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What’s your gender? Man
How old are you? 50+
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? In a serious relationship (open)
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 75+
How many hookup stories have you here posted before? A Few

One Night Alone At A Club

How long ago did this hookup happen? 25 years

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? Just met that day

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? I had moved to a new town for work. I really didn’t know anyone but a few of my coworkers suggested a club in town that was known as a bit older crowd. I figured I had nothing to lose and I was bored so I got dressed and went out. It was a dance club and true the crowd was older. I was milling about by myself mostly and was getting ready to leave. I noticed two decent looking girls at the bar so I took a seat next to them. I offered to buy them both drinks and they readily accepted. One was a medium build redhead with a bit of an ass. She was wearing black dress slacks. The other was much nicer wearing a skirt and heels. The redhead was being very touchy feely and flirty while the other was a bit aloof.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The redhead and I danced a bit and had a nice conversation. One thing I noticed was that her friend was really nowhere to be found. I asked her what happened to her and she replied that she went home. Somehow or another it got out that the other girl drove so she really had no other way home than me, or a taxi. It was pretty obvious she wanted to take this a step further. I asked her if I could drive her home to which she readily agreed. She lived in a mediocre section of town and apparently was renting a casita behind the main house. She told me we needed to be quiet so as not to wake the other members of the household. She invited me inside and offered me a drink. We sat on the couch and she was showing me some photo albums when she leaned in for a kiss.

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? She was a great kisser and it didn’t take long for her to find her way to my zipper which she undid with no problem. I guess she had done this before! She took off her top and bra to reveal what had to be at least DD size breasts. I could tell she had a couple of pounds on her but nothing over the top.

It didn’t take her long to swallow my cock completely. I warned her that it had been a long time since I came and I wouldn’t last long. She just smiled and said, “I want to suck it more so cum in my mouth.” That was about all it took and I filled her with at least 2 weeks worth. She didn’t spill a drop.

Actually, it was one of the most memorable blow jobs I ever had. We laid on her bed for a while and I felt her hand working on me to get me hard again. Since this was a fairly long time ago, I was ready pretty soon. She sucked me hard again and then jumped on top. She was good and made sure she got her orgasm. I was going to end it right there, but she insisted we keep going at which point she had two more I think. Again, I was ready to call it quits and asked her what she wanted to which she replied I want you to cum again and this time in me.

I wasn’t wild about the idea and asked if she was on birth control. She said she didn’t need it as she was too old It was then I pretty much realized she must have been close to 50 at the time, so she was about 20 years older than me. I thought about it briefly and then let it go. It wasn’t nearly as much as the first time, but it felt great. As she got off I could see my cum running down her leg. I still think thats a very hot visual.

After that I was pretty spent, cleaned up and said my goodbyes and thank you. I saw her once after that but never again.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? Like I said, I saw her one time after that but never again. It was a great one night stand.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Sterilization

What were your motives for this hookup? Fun, pleasure, horniness, To feel better about myself, To cheer myself up, I was feeling lonely

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? Nobody

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

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

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

You have a hookup story to share? Submit it here!