That kiss was the highlight of my life to that point. Randy, my sexy blonde best and secret crush had kissed me after I had given him a blow job. My mind was reeling and my heart was beating so hard I thought my chest would explode. I was ready right there and then to give him anything and everything he wanted.
A lifetime of shaming and indoctrination wasn't to be overcome that easily though. He threw himself back on the pull out couch pillows with a huge sigh. He was spending the night at my place, the room was still dark and flickers of light from the nearly forgotten soft core porn on TV bathed the walls in bluish light.
"Why can't you just be a girl!" he demanded in frustration.
"Would you like me better if I was?"
"I don't know," he began, "but I would definitely ask you out."
"I would be a girl for you." I said in all seriousness.
"Ha! That would be some trick!" he said.
"Yeah." I replied, my thoughts turning to the girl clothes I had ferreted away upstairs in my room. My eye was drawn to the stairs and I noticed the soft glow of light from the upstairs hallway. My Mom must have gotten up to use the bathroom or something. I didn't want anything interrupting these moments so I ignored it. The possibility of getting caught like this paled in comparison to the potential agony for me of this intimacy with Randy ending.
Here's the thing, I knew my Mom was fairly liberal regarding sex in general. I knew she was pro-gay rights and all that. I knew she was tolerant to being almost supportive of the fact that I liked to cross dress sometimes, but I didn't know how she would react to finding me fooling around with my best friend.
Randy had pulled his PJ's back up, but mine were still bunched around my ankles and my cock was hard again from what I had just done. We were both shirtless and my belly was covered in slowly drying cum from when Randy had fingered me earlier. I grabbed a towel I had laid out early and wiped my belly clean.
When I was done I looked up and noticed Randy watching me in the darkness with a quizzical expression.
"What?" I finally said as he just kept looking.
"You do look like a girl sometimes," he said hesitantly "I mean I'm really sorry, but sometimes it's hard to tell you're not."
I just looked down and blushed. God! Could this night get any better?
"That doesn't bother you does it," he said almost to himself as he brushed a strand of my long dark hair out of my eyes, "me saying that?
"No" I said softly but with confidence, looking him in the eye.
His hand was still on my cheek and I felt it start to tremble. He closed his eyes and his muscles tightened as he had some private internal struggle.
I reached over and touched his chest. "It's OK." I said softly.
When he opened his eyes again he had a determined look on his face that made my breath catch. His hand slid across my cheek and behind my head as he pulled me forcefully into a kiss. He pressed his lips against mine hard. My heart was pounding so I hard I thought I might die.
Then his tongue pushed at my full soft lips. They parted to receive him and our tongues entwined. We were making out! My mind was screaming "ohmygodohmygod" over and over. We were really making out.
My arms went around his neck and his hand moved across my flat belly and the worked its way up to my chest as we frantically kissed. I moaned loudly into his mouth when his fingers found the hard little bud of my left nipple. He started pinching and teasing it, which was driving me crazy. I felt him start to scoot his body closer to mine.
I felt his hard cock through his soft PJs press against my thigh as he hooked his leg over mine. He was thrusting gently against me as he toyed with my nipple and continued to kiss me. My hands were roaming and caressing his muscular back. I was in absolute heaven and I wanted more.
Randy did not disappoint there either, it wasn't long before he was changing his position again, working his way on top of me, unwilling to break our kiss while he moved. He worked his way over my leg to be on top of me, I spread my legs wider and he settled between them. He lowered his hips down and I moaned again when I felt his hard cock, still covered by his PJs, press against my own.
My hands slid down his back to Randy's amazing ass and pulled him even harder against me as I lifted my hips to grind his bigger cock down against my more slender one. Then we were grinding hard against each other, our bodies in this amazing hot motion.
I wanted to wrap my legs around him, but his feet were hooked over the top of my bunched up PJs. This tightened them like ropes around my ankles. I struggled a little; trying to free my smooth legs before finally giving in and just going with it. It was kind of tantalizing how in his power I felt. He was grinding so hard against me now; if I hadn't just cum a few minutes ago it would have been too much.
His grinding was amazing but I could begin to feel the start of a problem, it was starting to burn and chafe against my inner thighs and the delicate skin of on my hard little cock. I wanted to feel his skin on me so badly too. I hooked my fingers into his waist band and started to work them down his hips as he ground against me.
He broke our kiss and focused on grinding into me, his hot breathe and soft grunts in my ear making me desperate to feel his hot skin on mine. I got his PJ's mostly down but they wouldn't go any further. When Randy pulled off of me and sat back on his heels, the problem was readily apparent, the PJs had gotten stuck and the stiff pillar of his erection. He fixed the problem by freeing his gorgeous manly cock and working his bottoms down to his thighs.
Then he was on me again, but this was different. I was hoping to feel his cock pressed skin to skin on mine, what I felt instead was the hot skin of his flat belly. I felt the big throbbing head of his cock press just below my little balls as he pushed himself forward. "Oh god!" I thought, "He's going to fuck me."