Use Sandwich bags with elastics around your caulk

I buy these finger gloves, and they work really well for me.

Turns out stuffing things with tissues isn't just useful to 9 year old girls. I just pack it in until I feel adequate again.

might give it some extra cushioning as well! my fleshlight and i will have to try that out

I usually add a layer of saran wrap over it to keep it nice and tight, the girls usually don't notice because they can hardly see it anyways so