I found that, like anything else, making Pegging and other anal play a Fun experience was Key to making it happen again. This was something we would do just for "fun & pleasure". When we played with dildos, she would jokingly poke my asshole with it, because I was always trying to get her into anal fun. I was ready for her when she did her usual teaseing of my asshole with a dildo. Instead of clenching up and being uptight, I held her hand on the dildo and eased it into my ass. When the head of the dildo spread my asshole and popped in, I eased it deeper. It was one of the most intense experiences. Not because of the anal/prostate stimulation, but because it was something new that we were able to share together. Strapons became more of a hastle, then fun. When I purchase her penis panty, she discovered the power of the penis and would give it to me like I was a slut for her cock. While it is always fun for me, letting her discover the excitement that goes with the territory. Have you made it more of a pleasure than a chore?
I would love for my wife to peg me. Asked one time, she said no. I just purchased a thrusting lifelike dildo. May be I'll give it a try.
