Should I ask him out?

I travel for work, most time I stay in different cities (the company is operating from 4 cities at the moment). This and last month, I've been staying in my fav city, fav hotel.

I think that the waiter from the hotel has a little crush on me. He seems a bit shy and nervous around me.

I think he is really cute and I do like this type of shy guys. However, recently I have broken up with my ex and I am not sure I am quite ready for something new, plus he is a smoker, which is a deal-breaker for me.

The thing is, I would like to let him know that he is a good-looking guy and that there's no need for this shyness. Basically give him a confidence boost I guess but I am not sure that that is a good idea. What do you think? Should I ask him out to tell him that or just let him stay in his shell?

Should I ask him out?
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