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How I style myself comfortably 🫶🏻

Purple Star emoji 57 items
Things I feel confident AND comfortable in!
Sections
17
 
 
 
 
 
 

Tops/tees

 
Sydney Woodson profile picture
I’ve been asked about 12 times (in person) if this shirt was from Free People, and it really looks like it is. Amazing dupe. They have it in multiple colors!
Fisoew Womens Oversized Crop Tops Summer Tee
 
Sydney Woodson profile picture
I wear this shirt once a week. I bought it in 4 colors! It’s so comfortable and hits at the perfect length on my torso!
EasyGala Womens Cotton Crop Tee 2026
 
Sydney Woodson profile picture
This has become a staple in my closet. I’ve been wearing it once a week since I bought it a few weeks ago. It’s so comfortable and perfect for spring and summer. Very light and not too stiff, but it’s not see through at all!
LCXWFE Womens Summer Cropped Sweater Vest
 
Sydney Woodson profile picture
Originally from Target but they’re sold out, so I found it on Depop. Absolutely love this!
A New Day Short Sleeve Cozy Knit Sweater. Color:... | Depop
 
Sydney Woodson profile picture
This with a pair of baggy jeans, a baseball hat, some gold jewelry and some white sneakers 🫶🏻
Women's Kids Table Alumni Arch Short Sleeve Crusher Boxy Tee
 
Sydney Woodson profile picture
FUNNIEST SHIRT I OWN I literally love this one so much
Women's Got Too Silly Crusher-LITE Shrunken Tee
 
Sydney Woodson profile picture
Obvious choice because it’s green and has coffee on it!!
Women's Gimme That Go-Go Juice Crusher-LITE Shrunken Tee
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Shorts

 
Sydney Woodson profile picture
These are my staple jean shorts. They’re perfect for a full coverage look without feeling like they’re down to my knees. They hug in all the right areas. Absolute perfection!
Levi's Women's High Baggy Short
 
Sydney Woodson profile picture
Branched out from my Levi’s and I’m so glad I did! They’re a little shorter than my Levi’s, but still not too short and they don’t hug my thighs which is a blessing, because I always struggle with that!
Women's Curve Love High Rise Dad Short | Women's Bottoms | Abercrombie.com
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Sydney Woodson profile picture
Having a black pair of jean shorts is essential and I’ve never been able to find one that I actually LIKE, but these fit really well and I actually love the wash!
Women's Curve Love High Rise Loose Short | Women's Bottoms | Abercrombie.com
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Pants

 
Sydney Woodson profile picture
I have these in two colors and love them so much! They’re light, but not see through, and the waistband is thick which I love!
Athlisan Womens Baggy Wide Leg Sweatpants

Dresses

 
Sydney Woodson profile picture
Prettiest dress for spring, especially Easter gatherings!
Women's Pullover Knit to Woven Midi Dress - A New Day™ Yellow XS
 
Sydney Woodson profile picture
Recently took pictures with the kids in this. Absolutely love it! It matches almost perfectly to their little blue plaid outfits from the Sofia Grainge Amazon line. I linked those in their sections also 🤍
Women's Puff Short Sleeve Smocked Mini Sundress - Universal Thread™ Blue Plaid S
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Sydney Woodson profile picture
I’m usually a “plain Jane”, but I branched out with this one and I absolutely love it. I’m so excited to wear it to a party or while we’re on vacation when I want to wear some extra color!
Floerns Women's Summer Floral Tie Shoulder Mini Dress
 
Sydney Woodson profile picture
This color is AMAZING! I got it as a casual wedding guest dress for the summer and I’ll probably ending up wearing it A LOT more than I originally thought because I love this color on me so much!
BTFBM Women's 2026 Spring Boho Spaghetti Dress

Swim

 
Sydney Woodson profile picture
Okay, I had to size up TWO SIZES but I absolutely love this! It’s less conservative than the swimsuits I usually wear, it’s lower cut on the top and higher cut on the bottom, but it is so flattering!
Calypso One Piece Plus
 
Sydney Woodson profile picture
I am absolutely in love with this. This is the link to the top and I also bought the bottoms which I will link as well. STUNNING!
Rory Underwire Bikini Top - Dippin' Daisy's
 
Sydney Woodson profile picture
Really the lace detailing and the green and white stripes are insane. It’s my favorite things all in one 🤩
Sydney Cheeky Bikini Bottom - Dippin' Daisy's
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Sydney Woodson profile picture
Anything blue gingham is an automatic yes for me and Dippin Daisies quality is amazing!
Athena Underwire Bikini Top
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Sydney Woodson profile picture
Matching blue gingham swim shorts! I love the look and comfort of swim shorts rather than a regular bikini, especially as a mom chasing toddlers around!
Luisa Short | Dippin Daisys | Sustainable Swimwear and Fashion ...
 
