Nisan 15, 2024

At The Fair

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Amateur

“Hey, I’m tapped. No way I can go.”

My college roommate wanted to go to the county fair. It wasn’t something we’d ever done before and I’d been a kid the last time I’d gone to something like that. Anyway, my current finances settled the question.

“No biggie. I’ll pay.”

He was scholarship, had a TA job, and his family was wealthy to boot. I didn’t mooch on principle, he was too good a roomie to waste on hard feelings. I protested but he persisted until I agreed.

He joked on the way to the fair that it was like a date. I just looked at him. He’d been just a little off ever since he’d come in unexpectedly and found me with makeup and lingerie. My hobby was crossdressing, a habit that I’d known since I was pre-adolescent. We had the talk, I answered questions, he seemed cool and disinterested and we dropped the subject.

“I though you said …”

He apologized, grinning. “I know, I know. Didn’t mean to intrude. Please, I’m sorry. Anyway,” He handed me two twenties and a ten. “This way you can pay your own way all night. Thought you might like it better that way.”

I hesitated, then took the money. “Thanks, I’ll pay you back.” That this was unlikely given my circumstances went unsaid.

He laughed and said, “My aunt sent me a hundred for my birthday. It’s mad money, totally unexpected. I appreciate your offer but going to the fair is all I wanted to do. So just think of it as you’re helping me celebrate. I would not have a good time by myself>’

Like I said, he was a great roommate.

We had a good time, riding rides, playing games on the midway, saw the hootchie-cootchie show twice. The barker there recognized us the second time and on the way out, asked if we were up for some ‘private entertainment’ with the girls. We looked at one another, laughed nervously, and not really being serious, roomie asked, “How much?”

“A hundred a piece, plus you’ll have a better time if you tip the girls up front,” the greasy fellow whispered in a hoarse tone.

Keeping the conversation going, roomie asked, “How much tip?”

The guy grinned and we could tell he had almost half his teeth. “Two horny college guys? You won’t regret fifty. Apiece,” he made an odd strangling noise that we realized later was laughter.

Anyway, roomie looked at me and I looked at him. He knew I didn’t have the cash but he nodded. He whisked two hundreds into the carny’s hands and the old guy ushered us back inside. There were three dancers, one of whom could be our momma. The older lady laughed and pushed the younger ladies at us, still in their flimsy robes, transparent to show their costumes that they danced in underneath.

“Shella and Connie need the experience, boys, but they get to pick you, not the other way ’round,” she laughed. Shella was a little older than us, I’d judge, and would be a great date, all things being equal, but Connie looked like my younger sister that was still in high school. Same hair color and eyes. Of course, she was the perky one and stuck her hand in mine, pulling me toward the dressing rooms.

Shella had roomie headed the other way. He grinned at me and I frowned back. He hadn’t given me any more money kıbrıs escort for a tip. He paused, excused himself and palmed a fifty into my hand like we always shook hands before sleeping with strange women. The ladies laughed and we all headed in the original directions.

I handed Connie the fifty and she made it disappear into her costume. She looked tired and I realized she’d been dancing since the place opened at noon. As it was after nine, I wondered how many times she’d danced since then.

“Fourteen,” she said, her voice soft and sad, then she looked up at me. “Sorry -” she said.

“My God,” I exclaimed, “You read my mind.”

She protested, shaking her head, “Caught me. Don’t say anything. I’m supposed to keep it to myself. The owner would ‘promote’ me to mindreader and that would mean I had to sleep with him.”

“No problem. It’s kind of startling, though. Have you always …” I began.

She shook her head. “It started,” she said, peering down at her belly, ” When I did.”

Confused, I just looked at her. Suddenly I turned beet red. I wasn’t used to women talking about their bodily functions. Connie just laughed.

“You’re cute,” she said, glancing at the cot. “Anyway, what do you want to do? I’m up for the full monty if you are – you make me kind of horny.” She gazed into my eyes and I felt the tickle of her mind reading me like I was an encyclopedia. Her eyes widened.

“You’re a crossdresser,” she exclaimed. “Well, I’ll be. Would never have guessed.”

I must have looked horrified. This was taking an odd turn.

“Hey,” Connie said, “Don’t worry. It’s no big deal. You have no ideas what I’ve seen in people’s heads. Wearing women’s clothing – that’s actually kind of normal. Tell you what – how about we play dress up? My next show isn’t for two hours. We could have some fun in that time.”

I looked confused, not knowing what I wanted. “My roommate -” I began.

Connie put her finger on my lips and shushed me. She closed her eyes for a moment and I could see her smile.

“He’s getting a blowjob from Shella. She has a boyfriend and she’s just trying to earn her fifty as quickly as possible. Knowing her skills, it won’t take long. Don’t worry, she’ll get him back on the midway when she’s done. He’ll be hungry, get something to eat and wander around until you find him. He’ll just think you’re having a good time with me.”

I nodded and she made me get undressed. I keep my body shaved of hair so she pulled some pretty things out of her dressing table and a dresser and started making me look pretty. She anointed me with some soft fragrance that got me in the mood and then she sat me down and started making my face.

“You’re really pretty for a boy, your features are quite feminine. Do you like your roommate? I mean, do you wish -“

I just stared at her, wondering what to say. She laughed and I felt the brush of her mind against mine.

“You probably know me better than I do,” I sighed.

She didn’t say what she’d found but she smiled softly and continued. “I’ve got the prettiest dress. It’s too big for me. Let me fix you up especially for B_____. You can surprise konya escort him on the Midway.”

