Reunion 86

This is a completely true story.

I'll call her Tammy. I knew her in high school. Neither of us was popular, but for different reasons. Since we didn't have many friends we hung out with each other a bit. I know I could have fucked her, and maybe even her friend, but I wasn't horny enough to become the butt of even more jokes. I did go through a lot of tissues thinking about having threesomes with them. They were both a year behind me and after graduation we lost touch.

Now fast forward about 18 years. I got back in touch with Tammy on that social network site that everybody uses. We exchanged numbers and met for drinks. She was divorced with a few kids and had put on some weight. She'd had a good figure back in school but it was long gone. We met like this a couple of times and then Halloween came along.

She wanted to go with me to one of the big clubs in the area. I didn't have anything else to do, still not popular, so I figured why not. I picked her up at her mom's place and it turned out she wanted her mom to come with us. When we got there I had a bit of deja vu from my younger days: loud music and hot girls that didn't want me. One girl did approach me, and I'm still kind of kicking myself for not going for it, but I had Tammy and her mom with me and I was their ride home.

Her mom spent the whole time sitting on a stool smoking while Tammy danced by herself a bit, I don't dance at all. She did come by me a few times and grind up against my crotch, I kissed her after the first couple times.

We finally left about 1:00 in the morning. I spent most of the drive with my hand on her thigh. When we got back to her mom's house her mom got out and went straight inside. Me and Tammy started kissing some more and she didn't care at all where I put my hands. She stopped me after a minute because she wanted me to drive somewhere else, the parking lot at the apartment was too well lit.

I drove a couple blocks away and went back to work. I got my hand inside her panties and after a couple minutes of rubbing her clit and finger-fucking her she had herself a nice orgasm. She'd barely finished it before she started undoing her top. I pushed her bra down and one of her massive tits popped out. After I'd sucked on it for a couple minutes she told me she couldn't take care of me with my pants done up. I got out of the top half of the coveralls I was wearing as part of my costume, unzipped my jeans under them, and she went to town. It felt great, of course, but I couldn't come. Even though I'm not a kid anymore I still don't know why I couldn't, she would have swallowed every drop if I had. After several minutes of her gobbling me up I told her I wanted to fuck her. After a quick discussion of what it might do to our "friendship" I started the car up and drove to my place.

Once we were there we went to my bedroom and got undressed. She made me keep the lights off because she was still self-conscious about her figure, but I had the kitchen light on just outside so I could still see well enough. She sat down on the bed and I got down on my knees in front of her. I didn't eat her pussy out but spent a few more minutes sucking on some of the biggest tits I've ever seen in my life.

I finally had her lay down on the bed and climbed up with her, I eased my dick into a soaking wet pussy, and now I had to try not to come. Suddenly a million teenage fantasies flashed before my eyes. She told me don't try to hold it back so I didn't. I might have come harder at some other point in my life, but I don't remember. Even after I finished shooting my load inside her I kept going, but I picked up the pace. It was safe to do so now because after my first shot I can last just about forever.

It took several minutes of pounding but I did make her have another orgasm. After she came I had her get on top for a little bit, I wanted to lay back and suck on those tits while she rode me. After that we moved on to doggy style, she might have been on the way to another orgasm but I came again before I could find out.

After I shot my load again she turned over on her back. I went back to sucking on her tits while I fingered her some more. While I did so she told me about some of the fantasies she'd had about me in school: me sneaking into her bedroom, fucking in an empty classroom, giving me a blowjob in the darkroom. Talking about it must have helped her along because she came again.

We laid there for a few more minutes relaxing before we got up and got dressed. I drove real slow on the way back to her mom's, I had my arm around her so I could feel her up some while I drove.

I've only seen her once since then, when we had dinner at a local restaurant. She did ask me if I'd like to go with her to her sister's for Thanksgiving but I said no. I guess she wanted to turn it into a relationship. We did make plans a couple other times to meet for lunch but she bailed out both times.

A couple weeks after I saw her that last time I got a phone call out of the blue from one of her friends. She'd given her my number but I still don't really know why. She either wanted to set us up or have her find out for her if I was interested in her. I talked to her for nearly an hour that night and asked her out. She said yes but it only lasted a few weeks. Too bad, she was hot, but that's another story.