This is an area that a baby can make it thru, too tight I don't think is your problem, too tense is more than likely what is going on.
I'd also think about what ngdawg said, if it's causing you this much discomfort, are you really sure that you are ready to be having sex?
Are there any concerns you have about sex that might make this experience easier?
A penis in some cases, is a bit bigger than a tampon is, but you've mentioned "certain objects" what else have you used?
What does your boyfriend say when you back off, is he understanding, how's his reaction? what are you doing just before you have to pull away? Maybe start with using some toys wiht him first... and letting nature take it's course.. WHEN you are ready.
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