Britney has NEVER looked good in candids. I have been a fan since 1999 and her style is what I would describe as atrocious. There is a reason she ended up on Blackwell's worst dressed list nearly every single year in the past decade except the year she had a mental breakdown because he decided to take pity on her.
Examples of her awful style:
Zimbio.com --> from 2002
Zimbio.com --> from 2003
Fanpop.com --> from 2003
Fanpop.com --> from 2003
This outfit from 2003 is something she would wear today, ugly boots and all:
Fanpop.com --> from 2003
This one isn't too bad, considering. You can see her cowboy boots peeking out.
Fanpop.com --> from 2003
You can see here she didn't like wearing bras back then either:
Tengossip.com --> from 2002
Fanpop.com --> from 2002
I remember this pic was infamous because she wasn't wearing a bra. Also her hair looks like crap as usual:
Zimbio.com --> from 2002
Zimbio.com --> from 2004
Southernbelledish.blogspot.com --> from 1999
Basically, her style has been awful for years. You just never noticed unless you bought People/tabloids every week. But now it's easier to notice because you can go online and see a different set of pictures every day for free. We are being bombarded with celebrity candids daily now.
Also, her hair has also been bad for years. She started wearing extensions in 2001 (you can see them quite clearly in her 2001 HBO Live in Las Vegas special) and her hair is very, VERY damaged. Again, it wasn't as noticeable until now because paparazzi camera zoom lens have gotten SO much better than they were years ago. Now we see huge HD pictures where every pore is visible; back then you got a full length body shot and that was it.