While dating I did her butt once, lots of lube, I'm about half way in pumped like 3 pumps, she says stop. She says she tried before and didn't like it.
Married 20 years, tried anal, with her pretty drunk, never went well....all good.
Befor I was married I tried to butt fuck every girl I was with, most said no, a couple were into it....whatever.
About 4 years ago we get into mfm with a guy we know, our.....her mostly...midlife adventures, I have no complaints.
It's become a pretty regular deal for us 2 or 3 times a month. During covid it was 3 or 4 times a week.
We'd done it with him I'd say 15 or so times over about a year, we were pretty comfy with it.
One night he's doing her from behind, like he(we) did every time, he reaches for the lube, again normal, says "they" are going to try "the back door" his words. I'm thinking no way. He lubbed his dick, starts to lube her butt hole, I knew she say no but she just stayed there with her butt up. He slides a finger in, she says woha, he kept at it for a few. He gets lined up and starts to push in, she let's out a loud grunt, he went SLOW. She's grunting and soon he's in up to his balls. She's just letting him. He starts SLOW full lengh pumps she grunts as he pushes in and pulls out. He went for maybe two minutes like 20 or so SLOW pumps then starts to cum. He holds it in her butt, her eyes are wide her mouth open. He pulls out, she rolls over and says wow. I'm thinking wtf just happened??? I was damn hot to watch but what the hell ?
She's good with anal now, he fucks her butt every time he visits, I've done it many times too.