It had been a couple of weeks since I had sex with Billy in front of Jess. Jess and I had talked about that night a few times. It was crazy to know how much it had turned her on. Every time we'd start talking about it, she would get so horny she had to have sex right here and right now. I wasn't complaining. Jess was so sexy; I was so turned on by her and I loved having sex with her. I'd be lying if I said that talking about that crazy night didn't turn me on either.
I could tell Jess wanted a night like that to happen again when she planned another small party and invited Billy.
I laughed when she told me her idea to invite Billy again. "Wow, you really want this to happen don't you!" I teased her.
"You know I do baby. It was SO hot! I would love to see that happen again... But no pressure! I am just inviting him, and if something happens, it happens!" she said and gave me a wink.
Honestly, I thought it was sexy that she was setting this up, but I wasn't really imagining that it would happen again. That night with Billy was hot to think about, but I wasn't sure I wanted to make it a habit. It felt like it could have been a one-time crazy thing. I stopped thinking about it.
The night of the party, I was a little shy to see Billy in a group setting. Every time our eyes would meet, he'd give me a little smirk like he knew our secret. I looked at Billy and had flashbacks of that other night. I imagined him naked, his dick, and how he fucked my ass so well. There was something really taboo being at a party with people and knowing that I had that guy's cum in my ass before. I couldn't help to get turned on.
Jess was sipping on her drink beside me away from the guests. "So, what do you think babe? You want to have sex with Billy again? She said innocently, almost like a child asking for a new toy.
"Ha ha, not sure, is that what you want?" I responded. I was honestly confused, not sure if I even wanted to do it. I was turned on, but shy about the whole thing. It was hard for me to talk about openly with Billy in the same room.
"You know I do! But, again no pressure. I love you." Jess said softly and pecked me on the cheek before she rejoined the party.
The night actually went really well, it was awkward at first, but I just ignored the fact that Billy had pounded my ass weeks ago and just acted like nothing had happened. Jess' friends were really fun, and I remembered how laid back and chill Billy was. We played some drinking games and had some fun conversations. I was getting a little drunk with time, and the party actually went longer than I expected. By the end of the night, Jess had a couple of friends still here including Billy. I had come to terms that Billy and I weren't going to do anything tonight. I was actually getting tired and my head was slightly spinning due to the booze. I decided to call it a night and go to bed.
I could still hear muffled sounds outside my door but I was still managing to fall asleep. I was about half asleep, when I heard the door crack open, I didn't even look up, I just stayed on my back and slightly opened my eyes to realize the room was pitch black. Jess was probably getting ready for bed. She came in bed with me. I felt her hand softly grazing my leg, slowly bringing itself to my dick. She was probably horny, thinking about Billy and I in the same room, but she may have been slightly disappointed nothing happened. I was still half asleep so my dick wasn't getting hard very fast. Her fingers started petting my limp dick and balls slowly and it felt really good. I was slowly awakening. She grabbed my semi-hard dick with her hand and then I realized something. This wasn't Jess' hand, it was much bigger and it started stroking my dick. I slightly jolted out of my trance and then I heard a voice.
"Shh, it's ok, it's just me" the voice whispered.
I recognized Billy's voice instantly. I was not expecting this but I immediately became hard as a rock.
"There you go... he's awake now..." he said softly as he stroked my dick sensually and bringing his other hand to gently massage my balls.
This was feeling really good. I decided to not overthink and just let it happen.
It felt different to get a hand job from Billy. Jess had small hands and it felt like she had to work harder to stroke my dick. Billy's big hand basically covered my whole dick in one handful and it seemed like he had power over me. He easily stroked my dick, like if it was his little toy. Something about that made me feel extremely submissive. I still had my eyes closed and I was just enjoying the moment.
"Dude, you are soaked!" Billy said as he removed his precum covered hand from my dick.
"Oh sorry..." I responded; slightly embarrassed that I had made a bit of a mess.
"Don't be sorry, this is really hot, it lets me know that you are loving this" he said reassuringly. I heard him lick his fingers clean. That was really naughty.
He took my hand and guided it towards his balls. They felt big and full. I instinctively started to massage them. I've always loved playing with my own balls, but playing with Billy's balls was something else. I knew how good it felt, so I felt naughty being able to bring that pleasure to him quite easily. I changed between grazing, squeezing and petting his balls and he was letting out small moans. I grazed my fingers up his shaft and quickly remembered how big and thick his dick was. There was something about touching a really thick dick that was incredibly sexy. I could feel how hard he was and the thicker veins on it, it had a really nice texture. Playing with his dick was really fun because I was imagining it was mine. I felt so turned on imagining that I had such a big dick and remembering that it wasn't mine. Joe's breathing picked up as I stroked his dick slightly faster. I really loved being able to pleasure him, it made me feel powerful. I was a bit in a trance right now and decided to engage with him.