I was a shy boy with a sexually precocious mind. I learned about jacking off when I was 10 and tried it with my best friend on a sleep over, we went straight to sucking on our second night and I was set on a course that would be with me for life. My friend lived a bout thirty miles from me so we didn't often get to see each other and I was way too shy to approach anyone even though I jacked off every chance I got sometimes several times a day. I was so horny but didn't know how to get what I needed.
We lived in a beach town in southern California, and lots of guys were into cars. Just down the alley from my folks house lived an older boy that had a hot rod 55 chevy, and lots of high school boys hung around to work on cars in his garage. I walked down the alley every day after school, and they let me hang around and hand them tools etc I started going almost every day. One day, when I got there no one was around, but the door was up so I walked in and the boy that lived there was sitting in the patio drinking a beer. He said the other boys were busy and his folks were gone.
I sat down and he asked me if I wanted a beer, I was barely 12 and never had anything to drink but I wanted to be cool so I said sure. In a low voice he said you have to blow me for it.
God I was so excited, my heart was racing as I said yesss. He stood up and dropped his jeans and boxers and stood there with a huge hard on. I kneeled down as he sat back down and I took his hard cock in my mouth it was so hot and I sucked him so hard that he came almost immediately. Afterwards he got me my beer and later I earned another. I began to go there every day and I was always pissed when the other boys were there.
One day he said his parents were going to go to Las Vegas and did I want to spend the weekend. I asked my mom but never told her his parents were not going to be home, and she said ok.
I went over after school on Friday and he was waiting for me and took me in the house to drop my stuff in his room . He was more excited than I'd ever seen him and he said I'm drinking some vodka , want some? It's better than beer gets you more fucked up. I said ok and he gave me some mixed with a coke it was yucky tasting but the coke made it ok. Right after I drank it I was feeling really woozy , it was a lot stronger. I started to unzip his pants cause I could see he was real hard and I wanted him , but I had to sit down my head was spinning .
I guess I passed out for awhile , when I woke up it was dark and he was sitting on the couch next to me. I realized I didn't have my clothes on but instead had something silky over my cock and then I realized he had dressed me in some panties and a half slip with a matching bra and some silky stockings.
He said these are some of my sisters things , she is away at college so she won't mind and since you like acting like a girl I thought you should be one at least while you are here. I still was a little out of it, but I also felt so.. sexy dressed like that and I could smell her faint scent which made me feel so hot . I could feel my cock pressing the fabric of the panties and it felt so hot as the slip and the panties hissed across each other when I moved.
Tom said you look really hot do you like them ? I said yesss he said good, as he pulled me down on his cock and I started to suck him. gave. As I sucked him , he was stroking my ass and up my back which felt so good through the silky fabric. He said he had given me too much vodka at one time but now that it had worn off, he wanted me to have a little bit more so he fixed me some more and this time it felt so warm as it infused my body.
He took me in his room and laid me on his bed then he undressed and climbed in next to me and started to stroke & kiss me , I really liked that he'd never been so nice to me before . He started to play with my ass through the slip and panties then he pulled the slip down and started to finger me slowly with his hand inside my panties.
Then he got out of bed and went in the bathroom , he came back with a tube of KY jelly he got me to roll over and pulled my panties down then he began to finger me more as he did that he pulled me down so my ass was hanging over the edge of the bed, suddenly I felt something much bigger than his finger begin to press against my anus and I realized he was pressing his boner against me and slowly pushing it in me . God it hurt so bad I begged him to stop but the lust had overtaken him and he rammed it into to me.
Once it was in he started to talk to me and kiss my neck as he started to move in and out of me the pain subsided and I was enjoying the kissing when he exploded and filled me full of his cum . He pulled out and rolled me over as he pressed it into my mouth and I cleaned up the mess with my tongue. I felt so deliciously sexy as he spooned me and we both drifted off to sleep .
Later that evening he woke me and we went in his sisters room and I picked some different things to wear including a dress and some high heel shoes god I felt hot.
We fucked again that night and he kept feeding me more vodka . when I finally went home Sunday night I was still drunk and full of his cum as I laid in bed that night it began to run out and I felt so good as I drifted off to sleep with a smile on my face.