Really, I don't mind and never did mind the idea. My guy is always willing to try new things when I ask, to please me, so I am more than happy to return the favor. If that's something he wants, I wouldn't deny him nor would I feel strange doing it.
She was the one suggesting. - Probably about 6 months or so after we got together. - And kept doing it until I surrendered my ass to her. We just met when she got me into using plugs and prostate toys as well, so it wasn't as if I was unaccustomed to anal play at that point. Today I would probably beg her on crying knees to do it... It's definitely a big part of our sex life today, and thank fuck for that!
I was dying to do it to him long before he approached me and asked for it. He'd implied before (when he was less secure) that he wasn't interested, so I never pushed, but I about died of excitement when he asked me to do it.