Unexpected question about anal sex

It happened once, some years ago.

My wife and I had dabbled in anal sex 2-3 times, including once by accident (vaginal penetration from behind that went wrong angle). My wife was rather unconvinced: except for the accidental penetration, other attempts had been quite uncomfortable.

For some reason, and quite out of the blue, some day she asked me to penetrate her anally. I don't recall her wording, she certainly did not speak of "hot anus". Her comment after I was done was that it was not as bad as previous times.

Since then I've hinted at anal sex but she's not in the mood to try again.

The first time that I had sex it was anal. My girlfriend and I were in school, and neither of us had a condom mostly as a result of our encounter being spontaneous. She was very concerned about getting pregnant, of course. We had a small jar of Vaseline, with which I generously lubed her ass, and my cock. I never felt anything like it in my life, She didn't really enjoy it because of the lube, but on further encounters, once we found KY, she really got into it. In fact it became our typical way, for several years! .

I'd be so shocked I'd shoot my load before I got it in

Many years ago, a fellow military man told me about his girlfriend with whom he wanted to have sex. Unfortunately, she was menstruating. Resigned, he was about to give up when she handed him a tube of lubricant and said: "Do it for me where I don't have periods."

So, poop is preferable to blood?

I was taking my gf temperature in her ass and moving the thermometer about to tease her. She then told me she wanted my dick up there so I removed the thermometer, read it and then inserted my dick. She went wild!

@intruder There is a considerable body of jokes on using the muddy path when the river runs red. I too do not quite get why poop would be preferable to blood.

Coming at it from a different angle, but as someone who's never enjoyed vaginal penetration I always asked any guy if he minded doing anal instead. I never had anything but an enthusiastic yes!

This goes back long before I realised that I'm trans, so I think all but one of the guys would have considered themselves straight. Most had never had anal and were very, very keen.