style scenario

Style Scenario: What to Wear to a Casual Holiday Party

December 2, 2025 By Joe | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

A casual but still put-together look for dressed down winter festivities.

Style Scenario: What to Wear to a Smart Casual Holiday Party

Looking sharp but not over the top. Out on the town or at someone’s place.

Style Scenario: What to Wear to a Dressed Up Holiday Party

Tis-the-season to bring some style.

Style Scenario: Thanksgiving – Casual

November 18, 2025 By Joe | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

For the casual get together where the “table” is a plate on your lap, and the games are very much on.

Style Scenario: Thanksgiving Smart Casual

Hitting the middle ground for the upcoming holiday feast. Extra comfortable but not sloppy.

Style Scenario: Thanksgiving Dressed Up

The first of three style scenarios for Thanksgiving. This one’s for the get-together which requires you to dress up a bit.

Steal Alert: 1 Sale 4 Outfits – Brooks Brothers 40% off

November 10, 2025 By Joe | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

It’s a steal alert worthy sale. It’s 4 style scenarios. It’s a post of… steal-salenario(s)?

1 Sale, 4 Outfits: J. Crew 30% off select full (less exclusions than usual)

October 31, 2025 By Joe | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

Limited exclusions, lots of possibilities. Now open to everyone and not just members.

Style Scenario(s): A Trip to the Pumpkin Patch

October 23, 2025 By Adam T | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

It’s very much time for all things fall, y’all.

One Sale, Four Outfits: Brooks Brothers 37% off Friends and Family

October 15, 2025 By Joe | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

From sharply suited to a neighborhood coffee meet up.

Style Scenario: Feels Like Fall – Dressed Up

October 14, 2025 By Joe | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

Turning up the style as the temperatures fall.

Style Scenario: Feels Like Fall – Smart Casual

October 13, 2025 By Joe | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

Part 2/3 of welcoming in the prime season for dressing well.

Style Scenario: Feels Like Fall – Casual (nothing over $100 edition)

Smart layers, yet all-casual. No individual item costs more than $100 if you play the sales right.

1 Pair of Shoes, 3 Outfits: J. Crew Lake Shoes (camp mocs)

September 11, 2025 By Adam T | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

Work. Date night. Weekend downtime. Showcasing the versatility of the camp moc style via J. Crew’s lake shoes.

1 Sale, 4 Outfits: Bonobos 30% off

September 3, 2025 By Joe | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

Suited up. Dreaming of Fall. One last trip to the beach.

Style Scenario(s): False Fall

August 13, 2025 By Joe | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

A casual, creative casual, and dressed up look for Autumn’s appetizer.

1 Sale, 5 Outfits: J. Crew 30% off select full, Up to extra 60% off Final Sale

August 5, 2025 By Joe | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

Two sales, one code. And a few favorites are getting the cut this time.

Style Scenario: Heat Wave – Dressed Up

July 30, 2025 By Joe | | Heads up: Buying via our links results in us getting a commission, which helps keep the lights on around here. We also take your privacy rights seriously. Head here to learn more.

Simple simmering style… for when it’s straight up boiling.

Style Scenario: Heat Wave – Smart Casual

Doses of color while keeping it light and simple. A cool, smart casual look for when summer goes scrambled.

Style Scenario: Heat Wave – Casual (nothing over $100 edition)

The first of three (casual, smart casual, and dressed up) style scenarios for when it’s sizzling.