We do mfm with a guy we know it's not cuckold at all its just some hot relaxing sexy fun with him. Been doing it at least once a month for about 4 years.
First times were awkward and scary as hell with a lot of regrets and apologies between me and her.
Wife swallowed no problem when we were dating but got way less frequent as 20+ married years went by. I did her butt 3 times ever and it didn't go well...all good. Before I was married I dated some girls that would not do anal, other girls liked it. Most would swallow a few wouldn't.
I'd say 5th or 6th time with our mfm friend we're getting comfy with what we're doing but still strange but fun. Wife is laying next to him playing with his (much bigger than mine) dick. She's licking it, getting a little further in each time, soon she got her hand pumping his shaft while about half was in her mouth. He warns she needs to stop, in the past she'd pull off and he'd calm down. This time she just kept going, he says is gonna cum, she holds his dick and swallowed it all, I'm like WTF???
Few more visits with him, we'd each done her once, was typical, we'd lay there kissing and chatting till he was hard again. 2nd round he's doing her from behind, he reaches for the lube, says he's gonna try to slide into her butt. She doesn't move or say a thing. He lubed her butt and his dick, slowly and I mean slowly starts to slide it in. Looked like her eyes were gonna pop out. He went so friggin slow but soon was all the way in, wife didn't say anything. He starts slow full pumps and she's grunting like I've never herd. He pulled out a cpl of times and she'd take a deep breath. I'd say 8 or 9 minutes and he's unloading in her butt...another WTF ? moment.
Since we've started this sexy fun with him she has a much different outlook about sex, I get head while we drive, watch TV, she swallowed my load in dressing room at Kohls once. He's fucked her butt quite a few times now, I have too