We'd kinda been into mfm with a guy we know, did it maybe 10 times over a year. Was fun but the weird feelings we both had for days after were hard to deal with.
One night he's doing her from behind pulling her hair, she likes that. He reaches for the lube says "they" are going to do anal. Wife and I tried anal 4 times ever, didn't go well so I'm thinking she will say no. She just stayed put, he lubed his dick, slid a finger into her butt, lined up and slowly slid it in. Looked liked her eyes were gonna pop out. Soon he was all the way in and started super slow pumps. She grunted like I've never herd, gurnt as he pushed in, grunt as he pulled out.
Shocked the hell out of me. Since then anal is part of their fun. There's been nights him and I have both fucked her butt.