A couple of things here:
First, as for now, (did not go sly yet, but shaved at #1 and it suits me well)I would prefer to have some hair. A part from that, going sly or bald or keeping it short (whatever) makes me happy in a way, because it gives me the feeling that I need to take care of myself (dress, health, sports, exercices, how I eat etc.) and that is way more important than hair. Being bald suits me well as I said and I know that some ladies like it, while some others will not, but it is a DETAIL.
It bugs me a little bit that I have like 10 pounds to lose and I feel that my face is a little bit chubby ( I will post a picture soon; however, it does not take it because the files are too high).
I had more positive than negative feedbacks on my look being shaved, and this goes back to high school....
Since it suits me well, I do not have a problem with being bald; however, I will not yell that I am proud of being bald, since having some hair would have been better (at least for now!)