My husband was my first and as long as there is a lot of foreplay and she is pretty turned on there shouldn't be a lot of pain. As far ad the bleeding goes, it is minimal. It isn't going to be like a flood or something. And if she has ever done anything sexually with anyone before, the membrane that you are talking about breaking may already be broken. Don't worry about it.

To be honest, all depending on your size will matter on how much pain she'll feel. The longer she waits, the more pain she'll feel (42 years old, wow)

just make shes all slippery & wet & turned on, so her mind wont be on the pain so much, and if your gentle she probably wont bleed at all.

Good luck

Thnx kt empress, yeah I know I shouldnt be worried, I realize people have managed somehow for centuries with this "problem", and the population is not under threat..Lol
good tip though about foreplay and arousal, im sure we'll know when were ready.

I agree forplay and comfort will go a long way. If you can help her orgasm through masturbation it will do a lot towards mitigating pain or discomfort from penetration. Virgins bleed very often, sometimes it is more than just a tiny bit of blood but it allways looks like a slaughter when it's smeared on white sheets. Definately let her first time be on Black or Red sheets, at least something dark enough that it doesn't look like a horror movie set when you're done:)

Accept that she has no sexual experience and will be scared/intimidated. Understand that you will have to set the pace of things and read her reactions carefully to decide if you are rushing or needing to move towards sex more quickly. She is unlikely to orgasm and it is nothing to do with your skills or equipment. She's a 42 year old virgin, orgasms have not likely been a priority in her life and even if she's very good with masturbation she hasn't had to deal very much with a partner being around when she's trying to cum.

What will make the night special and less awkward is if you concentrate on the fun of being with her. She will read your worry and anxiety and reflect it back. If you're romantic and loving she'll loose her anxiety and fear naturally.