700 Miles And Hundreds Of Orgasms



What’s your gender? Man
How old are you? 55
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Albuquerque
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Scientist
What’s your current relationship status? Engaged/Married (open)
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? Horny, explorer
How many sexual partners have you had in your life (including oral sex)? 39
How many hookup stories have you here posted before? 4

700 Miles And Hundreds Of Orgasms

How long ago did this hookup happen? Last week

What was your relationship status at the time? Engaged/Married (open)

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

How long did you know the person before this hookup? For 1 to 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? I wrote about L before in the story “Heavenly Loft”. We are about 18 months into being friends with benefits and our primary relationships becoming open. Both our partners knew we were meeting and wished us the best. They both know L and I get something special and different from our play. We met on a swingers site and had a complicated somewhat drama filled start at playing, although we’ve been consistent FWB’s for the last year. She moved farther away about 4 months ago and we’ve managed to see each other about once a month since. It’s probably safe to say that our relationship has developed into love with a firm knowledge that it’ll never be a committed one-on-one relationship.

L is an amazing sexy and beautiful woman. She has raven hair and is 5’5” with wonderfully firm C-cup breasts, great bubble butt, intense green eyes with delicate feminine features. She’s also got an incredible pussy that gushes and squirts plus tastes really fantastic. She is multi-orgasmic in a way that’s a complete understatement. She is a total fox (to use an old school term). She’s got a great voice that makes me hard whenever I hear her.

We do enjoy incredibly satisfying and intense playdates. Our previous playdate coincided with my birthday and we had a great threesome with my wife where they played for the first time. It sort of buried the hatchet with L, she told me that she suddenly understood why I loved playing with her so much, she exclaimed “I get it! I get it!” The threesome happened after L and I had spent the night together and played for several hot hours in the morning before she arrived.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My wife was gone all week to a conference and a playdate back east with another long time fuck buddy. L’s boyfriend was gone for the week and I would take a couple days vacation to see her. Our playdates are generally jointly negotiated matching our schedules and conferring with our primary partners. I hopped in my car early one morning and drove for six hours to see L. We originally were going to meet in a hotel midway, but then she asked me to meet her at her apartment so she could keep an eye on her boyfriend’s teenage daughter. I drove all morning (about 350 miles and 6 hours), arriving at her place just after noon.

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? I arrived and carried my overnight bag into her place. It was loaded up with sex toys from my house. We had talked about engaging in some BDSM play and power exchange. We sort of put all our stuff together. When we laid it all out, her bedroom was sort of awesome. She had also laid out her sex blankets (by Liberator) one on the rug in the living room and another on the bed. They would be no match for what was about to happen.

L was wearing a wonderful nightie and a cute collar when I entered. We embraced and kissed deeply sharing our joy of being together. She dropped to her knees and pulled my cock out and began to suck it. She loves to have me fuck her face and we quickly got into our rhythm. As always, I’m eager to get my cock in her. I got completely undressed (I wasn’t wearing much) and had her stripped down to her collar, we laid down on the blanket in her living room, and I immediately began to eat her beautiful pussy. After she was fully warmed up with her first orgasm, I entered her with my cock. I began to work her over with my cock and coaxed orgasm after orgasm from her. Within minutes she was gushing fluid all over the blanket. We probably fucked like this for an hour, before I got her on her feet and fucked her from behind while she bent over her couch. We went to her bedroom, and she sucked my cock for a few minutes and then we fucked doggy style until I finished deep inside her.

After that we laid down on the bed to chat for while and catch up in person. We chat via text every day, but nothing beats being in person. Pretty soon it was time to play some more. We had another eight and half hours of sex ahead of that first day. My hard on would take a bit to return (about an hour), so I went to town on her orally. L has a wide variety of orgasms with me and this play date would introduce at least one new kind. As we’ve played over the last year, we have gotten rougher and kinkier with each other. L is a rape survivor and it took time to establish the necessary trust. She also has some horrible sexual injuries that require immense care. Fortunately, L is committed to taking ownership of her sexuality and finding love and pleasure in overcoming her assaults. To say that I’m deeply touched by what we do together and how incredibly fun and satisfying our sex is.

In the night I submitted to her, She put a blindfold on me and flogged and spanked me along with substantial kissing and biting. When I flipped over she continued, but eventually began giving me head. When I was hard she mounted me and started to fuck. Told me to take the blindfold off so I could see her ride me. Eventually I finished inside her again. When we finally called it a night. It was around 11:30 and we’d only broken a short time to snack in her kitchen. We ended up fucking there too.

We got in bed and slept for about five hours, I woke up hard as a rock, so I fucked her again for a half hour. I fell asleep for a couple more hours. I woke up around 7 am. We had another 6 hours of sex ahead of us. The highlights were great. I put a small butt plug in her, and we fucked. She really enjoyed the sensation immensely. Interestingly, one of her old wedding sons started playing on the Alexa in the bedroom and we both thought it was wonderfully ironic and fun for us to be fucking to it. She also fucked my ass wonderfully with her elegant glass dildo, which precipitated me fucking her really hard and finishing for the third time.

When I headed out for the 6 hour drive home, I could only think that it was so worth it. I was very tired and exhausted for several days after, I’m sure the impact of the 700 miles of driving and 16 hours of hardcore, intense and kinky sex. Its difficult for me to cum sometimes, so three orgasms is great. I’m guessing she had 150 or more. I will do it again. In addition to all the sex we have a wonderful friendship, enjoying lots of sharing and advise about our lives away from each other.

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 are planning to play again in a month, and have another threesome with my wife

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Sterilization, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident, Power / Dominance, Submission / Relinquishing power

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Marijuana, hashish

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? To my wife. She was happy for me.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? It was marathon sex, new exploration and incredible sexual satisfaction

What was the WORST thing about this hookup? We don’t get to play as much as before she moved.

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? Not at all negative

Anything else you want to add about this hookup? Can’t wait to play with her again!

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I wish more people were OK with this.

What do you think about the Casual Sex Project? Its incredible

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