What’s your gender? Man
How old are you? 46
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Western United States
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Professor
What’s your current relationship status? Engaged/Married (open)
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 Sex, Pleasing my Partner
How many sexual partners have you had in your life (including oral sex)? 9
How many hookup stories have you here posted before? 1
How long ago did this hookup happen? 4 months
What was your relationship status at the time? Engaged/Married (open)
How would you best classify this hookup? Fuck-buddies / Booty call
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? A. is tall, 5 foot 8 inches, blonde hair down to her shoulder blades, beautiful blue eyes, thin, long legs and long fingers, twenty four years old. A. has small round boobs, just perfect to fit into one’s mouth. A. was one of my students for two years completing a program for new teachers that I run and teach in. She opted to stay in contact after the program which I will do to support newer teachers. My initial reaction was that A. was incredibly attractive, and as a man I had the thought I’d like to have those long legs wrap around me as I fuck her and she squeezes my dick inside of her. Then it left as she was newly married. She had gotten married at 22, 3 months short of 23 so she had been married for just about 2 years when we hooked up.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? A. worked at a low income school and had some challenges with students who were put into one of her classes after coming out of the juvenile program. In truth she handled them fine but just needed a sounding board to confirm what she was doing. A. is highly intelligent, top in her college class and I enjoyed helping her. Little did I know that my support would turn to desire in her.
One day she came by my office after she was done at school and it was rather late. It still was dark my 6:00pm and we ended up talking until around 6:30pm. I told her I needed to go to get some dinner since my wife was on a 3 week business trip. A. asked if I wanted company for dinner and I thought why not. She then insisted that I follow her to her townhome and she would make me a home made meal as a thank you for all my help.
I followed her over and went inside her townhome. She explained once we were inside that her husband was also out of town for a week and she would appreciate the company. She and I worked together to make a quick dinner of chicken, salad and quinoa. We ate and talked. At one point near the end of dinner A. asked if she could ask me a question that was personal. “Sure” I said. She then spilled her guts on how her and her husband had been virgins when they were married, and she wanted to know if it was normal for sex just to be a make out session, followed by an undressing and then in about 10 minutes for her husband to have ejaculated in her and she hadn’t felt anything? I informed her that no, that was not how sex should be and it sounded like her and her husband needed some therapy.
At that point, A. got up and came over to me, pulling a chair next to me, and sat down. Removing her glasses, she leaned over to me, and said, pulling off my glasses and setting them next to hers “Well, I want you to be my personal coach on this.” With that she kissed me deeply and passionately.
I responded at first eagerly and then thought of our age difference of just over 20 years. “Are you sure?” I asked, stopping the kissing. She looked at me sincerely and with a hunger in those beautiful blue eyes and in a highly confident whisper said “Yeah.” and kissed me again.
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 made out there in the kitchen for several minutes until she stood and I stood and taking my hand in hers, her long, slender fingers wrapped around my short ones, guided my out of the kitchen, through a living/family room, down a hall to a decent size master bedroom.
There we continued to make out, and slowly, A. unbuttoned my shirt, and removed my clothes as I did her. Naked together we stood, kissing now as my right hand gently squeezed her left boob. A. used her right hand and those wonderful fingers to touch my balls and rub my dick which was hard by now. I dropped my hand to her pussy, she had a small and manicured patch of pubic hair right above her pussy, and I played with her. I played with her pussy lips, inserting a finger and giving her the come her motion finding her g-spot and turning her on. I played with her clit and just rotated around. She finally jumped up, wrapped her legs around me and I carried her a few short steps to the bed.
She said down on her back and as I went to lay on the bed, I spread her legs with my hands and using my tongue and ate desert. Her wetness was sweet to the taste, and I LOVED her smell. I played with my mouth and lips and tongue all over her pussy area. I sucked her clit gently, finding her sensitive spot. I inserted my tongue into her cunt, making my tongue hard and she loved as I rubbed her clit and fucked her pussy with my tongue. I felt her thighs quiver and then her whole pussy as her body shuddered as orgasm after orgasm washed over her.
I now worked my way up her body, noticing that her nipples were totally erect and I sucked on them as she stroked my hair. “Fuck me Wade. Please fuck me.” The missionary position is not my favorite but I used my leg to begin to spread her legs and bringing my hard cock up to her opening, I drove it slowly and only partially in. I teased A. for the next couple of minutes until she sighed and in a begging tone “Fuck me” she said.
She was watching me, and I her this entire time and now I drove my cock completely down inside of her warm, soaking wet, wanting vagina. A. moaned “Oh” several times as I withdrew about half way and then drove back into her. Slowly I increased my the tempo of my thrusts and A. responded by wrapping those luscious legs around me and squeezing my dick every time I drove it into her. I could feel her tits on my body, her nipples erect and her boobs now flush and larger than normal. Steadily we increased our tempo until A. started to say “oh Oh OH OH OH!” and then screamed “YES” several times as her body again quivered and shuddered as the thrill of sexual pleasure and built up tension was released.
