by Jason
What’s your gender? Man
How old are you? 53
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Consulting
What’s your current relationship status? Engaged/Married (open)
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Enjoy Sex,
How many sexual partners have you had in your life (including oral sex)? 8
How many hookup stories have you here posted before? 5
Barnes And Noble
How long ago did this hookup happen? 6 months ago
What was your relationship status at the time? Engaged/Married (open)
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? Wendy was younger than me, age 27, beautiful blonde hair down to her mid-back, in a ponytail, wonderfully curving body, and blue eyes that matched her blonde hair. Long legs, short torso, long arms and I will remember her long fingers, perfect for playing the piano or playing me. Full lower lip, thin upper lip. A woman that you take a second look at . . .
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had finished consulting with a university in the Bay Area and had gone to Barnes & Noble to find a book to read. I usually use my Kindle now, but I still like and enjoy the feeling of holding things in my hands. I was walking the isles of science fiction when I turned the corner and there Wendy was. She was looking at a book, and I noticed her beautiful face, curvy body, long legs, and her long fingers as she held the book. I have an open marriage since my wife’s failing health for a long time have forbidden her from having sex. I had a fleeting thought as I had looked away from this woman, then looked back that I would love to feel those fingers massage my balls. Well, when I looked back, I held my gaze too long and the woman caught my gaze, smiled slightly on one corner with her blue eyes sparkling.
I took that as an invitation and came over to her. I said “Hi” and she said “Hi” back. I saw the author she was looking at and that the book was the first in the Foundation Series by Asimov. “Great series,” I said. “Really? Think I would like the old guy?” “Old guys can be fun,” I replied and looked her over, feeling a hope that perhaps this younger woman would want to try out an older man. “Never tried a really older man before,” she said and smiled broadly. Now realize, I am 53 but look more like 45 or so I am told. I have a full head of brown hair, just a tinge of gray on my side but fully retaining my natural color. I inquired of her name, got it, shared mine, and we shared what we did. She was finishing a Ph.D. in Computer Science and working. I asked her out to dinner and she said: “What the hell, why not?” We each bought a book, then went to dinner. At dinner, we got to know each other and at the end, I told her that we had better go. “Yeah, you have a motel room, right?” “Yes,” I said. “Good, I want to read inside the cover of an older book tonight.”
Wendy did not have a car, she used public transportation or walked, so I drove us back to the hotel.
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 entered the room, and I shut the door, I turned after locking the door and Wendy had her shirt off and bra off already. Damn! Her tits were hard as a rock, fully erect and her boobs were begging to be caressed. My hands felt her breasts as our mouths came together, Wendy parting her lips and putting her tongue into my mouth. She then guided my hands to play with her nipples, causing them to get hard and she slowly removed my dress shirt and tee shirt. We kept slowly moving to the bed, and got on it, with me sitting and Wendy kneeling. I felt her fingers now undo my pants button, my zipper and she removed my pants and my boxers. I quickly removed her pants and saw her bush, trimmed but full. We continued to make out, and to touch, by now her fingers on her right hand were indeed massaging my balls, and yes, it felt damn good and my fingers were exploring her pussy. I found after a while her clit was hard, erect and gently touching it, I found her pleasure spot on it as Wendy moaned when I applied just a touch of pressure. I worked that and worked her up to an orgasm with her clit. Wendy moaned in pleasure and fell on her back and I could see spasms flow out from her clit to her body, then stuck my finger inside of her vagina and found her g-spot and gently making the come her motion, I stimulated that and brought her again to orgasm as she spread her legs wider and wider.
I asked as she recovered from multiple orgasms how the old book was doing. Best damn book I have ever had! was her reply. “Now my turn” as she came off her back, kissed me passionately for several minutes, using her fingertips and fingernails that were not short, not long, just right, on my balls. Wendy then pushed me onto my back and kissed me, then kissed my neck, my chest, my naval and then kissed all around my balls. I was beginning to ache by now. Wendy now slowly kissed up the shaft of my dick, and got to the top of my dick’s head and licked like it was a Popsicle, going from the top to my dick’s hole. Damn her tongue did wonders and I felt my cum begin to rise. She did too as my dick swelled in size and she then drove my dick inside of her mouth, her right hand grasping the base of my dick and squeezing to hold back my ejaculation and make my dick even bigger to give more pleasure.
For the next ten minutes, Wendy masterfully gave me the best blowjob of my life. She sped up at times, and when she felt my cum rise, she slowed down or stopped stimulating me. She kept squeezing the base of my dick and it was like I came without cumming several times. On the fourth time though she steadily increased her pace, my dick now fully erect sweeping deep inside of her mouth, and then about halfway out of her mouth. Faster it went until I couldn’t stand it and I erupted, shooting my cum inside of her mouth. Her hand now came off the base of my dick and she began to milk my dick, swallowing my cum and I ejaculated five, six and then seven times into her. I had never done that.
