Sometimes When We First Started
 

having sex, if my wife was lying on top of me, I would gently rub her juices around her anus and then insert a single finger, usually no more than one knuckle deep. At first I would just hold it there. Then I would start to rock it in and out, some in unison with my cock, other times in opposition to it. She never said anything pro or con about what I was doing. She had several times told me that she found the idea of anal sex disgusting and not to ask for it.

After a couple of years it was clear that she was merely tolerating what I was doing, she never reciprocated, so that aspect of our lovemaking eventually drew to a quiet end.

I have tried
 

She says No to anal.
When I have fingered her asshole she finds it too distracting to have an orgasm.

Ex enjoyed a finger in her ass when we were fucking.

Current wife enjoys finger, vibrating butt plug, and I get anal once every few months or so. The guy before me got anal almost exclusively, but she said his dick was small and it was really the only thing she enjoyed about sex with him. I'm nothing too impressive 7.5-8, but pack what is allegedly odd width.

My wife is usually very dull in the bedroom. But I've discovered the one kinky thing she goes for is anal play. Every time I lick her pussy, she allows me to insert a finger deep in her ass. I probably shouldn't tell this part, but when I stick my finger up there, I'd say half the time I bump into her poop. I push it around for a while and dig my fingernail in. Then I'll pull out my finger and show her the brown. She'll moan with excitement and beg me to put my finger in my mouth, so I do. Then I'll stick my finger back up her ass, lick her pussy more and in short order she has a killer orgasm.

First wife many times, she also liked dick in her ass. The second one somewhat liked it, but not always. My wife now, not at all.

My wife likes it
 

But only some of the time. She has never objected if Inhave done it while fucking. One night when drunk and playing a bit Dom, she told me to "stick your finger up my arse while you fuck me. And don't you dare cum till I tell you to."

Two or three times she has let me fuck her arse, something she never let exes do in spite of at least one begging!

She likes it
 

It took a couple of years to get on to anal. It was a very occasional thing. As she has aged she has become more interested. I insert a finger or thumb when I go down on her. Moving it back and forth drives her over the edge to a strong orgasm. This is a regular for us. She is quite particular about what she has up there. She has no real interest in butt plugs, although we have a few. However, she is really into anal beads, plain or vibrating. Current favourites a long 11inch set and graduated vibrating ones. With the latter, she has reached a dozen orgasms while I fuck her. She will also cum during anal sex, as long as I play with her clit.

She likes it
 

My Mrs. really likes it and it has added a new level of excitement to our love making. She is not thrilled with the idea of full anal but who knows. Maybe someday.:)

More than I can count.
 

Actually, I do it every chance I get.

Many times - sometimes to get her over the edge while fucking, sometimes to make her even more fiull while fingering her pussy as well. She's cum hard with 4 fingers in each hole more than once.

But hates anal fucking.....