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sex with hymen Does having sex for the first time break your hymen? Your hymen doesn't necessarily break the first time you have sexual intercourse.. Join our Telegram channel and dive into endless 18+ videos and photos. If there are issues with your hymen, you may find yourself unable to insert tampons or have sexual intercourse. In some cases, you may not. sex with hymen Gain VIP access to premium adult videos and photos, available only through our Telegram channel. Press "open" and subscribe today to be a part of our growing channel community. Your hymen doesn't “pop” or “break” when your vagina is penetrated for the first time. But it will stretch or thin over time. This means it's. The most intense adult content is waiting just for you. For females with hymens, it may hurt when the hymen breaks or tears, which can happen during many activities, including penetrative sex.