I jerked off with my stepdad
My stepdad was always very open about his sexuality and how much he liked certain female celebrities and hot girls, and I'm sure he was a sex addict. So, it wasn't surprising, in hindsight, that he told me that he saw from the browser history what porn I'd been watching. He basically told me it was fine and that all guys need to watch porn. And he said I didn't need to be so secretive about it, since we both liked porn.
I was pretty embarrassed at first, since I'd never openly talked about porn with him. But after a while, we'd end up casually chatting about hot girls and porn stars we both liked. And that led to talking about specific scenes we'd watched and different categories we liked. One thing led to another, and we were showing each other clips and then watching whole scenes together.
Basically whenever my mum was out the house for a long period of time, we'd put porn on the TV and sit next to each other chilling out and enjoying hot porn sluts together. It felt natural to jerk off as well. It kind of just ... happened. We were both touching ourselves through our underwear and then the next thing I knew we were both jerking off. It was kind of surreal but also felt completely chill. I miss it a lot.