Afterwards, we laid all tangled up in our skins together. She went and washed out her mouth, came back and we assumed a spooning position together. We talked more and I got her to talk more about her and I just simply listened. She finally realized she was doing all the talking and smiled. “You really want to know me, to be with me don’t you?” “Yep. I don’t just sleep around. Making a connection is important to me.” She then kissed me, slowly, kissing and releasing me, looking into my eyes the entire time and I saw it, a spark of emotion. This is where we moved from just being fuck buddies for a night to connecting. She kissed me several times and then kissed me passionately, her tongue in my mouth, her hand now working her magic on my balls and dick. I likewise answered, feeling her pussy, her breasts, and nipples that hardened again as her vagina became moist, then wet, then dripping wet.
We were in the spooning position so I lifted her leg over me, and she guided my penis naturally to her vagina and guided it inside of her. I slowly entered her as Wendy moaned quietly. I drove my dick all the way inside of her and we held it there for a few moments, then just moved just a little as we enjoyed the moment. “You’re so damn good at this,” Wendy said kissing me. “You think old guys are okay then?” “Hell, if I knew older men were this good, I would have been fucking you a long time ago!” Wendy said. “When was your last time and how many I asked as we now were slowly moving in rhythm together. “Two years ago and it lasted for a year, it was another PhD candidate but he was more like he fucked me, came in me, and was done in 15 minutes. I had fun when he gave me oral, but sex, not so much. Total of 4 partners in my life. You?” she asked? “No, let me guess, 20 or more?” “No” was my reply. You’re the 8th person.” “Then how do you fuck do good?” Wendy asked. I listen to what a woman and her body tells me she likes.” I said. “Well, show me what I like” Wendy said teasingly but seriously. I knew already what Wendy liked, She liked her g-spot stimulated the best so I moved her slightly so the head of my penis and then the full girth (I have a very wide dick) rubbed her g-spot as I slowly increased my motion on going full in and partially out. “Damn, you are good” Wendy replied after a few minutes smiling. We kept up a good, natural pace as we made love now, and I felt her getting wetter and she slowly started to squeeze my dick and her raised leg over me began to tighten, to pull me in closer to her so I could go faster in her.
Wendy now began to kiss me, her tongue rapidly matching our thrusting in and pulling out as I now rubbed the side of her breasts. I saw the pinkish color rise in her chest, flowing into her neck, then darken her cheeks. Her tongue left my mouth and suddenly Wendy began to moan slightly, increasing in volume until I heard “Oh yeah, go, please go, faster, yeah, good, so GOOD!” She pulled me close and my dick filled with cum, swelling it, enlarging it inside of her vagina. “Hell yes, Oh FUCK ME! Wendy screamed. Faster we went and suddenly her body quivered slightly, then exploded with her eyes rolling back inside of her head. I shot my load over and over inside of her, cumming again, and again, and again, and again, as Wendy moaned “OHHHHHHHHHHH!!!” enjoying her orgasm and me filling her vagina up with my cum. As the intensity came down for her, she started using her pussy muscles to milk my dick and said “I want every drop” smiling. We continued to slowly move in and out for about 5 more minutes, before I withdrew and we simply hugged and held each other.
We made love two more times that night, grabbing a nap after the next two, well, we made love one more time under the covers, and she fell asleep after our love making with me in her. I fell asleep shortly after that I guess, still in her and awoke around 4am still holding each other.
We work up at 4am, made love again, then slept til 8am. At 8am we showered, doing it in the shower and then I bought her breakfast.
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 exchanged our cell phone numbers and agreed that since I came to the University often, we would meet up each time I came. We have the four times in the last two months I have been there, spending the night again the second time we hooked up, and then the weekend for the other 3 times. Wendy has told me I am it for her, I fulfill her and to be honest she does me. My wife will pass in the next couple of years and then we’ll see. I am a lot older than Wendy but we really are great together sexually and have many of the same interests together. We’ll see where it goes in time. For now, it’s great to have someone like her to make love together.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None
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? 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? To connect with a woman that really enjoys making love, not just having sex, but making love and being together for it. I think it is the romance of it all. The sex, the walks, the dinner out, the movie, it feels complete again.
What was the WORST thing about this hookup? For me, the age difference 25 years is significant in some ways. I could technically be her father and she is two years younger than my second adult child. Kinda of weird. Then again, we fit, we really do. She loves being together, spending time together, making love together a lot, making me feel loved and welcome and I do the same for her.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yeah, I can be involved in a relationship that is dying and still have hope in another. This one gives me hope that after my wife passes, I can find love again, and enjoyment, and fulfillment.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? A little negative
Anything else you want to add about this hookup? No,
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? Less judgment about sex in people’s lives. That and if you know someone, are connecting to them, go for it, even if it is for one night.
What do you think about the Casual Sex Project? Interesting
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