So you can say that I have an… interesting relationship with my best friend. We didn’t wear a lot of clothes when we were roommates in college, we would get handsy with each other’s girlfriends (consensually of course, they were into it) and fucked in front of each other on occasion. After college he went into the the military, and moved away with his fiancée.
I had the opportunity to visit them at his various posting a few times as I’d travel for work quite a bit, and sometimes I’d find myself close by. I had a meeting about an hour away from where he was stationed, so I drove down for an evening with them. We were drinking pretty heavily on their couch, and the three of us started stripping down (as would often happen.)
Before we knew it, we were all pretty drunk, and very naked. I was sitting in the Mideast of the couch, between the two of them.
“You know” I drunkenly philosophized to my friend, “I Jack off all the time, but I have no idea how other people do it. Do I do it normally? Am I weird? I have no idea!”
My friend started stroking his cock right next to me. “This is how I usually do it, with my left hand and I give it a little twist.” He went from soft to fully erect VERY quickly. He is also rather well endowed. I’ve seen his cock more times than I can count, but only erect a time or two. And never up close like this.
“Huh. I just go straight up and down, like this.” I showed off my fairly normal technique, and pretty soon we were both jerking off next to each other while his wife laughed at the ridiculousness of the situation. She rolled her eyes and excused herself to go pee. “Guys are so obsessed with their dicks.”
As soon as she left the room, he reached over and started stroking my cock with that twisty motion he was showing off earlier.
“Whoa, what are you doing?” I asked with shock.
“Just playing with your dick. No big deal.”
I’ve had plenty of handjobs before, but never from another dude. And he knew exactly what he was doing. It was awesome. He must have felt my cock pulsing because he said to me “don’t cum.”
Do I told him to slow down, and I calmed down a little, and he continued to stroke my cock with that weird twisty motion that felt so good. “I said don’t cum. Yet.”
“Then knock it off for a second.” It was my turn to stroke his dick. I had only handled my own cock before, and I was shocked by how soft it was. His penis was much larger than mine, but mine was at least harder.
“Remember don’t cum yet”
We were stroking each other dicks still when his wife came back into the room.
“What are you doing?” She asked with visible confusion on her face.
“Just playing around. If it’s weird, just tell us to stop.”
“Do what you want.” She said with shrug. Her naked form sat back down next to us. I reached out at caressed her breasts while her husband stroked my cock.
“Now it’s getting weird. Put those away.”
So sadly we all stopped jerking off and went back to drinking. I haven’t touched his dick again since, but they still include me in their fun as an observer from time to time. I guess that will have to be enough.
I really wanted to cum though.
Source: reddit.com/r/gonewildstories/comments/o7ywjy/my_first_time_handling_a_cock_m_was_in_front_of
Have you talked to them about it since? I wonder what part of it was weird for her, and whether an open conversation between all of you could make things less weird. Seems like she was on board until you felt her up. Maybe she’d be down to watch you guys together if it didn’t include you touching her.