Hello, I have NC for this but would love some advice,
I have even separated for 7 years, no relationships since then and am a single parent to one child.
Several months ago I met a man (let's call him Simon) and we have become really good friends. Simon is about the same age as me, has been through real mental health issues in the past (but so have I so this is no problem to me) and is I think very shy (as am I) p.
We talk every single day, share lots of laughter and interests and he has been really supportive and helpful over some stuff happening in my life. He has helped me with flat pack furniture and we have had some lovely afternoons just sat in the garden.
People around us are speculating that we are in a relationship and we have a laugh about that but in all honesty I really like him but am scared to make the first move. Possibly I fear rejection and I also fear (but want) a sexual relationship as I have low arousal disorder due to a past history of sexual abuse and my current antidepressants. I am therefore not going to be an easy partner for any man to have. There are times for example where I just don't want to be touched.but I really like this man and I think he likes me too.....but I also this, he is very shy.
My son is off on holiday with his Dad for two weeks soon and I have a couple of days out planned with this man.
What (if anything) could I say to him about taking things further? How do I ask him about his feelings if he is as shy as me? We are spending lots of time together and part of me feels I shouldn't rush anything but should just see what happens over time.
I don't know anymore how I should proceed. I keep rehearsing things I could say in my head but bottle it completely when I see him. We have a great time together but I am wondering if we are both stepping round the elephant in the room by avoiding the talk about heading into a relationship.
It's just not easy for me given my past. 
I wish I could be one of these confident outgoing women who can just ask a man upfront "how do you feel about me"?
I am definitely developing feelings for this man though and in a way it's good as I always said I would never get into a relationship again.