This is a gallery of my own vintage chastity captions. I got this silly idea to make these more light-hearted captions in an old-timey way to give the idea that male chastity has been practised back in the turn of the 19th Century… I sometimes use paintings if they fit the mood. Enjoy!
Based on the real-life events of someone I follow on Twitter.
Please darling, I beg of you! Let me be free!
I wonder if he will figure out I got rid of the key over a month ago.
Sucking up to your mistress was harder in the olden days…
You’re smoking hot tonight, and turning me on!
She’s asleep, now to find the damned key!
This was the first image that kicked it all off, used in one of my Week In Chastity episodes. I just found it funny and wanted to expand it more.