Pillow Talk – The Best Jeans for Your Age and Budget


Back in the mid-90s, when the weather became cool enough to break out my jeans, my dear friend Ashley had a tried-and-true technique to finding the ultimate comfort and fit. Instructions below (*not at all patent pending*): 

  1. Slip on jeans –  do not button or zip closed 
  2. Grab a medium-sized pillow 
  3. Stuff pillow into the front of the jeans  
  4. Continue to squish pillow until you condense entire thing into the jeans 
  5. Attempt to zip/button the jeans regardless of pillow constraints (tip: grab a pair of pliers & prepare to endure calluses) 
  6. Unzip/unbutton jeans and remove pillow 
  7. Breathe 
  8. Enjoy the perfect fit 

While I stand by this innovative method, I am truly grateful that I no longer need to use it. For all its faults, in the year 2021 you can find a great pair of jeans without using pliers. It is a veritable jeans bazaar out there! With so many choices to sort through, I’ve narrowed down the best brands/fit for your age group and budget. No pillow necessary. Now, let’s all take a brief moment and thank the jean Gods for this ample selection.

Pillow Talk Copy 1

Paige Hoxton Ankle – Rivers Spencer $219 |  Eden High Rise Straight, Monomin $118 


Pillow Talk Copy 2

Agolde-Riley Crop-whip – Jean Therapy $198 | Paige Margot Ankle, Rivers Spencer $189


Pillow Talk Copy 3

Khaite straight-leg jeans – Weinstein’s $380 | RE/DONE Mid Rise Crop – Pied Nu $265 


Pillow Talk Copy 4

Mother Tripper-Getalongs – Jean Therapy $238 | Mother Superior Jean – UAL $78 


Pillow Talk Copy 5

Lafayette 148- Reeve Jean  – Ballins $368 | Agolde-Pinch Waist Placebo – Pilot & Powell $178 







Digital Sponsors

Become a MyNewOrleans.com sponsor ...

Give the gift of a subscription ... exclusive 50% off

Limited time offer. New subscribers only.

Sign up for our FREE

New Orleans Magazine email newsletter

Get the the best in New Orleans dining, shopping, events and more delivered to your inbox.