Reddit mentions of 5.11 Tactical Trainer 1 1/2" Belt

What gun I'd recommend you should get depends on a lot of variables that are unique to your situation. How much hassle are you willing to put up with carrying it every day? How much effort are you willing to put into learning how to use it, and how often will you maintain those skills? What's your budget? What are your anticipated threats? (Are you concerned about muggers or bears?)

I am not a fan of off-body carry or 'sometimes' carry. If your piece isn't in arm's length when you need it, it might as well be on Mars. Similarly, I don't buckle up my seatbelt only when I think I might get into a car wreck and I don't put on my gun only when I'm feeling extra dangerous that day. If you're not going to get into the habit of carrying every day every where (that it is legal), it's probably not worth the hassle to you.

Become familiar with your state's carry laws and what you need to do to get a permit. Budget for a quality belt and holster. You won't find a belt stiff enough to support a pistol in the department store. A double-stitched 'instructors' belt is the bare miniumum (5.11 at amazon $32-80), but a thick leather belt is very nice. A good holster will run $30+, look at Blade-Tech and Safariland for quality stuff on the low end. Consider taking up shooting as a hobby or sport as a way to maintain your skills.

As for specific recommendations, at the "low hassle, low time sunk" corner of the chart, a S&W J-Frame revolver is the best solution. It's small enough to have everywhere, is idiot proof to shoot, and reliable. It's not fun to shoot and you only have 5 shots, but it's better than a sharp stick. Budget about $4-500 for one. If you can't afford that and are willing to put up with a bigger gun, a used S&W K-Frame like a Model 10 or 64/65 will run you $250-350 and isn't as small as the J-Frame, but is a lot more pleasant to shoot and easy to manage. If you're looking for a 'sock drawer' gun, it's the gold standard.

If you're willing to put some effort into learning how to run it, the next step up is a slim 9mm automatic like the Walther PPS, SIG 239, S&W Shield, Kahr or S&W 3913. This will run $350-600 and will combine the light weight of the J-Frame with a bit of extra size, but they have more ammunition, a better trigger, and they're faster to reload.

If you're willing to dress around the gun some more, you can consider compact to midsize duty pistols like the Glock 19/23, S&W M&P9c, SIG 225/228, S&W 6906, etc. In general, the bigger the gun, the easier it is to shoot, and will be more reliable. I would recommend sticking to popular police service pistols and avoiding stuff like the XD, Taurus, Ruger SR series and other junk. As for caliber, I'd recommend sticking to 9mm with quality JHP ammunition.

I'm sorry for the info dump, but "I want a gun" just isn't a simple question. I hope this helps a little.