I wasn't a fan of it, but I understood why they did it. It wasn't a surprise or anything, it had been talked about in the sheets for a while that Taker wanted to change his character and the last time he was on tv before he came back with the new gimmick, he pretty much was Bikertaker already. (minus the bike LOL)
Here it is from Smackdown September 1999
When I first saw the new look at Judgment Day, I thought it was a cool Ghost Rider kind of look and everyone seemed to dig it at first, but as time went on, his look got worse, he wasn't in great shape and I didnt really like his promos. It just wasn't working for me.
It got a little bit better when he settled into the Big Evil character with the short hair, he got in better shape and his ring work began to improve but I still wasn't a fan of it.
No one was happier to see the return of the Deadman than I was.
He started dressing like that before 2000 minus the trench coat so for a short while he was still the same Taker to me. He even rolled his eyes in the back of his head at Judgement Day like old times. Him changing his attire later on is what soured me. shyt was over when he wore that Survivor Series 2000 outfit.
LMAO, Those gold pants he wore at Survivor Series 2000 were the fukking worst ever. I know he did it to mark the 'gold anniversary' of the Undertaker but goddamn those were terrible.
(Edit: It's been brought to my attention that the real reason for wearing the gold pants was he lost his luggage and had to borrow those pants from Godfather. Thanks to @FunkDoc1112 for correcting me on this)