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What’s your gender? Woman
How old are you? 60
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Education
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Wanting to know more
How many sexual partners have you had in your life (including oral sex)? 2
How many hookup stories have you here posted before? 0

The Other Man In My Life

How long ago did this hookup happen? 4 days ago

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? Jon is 6′ stocky and at 53 has brown hair, just a speckle of gray, not much, full head of hair, no receding hairline with beautiful brown eyes that just draw you in. Kind, gracious and makes you feel alive. He has a great ability to make anyone laugh and feel better about themselves.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Our hook-up began at work. Jon started several years ago after being hired and I trained him as he was working with me on accounts and schools. We develop training for educators. Anyway, Jon is open and I found him over time to be trustworthy and attractive. He is one of the smartest men I have ever meant and I find that equally attractive. We take walks frequently talking and sharing about our lives. In those talks, I have found that he loves his wife, and his wife him, but there is no intimacy anymore. I shared with Jon that my husband cheated multiple times on me, is a very poor lover, basically, cums after 3 to 5 minutes max. Jon told me after that that is sad. He is used to 40 to 45 minutes per session of sex, with multiple sessions in a day. I told him I make my husband make an appointment for sex once a month so I can get ready for the disappointment. Jon said to that “I’d never be such a disappointment and you’d make many appointments with me.” and then winked. That is the bantering we have.

I had been building up my attraction to Jon for some time, and knew at one time that I had to make a decision on whether I wanted to seduce him, to screw his brains out and make love to him. To see if he is as good as he thinks (probably would be). I then decided to back off as life got busy with grandchildren and I guess he backed off. Then we came back to work and I spent a week with him and all that bent up emotion suppressed sexual tension came roaring back.

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? After four days back to work, Jon asked if I could meet with him in a conference room upstairs from our offices. I told him sure and at the time, went up. The room is small, is called the quiet room and has a nice table in it and then a nice bed in there. It was used for nursing mothers at one point. Jon came up and sat down and we started working on a training. As we finished, he stood up, shut the door and locked it, and came over to me and stood me up. “I should have done this a long time ago,” Jon said and then taking me in his arms, he kissed me, long and with passion.

I melted almost at once but a part of me held back. Jon felt that kissed me again, this time with even more passion and pressing me firmly against his body. One of his hands slipped off my back to my butt and squeezed it. I now gave in and kissed him back, forcing my hungry tongue into his mouth, tasting his mouth, sucking his saliva into my throat as I put my arms around his neck.

Suddenly his right hand on my butt slipped around and began to rub my pants in my crotch area. A second later his other hand came around and he was undoing my pants, He took them down to my knees and then grabbed my panties and brought them down to my pants and I simply stepped out of them at this point. My body was naked from the waist down.

Jon now went to work on my shirt, lifting it over my head, removing my bra and dropping them in a pile next to my pants and underwear. I stood naked with him and felt my nipples go erect and could feel my vagina getting turned on and wet. I then removed his shirt and tee shirt, undid his pants, and removed his clothing including the socks. I saw his penis was hard as a rock, sticking straight out and angled just a little upward. We embraced and I grabbed that luscious cock and stroked it as the fingers on his right hand began to feel me out.

It felt incredible to have a man feeling me, touching me, kissing me. Jon said “I want you, all of you.” making me feel that he did want me, completely. He told me how beautiful I was, I’m not, I’m plain but I could feel his sincerity and honesty as he shared his feelings. This turned me on even more. I took his penis and now rubbed it up against my vaginal lips, removing his fingers that had been touching them, and fingering my vagina. His penis was large, large in girth and I loved rubbing it on my clitoris. I found my magic spot there and rubbed it until I screamed into his shoulder as several orgasms washed over my body.

Jon now led me to the bed, not a normal bed, but a rather large exam bed and then he laid on his back with his extremely hard dick sticking straight up. “I’ve never done anything but been on the bottom,” I said, talking about the missionary position. “Trust me, you’ll love this with my dick,” Jon replied smiling slightly.

