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I was 19 and answered an ad for an apartment. That’s how I met Jen, my roommate. We got along great. She smoked pot and hooked-up with different guys and girls regularly.
I was dating my BF for 2 years and he was the only guy I’ve had sex with.

My BF was driving up to visit me for the weekend. The FWB of Jen (Simon) was having a party and Jen invited us and we went. Simon took my BF to a theater room to watch a ballgame and do whiskey shots. Jen took me to a gazebo out back and us girls smoked pot. After an hour, I was super relaxed when Jen and I started kissing. We’d kissed before, but this time we were into each other. She slid her soft hand up my dress, along my thigh and started fingering me. She started slowly with one finger and then she went to two fingers and moved fast. I was so horny, my panties were wet and I couldn’t wait to have sex with my BF. Jen suggested we discover the guys and leave. We went inside and Simon was watching TV with my BF was passed out. Simon said he would help and Jen requested an Uber. I went to the bathroom and ditched my cheap cotton panties because they were too wet. Jen told me there wasn’t anyone that could take 4 at the same time so she requested two cars.

Simon went with my BF, and Jen and I took the other car. Jen said, “I hate that your boyfriend drove all the way up here to fuck and he’s out. Looks like you’ll be hooking up with Simon later.” I was shocked and said, “I don’t think so. My boyfriend will wake up soon.” Jen laughed and said, “While you were in the bathroom Simon told me your boyfriend took some pills with whiskey shots. I hate to tell you, but he’ll be out till tomorrow. I’m tired. I plan to take the couch when we get home. You can fuck Simon. He already fucked me today which is good for you, he’ll last longer.” I was still high, but I knew what was going on. Simon’s hot and I wanted to do something fun for a change. We were close to the apartment so I asked, “What if he won’t?” Jen said, “Trust me he will. When he first met you he asked about your status and he’s always talking about your sexy ass. Your boyfriend will never find out.” She added, “If your worried, tell Simon to use a condom I have plenty in my room.” The driver pulled in and Jen said, “Decision time girl. What’ll you want to do.” Simon was carrying my BF to the door. I said, “I’ll do it.” Simon put my BF on my bed and I shut the door. Jen covered up with a blanket on the couch and said, “Have fun. You know were everything is.” We went to her bedroom and shut the door.

We removed our clothes and he was already hard. He put on a condom and I laid on the bed. He started on top. He went in with one smooth thrust. We did a few positions and he’d been fingering my butt the entire time. I was face down on the bed and I felt him attempting anal. Normally, I would object, but I was still relaxed from the pot. I told him he could take the condom off as long as he stayed in my butt. He got a bottle of lube from Jen’s toy drawer, drenched himself and squirted some in me. I used my hands to open my cheeks. He started out slow then sped up. I was beginning to enjoy it when I felt him finish. He gave my butt a soft smack. We told each other we had a great time and agreed to do it again soon. I took a hot shower with him then got into bed with my BF.

The next day, Simon woke up early and left. Jen went ‘shopping’ so I could have some ‘alone time’ with my BF, but he woke up around noon with a bad headache. I acted like I was upset and he felt bad for being asleep so long. My BF wanted to have sex before he left, but he couldn’t get hard. I tried giving him oral, but nothing. He left that afternoon.

Simon and I hooked-up a few more times, even with Jen. Mostly booty calls.
After a month i broke up with my bf.

Jen and I decided to go on a 3 month European tour when the lease was up and we had pretty much fun together.

NSFW: yes

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