Well the past two times me and my boyfriend have had sex I've bled, not a lot but enough to alarm both of us. We haven't finished after finding the blood. I wasn't a virgin it's been a while since I've been one, so it's obviously not him breaking my cherry. He also wasn't going too rough or anything to my knowledge because we've gone much rougher. (Sorry for the graphic details) We do have sex rather frequently so I'm just not sure what it could be. I haven't had my period yet this month so I wasn't starting my period.

Vaginal dryness can cause this, along with even slightly rough sex.

Is it bright red? If so, this is a sign of a vaginal abrasion (small tear in the vaginal canal) and you should temporarily abstain from sex until this heals.

I hope you are using condoms as infection can arise from a vaginal abrasion.

Yes it is bright red, and it was only enough to be wiped away with a damp cloth. How long does it usually take to heal.