Date: Mon, 25 Aug 2008 12:48:15 EDT
From: TexLee29@aol.com
Subject: please post trans/teen  "Randy and Billy"

I remember that night back in 1998 like it was yesterday. I was 14 and
Billy was 15 and I was sleeping over his house that night. Like a lot of
kids our age we were curious about sex. Other nights I slept over Billy
crawled into bed with me and at first we just pulled down our pajama
bottoms and looked at each others privates, but it now progressed to
fondling each other. Although we didn't talk about it we both knew that
tonight we probably would take it to the next level, whatever that might
be...

Billy's parents went out that evening, and with his sister away at college
we were all alone until at least 1AM. As soon as they left Billy went to
his dad's secret stash of porn and put in a tape for us to watch. As we sat
there mesmerized by the tape Billy opened a bottle of wine that we passed
back and forth, swigging from the bottle. In no time we were both a little
drunk and horny and captivated by these sexy babes in the movie.  Billy
said he had to pee and left his bedroom as I continued to stare at the tape
on TV and I pulled out my cock and stroked it as I watched the action on
screen. Billy was gone quite a while and but I kept stroking and when he
returned I didn't stop and didn't even look up at him until he stood
between me and the TV. My jaw dropped I am sure, as I looked at Billy
dressed in a red sweater, denim mini skirt, and wearing red lipstick, blue
eyeshadow and mascara. He smiled at me this silly smile and lifted his
skirt showing me a pair of red thong panties with his boner poking out.

"Whattayathink?"

"Holy shit Billy, you look just like a real girl"

Without a word Billy dropped to his knees and spread my legs, and replaced
my hand with his around my pecker. He kissed the tip of my cock, leaving a
red lip print and I about shot my load right there. Billy looked up at me
as he slowly slid his lips down my cock and sucked me! I tried my best but
it only took a minute or two and I started to cum. My first spurt was in
Billy's mouth and he gagged just a bit then sucked as I shot my entire load
in his mouth. He took it all then rubbed my cock against his red lips.

"Fuck Billy I never came like that before" I said, as Billy smiled and
moved up and lay down beside me.

"Kiss me Randy" he said.

I hesitated just a few seconds and Billy put his hand on my face and turned
it toward him.

We kissed long and hard, smearing his lipstick between us. His breath was
musky and it tasted salty. I reached for Billy's pecker and it was soft and
his balls and thigh we stick from his cum. Billy came as he was sucking me.

We lay there silent for a few minutes then I said;

"What's it feel like wearing those things?"

"I feel so different, Billy said, "So sexy and horny"

"Really, you do?"

"Oh, yes, I've been dressing up like a girl for a couple of weeks, just
waiting for the right time to show you, Randy"

"Really?"

"Uh huh, and it was even better than I expected. I was afraid you would
laugh at me."

"Are you kidding, you are a hot looking babe" I said.

"Thanks honey" Billy said.

Geez, my best friend just called me honey!

"Wanna try it?" Billy asked.

"Try what"

"Wearing girl clothes, silly"

"Yeah, yeah I do but I don't think I will look as good as you do."

"I bet you look better."

We both got up and Billy put his arms around my neck and we kissed again
for a nice long time then Billy led me to his sisters' bedroom. He told me
to pick out what I wanted as he went to the bathroom to fix his make-up. I
found a black bra and panties and a black vinyl mini skirt that fit me and
a cute black and gold sweater. Billy returned and helped me stuff some
wadded up panties in my bra. We both decided to wear some pantyhose we
found and we both really liked how they felt on our legs. Next I followed
Billy into the bathroom and he handed me a bottle of liquid foundation that
I rubbed into my face, and then I did my best to put on eyeshadow and some
mascara. Billy was right; it really felt sexy to wear girl stuff. Finally I
put on some lipstick, the same that Billy was wearing, and we both looked
at ourselves in the mirror. We both have long hair so we looked pretty
convincing as girls. We found some high heels that fit and had a hard time
walking in them but they sure looked great.

"Know what would be wild? He said.

"What? I asked.

"To go out to the mall sometime dressed as girls!"

"I don't know about that Billy" I said.

"Why not, I am pretty sure know one would ever know, and it would be a real
rush to tease the boys that hang around the mall"

"Yeah, that might be cool" I replied.

We went back to Billy's bedroom and rewound the tape and had another swig
of wine or two. We soon had our cocks out and I remember how sexy I felt
dressed like a sexy babe, and looking down at my skirt and pantyhose as I
stroked myself. I looked over at Billy and he was watching me with a big
smile on his face.

"Wanna suck me" Billy said.

"Oh yes", I said.

Billy stood up in front of me and I sat up on the edge of the bed and took
him into my mouth and Billy let out a soft moan. I sucked him for a good 5
minutes when he finally shot his load in my mouth. I didn't gag and
swallowed it all, proud of my very first blowjob!

"Isn't it great to dress up like girls? He asked.

"Yeah, I really like it a lot" I said.

From that day on Billy and I blew each other most every day, sometimes
dressed like girls and sometimes not.  I got to know what made him cum and
so did he. We dressed in his sisters' clothes several times a week, and
eventually we got pretty good at it, and planned our trip to the mall
dressed as sexy girls...

Want more? Love to hear your thoughts...

XXOO