To be fair, not everyone feels comfortable having something stuck in their asshole. He could have toned down the melodrama, but you probably should have started with a finger or a toy to make sure he liked it before you tried your cock. These words of wisdom have been brought to you by hetero dude #5396432088, and Chik-Fil-A.

Anal is not supposed to be painful if you do it right. Open him up with a few fingers, LUBE UP, and then work your way in.

Anal REALLY is uncomfortable unless the person is able to completely relax. Otherwise the Anus gets really tight and fights against ANYTHING being inserted there. That’s what’s really uncomfortable. Ever seen 2 moose’s with full antlers pushing against each other? Look it up on YouTube if you haven’t.

I recommend using some silicone lube that has a relaxer in it. It will relax the muscles and not hurt as much. I use Swiss Navy Anal Lubricant which has a relaxer. I hope he continues trying to be bottom

If I'm gonna top we do oral and small toys for a long time before we get to it or he just isnt relaxed enough, sounds like you guys just need to slow things down next time you try

The guy is a wimp. Drama queen for sure.