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 Intermountains
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Training
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Love to touch, give oral sex to my female companion, passionate,
How many sexual partners have you had in your life (including oral sex)? 5
How many hookup stories have you here posted before? 3
Satisfaction After A LONG Sexless Relationship
How long ago did this hookup happen? Today
What was your relationship status at the time? Engaged/Married (monogamous)
How would you best classify this hookup? Friends-with-benefits
How long did you know the person before this hookup? For more than 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? Nanc is 59, blonde hair that is naturally curly and shoulder length. Small breasts but just perfect for fitting in one’s mouth. Nanc is about 5″4′ and her blue eyes are sharp, keen showing her wit, intelligence and zest for life.
I have worked with her for 3 years now and we working well and closely together. I have had a hidden attraction, well, at one point I thought it was hidden until Nanc showed she knew my feelings and desires toward her and she revealed indirectly her feelings and desire towards me. We have teased each other indirectly at times and we both know we each have a huge crush and a mega desire to have an affair. We’ve been married long enough now that our sex life with our spouses has become platonic and we both want something more, while not destroying our families.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Yesterday, Nanc and I were talking during a daily walk we take together and she shared that next time we attend this annual conference that I should leave my wife at home. Nanc explained that it provides freedom to do what you want in the evening, to relax, to hang out and just enjoy the evening. I asked if there was anything else and she said “Yeah, we could hang out together.” She said it with those blue eyes ablaze, as one eye winked and she smiled. I knew what she meant by hanging out together and it turned me on. That evening we had a crisis with a client and our boss tried to get a hold of me and I had just left so he called Nanc. He explained the situation and then had her call me with instructions that though it was her client, she had been gone for a couple of months on an extended vacation and I was to take the lead in resolving the issue. Nanc invited me to go with her and I told her “No problem, I would go anywhere with her.” Nanc ignored the comment and we made arrangements to meet.
The next morning after a meeting we drove to the client in my car. We spent about an hour troubleshooting the software issue and I found it, and allowed Nanc to go to her client and explain the problem and the resolution. We then spent another 2 hours re-training the staff at this client who used the software on how to properly do what they were trying to do.
After that I took Nanc out for lunch, and then we got in the car and I began to drive to the office. Nanc called our boss and told him of our morning and then said that we would go to the next client to get the same fixes in place. He informed us the other client was fixed and we were good to go for the rest of the day.
As I began to signal to turn back to the office, Nanc, after hanging up with our boss, said “No, go straight.” I did and as I drove Nanc asked “You said you’d go anywhere with me, right?” “Yep.” I replied. “Good.” I drove down the road for about 2 miles and underneath a major interstate and came to a part of town that had a Courtyard, an Embassy Suites, a Fairfield Inn and other such hotels. I knew now what Nanc had in mind and I said “Which?” “Go to Embassy Suites.” I drove in and parked, and I looked at her, by now her checks had begun to flush and I was just a little horny. “Now wha. . . ” I started and she said “Shut up and just come with me.”
Nanc held my hand as we walked, her long beautiful fingers curled in and around my short and stubby fingers. We entered and Nanc went to the counter, checking us in. She came back with a room key and taking my hand, led me to the elevator and said “Let’s pretend we are at the Conference.” “Sounds great” came my reply.
In the elevator as the door shut to take us up to the 9th floor, I turned her to face me and for the first time ever, I kissed her. My lips came to hers and softly and gently at first, I kissed her. We parted and we each smiled and the elevator arrived.
We walked down the hall again, hand in hand to the door, and Nanc opened it and entered first. I followed and shut the door, locking it down. I then turned to see Nanc was removing her clothes. She said “Let’s not waste time!” I took my own off in the kitchen leaving them on a chair on the table and in a few moments we stood naked facing each other.
I could tell she had had five children, but for her age, Nanc was beautiful. Her breasts were full and her nipples now hard and erect, sticking out. I could see her neatly trimmed pussy hair. My body also is not the noble athlete of my youth, my waist has a spare tire but by now my penis was hard and erect. I came over to her and she took my hand and led me to the bedroom. There on the left side of the bed, I took Nanc into my arms and kissed her. I kissed her passionately, my tongue swirling into her mouth, my hands holding her tight and close, her breasts pushed into my torso as our bodies came together.
