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Slip Dresses Street Style
Shutterstock/Cierra Miller.

Ah, the slip dress: a ’90s trend come back to haunt me in 2019. I don’t actually have anything against the slip dress, but I’ve always had trouble figuring out ways to wear one that didn’t make me feel like I was a) walking around naked or b) wearing pajamas outside of the house. I wasn’t totally expecting the trend to come back in style, but it looks like it’s here to stay, so I went in search of slip dress outfit ideas I could actually, probably pull off in real life. Luckily, I found some. In fact, I found quite a lot of slip dress outfit inspiration out there. I no longer fear feeling naked or looking like I walked outside in a nightgown.

Turns out, it’s pretty easy to rock the slip dress trend. Pair your favorite slip dress with a plain white tee for those sweltering summer days or wear it over a turtleneck once the weather cools off (if it ever does). Slip dresses are surprisingly versatile, and you can definitely wear the same one in both summer and fall. Just add a leather jacket for chilly nights or a blazer for work meetings. However you style these slip dresses, you’re definitely going to look chic AF.

Because I, myself, needed some major inspiration, I went out and found 29 street style-approved slip dress outfit ideas perfect for the end of summer and transitioning into fall. The possibilities seem to be endless, but I’ll start with these for now. Gotta dip your toes in the water first, am I right?! So go forth and try something new this season.

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Dvora/Shutterstock.

1. Slip Dress Layered Over Sweatshirt + Statement Earrings

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Shutterstock.

2. Slip Dress + Long Blazer

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Shutterstock.

3. Slip Dress Layered Over Turtleneck + Coat + Sneakers

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Nils Jorgensen/Shutterstock.

4. Slip Dress + Sneakers + Camera Bag

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Dominique Maitre/WWD/Shutterstock.

5. Slip Dress + a Touch of Neon

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Shutterstock.

6. Patterned Slip Dress + Plain White Tee

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
MediaPunch/Shutterstock.

7. Red Hot Slip Dress

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Shutterstock.

8. Pink Slip Dress + Headband + Statement Heels

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Matt Baron/Shutterstock.

9. Vintage Black Slip Dress

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Shutterstock.

10. Maxi Slip Dress + Flip Flops

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Richard Young/Shutterstock.

11. Metallic Slip Dress + Bold Bag

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Shutterstock.

12. Sheer Slip Dress

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
imageSPACE/Shutterstock.

13. Maxi Slip Dress + Red Lip

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Anthony Harvey/Shutterstock.

14. Slip Dress + Layered Necklaces + Heels

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
AFF-USA/Shutterstock.

15. Slip Dress + Leather Jacket

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Beretta/Sims/Shutterstock.

16. Pattern Clashing

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Can Nguyen/Shutterstock.

17. Silky Slip Dress + Open-Toed Heels

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Ken McKay/ITV/Shutterstock.

18. Polka Dot Slip Dress + Plain White Tee

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Chelsea Lauren/WWD/Shutterstock.

19. Slip Dress + Statement Necklace + High Socks

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Rob Latour/Shutterstock.

20. LBD, but Make It Slip

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Stephen Coke/Shutterstock.

21. Animal Print Slip Dress + ’90s Crimped Hair

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Jack Dredd/Shutterstock.

22. Lacy Slip Dress + Oversized Bag

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Chris Allerton/Shutterstock.

23. Slip Dress Under Tied Button Down

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Broadimage/Shutterstock.

24. Patterned Slip Dress + Sneakers + Bright Bag

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Kristin Callahan/ACE Pictures/Shutterstock.

25. Slip Dress with Fur + Heeled Boots + Statement Bag

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Vincenzo Landi/IPA/Shutterstock.

26. Simple Maxi Slip Dress + Gold Heels

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Beretta/Sims/Shutterstock.

27. Mini Slip Dress + Statement Earrings

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
Andreas Branch/Variety/Shutterstock.

28. Metallic Slip Dress + Nude Heels

STYLECASTER | Anything-but-Average Ways to Wear a Slinky Slip Dress
RHTY/starmaxinc.com/Shutterstock.

29. Slip Dress + Denim Shirt + Hat

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