What am I doing wrong?

Anonymous

To give some background, I'm quite busy for my age. I'm 24 and I own my own business outfitting emergency vehicles. I'm also a part-time supervisor at the local ambulance service and I'm my town's assistant fire chief. I've had two relationships, one of which I ended due to it being a dumpster fire that I don't even think I could extinguish and the second one was ended because I wasn't one to necessarily show a ton of affection in public.

I've always been more introverted I believe and I never got out much in my late teens and earlier 20's as I was focused on working and being a firefighter. I had a fair deal of friends but I didn't get out as much as others. However, I socialize quite a bit now but it almost always involves work or being with my co-workers outside of work. I don't drink alcohol so that also presents a problem as that seems to be the "norm" of today's world. I've been told that I don't look horrendous and that I'm supposedly a "good catch" due to my positive and helpful nature. However, I don't seem to get far when I try to talk to women. I feel like I'm going to offend someone and I have trouble flirting for that reason. I've asked a few women on dates but I've always been rejected and/or tossed into the friend zone. I'm hoping someone has some insight on what I'm doing wrong and how I can improve. I have also attached a few pictures for some reference because who knows, maybe I'm a little less than average. It's very difficult for me to dress "in style" due to the nature of what I do but I suspect that may be part of the issue.

What am I doing wrong?
What am I doing wrong?
Updates
8 mo
To clarify, I was broken up with in my second relationship.
What am I doing wrong?
8 Opinion