Headphone Issues I need help please, keep breaking?

I have had 2 pair of iPod headphones, 1 pair of Sony PSP headphones, and 3 $20 pairs (random brands, I think Phillips was one? all different)

I have an iPod Classic 120 GB

For the first maybe year months zero problems. Then one day one side stopped to work.
So, I get the pair from my shuffle, lasted for a 1.5 years so far, 4 weeks later, busted
So, I buy a pair, and they lasted maybe 2 weeks.
So, I buy another pair, different brand of course, 3 weeks (maybe) dead
During this time, I had a PSP memory stick come with headphones, and used them in my PSP, with 0 issues. I plugged them into my Classic, and one week later, busted.
I now buy my most recent pair, 1.5 weeks, and BUSTED.

I am now here to ask, why does my iPod have issues? What can I do? I treat my iPod and headphones extremely well, trying to find new ways to fix it each time. Thanks in advance