Oliver Tree Costume
Recreate the viral indie pop star's iconic bowl-cut and windbreaker look.
Oliver Tree is an American singer-songwriter and internet personality known for his eccentric style and viral music videos. Fans choose this costume for its instantly recognizable, humorous, and nostalgic 90s aesthetic. The signature look features an oversized pink and purple windbreaker, ultra-baggy blue jeans, and a distinct bowl cut.
- Difficulty
- Easy
- Time
- ~15 min
- Budget
- $40–120
Try it on
See yourself as Oliver Tree
One clear photo of yourself; we render you in this costume — face untouched, full body, about 20 seconds.
One render, $1. No account needed — if it fails you're not charged. Pricing.
Your photo is sent to Google's Gemini API to make the render and isn't used for training. Renders are AI-generated and labelled.
Want a different costume on this photo, or a whole group in costume? Open the Try-On Studio.
What you need for a Oliver Tree costume
Short on time? Buy it ready-made
Spirit Halloween sells the complete Oliver Tree costume — one box instead of 5 pieces.
Retro Windbreaker Jacket
An oversized, color-blocked nylon windbreaker jacket in bright pink, purple, and teal.
DIY: Use a vintage oversized track jacket from a local thrift store.
Ultra-Baggy Blue Jeans
Extremely wide-leg, light-wash denim jeans that bunch up heavily at the ankles.
DIY: Buy thrifted jeans several sizes too large and secure them tightly with a belt.
Bowl Cut Wig
A synthetic brown wig styled into a perfectly straight, blunt-cut bowl shape.
DIY: Trim a cheap straight brown wig into a blunt circle around the forehead and ears.
White Retro Sunglasses
White-framed, oval or cat-eye sunglasses with dark lenses.
Red Slides with White Socks
Bright red athletic slide sandals worn over thick, white mid-calf crew socks.
DIY: Paint an old pair of plastic slides with red flexible vinyl paint.
Rather not assemble it? See ready-made Oliver Tree costumes at Spirit Halloween ↗
How to put it together
- 1
Put on the thick white crew socks and slide into the red sandals.
- 2
Step into the ultra-baggy light-wash jeans, securing them with a belt if they are oversized.
- 3
Put on the oversized pink and purple color-blocked windbreaker jacket and zip it up halfway.
- 4
Adjust the brown bowl cut wig so the bangs sit straight across the forehead, just above the eyebrows.
- 5
Put on the white retro sunglasses to complete the signature facial look.
Makeup & hair
No makeup is required, but you can draw on a faint, thin mustache with an eyebrow pencil. Ensure the bowl cut wig is combed flat and free of tangles.
Oliver Tree for couples, groups, kids & more
- couples
- Pair with someone dressed as a giant yellow scooter, his favorite prop.
- group
- Have friends dress in his other era looks, such as the 'Cowboy Tears' fringe jacket and giant cowboy hat.
- kids
- Use a kids-sized colorful windbreaker and a small bowl-cut wig for a funny miniature version.
- Plus size
- The oversized nature of the windbreaker and baggy jeans makes this style naturally comfortable and highly accommodating for all body types.
Tips
- Keep your hands in your pockets and slouch slightly to mimic his signature awkward posture.
- Carry a toy kick scooter as a prop to instantly elevate the authenticity of the costume.
- This outfit is highly comfortable and warm, making it perfect for cool outdoor Halloween nights.
Oliver Tree costume FAQ
- What kind of jacket does Oliver Tree wear?
- He wears a vintage-style 1990s color-blocked nylon windbreaker, typically featuring bright pink, purple, and blue panels.
- How do I get the Oliver Tree hair?
- The easiest way is to purchase a brown 'bowl cut' or 'pageboy' costume wig and trim the bangs straight across.
- What shoes does Oliver Tree wear with this outfit?
- He famously wears bright red slide sandals over thick white athletic crew socks.
Did you know? Oliver Tree once set a Guinness World Record for building and riding the world's largest kick scooter, which featured prominently in his music videos.