There was a stretch during which I was meeting most of the women I dated on OK Cupid. One day, a couple of years ago, I logged onto OKC to discover a note from a woman named Nancy who was intensely curious about my lifestyle. She explained that she had a Catholic upbringing and simply had too much guilt to do the casual/non-monogamous sex thing, or at least she was working on getting over that guilt in an attempt to do it. She wanted to know how I could live with myself – well, that’s grossly over-paraphrasing, but you get the idea.
We messaged a bit and I told her a bit about my worldview, and inquired about hers. We agreed to meet for lunch, simply to continue the discussion, but she was very clear that it would be a platonic encounter only and not lead to anything. I didn’t mind – any encounter is fun – so I readily agreed.
Over lunch we continued the conversation. Nancy was intrigued and a bit jealous that I could set aside the social mores in which we reside and simply live in the moment doing what felt good. The irony is she was single and about my age, so there was literally nothing holding her back from exercising her carnal pleasures. Except her own internal roadblocks.
She was especially intrigued when I told her about my experience with sex clubs. By that point I had probably been to a half dozen or so, and was quite taken by the whole experience. I explained how it worked, the layout of the club, the etiquette of meeting and having sex with other couples, the whole ball of wax. She remained intrigued but reluctant, so I finally proposed that she should come with me one time just to check it out. What the hell, live a little. To my delight she agreed.
I walked her to her car and we hugged good bye. I hadn’t (yet) kissed her, hadn’t seen her naked, hadn’t fooled around in any way, shape, or form. But the next time we met we would be heading off to have sex with each other, and likely others, in a room full of strangers doing the same thing.
Sometimes I have to pinch myself.
We texted quite a bit in the days leading up to the date. Nancy had to make sure she had her outfit right, we had to figure out what alcohol we would bring, we had to arrange a meeting time and place. (I picked her up at her apartment. I’m old school that way.) But mostly she just had nervous energy she needed to vent. I was happy to be the recipient of it.
Finally the day arrived and I picked her up, as agreed, at her apartment. She was wearing a short, black, body-hugging dress. She is tall and attractive with dark hair and a good body. I was excited.
We went to a bar to get a drink first. Our order was straight from Mad Men and she told me she wasn’t wearing any underwear (at all, of any variety). I told her to show me and she hiked up her skirt – right there at the bar – to reveal the small patch of groomed hair between her thighs.
The night was just getting better.
When we arrived at the sex club, it was already fairly crowded. We got a drink and found a table to chat. Almost immediately an attractive couple around our age asked if they could join us. Partly because it was crowded and there was no where else to sit, but partly because that’s what you do at sex clubs. Meet people.
The other couple were named Pam and Stan. Pam you may have read about before, but this was the first time she and I met. The four of us chatted for a bit; Pam was an appreciator of sex clubs and had visited six or eight in different cities and countries around the world. Stan was a recent boyfriend and was a reluctant first-timer; he was doing it for Pam. But the four of us hit it off, including Stan and Nancy, and had a nice conversation.
Later Nancy and I made our way to the back, her dress came off, and sure enough, no underwear! We fooled around for a bit and then had sex. We certainly had fun, but she was a little overwhelmed and distracted by the whole scene. Which was entirely understandable. In short order we found ourselves joined by Pam and Stan, and before I knew it Stan and Nancy were enjoying each others’ company.
Which didn’t bother me one bit. Because Pam was – in my humble opinion – smoking hot, smart, incredibly fun, and sexy. She is blonde, beautiful, extremely voluptuous with incredible tits and a perfect, curved set of hips, and is very intelligent and caring. She and I hit it off right away.
But (ironically) she was concerned about not making Stan jealous. Recall that he was there reluctantly, and was hesitant about sharing any of Pam’s attentions. I say ironically because Stan’s face was buried between my date’s thighs at that very moment. So Pam and I had some fun with it. At one point the four of us were sitting and talking, Stan and Nancy (my date) sort of cuddling together, and me sitting behind Pam but facing the same direction she was. Which gave me cover to reach under her ass and stick a finger up her pussy and start playing with it. Meanwhile she reached behind her back and stroked my erection, all the while the two of us maintaining a poker face for our respective dates.
It was pretty fun.
Before Pam and Stan left she gave me her email address, which, fortunately, I memorized. Or nearly memorized. I had to add an “s” to the domain name but after some trial and error I ended up connecting with her a week or so later. And she became a good FWB/regular for a while. Until she ended up with a serious, monogamous long-term boyfriend about a year later. Ah, it was a great run while it lasted, and we’re still friends. (Careful readers will note she has already made an appearance in this blog, and will again. For more Pam see the Small World of Casual Sex story.)
But the story didn’t end there. For all her nervous energy Nancy, my actual date, had happy feet and was all over the place. Or maybe it was just her personality.
So at one point I found myself in the middle of the floor (made of mattresses), having just finished a threesome with a lovely couple I had just met, and Nancy was no where in sight. But glancing toward the couches against the wall I noticed a(nother) gorgeous blonde woman sitting there alone. We made eye contact and – recall my philosophy that fortune favors the bold – I immediately went over and sat next to her.
Her name was Cari, and she and I struck up a conversation. Normal getting-to-know-you chit-chat. Job, kids, where we lived. She is a serial entrepreneur, lives in the East Bay, and had a couple of different businesses percolating as we spoke. But my favorite part (of course) is all of this happened while she were both completely naked. Not a speck of clothing on either of us.
At that point Pam and Stan were leaving. Pam came up to me as I was chatting with Cari, gave me a hug, and whispered “email me.” I whispered back “I will,” then turned to continue my conversation with Cari. Fully aware that neither of those women were my official date that evening.
It turned out that Nancy, my date, was hanging out with Cari’s date, unbeknownst to us. Cari and I chatted for a while longer, wandered around the club together, and eventually had sex. And it was pretty amazing. She had one of the most incredible bodies I’ve ever seen in a woman who is, shall we say, age appropriate to myself.
Well, you can be the judge of that. Since that’s Cari’s ass adorning the top of my blog. It was pretty damn special.
So yes, Cari and I also exchanged contact info that night, and Cari also turned into an ongoing FWB. Although shorter-lived than Pam. Mostly because she lives far off in the East Bay (Danville), and she has a whole lot on her plate. And many, many male suitors. So I was more of a short-term fling for her than vice versa. But it’s okay, we had a good time and we both have nice memories.
And Nancy? Well, we never saw each other again. Although we messaged and talked about it a bit. In fact she talked about ponying up a (female) friend to join us at the club as a threesome, but that never materialized.
But she had a good time with Cari’s date. And with Stan. And with me. And by the way receiving an erotic massage and giving the masseuse a blow job. So she did just fine that night.
Just fine for an uptight Catholic schoolgirl.
#FirstDateAtASexClub #CatholicSchoolgirlAdventures #NoUnderwear #SecretFingering #MetPamThatNight #MetCariToo #Nancy #Pam #Cari
Source: reddit.com/r/gonewildstories/comments/fsopac/first_date_at_a_sex_club_mf_and_f_and_f_and_m_and