I was on the couch with my girlfriend of like a year, and she asks me if I want to have sex. I say yes, and she pulls out a condom that our friend had given her. So I go to the kitchen, put it on (I was already rock hard at this point) and she undresses. I get on top of her and slip it in. I go as far as I can before she hisses with pain and then start my thrusts. I go slowly but steadily to make it easy for her but about 5 minutes in, she tells me to stop because it is too painful for her. THE END