Sex for the first time with new woman.

I've been out with a girl that I work with a few times, and she's stayed overnight at my place twice so far. We constantly flirt and hint at sex...but when it came down to it, she didn't want to as in her words 'she's only slept with one person', so basically I think she values the whole situation.
The problem I have here is...when will I know to try to initiate sex? Without pressurizing her? As I know she isn't quite confident enough to initiate that kind of thing.
I've never had this situation before, with my past relationships the sexual urges have been mutual etc!
Many thanks for your help.
Brett.

 

It sounds like she doesn't want to have sex because she thinks she isn't any good at it, you could try to reason with her, tell her that she needs to have sex again to get better at it. Or maybe there's some other reason so talk about it and be open with her and she'll be open with you.

I had a girlfriend that didn't want sex but when I talked to her about it she told me she squirts which she found really embarrassing, I told her I thought that was really sexy and hot and we ended up having great sex.

I'd say one night if she stays over have a romantic evening, candle lit dinner, have some wine or something so she's more comfortable. Start kissing on the couch or bed and caress her, be slow and gentle and try to progress things further.. If she''s still scared, be confident and tell her there's nothing to worry about and the sex will be great.

 

Maybe instead of pressuring her further, you should 1) find out exactly why she is waiting, and then 2) respect that and wait! If it's just sex you want out of this, you need to lay that out on the table right now, because if she's really wanting a relationship and to take things slow, you've got two way different goals in mind and it won't work out. Instead of asking a bunch of strangers when it's right to make your move, it's probably best you get to know her and find that answer for yourself.

 

sounds like she has somebody else in mind.

 

she stayed overnight twice.and you didn't have sex sounds to me like she cant wait any longer.stop tyring to read what shes thinking..if you don't give her pleasure then some lucky guy will..then you will have regrets.i should know j/k