how long does it take for sex to stop hurting???

I lost my virginity at the beginning of July. My boyfriend is well-endowed so we always use a ton of foreplay and lube. But no matter what, sex hurts. Or once it stops hurting after he is inside me, it doesn't feel great. The only reason I have sex anymore is because I want to satisfy him and hoping it starts feeling good...
Any one else experience this and how long did it take to feel good?