Not really, people that were truly fashionable still looked good back then.
Look at fashion icons like Nicole Kidman, Angelina Jolie and(to a lesser extent) Lil Kim.
I'm talking about Gwen, Nelly and Fergie. Gwen (with No Doubt) and Nelly already failed with their comebacks. Fergie would flop. Who's checking for her or Black Eyed Peas?