by DJ

Gender: Male
Age: 30
Race/ethnicity: White
Current location: Connecticut
Highest education received: Some college (not currently in college)
Relationship status: Married
How religious are you? Not at all
Sexual orientation: Bisexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Bisexual recovering sex addict
How many sexual partners have you had in your life (including oral sex)? 45+
How many hookup stories have you here posted before? 12

Hat Trick Part 2

How long ago did this hookup happen? 3 years ago

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? Fuck buddies

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? M was a beautiful, 38 year old nurse. She was petite, with great C cup boobs and a mostly shaved pussy, with just a tiny patch above the clit. We had met online and were fucking for a few months at this point.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had just finished up with part one of my hat trick, having just dropped off E (see Hat trick part 1). I texted M that I was in her area and wanted to see her. She lived an hour and a half away so I didn’t get to see her as often as I wanted. So while I was nearby I didn’t want to waste the opportunity to see her. I didn’t plan on making this day a hat trick but I was still horny after my fling with E. So M told me she was at work but would be home in an hour. So I got lunch and showed up at her house afterwards where she was already waiting for me in a sexy pair of red and black lace panties and bra. Knowing her and how eager she is to please, she got home and immediately changed into it, only to wait by the door patiently for my arrival.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? M liked to be dominated, but particularly liked my brand of passionate, intimate domination. So I knew once I walked in that I just needed to go to work immediately. I pressed her against the wall and kissed her lips and neck. I ran my fingers through her hair and tilted her head up to look me in the eye. She gave a look that said, “take me, I’m yours” and I turned her around to admire her sexy ass in the panties before un clipping her bra and pulling her panties to the floor. I kissed her spine all the way down to her ass where I began to lick her pussy from behind. I stood back up and pressed her face against the wall as I kissed her neck and nibbled her ear. I spanked her ass before turning her around. One look and she knew what to do next. She undid my pants and removed my shirt as she knelt to her knees in front of my erect cock. Her mouth slid onto my tip like a wet pussy, she was so good at blowjobs, she was the only woman that could get me to cum without any assistance from me. But I didn’t want to cum yet, besides, I had already blown two loads with E earlier that day. So I picked her up and wrapped her legs around my waist as I slid her wet pussy onto my cock and pressed her against the wall. She rode me standing for a minute or two before I carried her over to the dining room table and laid her down on top on her back.

I stood at the edge of the table and slid my cock into her pussy. We fucked that way for a while, my hands roaming all over her sexy body and playing with her hard nipples. We looked each other in the eye for most of it and when she tried to close her eyes, I fucked her harder and told her to look at me. She obliged. While she was laid out on the table I took the opportunity to go down on her again. My tongue rubbed her clit and massaged her g spot until she came.

I then picked her back up and we started walking up the steps to her bedroom to continue the activities. But we needed each other so bad that we couldn’t even wait to get up the stairs. In the computer room in the loft on the stairs, she sat me down on the computer chair and straddled me. She then proceeded to ride my cock and bounce up and down my shaft. We kissed, our tongues exploring each other’s as my hands caressed her bouncing ass. She bounced and grinded on me so long and hard that I finally couldn’t hold it in anymore. I tensed up and let the wave wash over me as I exploded and shot what felt like a huge load deep inside her pussy.

We then moved up to the bedroom where we talked and cuddled and made out a bit. We eventually fucked one more time, doggy style and standing at the edge of the bed until I came on her face. I remember talking about guns. She had just taken a pistol course and though I didn’t have a handgun at the time, I wanted one so we related on that. We always had some good conversation. It’s odd that that’s one of the things I remember most about this encounter. I cleaned up, got dressed and went home. I got home around 5 PM. Then never expected part 3 of this hat trick to occur. But that’s to be continued.

Did you have an orgasm? Did your partner(s)? Yes and yes. I had two, she had one. She had a hard time cumming and was lucky to have any at all. She was more interested in pleasing me.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None.

What were your REASONS for having this hookup? We were both horny and I was horny and in the neighborhood.

Were alcohol or drugs involved? If so, how much? No.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? We saw each other a few more times after that but it never became any more serious than sex. Though she wanted it to be.

To whom did you talk about the hookup? How did they react? My online friend. We always liked to trade war stories.

Was this a consensual and/or wanted experience for you? For your partner? Yes.

Do you regret this hookup? If so, why? No.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The best was when she made me cum while on top. I often have trouble cumming with the woman on top because I need that control. But she knew just how to please me. No worst.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup or anything else? This is part two of a three part story about a day when I ended up having sex with three women separately. I didn’t plan to, but out of chance, it just happened.