Just have your birth control in place then feel free to use him for your first experiment with "going all the way."

As for veggie dildos, a zucchini or carrot can be carved down to size.

It’s difficult to be a true sexual black belt without empathy for your partner.

While you are practicing penetration, be sure to have your orgasms in place.

Nearly all vaginal entrances are small and/or partially hidden.

First off, this requires a discussion between you and your BF before you are in the throes of sexual passion.

If you've had an orgasm with yourself, you're not a virgin.

Learn about your own body by exploring masturbation including vaginal penetration.

My answer is YES, take your own virginity.

It sounds to me as though you might be dealing with a stubborn hymen that might be especially thick.