Three men in a bubble bath
Image Source: Corbin Fisher

I have something I need to confess: I’m mostly a serial monogamist.

I’ve had a lot of sex in my life, but it’s all been with my partner in the context of a relationship. I love the romance. The whispered sweet nothings. The deep gazing into my partner’s eyes. And the intimacy of making love with a man I love. For many of my adult years, I’ve been in great relationships with some incredible men.

Some relationships ended acrimoniously, but most ended sweetly.  There was a mutual recognition that we were headed in different directions.  Yet there was still gratitude for the time we had together. One of my exes even became one of my very best friends. But after being single for a good five months with no prospects on the horizon, my sexual dry spell needed to come to an end.

One of the most popular gay circuit parties happened to be in my city over Memorial Day.  So, I decided to let loose and see what kind of trouble I could get into. I went with a group of friends but spent much of the night venturing to different parts of the room to dance with different guys.

One guy caught my eye right as I walked into the room.  A lean, muscular, smooth-skinned jock with great pecs and abs. I saw him looking at me too, but I decided to bide my time and approach him later in the evening.

After a couple hours of dancing, I plucked up my courage and approached the man I’d been making eyes at all night. His expression lit up when I approached him, and I introduced myself. He introduced himself as Matt and we chatted for a minute.

A Decent Proposal

Then, to my very great surprise, he pulled over another hottie and introduced him to me as Luis, his husband. I was momentarily speechless, but recovered gamely, and told them what a cute couple they were. After a few minutes, we got as far into small talk as is possible with EDM blaring all around. I kissed them goodbye and absorbed back into the pulsing mass of dancing bodies.

About 15 minutes later, I felt a tap on my shoulder – it was Matt, and he wanted to know if I had plans later that night. He and Luis were interested in a threesome with me. Again, I was momentarily speechless.

I said my plan was to be anywhere he was (perhaps a little too quickly), and Matt whisked me away to meet Luis and grab our clothes. Along the way, we talked logistics. Where did I live? Close by. Did I have roommates? No. Could I host? Absolutely. I asked if they wanted to use condoms. They said they’d respect my wishes, but preferred not to use condoms. Both were recently tested for STIs and were on PrEP.

I decided I was ok with going bareback with them. I told them this was my first threeway, and they seemed excited to show me the ropes.

We got into their car – Matt drove, and Luis was in the backseat with me. He immediately got out his dick and pushed my head into his crotch. I gave him head the whole way to my apartment, only coming up to shout out directions to Matt.

When we got to my place, Luis and Matt got busy on the bed right away. They instructed me where and how they wanted me, and went to town! Here’s what I learned and experienced.

Man suggestively eating two bananas

There’s a whole lot going on.

With three dicks, three mouths, and three prostates, there’s a lot of body parts that want stimulation. Pretty much every orifice and every limb was constantly occupied during the threeway. It was exhilarating and a whole different level of sensory excitement. It was a little overwhelming at times, but I got better at it with a little practice.

So. Many. Positions.

The number of positions, combinations, and roles seems unlimited with three people. In the course of my first threeway, we did missionary, doggy style, trains, and double penetration-in every conceivable combination. Matt and Luis seemed like they wanted to try as many things as possible, and I was all there for it.

Logistics can sometimes get awkward.

Switching positions can take a bit of logistical navigation. When we tried double penetration, we had to rearrange a few times to get the best angle. You should be willing to laugh and not take yourself too seriously.  It’s key to getting through these awkward, but really funny, realistic moments.

three bananasa covered in glitter and sprinkles

Couple dynamics.

My threeway was with a married couple, and I was fascinated by their dynamic during the whole thing. It was a special experience to be invited in to share intimacy and sex with them. I loved seeing how they communicated, touched, and reassured each other. At the same time, they gave me attention and made me feel like a sex god. Everyone felt equally engaged and involved, and I was honored to be invited in.

Stay open-minded.

Everyone wants to try something in a threeway, and the other two have to be open and game to play around. Matt was giving me some dirty talk like I’d never experienced before, and I actually found it incredibly hot. Then, while he was fucking me, he reached for a glass of water on the headboard, took a sip and spat it into my mouth.

Aside from being somewhat startled, I rolled with it, and had a great time trying out a new type of play. No matter what type of sex and play your partners are interested in, there will be a lot going on, and things come at you from all sides. Go with the flow, and add in your own flair to the dynamic!

Was it worth it?

Overall, my first threesome was an awesome experience. It was a lot of new stimulation for one evening, but I’m so glad I tried it. I think I’ll be better prepared for the next one, and more aware of what I want to do and try. Threeways are not for the faint of heart. There’s a lot to do and think about all while being constantly stimulated. As a single man, I really enjoyed the experience of playing with another couple.

If you go into a threeway with your partner, it’s so important to be on the same page, to plan in advance, establish some ground rules, and make sure the other person is feeling equally involved. 

A threeway can be an awesome experience for everyone with communication, a sense of adventure, and openness. I don’t always want to have sex that way (I still love being totally absorbed in and by another man with whom I’m in a relationship), but for those times you want to be adventurous (and a little naughty), a threeway is the way to go.