Fetishes, BDSM and male chastity aren’t for everyone. If you’ve been reading these posts, you know it was the cause of my relationship ending in disaster.
Mostly.
After being apart for awhile, she decided she wanted to move back in – as friends. Like I said earlier, this was a relationship of comfort. So she was at one end of the house and I was at another.
Before you start imagining she became my keyholder and cuckolded me with other guys – that did not happen.
Instead, I dived back into porn.
I discovered the world of BDSM was out there if you knew where to look. The personal ads of Baltimore’s “City Paper”, strip clubs and even renaissance festivals. Granted it was more obscure at the ren festivals. They are family friendly, but they do draw a large under current of fetish folk.
Online, I became a member of several forums, including Fetlife and Chastity Mansion.
I also started reading Altairboy’s website (now archived on another site) and the male chastity/ cuckold stories of Literotica.
Later I would find Milovana Webteases, spending many hours in front of my computer edging myself.
Trying to determine where I fit in and what I enjoyed, I reached out to a disciplinarian I found in a classified ad. She looked like the girl next door but had a kinky side and enjoyed having fun.
I went to her for a spanking session. She knew it was my first time so we talked for awhile before starting. When I mentioned my interest in male chastity, her eyes lit up.
While spanking wasn’t my thing, this lovely lady offered to help me discover my favorite fetishes & bdsm scenarios. She encouraged me to return and wear the chastity cage.
Over the next year, I would go to see her when funds allowed. We experimented with many things, prostate milking, pegging, and much more. My favorite session was being tied to a bed with her teasing and edging me for hours.
At the end of these sessions she locked my chastity and sent me away horny and unfulfilled.
While she never held my key for longer than a few days, this adventure started my pornographic fetish mind turning.
All of this eventually led me to creating clips. I’ll share more on that next time.
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