Cheating With An Unhappily Married Woman

by DLL

What’s your gender? Man
How old are you? 34
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? US / Seattle
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Retail
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Extremely Horny
How many sexual partners have you had in your life (including oral sex)? 20+
How many hookup stories have you here posted before? 2

Cheating With An Unhappily Married Woman

How long ago did this hookup happen? 9 Years

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? Luci was a gorgeous woman whom I served with in the military. She has a nice, fit body, long wavy black hair, some freckles, and a nice tight ass. She was probably 6 or 7 years older than me. She was on my ship the entire time I was there, 4 years. I knew her pretty well; she remained fairly buttoned-down and professional while we served. She was married, and her husband was also in the military, but he wasn’t on board our ship. She never let herself slip with anyone on those long lonely nights out at sea for months. We were friendly.

After I got out of the military, she stayed in. We remained in contact through social media, and she would comment or message when she saw new pictures, telling me how good I look and how ripped I got from working out religiously. Over time, our conversations got a little more and more flirtatious and she got more tenacious. We could both sense there was some tension building, but I never crossed any lines.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One afternoon, I was talking with her on social media. I had recently broken up with my girlfriend for screwing around on me. We got into some fairly deep conversation about her marriage and the things she thought was wrong with it. Her husband was out to sea while she remained on shore for duty, so he was gone for quite some time at this point. She told me that he was probably cheating on her with all these different women. She said something to the effect of “I think it’s time I finally gave in and did something about that.” I responded with, “…so what are you saying?” She typed, “…I think you know what I’m saying.” She lived about 2 hours away and I didn’t have anything to do the next day, so I took the leap and typed, “…. that I need to take a short road trip tonight?” She said, “I wouldn’t object….”

I drove out there to her house. I think she was just a tiny bit surprised I actually showed up, but she was happy to see me. We were friendly and cordial for a while, she got me a drink and made one for herself and we sat and watched some TV in her living room, drinking and talking about “the old days”, (even though at the time this was only a couple of years ago). From the time I had a kind of nervousness, an awkwardness, and she loosened up a little bit after a drink. I was working on another beer, when she had gotten up to do something, and when she came back she asked if she could sit next to me on the reclining chair. I said of course. There wasn’t room for 2 people, so she kind of sat on my lap a little bit. A few minutes went by, and then she repositioned herself in the chair and sat up to stretch. When she went to go resettle herself, she turned and started kissing me. I immediately responded and we started kissing deeply.

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? She ran her hands down my torso as I pulled her closer to me and kissed her neck. She was breathing like she had run a marathon. She started groping my cock over my jeans and was getting kind of frantic. I pushed her back into the chair and kind of put my weight on her as I ran some fingers in between her legs over her sweats. She was absolutely smoldering and I could feel it over these thick sweats. I started to slip my hand down her sweats, and as soon as I ran my fingers over her bare pelvis, she stopped and pushed me off of her. She said, “Ok…” in a kind of horny, frantic way. She stood me up and led me down the hall to a guest room and shut the door. She lit a candle and continued kissing me, us both standing up. After a few minutes, she took my shirt off and moaned as she ran her hands over my torso. I’d been working out really hard for a long time, and she groped me like she wanted to make sure it wasn’t a mirage or something. She chuckled nervously and said, ” It’s real…mmm.” I nodded and pulled her sweats off her hips and down to her ankles. She stepped out of them and then started kissing my neck, and started going lower. She kissed and suckled her way down my torso and then got on her knees. She unbuttoned and unzipped my pants, and pulled my cock out, and immediately started running her tongue over it.

After she got it wet, she started stroking it and dunking it into her hot mouth. I ran my hands through her hair as she got me even harder than I was before. I told her how good it felt and she continued sucking on me for a few more minutes before she stood up and kind of roughly guided me to the bed and laid me down. She mounted me, her panties still on. She was kind of gyrating on me and she asked if I had a condom. I didn’t. She immediately said, “Fuck it.” and climbed out of her panties while she was straddling me. She asked, “You want me to just slip it in?” I nodded and put my hands on her hips. She gripped my cock at the base in an underhand grip and slipped it into her pussy bareback. She immediately shuddered and paused, and I kept thrusting deeper into her while she stayed kind of frozen in pleasure. I got all the way inside her and my head fell back onto the bed. She was very snug and almost uncomfortably hot. I started raising and lowering her on my cock for a few strokes before she kind of snapped out of it and started riding me. We switched positions a few times, from cowgirl, to missionary, (she had a loud orgasm in missionary) to doggy, and back to missionary. She remained tight throughout and was absolutely drenched. After about 20 minutes or so, I told her I had to cum. She pulled me into her by my ass and said she was almost there too. She said, “Just cum. Don’t stop, don’t stop. Cum in me.” I thrusted in as much as I could and exploded hard in her pussy as deep as I could. I probably gave her 5 or 6 hard squirts. She squealed and said, “oohhh my god” before cumming herself again. After unloading into her, I pulled out and laid down on the bed. I smiled and asked her how it felt. She said “oh my god” again. We fell asleep, and I woke up a few hours later in the middle of the night, hard again. I ran a hand over her thigh and she immediately reached over and felt that I was hard again. I rolled over onto her and we had sex again, and I shot my load in her pussy again. In the morning, we woke up and freshened up, and she made breakfast. After it was done cooking, but before we ate, I took her hand and brought her back to the bedroom and fucked her a third time, nutting in her pussy one more time. We ate, hugged, and I left.

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? We talked more on social media after that, and she wanted it to be a regular thing. I did too. It didn’t end up happening though, it just kind of fizzled out and then her husband came home. She told me that nothing happened as a result of my repeated cumming inside her, as she got some Plan B after I left.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Plan B / Emergency contraception

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Intoxication

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

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? The repeated unprotected sex, and cumming inside her 3 times.

What was the WORST thing about this hookup? The fact that she was married, though unhappily.

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? Very positive

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

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