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1. If I ejaculate....can I continue to go at it without fear that some will leak out?
2. If not, is it safe to take it out, wash it off, put another condom on, and go back at it?
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What are you, a pornstar? Maybe it's just me, but it normally takes at least a few minutes to regroup after getting off.
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3. Kinda unrelated, but would the shower be a good place to have sex for the first time?
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It could be, but not if you're using a condom.