This all started a few years ago. I’m in my thirties and he was in his twenties.

My friend and his younger brother all go to the same social events. He started hanging with some bad influences in his later teenage years and got hooked on drugs. In and out of rehabs. I tried to help where I could. He became like family. We all wanted to see him stay clean.

Fast forward awhile and he moved to another area so we didn’t see each other a lot at this point. I’m not even sure how the conversation started, I’m sure partly me being brave and chasing my own high that I got from trying to seduce guys, but I told him I was curious.

To my surprise he said he was too. I wasn’t sure if I believed him especially since his brother was a part of a joke that was along those lines years before and almost outted me. This was a nice looking guy… skinny white, dirty blonde long shaggy hair. He was a pretty boy and got called Bieber a lot as a joke.

The next time we talked he sent me pictures to try to prove he was serious. We ended up trading pictures and videos on Messenger and Snapchat for awhile. Then we started talking about messing around.

I know I was an enabler at times and always had a soft spot for his excuses. This opened the door wide open for them again. We started an unhealthy trade of enabling each other in our respective vices. I knew half the excuses were crap but held on to hope that this dream hookup would eventually happen.

I admit I know this whole thing was wrong and I got in way over my head. It got to where he was using me for money way more one sided and I began to completely doubt his sexual desires. I got mad and tried to distance myself from being taken advantage of.

Then he found himself in a bad spot where his girlfriend died and he started to spiral and his brother asked me if I would let him, the little brother, stay the night with me. For me to keep an eye on him before he takes him to a rehab the next morning. I agreed and let him because I still cared about him.

He got there and we just watched TV at first then we eventually started talking. First time we had seen each other since all the sexting. I bring it up and he said he still swears he’s serious. I sit closer to him and put my hand on his leg and work my way to his dick.

I look and make sure he’s ok and he gives me the nod to keep on. I get up and get on my knees at his feet on the couch. I lower his shorts and boxers. Out flops his hard cock. Pretty big and now I know while all the girls were after him all the time. Some who would then go after me but that’s another story.

I grab his shaft and start to jerk it. He tells me he’s still upset and he’s not sure if he could cum. I went up and down jacking this long thick cock. Looking up at the friend I’d known for years. Between not wanting to take advantage of him any more and still being afraid to try much back then, I stopped there.

I knew he was serious now and I knew it wasn’t the right time for either of us so we moved on. Started back just hanging out. Well I thought but then the user in him starts to show and he asks if he can reach out to this guy using my phone or computer that I know is trouble.

To be honest, now I’m pissed and back to questioning everything. Did he just manipulate me so I would let him go off out of my watch. I end up telling him he could use my computer if he sucks me. I give him it and pull down my shorts. He turns around his ball cap and drops to his knees.

This didn’t seem like it was his first time. He took my shaft in his mouth and started bobbing his head and turning it around. I keep pulling out teasing him with it. Loved seeing my precum connecting from my dick to his lips as I did.

We stopped and he asked for the password and I used it as another chance to tell him to suck me. I did the same thing teasing him then pulling away and just leaning back telling him it. I let him talk awhile then I took it back from him.

I know it was wrong but I kinda did that out of being hurt myself. That was pretty much it. We went on with the night like nothing happened. He left that morning and bounced around a lot since.

We are in different circles now and he’s married. He ghosted me shortly after they got together. I still don’t know what was real and what wasn’t but I’m used to that. It wasn’t my first and wasn’t my last time down that road with a “friend”.