What’s your gender? Man
How old are you? 62
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Pennsylvania
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Retired
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? Hound dog
How many sexual partners have you had in your life (including oral sex)? 60 plus
How many hookup stories have you here posted before? 0
A Willing Participant
How long ago did this hookup happen? Ongoing since 2014
What was your relationship status at the time? Single
How would you best classify this hookup? Friends-with-benefits
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 long-term friend who at one time was a definite MILF who started to show her age due to the draining effect of a nasty divorce and subsequent poor dating results. Sally and I have known each other since high school. I was friends with her ex-husband. Subsequently no interest in developing a LTR or getting sucked into one. After the divorce, Sally would stop by to have a beer or two and chat. In 2014, she remarked that she was getting frumpy. She was getting depressed and no longer felt sexual.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? At one point or the other, I mentioned that I ought to take a few pics of her so she could track her progress of getting her figure back. That suggestion led to 85 photo sessions since April of 2014. While I initially instigated the visits which result in a photo session are occurrences that we both feed off of.
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? Initially, the photos taken were of her fully clothed in various profiles. Slowly the kinkiness started setting in. Side profiles turned into pics with her blouse raised to show her belly. Then came the pics with her bra exposed. Then bra and panty pics. A big step came when the bra was pushed up and her breasts were exposed. It was like the flood gates were opened as it became very easy for her to display her total body to me. Depending on her mood each photo session has varied. I label these 85 sessions as casual sex as none have ever turned into a full blown sexual encounter. The sessions follow a pattern of fully dressed pics in various poses then bra and panty. Depending on her mood, she allows various nude pics. On occasion, there is a sexual activity such as a hand or short blow job, fingering, or penetration with a dildo. When she is the mood for relaxing she is needy for a g spot massage and a tension reliever squirt. Once in a while, she will bend over and allow me to take pics from her back side. I also know that this is an invitation to take her from behind and give her a load of my cum. A few times she has treated me to the remnants of a cream pie deposited by her boyfriend.
How sexually satisfying was this hookup? A little
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? If not for the kinkiness of the photo sessions her visits could be termed normal. I have learned to allow the photo sessions to evolve on her terms. My goal is 100 photo sessions. We have never dated nor does there appear to be a desire to. We are strictly friends with a common kink.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, No penetrative sex happened,
What were your motives for this hookup? Fun, pleasure, horniness, Power / Dominance, Just happened, I don’t know why, just went along with it
How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it
How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it
To whom did you talk about the hookup? How did they react? This is my first admission of the photo sessions.
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? It feeds a kink to have a collection of pics taken over a period of time.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? no
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Fairly negative
Anything else you want to add about this hookup? I believe the photo sessions satisfies my kink to take erotic pics ans her kink to be an exhibitionist.
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 is healthy.
What do you think about the Casual Sex Project? Neat
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