Milking Chastity Slave

My poor Chastity slave left his keys with me right before the COVID-19 lockdowns in 2020 little did he know his next milking date wouldn’t be until the following June. So to celebrate the end of Locktober, the story of a chastity interval that went a little too long and how I gave it a happy ending.

So of course slaveboy was eager to get his cage unlocked after such a long time in lockdown.

So of course I took my duties as his keyholder seriously and gave him the leather glove handjob.

Leather gloves and Muir Cap with hootchie daddy leather shorts by slave’s request.

After so long locked away it took the vibrator to bring his nubbin to life again.

Which was becoming an epic task requiring two hands by this point.

Just keep on milking that penis, Jack Drago. Eventually you’ll get that fucker to squirt.

There you go, the most epic fucking hand-job in a life of amazing hypnotic handjobs.

One Thought to “Milking Chastity Slave”

  1. Master! That was incredibly hot to know that boi had not cum for a year!!

    You are such a kind Master to give him a helping hand!!

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