San Francisco Sex Information

Q: I am 19 and had sex with my boyfriend for the first time last night. I am on the pill and I didn’t have a problem becoming “wet” but I don’t think he ever was able to penetrate me. I am a virgin and am wondering if I am too tight. I tried to relax and my partner and I have great communication. We tried for 3 hours then again the next morning and I don’t know if he ever got in me. We also tried a lot of different positions but I still don’t think he was ever in me. He also has a hard time having an orgasm (probably because he can’t get in me), but I also can’t stimulate him in any other way, probably because I am inexperienced. Please help!

A: Difficulty achieving penetration is not unusual when you’re trying sex for the first time. It is possible that your vagina is too tight for him to get inside, but that’s not very likely. It’s far more likely that the two of you just haven’t yet found a position that works for you. Other possibilities are that you have an intact hymen that is getting in the way, or that his penis isn’t getting hard enough to penetrate you.

Have you tried exploring your vagina yourself? The better that you understand your own body, the better that you can guide your boyfriend. The first thing to do would be to penetrate yourself with your fingers and get an understanding of your vagina’s position and angle. Pick a time when you’re comfortable and relaxed, and have some lube handy. We recommend using a water-based lube. Then when you and your boyfriend are ready to try having sex again, use your hands to guide his penis into the right spot and angle.

As for being too small: if you can fit two fingers into your vagina, you are not too small. If two fingers won’t fit, start with one. As you get used to the feeling, you’ll likely be able to work your way up. Your vagina is a muscle, and a strong one. If it’s clamped down tightly it can be very difficult to penetrate, but as you increase your awareness of it you can learn to let that muscle relax.

Also, you mention that your boyfriend had a hard time having an orgasm. Does he get erect and stay erect? Penetration is hard to achieve when the penis is not fully erect. If that’s the case, feel free to write us again and we can give some suggestions for maintaining an erection. As you gain confidence with your experiences you can try things such as masturbating him to orgasm, or doing oral sex.

Finally, if when you explore your vagina you find a flap of skin that’s partially or completely obstructing the entrance, that’s your hymen. Women’s hymens are all different, with some being very thin or barely there at all and a few being thick and nearly covering the vagina. If you do find your hymen intact and in the way, then it is going to have to tear before you can have sex. Hymens sometimes hurt a little when they tear, but sometimes not. Probably the easiest way to tear your hymen would be to use your own fingers. Put one or two fingers into your vagina and gradually increase pressure on the hymen until it gives way.

Lastly, if none of this works for you we suggest you see a gynecologist. They will be able to diagnose any problems and suggest a treatment.