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Rolexs aren't for telling the time. Nor are they for impressing other watch buffs. They are for impressing check in chicks at hotels and airports, none of whom would know the difference between an IWC and a Timex. As a non gay bloke the options for looking rich (regardless of if you are or not) while wearing jeans are limited. About the ONLY message you can send is your watch. If you want that upgrade the Rolex is instantly recognisable and offsets the scruffy jeans perfectly.
Fake or real doesn't matter, both work just as well. Just remember you are trying to look believably wealthy and kinda sensible - A fake diamond studded gold presidential isn't fooling anyone, a stainless model might just work.
I got my Rolex for my 40th birthday, I have no idea what it's value is now, but todays new price is roughly three times what mine cost, so I'm happy.
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