Nope … it was the weird sensation of being dug into within my abdomen that most unnerved me. I'm mostly a top, but I do get into bottoming moods, and I wanted this guy that I had been fucking for a couple of weeks to be my first real dick up my ass. He was very well hung, both wide and long.

Sure, it was difficult at first getting initially penetrated at the sphincter level, but once I got past that, it was no big deal. The actual physical sensation that shocked me was the intense feeling from inside MY OWN GUT. It was unexpected, and I wasn't quite sure how to handle it.

This man (I miss him a lot now, I wish he was still single) was a major bottom and was doing this for me as a favor, so I could experience it. He was used to getting plowed to oblivion as a power bottom, so I think it was difficult for him to understand that he should take it slow, and that I was essentially a virgin in this regard. He seemed to want to fuck me like I fucked him ... immediately and hard and rapidly. It was too much.

Slow is good for the first time. I mean ... frustratingly slow for your top. I think it's very tough for an experienced sexual partner who's been in both roles to remember that.

Anyway, I had to stop him and we switched roles and I dumped a load of my cum up his ass, as was our usual arrangement. I eventually got fucked again by an even bigger dick, and this was with a patient guy that was willing to break me in and be gentle and help get me used to the feeling. He let me decide when the "real" fucking should begin.

At that point, I loved it ... but, yeah. Part of the feeling of anal sex is completely internal. It's not nearly as much about the width-stretching as you think on initial penetration. If you're with a guy who has a pretty LONG dick, that's going to be part of it, and you might not realize that until he's already 5+ inches into you.

Honestly, the best times I've ever had being fucked (size queens, please don't lynch me) is with moderately sized guys who I found attractive for reasons other than dick proportions. All I really need is a little prostate stimulation; I don't need to feel like I'm being stuffed like a teddy bear in a factory.