I never hurt at all, but it do get friction sores every now and then if we get "over zealous" as it was put! the key is to be really relaxed and really wet, and use lube if you find you arent, or indeed if he's on the large size - personally glad my bf isnt! Also, my advice is that the more it hurts the less you'll want to do it, the more tense you'll get the more it'll hurt and the cycle just keeps going. You HAVE HAVE HAVE to make sure that doesnt happen, coz sex really is so amazing when you're enjoying it! Try some lube next time. Or, you might just need more foreplay, so many girls arent aroused enough when the guy decides "bored now, want the sex" so spend more time on you, manual stimulation of the vagina can really help to loosen the muscles up before you have sex. And if you arent try a condom, you lose the friction instantly!