What’s your gender? Man
How old are you? 49
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Virginia
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Sr. VP
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 178
How many hookup stories have you here posted before? Several

Stay at Home Model

How long ago did this hookup happen? 2 weeks

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

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

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? “Maggie” is a stay-at-home, newly divorced mom. A friend of hers, a former escort, reached out to me to ask if I could “try out” Maggie as Maggie was deciding whether to become an escort in her spare time. I was honored. My friend sent me photos of Maggie and boy, was I hard right away! We texted for a few days before deciding on a time, date and hotel for the hook-up. On the day of our meeting, she opened the door and I was floored by her model-like qualities and beauty — a cover-girl face, slim body, enhanced boobs, wearing a bloused tied at the flat waist and a skirt. Wow! She did have tattoos in a lot of places, which doesn’t bother me.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We talked for a few minutes. She said she was open to doing this but wanted to get comfortable with sleeping with a stranger. Who am I to stand in the way of her goals? We chatted a bit on the couch about her life changes. I moved my left hand around her — up her legs, along her arms and I stroked her back. At this point the tension was immense and she leaned in to kiss me. We made out like animals and quickly she was in nothing but panties and bra — hiding an immense rack.

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 eventually got naked. As with every one of my nearly 200 conquests, I was intent on making her cum first. I went down on her and worked her clit with my tongue for 15 minutes before she couldn’t take it any more. After some loud moans, she pushed my face away and beckoned me to come on top of her. After an awkward pause to put on the condom, I easily slid inside her. I had to get up a bit from missionary to enjoy the view and so I thrusted while holding up her legs a bit. What an absolutely gorgeous woman. Often you want to look all over the body while making love but I was so focused on her face, which truly could be on a magazine. Before I would lose it, I flipped her to doggie. She has a tiny ass (I could literally hold both cheeks with just about one of my hands) and so I enjoyed the view there as well. I eventually came inside the condom as she was shrieking in delight.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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 hung out a bit. She said she wished she could date me but that’s not possible right now. We’ve been texting a bit but she actually did start to escort after our date. We might get together in the future.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

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

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? Somewhat

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? Her friend texted me afterward and asked how it went. I responded enthusiastically that she would do well as a professional escort.

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? Making love to an absolute beauty

What was the WORST thing about this hookup? Knowing she can’t be mine.

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

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