TBH that kind of a short shelf life wasn't just a 386 thing. Clocks speeds and architectures were advancing quickly, and all chips had a really short shelf life.
For example, in the span of 5 years (say '91-96) you could upgrade from a 386SX 16MHz to a 486DX 50MHz to a Pentium 90MHz, each time paying about the same amount of money but getting a 3x speed-up. And other components like video cards were improving just as quickly.
People were upgrading every couple of years because the difference between older and newer models was night and day. Imagine if in 2015 you bought an Intel i3 3GHz and this year you could buy an i7 15GHz with 8x the RAM for the same price.