Jon had me mount him, and then guided me to lean forward and using my right hand, I guided his love muscle to my vaginal opening. Jon then easily slipped his penis inside of my vagina and it was pure heaven. I felt that manhood of a penis fill me, tingling my vagina and making me feel good. Jon directed me to now move back and forth, up and down driving his penis in and slightly out of my vagina. It felt so SO good as I did this. I kept up a slow but steady rhythm and felt his penis harden even more in me and felt the nerves in my vagina quiver with pleasure. I moaned softly “Uhm, Uhm, Oh” as we made love.

We continued this and I leaned slightly forward and Jon now rubbed my boobs and played with my nipples, stimulating me even more. I squeezed his penis with my vaginal muscles and his eyes went big and he moaned “Yeah.” I could tell his penis was filling with cum, it hardened, stiffened, and pulsated so I stopped moving. I rubbed his chest as he kept playing with my breasts, rubbing them. “Like this?” Jon asked? “So much!” I said. It was incredible. I felt sexually alive for the first time since perhaps my first year of marriage over 35 years ago. Jon’s hands now went to my side and he had me lean forward and I began to rhythmically move up and down on his wonderful penis again.

This time, I kept up the pace and increased it as I drove Jon’s penis in and almost out of my vagina. Our rhythm increased, our pace increased. I felt his penis now enlarge and it began to rub my vagina in just the right spot. I felt like I was getting weak, light-headed, and I felt pleasure spreading across my body. I looked at Jon who was intense and I went faster now, as fast as I could drive that wonderful penis in and out of my vagina. Suddenly I exploded as wave after wave of pleasure erupted in my vagina, in my body and in my brain. Pleasure, relaxation, intensity all at once and I moaned loudly “Ohhhhhhhh!!!!”.

As I kept feeling this orgasms spread across my body, I felt Jon’s warmth explode out of his penis and into my vagina. It was like a shot of quick warmth followed by an oozing of that warmth and then four or five more explosions into my vagina. Jon moaned “Yessssss” as he came in me. I now wiggled and moved keeping his penis in me, squeezing it, wanting every ounce of him inside of me. I kissed him long, passionately and felt his tongue in my mouth. “I love you,” I said to him. “I love you too,” Jon replied. We laid on top of each other, enjoying our afterglow, enjoying each other. Jon said “We better get dressed.” and I said, “Yeah, so we can go somewhere and do that again!” “Really? Jon replied. “Yes, I have never had it like that before” I replied. It was so good.

We got dressed and as my husband was gone for a week on a trip, we went to my house, and there we made love two more times that night. We took the next day off, went to my house and screwed four more times the next day and night, with Jon spending the night. We’ve screwed and made love at least twice a week since then.

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 continuing our sexual relationship and our friendship and enjoy spending time together and we really enjoy making love together. We are content with that for now and will see if this goes anywhere. I am happy to keep Jon sexually happy for a very long, long time, years while we keep our families intact. I think he is okay with that also.

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), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, I was feeling lonely, Release our sexual tension, acknowledge it and act on it.

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? First, the sex. Best sex I have had and better than the five-minute missionary style sex my husband gives so he can ejaculate in me like he is masturbating in me. Jon made love to me, made me sexually alive made me alive.

What was the WORST thing about this hookup? Realizing how bad my husband is in bed

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? More than willing with the right man to hook up. Not now as I have the right man sexually, physically, emotionally and mentally in Jon.

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? Incredible that great sex can renew you and give you a new outlook on life!

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 something I think between people who care about each other but may or may not be in a long term commitment. Also, marriage is on commitment of partnership in terms of finances, goals, direction, and family. Having a lover like Jon is a different commitment of sex, love, intimacy, and direction. In my case they are two different things I the hook up with Jon has given me the knowledge that I am fine with two men in my life who fulfill two different roles as Jon is with having two women in his life who fulfill two different roles.

What do you think about the Casual Sex Project? Good

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

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