Sex With My Older Neighbor


What’s your gender? Man
How old are you? 19
What’s your race/ethnicity? Hispanic / Latino/a
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: Some college (currently in college)
What’s your occupation? Corporate manager
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many hookup stories have you here posted before? 0

Sex With My Older Neighbor

How long ago did this hookup happen? 2 years ago

What was your relationship status at the time? In a relationship (monogamous)

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

How long did you know the person before this hookup? For more than 3 years

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? She used to be my neighbor from across the street, married, 34, with no kids. She was really good friends with my mom and my older sister. I got to meet her through our mutual love for dogs. She had a beautiful golden retriever that I enjoyed playing with and taking for a walk.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It all started early one day in the morning, I went over to her house to do my daily dog walking routine. Now you see, she always left the side door and the padio sliding door open to get into the back yard and house unlocked in order for me to be able to walk the dog without really bothering her. On this particular day I woke up a little later than usual but still decided to go walk the dog. As I walked around the back yard and toward the sliding door to get the dog, as soon as I stepped into the house I founder her masturbating with a vibrator. Rubbing her clit with it and moaning with her eyes closed. As you can guess, that got me really hard and had a very visible tent in front of my pants. How it all started is that she opened her eyes, she was at first embarrassed and so was I, but she came over to me and pulled me into her. She told me that I had to help her out and threw me onto a mini couch she had.

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 had me rub her clit with the vibrator, finger her. She was really wet, so I decided to lick my finger and I liked it. So I ate her out. We 69’d, after that I laid her down and fucked her for about 5 mins before I came inside her. That didn’t finish it, she had me play with her clit while she got me hard again. I fucked her again and this time lasted a lot longer. She got me to fuck her in the ass and pussy. She had me going between both holes. Pretty hot stuff. I came in her at the end of it all.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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? I felt ashamed to have done that, I had a girlfriend at the time and she was married. TBH tho, I would have loved to keep on fucking her. She actually changed states but if I had the chance to do it again. I would.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, I don’t know if my partner was on any (other) method

What were your motives for this hookup? Fun, pleasure, horniness, Just happened, I don’t know why, just went along with it

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? I don’t know / I’m not sure

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

To whom did you talk about the hookup? How did they react? I have never talked to anyone about it, not even my best friend that I’ve told everything to.

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? A little bit

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? A little bit

Why do you regret this hookup? Just both of us being in relationships. The guilt of having to hide the fact that it happened

What was the BEST thing about this hookup? It was hot and sexy. Learned a new trick that day too.

What was the WORST thing about this hookup? Having to hide it.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not much at all, made me good at hiding stuff tho.

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

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

Anything else you want to add about this hookup? I still masturbate to this memory.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I think casual sex is great, but only when both people are single. It’s not fair to hurt others just for your own pleasure

What do you think about the Casual Sex Project? It’s a great way to share experiences and compare

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