Exploring Lagos and the Benagil Caves today!

South to the Algarve today. Early morning train. 😵‍💫

Exploring Porto on our third day in Portugal! 🇵🇹

Time to get our wine on. Douro Valley Day Trip!

We’ve arrived! #portugal #travel

Off to Portugal tomorrow! #travel

Brandi at MSG tomorrow. It feels like Christmas Eve.

There’s something very rich about a trumpet blaring The Sound of Silence in the Columbus Circle subway station. #loud #nyc

Today I’m suffering from a generalized sense of annoyance.

Redoing my accounting spreadsheets for 2026 is fun? #adulting

Forming an LLC in NYC is not for the faint of heart.

I referred to Heated Rivalry as Thighs Capades yesterday. Pretty proud of that one. #heatedrivalry #thighscapades

This week on The Drew Barrymore Show. Tailored by @matthewkilgore.net for Kilgore Studio.

Show of hands: who’s started their taxes? I like to do mine in bits at a time as my forms roll in. Trying freetaxusa this year after many years with TurboTax. #nerd

Would you believe these are gluten free, made with rolled oats? Spoiler Alert: they are. Recipe below.

Lucy Liu and Drew Barrymore twinning in Max Mara and Brooks brothers. All tailored by me. #drewbarrymore #lucyliu #twinning

Tailored by @matthewkilgore.net for Kilgore Studio. #drewbarrymore #thedrewbarrymoreshow

Any of my #ibdbuddies on #skyrizi: I’ve started taking my OBI at night right before bed. I got tired of spending a day feeling exhausted and pretty terrible. Now I do it at night, it does its thing while I’m sleeping and I wake up feeling amazing. #ibd #crohnsdisease #crohnscolitis #skyrizi

Last Skyrizi of 2025! What a life-changing drug this is. My Crohn’s isn’t cured, but it’s doing much better than it has in years. #ibd #crohnsdisease #crohnscolitis #ibdhealth #skyrizi

Wednesday Fit Check: 👕: Target (last year) 👖: Woolrich 🥾: Thursday Boot Company #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Today on Drew: Tailored by @matthewkilgore.net

Tuesday Fit Check: 👔: J. Crew (thrifted) Sweater: Amazon 👖: Banana Republic (thrifted) 🥾: Clark’s #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Wednesday Fit Check: 👕: J. Crew (thrifted) 👖: H&M (thrifted) 🥾: Thursday Boot Company (on sale) #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Felt so good to vote for a young, vibrant candidate for Mayor!

NYC peeps: remember to vote NO on ballot measures 2, 3, and 4. nylandmarks.org/news/preserv...

Wedding Fit Check: Suit: Banana Republic Shoes: Johnston & Murphy #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Tailored by @matthewkilgore.net

Thursday Fit Check: 👕: J. Crew (thrifted) 👖: H&M (thrifted) 👞: Adidas (on sale) #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Today on Drew: Tailored by @matthewkilgore.net #drewbarrymore #thedrewbarrymoreshow

Wednesday Fit Check: 🧥: Madewell (thrifted) 👕: J. Crew (thrifted) 👖: Banana Republic (thrifted) 👞: G.H. Bass (eBay) #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Tuesday Fit Check: 👕: Gap (thrifted) 👖: Amazon Essentials 🥾: Thursday Boot Company (sale) #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

So, you get on the bus through the back door carrying a “Balenciaga” bag, but you can’t pay the fare. Okkkkkkk. #ridiculoushumans

Monday Fit Check: 👕: J. Crew (thrited) 👖: Levi (thrifted) 👞: Adidas (on sale) #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Lucy Liu in Miss Sohee Styled by Lee Harris Tailored by @matthewkilgore.net

So, we didn’t win last night. #daytimeemmys

This little thing just helped me clean and restore my shower to its previous shine using nothing but water and a microfiber towel. Soap scum and grime just melts away. It has a hose, brush attachments, a clothing attachment, and a scraper for really tough gunk. #bissell #steamshot #cleansky

Casual Friday: 👕: Uniqlo 👖: Old Navy (clearance) 🥾: Thursday Boot Company #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Custom knickers, tie, and tailoring by @matthewkilgore.net #drewbarrymore #thefrewbarrymoreshow

Thursday Fit: 🧥: Paul Jones 👕: Amazon Essentials 👖: Banana Republic (thrifted) 👞: Allen Edmonds (eBay) #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Tailored by @matthewkilgore.net

Wednesday Fit Check: 🧥: H&M (thrifted) 👕: Amazon Essentials 👖: J. Crew (thrifted) 👞: Johnston & Murphy (eBay) #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Tuesday Fit Check: 🧥: Stafford (Lot Less) 👕: Brooks Brothers (gifted) 👖: Savile Row (thrifted) 👞: Johnston & Murphy (eBay) #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Monday Fit: 👕 and Sweater: Goodthreads 👖: Levi (thrifted) 🥾: Thursday Boot Company #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Yesterday on Drew Tailored by @matthewkilgore.net Custom vest and tie by @matthewkilgore.net

Today on #thedtewbarrymoreshow Tailored by @matthewkilgore.net

Wednesday Fit Check: 👕: Amazon Essentials 👖: Amazon Essentials 🥾: Thursday Boot Company #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Tuesday Fit Check: 👕: J. Crew (thrifted) 👖: Aeropostale (thrifted) 👞: Allen Edmonds (Poshmark) #fitcheck #ootd #mensfashion #frugalfashion #thrifted #frugal #jcrew #tradstyle #traditional #loafers #boots #outfitoftheday #menswear #ocbd #oxford #oxfordclothbuttondown

Today on Drew. Tailored by @matthewkilgore.net

Were the ruby slippers the OG Louboutins? #projectrubyslippers

Painting the soles red. #projectrubyslippers