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You could look for captions or short stories as well. I think a lot of aspects of chastity and orgasm denial are better suited to text than video.
some nice friend zoned fantasy :love:[ATTACH]
[ATTACH] a quick idea for a chastity meme I had
I make a lot of chastity content. Check out the link to see more :) https://linktr.ee/youneedchastity
I would choose 5, 9, and 10
Might need to click on it to make it larger :) [ATTACH]
When I was around 18 I was browsing wikipedia entries for various sex topics and came across chastity. I was instantly fascinated.
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You can find lube on amazon that is marketed for anal sex with lidocaine in it. It is exactly what you are looking for.
I've made some captions over the years. Feel free to take a look https://youneedchastity.bdsmlr.com/