I'm not even talking about sleeping while wearing the chastity cage, I am far from attempting this yet. Just sleeping after being denied and teased for a while. The last week of trying to sleep like this has been rough for me. Always hard, thinking about all sort of things. I do manage to fall asleep after probably over 1 hour, wake up after a few more hours rock hard and can't fall back asleep again. I don't feel like it's getting easier to sleep with time. I do give myself a ruined orgasm or a milking in chastity with a wand vibrator every few days but it doesn't help much. Any tips on what to do and not to do? Anything in particular I should try before going to bed? Thank you for any ideas.
Your mind is a mess. I'd suggest you learn to meditate. You'll sleep well then. Aside that, do stuff that properly and completely wears you out. Stop doing that, or just have a proper wank and get it over with.
I sti get hard during the night and even have had wet dreams while in chastity. I have just learned to deal with it. When I get like this I just roll over and start playing with Mistress and she will usually start playing with me and spank her balls until she gets an enormous orgasm. Does make it worse for getting Bach to sleep, but ohh it’s worth it to me. Of course she always leaves me denied.
With it nestled tightly against my Mistress as i spoon her all night , sometimes we'll roll over and she'll hold it in her hand and squeeze it tight , I normally reply with "Thank you Mistress , I love you"