Desdinova said:
I don't think she's ashamed of anything. I have no clue why she hasn't done it on herself.
Anything could be the reason she hasn't yet experienced an orgasm: from shame, guilt, poor sex education, or perhaps even something clinical such as Anorgasmia. My idea though, is that it's likely a combination of the former, and so something like this would be best treated in baby steps.
What's the fun in that???
I kind of feel sorry for someone who hasn't experienced an orgasm by the time they're 21; she needs to harness her own sexuality to discover exactly what feels best for her, and that is best done by exploring one's own body.
Most of the time I bring women to orgasm using oral and my fingers. The positive reactions I've got out of her have been using this technique, and I plan to continue using it to progress in her sexual experience. I'm just wondering if there's anything I could do or use to help the progression even more.
Talk to her.
You could pull every physical trick in the book with her, but if she's feeling uptight, no gasm.
You could help by encouraging her to touch herself when she's alone. As I said before, she'll likely value this because it will mean that you're not just looking to bring her to orgasm as a quick ego boost. She will feel like you're actually trying to help her explore her sexuality rather than use it to amp up your sense of sexual prowess (i.e. "I have her her first ever orgasm").
When I took guitar class, the most fun I had was playing the guitar, NOT going over theory books on how to read music. The last thing I'm going to do is invite her over to go study sex education using diagrams and descriptions. You don't need to be able to read to know how to fvck and cvm.
Meh, well I did. Given, I was only 11 when I bought my first book on sexuality, but I still actually think that I may not have experienced an orgasm if not for reading that. To this day though, reading up on sex and masturbation taught (and continues to teach) me a hell of a lot. There's no shame in that. Human bodies aren't guitars, and genitalia concerning stimulation can pretty complicated, so when it comes to bringing an orgasm on, the technique used can be pretty specific. Definitely not a one-size-fits-all approach.
Depending on how into her you are, you could really treat this well. You could buy her something by Nancy Friday whose books are crammed full of sexual fantasies of all kinds to help her explore her tastes and open her psyche up to new ways of thinking to really put her at ease and potentially alleviate any sense of guilt or shame she may have.
I did the unthinkable and called up a female friend and talked about this 5hit. Outside of suggesting a vibrator and a special kind of lube, she pretty much said the best thing to do was keep going at it while she gets more comfortable with it. She also suggested trying to find a fantasy to re-create (which is in Sir_Chancealot's sex post).
I'm just trying to find a way to loosen her up a bit so she can freely explode.
A vibrator might not be a bad idea... Though I really think the best thing you could do is talk to her: Ask her what kind of touching she likes, what feels good, what doesn't feel so good, etc. If you open up an honest and positive dialogue with her, regarding what she feels in response to certain touches, etc - THAT kind of sh!t will provide the best possible backdrop for her first orgasm. I guarantee it.