My Fantasy 1

Jenny and I were friends since high school. She is super cute; was on the dance team with a ballerina body, short blond hair/blue eyes, tall. I was a swimmer, have a thin, cut build that I think she found pretty sexy. We dated for a while, but didn't stay together as we both went our separate ways to college. I think she may have suspected that I was at least bi when we were dating as I didn't want to constantly have sex with her as her previous boyfriends did.

When I came home this summer after my freshman year, we met up for lunch. I had changed quite a bit during my first year in college. I had remained thin, but dyed my hair black, it was below my ear length, I had on skin tight, slightly ripped black jeans and a skin tight purple/black striped tee shirt, pink socks with black hearts, purple chuck taylors, black eye shadow and was using lip gloss with just a hint of pink. you could see my purple boxer briefs sticking out of the back of my jeans slightly.

"Whoa" Jenny said. "I like the new look" I blushed, very glad she didn't immediately dismiss it.
"I always thought you would look better with a more androgynous style"
"What's that supposed to mean?" I said
"Oh, you just have the body for it. You look super cute, Danny, don't be offended"

We ate lunch then went to the park to talk. Caught up on her college, relationships, etc. I lied and said I dated a girl for a while, she met some soccer player that she was dating. He was in town and they were going out later that night. She invited me back to her place for the afternoon to hang out until then.

Her parents weren't home, which was nice because I could avoid having to explain my appearance. They remembered me as the preppy boy with a closet full of jcrew outfits. Jenny and I went up to her room to see some of her college pictures. Her room was as you would expect from a girl that was a dancer; pink walls, frilly pink striped bed sheets/comforter, dance trophies on the wall, her own vanity with a makeup mirror and full length mirror, and a huge walk-in closet full of clothing, dance uniforms/costumes, etc.

I sat on the bed. She sat next to me and commented on how cute my pink socks were. I blushed.
"No, seriously, I luv it, I always knew you had a strong feminine side"
Smiling, I said "Yeah, probably more so than you knew...."
Realizing what I meant, she smiled and walked into her closet. She came out with two outfits, one was a ballet outfit from a performance she was in: purple leotard, purple tights, frilly purple tutu, pink ballet flats with ribbons that tie up the calf. The second outfit was the dress she wore at our senior prom; Pink, with sequin straps and sequins over the top, tightens at the mid stomach then lacy frills to just above the knee, pink stiletto heels.

"Now, Danny, we're going to play a little dress up. I know you've always wanted to....lets see what you look like as a ballerina."

I blushed again, but was immediately aroused. I took off my tshirt, slid off my jeans, standing there thin, smooth, in my purple boxers and pink socks.

"Oh you shaved too, perfect" Jenny said, "Hmmmm. Lets get you in some more appropriate underwear."
She went to her dresser and pulled out a purple lacy boy short panty, a purple lacy bra. "Now put these on, sweetheart."

I slid off my boxers, I had shaved there too, then slid the soft, lacy panties and bra over my body immediately feeling tingly and pretty. I blushed again.

"Sooo cute, Danny, now the ballet costume"

I slid the purple tights slowly up my smooth legs, put the leotard on over them, slid the tutu up over them both, which just barely hid my bulge. I put on the ballet flats and tied the ribbon above my calf.

"Oh my" Jenny said "You look adorable. now dance for me in front of my mirror."

I got up, did a pirouette in front of the mirror, giggled

"Gosh, I wish you were available for dance team in high school hehe. Now sit down, we need to finish your look"

I sat down at the vanity and Jenny brushed my hair, giving it some volume and a bit of curl at the ends, then parted it, put in a barrette to keep the hair out of my eyes yet frame my face. She applied bright pink lipstick, long lash mascara, foundation, blush. I didn't recognize myself. I could have passed instantly....would have been picked up in a heartbeat by any boy at my college bar.

"Oh so beautiful, Danny, I don't know why you have been wasting your time as a boy when you could look like this"

I smiled "Now get undressed to your panties, sweetie, time to dress up for the ball"
As I did, she laid out the prom dress, stilettos, pink stockings and garter belt, the same pink sequined prom garter from our prom together.

I obeyed; took off the ballet costume. I slid on each stocking slowly, slid on the garter belt over the panties and attached it to the stockings, Jenny slid the prom garter up my leg as my bulge grew a bit, dripped slightly. I slid the dress on, it fit perfectly, the sequins highlighting my thin, smooth chest and shoulders, the frills coming to just above my knees, my girly legs in the stockings as I stepped into the stilettos.

"Yes, Danny. You look just gorgeous" I blushed "Now it's time to meet your date"

Just then I heard someone coming up the steps. Jenny's soccer player boyfriend appeared in the doorway. She kissed him on the cheek "Kyle, this is Danni. She got all dressed up to impress you."
"Wow, yeah I got your text, she's prettier than you described. Super hot" Kyle said. I blushed, sat on the bed, crossed my legs showing them off with my stilettos.

"She sure is" Jenny said "She's a virgin too" I blushed again "I know she loves fit soccer boys, why don't you two get acquainted"

Jenny left and Kyle sat down beside me, He was looking super hot in his slim fit jeans and v neck tshirt. He ran his hand up my thigh, under the frills of the dress. "It's time to finish your transformation, Danny" I dripped more on my panties as he rubbed my clitty through the lace. He kissed me on my pink lips and unzipped the dress, it slid off my body, I laid on the bed in full lingerie and kicked off the stilettos. He undressed to his boxer briefs and got on top of me, kissing me, taking my bra off, feeling my chest and kissing my abs. He slid my panties off, now only in the pink stockings, smooth, naked, what was now my clit throbbing and dripping, I opened my legs.

"That's a good girl" kyle said as he slid off his boxer briefs, exposing his throbbing, rock hard, 10 inch cock. I dripped more out of my clitty as he put some lube on his cock and pressed it on my virgin boi pussy, the tip entering. I moaned, squirmed. "Yessssss, oh yesss" as it slid inside me "Oh god fuck me"

And he did, my legs wide, he thrusted his cock inside me time and time again "you like that, prom slut?" "Oh yess, fuck me harder" I squealed moaning, squirming, sweat dripped down Kyle's forehead as he came inside me "Ugghhhhhh" He moaned as I felt my pussy fill with his cum "I let out a high pitched moan as cum exploded out my clitty" Kyle laid on top of me and kissed my lips "Damn, Jenny was right, you'd make me cum sooo hard. What a hot little slut you are" I blushed and kissed him on the forehead, his cum dripping out of my boi pussy as Jenny walked in. "Oh my, Danni, you are quite the slut. I'm glad Kyle could get off. I'll have him visit you all summer long. He's such a horny boy I can hardly keep up....glad you will be able to supplement for me."
I slowly slid my jeans over her panties, kept the bra on, put my tshirt on, left myself made up, and left....never having felt more right.