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What’s your gender? Woman
How old are you? 55
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? London
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? Marketing
What’s your current relationship status? Single
Religious affiliation: Agnostic
How religious are you? Not at all
How many sexual partners have you had in your life (including oral sex)? 30
How many hookup stories have you here posted before? 1

Trying Out Being A Submissive

How long ago did this hookup happen? 6 months ago

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For less than a year

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? My fuck buddy is very beautiful. He is half my age, with dark hair and huge blue eyes. I met him on Tinder a while ago and we’ve had an on and off thing ever since, which includes dates in the outside world and intense sessions in my house. I like him; I find him amusing. Some of his habits are not to my taste, but he does me no harm and when he gets to grips with me, he does me a lot of good.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We make arrangements by Whatsapp about when to meet and he is always on time. He usually instigates it, because it is much hotter for me to let him in be in charge.

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 get dressed as instructed in stockings, corset, panties that undo at the side, very high heels, lots of makeup and perfume, and my long curly hair absolutely wild which he loves. He arrives on time, and his fingers are in my cunt almost before he is through the door.

We kiss and I ask if he wants tea or a drink. He doesn’t, he is impatient to get at me. So we go straight to the bedroom. He bends me over the end of the bed, tears off my panties and lays into my bottom with his nice warm hands. I can feel his hard cock pressed against the side of my arse while he spanks me with increasing force. After a while I begin to squeak, so he pushes me down into a sitting position, and rams his cock deep down my throat, pumping it until I choke and my mascara runs down my face.

Then he pushes me back on the bed, straps a ball gag around my face, and ties my wrists and ankles to the top bedposts so I am completely exposed to him and at his mercy. At which point he takes the most enormous vibrator I have ever seen out of his bag, plugs it in and starts in on my clit. I nearly jump off the bed with the intensity of sensation, having to beg him to stop before I explode. He smiles evilly, and turns it off, putting his fingers inside and making me squirt fountains, as I wriggle and scream with sensation. Then he’s untying my legs and putting them over one of his shoulders, so he can fuck my dripping wet pussy as he kneels naked on the bed. I stare at his beautiful face while he does this, sensation building and building in my body. He knows exactly how to keep me hovering on the edge, but I am not allowed to do anything to him which feels slightly frustrating.

Then he has had enough of that. Unties me and forces me to kneel on the floor looking up at him, he wanks over me and comes on my face. I love watching him holding his cock, and his face as he reaches the end. The warm, musky fluid drips down my cheeks, and I am so hysterical with arousal that I don’t know where to put myself. So he puts me back on the bed, and with surprising gentleness, licks and sucks my clit, with his fingers in my vagina, until I reach a peak and cum, screaming with pleasure.

After that, he flops beside me and looks into my face. I look into his. We kiss each other’s lips. We have established we think the other one is beautiful, so it pleases us to look at each other. I may be in my 50s, but I look great. Then I try the enormous vibrator on myself, while he watches, and I cum again.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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 had tea and cake, and chatted about all kinds of things, as we always do because the friend bit of friends with benefits is very important to me. Sometimes he takes me upstairs for another go, but sometimes he just goes home. He never sleeps with me. Nothing will change with this relationship, it is stable in its own funny way. He is non-monogamous and so am I, but he has a girlfriend and I am single. Sex with him is nearly always great, even when he is in a more vanilla mood.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Submission / Relinquishing power

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? I talk to some trusted friends about my experiments.

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? Just that I tried being submissive and letting my lover dominate me, and it all worked quite well. It is not something I would want to do every time (although he always spanks me, which I adore). It was fun to mix things up a bit.

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I may seek more submissive experiences.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

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? After many years of celibacy, casual sex has been my way to find myself again as a woman, to love myself and see myself through men’s eyes as desirable and sexy. It has transformed my life.

What do you think about the Casual Sex Project? Very cool. I’m all for it.

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