Gave Ashley Madison A Try

by Newbie

What’s your gender? Woman
How old are you? Late 30s
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Was Not Adventurous
How many hookup stories have you here posted before? 0

Gave Ashley Madison A Try

How long ago did this hookup happen? A year ago

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

How long did you know the person before this hookup? Just met that day

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? A friend of mine confessed that they had a one-night stand while on a business trip. She said the sex was amazing and that she wouldn’t hesitate to do it again if the opportunity arose. I had never considered such a thing, but to be honest, I was very intrigued. I couldn’t stop thinking about it. I do travel for work from time to time, and I was actually considering it, but then I heard about Ashley Madison

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it?  I had never heard about this dating site for married people before, but when I did, I decided to check it out, just out of curiosity. After going to the site every day for a week, I decided to create a profile, just to satisfy my curiosity. I was immediately overwhelmed by the response. I probably would have just quit if I hadn’t found Greg. He was tall, dark, and handsome. We started chatting, and soon, we were chatting multiple times a day. I was still pretty reluctant to go further than chatting, but when my husband was out of town for business, I decided to just meet Greg for a drink.

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 at a hotel bar near the airport thinking there would be less chance that we might run into someone we knew. I had told him we would only be meeting for a drink. Greg was so charming and funny, I felt myself melting soon after meeting him. After our second drink, Greg put his hand on my thigh. He then suggested we take a little walk. He led me to a secluded corridor where he kissed me. After 10 minutes of making out, he suggested we get a room, I agreed, but told him we would not be having sex. After I got into that room, my walls crumbled, and I was fucking this gorgeous man within 10 minutes. His dick was so big that he was able to touch places I had never been touched before. For the first time in my life, I had multiple orgasms. I felt like I was having sex for the first time and I had been missing out for all these years. We fucked for about a hour before he had to go home. I stayed and slept in our bed for a couple of house, basking in the glow of our evening

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? Greg and I continued to talk and we met a few weeks later when my husband was again out of town. The sex was even better the second time, as I was less inhibited and more willing to try new things. I had never had sex from behind before, and now I love it. Greg and I met every time my husband went out of town and I continued to push my boundaries. I had never had someone go down on me before, or have someone cum on my tits, or in my mouth. I discovered I really liked it when Greg talked dirty and I loved to wear stockings and lingerie for him. When I was with him, I became a totally different person. After a while, we started meeting even when my husband was in town. We had sex in cars, parks, his office, bathrooms, and at his house when his wife was gone.

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

How intoxicated were you? A little tipsy/high

How wanted was this hookup for you at the time? Somewhat

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? My whole attitude toward sex changed. Sex used to be something I enjoyed, but now it’s all I seem to think about. Greg has even encouraged me to be more adventurous especially when I travel for work. I told him about being hit on when I was out of town and he encouraged me see where it would go and confess to him what happened.
I ended up fucking some 28 year old guy while out of town, and told Greg all the details the next time we were together. I have since been with 3 other men and have told Greg every last detail.

What was the WORST thing about this hookup? Nothing, I love my new secret life.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general?  I never realized what a sexual person I was. I would have never known if I hadn’t met Greg.

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!