Challenge Setup

• Sidemen $1000 outfit challenge sponsored by Simon Clothing
• Each member assigned different person to buy outfit for under $1000
• Split into groups to shop, then return for catwalk and public reaction
• Budget: $1000 per person distributed in cash

Shopping Assignments & Strategies

• Josh buying for Ethan: Initially planned to be nice, remembers Ethan's weight loss transformation
• Harry buying for Simon: Considers shorts/t-shirt vs making him look like "swamp"
• JJ buying for Toby: Plans to make him look "uncool" with opposite colors
• Ethan buying for Josh: Plans old man look, starting at charity shop Oxfam
• Simon buying for JJ: Plans nerdy look with crocs, socks, shorts, suspenders, shirt, glasses, bow tie
• Toby buying for Vik: Plans married man/high-end stylish look
• Vik buying for Harry: Plans preppy boy look with three-piece suit

Shopping Locations & Purchases

Oxfam Charity Shop (Ethan & JJ)

• Josh's outfit total: £158 complete look
• Brown trousers (32 waist), brown striped shirt, brown jacket, tie, bag
• Nokia phone, Modern Warfare 2 game as accessories
• Plan to donate back to Oxfam after video

Various Stores

• Harry's preppy outfit: White shorts, blue Ben Sherman shirt (£60), loafers (£75)
• Total spent at one shop: £202
• Striped socks to match aesthetic

Costume/Specialty Shops

• JJ's nerdy outfit: Helmet, lemon shirt, shorts, bow tie, Tommy Jeans shoes, cap
• Ethan's outfit: Off White shoes (£480), baby socks, trousers, shirt, mask/helmet
• Simon's pink tracksuit: Pink top, pink tracksuit bottoms (small size), chain, Converse shoes
• Toby's football kit: Man City jersey, shorts, odd socks (Chelsea + red), shin pads, golden gloves
• Vik's roadman look: Full tracksuit, chain, ring, durag, bag

Outfit Reveals & Reactions

Simon's Outfit (by Harry)

• Pink tracksuit, chain, Converse shoes
• Inspired by "Tim Westwood" aesthetic
• Chain cost £2-3

Harry's Outfit (by Ethan & JJ)

• White shorts, blue shirt, striped socks, loafers
• Preppy school boy look
• Total cost around £370

Ethan's Outfit (by Josh)

• Off White shoes, baby socks, trousers, shirt, fish mask
• Josh initially excited about expensive shoes then sabotaged with ridiculous accessories
• Mask has movable mouth

JJ's Outfit (by Simon)

• Initially just Sidemen clothing as joke
• Actual outfit: Helmet, lemon shirt, shorts, bow tie, socks, Tommy Jeans shoes, cap
• Nerdy safety inspector look

Toby's Outfit (by Josh)

• Man City jersey (deliberately chosen to upset Manchester United fan)
• Shorts, odd socks, shin pads, golden gloves
• Football kit theme

Josh's Outfit (by Ethan & JJ)

• Brown vintage look from Oxfam
• Forgot to include shoes, wore own NMDs
• Nokia phone accessory

Vik's Outfit (by Toby)

• Full tracksuit, chain, ring, durag
• "London roadman" theme
• Shoes he personally dislikes

Public Reactions & Voting

Best Dressed Winners

• Multiple votes for Ethan (despite/because of ridiculous mask)
• Simon's pink tracksuit received positive feedback
• Vik's roadman look appreciated
• JJ's nerdy look got sympathy votes

Worst Dressed

• Toby's Man City kit consistently voted worst (especially by football fans)
• JJ's helmet/safety look criticized
• Josh's mismatched vintage outfit
• Harry's socks and sandals combination criticized

Notable Public Comments

• "Socks and sandals ruined it"
• JJ looks like "school teacher trying to be cool"
• Ethan's mask described as "fun" and "interesting"
• Man City kit repeatedly called out as worst choice