Author: DeansSexplorations

The “How Well Do You Know Us?” Game [MFF]

[Originally published in April 2017]

Late last year I sponsored a threesome with two of my good friends, Ruby and Rose. Both of whom I’ve blogged about previously. We had gotten that particular group together a few times before, the first time being the six-some that is STILL on my list of stories to write. This was our holiday season get-together.

We met at an elegant nearby hotel, and started with drinks and a bite in the bar. The three of us had also met for a threesome at the same hotel several weeks previously, at which I set the tone with various toys and edibles. The two of them had decided that this time they would prepare the evening’s activities and I was to just show up and go along with what they had in store. Which I was delighted to do of course.

After some lovely conversation, food, and adult beverages, the three of us went upstairs to our room. The two of them unzipped their bags and quickly set up the first activity of the evening, which turned out to be a warm-up designed to get everyone’s clothes off. Read more »

Tindering in Uganda [MF] [MF] [MF]

[Originally written March, 2017]

It’s my final day of an approximately 10-day trip to Uganda, partly for business and partly for pleasure. Regular readers will recall that I love checking out the sex scene in other parts of the world and understanding what the norms and conventions are, how people go about doing the dating and mating dance, and all of that.

For that reason I’ve been looking forward to this trip for a while. While I did have my South African Stripper encounter a few years back I haven’t had a lot of experience with sex on the African continent and I was excited to experience it a bit more first-hand. I did go on OK Cupid a few months ago just to see what was what and it was pretty much a wasteland. So I figured I’d try Twitter, another trusty standby, or if that didn’t work out I figured I’d hang out at some bars and nightclubs and check out the scene there.

As it turned out there was no need to hang out in bars and nightclubs. Read more »

Mardi Gras Foursome [Group] [True Story]

It’s the last weekend of Mardi Gras as I write this, so I feel an obligation to tell the story of my Mardi Gras adventure last year. It does seem mandatory, after all.

I had always wanted to experience Mardi Gras; it was a bucket list item that I had never gotten around to. So last year I told Kimber, my wife, that I wanted to go and she gave me her blessing. But not being into it herself, she said she would book my airfare and hotel for me and that I should have fun. That’s part of what makes our open marriage work so well. She gives me the freedom to do what I want and I don’t give her grief about staying home and not partaking.

As the New Orleans trip was coming together I mentioned it to my friend Marina, who had never been herself, but who was always up for an adventure. Marina is tall, attractive, confident, and assertive. She proposed coming along, and I said sure, it sounded like fun. Read more »

First Date at a Sex Club [MF] [and F, and F, and M, and M]

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. Read more »

Doing JFK Proud [MF] [True Story]

I happened to be chatting with my friend Wendy tonight. I couldn’t decide which story to write next, so I gave her a few choices. She suggested I go with an oldie but a goodie, so in that spirit let’s go back to the late ‘80s…

It was the summer between my junior and senior year in college, and I was a Congressional intern working on Capital Hill. It was an amazing experience, especially at that age. I got a small glimpse into the inner workings of our nation’s government, and a bigger glimpse into the inner workings of a few lovely young interns and Congressional staffers.

It was a great summer, with many highlights, sexual and otherwise. I got a blowjob at the Iwo Jima monument, and a different night I fooled around with two women in my dorm room on the same night. Not at the same time unfortunately. But the best story was with my friend Julie.

Julie and I had gone to high school together. She was a year behind me, and we had a fun, sweet, flirtatious relationship. When we met she already had a long-term boyfriend and she and I had more of a big brother-little sister relationship, but the mutual attraction was palpable. We went to different colleges but kept in touch, and when we did see each other the electricity in our young, hormone-infused bodies was conspicuous. Read more »

“There Was So Much Going On I Didn’t Always Know Who Was Between My Legs” (Three-Couple Dinner and Sex Party Part 2) [MF] [MF] [MF]

Ah, where to begin on this one?  I recently blogged about my friend Calliope and me conspiring to throw a three-couple dinner and sex party, one of her big bucket list items. There was a bit of a back and forth to get the guest list all settled, but in the end we had an all-star guest list. Adam and Jennifer, Eve, and my young, new friend Chuck would all be joining us at at the Airbnb Calliope had rented for the occasion. A lovely spot near the beach. 

