Screenfits earns a commission on some links below, at no cost to you. We choose the garments first and find where to buy them second — never the other way round.

A men's waistcoat over a white shirt, a necktie, wide khaki trousers and a black hat.

Ruth Morley is the credited designer, but the authorship is genuinely disputed. Keaton wore largely her own thrifted menswear; Morley objected on set and Woody Allen overruled her — "Leave her. She's a genius. Let's just leave her alone, let her wear what she wants." Ralph Lauren supplied the tie, vest and shirts, but Lauren himself said "Annie Hall was pure Diane Keaton… she had a style that was all her own." Keaton credited 1970s SoHo street women as "the real costume designers of Annie Hall."

Scene: The Layers
01

Men's Waistcoat

Buy the men's version. The wrong fit is the whole effect.

Budget pick
Mens Casual Plaid Suit Vest Tweed Slim Fit Waistcoat for Wedding Groomsmen

Mens Casual Plaid Suit Vest Tweed Slim Fit Waistcoat for Wedding Groomsmen

★ 4.3 · 474 reviews

The splurge
Walker and Hawkes Men's Harris Tweed Dalson Waistcoat - Tweed Vest Made from Virgin Wool with Cinch Adjuster, Regular

Walker and Hawkes Men's Harris Tweed Dalson Waistcoat - Tweed Vest Made from Virgin Wool with Cinch Adjuster, Regular

★ 4.4 · 62 reviews

More options on Amazon →

02

White Oxford Shirt

Loose, long sleeve, button-down or point collar.

Budget pick
IZOD Uniform Young Men’s Short Sleeve Button-Down Oxford Shirt

IZOD Uniform Young Men’s Short Sleeve Button-Down Oxford Shirt

★ 4.4 · 1,435 reviews

The splurge
Men's Long Sleeve Oxford Shirt Classic Fit Business Casual Cotton

Men's Long Sleeve Oxford Shirt Classic Fit Business Casual Cotton

★ 4.3 · 156 reviews

More options on Amazon →

03

Silk Necktie

Worn loose, knot pulled down. Not a bow, not a scarf.

Budget pick
New Classic Men's Paisley Silk Tie Necktie

New Classic Men's Paisley Silk Tie Necktie

★ 4.7 · 338 reviews

The splurge
Calvin Klein Men's Solid and Pattern Neckties – Ties for Work, Weddings & Formalwear

Calvin Klein Men's Solid and Pattern Neckties – Ties for Work, Weddings & Formalwear

★ 4.5 · 639 reviews

More options on Amazon →

04

Wide Khaki Trouser

High waist, full leg, pleated. Not jeans and definitely not slim.

Budget pick
CFLONGE Women Wide Leg Dress Pants High Waist Work Trousers Button Pleated Slacks Palazzo Pants Business Casual Outfits

CFLONGE Women Wide Leg Dress Pants High Waist Work Trousers Button Pleated Slacks Palazzo Pants Business Casual Outfits

★ 4.2 · 137 reviews

The splurge
Unybwonn Women Dress Slacks Pants Casual Baggy Pleated Business Work Pants Wide Leg High Waisted Palazzo Pants Trousers

Unybwonn Women Dress Slacks Pants Casual Baggy Pleated Business Work Pants Wide Leg High Waisted Palazzo Pants Trousers

★ 3.9 · 26 reviews

More options on Amazon →

05

Black Felt Hat

Defined brim. It's what makes the outfit read as a decision.

Budget pick
Unisex Adjustable Belt Buckle Wide Brim Fedora Hat, Felt Panama Hat for Men Women Formal Casual Wear

Unisex Adjustable Belt Buckle Wide Brim Fedora Hat, Felt Panama Hat for Men Women Formal Casual Wear

★ 4 · 1 reviews

The splurge
Stetson Unisex Adult Revenger

Stetson Unisex Adult Revenger

★ 4.4 · 282 reviews

Scene: Outside
06

Oversized Blazer

Men's cut, dropped shoulder, worn open.

Budget pick
COOFANDY Men's Casual Blazer Slim Fit Two Button Lightweight Sport Coats Business Suit Jacket

COOFANDY Men's Casual Blazer Slim Fit Two Button Lightweight Sport Coats Business Suit Jacket

★ 4 · 118 reviews

The splurge
Walker and Hawkes Harris Tweed Blakemore Blazer for Men - Hand-Woven Wool Tweed Jacket with Polyester Lining, Regular

Walker and Hawkes Harris Tweed Blakemore Blazer for Men - Hand-Woven Wool Tweed Jacket with Polyester Lining, Regular

★ 4.5 · 55 reviews

07

Chunky Knit Cardigan

Long, loose, earth-toned. Layered over everything.

Budget pick
Yousify Womens Open Front Cardigan Sweaters Casual Cable Knit Long Sleeve Button Down Chunky Loose Fall Sweater

Yousify Womens Open Front Cardigan Sweaters Casual Cable Knit Long Sleeve Button Down Chunky Loose Fall Sweater

★ 4.2 · 56 reviews

The splurge
NIUBIA Womens Casual Long Sleeve Open Cardigan Warm Hooded Outwear Coat Cable Knit Long Cardigan Sweaters with Pockets

NIUBIA Womens Casual Long Sleeve Open Cardigan Warm Hooded Outwear Coat Cable Knit Long Cardigan Sweaters with Pockets

★ 4.4 · 2,267 reviews

08

Leather Satchel

Soft, worn cross-body, obviously used.

Budget pick
Leather crossbody bag messenger satchel tablet bag 11 inches for men and women (Brown)

Leather crossbody bag messenger satchel tablet bag 11 inches for men and women (Brown)

★ 4.6 · 3,465 reviews

The splurge
BERLINER BAGS Full Grain Leather Crossbody Purses For Women Siena

BERLINER BAGS Full Grain Leather Crossbody Purses For Women Siena

★ 4.6 · 2,169 reviews

09

Round Sunglasses

Thin metal frame, tinted lens.

Budget pick
NULOOQ Retro Round Polarized Sunglasses for Women Men Small Metal Frame Circle Hippie Glasses

NULOOQ Retro Round Polarized Sunglasses for Women Men Small Metal Frame Circle Hippie Glasses

★ 4.5 · 371 reviews

The splurge
WearMe Pro Tate Women's Polarized Sunglasses, Retro Round Frame, UV400

WearMe Pro Tate Women's Polarized Sunglasses, Retro Round Frame, UV400

★ 4.5 · 1,556 reviews

Why it works

Buy menswear, don't buy womenswear that looks like menswear. The whole effect comes from the fit being genuinely wrong — a shoulder that's too wide, a sleeve that's too long. The layers are shirt, waistcoat, tie, then jacket if you want it. All four is the full reference; shirt-waistcoat-tie is enough. Trousers are wide, high-waisted and in khaki, olive or grey. Not jeans, and definitely not slim. And the hat closes it — a black or dark felt hat with a defined brim. Keaton's version is what makes the outfit read as a decision rather than as borrowed clothes, which is a nice irony given they actually were borrowed clothes.

Questions people actually ask

What is the Annie Hall style called?

Menswear-as-womenswear — the 1977 original. Waistcoat, oxford shirt, silk tie, wide khakis and the black felt hat, all deliberately oversized.

How do I wear a tie without looking like a costume?

Keep it loose and low against a soft-collared shirt, under an open waistcoat. The whole look is borrowed-from-him ease, never office-tight.

Does this work as a Halloween costume?

One of the easiest: hat, waistcoat, tie, khakis — done. La-di-da is free.

More looks like this

The Annie Hall look — about $200–225 Shop the look