Everlane ’90s Cheeky Jeans: A Review


Everlane and I have had some good times. Their Denim Shorts are my jean shorts of the summer (I love them so much, I got a second pair) and I can’t go 10 seconds without mentioning the magic of the Everlane Japanese GoWeave Jumpsuit (seriously, it’s that good and versatile).

So when Everlane’s raved about ‘90s Cheeky Straight Jean came back in stock, I was like “ok, sign me up.”

Everlane ’90s Cheeky Jeans Are On-Trend, But Are They Good?

But there’s not just one pair of Cheeky Straight Jeans. Everlane has an ankle pair, a curvy pair and a regular length pair. Yeah, my head was spinning, so I did what any good blogger would do and ordered one of each in a size 29. I’m typically a size 30, but I’ve found that I typically need to size down in Everlane bottoms.

(Narrator: The protagonist would come to regret this choice.)

The Curvy ’90s Cheeky Jean: The “Not For My Body Type” Pair

When Everlane raved that the ‘90s Cheeky Straight Jean was back in stock, we said “OK, sign us up.” So we tried all 3 styles. Review inside.

Jeans | Top | Flats

On the plus side, the Everlane Curvy ’90s Cheeky Jean (color: Patched Blue) could almost double as a shelf for my boobs (no bras required!). I typically have success with Curvy jeans by other brands because they have more room in the hips/thighs. I checked the tag multiple times, convinced that it was the wrong pair. I might have bruised a rib buttoning these. Maybe it’s because they are designed for more of an hourglass shape and…that is not me. I’m way more straight up and down. The patches are so cute, but no, just no. If you’re curvy, check these out, if not, skip.

Fit: The reviews of the Curvy ’90s Cheeky Jean say they are TTS. I ordered a 29, but clearly, they’re not TTMBD (True to My Body Type). The Organic Cotton Tee reminds me of my beloved Daily Ritual tee. I’m wearing a large and it fits to a “tee” (get it?!). The Italian Leather Day Glove Flat are gorgeous and buttery soft, but I found my regular size 8 to be too narrow. I recommend sizing up 1/2-a full size.

The ’90s Cheeky Jean Ankle: The “Sure, I Believe It’s Ankle Length” Pair

When Everlane raved that the ‘90s Cheeky Straight Jean was back in stock, we said “OK, sign us up.” So we tried all 3 styles. Review inside.

Jeans | Top| | Flats

The next pair I tried were Everlane’s ’90s Cheeky Straight Jeans in their ankle-length in the color Patched Blue. The inseam on the ankle length is 26.5” and the inseam on the regular length is 28.5″. If you’re shorter, the two inches might make a big difference (for reference, I’m 5’7 when I stand up straight). The fit was definitely better, especially around the waist.

Fit: I’m wearing a 29 in these ’90s Cheeky Straight Jeans. They are 100% rigid cotton, so I wish I had gone with my regular size 30. Size 29 seems to only work for me if the jeans have some stretch. Again the cotton tee is TTS (I’m wearing a large) and the Italian Leather Day Glove Flats run small (size up 1/2 – a full size).

The ’90s Cheeky Jean Regular Length: The “These Are Fine” Pair

When Everlane raved that the ‘90s Cheeky Straight Jean was back in stock, we said “OK, sign us up.” So we tried all 3 styles. Review inside.

Jeans | Tank top | Flats

The third and final pair of Everlane Cheeky ’90s Straight Jeans I tried on were their regular length in Vintage Sunbleached Blue. Again, I did not see or feel a difference between the ankle and regular length, tbh. This Clean Silk Cami was calling my name and I love this orangey-red for summer. Back to the jeans. They do give you some good bum though (I guess you could say they put the “cheek” in “cheeky jean.”) I like them, but I don’t love them. And I want to love what I put on my body. Which actually led me to a surprise pair of straight jeans that I’ll reveal below.

Fit: I’m wearing a 29 in these Cheeky ’90s Straight Jeans regular length. Again, because of the rigid material I should have gone with a size 30. They are a smidge too tight around the waist (I’m short-waisted and tend to carry my weight around my middle). I don’t have confidence they’ll stretch out enough to be comfortable. The Clean Silk Cami is TTS (I’m wearing a Large).

Thank You, Next

…I’m so freaking thankful for my ex…tra pair of straight leg jeans I actually like.

The whirlwind romance is not over between me and Everlane, but I think when it comes to “cheeky,” MOTHER Denim is still my first love. (Post on those coming soon…)

x, Meredith


  1. I have a lot of luck with everlane jeans in general and I’m a straight up and down/non curvy size 27 and 5″6″. The rigid denim of the 90’s cheeky can mean a bit of a tricky fit, although I have few washes of this in my normal size 27 and they have enough room to be comfortable. I think to be fair you should have also reviewed the Everlane cheeky jeans (normal version/not “90’s”) as those have stretch and I think offer a more flattering fit (although I like the slouch in my 90’s ones for variety). I think the regular/non-90’s everlane jeans are unicorn jeans, especially on my body type!

    • This blog was focused on a ’90s cheeky review, but I would like to try the regular cheeky’s as many people have recommended them as a good alternative!

    • Thank you! They felt fine, I just wanted to LOVE a pair, ya know? I have a straight-leg jean I am wearing on the regular that I’ll blog about soon! 🙂

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