[Group] Exploring assplay with my ex and my best friend

For a while Tim, Jessie, and me settled into a comfortable rhythm. He was spending basically all his time living at our apartment and none of us were wearing much clothing. This was back in the summer, when that was easier to justify, but we were never going out anyway. When you work from home and have live-in dick, you don’t need much of an excuse to stay in.

I would wake up in the morning. It was only a fifty fifty chance that he would be in my bed, if we had slept separately– there were plenty of times where the three of us slept all together. Since my work was remote now, I’d get up late and take a shower. If I couldn’t hear the telltale sounds of my roommate being fucking railed in the next room by my ex boyfriend, I might video call into work for a check in with my boss. Sometimes I would hear them start moaning while I was on a call and I’d have to mute it real quick, but I’m sure my boss heard it once or twice. I looked embarrassed enough anyway.

[Group] An update on me, my best friend, and my ex

This is jumping ahead quite a bit but I was tired of writing stories and nothing new was really happening in my life, so I went on hiatus. But seeing as things have changed a little bit I thought maybe I should provide an update.

Well, my ex started dating someone new. And at first he told us that it was over and we (me and my best friend) tried to go back to the way things were. There was always the fact that we had done some CRAZY things to each other hanging over our heads and yes, we did indulge once or twice when we were deep into a bottle of wine. For the most part we went back to being just good friends though.

And then my ex and his new girl were on a break. Things weren’t working out so he came over one weekend and we fell into old ways. Basically three full days spent naked and filthy. After that weekend, he got back together with his new girlfriend, but he didn’t stop coming over.

[FMF] My ex made me lick my best friend’s clit while he fucked her

After a few weeks of Tim staying over at our apartment, I didn’t think that there was anything ~spicy~ left that could happen to us. I woke up nearly every morning to the sound of my ex boyfriend in my best friend’s bedroom, fucking the shit out of her. Every time I went outside and bumped into one of my neighbors, they would give me dirty looks. I tried not to care, but I did. Most of the time I wondered whether they noticed that there was only one guy in the apartment. They had probably figured out already that Tim was “double dipping.” Yeah, I was ashamed at the thought that they knew. But even if I didn’t want him around, I don’t know that I could come up with a way to get Tim to leave. Even if he wasn’t fucking us he’d still be lounging around.

[MF] My ex fucked me in the ass while my best friend held me

Before I start I’d like to say a little something. A lot of people have expressed concern for my mental health and I think that’s amazing! It’s so good to see people taking that seriously. But I’d like to stress that everything in these stories was CONSENSUAL. When I felt jealous about Jess, that doesn’t mean that I resented her or that Tim turned her against me. Tim isn’t a great guy, I broke up with him after all, but he isn’t a monster either. He’s never done anything that Jess and me weren’t cool with. There’s a difference between someone being a guilty pleasure (lots of one night stands) and being an actual abuser. I don’t want to minimize anyone’s experiences, if you would have been uncomfortable in this situation, I get it and that makes sense. But for me, it didn’t do any damage to my mental health or my relationship with my best friend. Thank you for checking in though!
Okay, on to what happened next. After he fucked Jessie and got away with it, I think Tim got a lot bolder. He stopped leaving our apartment as much. For a while he was basically living there rent free. Occasionally throwing in money for takeout but otherwise living large off of our dollar. And me and Jessica didn’t complain. Like I said before, it’s nice to have a man around. Sometimes you need a lid unscrewed and sometimes you need to get screwed yourself.

[FM] My ex boyfriend fucked my best friend right in front of me

It got pretty easy to rationalize having my ex Tim around. Both me and Jess knew him, and with COVID keeping us stuck at home, it was nice to have a man around. He would do a lot of the shopping too, so we felt like he was helping us out. As for stuff like the time we messed around on the couch, well, it got easy to write that off too. We both had fun, didn’t we? The less said about how he had cum on our faces the better. We made little jokes about it, like how we were going to have our little boy toy come over and have some fun. Pushing to see where the line would be drawn.

