Chastity Sentence Continues

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Day 25 of chastity for my Mistress Jenna.  Mistress has had me busy the last few days, she was out of commission because of illness for a week, i really felt bad for Her but missed talking to Her like crazy.  Jenna gave me a couple of assignments, one was to purchase a prostate massager and the second was to buy some panties at Victoria Secret store.  Sounds fairly easy but being in chastity for 25 days will make it very interesting.  On my day off i headed to the adult store near me and breathing deeply i entered, thank goodness a Woman was working.  Being the helpful employee she was she asked what i was looking for.  A prostate massager please, and low and behold flashing lights didn’t go off and she didn’t start laughing at me, like i thought was going to happen.  She showed me the various ones and offered to fire them up for me if i wanted, which we did and i settled on one.

Chastity Slave outs himself

I glanced down in the counter and noticed that had a wide assortment of chastity devices, “I am in chastity right now, day 18!”  She said “good for you” and left it at that, ha ha i have no idea why i thought i should inform her of my prison but it didn’t seem to faze her.   Well one assignment down and not the one i was really nervous about.  i am really looking forward to use My prostate massager because my balls are FULL and need any kind of release even if i get no enjoyment out of it.  Prostate milking i have done before and it really is something to behold, really fucking great if you have had no stimulation for 25 days! Since this entry I’ve milked My chastity slave with his new toy…he had to steal away in his car! I just love how motivated you wankers get whenever you’ve been deprived of playing with your favorite toy for awhile 😉

Guest Blogger: Cagey Mcnostroke