some cycling ones, why not
Laurent Fignon in Gatorade colors- Anything other than Renault or Super-U looks wrong, really, but even Castorama looked alright. As cool as the Gatorade kit was, it's very much not his look.
Peter Sagan in the 2015 Tinkoff colors, prior to him winning the World Championships - Seeing Sagan in a kit other than the rainbow jersey or TDF green jersey is weird enough, but his early years in the bright green Cannondale jerseys were fairly iconic. This, however, was just a weird, ugly kit, and a piss-poor way to display his Slovakian championship. Thankfully he spent three solid years in the rainbow WC stripes after that, but jeez.
Tom Boonen, USPS
Even by weird "Oh, I forgot he rode for them" rookie team kit standards, this is weird.
Alejandro Valverde, Illes Balears
Right team, wrong sponsor. Movistar have rarely changed sponsors, having Reynolds for the 80s, Banesto for the 90s, Caisse d'Epargne for the late 00s, and Movistar for the '10s, but there was an odd period starting about 2000 where they went a bit nuts before settling on the boring, but fairly iconic Caisse d'Epargne kit. This was probably the weirdest of them all.
Stephen Roche, Tonton Tapis
To be honest, not sure this one belongs here, despite how hilariously bad the Tonton Tapis jersey is, Roche is probably the rider I identify most with it. But it's still such a hilarious, weird kit for a rider which generally wore iconic jerseys, like Peugeot and Carrera Jeans.
Laurent Jalabert, Toshiba
Taste went out the window in a fantastic way in the early 90s in all sports, and cycling was probably the worst (best?) affected. Anyway, when people think of Jaja, they think of him riding for ONCE, and not this hilarious monstrosity. Big fan of how the stripes accentuate Jaja's crotch, though.
Greg Lemond, ADR-Agrigel
Potentially a controversial one, because Greg wore this one in his most famous moment- winning the 1989 TDF by 8 seconds over Fignon by eight seconds. But for a rider who's worn some of the most iconic kits in cycling history- Renault-Elf, La Vie Claire, Z-Vetements, the rainbow WC stripes, even his brief spell in PDM- this one just doesn't cut it.
Incidentally, that old Giro helmet logo needs to come back.