And don't worry, you don't have to bring up this convo the moment you match with someone on Tinder, but you should bring it up before you take that trip to pound town, says Engle. But more than 50 percent of people don't bleed their first time, because the hymen can be stretched during regular, non-sex activities like jumping on a trampoline, riding a bike, or running around. Whether you've slept with 50 people or zero, that's your business. They should take that as their cue to be even more communicative with you. If your vagina is burning or itching or feels any sort of bad thing during or after sex, talk to your doctor, especially if the sensation quickly doesn't go away on its own or gets worse over time. Yes, some people do bleed the first time , and that bleeding is usually caused by the stretching of your hymen —a thin, delicate piece of tissue located just a couple inches inside the vagina. Advertisement - Continue Reading Below.