What’s your gender? Man
How old are you? 57
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? The north
Highest education received: Some college (not currently in college)
What’s your occupation? Engineering
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 10
How many hookup stories have you here posted before? 0
Super Hot Friend With Benefits
How long ago did this hookup happen? 7 years
What was your relationship status at the time? In a relationship (monogamous)
How would you best classify this hookup? Friends-with-benefits
How long did you know the person before this hookup? For 1 to 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? This girl was a similar age to me, but she looked extremely young for her age and was a real looker. The sort of woman that gets all male and female heads turning when she walks in a room.
She was tall, blonde, slim with a perfect figure and a stunning pair of DD breasts. She had the kind of body that some of the top porn stars have.
I met this girl as she was advertising a spare room that she wanted to rent out, and I had just taken a job in her city.
I was going out with another girl at the time and when I met this landlady I was taken aback at just how attractive she was. She was well out of my league but we hit it off instantly and I could tell that she was interested in me too. We had so much in common and had the same kind of humor.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After sharing a house with her for a few months the temptation to have her was getting too much for me and her to bear any longer and we decided to become friends with benefits.
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’ll never forget the first time we fucked. It is burned into my memory. We were watching the TV and we were cuddled up together as I gently caressed her arm. Unbeknownst to me, I was rubbing her nipple at the same time. I realized this when I heard her gently moaning in pleasure next to me. This encouraged me to dare to touch her breasts. I started directly rubbing her nipple under her nightdress that she was wearing. Within a short while, she stood up and led me by the hand to my bedroom where we proceeded to strip off and get naked into bed together.
We faced each other on our sides and I caressed her hip and waist as her hand went down towards my dick. She put her hands around it and said something that will forever tickle my ego. She’d had many lovers in the past and told me that I was the thickest and longest.
She handled my rock hard dick and she then turned on her back with her legs apart. I wanted to have some foreplay with her but she wanted to fuck there and then without any further preliminaries. Who was I to argue with that? I got on top of her and gently ran my dick over her open pussy lips as a tease before I entered her. I then slowly pushed the head of my penis inside of her. This was more difficult than I’d thought as she was extremely tight. Eventually, I got deep inside her and we fucked for a few minutes until I could hold out no longer. Her extremely tight vagina was gripping me vice-like in its grasp so I couldn’t last as long as I’d hoped! But it was the most erotic sex I’ve ever had, but it wasn’t the best sex. The fact I was inside a stunning woman made up for any shortfalls in technique!
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, one
Did your partner have an orgasm? No
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? We continued to hook up and have sex over the next few months. She continued to be the tightest girl I’ve ever had. We had sex in every position possible and the most memorable one was doggy, as looking down on a perfect ass and waist will never leave my memory.
Eventually we moved apart when she got a job in another city but I’ll never forget her!
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Hoping or expecting it would lead to something more, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident
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? 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? My best friend. He was pleased for me.
How would you best summarize people’s reactions about this hookup? Relatively positive
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 sex with a stunning woman that looks like a celebrity and had the body of a porn star!
What was the WORST thing about this hookup? That she only wanted a friends with benefits relationship.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I feel so confident about myself now sexually. If I can be attractive to a woman like her u can have any woman.
She also made me realize that I was much better endowed than I ever imagined! She told me that I was the longest and thickest she’d ever had and she’d had many men.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
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