Alot of factors can increase this, but in particular the presence of a thick hymen and a guy with a thicker or longer than average unit can contribute to pain.
A good idea is to use gentle methods such as fingers or a small sex toy to loosen you up and get you worked up. Especially if you are/were a virgin, you're going to be nervous, and nervous girls tend not to be overly sexually aroused.
Which means you won't be all that wet, which can be really bad. The number one cause of problems during sex resulting in pain for the girl is lack of lubrication that leads to the girl getting road rash. So try alot more foreplay before your next attempt, and consider investing in a small tube of astroglide. [ WittyUsernameHere's advice column | Ask WittyUsernameHere A Question ]
Darby answered Tuesday April 28 2009, 7:22 am: It can be painful enough that she will want to stop. Depending on how big her partner is. Sometimes a virgin's hymen is not broken yet, so it can hurt bad and bleed a little too. Try to relax (or have your girlfriend relax). If you haven't already, try using lube.
HotSauce answered Tuesday April 28 2009, 7:17 am: Gah! Well see it can hurt alot, your first time is suppose to be painful, we all know this. It can hurt depending on how tight you are, and how big your partner may be. If it was forceful sex, then yes it'll hurt because not only do you want it physically, but you don't want it mentally either. [ HotSauce's advice column | Ask HotSauce A Question ]
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