Alright so I have been dating a girl for a few months... We are in love, or at least I am and she says she is, I assume she isn't lying. Our relationship is great. Obviously it's still new so things could go downhill, but I have high hopes for this one. I will be 24 in a month and she is 20.
With that said, let's get to the point... We have a GREAT sex life. It's spontaneous when appropriate, planned at times also... We do it slow, fast, hard, soft, at times it's very romantic and special, other times it's just raw hard sex. Just like any other healthy sex life I would think. I go down on her regularly, I finger her regularly. I LOVE foreplay, and I often lick and suck here entire body before actually getting to the point. I strive to make her feel as comfortable as possible, as she has a less than stellar self-image and has some self-esteem issues.
The problem is, she can't have an orgasm. She has NEVER had a real orgasm in her life. She has been with an average number of partners. None of them have been able to do it or even come close. I personally had never been with a woman that I failed to coax into orgasm through some means (generally oral and my fingers, though intercourse works at times also... But not many women can have an orgasm from pure intercourse anyway). I am not bragging, but I have gotten rave reviews from every woman I have ever been with.
So this is the first woman I have been with that I haven't been able to bring to orgasm one way or another. That's not to say she doesn't enjoy our sex life, she absolutely does. She just doesn't get over the hump.
There are a few things you will find interesting in answering this question for me...
First, she has masturbated in a strange (in her opinion) manner through her entire life. What she does is kind of presses her vagina against a hard surface (like the arm of a chair or something like that) and just grinds on it really hard. She has done this ever since she began masturbating. She can achieve small orgasms in this manner, but that's it. She says that it's the feeling of pressure above her vagina, like on her pubic bone, that coaxes her to orgasm.
She is very scared that she has somehow desensitized herself by doing this her whole life. Is this possible?
This leads me to another point:
When I finger her and/or go down on her, she says it's like nothing she has ever felt before. Her legs twitch, she makes a lot of involuntary noises and her face and chest become very flush and her body temperature rises... The normal signs of a woman approaching orgasm. But then it gets to a certain point, and she says it's too intense and asks me to stop.
I am very attentive, I think this is the reason I have been able to bring women to orgasm so frequently. I also understand that direct clitoral pressure can be too much for some women, so I ease up when necessary. My girlfriend says it's not painful and that the feeling is just too good and too intense.
I have suggested to her that she may be close to orgasm and have asked if I can continue, but she says she just can't handle it. I have tried clitoral stimulation alone, I have tried vaginal stimulation + clitoral... I have tried pretty much everything. I have asked her if we could incorporate toys, but she has never used one and doesn't see the point. I told her she doesn't know what she's missing (I very much enjoy using toys on my partners) but I don't want to push it and make her upset so I just dropped it. I have even tried giving her full body massages before sex to relax her.
I have told her that she should try to have an orgasm on her own throguh more conventional methods of masturbation, but she says she's tried and she can't do it.
All I want is to be able to make her feel good. She says our sex is perfect and she couldn't ask for more and that everything I do feels better than any man she's ever been with, and I believe her, but it still lingers in the back of my mind that I just want to give her an orgasm so badly.
Does anyone have any advice? Could she really have "broken" herself so to speak?




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