Keep your money in your pocket if looking for boots and / or leathers in Central Florida. Central Florida is one of the largest cattle producing areas of the USA. Unfortunately, we "old school" people have to go down in the country about 100 miles to a "real" western store to get what we really want. There is the Boot Barn located in the middle of the tourist district, if they tells you anything,but you won't find the quality brands such as Wesco, White's, Nick's. There are three Red Wing stores located in various parts of the area, one in the tourist area as well.
Don't be on the look out for booted and leathered guys. They are far and few between. Unfortunately, social media has cut into guys going out and "cruising". Additionally, I know I am going to get a lot of flack on this statement, but, many of the clubs are overrun by persons from the hispanic community, and will NOT tolerate their rudeness toward other ethnicity's. Disney alone has over 20K "alternative lifestyle" employees.
If you want a half ass levi bar, there is BarCodes located on Edgewater Drive, just north of Fairbanks Avenue and of course, Hank's, who has the sleazy reputation for whatever goes on the patio, altho not discouraged. The Parliament House continue to be a gay mecca with ALL of their queens.
What I see from my perspective, you might see it in a different light.