The Former Penthouse Cover Pet

by Handsome Exec

What’s your gender? Man
How old are you? 48
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
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 150
How many hookup stories have you here posted before? 14

The Former Penthouse Cover Pet

How long ago did this hookup happen? 2010

What was your relationship status at the time? Single

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? I met “Ava” (we’ll call her) on the floor of a trade show in Las Vegas. I was there to support a client. In this show there are a lot of beautiful women manning booths or enticing people (in a fun way) to visit the booth to learn more about a company. We briefly chatted during a break. She was a tall blonde, a bit on the heavy side, with a strikingly beautiful face. We both went our way and then ran into each other at the reception on the show floor. We struck up a conversation over a glass of wine. I found her mesmerizing. During the conversation she said she used to be a Playboy pet from 2001. I took her word for it but thought, geez, she has gained some weight. (She later verified this.) She wasn’t heavy, just not fit and trim anymore but still gorgeous. She asked what I was doing later. I had a client dinner but we agreed to meet in my hotel lobby later that night.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I’m not a big fan of Vegas, so I was happy just sticking around the bustling lobby. We found a quiet corner to have a drink and chatted for a while. At this point I wasn’t thinking about getting her into bed but I think she was angling for this. She excused herself to go to the restroom. When she came back, like a woman on a mission, she grabbed my hands and without saying a word asked me what corridor my hotel room was. Off to my room we went.

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? The elevator was too jammed to start kissing or anything so we held hands. I got goose bumps knowing what was going to happen. Upon entering my giant suite, we started making out. I moved us to the living area and we started kissing even more passionately. I ran my hands along her blouse and then up her black skirt. In no time we were naked. She kneeled on the soft carpet and started giving me a blow job while I was sitting on the couch. I played with her gorgeous boobs and clit, getting her nice and wet. We then stumbled onto the bed. We made out like crazy. I then ate her out until she came. Shivering with delight, she then moved top of me, with my dick rubbing her clit. I had a chance to go in without protection but thought otherwise. With an awkward pause I ran into the bathroom to get a condom. She started riding me. The site of those tits bouncing up and her angelic face was something to behold. We tried missionary, doggie and reverse cowgirl before I lost it inside the condom. We lay in the bed a while, satisfied. It was only then that she confessed she also was a porn star after her Penthouse days. Glad I put that condom on.

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 fooled around a bit more, tried some more positions and finally — well after midnight — she excused herself to go home. Never heard from her since but now I can say I actually slept with a cover model and porn actress!

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? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

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. First time I’m sharing this.

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? Getting the attention of a former Penthouse pet and then bringing her to my hotel for love-making!

What was the WORST thing about this hookup? I wish I had more time with her.

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!