This post is sponsored by The T Bar.


What’s your gender? Man
How old are you? 64
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Cleveland, Ohio
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? happily retired
What’s your current relationship status? I have a submissive who I allow to serve me four or so days a week and a married mistress who is in a sexless but otherwise loving marriage,
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? I am a dominant with spanking, corset, and leather fetishes
How many sexual partners have you had in your life (including oral sex)? It’s got to be around 80 or so by now. I don’t know, I don’t keep “score”.
How many hookup stories have you here posted before? 7

Pasta, Wine, and…Dessert

How long ago did this hookup happen? Two weeks ago

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

How would you best classify this hookup? Group sex

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? The first partner was my very obedient submissive. She’s 46, about 5’8″, very attractive but perhaps not beautiful, showing her age a little, excellent body, though. She used to dance in a “gentlemen’s” club. We’ve been in our special relationship for over a year and a half now. Our second partner was a much younger woman who works at the same barbershop my sub does. (It’s an up-scale barbershop where all the barbers are attractive women.) She’s about 5’5″, busty, a little chubby but an hourglass figure and definitely hot, maybe 27 or 28.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One of the dynamics in our relationship is that my sub brings women she knows either from dancing or from the barbershop to our bed. It’s a part of her submission. I have sex with other women but ONLY if my sub is also present. G. (my sub) brought Deb (her co-worker) home with her on the invitation of dinner and a hot oil rub-down. The two of them sat in the kitchen drinking wine while I cooked a nice pasta dish, all of us laughing and joking. Deb was young but I liked her. About halfway through the dinner G. told Deb I would be involved in the rubdown and by that time Deb was on board with it. We were having a really fun time, very light and pleasant.

