I am 37 and in march this year I split up from my long term partner (together 16 years, no kids). I do feel ready now to try dating and I have someone in particular I really life a lot. I have known him for about 10 years and always thought he was a really sweet man but only saw him a couple of times a year.
He is the same age as me and hasn't had much success with women, he is a bit shy and he has probably been over looked due to his height (he is 5 foot 6) he is very petite for a man, slender and started to lose his hair when young so I believe he doesn't see himself as attractive or imagine women would like him. I know that he hasn't really ever had a girlfriend and has maybe only ever kissed 2 girls and had a few dates with one of them. I really like him so much, he is a very skilled craftsman, hardworking and an intellligent, open guy who is shy but also very warm. When I saw him last month we spoke for a while and the chemistry I felt was incredible, real heat. I don't know if he liked me he was very focused on me, it was a well lit room and his pupils were dilated to the maximum so I have been hoping that might mean his likes me a bit.
I really want to see him again but there is nothing coming up where I might bump into him in the forseeable future and I am agonising over puting my cards on the table and calling him up. I don't even have his home number only the one for his work and an email address from his linkedin account. Would that be really creepy if I contacted him that way? I am shy myself, and its a risk because I really don't know if is at all interested but if he was I don't think he would ever make the first move.
Should I go for it or find some other way?