First Time Cheating

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What’s your gender? Woman
How old are you? 29
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? South Carolina
Highest education received: Some college (not currently in college)
What’s your occupation? Office assistant
What’s your current relationship status? Unhappily married
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 6

First Time Cheating

How long ago did this hookup happen? About 3 years ago

What was your relationship status at the time? Engaged/Married (monogamous)

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

How long did you know the person before this hookup? For less than a month

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? He was a married white man in his mid 30’s. I met him through personal ads on Craigslist about a month after I discovered my husband had been cheating on me with a woman he works with. I was lonely and looking mostly for someone to talk to that would listen and make me feel good about myself. Was thinking maybe some emails and/or sexting but wasn’t really looking for a hook up. I met him, he was from another state (searched out of state to minimize chances of an actual hook up), and we began talking.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The email and sexting thing was helping but I still felt sad, lonely, and hurt. One day he suggested that we actually meet. I had already disclosed to him that I lived out of state, but he said that he was coming to a city a few hours from me for a work meeting. He was going to be in town for a few days and would love to have dinner or something. I reluctantly agreed to meet him for dinner.

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? At dinner, we had some very good but general chat. He made me feel normal and comfortable, something I never felt with my husband anymore. After dinner, he walked me to my car and gave me a soft kiss on the lips before handing me a hotel key card for his room. He gave me the address and told me that if I was interested, I was welcome to stop by but that there were no preconceptions or expectations. He then told me good night, went to his rental car, and left. I sat in my car for a half an hour thinking before I finally texted my husband that I was too tired to drive home and that I was staying the night with my sister (who did live there). I sat in his hotel parking lot for another half hour before getting up the nerve to go to his room.

When I arrived, he acted startled to see me. I was nervous and started stumbling on my words so he quieted me with a long, deep kiss. From there, we wasted no time. We slowly stripped each other naked and he laid me on the bed where he licked my pussy until I was cumming. He was amazing with his tongue, so we got into 69 where he brought me to another orgasm while I sucked his beautiful cock (which was roughly 2 inches longer and slightly thicker than my husband’s). After my orgasm subsided, I told him I wanted him inside me. So he put on a condom, climbed on top, and made deep passionate love to me…lots of deep kissing and a very slow and deep pace. He took his time, speeding up occasionally but then slowing back down. He brought me to several orgasms and was showing no signs that he was close to finishing. It felt so damn good. It had been so long since anyone had made love to me. I told him I wanted to ride him so we switched positions. As I straddled him, I gave his cock a couple of slow strokes as I stared into his eyes. I leaned down and gave him a deep passionate kiss. As I sat back up, I gave his cock one last tight stroke. Then without asking permission, I pulled off the condom and tossed it on the floor. We stared into each other’s eyes as I lowered myself onto his cock. It felt so much better without the condom. He grabbed my hips and held on tightly as I slowly began to ride his full length. My pace quickened as he explored my body with his hands, squeezing my ass and tits plenty between grasping my hips and bouncing me up and down on his cock. After a bit he warned me that he was close, so I took him fully inside me and began grinding on his cock. I felt myself having another orgasm as his breathing got more rapid. Mid orgasm, he gasps and I feel his cum shooting deep inside me. Spurt after spurt I can feel as he fills me up. Afterwards, we share a deep kiss and collapse in each other’s arms. After a few minutes we go take a shower together where he makes love to me in the shower, once again cumming inside me. Then we went to bed and slept the whole night naked in each other’s arms.

The next morning, we had sex 2 more times before he had to leave for a meeting. The first of which was another hot lovemaking session. The second though was more primal. He took me from behind and fucked me until I almost passed out from the pleasure. It was amazing. After he left, I took a shower and headed home.

We continued talking through emails for a while until his wife found out. Then I heard nothing else from him.

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 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, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Revenge / Getting even

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? Told my sister about a year ago. She said she was glad that I did something that made me happy, even if it was cheating.

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

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? Not at all

What was the BEST thing about this hookup? I felt loved, desired, wanted, and beautiful. Mind blowing orgasms.
Going home to my asshole husband with my pussy full of another man’s cum

What was the WORST thing about this hookup? That it was a one time thing. We tried to plan other meetings, but the timing never worked for us being so far apart.

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

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

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