hi misunderstanding:),
be4 i lost my virginity at 19 i tried having sex a couple times at 12-14 as well.
i couldnt get it in because my vagina was not lubricated/swelled enough.
ask him for more foreplay, i.e kissing touching massaging oral sex, etc.
this should get your vagina swelled/lubricated enough. 10-30 min is good for me. you can use lubrificant as well.
make sure his penis is clean, you dont want a dirty penis in your vagina, it can cause nasty infections:(
when i lost my virginity, i had drunk a little alcohol so it didnt hurt as much as it might've.
he forced his penis in me and i felt/heard a POP (my hymen broke) and at that very moment and his penis instantly sled completely into me.
he started thrusting his penis and it was ok, bit unconfortable, but ok.
my sex life got better over the years.
i have a better understanding of what i want now. (i even recently found my g-spot (even being single) , yippee!!! :D)
hope it helps.
regards, take care.