A New Beginning



What’s your gender? Man
How old are you? 51
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Denver
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Business
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? Slow and enduring, bring pleasure to my partner
How many sexual partners have you had in your life (including oral sex)? 6
How many hookup stories have you here posted before? 0

A New Beginning

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? Becky is 28, young, cute with long brown hair, blue eyes and about 5’6″ tall. Long legs, thin but not a rail. Very smart, and can hold her own in a conversation.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My wife was in a car accident about 10 years ago that resulted in major damage to both her lower and upper spine. The lower spine injury has made it to where sexual intercourse is extremely painful for her. As a result, I have chosen to remain in a sexless marriage because I am totally in love with her. Occasionally, I’ll get a hand job and a good suck of her tits when she isn’t hurting. My wife is a CFO of two of our companies and is a CPA. We are fortunate to have had very good success with three businesses that we own, to the point that we are extremely flexible in how we approach life now.
My wife hired Becky 3 1/2 years ago to work for us after she had been at an accounting firm for 3 years after college. Becky is single and was in a serious relationship prior to coming to work with us where she got hurt. She would love to meet the right man but just hasn’t.
Last week, I had stayed home as I was tired from a month of very long days as we sold a company and then merged another into an existing company we own. I need a mental health day. My wife called and asked if Becky could stay with us that night as she was flying out the next morning to go to her parents back east for Thanksgiving. Sure I had no problem with that. We’d take her to the airport early the next morning and head into work. This was around 11:00 a.m. when my wife called and confirmed.
I reclined in my leather recliner about 12:30 pm to read a book and fell asleep.

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? Having been asleep, I felt I must have been dreaming as I felt a woman’s soft hand stroking my dick. It felt good and then it stopped. Damn wet dreams that stop. I began to fade away when I felt my sweatpants being pulled down and opened my eyes. There, naked, standing before me, with her tits hard, was Becky. She smiled and finished pulling off my sweats and then came and sat on my lap, facing me, her knees on me and her legs parted along my side. “I know about you and your wife,” Becky said. I haven’t been laid in over 4 years and want it so bad, want to fuck you so bad.” She then leaned forward, her tits and boobs rubbing my chest as she kissed me, long and passionately.

I felt her tongue enter my mouth, and found I was enjoying this. I began to rub and play with her boobs and then her right tit with my left hand. Becky began to rub her vagina on my penis and I could feel her wetness on my hardening dick I then realized what I was doing, and stopped it, saying, “I can’t, I love my wife.” Becky smiled and said, “She wants us to do this” and she reached for her cell phone and showed me a video from my wife who told me if I wanted to, to go for it. She wants me to have what she can’t give me.” With that Becky put the phone down, stood up and took my hand, raising me up. She lifted my tee shirt off of me and looked me over. “Not bad for a middle aged man.” She then kissed me again and led me past the kitchen, down the hall to the master bedroom.

Here we kissed again and I felt her vagina with my right hand, inserting a finger slowly inside of Becky’s warm, soaked, wet vagina. Becky moaned slightly and after a moment, led me to the bed, where we laid down on top of the bedding. We laid side by side and I again used my right index finger to begin to rub her vaginal lips, and insert my finger into her vagina giving her the come here (rather, the cum here) motion with my finger. She kept kissing me, her tongue moving more rapidly in my mouth, seeking my tongue as her right hand now began to touch my testicles.

For the next twenty to thirty minutes, we touched, played with each other, stimulated each other and did some wonderful foreplay. Becky was hot, I was so horny I feared an early ejaculation since it had been so long. We slowed down, and laid side by side, kissing, my brown eyes staring into her hazel green eyes. There I saw a woman who longed to be made love to, whose eyes told me she wanted me. I fell now completely into her control, lifting her leg over my leg, and using the spoon method, I slowly moved into position to enter her. Becky responded by grabbing my now really hard and horny penis and guiding it to her vagina. I could feel with the tip of my penis I was in position, I could feel her vaginal lips, then her vaginal opening as her wetness welcomed the head of my penis. I gently pushed in the head of my penis and Becky moaned “Oh yes!” came her reply as I now slowly, drove my penis completely inside of her, until the base of my penis was completely in her. Her body shuddered as I entered her and slowly and fully filled her vagina. “Ohhhh” I uttered and Becky smiled. We kissed and then slowly, I pulled my penis about halfway out of her vagina and again, slowly drove it all the way back in. Becky sighed and breathed heavily and I felt like I was going to explode.

I held my position and after a couple of minutes, felt my cum settle down in my dick and now Becky and I began to not just screw but to make love. I cared about this woman, I have to admit I had had a fleeting thought from time to time of what sex with her would be like before quickly dismissing it. Now I knew. Her tits became enlarged, her nipples hard. For ten minutes we made love, fucking each other, and just enjoying it, holding our eyes together as we made love.

