And Now My Life Is Complicated

by I should regret this

What’s your gender? Man
How old are you? 31
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? England
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Lecturer
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)? 5
How many hookup stories have you here posted before? 5

And now my life is complicated.

How long ago did this hookup happen? A week

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

How would you best classify this hookup? Fuck-buddies / Booty call

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? I’ve written about E before. She’s a bit short, petite build, glasses, long dark hair. She’s the younger sister of my former fiancée. We’d had a fling whilst my relationship with her sister fell apart (which I’ve previously written about) which was then rekindled last year. At that time E was married, pregnant, and (with her husband’s consent) we entered a fuck buddy situation. We met up 4 times during her pregnancy, all in hotels with her husband’s full knowledge. E would retell our encounters to him and he would masturbate to the details (he had this thing about sex whilst E was pregnant which is what allowed me and E to reconnect in the first place). Things changed around the time E was due. She didn’t want sex so our relationship went back to texts. E gave birth to a little girl and I assumed that she would go back to her husband and normality. For a time I was right.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After the baby was born E and I pulled back and our relationship became one of infrequent messages. Then ten days ago E started to message me again. She was so direct that after a couple of ‘I’ve been missing you’ messages she just said ‘I want to fuck you’. I didn’t need telling twice and we arranged to meet at hers a few days latter.

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 hers expecting her to be alone, but after greeting me with a passionate kiss and embrace she led me into the living room where her husband was sitting.
I was a bit freaked – I knew he knew everything that had happened between myself and E but he’d never been present. E reassured me and kissed me again. She sat me on the sofa and put herself next to me with her hand rubbing my thigh.
Her husband then explained that finding out E cheated had hurt but that the humiliation had turned him on. He said E wanted me, I wanted E, and the thought of it made him hard.
E started to massage my dick now. Her husband explained that he now wanted more than reports and stories- he wanted to see for himself. I was hard. I couldn’t figure out whether it was E’s rubbing or her husband talking. E took my penis out, slipped on to the floor and sucked me off. She tried to keep eye contact throughout but I couldn’t help looking over at her husband. I quickly came and she swallowed. E led me to the bedroom and her husband followed. She excused herself and popped out.
Stood in E’s bedroom with her husband waiting to fuck her is the weirdest sexual experience of my life. We didn’t talk. He just sat at the foot of the bed. In a front row seat.
E returned. She was completely naked and carrying an open bottle of champagne. We kissed and groped. I had a quick giggle- she’d brushed her teeth just like she had during our first fling. Then she poured champagne on her tits. The cold hardened her nipples and I sucked the wine from them. We drank, kissed, and she undressed me. E lay back on the bed and spread her legs. She told me to pour wine into her and drink from her pussy. I did what I was told before kissing up her body and entering her on the now wet sheets. We fucked for ages. I felt her cum and shortly after I did too. When I rolled alongside her she then told her husband to drink from her.
“He gets champagne and you get cum” E taunted whilst her husband cleaned her with his tongue. Eventually E rolled to me, we kissed, she climbed on top and fucked me again.
We had sex 4 times that evening in various positions. Her husband brought us dinner and we ate while he sat. Then we slept together with her husband asleep on the floor.I woke in the night to E sucking me. She whispered ‘he’ll never know’ shuffled over and I took her while spooning and reaching round to rub her clit. She came but I was spent.
In the morning we shared a shower while her husband made breakfast. At breakfast the three of us discussed keeping this arrangement going. When I agreed E kissed me deeply and rested her head on me. I left shortly after.

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? Since hooking up E has been texting like mad. She wants to meet very soon. Apparently after speaking with her husband they have decided on some major changes to their relationship. He will no longer get to sleep with E. She is his wife but sexually she is mine.
I don’t really know how this will work out.

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), Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Thought it was an important experience to have

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

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? No one

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? Getting to fuck E again.

What was the WORST thing about this hookup? The complicated triad relationship that seems to have formed.

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? Fairly positive

All things considered, how NEGATIVE was this experience? A little negative

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