After being locked up for just over 48 hours (my longest lockup so far, and still going), my mistress thought it would be a good idea if I were to pleasure myself. How, you ask? She sent me off to the grocery store to find the fattest cucumber I could. I've experimented with anal play before, and quite often I found it slightly uncomfortable and took the easy route of just masturbating with something in my ass. The chastity changed this. I found the cucumber to be very comfortable sliding into my ass, after lubing my self up adequately. Never before have I experienced such a motivation to pound my ass, to fill it deeply. Knowing this was the only pleasure I was going to get, I pounded my ass until my arms were shaking and I couldn't take it anymore. I couldn't have enjoyed it more. It was just as good as, and possibly even better than masturbating, although it didnt make me cum. Maybe in the future this will be a possibility. I want to thank my mistress for allowing me this pleasure. Im so glad wearing my chastity has made me enjoy taking it in the ass, as my mistress plans to make me her sissy eventually. I guess next time it's her strap on filling me up. I cant wait!
Interesting that She would permit you to choose the shape of the particular cucumber to be used. What a wonderful idea!