It was a great group, and I was confident it would be a great night.

After weeks of anticipation, the day finally arrived (this was last Saturday as it turns out). A last-minute flurry on our Kik thread saw Chuck again generously offered to bring whatever we needed, while Eve wondered if there was a pre-party because she was so ready to fuck, like now. Adam and Jennifer confirmed their wine selections. All was set. Read more »

Three-Couple Dinner and Sex Party Part 1: Settling the Guest List [Group] [True Story]

I’ve written about Calliope, my Greek Muse, several times recently. It’s been a lot of fun being her partner in crime as she knocks off her sexual bucket list items – even with, or especially with, the added challenge that I’m nearly a continent away. But we’ve been able to pull off a few fun firsts for her including her first MFF threesome, and we are planning her first MMF threesome the next time I’m in Chicago.

But maybe the most audacious bucket list item I’m working with her on is our upcoming three-couple dinner and sex party, which is scheduled for next weekend.

In the fall, she learned that she would be traveling to the Bay Area the third week of February, and wanted to maximize her time here. So she asked me, if she provided the location and made the dinner, could I assemble a guest list.

A task right up my alley! Read more »

Car Fuck on a Public Street [MF]

Last week I attended a Burning Man party in downtown Oakland with a few friends, and met a lovely and sexy woman named Jody. She has a shock of crazy blond hair and a vivacious, infectious energy. She was a friend of my friends, and we hit it off the minute we met.

After a while the group went to a bar, where we all drank, danced, chatted, and flirted, where we slowly lost people one by one until it was just me and Jody. Jody told me her previous fuck buddy had wanted to take her to a sex club but she had never been, so I offered to take her to one that night, right then and there. She was tempted but had to get up for work early the next morning, so we decided to take a raincheck. I told her I would walk her to her car so she could get home and get some sleep.

Which was fully my intention. Honest.

Her car was parked about a block away. It was on sort of a back-street off a major thoroughfare. The street was well-lit and there were one or two other groups of people walking down the block at the same time as we were. Read more »

I Brought a Date … to My Date [True Story] [MFF] [Sort of]

As published in [Dean’s Sexplorations:](https://deanssexplorations.tumblr.com/post/156791875077/i-brought-a-date-to-my-date)

My friend Sofia and I have been doing a slow burn over the past couple of months. Close readers of the blog will recall that she was the woman I originally met and fucked at a sex club a couple of years ago, then re-met at the erotic art show in the Vibrator Torture story. Even though her husband was originally the one to propose playing outside the marriage, he’s since had second thoughts so she’s working to get that all figured out before she can play with me again.

No worries. We’ve been having regular old platonic fun just connecting and going on lunch dates. I’m playing the long game after all. Our next date was set up for Thursday this week (yesterday). She is sexy, smart, and incredibly in touch with herself. I really look forward to time with her.

Earlier in the week I was a little bored, so I fired up Tinder to see what was what. A bunch of swipes and a conversation or two, and suddenly I was getting hot to trot with Ariel, a woman in an open marriage who was extremely frank, open, and assertive in her desires. We had so much in common it was a little eerie. Before the night was over we agreed we had to find time to meet. Read more »

First MFF Threesome [MFF] [True Story]

I have been having fun working through my backlog of stories, while sprinkling a few new ones in to boot. But there are a few that I consider somewhat foundational, and this is one of those. So here goes, my first MFF threesome. After all, it seems a bit out of place to write about foursomes, or six-somes, or some of my recent threesomes, before writing about the one that started it all. So to speak.

Mimi was my second friend with benefits since my wife agreed to open the marriage. She is a strong, sexy, Armenian woman who knows what she wants and isn’t afraid to go for it. She and I had met in a sex club and hit it off, then had a few subsequent one-on-one dates. During pillow talk on one of those dates she admitted to me she had never been with two guys, but really wanted to, and I admitted to her that I had never been with two women, but also wanted to.

The next time I reached out to Mimi to set up a date, she replied that she was available and that she had a (female) friend who would be interested in joining us. She wondered if I would mind… Read more »