well it is painful coz mebe too much frictions.. try use lubricant lo next time..
if first timer then sure pain wan ma.. not get used to it yet and it is still tight. tell ur fren to endure it a few times lor and try to enjoy it. after a few times, she'll carve for it.. lol... just jk.. she should be ok afew times.. i personally feel that if a person really loves another person, even their sex life is ruin, they will still luv each other. but it'll affect their luv life a bit lar.. having sex is just a way to deepen the luv and tighter the bond between couples and of coz to have baby... so if dunwan sex then just find another way to hold this relationship. there are thousands and 1 ways to do so. i think i better tell ur fren to discuss the matter with her future husband.. and for this kind of guy, i think he might have isteri simpanan if they get married and his sex life is ruin. just my 2cents...