Justin Timberlake hasn’t always looked all dapper in his suit and tie. Time was, he would’ve taken that suit and tie, dyed them purple, sewed some denim patches on, sprayed silly string over the whole outfit and swanned about like Mr Blobby on hunger strike. Look at him here, auditioning for classic kids’ show Rainbow and brace yourself for more sartorial offences to come.
Even hiding behind his fellow Men At Gap, Timberlake can’t entirely disguise his XXL rancid guacamole polo.
In happier days, Justin and Britney would step out in B*Witched’s entire wardrobe. Maybe it was best for everyone that pop’s golden couple split up.
Seems a shame to pick on Justin – what with all those prize doughnuts around him – but he’s wearing a sleeping bag, isn’t he? Presumably so he can’t flee the band just yet.
A sneak preview of the 2013/14 Arsenal home kit.
There was a time – about half three in the morning on the 16th July 1988 in Balearic nightclub Shoom in South London – when this was acceptable attire.
Still hamstrung by grossly outsized clothing, Timberlake is too compromised to effect an escape. FREE THE ‘N SYNC ONE.
Slapping a sewing-pattern waistcoat over that Acid Ted get-up takes us all the way up to 1993. Shame this was about 1999.
Britney wisely keeps her distance as Justin arrives dressed as Sharon Osbourne.
It’s not so much the retina-scorching festival of day-glo vomit, it’s more the brick wall chastity belt over his crotch. No one’s buying this, Timbo.
First time anyone thought Coldplay’s ‘Mylo Xyloto’ artwork was a fashion statement.
A pretty passable Stevie Nicks from Britney, a pitch-perfect Noel Edmonds from Justin.
It’s to Timberlake’s credit that he can stay deadpan even while he’s done up like Captain Jack Sparrow in Pirates Of The Benetton Sales Rack.
The Teletubby Years. You’ve just gotta get through them.
When you look more absurd than Steve Tyler, something’s got to give.
And still he’s not shaken off these chumps. Mind you, the stained purple headscarf-as-shirt looks tasteful alongside the Fred Durst/80s Doctor Who combo second right.
Justin has a crisis of confidence as he realises he might not be the most ridiculously dressed chap in the shot.
You’re not on your gap year now, Justin.
Timberlake would never fall foul of the Wimbledon dress code again.
The invitation said come as an E-battered casualty wandering the hard shoulder of the M4 at 4am on a nippy spring day in 1991.