
Y’all. This post is overwhelming – haha! I clearly need to do these posts more often (the last one I shared was in February) because I had SO MANY outfits I wanted to highlight. So if you’re looking for inspiration during this awkward end-of-summer time of year that can be oh-so-hard to dress for, I’ve got you covered, girl.
As always, I’ve linked exact products except for items that are old or sold out in which case I linked the most similar option I would recommend.

Dress (on sale!), also here and here | Sandals – I just ordered this colorway, too!| Necklace | Ring | Earrings
Matt Shirt (it’s a performance material similar to workout shirts – perfect for hot climates!)| Matt Shoes

Linen Blazer – on sale! | Bodysuit | Linen Shorts – awesome “mom shorts” because they are high-waisted, hit at a flattering spot, and cover the booty| Sunglasses

T-Shirt (fits TTS, but do not put in dryer!) | Shorts (go down one size!) | Shoes (go down one FULL size!) | Sunglasses | Stroller

Dress | Loafers, look for less here | Headband
Joe T-Shirt | Joe Shorts | Joe Shoes

Dress | Sandals – similar option for less, also these are fun and on sale

Linen Blazer – on sale! | Bodysuit | Similar Jeans | Linen Loafers – on sale! (if in-between sizes, order half size down)

Sadly this dress is old but I LOVE how transitional long-sleeve maxi dresses as we enter Fall so I’m linking some great options below

Dress – on sale! (fits TTS, the smocking on the sides is very forgiving and flattering), also here and here | Sandals | Necklace, also here | Ring

Jeans, similar slightly lighter wash here | T-Shirt (fits TTS, but do not put in dryer!) | Belt | Tote Bag (totally customizable, tons of print/color options) | Shoes

Dress | Similar Slides – on sale!| Headband | Sunglasses | Similar Silk Scarf

Similar Dress (own this one, fits TTS and not see through but you can wear a slip if you’re nervous) | Similar Vest | Booties – on sale!| Similar Hair Scarf | Similar Brooch – also really like this one!

Dress (fits TTS, if in between sizes size down, do not put in dryer!) | Similar Flats | Headband | Sunglasses

Swimsuit – order up a size!

Similar Dress – on sale! (own this one, fits TTS and not see through but you can wear a slip if you’re nervous) | Similar Trench | Sneakers | Sunglasses

Dress – fits TTS and doesn’t require a slip, but you can wear one if you are nervous | Similar Belt – love the details on this one, and this one is super unique| Similar Flats | Similar Silk Scarf | Headband | Sunglasses

Similar Tank, also love this more feminine option| Shorts – awesome “mom shorts” because they are high-waisted, hit at a flattering spot, and cover the booty | Hat | Sunglasses | Sandals – similar option for less, also these are fun and on sale

Dress (I wear with these nipple covers) | Heels (fit TTS; worth the splurge!) | Sunglasses
Jacket | Similar Jeans | T-Shirt (fits TTS, but do not put in dryer!) | Sneakers – read my full review of them | Hat | Sunglasses

Dress | Belt | Hat | Sneakers – read my full review of them

Dress (I wear with these nipple covers) – will be so cute in the Fall with riding boots!| Slides | Hat

Similar Tank, also love this more feminine option| Shorts – awesome “mom shorts” because they are high-waisted, hit at a flattering spot, and cover the booty | Similar Hair Scarf | Sunglasses

Dress, also in a short version | Hat | Sneakers – read my full review of them
Dress | Loafers, on sale here! (go down a half size) | Similar Hair Scarf | Tote Bag (totally customizable, tons of print/color options) | Hat | Suitcase (The best! Mine is so old – and still in perfect condition – it’s no longer available, so I linked a more recent version)

T-Shirt (fits TTS, but do not put in dryer!) | Shorts (go down one size!) | Shoes | Hat | Sunglasses

Swimsuit | Hat | Similar Slides | Sunglasses

T-Shirt (fits TTS, but do not put in dryer!) | Shorts (go down one size!) | Hat

Dress | Hat | Similar Slides, also just bought these multicolor slides! | Sunglasses