I was going to ask if he was "large"... But you said you have tried using smaller things to penetrate. What about a finger? Have you tried feeling around in there yourself, to see if there is anything that doesn't feel right?
Has it been like this with your other partners or just him? I know you said you had not had much sexual experience prior to him, were you a virgin?
Have you talked to your gyno about this?
I feel for you, that's not something you really want to deal with, but at least he's understanding about it.




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