling passage against my nipples and ass turned me on even more. Clarissa stepped aside; I did some twirls and admired myself in the mirrors. It was in a cool electric blue that suited my hair, and certainly did look amazing. There was almost nothing of it above the waist, but it didn’t feel like I was flashing acres of flesh. From the hips it draped in folds that swirled sexily when I moved, allowing most of my legs to be visible now and then in tantalizing glimpses. I was excited as I stepped around in it, trying a few dance moves, and I must have positively glowed with youthful charm and eagerness. Clarissa laughed and clapped her hands, and with a smile I gave her a deep curtsey, without realizing (at least, not consciously) that in so doing I afforded her a wonderful view of my tits and hard nipples.

She suggested that I try the other one for comparison, and we swiftly changed them over. This next dress was in emerald green with black trimmings. While it covered more of my stomach and chest, it was almost totally backless. It seemed even sexier than the other one in its cut and style. Clarissa stood next to me as I admired it in the mirror and nodded her head.

“Yes, I think this is the one. It suits your shape so well. Look how well it sits here ....” Her fingers brushed across my stomach, smoothing the thin fabric to my body – so light was the material, that it seemed she was stroking my naked flesh, and I drew an involuntary breath at the sensations it caused.

“And here” her hand moved up to cup one of my breasts, gently squeezing it and tracing her finger around the very visible nipple. I gave a kind of sigh, and my head went back, my shoulders up, thrusting my tits out for her fingers.

“And here.” Her other hand encircled my other breast, taking the nipple between thumb and forefinger as I gasped in arousal and felt my panties soaking between my leg. There was no longer any pretense that her attentions were anything other than the sexual seduction of a young girl by a confident mature woman.

“And here.” The words were breathed in my ear as she moved closer still, and one hand slipped away from the breast it had been playing with to slide across my ass, running the thumb down between my buttocks, pressing the sheer fabric into my ass cleft.

“And here.” She was kissing my neck and her mouth nibbled at my ear, as her other hand dropped down my front to slip through the long side slash of the dress, running across my upper thigh to cup my pussy ....

“Oh! yes!” I sobbed. Her fingers found the damp gusset of my panties, tugged it aside, and I felt the probing of her fingertips on my pussy lips, testing out my wetness and openness. I was nearly fainting, and to steady myself turned towards her and put my hands on her shoulders. She drew me towards her in a clinch for a long deep kiss, with all the time one hand holding my ass tight and the other stroking and teasing my pussy. When the kiss ended – which I had returned passionately – she stood slightly back and looked me directly in the eyes. She moved her hands to my waist and said with a directness that was irresistible. “I want you, Ellen, I want you now!” I looked back at her, seeing the lust in her eyes and feeling it in my body, and slightly bit on my lower lip, before discarding all restraint. I blushed with nervousness and nodded my head. Her face lit up with a smile of pleasure, and she took me by the hand. “This way.”

Clarissa led me to the back of the shop, to an unobtrusive door marked “Private” that was just past the changing room. She unlocked it and ushered me through ahead of her. I entered a delightful medium-sized room, tastefully decorated in a soft peach wallpaper with matching drapes that were closed across the only window. The main item of furniture was a huge double-bed, with a mattress covered in a large peach satin-looking sheet, and no other adornment. I stood beside the bed as Clarissa lifted the ball gown over my head and laid it on a nearby chair. Then she knelt in front of me, and gently kissed my pussy through my panties. Then her fingers slipped into my waistband and she slowly peeled my panties over my hips and let them fall to the floor.

I was naked. I was at a disadvantage, being completely naked while she was fully clothed. I began to unbutton her blouse. She made no move to either stop or assist me, and just regarded me with a warm smile. I let the blouse fall off her shoulders and it fell to the floor. Once the blouse had gone, I unzipped her skirt and she wriggled her hips to get out of it, taking a second to fold it over the back of another chair.

I could now see and admire her properly. She was a beautiful woman in her lively 20s. She was wearing sheer blue stockings in traditional style, held up by an elegant blue garter belt. Over this, barely covering her pussy, was a small pair of panties in a transparent blue mesh, decorated with a pattern of wine-red roses. Her breasts were small as I had thought; a little bigger than mine and pushed up by a matching half-cup bra. She stood for a moment with her hands on her hips, savoring my obvious admiration of her body, smiling warmly.

Then she slipped off her shoes and sank to her knees in front of me, putting her hands on my ankles and then lingeringly sliding them up the inside of each leg. I gasped with anticipation as they traversed my upper thighs and met at my pussy. Her fingers spread my lips, and then her tongue slipped between my labia and found my clit. I was trembling with desire and excitement, and she slipped her hands to my buttocks, partly to caress them but also to hold me steady. After a couple of minutes, I was on fire as waves of warmth and wetness flooded through my pussy, and I was moaning aloud, wondering mentally if I was having my first proper orgasm. Clarissa rose back to her feet and placed her hands on my shoulders. The message of her gentle downwards pressure was unmistakable. I swallowed my nervousness and I went to my knees. I stroked her her slit through the skimpy panties and then peeled them down her legs. After she stepped out of them, she stood with her legs spread further apart, and I could see – and smell – every part of her sex. My tongue slipped up and down her slit, every so often stopping to suck and nibble her clit. She gave a kind of gasp at my intensity, as I moved my tongue first in swipes up and down and then in a circular corkscrewing motion. I could taste her pussy beginning to juice and with a ragged moan she arched her legs further open and seized the back of my head in both her hands, pulling me hard against her. Her hips began to spasm rhythmically – slowly at first, and then faster and faster, accompanied by a rasping whimper. At last, with a sharp cry, she froze rigid for a moment, clutching me against her – and then released me, to stagger back against the bed and sit down on it.

