There are six different overall personalities, and six different scenarios that person might be getting dressed for. The personalities are:
Classic, Creative, Relaxed, Rugged, and Edgy. Click on which personality most fits yours (or your mood for that day), and then choose a scenario.
Some of the suggestions are right on (upper right) but some of them… would have you wearing a getup that would most certainly not land you a second date. (lower right… that’s what they suggest wearing for the first date scenario if you have a “classic” personality.)
It’s always good to see some suggestions when you’re indecisive, but always remember to go with your gut and wear what’s going to make you feel the most confident and comfortable.
Looks like J. Crew's clearance section might be getting some stock refreshes.
Suede boots, Swiss watches, and yes... workout gear.
Significant savings. While they last. Which usually isn't very long.
What are you going to wear? Sometimes it’s good to look at a few suggestions…
Unleash the cheap! 4 style scenarios mined from their end-of-season clearance blowout.
As Ron Swanson once pondered: "What just happened?" ... Our Best Of 2025 week starts…