Sex With My Best Friend’s Wifey



What’s your gender? Man
How old are you? 33
What’s your race/ethnicity? Southeast Asian
What continent do you live on? Asia
What country and/or city do you live in? South Luzon, Philippines
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Businessman
What’s your current relationship status? Single
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? I can not remember the exact number.
How many hookup stories have you here posted before? 0

Sex With My Best Friend’s Wifey

How long ago did this hookup happen? 4 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

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 is small but beautiful. She has a white complexion, has a mole near her lips, and has a nice voice. It was 2003 when my best friend and I, went to the woman’s house (when they were not yet married). My best friend introduced the woman to me as his girlfriend. The woman and I started to look at each other and we felt both attracted without my best friend knowing it.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? In the year 2013, it was already the time of social networking. I tried to befriend her on chat and we became friends. We chat and talk on the phone every day, while my best friend is operating their business. However, our attraction to each other reawakened and we finally agreed to meet and do it.

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 in a resort in our city and rented a room for 8 hours. It took a lot for me to convince her that we should do it. In the end, she agreed, she went to the bathroom and cleaned herself. She laid down and I did everything. She said she was shy to do a move because it was our first time. I inserted mine to hers and as I pushed it slowly, I could hear her nice voice starting to moan. I also gave her a french kiss and I kissed her shoulders. I did this until I ejaculated. I do not know if she reached orgasm.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? I don’t know

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 hard for me to get over in that feeling that I want to do it again to her, but she felt guilty because she cheated on my best friend.

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

What were your motives for this hookup? Attraction to partner(s), Emotional intimacy, closeness, connection, 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, Power / Dominance

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? Somewhat

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

To whom did you talk about the hookup? How did they react? To my other friends and my present girlfriend. They told me that I was doing the wrong thing because the woman cheated on my best friend. My present girlfriend also told me that the woman still loves my best friend and I was just used for rebound.

How would you best summarize people’s reactions about this hookup? Relatively negative

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? Somewhat

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? That I felt the sweet lips and the body of the woman who was my crush for many years. That I heard how she moans while we do it.

What was the WORST thing about this hookup? The worst thing is the feeling of guilt. Because of me, she cheated to my best friend.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes. I do not want to have sex with a married person again. It will also endanger and ruin families.

All things considered, how POSITIVE was this experience? Not at all positive

All things considered, how NEGATIVE was this experience? Very negative

Anything else you want to add about this hookup? None

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? Those casual sex trained me to be great in performance.

What do you think about the Casual Sex Project? A site that you can share your sexual experiences.

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