I have been mandated for most of my career on what to carry, so I make the most of it.
I was used to 1911s and M16s from the Army training and being around my dad, but when I got hired into LE I had to carry a wheelgun, period. I coulda carried whatever I wanted off-duty, but I stuck to revolvers big time for a bit to get good with them. I also bought an 870 since that was what I had to use at work.
Transition to pistols happened and the job decided on S&W 3rd gen 9mms, didn't buy the Sigs due to cost (thankfully) and didn't buy those stupid plastic Austrian pistols because everybody knows real guns are made of metal and that fly-by-night place ain't gonna stay in business anyway.
So, I bought a 5906 and a 6906, and eventually a 3913 and a 5903 when those came out, and stuck with that platform for everything, shooting USPSA, off-duty carry, classes, everything.
We also switched to Mossbergs so I sold the 870 and started to use the 500 or 590 for everything shotgun related, two gun at our gun club, bird hunting, etc.
We went to Glocks in 2006, with a very short run with the .40 and then back to 9mm. I sold off all of the S&Ws and went with Glock 9mms, with the exception of going back to S&W J frames as BUGs.
Unless something really radical changes between now and then, I'm pretty sure I will be in these two platforms for the rest of my life.
I recall at one point thinking I was a collector when I was actually a gun accumulator. Looked at my safe one day and wondered "WTF am I doing with a VP70Z?", etc. Sold off a bunch of guns after that.