damik's Diaryland Diary

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Adult Situations Reader Discretion is Advised

In an attempt for me to sow my wild oats before our impending nuptials Will and I engaged in a threesome last night.
We spent a while seeking a third. He placed an ad on adult friend finder which lead to my discovery of the other thing. But that was a whole other thing and I'm not really going to get into that now. We talked about hiring an escort. And he browsed those sites. Last month I discovered criegslist's casual encounters section. While I amused myself by posting prostitution ads I also posted two ads seeking our third. One in Will's voice and one in mine.
Both ads relived just one hit. His was from a guy all though I explicitly stated no males in both ads. My ad generated a response from a female luckily. She stated she would be intrested and after exchanging pictures and some back and forth we chose to meet for coffee at 7:00 PM last night.
Will and I did a bit of talking after that and laid out some ground rules. We talked about how to handle any uncomfortable feelings, we talked about avoiding jelousy. I'm not sure there was a base we didn't cover.
Not much worked out as we were planning for though. To start off we planned to pay for everything from her coffee to any drinks at the bar it that occurred later on. It was more of a dutch thing though. We all paid for our own coffee, when we got to the bar she paid our cover and we bought the drinks. We planned on getting a hotel room because our house is trashed and we didn't feel like doing anything about it. Plus we didn't want her to know were we lived in case she turned out to be crazy. But instead we went to her place. It wasn't the porno induced fanticy either of us envisioned. She looked nothing like the pictures she sent us. She was nice, I really can't say much more about her personality because she didn't make that much of an impression. She listened to my nervous prattle and said Will and I make a good couple. Then she made the first move because I'm sure that she could tell I was never going to. The initial awkwardness never were off.
The foreplay was hot save a brief moment when I was trying to reciprocate the genital touching and I couldn't find it, not the little man in the boat, but the outer lips. I was stymied. It went bad when we retired to her room. I always pictured women as considerate lovers who knew their partner better then a man would. Boy was I off base. She was rough, she was bity. Not the good kind of bity either. The 'hay, that doesn't like to be bit' kind a bity. There were a few times I had to nudge her to back off. Then she tried to penetrate my back door. I think that was the end for me.
When it was my turn to explore her I discovered the source of my difficulty in finding her lips as she had none. That freaked me out just a little. She said she came but I don't know, I think she may have been trying to cover. Maybe she wanted to end it as much as I did. I doubt it. Then she said she wanted to see Will and I do it. That was the best part of the night. Before that Will was having a hard time being excited because of how incredibly unsexy the whole thing was. I think my 'ow ow ow' instead of 'oh oh oh' with her didn't help help him much.
All and all it was nothing like I thought it would be but I don't regret the experience. I just know that it is never in the cards for me again.

10:55 p.m. - 09-25-05
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