Help me! My boyfriend and I have been going out for nearly a year and a half, we've talked about sex and how each are other feeling about it as we are both virgins. We nearly had sex after five months but using the condom scared him and he ended up not being able to get an erection so I decided to go on the pill and eventually when it got to the crunch he couldn't fit in me. My sisters have told me to masturbate more but I don't get any pleasure out of it and generally feel stupid when doing it, but because my boyfriend and I are becoming so frustrated please help me!

Cliterati repliesSex takes a while to get used to so don't feel bad. The most important thing is that you both feel comfortable before you get down to it. Make sure that you're both sure you want to do it (which it sounds like you already have done, but if you've got any doubts at all then wait.)Once you're sure, find somewhere you both feel happy - a place where you know you won't be disturbed by family, friends or even the police (the old sex in car thing does have down sides). Give yourselves plenty of time to get aroused, both physically and mentally. Touch each other, perform oral sex on each other (stopping before orgasm) and generally do everything you can to get wet, in your case, and hard, in his.
If you've had lots of foreplay (and we'd say the more foreplay the better when you're losing your virginity to make sure that it doesn't hurt) but you're still a bit dry, consider using additional lubricant to ease the way. This will help him slide in.

Regarding condoms, we'd strongly recommend that he uses them. Maybe try putting a condom on him when you're not aiming to have sex, so he doesn't feel nervous about it. Get him used to the way they feel, then masturbate him to orgasm whilst he wears it. This should help him realise that they're not as bad as they first seem.
In terms of feeling stupid when you masturbate, there's no need to. It's perfectly normal. If you're not getting any pleasure out of it, try stimulating yourself in a different way than you currently do; perhaps using a pillow to rub against or trying a vibrator may make it more fun. Your sisters are right - finding out for yourself what turns you on makes it far easier to enjoy sex with someone else.If you still can't make it work, it may be your body's way of telling you that you're not ready. Give it a bit of time and it will get easier.