what I wore the fourth week of May 2025

Okay I’m so behind on these what I wore this week posts between my trip to Nantucket and Maycember and everything else going on. Bottom line, I have no idea what day it is, what I’m wearing, what I wore yesterday or where I’m going to today. So I’m just going to catch up on all the outfits I missed in this roundup of what I wore the fourth week of May 2025. Basically you’re getting a lot of spring to summer transitional outfits and hopefully, enough outfit inspo to get you through until it’s officially summer (although Memorial Day marks the beginning of summer in my book, but I guess it’s not official until June something, right?). We’ve had perhaps a typical New England summer with hot summery days teasing us for what’s to come and cold, rainy days making us curse the weather.

So in my roundup of what I wore the fourth week of May 2025, you’ll see a good mix of everything from shorts to spring dresses to sweaters and jeans. Honestly, I never even know what to wear anymore when I’m getting dressed in the morning. It’s always a toss-up and I feel like I change ten times a day, so you get some more outfits this week thanks to the fickle weather here on the East Coast. I also added a few extra outfits in here that for some reason I never shared. And what’s the point of getting dressed if I’m not going to share it here, right? Kind of kidding, but honestly, thought I’d keep them in here in case they’re helpful as you try to get dressed for the bazillion Maycember events filling our calendars from now until the end of school year (although some schools, like my daughter’s are done for the year!). Happy weekend everyone! Here’s what I wore the fourth week of May 2025.