Ask him out or Asking me: something to think about

I have a confession to make: when it comes to making male friends, things seem to be working out so far, but as it comes to date, I´m a complete mess. I freeze, don´t know what to say and then I make myself aware that my behavior might reveal things that I don´t want to, yet. There is someone I like that I´ve known for the last couple of months. At first, he was just a friend and then it became something else. And I´ve been tempted to ask him out a couple of times, but when it comes down to actually do it, the words don´t come to me. Nowadays, there are more women who have been straight-forward and ask their men out, and I think it´s great for them, and then I start to wonder whether I have said that if I like someone hard enough, I´ll never let him get away too many times to mean them, or I just simply chicken out when I´m on that position. I thought it would be easy, but then again I remind myself that my past experiences haven´t been that great: there´s always the one that got away, and truth be told, I didn´t even notice the signs that were in front of me; well, there was no relationship at all and I became aware of it just a couple of years ago, so it kind of hurts a little, but hey, there´s nothing I can´t turn back time, so he`s just a memory of what could have been and I believe it´s not healthy to dwell on that subject. Now, the second one, I only knew him for like a week. I liked him a lot and I was brave then, so just as he was leaving I wrote down in a piece of my paper my name, my cell number and my e-mail because he was going to be living in my city for a year while he was preparing himself to be a sommelier. I did not even get a hi or a call...I don´t think he really was interested in me at all. And right now, well I´m debating whether I should ask him out, ask some of my female friends or male friends to see whether what I believe it´s real or if they get a sense that he likes me too, or if he would ask me out, and I have a few weeks to sort it all out. If there is anyone out there who has faced a similar situation, I´d appreciate any advice you can give me, because I don´t want to feel like I´ve done nothing to get his attention. I only hope (and wish) that his behavior towards me shows that he cares and maybe we´ll go out on a date. That´s all for now, just something I was thinking today.