Nanc responded and I felt her hand move to my balls and begin to play with them. “Oh Law” as others called me. I moved my hand to her breasts and now begin to rub them, to play with her nipples, making them harder. Nanc’s hand now moved to my dick which was fully erect and at attention as she played stroke it. I moved her unto the bed and we laid down side my side.
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 now begin to kiss her neck, worked my way to her boobs and nipples, spending a good fifteen minutes on those as I further aroused her. I then moved my tongue down her naval, past her belly button to her right inner thigh. I spread her legs with my hands and my tongue moved from her thigh to her pussy lips. I slowly licked up the right side, and then down the left side and back up the left and down the right. For the next fifteen minutes I did this, alternating between her outer lips and working my way to her inner lips.
Nanc moaned slightly now and I took this as the signal she was ready. I carefully moved from her lips to her vagina, and making my tongue hard and firm, inserted it inside of her wet and waiting vagina. Nanc moaned more, and her hands now came down grabbed my full head of hair, holding my head in place as my tongue screwed her vagina. I could taste that wonderful and unique flavor of her vagina, I love that taste, it turns me on. Nanc got wetter and wetter and soon I did not need to moisten my tongue in my mouth.
Another ten minutes and Nanc’s butt was beginning to make small circular motions and I moved my tongue out of her vagina, and up to her clit. Her clit was hard and sticking out of the magical hood and I said, “tell me if you like where I lick or if it turns you off.” The first attempt was no good, Nanc said she didn’t like it there or in the second place. I moistened my tongue and moved to the upper right part of her clit and when I did Nanc moaned very loudly “OHHHHHHHHH!!!!!” I had the spot and I now carefully, gently and firmly licked and applied just a tad of pressure as Nanc began to moan even more and louder. After several minutes Nanc began to rub her clit, while the right upper part of her clit against my tongue which I made firm now. Faster she rubbed my tongue with her clit and then began to say “Yes, YES, YES, OH OH OH OH OH OH !!! and then “AGHHHHHHHHHHHH!!!!!” as she squirted into my chest.
I thought that maybe I had spent her in our first love making, Nanc had complained several times that when her husband had made love to her, it was done in five minutes, she laid there, he got on top in the missionary position, she inserted his dick inside of her and in a minute or so he ejaculated in her. I had done much, MUCH more already and Nanc wasn’t done.
After a slight recovery from her clit orgasms, Nanc pulled me up and kissed me with every bent up ounce of passion that was inside of her. She whispered as we kissed “Yum” speaking of tasting herself in my mouth. We kissed for about two minutes and then I spread her legs apart, and kneeling in front of her, my hard dick became even more erect as I thought of our coming sex.
Nanc grabbed my dick now, and I moved forward as she guided it to her vagina’s opening. She moved her vagina opening around so my dick wouldn’t go in, but so the head of my penis played with her wetness at her opening and turned me on even more. We held eye contact now, her beautiful blue eyes holding my deep dark brown Danish eyes. She froze for a moment as my penis now came to her hole. “Sure?” I asked “Hell yes” came her reply as her hand now guided my extremely horny and large penis inside of her vagina.
Nanc moaned “Oh yeah, Oh yeah, So good” as I entered her and drove my penis until it filled her vagina completely and I hit her cervix. “OHHHHHHHHH” Nanc shouted and I withdrew and began to pound her a few more times on her cervix, bringing her pleasure. I then backed off, I know hitting a cervix may hurt a woman and this was our first time so I would have to find out if Nanc could handle multiple thrusts onto her cervix in the future.
I now worked my penis in her vagina, going fast at times, filling my hard penis with cum and then backing off, slowing down and sometimes stopping, driving Nanc wild. Finally as I got moving Nanc matched my pace and as I slowed down to stop myself from ejaculating in her, Nanc kept going, thrusting faster and faster, my penis hitting her cervix over and over answering that question. Faster Nanc went and suddenly I felt my penis enlarge even more as a full load of cum filled my penis’ head. Nanc, breathing very, very hard and her legs were now wrapped around me, drove my penis to her cervix and using her kegel muscles, Nanc squeezed on my penis as she screamed out in pure pleasure. I couldn’t hold back now, I was beyond commitment and I felt my first ejaculation of my cum and sperm shoot out of my head as Nanc now squeezed with all her might. I ejaculated again, and again, and again, and again and finally again for the last time, as Nanc enjoyed watching me have my orgasms.
