Sex hurts with condom

So quick question me and my boyfriend have been together for about a year now and we've had sex numerous times I however i am not on birth control so we have used condoms since we first had intercourse however we had sex these past to nights and it was hurting me I was "wet" enough he then took the condom off and it felt fine he then went to put another on and it was the same pain on to the next day the same thing happened I'm sure it's not the type of condom because we've used them for about 2 months probably longer and have had no problem I just don't get why they are hurting now anybody have any clue ?