by Matt
What’s your gender? Man
How old are you? 45
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Management
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many hookup stories have you here posted before? 3
My Friend’s Wife
How long ago did this hookup happen? Six months ago
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 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 was in her forties. An attractive “Mom” with blonde hair and shapely breasts.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was traveling to a city on business. I told my good friend that I was going to be in town and we should meet up. Unfortunately, he said he had to go out of town himself and would not be available, but he joked, that his wife was around and “he would lend her to me”. We continued texting as my business trip approached. He kept dropping innuendo texts about her and me. Eventually, I did text his wife and said I would be at such and such hotel if she wanted to meet up. She said sure and we met at the hotel bar. I knew her for years, but nothing to this point was ever suggested sexually.
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 met at the bar and caught up on old times and how our kids were doing, nothing crazy. It was just two friends meeting up. At one point, I told her that I was getting suggestive texts from her husband (my friend) that indicated he wanted us to hook up. She laughed and said it was funny, as she was getting similar messages from him over the last couple of days. So I seriously asked, “Does he want us to have sex?” She said, “I’m not sure, but it sounds like it.” I paid the bill and took her hand and lead her to the elevator. We were both super nervous. Did he want us to do this? I had no idea. We got to my room and immediately started kissing. Our clothes flew off and our hands roamed each other’s bodies with such desire. We both repeatedly whispered that this was crazy and maybe we should stop, but neither of us did. She got on her knees and gave me a great blow job. She took me right to the base; it felt fantastic. I asked her if I was bigger than her husband. She took my cock out of her mouth and said he was a little bigger. I picked her up and laid her on the bed and licked her pussy. She was so wet for me. She didn’t want to orgasm, so she grabbed my shoulders and told me to enter her. My bare cock filled her up and the only thought in my head was whether my good friend got excited knowing I entered her pussy. I was the only other cock to enter her in over 20 years. At one point, my balls started boiling and I was ready to erupt. I asked her if it was okay if I came inside her and she said yes. My cock erupted with a very large load of hot cum that went deep inside her. It was an amazing experience.
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? After the hook up she went home. Her husband did not get back for several days so we decided not to say anything during that time. When he got home, he asked how it was meeting up with me. She said, “great, I fucked him.” She told me that he was soooo excited and wanted it to happen so bad. So it’s safe to say we are going to do that again soon, maybe as he watches.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None
What were your motives for this hookup? Attraction to partner(s)
How intoxicated were you? A little tipsy/high
Do you regret this hookup? Not at all.
You have a hookup story to share? Submit it here!