Watching a planned 3sum feel apart, watching an unplanned 3sum didn't

Hopefully this is easy to follow. I had written all of it out and then somehow moved away from the page before saving it — and no, it wasn’t saved in drafts.

First, some context: me and my girl have been sharing her or almost 2 years. In that time she’s been with 7 guys, one is a regular. I don’t watch. That’s not my thing. I’m into reclaiming, honestly. I like when she gets home and tells me, in graphic detail, everything her and her date got up to.

The only time I’ve ever said I wanted to watch was when, in mid-orgasm, I blurted out I’d watch her in a 3sum with two other guys. I mean, it wasn’t exactly those words … that would have sounded very clumsy.

We got off to the idea of that for a couple months and then it was proposed we actually do it. Her regular guy (we’ll call him OG) was down to try it. But when we tried setting it up with a third it just wasn’t happening. TWICE it fell through, even when we had booked a hotel room and everything.

Then one night, while me and my girl were out at dinner, we got a call from OG saying he had a buddy in from out of town and he was into the idea. I’m not going to lie, I kinda felt suddenly sick. Maybe it just felt really sudden. I asked my girl and we agreed, why don’t we just meet him. The met us for drinks.

It was awkward, I mean, what do you say in that situation? After a couple drinks we all started just laughing and making jokes — not about this thing about other stuff. My girl went outside to smoke a joint with the new guy (NG). Weed is my girl’s kryptonite. When she returned she sat between across from me in our booth. It was decided we’d give it a go. There were some “ground rules” proposed, like, *this isn’t a porno, not slapping or bullshit like that.*

We paid our tab and drove in separate cars to NG’s airbnb. I asked if she was okay and we both agreed that things did feel like it was moving pretty quickly but, if either of us ever wanted to back out, the other would also back out, no questions asked.

We arrived at his airbnb condo. They were already inside make a couple drinks. For almost 40 minutes we talked just about nothing and that’s when it occurred to me that none of us had ever been in this situation and none of us know how to start.

My girl eventually went to the restroom and the three of us sort of sat quietly. OG asked if I was cool just watching or did I want to join in? I said I was there only a silent observer. It was meant as a joke, I’m not sure if it came out that way.

When my girl came back, even though she was still in her underwear — you could see her bra strap — she was wrapped in a towel. She said, “I have to work early tomorrow so … if we’re going to do this.”

We all followed into the bedroom. Once there, we all got down to our underwear. I sat in a chair — Ooooh! a cuck chair, now I get it. There was a lot of awkward laughing. Very, “Well, now what?” But at some point something just sort of clicked in, if that makes sense.

They took turns kissing her. Feeling her ass and tits through her panties and underwear. It was much more sensual that I think I was expecting. Eventually they were all laying on the bed and as NG kissed her and feeling her tits, OG was down between her legs, sliding her panties out of the way, tasting her.

They went to swap but she stopped them and instead tugged down their boxer briefs, pulling out their cocks and stroked them both. She took each one, one at a time in her mouth. At one point she looked at me and just said, “This is crazy.” “Yeah, I know,” I said.

They eventually got to the fucking portion of the night — one of the ground rules was, even though she and her regular go without condoms, for tonight they would both wear condoms. Ground rules, everybody.

I can now see why this is easier when everyone knows each other — when one would fuck her the other would be forced to remove their condom to put their dick her mouth. (Notes for next time??)

They tried to get her to have an orgasm but the whole situation seemed too much, though she said she was enjoying herself, it was hard to “get there.” The guys eventually did cum all over her stomach and tits.

I finally got up and climbed on top of her, their cum sticking to her tits and my chest. They quietly left the room, closing the door behind them.

It was hot. But we both agreed this might not be a regular thing.