By this point my dick had swollen as my own cum had filled it and after several quivers by A., I released my load into her. I could feel my wad in the first ejaculation stream into her pussy, my dick deep in her and A. screamed even more. I drove in again, shooting more of my cum into her, and again, and yet again. The fifth time I drove deep into A. and exploded one last time as she squeezed my dick hard, milking my cock with her pussy.
I rolled off of her and we held each other and kissed. A. in afterglow just enjoyed the pleasure she was feeling. She said that was the first orgasms she had ever had. I smiled and kissed her. Her smooth, youthful skin was cool to the touch when compared to the heat my body generated. She curled into me and began to play with my dick. “I never knew this could bring so much joy.” We talked about what we had done, and I began to play with her boobs and nipples again. Her tits got hard and I, loving boobs, went to work sucking them, kissing them, licking them and massaging them. A. played with my dick and soon she was wet as my finger did some walking back to her pussy and A. made me hard.
This time I had her lay side by side with me, and I taught her to rub her pussy and clit on my hard dick until she had an orgasm. She did this and loved having another orgasm and I then told her I was going to not just fuck her, but show her how to make love. I then slipped by hard dick inside of her again. Facing each other we kissed, I sucked her boobs, and we slowly made love, starring into each others eyes, holding hands as I drove my dick inside of her and she would either squeeze or just enjoy it. I varied my pace, speeding up, slowing down, stopping when I felt I could cum, all to let A. my lover tonight, enjoy a man’s dick inside her pussy. The method worked as A. became saturated in wetness, eager to have me in her.
We made love like this for an hour when as we looked at each other, I asked, “Are you ready?” A. just smiled and I increased my motion, A. now matching my rhythm. Slow at first, then picking up the pace, faster and faster I drove deep and then pulled back halfway. A. kissed me long and hard and squeezed and then began to breathe hard and moan. I felt my cum flow back into my dick and it enlarged and A.’s eyes went big and suddenly I felt her squeeze and thrust pull my dick deep inside of her. I exploded in her pussy and A.’s body again quivered in pleasure as she screamed out. Four times I shot my cum inside of A. and afterwards, A. had me leave my semi hard dick in her as she moved it back and forth, squeezing it.
Again we talked, hold position and kissed, and enjoyed the afterglow of our sex. We made love two more times that night, and the next day, we each took a sick day and spent it fucking four or five more times. We ate, brushed our teeth, showered and in the shower I taught her how to give a man a blow job by using the tip of her tongue on the tip of his dick and then the top of her tongue on the top of his head on his dick, and then to manipulate a hard dick in her mouth. By the time I was done teaching her, she quickly assimilated the lesson and I came in her mouth and she swallowed with no issue. I also in the shower ate her out again and then fucked her hard dogie style while she bent and I rammed it home. She loved that.
The next morning I left, having to go back to work as I had lectures while A. had to teach, and we committed to meet that night again. We did, great sex again. Since this first hook up, A. and I have agreement that we are fuck buddies and A. has found that sex with her husband hasn’t improved, though she has tried to get him to do things differently, so her pleasure comes from when we hook up, which has been once to twice a week.
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? As I shared, not illusions that we are going to get married or anything. We are fuck buddies and in truth, I am really her first real fuck that has shown her what sex is like. At some point she will tire of me, and we’ll go our own ways. I have an open relationship with my wife, as long as she doesn’t know, but we have only had 1 other man for my wife (she had an affair for 3 years with him) and I had one other woman for 2 years besides A. I care about A., enjoy being with her, and enjoy making love with her. Neither one of us see an end anytime soon to our fucking and sucking.
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), Just happened, I don’t know why, just went along with it, It was easy / convenient
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
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? Finding that a middle age man in his mid forties can teach a woman in her mid twenties how to really enjoy sex, find her sexuality and enjoy having orgasms while connecting with someone.
What was the WORST thing about this hookup? Age was weird for me, but A. got me over it. No biggie now.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I had one sexual relationship outside of my wife during my 20 year marriage. It went for two years and she was 3 years younger than me. My wife had an affair for 5 years (open marriage) and he was 5 years younger than her. This has shown me that people 20 years different, say mid 20’s or late 20’s to mid 40’s can hook up, enjoy the hell out of each other sexually and still have functional lives.
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? Just let to doing some wild things like sex several times in my work office, once while shopping in a dressing room, we’ve done it while hiking and after snow shoeing. Once at a party at her house with her husband home we did it in the bathroom for a quickie as A. wanted to.
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 have always fucked around. I have had a serious girlfriend and then had fuck buddies before marriage. It improved our sex.
What do you think about the Casual Sex Project? great
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