Penetrating Your Vagina for the First Time

Sun, 01/24/2010 - 17:15
Submitted by Betty Dodson

You will need a few basic items. If at all possible set aside at least an hour in a warm room that's completely private. Turn off the phone and put your cell phone in another room. Wash you hands and make sure you have smooth clean fingernails.

1. For your genital examination you will want a make-up mirror that stands alone with at least an eight-inch mirror surface. Improvise: A mirror on a closet door.

2. A gooseneck desk lamp is the best or some light source that can be aimed between your legs. Improvise: Light coming through a window.

3. A bottle of massage oil such as almond, coconut, apricot or avocado.

4. A towel to sit on.

GENITAL EXAM: To learn about the form and function of your vulva, it's essential to start off with a genital exam. Get a soft towel and put it on the floor or a bed with some kind of back support. Place the mirror so you have a view of your entire genital area. Aim a bright light between your legs. Oil your hands. Now spend a few minutes doing a genital massage while observing your vulva in the mirror. Enjoy the pleasurable feelings as you press, kneed and move your hands over the entire area.

1. Spread your outer lips apart to explore your vulva's intricate internal design with its delicate folds.

2. Locate your clitoris at the top of your vulva just below where the pubic hair begins.

3. Identify the shaft and hood of the clitoris. Pull the hood back so you can see your clitoral glans.

4. With a well-oiled finger, touch the tip of your clitoral glans.

5. Next using different kinds of pressure from light to firm above, or on either side of the clitoris.

6. Spread your inner lips apart with both hands. See if you can locate your urethra, a tiny opening nestled somewhere below the clitoris and above the vaginal opening.

7. Locate your vaginal opening. It will appear as small folds that will part when you enter with your finger.

8. The hymen is a membrane that partially covers the vaginal opening. When we reach puberty, most hymens naturally open and separate so your vagina can be penetrated. If this membrane is unusually tough it might have to be surgically opened, but this is very rare. Many women like Carlin and myself never saw our hymens.

VAGINAL SELF PENETRATION: Make sure you have covered the area with plenty of oil. After spending several minutes doing clitoral stimulation, take a deep breath and as you exhale, press into your vaginal opening slowly using you finger pad not the tip. Stop if you feel any discomfort. Now take another breath and repeat. Each time go back to clitoral stimulation and focus on releasing your vaginal and anal muscles.

THE PELVIC FLOOR MUSCLE (or PC muscle): You've heard of women practicing their Kegel exercises. They are talking about the PC muscle that is like a sling that goes across the floor of your pelvis. It connects in front to the pubic bone and circles the anus. When a woman squeezes this muscle, she can feel it in her clitoris, vagina and anus. To locate this muscle simply stop the flow of urine several times and you'll feel it. Once you are comfortable having your finger inside your vagina, you will also feel the muscle when you tighten it. When I say squeeze, I mean lift the muscle up instead of bearing down as in straining during a bowel movement (which is not a good idea either). Getting in touch with this muscle will help you to relax the vaginal opening. By repeating squeeze/release repetitions for ten counts up to fifty and then resting, you can strengthen the muscle if it's weak. If it's chronically tense, then simply squating like women washing clothes on a river bank. Repeat while practicing finger penetration.

USING A DILDO: Once finger penetration feels comfortable, try using two fingers. Medical professionals use dilators. However, dilators or a good silicone dildo can be costly and easily replaced by an organic veggie like a zucchini or carrot. Using a vegetable peeler, simply peel off the outer layer and leave some skin at the bottom for a handle. You can adjust the size as you progress. I always recommend clitoral stimulation to build sexual interest before any vaginal penetration takes place if you want penetration to feel good. Besides paying attention to what you are feeling, also focus your mind on some erotic image or idea to help the process along.

Happy Penetration!

The best resource for more on this subject is Scarletteen:
"Let's Get Metaphysical: The Etiquette of Entry."

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Veggie Without Condom?

Wed, 01/27/2010 - 02:50


Are you saying that it is safe to use a vegetable like a zucchini or a carrot, so long as the outerskin has been peeled off? Or should a condom be put over the vegetable first?


24 - M - Critical Relativist and Feminist (Equalist) - Canada

First time vaginal penetration

Wed, 01/27/2010 - 10:46
Betty Dodson

I have yet to hear of a woman having a problem using a veggie dildo. I often say "get an organic zuchinni". But once it's been peeled I do believe it's safe. However, if she wants to be super cautious, a condom wouldn't hurt except for the expense of buying them.

Hold up...

Sun, 12/19/2010 - 02:26
Kiki (not verified)

I'm thinking of the whole self-penetrating thing, but cannot find the hymen. I've looked at pictures and I swear there is some kind of mental block going on because I can't identify it. Maybe mine is already broken? I don't know. I'm freaking out.

Don't freak out! I never saw

Sun, 12/26/2010 - 19:39
Betty Dodson

Don't freak out! I never saw my hymen either. Many wome have theirs opened naturally from physical activity. Also young women today use tampons when they get their periods. I remember struggling to get my first tampon inserted. Maybe that's when it happened but who cares?  I've often wondered why we never see pictures of hymens. Society has made such a big deal out of this due to the virginity myth. Any woman who has inserted her finger inside her vagina is technically no longer a virgin in my book. 

Betty is right! No big deal. :)

Tue, 12/28/2010 - 07:50

I totally agree with Betty that you shouldn't worry about this at all. In fact, you'll likely just have an easier time enjoying your first penetration if your hymen is not very apparent.

While Betty says that the finger-in-vagina is enough to make someone sexually-active (not a virgin).. I would assert that it's more of a mental thing - when you've engaged in the mental/intimacy-equivalent of penetrative sex (regardless of whether it's primarily "emotional" or "physical") than that admittedly ambiguous moment is the point where you are no longer a virgin.

However, I think both of these definitions emphasize the lack of importance the hymen really plays. I think it also draws into question the real need for such a strong focus to be played (by others) on one's virginity.

The traditional definition of virginity, of course, is to have never experienced the penis-inside-a-vagina moment. However, this completely excludes homosexuals and others who have differing sexual views and interests.

First penitration

Sun, 01/10/2016 - 13:54
33 year old virgin (not verified)

I'm 33 and still a virgin but I'm thinking I'm ready to start experiencing sex with a partner. My last gyno visit my doctor recommended possibly surgically cutting my hymen since I'm older and it's never been torn. Is that something I should consider? I'm worried about the pain possibly ruining my first experience but I don't want to if it's not necessary.

Read what's already been said about first vaginal pentration

Mon, 01/11/2016 - 12:40
Betty Dodson

 After you have followed those simple steps then ask a question which I doubt you'll have.