For the past 7 days, I have had one standing order for my submissive: My smallest butt plug will be worn for at least 1 hour each day until today.

Today, I had him lay down for me with a special heart butt plug that I had him wear for the occasion. I took it out and realized how terrified he was! He had never had anything bigger than the smallest butt toys I have for the past week, in his life! To me, this was still a virgin asshole. It would be until I broke it in with my strap-on. Before that would happen, I still need to train his asshole with a practice dildo.

I calmed... Show more