Dress to ImpressSeason 12017 · 30 episodesEpisodes1CharlotteThree young men attempt to impress with their styling choices for Essex girl Charlotte, and shop for an outfit on Brentwood High Street.2AaronThree singletons attempt to win the affections of professional street dancer Aaron by picking an outfit of their choice for him to wear.3DomThree singletons try to win the affections of former goth Dom, with the buyer of the clothing picked out by Dom going on a date with him.4Episode 4Three singletons go up against each other in the ultimate shopping challenge, as they try to win the affections of picky photographer Danielle by each buying her an outfit.5Lily AmeliaThree singletons attempt to impress cheerleader Lily Amelia with their choice of outfit from Leeds city centre - which of them will be successful and be chosen for a prized date?6JakobThree singletons try to impress rugby player Jakob in Cardiff, who then goes on a date with the person whose taste in clothes he liked best.7OsebiThree singletons try to impress professional footballer Osebi in Manchester, who then goes on a date with the person whose taste in clothes he liked best.8CourtneyThree singletons go up against each other in Manchester, where they try to win the affections of fashion stylist Courtney by each buying him an outfit.9CiaraThree singletons in Essex try to win the affections of podium dancer Ciara by picking an outfit of their choice for her to wear.10WinterThree young singles compete in London to impress self-proclaimed princess Winter with their styling choices in a series of shopping challenges.11CeceThree singletons try to impress dental nurse Cece in Cardiff, who then goes on a date with the person whose taste in clothes she liked best.12RogerThree singles compete in London to impress footballer Roger, and win his affections with their styling options in a series of shopping challenges.13DeanThree singletons in Leeds try to win the affections of nightclub host Dean by picking an outfit of their choice for him to wear.14LeonnieThree singletons go up against each other in Leeds, where they try to win the affections of fashion worker Leonnie by each buying her an outfit15JessIn Cardiff, three more singletons compete in a series of shopping challenges to win the affections of sweet shop worker Jess.16ChelseaThree young singles compete in Manchester to impress car sales executive Chelsea, and win her affections with their styling choices in a series of shopping challenges.17JackThree singles compete in Cardiff to impress hot tub salesman Jack and win his affections through their styling options in a series of shopping challenges.18Ben BrownThree singles compete in Cardiff to impress Mr Gay Wales 2017, Ben Brown, and win his affections with their styling choices in a series of shopping challenges.19RobertThree singles compete in London to impress musician Robert, and win his affections with their styling picks in a series of shopping challenges.20EleshaThree young singles compete in London to impress model Elesha, and win her affections with their styling picks in a series of shopping challenges.21ShannonIn Cardiff, bricklayer Alex, support worker Kevin and plasterer Zhane hope to impress Shannon with their style choices. Who will she take on a date?22GeorginaIn London, Amanda, Katy and Alex battle it out to impress Georgina with their style choices. Who will she choose to take out on a first date?23LeahLeah from Cardiff waits to be swept off her feet by the style choices of either law graduate Lloyd, judo champion Aron or student Daffyd.24JohnIn London, coffee shop supervisor Holly, singer Millie, and care assistant Megan seek out stylish outfits for actor John, in the hope he may select one of them for a date.25ChanelIn Cardiff, three drama student Josiah, factory worker Daniel and support worker Tomas hope to win a date with make-up artist Chanel.26MylesFlight attendant Chloe, law graduate Ivana, and trampolining champion Suzie all hope to win a date with businessman Myles.27LeilaRoofer Bruce, Essex boy Lewis, and physiotherapist Mirkan try to impress marketing manager Leila with their style choice.28BeckyMichael Jackson impersonator Mitch, bar manager Aiden, and student JJ try to impress Becky, a student from Leeds, with their outfit choices.29AyeshaThree lads try to win a date with London dancer Ayesha by each buying her an outfit, all hoping their style selection will be the one she will go for.30AllissiaIn Manchester, suitors Billy, Louis and Peter suitors buy an outfit for singleton Allissia. The aspiring model then goes on a date with the person whose taste in clothes they liked best.Season 2Season 3