How many times after loosing your virginity does it still hurt to have sex?

If the person you are doing it with knows what he is doing, it shouldn't hurt at all.

Well wait a minute

You assume your pain is from your hymen or virgin vagina but are you sure he is penetrating you correctly? And you two are moving correctly?

If he is really large (I have heard, I do not have that problem, sigh) that may be uncomfortable for quite a while. Or if he is really long, he could be hitting your cervix which hurts.

Absolutely first thing you must do it lengthen your foreplay. YOU need to get wet. Not a little, a lot. And you need to have him put some K-Y on to you and into you before he mounts.

If your are anxious, you tend to be dry. If you aren't wet enough it will hurt, you need lubricant. K-Y (use regular K-Y personal lubricant) will be a good bridge, but you really need to have foreplay getting you ready to rumba. He should be 'opening' you up a little bit (stretching) with a lubricated finger or two as part your forplay to help you accomodate his larger penis once he starts with that. And he should be gentle with it, too. Penetration should start out very shallow until you want him to go deeper.

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And to be more general. YOU should be having good "sex" NOW. Intercourse may be painful, but you should be getting satisfied by manual or oral means. What kind of lousy lover did you settle for?

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compared to a baby's head, a penis is small change. It really shouldn't take that long to get stretched out. 5 days at most, I'd say. But he has to be gentle until you have your first kid, then things will really loosen up, lol. (slight exaggeration)

Lets talk, just us gals. It differs with each girl. Lets just say the first "few" times may be painful. On the first time he will rupture your Hyman and bleeding will happen too. This is the secret to have less painful sex initially.

NEVER, NEVER allow the boy to penetrate you while you're dry down there. Make him "finger" you (which he should do as part of the foreplay) until you get "moist & frothy" or use LOTS of personal lubricant like K-Y Jelly. The slipperiness will let his erect penis penetrate you easier. Your vaginal muscles are tight and constricted, and he will be S T R E T C H I N G them. It just takes a few times to get used to having something large and hard inside you.

Oh and don't expect sex with most teenage boys to be exciting Teen age boys are TERRIBLE lovers. They're in too big a rush. We gals need a good 15 -20 minutes of foreplay to get in the mood. One last thing. ALWAYS use protection. A condom on him, and the "pill" for you. ALWAYS. Otherwise you may get to feel how much it hurts having a baby's head come out of there.

I want to tell you an experience I had at 18 with my gf, if they don't delete it. It's pretty explicit.

She and I discovered dry-humping and had been doing it for at least a year before we decided to do it naked. What a blissful first experience that was, for both of us. Felt so good she and I decided "real sex" must feel even better. So we did it our usual way, by dry-humping each other until she orgasmed, and then had intercourse. She had zero problem inserting me in her vag because she was so hot and wet. She said she never noticed any pain, so much so that I was secretly doubtful that she was a virgin at all. We did it every day that week (dry-humped to her orgasm first, real intercourse 2nd). She had no pain and only spotted bleeding. No bleeding after about the 3rd time. So the key is getting the girl very hot and wet and go slow enough so you don't force anything. Let her body get to the point where it accepts him and he just glides in.

This is different for every girl. The first girl I was with that was a virgin, it didn't hurt her at all, but I took it slow and was conscious of her body language. The second girl I was with that was a virgin was in pain for at least 10-15 more times, but after the initial minute or two of sex, it stopped hurting each time. It just depends on the person and depends on how slow/thoughtful the guy is in his lovemaking approach.

Depends on a few things. How small you are in stature versus how big the guy is in penis size can make a difference because your vagina has to get used to the size and stretch accordingly. You may want to use extra lubrication such as Vaseline jelly or K-Y or have him use a lubricated condom to help ease it in a bit. Getting good and hot making out in foreplay, letting him play with your boobs and fingering you can help if you're relaxing and getting yourself wet with your own self-lubrication.