A foursome turned into me watching

I was taking a shower a my girlfriend’s apartment when she and her roommate/best friend wanted to get ready at the same time. I don’t have the biggest did in the world so I was reluctant to say the least but they were persistent so eventually I let them in and hopped back in the shower as quickly as I could. The shower door is glass so I faced away from them but they kept saying things like “don’t be so shy”. It was all very lighthearted so I gave in and turned around so they could see my cock.

They were cheering me on but I felt super vulnerable and I knew her roommate was judging me. Later when we all returned from the bars I was pretty buzzed and made a joke about having a threesome and her roommate (her name is Jenn) responded “I’m not sure you have the right tools for that.”

It caught me off guard but I rolled with the punches and laughed along with them. After the joke settled she said “I’m just kidding I dated a guy who was small too.” I wasn’t sure how comfortable I was having this conversation but she went on to say “He always fantasized about me hooking up with guys who were bigger….is that something you’re into as well?” She could tell I was taken back so she reiterated “I’m really not trying to be mean I’m just genuinely curious.”

I don’t know why but I admitted it was something I had thought about before and glanced over at my girlfriend to see her intently listening. Jenn continued to press the issue by asking my girlfriend how big guys from her past were and the two of them started naming guys and openly talking about their size.

Eventually the conversation moved on but a few months later her roommate started seeing a guy. His parents had a hot tub and were out of town so the 4 of us went to hang out there for the night. We started playing truth or dare and everything was pretty innocent until Jenn dared my GF to get us another round of drinks from the house. My girlfriend said something like “that’s easy” and began getting out of the hot tub.

As soon as she stepped out her roommate stopped her and said “Oh and you have to do it naked”.

My girlfriend laughed but she proceeded to untie her top and quickly pull down her bottoms before scurrying into the house. It was dark outside but everyone still got a good look. When she got back I figured she would get dressed again but she actually got back into the hot tub as quickly as she could.

Things continued to progress and my girlfriend dared her roommate to get motorboated by the group. Her roommate has massive boobs so I can’t lie I loved seeing her remove her top before letting us shove our faces between her one by one. Even though they hadn’t been dating long the other guy was super cool about me motorboating Jenn so I decided to return the favor and dared my girlfriend to get spanked by everyone. She stood up and with water dripping down her body she turned around and let us all smack her booty.

Eventually it was Jenn’s turn and after my girlfriend chose dare she told her it was time to go skiing. We were all confused for a moment until Jenn motioned like she was holding two dicks in her hands like they were ski poles. We all laughed but in the back of my head I knew exactly was her roommate was doing.

They all checked in to make sure I was good with it and even though I was unsure I went along with it. Time seemed to slow down but I found myself sitting at the edge of the hot tub next to the other guy while Kelly moved in front of us. She pulled my trunks off first then his. It was super quiet and awkward but she started stroking both of us at the same time and it was impossible to ignore the size difference. Nobody said a word about it but everyone was thinking it.

When the game came back around to me I chose truth and my girlfriend asked if I liked seeing her do that. I was taken back but I continued to roll with it and told her it was hot. Her roommate asked if I wanted to see more but I dodged answering her by saying they could only ask one question at a time.

After several more drinks and rounds of truth or dare the fateful moment arrived when my girlfriend was dared to go down on the other guy. He propped himself back on the ledge of the hot tub again and I watched the back of my girlfriend’s head begin to bob up and down. The feeling was indescribable. I was jealous and embarrassed but also incredibly turned on.

Eventually we moved the party inside and nobody even bothered getting dressed. We are messing around in the same bed when Jenn leaned over to me and asked “Are you okay with if Tyler has sex with Kelly?”

Up to this point I was hopping it would be a full swap but it became clear what was happening. I was unsure but I tried to appear confident and simply replied “I’m okay with it if she is.”

The conversation was loud enough for everyone to hear so we all knew what was next. I continued making out with my girlfriend and as I did I looked over her shoulder and watched Tyler join us. He was casually caressing her ass and grabbing her boobs until my girlfriend eventually turned her attention away from me and towards him. She kissed him over her shoulder right in front of me before slowly turning into him so their bodies were pressed together and she was facing away from me.

I scooted to the edge of the bed and let everything play out as spectator. Eventually he moved between her thighs and slowly penetrated her. I know I was a willing participant but I was almost in disbelief seeing it all unfold. The three of them continued having fun as I watched and the longer it played out the clearer it became I was getting cucked. I’m not going to lie it was embarrassing and humiliating to a degree but that also made it incredibly sexy.

I was a spectator for the most part but when my girlfriend began riding him reverse cowgirl she motioned for me to join her. I stood in front of her and she began giving me head but I think it became to much for her as she eventually stopped and began using me as more of a brace than anything. I think it was a bit of a defense mechanism but I decided to embrace it all by leaning my girlfriend forward so her ass was fully exposed to Tyler. Still leaning over her shoulders I grabbed her ass and began to bounce it up and down on him. After a minute or so of this he pulled out and as I began to move away to give them more space Jenn told me to “stay there.”

I realized Tyler was going to take Kelly from behind and Jenn wanted me to hold my girlfriend’s ass like I was just doing. I never imagined it would go that far but for whatever reason I did it. I more or less spread my girlfriend’s ass cheeks as Tyler took her from behind. Eventually I moved back to the edge of the bed and became a spectator again until they finished.

After everyone cleaned up I was really worried about how my girlfriend was going to react. I was specifically worried she was going to judge me for being so submissive throughout the entire thing but she was actually really cool about it all and kept thanking me for letting her have that experience. I’m still adjusting to it all but I’m an open book if anyone wants to chat.