To every point in time when a game-changing video game or car was released. So, some of them would include 1987 (Ferrari F40 released), 1996 (Pokemon Red and Green - I want to be the first person to find and show the Mew glitch to people), 2005 (Veyron), 2007 (Nissan GT-R), 2010 (Pokemon Black and White and the Lexus LFA), 2011 (The Binding of Isaac), 2013 (McLaren P1, Porsche 918, Ferrari LaFerrari and DOTA 2, despite how much I hate that last one), 2014 (Assetto Corsa, despite how much I hate it), 2016 (ICEY), 2017 (Nier Automata), near future (Aston Martin Valkriye and Mercedes AMG-ONE), slightly farther future (Automata sequel).
Well, that took longer to write than I thought. I decided to stop before it ballooned too far.