When you take huge measures to look good by getting flashy expensive stuff to hide the fact that you have a small penis, ugliness, bad body image (for guys) or small/flat tits or ass (also using implants), overusing make up to cover up your hideous face or loose saggy vag.
Wow shes using a lot of make up and implants, you think shes compensating for something
Hes got a lot of big cars and a huge mansion is he compensating for something