My first roommate after college started dating a girl who did local community theater. As would happen, I would be invited to some of the shows and after parties when my roommate would go to meet her.

If you've ever hung around "theater people", you know that things can get... freaky, especially after a show when booze gets mixed in. Plus, there's a lot of sexual fluidity in that type of group.

I met one girl, Jessie, that was cute and seemed into me. We started hooking up. Then there was Kirk, who was Jessie's friend. Both Jessie and Kirk claimed to be bi-sexual, but it was usually just they would get drunk and make out with girls, but I always knew Kirk to only be dating other men.

One night we're at Jessie's place drinking and smoking blunts when Kirk says, "I would love to watch you two fuck." I laughed, and joked he would probably try to join in.

"Maybe."

"I wouldn't mind it," added Jessie.

A few more drinks later and Jessie decided to get on her knees and start pulling my dick out. I was okay with this and she started sucking me off. Kirk was in another chair and saw he was getting hard. Jessie pulled up and told Kirk to sit next to me, and she proceeded to pull his cock out and would alternate between sucking and stroking the two of us.

At one point, Kirk tried stroking my cock while he was being sucked, and I stopped that. I said I was cool with us both doing stuff to to Jessie, but I wasn't doing anything to him, nor him to me. I could tell his was bummed, but those were the ground rules.

We moved to the bedroom for better options, and what progressed from there was a hot little 3some. Kirk and I would take turns fucking Jessie's pussy or getting sucked off by her. He refused to eat pussy, so I would go down on her while she blew him. I would eat her from behind, or she would be on her back and he would stand next to the bed. We would swap positions and places.

Kirk said he was getting close to cumming when standing next to her getting sucked and begged her to finger his ass, which she did, and he filled her mouth. And then went to sit down.

I kept fucking her and she said she wanted me to cum on her face, which she had never allowed before. She got on her knees and started sucking, as I was getting close I pulled out to jerk off on her and she said... "I want Kirk to do it."

I paused for a second, but the feral brain took over and said okay. He stood behind and one hand wrapped around my cock and the other cupped my balls. Her mouth was just sucking on the tip as he stroked and I couldn't hold back.

The first shot was in Jessie's mouth, but she pulled away to catch the rest on her face. Kirk kept stroking and I was in heaven.

Afterward, Jessie wiped some off her cheek and fed it to Kirk.

That was the only time it happened, and things ended with Jessie soon after. It got too weird with Jessie wanting me to do more things with Kirk, and Kirk asking the same.

But, it was hot at that moment.