Congratulations on getting to that level with someone you care about.

First, make sure that you have a lot of privacy in a comfortable place. I know at your age it can be difficult to find those things, let alone both of them together. However, you want it to be a good experience for her, so she needs to be comfortable, and you definitely don't want a parent walking in while you deflower your girlfriend.

As for making it less painful, you should try at least an hour and a half of foreplay, including taking small breaks to cuddle, etc. Try to have her orgasm once or twice before you initiate intercourse. Bring some lubricant, too.

As for birth control, I would recommend you use spermicidal jelly as well as a condom. Not only is this smart, but it should make her feel more comfortable about having sex.

Honestly, though, the most important thing is what you do after you have sex for the first time. Plan so that you have the rest of the day or night to spend together. Bring a movie, order a pizza, and cuddle with her the rest of the day.

Don't be alarmed if she wants to be alone, though. Some people have this reaction after losing their virginity.

I don't know what stores in your area might have it, but here is the type of product you want.

http://www.drugstore.com/products/prod.asp?pid=12675&catid=49378&trx=PLS...

> Is there anything people can suggest to help with this??

Please read the list of articles in the Index. There are half a dozen that deal with this matter specifically and in general, including the one entitled "Am I Ready for Sex" and another: "I'm Ready for Sex...."

Ideally she should see a doctor before having intercourse for the first time. She should be using some form of contraception as should you. Both of you need to look out for A#1 (you) and not trust or rely upon the other's use of a birth control method as the only one. Teens are the most prone to become pregnant for several reasons, so you cannot be too careful.

Use the Woman Superior position. This places her in charge. She can position the tip of your penis against the space between the Hymen and vaginal wall. This is better than poking at the membrane itself.

Many older teens have already participated in enough exercising and sports to open the hymen or have it erode significantly. If so, her discomfort should be minimal, although this is not guaranteed. By being on top she can press against the entrance as she sees fit, let your penis enter at a speed and depth that suits her; and, the same for stroking if you get that far. If you do not get inside, do not make a big deal of it, try some other time.

I agree that making out and foreplay are extremely important to a woman's arousal. I recommend making out (Necking, Petting, Heavy Petting) for a minimum of half an hour before ever moving on to Foreplay. An hour and a half is rather much, although not for the session as a whole. I opt for about half that before thinking about intercourse, and then only when she indicates that she is ready.

Even though your girlfriend may be aroused and wet, this does not necessarily mean that the mucus is distributed well. Add a commercial product available off the shelf from a pharmacy or super market to your penis and make sure the vaginal opening is wet all around. You want to try and eliminate rubbing dry skin together.

Now then - why do you kind of regret your first time?

[QUOTE=Fun and Games34;220664]Alright, thanks, that info really does help me.

[COLOR="Blue">This is why we are here--to help answer questions, make it easier for those coming up through the ranks, and, to pay it forward.[/COLOR]

And spermicide cna be bought at most pharmacy's right?? and do they sell spermicide that can also act as a lubricant on the condom?

[COLOR="Blue">All pharmacies.

A spermicide is just that. It is applied to the inside of the vagina and/or a device like a diaphragm. Lubricants are also available over the counter. Buy the regular water based type and not the fancy warming variety. The latter often irritate the skin.

Apply a bit of spermicide inside the tip of the condom, also. This will help whether a condom breaks (not a common happening) or not.

Lubricate the entire entire outside of the condom, although, particularly the top end. Applying a little to the Glans of the penis is often helpful because it gives it more "wiggle room" inside thus transferring more friction. DO NOT apply it anywhere else but the Glans.[/COLOR]

I mean im almost as inexperienced as she is. Ive only had sex once and it didn't last very long and i kinda regret it. But anyways i need to know some of the basic stuff[/QUOTE]

We all have to begin somewhere and that somewhere is the proverbial "Square One". You are asking great questions, show care and concern as well as having a desire to be well informed. Keep it up.

Your girlfriend should get checked out by her doctor or health care provider, first. She can also ask any questions that may be on her mind, AND, discuss birth control options, be they the pill (of which there are several as not all interact with the person in the same way), sponge, diaphragm, cap, etc. At the very least she should use a spermicide and for teens I'd recommend using the spermicide as a back up to whatever method she chooses. This does not mean you get by without using a condom. This goes back to what I said earlier: Look out for A#1, and that is why all the protective efforts for her also.

No birth control regimen is 100% guaranteed, even when you double or triple up, and particularly with teens. My sage advise is to wait to have intercourse until you are ready to be an unwed parent in the unlikely event this should happen. The same goes for the girl. In the meantime, you can actually have more physical pleasure from a combination of oral and manual stimulation that I refer to as the "dynamic duo". Intercourse is more for emotional satisfaction as it brings the psyches together for a moment in time. As great as intercourse is, it does not produce the intense sensations and feelings that Foreplay will. Just something to consider.

I am just gonna say, don't expect your first time with her to be any better, the first few times are usally kind of awkward and clumsy, and you only had sex once before so you probally arn't too skilled just yet. Just know it takes time, respect, and practice practice practice! (but at least its really fun to practice!)