if you are using condoms it may be that the rubber is causing problems as they aren't the most lubricated things in the world - you could try a lube such as ky jelly (but DO NOT use vaseline as it will destroy the condom).
the best advice is to relax (like you are), make sure you do lots of foreplay to get you both in the mood so he's nice and hard (makes life easier)!
i had really painful sex the first couple of times but grinned and beared it as i knew it wouldn't go away otherwise! it stopped being painful and went to feeling good pretty soon after that so it will happen, some girls experience more problems than others! some of my friends had pain free sex but everyones different (also depends on the size of the guy of course).
let us know how it goes! have fun and be careful!!!
Yes that happens especially with inexperienced guys. I am presuming he is able to have a full on erection and maintain it. The other aspect is about you being relaxed. Quite often girls are very nervous especially being their first time. A lot of foreplay and oral sex helps and please make sure you use lube to facilitate penetration. Make sure you have plenty of time and you are in a place that is private and comfortable and you are not rushed to do the deed quickly.
Get him to stimulate and suck your clitoris to reach orgasm and then let him try to penetrate you. Works a treat always.
He can try and stretch your hymen with a couple of fingers while he fingers you and that way you may be able to receive him with less discomfort.
Sex should never be painful. There is a sensation of stretching but not pain when your hymen tears with the first penetration. Even the bleeding is very minimal unlike what some girls describe. Mostly the stories of horrendous pain and bleeding are false, some girls pretending they have had sex when they haven't, just to fit in with the crowd.
Sex is enjoyable, fun and addictive NOT painful. So just turn a deaf ear to the rubbish and recycled garbage that you hear.
So 3 things you need - a lot of time and a nice place, Plenty of lube and foreplay/oral sex with stretching of your hymen, just relax and enjoy the experience.