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matt, 35, was so traumatized by his first time having piv sex that he didnt do it again for two years afterward. During the sex itself, it switched it up a bunch like hed seen in porn. so, to give you a better idea about what your first time may be like, we talked to 43 girls about the first time they had sex how they knew they were ready, who they did it with, and how they. The first time you have vaginal sex, it may hurt, or feel good, or both. There might be pain and bleeding the first time a penis or fingers go into your vagina, but it doesnt happen to everybody. sex for the first time does it hurt, tips, contraception. ah, your first love that special someone who stole your heart first, and if youre being fully honest with yourself, probably still has it. your first time having sex might be good, bad, or average when it comes to the actual sexual pleasure part but this isnt a reflection of what sex will always be like for you, nor is it a. Talking to your partner about what you want and issues like safer sex beforehand will help make the experience more enjoyable for you both. Here are some real first time sex stories - submitted by readers of our site. If you have your own story to tell, you can share it with us here and well do our best to publish it.