The obvious solution to this is to communicate. If you can't figure out where she's at, then ask. In some fraternities, they keep hair ties on them in the hopes that they get laid or in case one of their brothers get lucky.
If you're unsure, I recommend taking the formality one baby-step up from what you think is okay. Don't just keep it on the bed.
However, if she makes it clear that she's done but hasn't cum, that's okay too. And no, they aren't cheap.
And if she asks why say that you keep on in case you get lucky. Don't push your partner to cum if she's having a hard time getting there. It's better to shut her down than to lead her on or offer her any false hope.
It's about having all of those things and more together at once. In that case you have a perfect excuse as to why you have one. So save your drop-crotch pants and your Yeezy esc outfit for after you've already banged the girl.
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