Author: PaulResterberg

Yolanda -my first time(s) with a married woman. (m/f)

So if you have read any of my other stories, you may have noticed I have have been with some married women. I know that makes me an asshole, but I'm definitely not alone there. The following is about the first time I was with a married woman and it wasn't exactly how I thought it would be…

Having a gay friend has it's advantages. My friend David was a friend from college and when he decided to come out, it wasn't a surprise. I didn't really care because a friend is a friend… and… he always had very hot women around him.

One of his friends was this girl Yolanda, who at the time I met her, was not married. David used to tell me things like "man, she is probably gonna go home and rub her pussy thinking about you'. Being the shy guy I was at the time, I laughed and later masturbated thinking about her. We didn't run into each other much and our lives kind of went on their own separate paths. Read more »

Alex and probably one of the weirdest hookups ever for (m/f)

So I had been going into this chatroom a few years back and sometimes it would end very well, but more often it would end mediocre and with little to no action.

At best, it ended up in fucking, and at mediocre it lead to sexting or at least listening to each other get off and talk dirty to each other on the phone. And of course at its worst, some gross person giving me attention I didn't want.

Alex was a girl whom I met in this chat room and ended up hearing her cum for me on the phone the first night after chatting with her. We knew what it was and kept things casual and got off on each other and we would eventually tell each other about people we dated or were fucking.

As things progressed, our talks would get dirtier and dirtier. I love dirty talk and like many people, it makes cumming even better. One night we talked and came several times telling each other all shit we wanted to do to each other. Read more »

Best and worst head I’ve ever received… And from the same girl (m/f)

This story isn't incredibly long but I'll break it into two parts right here:

A-THE WORST This must have been about 2004 and I was seeing this girl Grace and it was her birthday. I think she religiously wanted to save herself for marriage but basically would do anything else under the sun except for fucking or so she said. I was about to move and since there was no hope of marriage (which I didn't want anyway), we decided to have one last time together and let it just end there on her birthday.

We went to a show and caught a few great bands and headed over to her friend's apartment. After getting settled and spooning for a bit, hands started to wander and before I knew it I was cupping both of her tits while grinding my cock against her ass through my jeans. Read more »

Cassondra (m/f)

This story isn't my proudest moment, but certainly isn't my worst…

A few years back I was saying yes to pretty much any woman, and thankfully I'm glad I didn't get an unwanted child from any of this stuff. The next story, although not my best, is still one of them I would share.

So I had been on a thirsty streak and was going online and taking anything I could get and one day I get a message back from this girl who called herself Scarlett, whom I would later come to know as Cassondra.

According to her, she was divorced but living with a guy but said she would love to get together and have a drink sometime. I was in… But should have been weary.

She wanted to meet up at Herny Hudson's pub and I suggested this other, more cool place near the better part of town. It was also near a few people I knew incase things didn't go as planned. Read more »

Lizzie (m/f)

This happened a few years back. My apologies for my grammar crimes.

After being with this girl who was nice but just didn't really do it for me, I got up one night and signed up for this dating app called Badoo. Besides some sexting and phone play, I really wasn't expecting that much. I'm 5'11", 170lbs with a slimmer build but since I was sort of seeing someone I didn't really think much else would happen with me on this app besides the stuff I mentioned above.

Anyway, one day I get a message from this girl Lizzie who lives a few hours away from me. She's a few inches shorter than me and thick, but not fat. Great tits and a nice plump ass. We start chatting, then texting for a while. Mostly she bitches about her husband and about how they are getting divorced. I've been with a few married women before and it's usually a mess but Lizzie was pretty straightforward and made it clear they were on the outs. Read more »