For the mature adults only please...?

I would say that she would experience some discomfort at first unless she is VERY excited, and had lots of foreplay before having sex. No doubt she is going to be very tight, and if the guy is large, it might hurt a little at first. 20 years is a long time, and although not a virgin again, she will have gone back to almost a "virgin" state.

Hi, It really depends on how big your boyfriend is. In any case it shouldn't be as bad as your first time, although after 20 years it might seem like the first time all over again(that's a long time!) Go slow & good luck!

Yes

Maybe because it depends because she hasn't had sex in the last 20 years which is a long time.

I am actually thinking that she is going to experience intense pleasure from not having gotten any in so long... if this is you... do you not masturbate? I mean, at least 90% of the world does, so if you aren't having sex with a partner you should at least be doing it with yourself.

Yes. When I was active, I used to be like that if I went a month w/o it.

There could be a tightness, but nothing like the pain of first sex.

Lots of lubrication and go slow, OK?

Good luck on your date tonight.

I would say yes...so prepare for that, but don't make that your focus. Plan on enjoying yourself and seizing the moment. Just make sure that you are completely comfortable with losing it again after so many years....make it worth it :)

there is a possibility. see the pain usually encountered during your first sexual interaction is the hymen breaking. the hymen is a little piece of skin. over time the hymen can heal back up. so there is a possibility.

More than likely, yes!