She regarded me with a slightly haggard amazement, and said breathlessly and with a laugh: “That was fucking amazing!” I was still on my knees before her, her juices all over my mouth and cheeks. I ran my tongue around the outside of my lips to lap it up. Clarissa leaned forwards: “Come up here, honey”, she said, drawing me by the elbow to my feet and then towards the bed. I lay across the middle of the mattress on my back, and she firmly spread my legs apart and gently ran a finger vertically along the length of my moist slit, sending a shudder of anticipation through me. Kneeling next to me, she uncoupled her bra and flung it behind her onto the floor. She cradled her small breasts in her hands and bent over me, thrusting them out as an offering. It didn’t take a second thought to reach for them, squeezing and fondling, and to draw one nipple down to my waiting mouth. I licked around it and then, greatly daring, took it gently between my teeth and teasingly tugged and stretched it. “Oh, yes!” The last sound changed pitch as I reached a hand under her curving stomach to slip a finger inside her pussy. I was on some other planet now, with primeval instinct taking over, and I began to slowly slide the finger in and out of her. Within minutes Clarissa had reached another gasping climax, after which she rolled away to lie beside me on her back for a minute. “Wow!” she gasped, “you must have done this before?” I shook my head, and told her this was my first time, I just did what seemed right. “Well, you’re a natural, honey,” she answered, ‘and now it’s your turn.’

She asked if I was a virgin, and I replied that I had never had sex with anyone before, but she didn’t need to worry about breaking my hymen as I had already done that. (I didn’t go into more detail, but Sammy had told me that it was better to do this yourself – it was less painful and less messy, as it could be unpleasant for both of you when a boy did it. We had had some girly laughs about it, and then she had given me her old vibrator, making me promise not to say where I had got it if my parents found it.) Clarissa was clearly excited that she was the first to fuck me and gave me a soft kiss on the lips, on each nipple, and on my pussy. Then she went a dressing table in the corner of the room, and came back with a long strapon dildo. I eyed this with interest and a little dubiousness – in the last ten months, I had only be able to work the vibrator about three inches into me, so I couldn’t see how this monstrous snake would fit.

Clarissa must gave seen the thought flash across my face, because she gave a happy laugh and told me not to worry. “You’re so loose now, you’ll be amazed what your pussy can take” she said. She was right: she Strapped on her fake cock and knelt between my legs. She slowly slipped inside me, filling me and causing electric shocks of ecstasy to course through me. Clarissa fed five inches into me before I hardly felt it, and I felt another couple inches before I felt her hips against my pussy. She was inside me. She shifted onto her haunches with her knees apart and began slowly thrusting the fake cock in and out of me. It felt like I must have taken at least eight inches, maybe more. And it felt incredible. When I got comfortable to the feeling I began to thrust myself up and down on end of the dildo. After a few tries, Clarissa and I found a rhythm. Her strapon had an appendage that she inserted inside her pussy and as we fucked – pulling out together, then driving towards each other, producing a firmer pressure on the excited nerve-ends in our pussies. We began to grunt and gasp. I spread my legs further and the dildo penetrated deeper. I was propped up on my elbows, with my head lolled back over my shoulders as I emitted a wave of barking cries as Clarissa Fucked me. Clarissa’s hands were slippery with her sweat as she took a vice-like grip on my thighs, pushing herself down onto me and then pulling out again. Sweat glistened on her face and her breasts, as she brought me to a final, gut-wrenching climax. Exhausted and out of breath, we collapsed side by side, my pleasure being extended in a way that was almost excruciating as Clarissa slid the plastic tube out of me. She extracted the other end from herself, letting it drop on the floor beside the bed, and then she lay down, gathering me into her arms so that my head was in the crook of her shoulder.

As I lay on the bed, spent, somehow both excited and utterly relaxed, Clarissa traced her fingers enticingly from my navel around my breasts and back again. “I don’t often get girls your age coming into the shop”, she said, ‘most of my customers are older.” The back of her hand brushed lightly across my nipples, as she asked: “How did you hear of me?” I admitted that I probably wouldn’t have, but that my cousin Sammy had warmly recommended her. Clarissa propped herself up on one elbow, “Of course! What did she tell you?” I replied, “Just that I would be sure to get what I really needed here ... that she always had ...” My voice trailed off, as the double-meaning of my words suddenly became clear to me.

Conversation was suspended for a while, because then Clarissa leaned over to nibble on my tits, and her hand found my pussy and clitoris again, stroking me to a final back-arching, shuddering climax. She now lay partly on top of me and partly beside me, with our legs entwined and her pussy gently rubbing against my thigh in an extremely sensuous fashion. She ran her fingers through my hair and then she saw from her watch that it was nearly 1.30. Clarissa regretfully said she would have to go and reopen the shop. She nodded to a door on the other side of the room and told me there was a bathroom with a shower and to take my time. When I emerged from the private room thirty minutes later, she was talking to a customer, an attractive tall redhead in her late 30s. She broke away with a murmured excuse, and I quickly **** for the emerald green ball gown – though she only charged me two-thirds of the ticket price.

I wore her dress to the prom and all night I could feel my wet panties as I was constantly reminded of my first real orgasm.