succession

Willa Ferreyra from Succession

Willa Ferreyra, played by Justine Lupe-Schomp, is from the series Succession. Willa was a former escort and in the series, becomes the partner of one of the Roy siblings: Connor Roy.

Willa is a quiet character starting out in the show, but gains confidence as she becomes closer with Connor. We can see this not only through her dialogue where she stands up for herself and Connor, it is shown very clearly through her costumes. As she accompanies Connor to events with the family and Waystar Royco, she seems to learn to dress perfectly for the occasion and still stand out with her stylish choices. She wears light and flowy dresses at a garden party and other times she dresses edgy but follows current trends like the black choker, that may not exactly fit into the Roy family style. When Connor runs for president after the two are married, her fashion transitions into classic pieces and even 1960s inspired, showing that she wants to dress and feel like her idea of a first lady. Willa has possibly the greatest growth in her wardrobe in the series and is one of the few characters who really remain true to themselves, and that’s why we love her!

Greg Hirsch from Succession

Greg Hirsch, played by Nicholas Braun, is from the series Succession. Greg is the cousin of the Roy siblings and works his way up in the huge family company that is Waystar Royco. He has the most endearing personality in the show because of his nervousness and least corrupt behavior in the family. Tom Wambsgans becomes his mentor and friend that is a joy to watch in the show, and a hilarious duo.

Greg’s style changes throughout the season as he makes his way up the company. He started at the very bottom- fired from a theme park where he would dress pretty sloppy but as he gains wealth and finds a place at Waystar, his haircuts become cleaner and he begins wearing sharp suits. There are in-between stages where layering is used where you can really see this transition and growth with a combination of some old pieces that he is still holding onto, and new pieces as he begins to get paid more and more.

Tom Wambsgans from Succession

Tom Wambsgans played by Matthew MacFadyen, is from the series Succession. Tom is married to one of Logan Roy’s children, Siobhan “Shiv” Roy. He works for Waystar Royco and is ambitious in the way he is always working to grow in the company and becomes very successful in that. He becomes a mentor, friend, and ‘Disgusting Brother’ to Greg Hirsch, which creates a hilarious duo to watch.

Tom’s style is a classic and simple one. He doesn’t stand out from the crowd and the rest of the company, but is always dressed appropriately in every occasion. He wears lots of navy blue suits, and ties in certain instances. For more casual events he tends to wear a simple nice vest over a dress shirt, and in both cases, always a watch. His style throughout the series really shows that he is a true underdog and quietly works his way up to the top.

logan roy from succession

Logan Roy from Succession

Logan Roy (played by Brian Cox) is the overbearing patriarch at the heart of HBO’s Succession.  The CEO and founder of Waystar Royco, three of Logan’s children, Kendall, Roman, and Siobhan all vie for power within the family’s company.  Logan grew up in poverty in Scotland, but the clothing he wears now befits his status as a rich and powerful businessman.  Logan also often favors cozy sweaters, sometimes layering them with a blazer.

kendall roy from succession

Kendall Roy from Succession

Kendall Roy (played by Jeremy Strong) is the second song of CEO Logan Roy on the HBO series Succession.  A former cocaine addict, Kendall is considered first in line to inherit his father’s company, but he has yet to fully earn Logan’s trust.  Kendall often uses his expensive wardrobe to try and blend into his surroundings, like wearing expensive sneakers to impress people in the art world or wearing outdoors-y gear to seem less buttoned up.  Don’t be afraid to choose some of your favorite of Kendall’s looks and mix different pieces.

roman roy from succession

Roman Roy from Succession

Roman Roy (played by Kieran Culkin) is one of Logan Roy‘s children on the HBO show Succession. While Roman exhibits much of his father’s bravado and charisma, Logan worries his youngest son’s immaturity prevents him from being a good fit for the job of taking over Waystar Royco.  Roman’s hair is a little more unruly and unkempt than his father or brother Kendall and he can often be seen sporting a five o’clock shadow.

siobhan roy from succession

Siobhan Roy from Succession

Siobhan “Shiv” Roy (played by Sarah Snook) is the only daughter of Logan Roy on the HBO series Succession.  Though she begins the series as the more free-spirited of her siblings, content to build her own career beyond the shadow of her family’s company, Shiv’s appearance in season 2 is indicative of her increasing status as a potential heir to her father’s empire over brothers Kendall and Roman.  With a more coiffed hairstyle, Shiv also favors tailored, monochromatic outfits with chic turtlenecks.

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