To all the girls I've loved before - Part Six.  

TattooedWolf 47M
72 posts
6/12/2005 9:11 am

Last Read:
3/5/2006 9:27 pm

To all the girls I've loved before - Part Six.

Jen (past) ‒ I met Jen one night out clubbing with Lew (see entry The club days). Somehow Lew knew Jen, because Lew knew everyone. A couple of things struck me right away. One was that Jen had a perfect hourglass figure. Two, she was out with her ex-husband and was blatantly coming on to me in front of him. That kind of threw me for a loop at first but later on he went his own way and we got to know each other a little better. Some dancing and a few drinks later I got her number and we called it a night. I waited the industry standard three days before calling and we agreed to meet for dinner at a little Italian place near the water later that night. I arrived about twenty minutes late due to traffic and yes, I did call to let her know. Jen was still in her business suit from work and the only thing I could think about was fucking her. I don’t know why, but there’s something about a woman in a business suit that makes my dick hard. She had ordered a few drinks and was cool about me being late. We sat down at our table and were handed the menus. We drank and made small talk during dinner. Now I am not a cheap person. If I am in a relationship with someone, then I treat them like a princess and lavish them with gifts. However if I am just looking to separate you from your panties, then I am looking to do it with the least amount of expense. Two hours and $235 later, Jen and I were on our way back to her place. $235 for two people! The fact that I had just spent that much on someone I barely knew overshadowed the promise of pussy. That was the last time dining out was used as a “get to know you” session.

We got back to Jen’s place and immediately started going at it. We were naked before we even made it to the bedroom. She had an amazing body…hips, tits and curves in all the right places, but what really stood out was the fact that her skin was flawless. I mean like porcelain. Jen dropped to her knees and began blowing me. Not the greatest but definitely better than most. Once she got to playing with my balls it was only a matter of time before I would cum.

“Please cum on my tits.”

I waited for the right moment, pulled my cock out of her mouth and jerked off all over her breasts while she rubbed it in. I came hard that first time with her and she knew it. We moved up onto the bed and I worked my way down to her pussy with my mouth. Now I had just gotten my tongue pierced a few days before and it was still healing. I knew that eating her out was probably not a good idea, but I did it anyway. Jen had a neatly trimmed landing strip and big pussy lips. This was the first time she had ever been eaten by a guy with a tongue ring and it was my first time using it. Aside from the fact that it hurt like hell because it hadn’t healed yet, I seem to have gotten excellent results. She came in my mouth and I was ready to go a second round. We fucked for about an hour before I came again and a good time was had by all. I got dressed, told Jen I’d call her later and left because I needed to be up early for work. When I woke up the nexy day, my tongue was swollen and the piercing infected. The things we do for sex.

We fucked on and off for a few months in a very casual sort of way. Jen knew what I was doing when I went out on Friday nights and didn’t care. In fact, she would leave her door open for me if I wanted to stop by. She was a good fuck, eager to please and open for new experiences. What ultimately ended up ruining it was one night she cooked me dinner and during the course of conversation decided to analyze why it was I dated multiple women. I knew why I was doing it and certainly did not want to hear an opinion from someone whose relationship with me was based entirely on my penis. In the middle of this conversation Jen says to me,

“I think you’re afraid of me. I think that you’re afraid I might be the one.”

I’ll give her credit. She may have been way off base, but she had balls. She couldn't have been farther from the truth. The only thing we had in commom was sex and taste for expensive wine. That evening during sex, I had been so put off by what she had said that I lost my erection halfway through. I left that night and broke things off the next day. I was pretty annoyed that she had the nerve to ruin a perfectly good sex-based relationship by making that statement. I have no idea where she is today.


redmustang91 57M  
8605 posts
6/12/2005 10:11 am

If it was good sex, why break it off? Sounds like you were afraid she might be the one! One failed erection and you dump her? I don't get it.

TattooedWolf 47M

6/12/2005 1:06 pm

Why break it off? Several reasons -

1) I knew beyond the shadow of a doubt that she was not "the one".
2) She was one of five at the time.
3) I had no desire to be involved with anyone on that level.
4) Experience has taught me that once emotions start to become involved in a sex-only relationship and if the feelings are not mutual, then it is just a matter of time before things self-destruct.

If I had been even remotely attracted to her for anything beyond sex, then I wouldn't have broken it off. However, there was just nothing else there.

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