in all seriousness, are you like 15?
1. Look, DO use a condom. DON'T use baby oil or anything else with oil, because it will degrade the condom- most good lubes will say it's safe for use with a condom (astroglide, K-Y).
2. The vagina starts out small too, but it expands to accomodate, use some common sense.
3. If you're worried about "corn", grow up a bit and try again later- in fact, why are you even having sex??
4. If you "surprise" her, not only can you physically HURT her, but you can do VERY VERY BAD damage to her. AND it makes YOU an asshole, and you deserve to get your ass kicked for it.
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