I know exactly what you mean, there are always those last couple of drops that won't come out right away. Aside from standing there with a piece of tissue and waiting for them to slowly ooze out, there is really little to be done about it.
New to Chastity Question
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Re: New to Chastity Question
04/07/19 "And then I 'punished' you by making you lick my pussy after I let my other 'boy' fuck me." --Mrs. Twisted
- gilesenglish
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Re: New to Chastity Question
It may be that your base ring is simply too tight. However, the first thing to do is to try peeing naked except for the cage, and work out what works as a baseline.
Re: New to Chastity Question
Try running your fingers firmly along the underside of your urethra from your pirenium as far forward as the ring will allow.