Married With Benefits

by Secret Friend

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? LA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Jewish
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? Hundreds
How many hookup stories have you here posted before? Zero

Married With Benefits

How long ago did this hookup happen? 7 months ago

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

How would you best classify this hookup? Friends-with-benefits

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? This is a relatively recent hook-up with a married woman (we are both married). I have been seeing for about four years. She is 5’4” and in great shape. Amazing C cups, flowing black hair, round ass, and toned legs. She has beautiful full lips and sweet brown eyes. I met her at a local park around 10 years while the kids were playing, but nothing happened until about four years ago. We have amazing chemistry and love to be together, but we also love our spouses. Our chemistry with each other is nothing like any other. We probably see each other every 3-4 months.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She was in my neighborhood and we met for a hike. In the beginning, we used to hike a lot together when we could get away. She’s in great shape, as am I, and we both enjoy working out. We were chatting and catching up, and about 20 minutes into the hike, we stopped to enjoy the view. She moved close to me and I put my arm around her. It was a beautiful day, and she was as sexy as ever. She smiled as I moved in to give her a deep kiss, her arms around me as I cupped her face with my hands. We kissed deeply—we both love deep tongue kisses. I love the way she smells and her lips feel amazing on mine.

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? As we were out in the open, I scanned the area and found a little trail off to the side that was hidden by bushes. We quickly moved as we were both quite worked up. This wasn’t our first “rodeo” outdoors. We continued to make out deeply and held our bodies close together. Feeling each other and the chemistry was overwhelming. I found a clear spot where I could sit down and pulled myself out of my shorts as she pulled down her Lululemon leggings. She turned around and I got to see that beautiful ass, as I grabbed her hips and guided her down on top of me. I was sitting at an angle sloping downward, so when I was fully inside, I just kept myself all of the way in to fully feel myself inside her. I pulled her back to me and tilted her neck so that we could kiss deeply, loving the moment and being together. I reached around and held her tightly as we kissed and she started to slowly move up and down on my shaft. I held her hips and pulled her down to take all of me in with each time she came down. I kissed her back and was wildly turned on as I watched my shaft go in and out of her as she moaned my name. She came down deeply on me and I reached around to massage her clit as she moved in a rounded motion. I was so close to cumming but wanted her to cum with me. I kissed her neck and massaged her clit as she squirmed on top of me. She was so wet and felt so amazing that I couldn’t hold back. I held her tight as I came so hard inside her wet pussy. She looked back at me and gave me a beautiful smile as we kissed. I reached down and continued to massage her clit as I stayed inside her. She moaned loudly and told me she loved me as she orgasmed.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

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 hiked and chatted and enjoyed each other’s company. We parted and of course, keep in touch. I have only seen her twice since then. We both feel good about the hook-up, but the situation can be stressful as we are married. Neither of us feels good about that but we do care deeply about each other.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection

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? 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? Amazing time with someone I care deeply about.

What was the WORST thing about this hookup? Ongoing stress because we’re both married.

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!