Technique
Start slow. Use typical foreplay. You may want to start with her on her back. Stimulate the clitoris. This can be done with a moist finger, or with your tongue. Performing cunnilingus while rubbing her breasts with your hands can be quite stimulating for her. At any rate, continue clitoral stimulation until she is lubricated. At this point slide two fingers into her vagina. Allow them to move along the front wall of the vagina. You should encounter an area about 2 inches in, which should be somewhat enlarged. This is the G spot. It lies directly along the urethra, and is located almost directly behind the clitoris. Slowly stroke this area. It should start becoming more enlarged.
Ejaculation is almost always triggered by stimulating the G spot. Clitoral stimulation can often assist in helping her reach an ejaculation, and also can make it more intense. But stimulating the G spot is usually necessary at least initially. Once she starts ejaculating easily, she may find that clitoral stimulation alone is sufficient.
Stroking can be done a number of ways. The two fingers can rub the area as a unit, or they can take opposite strides, similar to walking. A third method involved sliding the two finders out a fraction of an inch, and pushing them back in, similar to the in- out motion of intercourse, but with smaller strokes. Initially pace the stimulation somewhat slow. Alternate with clitoral stimulation either with the thumb, other hand, or mouth/tongue. Also try simultaneous stimulation of the clitoris and G spot. Watch her reactions.
Simultaneous may be too intense for some but necessary for ejaculation for others. Take your cues from her. When she starts bearing down, and you feel the vagina contract, begin pumping rapidly. When she is in the middle of an orgasm, stimulate the clitoris at the same time, and pump the G spot gently, but very rapidly. Talk to her. Say, "your getting it, go for it, don't worry, relax and let it come" or other similar words. She may need reassurance that if she drenches you, you will not be upset. Tell her how erotic you find it for her to ejaculate. Make her comfortable with both you, and the idea of ejaculation.
This actually is not the best position. If she does not succeed after a short time, have her roll over on her stomach, and get up on her knees. You will find stimulating the G spot much easier in this position, and she will most likely respond much better. With the two fingers turned down, slide your two fingers back into her vagina. Find the G spot and continue stimulating the G spot. You may use the other hand to stimulate the clitoris. If after a couple of orgasms, using rapid pumping on the G spot during orgasm, she still has not ejaculated, then turn the hand around, putting the thumb into the vagina.
The thumb will likely not reach the G spot, but don't worry, it should come up to meet the thumb during orgasm. Take the two fingers and lay them down on the clit. Allow the entire curve between the thumb and forefinger to lie along her from the vagina to her clitoris, and begin pumping with the thumb, and rubbing the clit at the same time. When she starts an orgasm, start pumping the entire hand rapidly. At this point she will most likely ejaculate. The trick is to massage the area where the urethra comes out, while stimulating the clitoris and G spot. This will help to override the feeling she is about to pee, and allow her to let it pass.
Be aware that the female is not only capable of multiple orgasms, but also multiple ejaculations. It is not unusual for her to have from 3 to 5 ejaculations before depleting her supply of cum. Once she has ejaculated one or more times, you can continue with intercourse. Entering from behind will stimulate the G-spot more easily than missionary style, and often additional ejaculations will occur during intercourse. Even if they don't, she will be highly excited, and very sensitive. The final result will most likely be the most intense and pleasurable sex she has ever had.
I highly recommend "The G Spot" for further reading.
Many still explain away the fluid some women eject from the urethra at climax as urine resulting from momentary loss of bladder control. While this might occur in a very small number of women, it does not explain the experience shared by some women: the fluid doesn't look like urine, doesn't smell like urine, and it has been proven in many chemical analyses that it is not urine. These women produce a small amount of clear fluid which has only trace amounts of uric acid; this indicates the fluid comes through the urethra, but does not come from the bladder. Chemically the fluid is very similar to the fluid from the male prostate.
Study has shown that the fluid comes from the "female prostate", more properly known as the paraurethral glands, and often referred to as the G-Spot. During gestation the male and female start with the same tissues, it's only after sex differentiation at about 40 days that the genitals begin to look different in the male and female fetus. The tissue which becomes the prostate in the male does not just disappear in the female, it becomes the paraurethral glands which surround the urethra. Based on postmortem dissections, we know that the amount of glandular tissue varies from woman to woman, and some women have no discernible glandular tissue in their G-spot.
In some women the paraurethral glands produce fluid when the woman is highly aroused. Because the paraurethral glands open into the urethra, the muscle contractions of orgasm force this fluid into the urethra, and out of the body, creating an ejaculation of sorts. There are those who claim all women can "learn" how to ejaculate, but biology suggests otherwise; women who don't have any glandular tissue can't produce anything to ejaculate. Other woman may produce such a small amount of fluid that it's not noticed when mixed in with the other fluids that sex produces. Small amounts of fluid might not "squirt" out, but rather drip out after orgasm, much as semen does when a man has an almost-dry climax. It's also possible that the fluid may leak out before orgasm; men have a sphincter (valve) "downstream" of the prostate that keeps fluid from leaking, but women have no such sphincter. It has also been speculated that in some women the fluid is sent "upstream" and into the bladder.
A few studies have shown some indication of female ejaculate in urine after orgasm, but it's not known if this is the result of a retrograde ejaculation or just the urine washing a small amount of fluid out of the urethra. In a recent study done by Dr. Santamaria Cabello1, prostate-specific antigen (PSA) was found in the post orgasm urine samples of 75% of the women studied. The PSA could only come from the paraurethral glands, indicating apparent ejaculation. Most of these women did not report an ejaculation, suggesting the amount of fluid was either small, or the ejaculation went into the bladder. With only 24 participants the study is somewhat limited, but it does suggest that most women ejaculate at least a little bit.
Worried that she is urinating, a woman may find the only way to avoid ejaculating is to not orgasm. The fluid comes through the urethra, but NOT from the bladder.
Lack of understanding of this phenomenon has caused some women great anguish. Worried that she is urinating, or accused of such by her husband, a woman may find the only way to avoid ejaculating is to not orgasm at all. Finding out they are normal, and convincing their husbands they are not "peeing" can make a world of difference.
Ironically, growing awareness of female ejaculation has created another problem; women (or their husbands) who worry that there is something wrong with them because they don't ejaculate. Some folks have become "female ejaculation evangelists" claiming that all women can, and those who don't are missing out on the best sex they can have. A part of the zeal these folks exhibit may be based on a bad assumption about cause and effect. Some women who ejaculate say their ejaculatory orgasms are better than their non-ejaculatory ones, and some seem to think the ejaculation causes the orgasm to be better. A more likely hypothesis is that only strong orgasms cause ejaculation in those women who have the tissue to do so. The idea that the best "dry orgasm" of an non-ejaculator is inferior to the " wet orgasms" of ejaculators is not supported scientifically. Additionally some women say their dry and ejaculatory orgasms are very different, and some of these women say they feel unsatisfied without a "real" or dry orgasm at the end. Bottom line: no woman should feel she is being cheated because she doesn't need a pile of towels under her when she has sex.