[MMF] My first unexpected bisexual threesome

Please excuse the grammar as I’m typing this on my phone. This is a true story about this past weekend with my girlfriend and her good male friend. I identify as a straight male, very masculine and have only ever dated women. I’ve had experiences in the past in threesomes and orgy’s but have never done anything sexual with a man, until this weekend that is.
My girl and I rented a cabin in the mountains for the long weekend. It’s been a year since we’ve gotten away and we just wanted to get away from the stresses of work and kids. One of her male friends from college was going to come up for the day and hang out with us. We’ll call him Dan for the purposes of this story. About an hour after we checked in I heard a knock at the door. I opened the door and greeted Dan with a firm handshake. He was a pretty tall guy, I would guess about 6’5 and 200-230 (same as me with a few inches in height). My girl squealed and ran over to lay a big hug on him. We all talked for a while, they caught up and I got to know him better. I had always heard stories about him from college but never anything romantic.
The night carried on and Dan went to his car to get some things that he had for my girl Kate. He came back carrying gifts, a large bong and a bag of weed. Kate and I didn’t smoke too much weed but we decided that we would partake with him since he did offer. About 4 good hits later and everyone was feeling good, very relaxed and a bit amorous. I hadn’t seen Kate high before, but apparently it cranks her libido into overdrive. She proceeded to tell me how turned on she was and what she intended to do to me later; I was really digging high Kate. It was getting late and we invited Dan to stay the night since he was high as a kite and wasn’t in any shape to drive.
This particular cabin had a four person hot tub that Kate and I intended to take full advantage of later that evening. After we finished our dinner we all decided to head for the hot tub. Kate invited Dan to come out and soak with us. I was a little perturbed as I wanted to get freaky with my girl. Dan started stripping off his cloths right in front of us and we followed suit. Dan was in pretty good shape and was packing some serious lumber. I’ve always had a thing for cocks, just looking at them, and Dan didn’t disappoint. I would say he was 7-8 inches and thick. We ran outside and jumped in the hot tub since it was 18 degrees.
The conversation flowed and we continued to partake in the super strong weed that Dan brought. We continued to hit on the bong and eventually all of our heads were swimming. Kate started feeling around under the water where she found my cock hard as a rock. I felt her slowly begin to stroke it under the water which drove me crazy. I’ve always had a bit of an exhibitionist streak so I was enjoying the covert action under the bubbles. I could tell that Dan knew what was happening but he kept it to himself until I was almost ready to cum. He glanced over at Kate and asked if she intended to leave him out of the action? Kate has always been a bit vanilla and a proclaim monogamist so it surprised me that her good friend would hit on her. I was right on the edge and his comment pushed me to the point of no return. I felt my balls tighten as I stood up to cum. In an instant move Dan moved to our side of the hot tub and took my cock into his mouth. I was in complete shock but it was too late. I came so hard filling his mouth with ropes of hot cum. He swallowed most of it but some ran out of his mouth and down his chin.
I stood there with my cock in Dan’s hands and my jaw on the floor. Kate was shocked a bit too, but she wasn’t surprised. She failed to tell me that Dan was bisexual bordering on full on gay. We both took exception to his violation of our trust without even asking. He smiled as he wiped the cum from his face and quickly apologized. He said that he was so turned on that he couldn’t resist taking my load. Kate told him that it was not okay and that I wasn’t bi. To be honest I didn’t hate it but would have liked to known what he was going to do before he did it. That ended our evening in the hot tub as we all retreated to the warmth of the cabin. The weed had made us all so tired that we all passed out rather quickly.

The next morning came and I awoke with a raging had on. I did as I usually do and rolled over and grabbed Kate pulling her close to me. She felt my hard cock and wriggled her has pushing back in to me. We started pawing at each other and soon enough were covered in each other’s saliva. I love it when Kate sits on my face, it is one of my favorite things. I pulled her up over my face and locked my arms around both of her legs ensuring that she couldn’t wiggle away. My tongue went to work on her wet pussy resulting in a gushing orgasm in no time. She couldn’t help herself from moaning loudly and locking her legs around my head. I heard a knocking at the door and heard Dan’s voice. I couldn’t make out what they were talking about. The door closed and Kate pried herself off of my face. She said she was hungry and wanted breakfast.

After breakfast we decided to hit the hot tub and bong again. Soon enough our heads were swimming more than the previous night. We soaked for a bit then went back in to the cabin. Horny Kate made another appearance and she confessed that what happened the prior night was a turn on for her. She didn’t condone it but it clearly made her feel tingly down below. Dan then came out and asked if he could watch us have sex, just as an observer. I was in the lifestyle with my ex, so this wasn’t that unusual for me. Kate on the other hand wasn’t so sure.

