How can I take my girlfriend’s virginity without hurting her?Don’t rush! Start by gently exploring her body — not just the obvious sexual parts, but kissing her feet, her arms, her neck, her head. Tell her how wonderful it is to have her body naked against yours. Save her pubic area for last, and if she is enthusiastic about being kissed there, ask her if you can move down to her vulva.
If she wants to go along, lick her to climax if possible; if not, by that time, she should be very wet. Attempting penetration should be easy, her vaginal juices making her highly receptive. Gentle fingers will work better than a hard erection, especially while kissing her ears, her neck, and her breasts. If you sense any discomfort during the above, back off. Asking before you do anything is good, as is talking — it makes her feel like she is in charge, leading to relaxation.
Realize that it may take more than one date for her to be receptive, and don’t expect coitus the first or second time. As you continue, don’t be surprised if she doesn’t orgasm…many young women don’t know how, but you can use a vibrator while she tells you what feels good. When the time is right, she will be the one who suggests intercourse.
The two important things are gentleness and talking.