I posted an ad on Craigslist when I was 30, looking for an older man and got a reply from a 55yo with a very thick 6inches he was moderately hairy and had nice low hanging big balls. I was able to host so invited him over. It was my first time touching another man’s dick so I was nervous and he understood. His cock was pretty amazing, I loved his scent too, couldn’t get enough of it in fact. I went from giving him a handjob to rubbing his cock across my face and using his precum like chapstick to trying to slide the whole thing in my mouth. I quickly discovered I had a gag reflex but I’ll be damned it that was going to stop me. I was able to make him cum and boy did he, I’ve never came like a porn star but he did and I’m not going to lie, I loved the taste of his cum. I kept sucking him after and playing with his cock. After about 20 minutes of us lying in my bed his dick began to get hard again, I asked him if he wanted me to suck it again but he said no, he said he wanted to fuck me. I’ve never been fucked before and was honestly scared by how thick his dick was. He said I needed to “prepare myself, inside and out” so I went to the bathroom and quickly hopped in the shower, as I was showering he got in with me and started grabbing my ass, he got on his knees and made me arch my back while he licked my asshole it felt good, he even forced his tongue up my ass and told me how much of a whore I was. By this time I was completely turned on, he told me I needed to call him daddy from now on and that he was going to cum in my ass to mark his territory. He had me lay down on my stomach and got on top of me, after several minutes of him fucking me with a well lubed up finger he slowly started to stuff, literally stuff, his thick cock I to me. OH my god, it did not feel good, it felt exactly like a very thick cock being stuffed into my very tight virgin asshole. I tried to relax and was finally able to, it hurt a lot in the beginning but when the pain went away he fucked my slow and deep and I loved it. I had a very nice fwb relationship with him for a few years but we lost contact sadly. Been searching for another daddy ever since.