[FMF] I sucked my ex’s dick and he still liked my best friend better

What do you even do when your ex boyfriend cums in your best friend’s mouth, while you’re sitting right there? It’s a little late to get mad. He had his hand down my pants and I didn’t stop him. I didn’t want to stop him. In the moment, I was okay with it. Jess and I jacked him off and he came in her mouth.

So after that little episode nothing happened. He ran to the bathroom to shower. Jess and me sat on the couch, tired, spent. She looked at me and blushed. Probably still tasting his cum.

He left almost right after he got out of the shower. There was no salvaging the night for me and Jess. We went back to our rooms and did our own things. I wanted to masturbate, but I felt guilty for it. I didn’t know why. Not communicating was super weird for me and Jess, even though it was starting to be normal for me and Tim. We didn’t talk about it. The next day we just chilled like nothing had happened. We definitely stared at the cushions a little too much but I had gotten facefucked on the couch only a little while earlier so I couldn’t really say anything.

[FMF] The time my ex came in my best friend’s mouth while I was sitting right next to him

My last two stories (check my profile) took place in early March, right as the pandemic was just getting serious here. Which is how my ex started texting me things like “do you need a ride to the store” or “can I come chill I’m bored” instead of making up excuses. And for some reason I wasn’t pissed anymore. I still didn’t like him, I didn’t want him to be my boyfriend again or anything. I just didn’t really care about it anymore.

After a few days he was hanging out in our living room. Me and my roommate were both stuck working at home, but the work was really trivial, so we spent most days hanging out in a baggy shirt and underwear. Usually we’d cover up if a guest was coming, but…

We still hadn’t talked about how she had blown my ex boyfriend. After my stupid encounter with him on the couch, we both knew what we both knew, but we didn’t want to talk about it. I was still miffed at her. Just because I didn’t want him doesn’t mean I wanted anyone else to have him, right? Classic dumb bitch behavior. All of this is a long winded explanation for why two babes were sitting on a couch in their panties while a dude neither of them were dating was sitting on the floor next to them.

[FM] My ex fucked my face on the couch the day after he made my roommate blow him

The morning after my ex fucked me so good that I thought about getting back with him, I woke up alone. He’d sent me a text telling me that he had work and couldn’t stay. I cried a little more. My roommate, my best friend, I heard her blowing my ex boyfriend in our kitchen. After I got all dressed up and looked nice for him. After he came in my mouth.

It was awkward. First because I was still wearing the lingerie he had fucked me in. I couldn’t be asked to take it all off, so I put a pair of sweatpants over my bottoms and went out to make myself a cup of coffee. That was more awkward. Because my best friend was sitting at the island in the kitchen (the island that my ex liked to bend me over when we were alone in the apartment and, sometimes, when we weren’t). I looked at her and expected her to fess up right away. When she didn’t I felt so guilty, like I shouldn’t suspect my best friend in the whole world of blowing my ex. We aren’t 16, after all. She has options. But as we pretend to make small talk and I drink my coffee, I’m totally certain that she did it. She looks guilty and I remember the sound too well. That gluck gluck gluck. I just couldn’t believe it. I couldn’t confront her, either, didn’t have the guts.

[FM] After we had sex, my ex made my roommate blow him in our kitchen

Things ended badly between me and my ex. It could have been friendly, because it was mutual, but both of us had our prides wounded when it happened. Insults were thrown everywhere. But even though we went from pretending to be in love with each other to screaming at each other every other day, we obviously kept fucking after the breakup. Every time I went over to his apartment I’d end up blowing him. Whenever he came over to mine to pick up his shit, he’d bend me over the kitchen island. I’d still call him a lazy, deadbeat asshole next time.

The only problem is that I have a roommate. He doesn’t, he lives alone. I always thought it was a pain in the ass that he never wanted to have date night at his place since we’d have more privacy, but it wasn’t like I was keeping him a secret from my roommate. We’re best friends, she would hear that I was still fucking my ex even if it wasn’t in the apartment.