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She's either fucking someone else (most likely), she's a prude and anti sexual (dump her ass), You're a lousy fuck (likely) or she's Gay (possible). Either way, Move on.
That's pretty much it. If you hold the tip most air should be out by the time the condom is on. Condoms are quite durable so even with the air in, chances of bursting one are low, but better be safe than sorry after all 🙂
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