What’s your gender? Man
How old are you? 46
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? NJ
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Finance
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: non_practicing
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)? 20
How many hookup stories have you here posted before? 0

One Night Pizza Stand

How long ago did this hookup happen? 2 months ago

What was your relationship status at the time? Engaged/Married (monogamous)

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

How long did you know the person before this hookup? For less than a week

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? Very young maybe 22, petite cute blonde, small boobs, nice firm ass

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was giving a series of finance workshops in a small town in NJ. After the workshop I stopped by a local pizzeria for a bite. A young cute girl took my order and we made small talk and I guess flirted. she saw the Cadillac emblem on my key chain and she motioned to it and she jokingly said “Want to trade?”. I smiled and said “No, but I’ll give you a ride some time.” At that point we made a plan for me to come back later that week and pick her up after her shift.

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? We drove to a kind of dive bar so neither one of us would run into anyone we recognized. I told her that I was married but it didn’t seem to bother her (or me). I was just so tempted by her 22 year old body (probably shaved I thought) since I’m 46 to feel any guilt. We sucked down 2 drinks rather quickly then I asked her if she wanted to see my office which was close by.
When we got there we sat in the conference room chairs and I asked her if she would like a foot massage since she was on her feet for hours. I slipped off her shoes and started massaging her feet thru her socks. After a couple minutes she asks if she can massage my neck. so she stands behind me as I’m seated in my conference chair and starts massaging my neck. It felt great after a long work day. She then asks f she can try “the kissing massage” and start to gently kiss my neck. I’m immediately turned on so I stand up and face her and star kissing her neck. I move to her lips and she parts them so my tongue is moving inside playing with her tongue. She feels my dick harden and starts grinding against me as I cup her firm ass in my hands. She stops for a moment to grab a drink of her bottled water and then kneels down in front of me to unfasten my belt and pull down my pants and underwear. As she’s doing this I reach around her and undo her bra and reveal her firm little tits with very erect nipples. Without hesitation she puts my dick in her mouth and sucks me. She was definitely good at what she was doing, so I had to stop her before I shot to soon. I then undid her pants and pulled them off along with her black see thru panties and I looked at her bald tight pussy with awe. I just gobbled it down and after I inserted a finger inside her and sucked her clit I felt her tremble and cum. I was not prepared with a condom but with my horniness I mounted her to enter her missionary. I’ve been told my cock is a good size and thick but with her wetness it slid in nicely. I fucked her at a good pace for a few minutes then pushed her legs back further to get in deeper. I knew I couldn’t last much longer and when she shuttered and came a second time I pulled out and came over her belly, arm, and tits. She told me it was lot of cum and I helped to clean her up. I drove her home and gave her a kiss. She told me that the fact that I was married made it really exciting for her. Also she fantasized previously being with an older man. Glad I was the one to help her out. I’ve often masturbated reliving the exciting experience. We’ve texted afterwards but I believe it was meant to be a One Night Pizza Stand

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, multiple

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

What were your motives for this hookup? Fun, pleasure, horniness

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

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? no one

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The feel of a eager younger girls mouth on my dick

What was the WORST thing about this hookup? nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? no

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!