Why is cowgirl position so painful for first time sex?

I am a 19-year-old small boned girl but I am 5’7 and a virgin. Tried to have sex with my boyfriend but it hurt everytime I was on top. It went down about two inches and then I got a burning sensation of pain.

Then we tried with him on top and with a pillow under my bum but it still hurt and I couldn’t take it more than two inches. It was excruciating 😣 I don’t know how I will manage it all to enter.

We have tried on two separate occasions. Each time it failed to enter. I was ready, I was wet and still it didn’t happen.

I was told to grit my teeth and take the pain and that it just hurts that bad for every girl anyway. What should I do?
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Most Helpful Guys

  • I wish more women were weighing in on this for you. I have only slept with a few virgins in my time, partially because I don't like hurting them, and partially because it just hasn't come up. It's my understanding that if he's gentle with you, while it may hurt at first, by the end of the session you'll probably be enjoying yourself. The three women I've slept with that were virgins reacted very differently. One seemed fine with it. I think she'd had toys and such before me. One said it hurt and bled, but was okay by the end of it. One asked me to stop and it wasn't until years later that she finally started having success with her boyfriends as far as having sex. I've also had women who weren't virgins sometimes tell me they experienced a bit of pain the first time or two with me, but they adapted and I was careful with them once they brought it to my attention.

    I think it was a good idea to talk to your female family members. Sounds like you got some advice and insight. If it really continues to be a problem, talking to your doctor can't hurt anything. I wish you luck.

  • From your description, it really does sound like it's localized at what's there from your hymen.

    Can you insert a finger beyond that point? Two fingers?

    • I can only put one finger in and it feels tight around my finger. I cannot get two fingers in at all.

    • So you have two options. Either decide to just go for it, be as horny as possible and focus on the good part and get it over with , or start stretching every day with fingers. I guess start with the one but try actively to stretch that membrane till you can get two in etc. I can’t say what you should do - whatever is right for you. I know people who’ve done both and didn’t regret the path they chose. Position won’t matter much if guess as the issue here does NOT sound like muscles tensing. It’s the hymen. The good news is that once the hymen stretches or tears it’s sort of done with as opposed to some other issues which persist long term.

    • Yes you’re right. I think it is definitely the hymen’s problem because I never have any issues with puttinf my whole finger inside but when the object gets wider then it doesn’t go in. An average penis is a lot wider than just one of my fingers. I have particularly small fingers too - imagine, they don’t even sell my size in most stores. I’m a ring size H in the UK so yeah it is the fact that my hymen is super thick. I have inspected it and compared it with diagrams of real hymens online and mine looks a lot thicker than the pictures. The opening is very tiny and the hymen itself super thick.

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What Girls & Guys Said

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  • try in a nice warm bath, he on his back and you doing a cowgirl, get him to hold your bum for support and slowly lower your self down, jus a few MM at a time it worked for me but I had an experienced man

  • Have lovely soak, lots bubbles and moisturise bath stuff

    then foreplay, fingers and toys (if you have).

    then take it really slow and gentle

  • Your natural instincts work against you as you can subconsciously tense up fearing the pain when clenching up actually cause more pain as it tightens the vaginal opening and walls. Make sure you are good and wet and don't be afraid to also apply some good water based personal lubricant such as KY Jelly or Astro-lube. Take it slow and steady, if your hymen is still intact, he may have to give it a bit of a shove to break it. That is the only part that should hurt and it's just momentary. He can't be rough with you just steady easy in and out motion. You may not get much pleasure from the first time but it will get better after that.

    • Having read all other answers, and having spoken to other women about their first times (women who never used toys or tampons) I have come to the conclusion that they are right and that it is a problem of the hymen. I have also inspected my hymen and come to discover that it’s very thick. The issue you described is vaginismus which is when the muscles tense up. My problem is definitely not internal or muscle related because I can put my whole middle finger up with no problem but I can’t even get two fingers in without pain. The problem is at the entrance. My fingers are much thinner than the average woman’s fingers. My ring size is so small that is has to be custom made so if two of my fingers hurt then I guess it will definitely hurt if a penis goes in. It will continue to be painful until the hymen completely wears away. Thanks for your answer.

  • Hmmm. Maybe should have stuck with plain vanilla the first several times. If the pain persists, a visit to your OBGYN is in order.
    It could be from intact hymen, although that is never for sure, given the (exercise) activity level of most gals these days. Another rare possibility could be a retroverted vagina which would require attacking the problem from a new angle, IYKWIM.

    • Having inspected my hymen, and looked up hymens online, I think my hymen is particularly thick compared to other hymens. Another user said the problem was my hymen. It’s not even an issue of tense muscles or anything because people who clench can’t even put a finger in whereas I can put a whole finger in very deep but I can’t put two fingers in. If the width of the object gets wider then it starts to hurt. His dick is a lot wider than just two of my fingers so that’s why it hurts so badly. It’s the hymen! I think it is genetic. I have seen a few more forums on the matter and having spoken to some other people too.

  • Even though your wet down you might do get some lube like KY jelly or baby oil and put on the guys penis or give him a blowjob first than see if that works.