Oddly enough, I just settled into the rhythm of one girl helping another get ready for a date. Hair, makeup, nails, some moisturizer to make my legs look shiny and healthy, some sandals that showed off my new nail polish. I felt Ally’s persona settle so naturally upon me, a kind of relaxation and satisfaction I got no other way. Connie’s soft mental intrusions wafted through my mind several times and I saw her quiet excitement building along with mine. She loved dressing me! She felt that I’d seen her and looked up at me and smiled quixotically.

She reached over and grasped my shoulder firmly in a friendly way, that of two girlfriends sharing a delicious secret. “You’re really quite beautiful, my love,” she whispered, and kissed me gently on the forehead.

Connie called the older woman in and introduced her as her mother. It horrified me that a mother would assist in the prostitution of her daughter.

“Don’t wrinkle your face so, if it lightnings you’ll get stuck that way,” Momma said, “Women have to do what they have to do. So it is and so it ever was and so it ever will be.” She said this as if a prayer to some dark god. She grasped the golden amulet between her breasts and nodded her head then looked at me, her eyes flashing a mixture of anger, resignation, and love.

A few whispers between the two women and Momma made some mystical passes with her hands then mumbled some words as old as time, and I felt my profile subtly altering. My belly softened but the profile beneath smoothed and I reached for myself through the panties but found a very odd split where there had been a protrusion. It felt as if I had a vagina.

“Don’t touch it,” Connie said, “It’s modelled after mine but if you touch it, it’ll go back exactly to what it was. You can feel these, however.” She grasped my hands and put them on my chest.

I had breasts! Not huge ones, just very round and soft and feminine. I filled out the bra she’d placed on me. My nipples were even sensitive and I felt them harden under my fingertips.

I looked at her in surprise. She nodded, giggled a little, and said, “Just wait til he touches them -“

Anyway, the mirror showed a slender, pretty girl my age in a lightweight dress that covered her but showed the delightful curves of young womanhood. It was my fantasy come true. My mind filled with a swirl of dreams, a future I’d not imagined, a whirlwind of relationships, adventures, love.

Loves?

“Remember to sit down to pee,” Connie added. I settled into the real world and looked back and forth at my two fellow women. Connie grinned, a little sad. She seemed heavier somehow.

Her Mom laughed out loud. “You’re gonna hate us when you decide to change back. It’s not the kind of spell that works a second time. Kind of like Cinderella except no FGM.”

I stared at them. “FGM?”

“Fairy Godmother,” the ladies laughed. Connie’s voice was husky. Did she regret what she’d done?

They pushed me out of the tent onto the Midway. I learned pretty quickly to walk carefully in those sandals. The ground was filthy kuşadası escort and I did not want to get my pretty feet dirty. I didn’t find B____ but he found me, finally. A hand touched my shoulder softly.

“Hey,” he said and as I turned I saw his face light up and he smiled so big I thought his face would split. He recognized me despite the obvious enhancements.

“I thought it was you. I just knew you’d be pretty as a girl. I wanted to ask you to dress up for me but I could never get up the courage.” His eyes traced my outline, following the curves, happily inspecting my new body. I felt myself hoping –

“Oh, my!” he exclaimed.

“What’s the matter?”

“I don’t even know your name. You know, your girl name -“

I smiled at him and I hoped it was pretty. “Allie,” I whispered, suddenly out of breath.

“You’re truly beautiful, Allie,” he said. He took my hand and before two steps, I knew I was on my first date. It felt utterly natural to be lead, my hand held politely but possessively and to be expected to follow. I felt a little odd as there was enough of me to notice but not to object.

He was such a gentleman and so happy to be with me. We had a great time. He seemed to enjoy just being with me. We rode rides, the same ones. He won a toy gorilla for me and paid to have a carny guess my weight. I was amazed at how good a time I was having. I was coming to enjoy my role, my place with him.

I felt valued.

When it was time to go, he held the door at the car for me and then went around to get in so we could head back to school. As he sat down I reached over and kissed him on the cheek.

“Thank you,” I said.

“You’re welcome,” he replied.

We looked at one another and smiled, then the smiles ended and he broke the uneasy silence.

“You don’t want to -” he began.

In the same breath, I replied, “No, that would be -“

“Weird,” we said together, laughing like hyenas. So a man and woman can be friends, I thought.

Back at the dorm, I grabbed some clothes from the room and snuck into the boys restroom. I was alone and I stood at the urinal and pulled my dress up with one hand, then my panties down with the other. I leaned over and inspected my sex as best I could. Grade A ordinary vagina, I thought, but this one is mine. Well, time to go. It’s been nice, I thought.

Leaving the panties around my thighs, I reached to touch it, wondering if I’d feel my vag- before it changed to my penis, or would I just grab my dick?

My hand felt the structures appropriate for a young woman.

Nothing happened.

I wiggled my fingers, tickling, rubbing harder, fumbling, my fingertips separating the lips, entering my body roughly. It felt so good, I thought.

Another look and all I could see was apparently it liked being touched as a bit of moisture appeared.

I rubbed again more firmly. It felt soft and warm and I touched the nice place and it felt nice. A little lower and it felt soft and wet and it again opened softly to my touch. I thought that my hands weren’t even particularly clean, I mean, I usually wash after going, you know. I moved my fingers away, quickly, then touched myself again.

It didn’t change.

In the quiet, the only sounds a hiss from the air conditioning, a remote dripping somewhere in the wall, in my mind I heard a middle-aged woman laughing.

“I always wanted a son,” she said and was gone.