

Hello,
This story takes place about ten years ago when I was in college. At that time I was already in a long term relationship with a girl named Victoria - having been together since we were juniors in high school. At the time this happened, I was 20 and she was 21 and the pics are from then.
Victoria frequently participated in a plethora of sports at our university. We had quite a height differential as I am well over 6 feet tall and also have an athletic build. She was always fairly shy in social situations and came across as more conservative, but in private she had an incredibly high drive and loved to take risks- including sex in risky places like the car, at parks or even once in a target fitting room when we couldn't wait to get home.
A few months before the story takes place, her and I had several glasses of wine one night and started talking about kinks for the first time in years. She expressed that she frequently watched cheating porn as she fantasized trying another man- having only ever been with me thus far. I immediately jumped on the idea as I've always thought the idea of sharing her (with my knowledge and consent) was incredibly hot. She was very surprised at the reaction and we talked a bit about how it could become a reality- but the concept of complete strangers gave her anxiety, meaning she wanted it to happen organically. After this discussion her drive increased even further and we often role played in bed, but part of me suspected the fantasy wouldn't ever become reality in an organic situation. To my surprise that all changed just a few months later.
One night after a particularly rough day of work, we went out for dinner and drinks and our roommate at the time tagged along. He was about a year older and close to graduating at the time- a little shorter than me but also athletic with long straight hair. I was the designated driver but my roommate and girlfriend had many drinks with dinner and I suggested a movie when we returned home so I could catch up to them. When we got back, I put on Wolf of Wallstreet and promptly tried my best to catch up as they both also poured more rounds. I then ran to the restroom where I received a text from my girlfriend.
She messaged me saying she felt like my roommate was hitting on her and asked what I thought. I had felt like he was a little flirty, and texted her back saying so an reminding her that I was into the idea and even encouraging if she was into it. She responded saying she was game but didn't think she could go further than maybe giving him head if he was into it. I told her whatever she was comfortable with, I was too. She then texted back asking me what she should do to try and get the ball rolling. At this point it was already quite late- I recommended she excuse herself to the bedroom to put on something risque under the guise she was switching to pajamas for the night.
At this point we met up in our bedroom and I also threw on some pajamas. She settled on a thin, black satin robe, tied shut that stretched down to about halfway down her thigh with nothing on underneath. To be honest this was a regular for her night attire but obviously still incredibly hot. She asked again at this point if I was truly okay with anything happening and I reassured her- she could tell I meant it as well as I was already hard as a rock. We then both made our way back out and joined my roommate watching the movie.
I definitely saw what Victoria had been noticing at this point. While we all 3 sat on the couch, I saw him continuously checking her out and I pretended not to notice- even when he got to be extremely obvious about it. I could tell she was noticing too and definitely was being flirty in return. The movie was a perfect choice for this atmosphere- as the scene came on where a girl in the office was blowing a guy in the glass elevator, my roommate said that clearly the movie was exaggerated. Victoria chimed in she could see doing that- and openly started talking about some of the risky places we have had sex and that "almost getting caught was the best part, but maybe actually getting watched would be even hotter." She almost never talked so openly about sex. I could tell at this point just how horny she was. She went on to talk about how she had even gotten herself off at her work once (a story I had heard before and was a huge turn on for me too), when she was the only one in the room and wearing nothing under her dress.
At this point we all got up for yet another drink- and I quickly finished mine. I figured I would give her the best chance I could and then said I was exhausted and headed to bed- but that she could stay up and finish the last 30 minutes of the movie if she wanted. She said she would join me in a few as they sat back down on the couch and I made my way to our bedroom. I was dying from the anticipation at this point and my imagination was running wild until I remembered the home security camera we had in the main room- we all 3 had access to it to check on the house while at work or school. I logged in and was thankful I could see them both from the point of view.
At first everything was the same as when I left the room. The camera had no audio so all I could see was them facing each other on the couch talking with what looked like flirty mannerisms- not even really watching the movie. After a few minutes I watch him lean in and whisper something in her ear. I learn later that he straight up just asked her if he could see a glimpse of what was under her robe. She hesitated briefly, sat up onto her knees facing him, and then opened her robe.
He didn't hesitate for a moment. He leaned in and kissed her neck and grabbed her tits. They started making out on the couch and I watched her reach for his jeans- only a few moments went by before she had his cock in her mouth. This went on for about a minute before he stood up, grabbed her hand and led her into his bedroom where I unfortunately lost sight on what was happening. She filled me in on the rest of the story.
She said the second they got in his room, he quickly pulled the already open robe off of her and pushed her back on the bed. Without hesitation, he slid his jeans the rest of the way off and, in a single motion, slipped inside her. As she was telling me this later the same night, she explained she was so wet from what had happened so far she didn't even think twice about it even as he began to fuck her raw. This went on for a few minutes, with him thrusting into her standing beside the bed and her laying on her back with her legs wrapped around him until he came deep inside her.
She then said he laid beside her for a few minutes, catching his breath, before she felt him get hard again. She then climbed on top of him, still soaking wet and full of his cum, and road him nonstop until he came a second time inside her, taking much longer this time and filling her even further.
It was after this second time she promptly "snuck" back into my room, having also thrown her robe back on. Obviously I was wide awake and hornier than ever with all this happening- though dying with anticipation. She climbed on top of me and rode me hard and fast until my own load was added to hers as well- feeling her tighten around my cock as she came at the same time. She then collapsed, exhausted, and told me the story of all that had just happened. We barely got any sleep that night.
One of the parts she found hottest was that my roommate never knew I was aware and okay with what happened that night between them. That was not the last time they hooked up either- things continued over the next month before he then graduated and moved out. She liked him thinking they were "sneaking around" as she actually always told me in detail everything that happened. To this day, he has no knowledge I know what happened.
E.E.
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