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Having sex and knowing that I almost certainly won't make her pregnant makes me feel better than being condom-less and worrying! 100% better. I don't like Trojans that much. Give SKYN a try, they feel great.

Seriously you should "suit-up". Other people can be deceptive or she may not even know she has an STI, then of course what if you mess up and your chances get ruined for a longer term relationship because of early stupidity. If things work out you can later down the line both get tested and go...

This is a common problem and often stems from two things (in my experience). First it could be a mental problem. You mentally focus on condoms as a negative thing and those kinds of thoughts can make you limp faster than anything. Second it could be a sizing issue. Size and feel varies...