1. Can't tell you exactly, but sex feels better/different than blowjobs. Condoms lessen sensation but they are very important. Just try it and you'll see how it goes.
2. I don't exactly understand your question. If you cum directly before you have sex (from oral sex, hand job, or masturbation) then you will last longer. You cannot know exactly how long you will last, but relax about it and just let things run their natural course. One of the biggest reasons guys ejaculate prematurely is because they are nervous.
3. Before you have sex, you should use TONS of foreplay. Have you fingered her before? You, or she, can stretch her out by fingering her - that should make sex less painful. Being sure that she is properly "warmed up" for sex is HUGELY important. By this I mean, when a girl is turned on, her vaginal muscles relax and she produces vaginal fluids to help make penetration easy. So, make out, go down on her, finger her, etc., to make sure she is really turned on and ready to accomodate you.
4. If she has a hymen, things are potentially more painful. Either way, though, she can experience pain or no pain. The key is making sure she is turned on and that you have enough lube (either natural or store bought).
5. Basically, foreplay. Suck her nipples, kiss her neck, nibble her ears, go down on her and lick her clit, caress her inner thighs, etc. Most importantly, pay attention to her likes and dislikes and try to make things good for her.
6. You can use backup birth control. In fact, you should use backup birth control. Spermicides and a cheap, non prescription backup. Find out if you have a local free clinic, and tell your gf to see about getting hormonal birth control. This is the most affective backup you can have.
7. See 3.
8. You guys should be able to talk openly about sex before you are having it. I know, it's a little embarrassing and weird before you have sex because it's a subject you're nervous about.... but you need to talk about it and make sure you're both on the same page.
9. The best thing you can do is to rub her clit while you are having sex. So many inexperienced guys forget this. Most girls do not orgasm from penetration alone. They need additional clit stimulation in order to cum. So, try having sex doggy style and reach around and rub/massage her clit. Also, doggy style is by far my personal favorite position, because it stimulates the G-spot. The G-spot is about 1.5-2 incehs up on the frontal (anterior) wall of the vagina, and a lot of penetration misses it. Knowing it's there will put you ahead of the game.

Try these:

1. you will feel less w a condom on
2. no idea but save penetration for last
3. once begun do not stop and stay under the cervix
4. it might - she may or may not still have one if she does, you will break it
5. Body worship works wonders think of it as kissing her slowly all over
6. use high quality condoms correctly - she needs her birth control too
7. use lube and see #3 above - think of this as caressing her from the inside
8. proceed with #5 above and do whatever she tells you to do
9. caress her G-Spot with the head of your penis - gently and slowly

3. Touch her with ya finger to know if she is wet before inserting. If not, kiss her from top to bottom, concentrating on neck, breast, crotch to thigh area, vaginal lips and then clit. Do it with your heart.

6. A good condom can hold more than 5 litres of H20 on the floor. Buy those brands you've heard of. BTW First times should be gentle, right? It shouldnt break if you doing with it not tooooo hard. Still not assured? Test the condom after you wear it by pulling it backwards with you hand, and feel it with another hand of yours to see there's air trapped at the tip of the condom.

7. Do everything to make her relaxed. She shouldn't feel too nervous.

Not answering all your Qs. Just adding in some that has been answered. They are all true.

1. You will feel relatively the same, well thats what my boyfriend tells me. A bj is nice now and then but sex is better. Always use extra protection condoms btw.

2. Depends on you, how long it takes you when shes giving you head and technique. If you think your coming too quickly, think about something else then get back to her. It helps.

3. Slow and gentle is good. You on top (missionary). Make sure shes turned on. Im sure you know how to do that :-)

4. If you have been fingering her, probably not. Its just a layer of skin near the opening. She might bleed she might not, depends on the girl. I didn't but most of my friends did, but it hurts like hell so be gentle.

5. Teasing is good. Run your hands all over her, working towards her nipples but go CLOSE to her thang as you can, but do not touch it. Keep doing it while your kissing and shell get hot. Being dominat also works but it depends on her. But my best advice for turning her on is ask her.

6. Put it on the right way. There should be no air in the condom but don't be too immaculate and spend ages trying to get all of the air out of it. Just hold it at the top and squeeze down (while its on lol).

7. Tell her to tell you if it hurts. Then stop, pull out and start again.

8. Well tell her your ready but you arent rushing her into it, youll wait as long as she wants cos you love her and stuff. Make her feel special.

9. Get touchy feely, brush your hands up and down her legs, on her arms, kiss her. Just do whatever comes natural.

Hope you found this useful.

There's nothing back-up about birth control - if she's going to indulge in adult fun she should be adult about it and that means SHE has to be in control of her own birth control. Condoms are to be used solely to prevent the transmission of STDs and not a birth control method.

Kitten::

Why shouldn't condoms be used as a birth control method?

Because they aren't as effective as other methods, esp the hormonal ones, and using them as birth control puts the onus and the situational control onto the man only - she has to share in this deal.

Well, certainly they shouldn't be the ONLY form of birth control.

But I don't see how something that creates a barrier as strong and quite reliable can be considered any more or less important than trusting to something that we can't feel or see. Never use JUST a condom, but there's no reason a condom won't hurt . . .

And the fact that many men who know that their gf is on the pill think it's a segue into constant unprotected sex and he has NO responsibility -- even the girl is made to buy the condoms. So when you talk about sharing responsibility, it really does have to be something that can not easily be forked off on one partner or the other.

whilst i totally agree that you should go for belt and braces (both of you should go for birth protection - the pill and condoms)
some people prefer condoms because even though they are less reliable or whatever reason, they don't have some of the nasty effects that the pill or other hormonal things can have.

I normally don't disagree with EvilEvilKitten (and it's not just because that double evil business is kinda scary), but condoms are very effective birth control, all by themselves. In my experience, they've worked all by their little selves hundreds of times, and never failed even once (and yes ... I am most certainly fertile). For quite a bit of my life we all wore condoms exclusively as a birth control device and really didn't worry about STDs (this was in the old days, before the really nasty STDs came out).

Only other comment on question 6: One thing to be careful of with a condom is that you don't lose it after the deed is done. Pull out with reasonable alacrity, and hold onto the end of the condom when you do.

A few other notes on the whole birth-control issue:
- Women having control over their own birth control is a good thing, and the pill does help accomplish that.
- On the other hand, some women really don't tolerate the pill well.