I laid down next to her, and I don’t know how, but Nanc kept my still semi hard penis inside of her vagina, as she slowly squeezed using her kegel muscles. We kissed, making out and slowing enjoying each other. We talked and shared how much we had both wanted this for a long time and we explored each other’s body. Slowly we began to passionately kiss, and make out as her long fingers did her work on my balls and penis and my fingers did the walking. I looked at her and asked “Ever done a 69?” “What is that” Nanc asked and I explained and as I did so her eyes got wide.
We stopped kissing and moved into the 69 position. I was once again licking and kissing her pussy lips, her outer and inner lips, up one side, down the other and was doing this for a good ten minutes. Suddenly I felt her fingers grab the base of my penis and she began to lick the head of penis. She started with my hole, and worked back to the top of my penis head, and back to the hole. Damn, it felt so good. I kept licking her out and eventually again drove my hard tongue inside her vagina. Nanc began to slowly thrust my tongue in and out of her vagina as she now put the head of my penis in her mouth, licking it. I then felt my entire penis, hard again now, slide all the way into her mouth and to her throat. I moved from the vagina to her clit as my penis got harder and harder from her blow job. I felt my cum load up my penis and I began to pull it out and Nanc thrust it in, going faster and faster. Nanc’s clit was now moving all over my hard tongue and she lifted her butt and squirted again into my chest. At that point my blow job ended.
As Nanc recovered from her multiple orgasms, she got into the doggie style position and said “I have always wanted to try this.” I was happy to oblige and brought and guided my own penis to her vagina, teasing her by only inserting my penis head inside of her, and rubbing it around the outside of her vagina opening. “DON’T TEASE ME!” I knew that voice so I now inserted my penis back inside of her vagina. “GO” came her next command and I kept a steady, constant rhythm up as my hard penis drove to her cervix, and then halfway out and then back in and back out the same. Constant and steady and I didn’t stop, even as I felt my cum flowing back into my penis.
“Oh, yeah” Nanc moaned and then “Your close, I can feel your cum making your dick swell.” I kept it up, and by now I had reached under her and was playing with her nipples as we made love. For the next five minutes I held back from ejaculating as I could see Nanc’s checks become flush, her own pace and thrusting increasing. Suddenly Nanc went wild, and for thirty seconds thrust rapidly on my penis, thrusting it all the way to her cervix and moaning very loudly each time. Nanc now fell on the bed as I could feel her vagina quiver and watched her body quiver as vaginal orgasms washed over her body and she moaned again in pleasure.
I kept going, not stopping and though I was close, I knew I could keep it up. For a minute, then another I went and suddenly Nanc screamed again, her arms flopping on the bed with her butt and vagina in the air as I made love to her vagina. I felt my cum now enter my penis head again and as I hit her cervis, I shot my full first load into her, then shot another load, then another load, and another load, and another load, another load and finally a final load. I had drive deep on that last ejaculation and I withdrew my penis, laid side by side with her, kissed her as she inserted my still hard penis back inside of her vagina and I moved it slowly in and out as we made out.
Eventually we must have fallen asleep, and we woke up around 6pm. We made love yet again and then went out to dinner. At dinner we discussed if this was a one time affair or something else. We both did not want to lose our adult children or grand children so we agreed that this was an affair and we would see in time where it took us. We truly enjoyed making love together and our passion and desire was nice to openly let out
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 dating in a way, and making love as much as we can together, engage in what we both want to be a very long term affair. Nanc told me one day she would like to be married if life allows that.
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), Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, To feel alive again, to feel wanted, desired, to see that fire in a partners eyes again.
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? 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, just my partner Nanc
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? We both felt connected, alive again, physically and sexually alive. Passion came back and wow, best sex either have had in our lives.
What was the WORST thing about this hookup? There isn’t one. Perhaps that we don’t live together so we can’t make love every night. Love this woman.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Man, don’t go years in a sexless relationship. If you find someone, don’t pretend to ignore the attraction and desire. Give in and enjoy life!
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? Wonderful!
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? Casual sex has changed. Don’t want to screw just to screw like when young. I still want sex, still enjoy it and am far better at than when I was young. However, I have to have it with a friend, someone I trust, I am close to and attracted to. In that case if I am unhappy sexually, I would make the move.
What do you think about the Casual Sex Project? Interesting views.
You have a hookup story to share? Submit it here!