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6 Possible Reasons You Have Difficulty Penetrating During Sex If you're unfamiliar with the angle of your vagina, try inserting your fingers or. Insert one or two fingers all the way inside of your vagina. When you feel a hard spot at the back of the vagina, where you can not penetrate any. A woman's vagina is a sex organ as well as part of the birth canal. Just as women can have different sized breasts, hands, and feet, the size.