I have been into anal since I was a kid, didn't really understand it at all but through the early teens I just loved shoving stuff into my ass. I'm a straight man, but god damn I love a big dildo or vibrator.

Love it.

Over the years and usually under the influence of certain mood enhancers I got my wife to bang me with a strap on but only while heavily altered, it was always too weird for me to ask during sober times for fear of judgement. (My wife has always been very into generally anything I suggest, I've just always felt there was something wrong with me and kept this part of me repressed) So it was generally relegated to those times.

One day, I think while drinking, I finally mustered up the courage and just flat out asked her if she would peg me, to which she says she has been thinking about it too (thanks in part to this subreddit). Elated I buy a feeldoe and harness, I shower and get ready and we have some mind blowing pegging. I'm talking hot and sweaty, every position, passionately perfectly power pegging.

I admittedly want more, and she loved doing it! We've done it a few times since but I have to build up desire for a few days until I'm at a tipping point to ask. She even brings it up during regular sex by telling me how she wants to pound my tight ass with her huge cock (just hearing that in my head just now just made my heart flutter with nervous excitement)

Since there is a bit of prep involved (cleanliness and all that), it's hard to be impulsive and strike when in the heat of passion, so I ask this: how do you bring it up? How do you ask without feeling embarrassed?