We sped up at times, and at one point, Becky withdrew my dick, and then switched positions and mounted me. She inserted my hard penis back inside of her vagina and now she controlled completely the speed, tempo, and depth of our lovemaking. She smiled as she drove my dick completely in her and leaning forward, thrust it in and almost completely out, but not all the way so she could enjoy the full thrust in of my penis in her vagina. Faster she went, faster and then Becky would slow down. “Damn”, I thought and said “Condom?” “Hell no!” came the direct reply. “I want you raw in me.” Becky now really went to town, driving faster and faster, deeper and deeper, and I could feel my penis harden, even more, enlarge as my cum began to fill my shaft. Becky felt it too and moaned “Give it more, more!” I could see her face flushed in crimson now and knew she was close to her orgasm. Becky kept thrusting on my dick, and suddenly drove it completely inside of her vagina and screamed loudly “OHHHHHHHHHhhhh!!! Gooooooooo!!!!!” She fell on my chest and began to kiss me, her tongue in my mouth as I now used my hips to thrust my penis deep inside of her again and again. Becky moaned “UHMMMMMMMMM” and I erupted in her, feeling my cum shoot deep in her, again, and then again, and then again, and then yet again. I felt her vagina now milk my penis, squeezing it, to wring every ounce of my cum into her waiting vagina.

After our orgasms, while still in the afterglow, we held each other, kissing and finally as we again stared at each other, she said “I think you enjoyed that.” and winked. “Hell yes, I did I said.” “Why?” I asked. “I know how much you love your wife, I know about how hard it is not to have a lover and so does she. I have never seen a man with such devotion or commitment and I want a piece of that.” “What do you mean,” I asked. “I want to be the woman that you make love to, that you love for that. Not taking your wife’s place, but you’re safe. You don’t cheat, you don’t have STD or crap. And I am infatuated with you, maybe a little bit in love with you.” With that, she kissed me and I felt her hand begin to play with my penis again. “What do you think? Want a lover?” The thought had always occurred to me that it would be nice to have someone, but not at the expense of hurting my wife. “Your wife will tell you she is fine with us, she picked me for this.” “Well, if she picked you, she has incredible taste so yeah, what the hell!” and I kissed her, and kissed her neck, then began to suck her breasts.

Becky got me hard again, and I got her moist and moving, and again we made love. This time our foreplay lasted a good forty-five minutes and then she guided my dick inside of her. I didn’t realize at the time, but as I entered her, my wife had come home and was now watching us. I saw her as I was making love to Becky and Becky saw her, smiled and kept screwing me. I moved to stop and my wife simply said “No, keep going. I just want to watch you both enjoy each other.” I said “I love you” and my wife said “I know” and Becky replied also saying “Me too.” For the next forty minutes, Becky and I made love, fucking each other. As my penis went in and out of Becky, I began to rub her clit with my hand, really turning her on. She went faster and faster as my fingers stimulated her clit and my dick was in her until she leaned forward, my penis she withdrew completely and she squirted two squirts from her vagina on the bed and then leaned on my chest, her arms at the side of my head. I guided my penis back inside of her vagina to which he literally screamed, “Oh Steve, fuck my pussy, fuck me, FUCK ME!” I did that, bringing Becky to multiple orgasms and then finally I ejaculated inside her vagina multiple times again.

My wife left now and said to enjoy each other, closing the door to the room. Becky and I did, and about an hour and a half later, after a blow job and me eating her out in a 69 position, Becky and I made love again. Then we showered after laying in the bed, making love in the shower doggie style and ending our afternoon of fun.

We ate dinner with my wife and discussed some things. I was uncomfortable with no condom, I feared making Becky pregnant. My wife expressed that though our 3 kids are grown, if I had another with Becky we had more than enough to take care of both of them and if Becky wanted no condom, I was to provide it. No problem and a change had been made in terms of money in case Becky does get pregnant and those terms are agreed upon I found out. They had thought of everything.

That night my wife slept in our guest master bedroom, demanding that Becky and I enjoy each other. Becky decided to stay two extra days with me, before flying out, and I took the next two days off work. I hadn’t fucked this much in years and I found out that Becky, was as horny as I was and for those two days, we just fucked, talked, laughed, enjoyed each other, got to know each other, fucked more, and then fucked again. We fucked in the master bedroom, in our shower, in our indoor pool, and in the Jacuzzi. We fucked on a couch and Becky gave me a blow job when I was on the phone handling an issue with a client. We did it doggie style, Becky riding me on top in a cowgirl position, in the seated position, the spooning position. We found we like the one with Becky on top, or cowgirl, it is her favorite as my penis stimulates both her clit and her g-spot in her vagina at the same time. We like the spooning position and then she likes the doggie position in the shower.

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? After three days of sex, Becky and I will continue to be on-going fuck buddies and lovers. My wife is fine with it, and we have talked. She is happy it has worked out. Becky gets back on Friday after Thanksgiving and will be spending the weekend with me at our cabin. We both are really looking forward to a wild weekend of lovemaking and just enjoying each other.

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, Thought it was an important experience to have

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? With my wife. We have to ensure that for the next several months I have a balance between sex time with Becky and relationship time with my wife. That is the only issue we see having to be watched.

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? After ten plus years, to have sex again with a beautiful, wonderful woman who wants me and wants to have sex just with me, is an incredible feeling.

What was the WORST thing about this hookup? I have to ensure a balance between having sex and time with my wife doing the things we do together and ensuring she knows how much I love and appreciate her willingness to let me have this sexual relationship while maintaining our own.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I never thought a married man (me) would have his wife encourage someone they both know, another woman, to have a sexual relationship with him and to commit to it long terms. I can love my wife and still have a sexual relationship with Becky also.

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? Great sex!

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? Sex is real. Don’t deny that it isn’t and be willing to reach beyond your current paradigm.

What do you think about the Casual Sex Project? Cool

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