A couple of years ago, when my boyfriend and I were getting out of college and starting to work, we decided to take a nice trip together. He was doing well at his job, so we had some money saved up and always wanted to go to a nice resort together. We picked a nice tropical country to go to, booked a resort on the beach, and went off. I was still pretty new to cheating on my boyfriend and having affairs. I only had a few...

I had my eye on my boyfriend's dad for a while now. He's not the most attractive guy but isn't bad-looking either. Fairly average all around. Average height, nice hair, nice face, and kind. I was attracted to him and often fantasized while masturbating about being with him secretly. I have always been into taboo, specifically about sexual relationships between people who should not have one. Ever since I started cheating...

Almost all my thoughts the following week were about my dad, more specifically what we did. We talked throughout the following week, telling each other we missed each other, that we wanted to see each other again, and that we were excited to be together again. I told my bf I was going home again and he understood that I did not want my Dad to be alone. I told my bf I was able to cheer my Dad up a bit and he was happy to h...

Things were going well for me and my boyfriend. Sure, the sex wasn't as kinky, intense, or thrilling as some of my previous escapades, but we were in a good place after my boyfriend walked in on me mid blow job causing our break up. I hadn't cheated and didn't seek out any opportunities to do so. Sure, I got flirted with from time to time when I was out, but nothing came of it. My best friend and I decided to go to a litt...

My dad was in rough shape after he discovered the texts and pictures on my mom's phone that revealed an affair to him. It was with his co-worker, about ten years younger, very good looking, and charming. I took notice of him when I went to my dad's company event and made sure to be able to talk to him. I guess my mom had similar ideas. I was living with my boyfriend and I got a call from my dad explaining what happened. I...

Some context to this story is I was assaulted and didn't want to have sex for a bit. I told my boyfriend and he was sympathetic and understanding. Soon I started wanting to have rougher sex and he was unable to really get into it. Our sex life was vanilla, and I was fine before, but it wasn't satisfying me anymore. He is great otherwise, supportive, funny, smart, great to talk to. I was pretty much only fantasizing and ma...