After a few minutes of discussions, Kate took a chair from the kitchen table into the bedroom and put it at the foot of the bed. She told Dan that he had to sit there if he wanted to watch. I was in shock as this was completely out of character for her. Dan had a seat and we started going at each other again. I hadn’t busted my nut yet so I was super turned on. We start going at it when I glanced over at Dan. He had pulled his cock out of his pants and was stroking it. I could tell that Kate was getting so turned on by this as I continued to fuck her doggy style. She and Dan were looking each other in the eyes the whole time which weirded me out a bit. After about 20 minutes Dan left the room and we switched positions. She was now on top reverse cowgirl riding me like her life depended on it. Out of the corner of my eyes I saw Dan come back into the room. He wasn’t wearing any cloths and was clearly aroused.

Kate and I continued to go at it as Dan sat, watched and stroked himself. He asked if he could sit on the bed to which Kate looked back at me and then motioned him over. Dan slid on to the bed next to us which was seriously turning me on. I’ve always enjoyed an audience and this was scratching that itch. I was so pumped full of weed and hormones that I would have let most anything happen. I think Dan realized this and took advantage of the situation. He asked Kate if she needed a hand and we both accepted his offer. Soon enough I felt his tongue on my balls while Kate was bucking up and down on top of me. It was so intense that I almost lost control. He began to lick my balls eventually working his way down to my ass licking around my tight hole and fucking my ass with his tongue. It was all I could do to not cum but the weed helped me hold my orgasm at bay.
I would have never asked for any of this but I have to be honest that I was really enjoying all of the attention. Just when I thought things couldn’t escalate any more, they did. I felt Dan stop and I saw him grab some of our lube off of the nightstand. I wasn’t really sure where this was going but I was very curious to see how it ended. A moment later I felt Dan’s lubed finger slide into my ass. I had never had anything foreign in my ass before but it didn’t suck. I then felt one of Dan’s his finger hit my prostate and a wave of pleasure coursed through my body unlike anything I have ever experienced. He continued to put pressure on my prostate with his finger causing me to lock up and almost lose consciousness. The waves of pleasure kept coming one after then other. Gent’s, if you’ve never experienced a prostate orgasm before, you’re missing out on one of life’s great pleasures. Dan continued to work is finger into my tight ass adding fingers until he had 3 fingers inside of me which was a little too much to handle. He stopped to let my body adjust before continuing, and to let me catch my breath.

Kate looked on with a combination of pleasure and disbelief as Dan continued to work me over. He removed his fingers from my ass and apparently asked Kate if he could have some fun with me. She looked back at me and saw that my eyes had rolled into the back of my head. She told Dan that he could probably get away with anything at this point. He asked Kate to move off the top of me for a moment and she complied. Dan pulled me to the edge of the bed and told Kate to climb back on. She was so wet that she easily slid back on to my cock, only this time she was facing towards me instead of away. Her smile told me that she was in heaven and enjoying this new experience. I felt Dan lift my legs a little, enough to expose my tight hole but not enough to push Kate off the top of me. I thought that he was going to continue to finger my hole, but he had other plans. He moved in closer and I felt what could only be described as something the size of a coke can press against my ass. I let out a gasp and moan as he started to gently press his monster cock against my hole. I called a time out for a minute to make sure that Kate knew what was going on. She looked behind her and then back at me giggling a little. She told me that she was glad that it was my ass and not hers that Dan was about to attack. Dan continued to slowly press in to me. I’ll be honest, I wasn’t enjoying this as it was starting to get painful, really painful. I told Dan that he was starting to hurt me and he backed off a little. After what seemed like an eternity, I felt the head of his cock pop past the entrance to my ass. He stopped and let me adjust to the feeling of him inside me. He slowly pushed in to me until I felt his balls come to rest against my ass. It was at this point that I realized he had the whole length of his giant cock inside of me and it hurt like hell, so much that I started to go soft. Kate climbed off of the top of me and marveled at the sight of Dan’s giant cock buried in her boyfriend’s ass. Dan started to pump his cock in and out of me at a slow pace to start. It was still all pain but I was incredibly turned on so I let him continue. The pain eventually started to subside as my ass started to stretch more easily around the girth of his cock. He picked up his pace a little more and his breathing started to quicken. I felt my prostate start to tingle again and the waves of pleasure returned. The orgasms came quickly and intensely this time causing me to almost scream with pleasure. Cum started to ooze out of my cock in a constant stream of cum. Dan grabbed my cock stroking it back to life as it continued to cover his hand and my stomach in cum. Kate decided that she wanted back in the game and quickly mounted my throbbing cock. This was too much for me and I started a 5 minute orgasm. The waves of pleasure just kept coming and my cock filled her pussy with my seed. Dan had held out until this point but I think this pushed him over the edge. I felt his cock get very hard inside my ass, he tensed up and let out a moan that startled both of us. I felt his cock start to twitch as he released his load deep inside my ass. It felt a little warm, but I did feel everything get really slick as his cum started to ooze out of my ass. We all collapsed in a pile of flesh on the bed for probably 20 minutes.

I have never questioned my sexuality until this point. I’m not attracted to men, but I would definitely do this again as it was the most amazing orgasm that I’ve ever had.

Source: reddit.com/r/gonewildstories/comments/7nuzu6/mmf_my_first_unexpected_bisexual_threesome