Sydney Woodson profile picture
I love eyelet and blue so this was an automatic buy for me
Women's Eyelet Scoop Neck Cheeky Coverage One Piece Swimsuit - Shade & Shore™ Blue M

Sets

 
Sydney Woodson profile picture
Such a comfortable summer set! I just wore it yesterday!
Glamaker Women's 2 Piece Summer Lounge Set
 
Sydney Woodson profile picture
I have this sweat set in 3 different colors 🫶🏻
Cozy Fleece Hoodie (Sweatpants Sold Separately)
 
Sydney Woodson profile picture
The other half of the red sweat set 🫶🏻
Cozy Fleece Go-To Sweatpant

Shoes

 
Sydney Woodson profile picture
I’ve had these for 2 years and still wear them weekly. They’ve held up perfectly!
New Balance Women's 608 V5 Casual Cross Trainer
 
Sydney Woodson profile picture
Such a good neutral! 🫶🏻
New Balance Women's 574 Core Sneaker
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Sydney Woodson profile picture
Okay this is where you have to TRUST ME. I know they’re men’s. They fit/look SO MUCH BETTER. I love them so much they’re my every day shoe!
New Balance Men's 608 V5 Casual Cross Trainer
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Sydney Woodson profile picture
I have these in 3 colors 🫣 So comfortable and breathable for the summertime!
adidas Women's X_PLR Path Running Shoes
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Jewelry

 
Sydney Woodson profile picture
Got my husbands birthstone and wear it every day 🫶🏻 sooo pretty!!
RLMOON 14K Gold Plated Birthstone Rings
 
Sydney Woodson profile picture
My go-to non-tarnish stacking rings! They match perfectly with my other jewelry 🫶🏻
Florideco 14K Gold Plated Stackable CZ Rings
 
Sydney Woodson profile picture
Got two with my kids initials and they’re so smooth and comfortable!
14K Gold Filled Initial Rings for Women
 
Sydney Woodson profile picture
Cutest little dainty gold earrings!
Freekiss 3 Pairs Gold Hoop Earrings Set
 
Sydney Woodson profile picture
YOU CAN SLEEP IN THESE! Flat backs will save your head 🫶🏻
LOLlAS 20G Surgical Steel Flat Back Earrings
 
Sydney Woodson profile picture
THE necklace (yes I wear this every day, and?)
Solitaire Pendant Emerald CZ Necklace 18K Silver

Sunnies!

 
Sydney Woodson profile picture
LOVE a good vintage looking sunny!!
Retro Oval Cat Eye Sunglasses Women AP3730
 
Sydney Woodson profile picture
Basic black and gold to go with everything 🖤
Retro Oval Cat Eye Sunglasses Women Y2k
 
Sydney Woodson profile picture
My favorite sunnies rn 🫶🏻
Womens Shiny Metal Oval Sunglasses - Wild Fable™ Gold
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Hats

 
Sydney Woodson profile picture
I got 4 of these hats! They are so comfortable and they’re stylish because they look a little worn. I got wine, navy, white, and army green!
TSSGBL Vintage Cotton Washed Distressed Dad Hat

Bodysuits

 
Sydney Woodson profile picture
SO soft and comfortable! Lots of different colors 🤍
SUUKSESS Women Sexy Square Neck Thong Bodysuit
 
Sydney Woodson profile picture
Such a pretty green!!
PINKMSTYLE Women Open Back Long Sleeve Bodysuit
 
Sydney Woodson profile picture
Such a perfect staple color!! Material is so comfortable too
CHYRII Womens Sexy Square V Neck Bodysuit
 
Sydney Woodson profile picture
THIS. COLOR. IS. AMAZING.
MANGOPOP Women's Boat Neck Long Sleeve Bodysuit
 
Sydney Woodson profile picture
The color 🤩
REORIA Women's Boat Neck Long Sleeve Bodysuit

Jeans

 
Sydney Woodson profile picture
LOVE the fit of these. Will never buy anything other than Levi’s 🫶🏻
Levi's Women's 94 Baggy Jeans
 
Sydney Woodson profile picture
These are PHENOMENAL. I was afraid of barrel jeans but am I HUGE Levi’s fan so gave them a shot. Absolutely amazing. They give me an hourglass shape!
Cinch Barrel Women's Jeans - Medium Wash | Levi's® US

Sweatshirts

 
Sydney Woodson profile picture
Love to wear this with a pair of baggy jeans, some gold jewelry, and white sneakers 🤩
ANRABESS Womens Oversized Crewneck Sweatshirt
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Jackets/Coats

 
Sydney Woodson profile picture
I sized down to get a more fitted look!
Women's Twill 90's Barn Field Jacket - Wild Fable™ Tan XS
 
Sydney Woodson profile picture
The way this fits is AMAZING! Perfect for colder weather and looks very stylish!
Faux Leather Padded Bomber Jacket
 
Sydney Woodson profile picture
I also have it in this color because it’s STUNNING. They have one in olive green too that I will most definitely be buying lol
Faux Leather Padded Bomber Jacket

Jammies

 
Sydney Woodson profile picture
Boujee grandmas wear silk jammies for a reason guys. So comfortable and light
SAPJON Women's 4Pcs Ruffled Satin Pajamas Set
 
Sydney Woodson profile picture
Me 🤝 pink
SAPJON Women's 4Pcs Ruffled Satin Pajamas Set
 
Sydney Woodson profile picture
SO. SOFT. Also lightweight!
Ekouaer Women's Long Sleeve Lounge Set
 
Sydney Woodson profile picture
Got these in multiple colors 🤩
Ekouaer Women's Long Sleeve Lounge Set
 
Sydney Woodson profile picture
Makes me feel extra fancy and have something to cover up in while I pick out my outfit/get ready 🥰
Lightweight Satin Robe in Multiple Colors

Socks

 
Sydney Woodson profile picture
Hate to say it… but these are worth the cost. My feet feel 1000x more comfortable when I wear these.
Bombas Women's 1pk Tri-Block Ankle Socks - Sage 4-10
 
Sydney Woodson profile picture
A great, cheaper alternative to Bombas. Subtle difference, really great socks still.
Saucony Women's RunDry Performance Socks S-L

My perfume 🫶🏻

 
Sydney Woodson profile picture
The ONLY perfume I will ever use. I found it years ago and haven’t bought anything else since!
Maison Margiela Replica By the Fireplace