text: does it hurt the first time for girls? ive heard that the first time(im talking about sex) is the worst time. is that true? i tryed it once with a boyfriend and it didnt fit(his penis) is that common? i want try it again but im scared i was really embarassed when it didnt fit. i need some answers of suggestions quick. ladies help me out here!!! you need to get very aroused and stimulated before even trying to get it in. i assume you would be well lubricated, but you can try a lubricant as well to make the whole thing easier. when you are ready, try first feeling his head around your vagina... then get him to insert just the head and get confortable there.... as soon as you get more confortable, ask him to slide it in a little more... then a little more... at some point your himen will break, but from them on you are going to enjoy the experience...