One of the best things about being a fan of Harry Styles and following his career is never knowing what he’s going to wear. The excitement of seeing that first picture hit the internet when he takes the stage, walks out on the red carpet, or exits a car—nothing compares.
In celebration of Harry Styles’ 23rd birthday, I’ve pulled together a list of 23 of his best, biggest, most outlandish moments in fashion. Never one to shy away from risks when it comes to his clothing, it’s hard not to miss an endless flow of Harry photos during this tragic One Direction hiatus.
Fingers crossed that his acting in ‘Dunkirk’ brings him in front of the cameras in a flowered suit again.
1. The sheer yellow shirt
Where: The ‘History’ music video
Why: Yes, that shirt is yellow. Yes, it’s sheer. Yes, that’s a hip tattoo you can see.
2. The red floral suit
Where: ‘X Factor’ performance
Why: I thank Gucci everyday for this creation, and you should, too.
3. The shearling vest
Where: ‘Jimmy Kimmel Live’ rehearsals
Why: Because it was worth over three grand, and he wore it to rehearsals. In Los Angeles.
4. The mustard geometric suit
Where: ‘Love’ magazine party
Why: Not only did this make a loud statement, but it appeared to pay homage to Mick Jagger.
![harry styles geometric suit]()
5. The eagle bomber jacket
5. The eagle bomber jacketWhere: The TODAY show
Why: Harry Styles invented bomber jackets.
![harry styles eagle bomber jacket]()
6. The pink golf polo
6. The pink golf poloWhere: Golfing in Los Angeles
Why: Just when we thought Harry had left behind the polos of his fetus days.
![harry styles pink golf polo]()
7. The motorcycle shirt
7. The motorcycle shirtWhere: Recording for Band Aid
Why: It’s got motorcycles AND a necktie detail.
![harry styles motorcycle shirt]()
8. The feathered hat
Where: The 2014 American Music Awards
Why: Because he stuck a feather in his hat and called it MAKING FASHION HISTORY.
![harry styles feather hat]()
9. The off-duty model look
9. The off-duty model lookWhere: Out in Los Angeles
Why: If there was anything better than Harry’s headscarf phase, I don’t know of it. Not to mention this headscarf was McQueen. (Harry… your hair is almost this length again… Think about it.)
![harry styles mcqueen headscarf]()
10. The black on black on black and white
10. The black on black on black and whiteWhere: Out in Los Angeles
Why: What’s in that giant Tom Ford bag? All my hopes and dreams? Probably.
![harry styles fashion tom ford bag]()
11. The black and white striped coat
Where: Out in New York
Why: This is Beetlejuice chic. Harry made Beetlejuic chic a thing.
![harry styles black and white striped coat]()
12. The black and gold top
12. The black and gold topWhere: The TODAY show
Why: Another great top with a necktie detail. Show your chest while remaining dapper. It’s a skill.
![harry styles black and gold shirt today show orlando florida]()
13. The green varsity t-shirt
13. The green varsity t-shirtWhere: Out in New York
Why: …
![harry styles green shirt]()
14. The pink feather shirt
14. The pink feather shirtWhere: Arriving in Australia
Why: I remember trying to identify this pattern when these photos first came out. Yes, they’re enormous feathers, thank you Marc Jacobs.
![harry styles pink feather shirt]()
15. The black and white floral pants
15. The black and white floral pantsWhere: The Jimmy Kimmel Show
Why: Dolce & Gabbana, I pledge my undying love to you.
![harry styles black and white floral pants jimmy kimmel]()
16. The gold embroidered jacket
16. The gold embroidered jacketWhere: 2015 American Music Awards performance
Why: Name me one time you’ve seen a cuter nutcracker.
![harry styles black and gold embroidered jacket american music awards]()
17. The black and white floral suit
17. The black and white floral suitWhere: The 2015 American Music Awards
Why: Even though this pattern was compared to an IKEA duvet, this was literally the biggest fashion moment at that entire award show.
![harry styles black and white floral gucci suit american music awards]()
18. The black and white striped pants
18. The black and white striped pantsWhere: House Of Hackney Christmas Party
Why: Long hair (and legs), don’t care.
![harry styles black and white striped pants]()
19. The striped jeans
19. The striped jeansWhere: Out in Los Angeles
Why: When I go out and buy donuts, I wear a subtle Paige denim number too.
![harry styles striped jeans paige denim]()
20. The heart shirt
20. The heart shirtWhere: ‘This Is Us’ premiere
Why: Had to take it all the way back to the early, short hair days just once. There’s a heart on this shirt for every time I’ve cried at his beauty.
![harry styles heart shirt this is us premiere]()
21. The pink polka dot shirt
21. The pink polka dot shirtWhere: 2015 Apple Music Festival
Why: The Apple Music Festival was available to stream in ultra HD gorgeousness, and people all over the world had pink polka dotted Harry enlarged on their 60″ television screens.
![harry styles pink polka dot shirt apple music festival]()
22. The black and pink flamingos shirt
22. The black and pink flamingos shirtWhere: ‘X Factor’ performance with Ronnie Wood
Why: Flamingos? Ronnie Wood? This was a good day to be Harry Styles.
![harry styles pink flamingo shirt the x factor ronnie wood]()
23. The golden boots
23. The golden bootsWhere: Sydney, Australia concert
Why: Little can be called more iconic in the One Direction fandom than the night Harry appeared on stage in these. “A heart of gold, and boots to match…”
Happy birthday, Harry! Can’t wait to see what 23 brings you.
Did I forget to include your favorite look? Leave a comment and let me know!