Rich Fashion People Are Wearing the Chicest Loose Dresses This Fall — Looks Start at $5

If it seems like celebrities, rich moms and celebrity rich moms are ditching bodycon sweater dresses for looser, classier alternatives, that’s because they are. The look is incredibly easy to copy, and these 17 fall-to-winter dresses nail the aesthetic. Even though they look expensive, these picks start at only $5!

Not only do these flowy dress styles elevate your wardrobe, but they also conceal the areas you’d rather not highlight. Yes, tummies and batwings, we’re looking at you. Wealthy New Yorkers are already on board, as are stars like Sandra Bullock and Angelina Jolie. Now it’s your turn. Whether you’re searching for a comfy-casual staple or a fancy wedding guest outfit, you’ll find a slimming loose dress below.

17 Loose, Slimming Rich-Mom Dress Styles — From $5

1. Our Favorite: Not to be dramatic, but this pick might be the most flattering maxi dress of all time. It features tiers, pleats and lantern sleeves that work together to elongate your figure and conceal your arms.

2. Striped Stunner: Channel Nantucket energy in this striped midi dress that’s so polished yet feels like loungewear. Shoppers love it for errand runs, work and even lounging around the house.

3. Boho Babe: This billowy maxi dress is loose almost everywhere; it has just enough smocking at the bodice to keep it from looking frumpy. Pair it with ankle booties for a full boho aesthetic.

4. Bye, Tummy: Say goodbye to bloating with this chic casual dress. With a stylish foldover waist that conceal your tummy, you can enjoy pumpkin pie and eggnog to your heart’s content.

5. Wedding Guest: Be careful, you might steal the show in this sophisticated floral maxi. The fall color palette is nothing short of dreamy, and honestly, it could totally pass as Zimmerman.

6. Chocolate Trend: In case you missed it, everyone’s wearing chocolate brown lately, and this easy midi dress nails it. In addition to being trendy, the dress features secret pockets that make it practical, too.

7. Wardrobe MVP: Meet a maxi number that dresses up and down when you do. The ruffle tiers bring romance, the henley buttons add ease and the red hue delivers a classy finish.

8. European Vibes: Want to dress like a Santorini ‘It’ girl? This embroidered maxi dress is calling. The detailing gives it a boutique style that usually costs hundreds.

9. Cool Girl: An edgy asymmetrical hemline sets this cool-girl midi apart from the pack. According to shoppers, it garners endless compliments. Just add sneakers and you’re out the door!

10. Luxe Alert: Yes, this $60 maxi dress is the priciest on the list, but it has the feel of a $600 piece. With a flattering belt, crisp collar and luxe watercolor print, it’s already in our cart.

11. Lounge Day: Instead of a sweatsuit, opt for this comfy sweatshirt dress. It’s relaxed yet elevated, especially in the beige variety.

12. Fall Colors: Black, brown, beige! This refined maxi is a tapestry of classic autumnal tones. It’ll take you from wineries to Friendsgiving dinners looking festive, cute and most importantly, wealthy.

13. Layered Style: People will think you styled a sweater over a pleated skirt, but actually this Amazon find is a mixed-media dress that requires zero effort in the mornings. We love it with tights and tall boots for a go-to getup.

14. Super Slimming: Wrap-waist dresses are already slimming, but add in a busy print and the magic multiplies. This printed maxi smoothes lumps, bumps and cellulite from every angle.

15. Quiet Luxury: Simple and elegant, this flowy chiffon dress is basic in the best way. It goes from casual to fancy with a quick change of shoes. And if you add a clutch, you’ll be ready for any upscale occasion.

16. Leopard Print: We’ve spotted leopard print on stars like Jennifer Lawrence, Bullock and other A-listers this fall, so naturally, this trendy mini dress is no-brainer.

17. Best for Last: Everything about this cool knit dress screams ‘rich,’ including the block stripes, ribbed hems and delicate lace hems. It radiates designer energy.

UsNow Fall Sale Alert: These chic fashion finds are up to 60% off – plus free shipping