For years, I got fucked with rubbers, and it was always uncomfortable, if not downright painful. So although I knew I was a bottom at heart, I usually restricted myself to sucking and swallowing loads. I had no idea what I was doing wrong. I was cleaning myself well, used plenty of lubrication, but getting fucked was always a challenge.
Until one day I was lying in the woods behind a nude beach (great place to get dick!), and a top with a gigantic cock came around and pushed it in me raw before I had the chance to say anything. My hole was slightly lubricated, but it should have hurt like hell still. But once I got over the shock of what was happening, I realised one thing: the dick was gigantic, he was fucking me like a possessed man, and yet there was no pain at all! Indeed, all I could feel was a pleasure I had only felt once before (with my then boyfriend, years ago, one of the few times he fucked me raw).
That's when I realised that the problem wasn't that I couldn't accommodate cocks in my ass, but that the rubber was the cause of the pain. From then on, bareback has been my way of life, and I try to avoid condoms as much as possible. There's just no comparison between the two. In fact, raw dicks are about the only thing I can take in my ass without problem, no matter the size. Rubbered dicks, dildos and buttplugs all hurt, no matter how much lubrication is used. Maybe I need to get tested for allergies (I have a few already, so that could be the reason).