Sex isnt working!

me and my boyfriend have been dating for 7 months and been trying to have sex for 1 and a half
we cant do it,
his pen*s wont go in,
he's fingered me before, so it's not like im waaay tight
and each time we try im already wet
but it just wont go...

in
I need help,
thanks..

get him to finger you just before he tries to go in.
Try using lube and put it on the outside of the condom and on you.

Try a different angle. Like doggy style or spread eagle. Also try spreading yourself while he tries to position himself level to you and keeping it straight. You should not get scared or embarrassed because I know he's feeling like his manhood is getting stripped away.