Re: Wifes previous anal sex and my jealousy
well Covertx, I'm female, and here's my advice/rambling.
When I got with my stbx/ex (not planning on being together again, just haven't filed) I would not have wanted to do anything anal. I'd tried it before, wasn't that grand. (didn't really hurt either, the guy tiny) I was also a bit terrified of the repercussions of the size difference.
So, what my stbx did, was talk with one of his friends who is insane about his sex and has done everything under the sun.
So, I'm going to explain to you, even though it is a little exposing for me, what my stbx went about doing over a period of time to warm me up to the idea without it being a matter of "hey, I really want to stick it in your butt" (not that you've phrased it that way, but you get the idea)
he started by orally messing around and gauging how much I enjoyed that. Then, he went to using a finger or two. (after a while of the oral being ok) then give it a little time, and he just ended up going ahead with the full on anal sex in the middle of us already having sex.
We never strictly did anal, it was always after a warm up of regular vaginal/oral while he continuously stimulated me anally.
you kind of absolutely have to work at it before penetration or else it is going to hurt her and potentially cause damage.
hope that helps. Its a more fair way to see if she'll enjoy anal without pushing her too far, and of course, you can stop any time she tells you no.
ps, if you're not up to licking it, you shouldn't ask her to let you stick it..just my opinion.