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I didn't have girlfriends in school. I was painfully shy. Very anti social. Didn't get into sports. Only had 3 friends and they were losers too. Lived at home until 27. Lost my virginity at 25.
In middle school and high school I would carry my books down at my hip and would rub the back of my hand across girls asses as I passed them in the crowed halls between classes. Never got confronted about it. Even taught my technique to others. In gym class we would play a game where everyone had to line up and a ball would have to be rolled between everyone's legs like a tunnel. That's all I remember about it. I would try to get behind certain girls and grab their hips and sometimes even get to rub my dick on their ass. Never had a complaint. It was my favorite game. I loved gym. The girls wore tight shorts and boobs everywhere. Sometimes when I jack off, I think back to those gym class days.
Got a job at a gas station when I turned 16. Women came in for gas and we would wash the windshield. Many times I got to look down shirts and up dresses. Some of these women had to know. We would fight over who got to pump gas for some of these regulars. Had a couple of women flirt with me all the time. Guesse they liked making my face turn red. Fuck I was way too shy. There was 5 or 6 girls in school that liked me and a couple that came to the gas station but I was just too shy to do anything about it.
After high school I got a job at a factory and that's when things started to turn around for me. The women at this place refused to let me work in peace. They decided to help me get over my shyness. After about six months I could actually speak to them without getting red faced. I had a crush on a couple of them.
I dated a girl from work a few times but she turned out to be on drugs. I've never done drugs and don't wish to be around anyone that does. I learned how to date through her. I was 21. Me and a couple of guys from work would go out every weekend looking for women. I had oppertunities but didn't follow through.
Shortly after turning 25 My friend talked me into driving him to a nearby town so he could see his girlfriend. He was gonna hook me up with her sister. Another friend went along for the ride. We all got very drunk and the mom took my friends to other rooms to show them where to sleep. She came back and got me. Took me to her room and starting kissing me. She asked if I would spend the night with her. She grabed my hard dick and said it wanted me to stay. Next thing I knew we were both naked and making out on the bed. This was my first time being naked with a woman and I was very excited about it. I knew what I was doing from all the porn mags and porn movies. She was very happy. I kissed her all over and moved my hands all over her body. As soon as my mouth found her pussy she came. I think she came 3 times in the 15 minutes I spent licking her clit. She finally had enough and made me lay next to her. She was stroking my dick and told me it was rather big and was looking forward to having it inside her. She was very loud and talked dirty the whole hour we fucked. I didn't want anyone to know what we were doining because I wanted her daughter that my friend was goona fix me up with. I could not feel my dick, it kept coming out of her and she would have to put it back in. You could have smacked it with a hammer and I wouln't have felt it. I was very drunk. I never came that night. She did several times and wanted me to come back the next weekend.
The next morning my friends knew that I had fucked Doris. They told me she was 42 years old. She was blonde with wide hips and nice ass. I think she wanted me to fuck her ass. I don't know. There was several hints. She had me put my thumb in her ass while I was doing her doggy. She had small boobs and a pretty face. I only saw her once more a few years later but we didn't fuck.
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