First one I ever shot was a Colt .22 Match Target, (dad still has it). First one I ever bought and sold like a moron was a Colt Double Eagle .45 ACP......that was 8 years ago and I'm still kicking myself.
A High Standard Sentinel MK III .357 Magnum. Was only 12 years old and Dad put it in layway at the local corner Gun Shop. Had a paper route and every Friday when I got paid I would stop there and make a $15.00 payment on it. I think it took like all summer(1973) to pay it off, but I was one proud kid when it was paid for and Dad met me there pick it up. Aaahh the good 'ol days.....
Walther PPS, .40. When I bought it I did not understand the concept of fitting my hand very well as I was pretty new to handguns. I did sell that gun, but only because I did not shoot it very well not because of any issue with the gun itself.
Taurus model 66 .357 magnum 6" barrel, love that gun the report on it when you fire off lets people know you are on the range. Still have it, and i don't think I will ever sell it.
Glock 20 10MM. Love it but got to costly to shoot. Traded it for a Glock 22 in 40 S&W and it jammed all the time. Trade it for a HK USP .40 no problems. Wish I never traded the G-20 on hindsite since I now reload and it was a High Capacity gun. 15 vs 12. Oh Well I still love the HK though.