Single Mum from the Neighborhood

by HarryM

What’s your gender? Man
How old are you? 29
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Germany
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Engineer
What’s your current relationship status? Single
Religious affiliation: Atheist
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)? 24
How many hookup stories have you here posted before? 9

Single mum from the neighborhood

How long ago did this hookup happen? 2 days

What was your relationship status at the time? Same as current status

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

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

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 met her over OkC about 2 weeks prior to our first meeting. She’s 42, single mom sharing custody with her ex, and asked if it was a dealbreaker. It’s not. Her pictures were promising and I suspected I was not her type. Turned out it didn’t matter to her.

I guess I was pretty good with my texting, I have to admit. She said she liked my kind of humor and the way I used my words. I told her quite soon, that I don’t like just texting over weeks with no chance of meeting up, she said she was interested but it was too early. After the first week I just sent her my mobile number and she contacted me over WhatsApp. Things got pretty dirty but not dull, lots of innuendo, etc. We decided to meet up last Sunday for picnic, I got a selection of cheese, she brought some crackers, etc.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We had a nice chat over 2 hours, we didn’t tell each other too many personal details prior so we needed to clear some things up. Turns out she lives 300m from my parents house in a very rural town. I knew her neighbours right away, since I grew up there, but I haven’t seen her around, since she just moved there 1 ½ years ago and I’m not at my parents house that often. That was quite funny to start off with. At some point I thought it’s time to proceed, so I asked her if she wanted me to come over to hers later on. I could visit my parents as well and would have a good coverstory for being around. She agreed but said, I shouldn’t expect anything further. That was alright.

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? I arrived at her place 1 ½ hours later, checked out the flat and then doing some more talking. She had a smart-watch, I told her to put on the pulse-meter and started to caress her legs, hands and arms as part of an “experiment”. Her pulse obviously rose up right away, with me caressing her more, her breasts, inner thigh, etc, and finally kissing her. She complimented me on that move later on. Her sofa was quite uncomfortable so she shows me the rest of her flat, with us ending up in her bedroom in her awesome kingsize bed. We kissed a lot and I liked kissing her, caressing each other while getting rid of our clothes. She has a beautiful body that I explored on my way between her legs, going down on her, but not finding her weak spot while licking her. I stopped after a while, put on a condom and we had vanilla missionary sex and after some heavy pounding I was not able to hold it back anymore and came into the condom. We cuddled for a while, she gets me hard again, gets on top and basically just caresses the tip of my dick with her pussy lips for a long time without putting my dick into her vagina, turning me crazy and her getting more and more aroused and into it. That was really hot. She put on another condom and rode me until she came and shared some tears after that (breaking a 2 year dry spell). We cuddled again, talking about sexual things until I was ready again, and then I did the same thing to her while being on top, acting very slowly and just touching her very slightly, while she got more and more aroused. I guess she’s very sensitive and doesn’t need much stimulation to get off. I think I did that for about half an hour, increasing my moves very slowly with her slowly reaching a heavy orgasm. After that I told her to turn around and I finished doggy style within a few minutes.

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? It was getting pretty late and I needed to get up pretty early, so after some more cuddeling I left for my parents house. We’re texting since then and agreed on meeting up next friday again. Since her son is with his father at the moment we decided to use the time while she’s alone in her flat.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? A little bit

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

How wanted was this hookup for your partner at the time? A little bit

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? Nobody. A friend of mine knew I was going on a date and I kind of confirmed, that I scored, but I didn’t tell him any details about her or how the hook up went.

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? Having sensual, intense sex and feeling a connection

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!