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 went into the bedroom and G. stripped Deb in front of me as I sat on a chair, watching. Deb was a little shy at first but so obviously attractive in the nude that her confidence soon returned. What a nice round butt she had! Then G. warmed up some oil in the microwave in the kitchen while Deb and I made small talk, not touching, comfortable. Deb was kind of nervous, the slightest bit, without G. in the room and kind of hiding herself behind her arms as best she could, unconsciously, I think. I told her to stop, to drop her arms to her sides so I could examine her, which she did and which I did. Nice. And then G. came back with the warm oil. G. took some of the oil in her hands and began rubbing it on Deb’s tits. When Deb’s tits were nice and shiny with the oil and her nipples hard like bullets, G. stopped and took off her blouse. G wears a corset pretty much 24-7 but the corset she was then wearing had a soft bra top such that pulling the straps down off her shoulders exposed G.’s breasts, which G. did. G. put some oil on her own lovely tits, and began rubbing tit to tit with Deb, who seemed to enjoy it immensely. Soon they were both shiny pretty much everywhere above their waists, even G.’s corset. G. told Deb to lie on the bed, which Deb quickly did. G. dropped her shorts and her panties and joined Deb on the bed, G. kneeling. G. took more oil in her hands and began rubbing oil onto Deb’s legs, putting each of Deb’s legs respectively onto G.’s shoulders, and then oiling Deb’s midriff and loins, and then Deb’s pussy lips and clit. Deb rocked her head back and gasped and oohed and then G. went down on Deb, to Deb’s very great excitement. I got up out of the chair and walked over to the side of the bed and began undressing so my clothes fell on the same pile as their clothes. By the time I was nude I had a pretty good start on a nice erection, which I stroked with the same warm oil into a hard throbbing knob. Deb noticed me getting undressed and watched with interest as I coaxed my cock larger and larger, sometimes closing her eyes if G. hit a particularly nice spot but constantly reopening her eyes to look back on my growing erection. And then G. moved aside and I mounted Deb and entered her almost before she realized it. Deb was so damned wet from G.’s attentions that I slipped right in very easily in about half of a second, if even that. Deb let out a little moan as I began working her, pumping into her first slowly then harder, then slowing again, then faster, watching her, working her, as G. kissed Deb on the lips and tweaked her nipples. The girls kissed deeply as I pounded Deb and G. tweaked Deb’s nipples harder, almost brutally, and Deb came in loud moans and whoops. As she came I pulled out of Deb and rolled her legs up as G. lay across Deb’s chest, breast to breast, kissing her with deep open mouthed kisses. I entered Deb’s tight ass and she jerked only a little as I forced it all the way in, never breaking her lip-lock with G. It was so nice and tight, soon it was time for me to take my pleasure, I pulled out and climbed up onto Deb. G., seeing what was happening, reached over and finished jerking me off onto Deb’s lovely tits. I fell to Deb’s side opposite G. Deb was kind of whimpering, looking over at me, and then G. began licking my cum off Deb’s ample well-oiled breasts. And then Deb closed her eyes and then opened them again, looking over at me as G. kissed and licked her breasts, and I kissed Deb and she kissed me back. When G. had pretty much cleaned Deb off, she fell to the bed on the other side of Deb and the two women kissed, almost passionately, and it was obvious Deb was much more interested in G. than in me. I got up and went to the bathroom, washing myself off with a warm wash cloth, then I bought a bowl of steaming water and a washcloth back into the bedroom and began washing Deb’s pussy and ass, which surprised her greatly and which she really appreciated after a moment. She cooed “Oh my god!” as she closed her eyes with a satisfied smile. I went back to one side of Deb and G. relaxed to the other side of her. “Wow, that was really really nice!” she eventually said, “Really nice.” Deb was nice to me but again obviously more into G. so I got up and showered as the girls cuddled a bit more. Then, after I returned to the bedroom and my chair, G. led Deb by the hand and the girls took a shower. The girls came back to the bedroom with towels and dried each other off, with me kind of helping but still the third wheel, which was certainly OK with me. Deb kissed us both again and again. G. put on a clean corset liner and I tight-laced G. up in a clean corset while Deb watched, mesmerized. Then I brushed out G.’s hair, G. sitting on my lap, which is something G. and I both very much like, Deb again watching, not saying anything. And then I hugged G. because after I brush her hair it is very hard not to hold her and hug her and kiss her, as beautiful as she is to me. It was as if Deb wasn’t there. A lot of times at this point our guest might leave us but Deb wanted to stay, so we changed the sheets and the three of us went to bed (it’s a king sized bed), Deb initially between us even though I prefer to hold G when we fall asleep. In the morning we woke up with my G. nestled in my arms, her cheek on my chest,the way she usually slept, and Deb clutching onto her back, Deb’s tits pressed against my arm. (Actually, that felt nice to me, too, Deb’s tits and nipples pressed tight against my arm.) We had breakfast together, then Deb borrowed some of G.’s underwear and clothes (G. is bigger and taller but Deb is a little more zoftig, so it worked out almost perfectly even though you might not think so looking at them) and the girls went off to their job. It was really quite a pleasant time together, quite nice.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? I think Deb had at least two orgasms but while I know she very much enjoyed herself, I don’t think G. had an orgasm. After the hook up Deb was like a little kid fawning after G., on whom Deb clearly had a big crush. But G., of course, belongs to me, so although Deb has slept with us once more, she hasn’t been with G. alone. Deb is young, too young for us, she’ll eventually drift away. I told G. it was OK for her to have sex with Deb alone if she wanted to but G. isn’t so much interested. Deb was supposed to be a treat for me, G. said. I kissed G. (of course!) and thanked her and told her Deb was indeed a sweet treat for me.

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

What were your motives for this hookup? Fun, pleasure, horniness, Power / Dominance, It was easy / convenient, Gratitude/respect for G.

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Somewhat

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Somewhat

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? G. and I talked about it later and we agreed we both had a good time. It was nice, fine, OK. We were each and both pleased. Things like this make us feel closer. i didn’t tell anyone else, though G. may have, or Deb, particularly given the way Deb was apparently acting at the salon.

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? Sharing with my darling G. Whenever I think she’s just great, she always turns out to be better.

What was the WORST thing about this hookup? I don’t know, maybe Deb’s silly little crush on G.? I think it bugged G. a tad because they work together and others noticed.

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? Not at all negative

Anything else you want to add about this hookup? My G.’s the BEST! I am such a lucky man…

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