Jerked off with my stepdad once. We were driving cross country and sharing a hotel room. We both got pretty drunk, ended up watching some shitty pay-per-view porn and stroking side by side on the bed.

Turns out he's hung like a fucking horse. I mean, I'd seen him soft before so I already knew it was big. But it was a fucking monster when he was hard. He teased me when he caught me staring. Said it was okay if I wanted to touch it... so I started playing with it and tugging him off. Needed both hands, lol.

I think he wanted/expected me to take it further... and tbh I came really close to going down on him, but I felt too weird and self-conscious. Especially after he cracked a joke about my mom liking it too... I think he meant it in a flirty way but it had the opposite effect and kinda shocked me out of going further.

I eventually got him to shoot and he came like a fucking firehose. Got all over his chest. He laughed and went to the bathroom. I had a guilty fap and finished myself off while he was gone. Then we both went to sleep. Never talked about it again.

Well, we're not "boyfriends" or anything but I have a casual thing going on with my former stepdad.

I know that sounds super fucked up, but just to be clear up front, he's not a pedo and didn't groom me or anything. This didn't start until I was 23, and he's been divorced from my mom since I was 16. But after the divorce I maintained a solid relationship with him. And then when Covid hit, I lost my job, and ended up crashing with him.

In my defense, from what I've read a lot of people went kinda stir-crazy during the quarantines and ended up in weird sexual relationships with whoever they happened to be living with? Anyway, in our case it started as us just drunkenly jerking off together. And somehow that became kind of a routine. And we started opening up about sexuality shit... him talking about how he used to fool around with other guys when he was my age, and me talking about how I was maybe kinda sorta a little bit bicurious.

So anyway... one thing led to another and it turns out sucking cock is pretty fun. And then after a couple months of me blowing him I decided fuck it, all the gay boys online are also going on about how great prostate orgasms are, maybe I could give that a try. And it turns out they were right lol, and that riding cock is pretty fun too.