Wearing History

SMOOTH SAILING - "Seconds Sale" Indigo Denim Trousers Size 31" Waist ONLY


Offered for fundraising purposes are our "Seconds" from a run of Smooth Sailing Indigo Trousers!

Regular Price $94.99

All Sales Are Final


These seconds of the Smooth Sailing trousers are only in a single size.  We have several pairs that were cut and sewn with denim with a slight fade (yardage fade before cut, not after made).  

We suggest these for work pants, candidates for dying, or cutting of to make shorts!

These have been washed and dried in the washing machine and are slightly different sizing than the original size chart.  

Please note there are imperfections, as stated above.  Because of time involved we cannot photograph each individual pair.  



Waist- 31.5"

High hip at 5" from natural waist- 38"

Hip at about 7" down from natural waist- 43"

Length from bottom of waistband to hem- 38.5"  

 You MUST allow wearing ease.  We suggest allowing 2" in the low hip measurement (no greater than 41" hips)


The Smooth Sailing trousers were inspired by mid 1930's to early 1940's sportswear fashions

  • A mid-point between modern and vintage trouser fit, rise (crotch length) is slightly longer than modern rise, but shorter than the very low rise of authentic vintage trousers. (For more info about rise and vintage trouser fit,  check out my blog post by clicking here)
  • A slim fit through the waist and high hip, and a looser fit from the hip down
  • Two front release pleats with topstitching detail
  • An invisible zipper at the side, with a button and buttonhole fastening at the waist
  • Made of 8 oz 100% cotton indigo denim with a generous hem- pre-wash before altering length.

Consult size chart before ordering, to ensure correct fit.  These trousers have different sizing and proportion than our sewing pattern version.


Additional Information




100% Cotton (No Stretch)


Depends on how you like your denim: For worn in look over time- Machine wash cold, tumble dry low. The fabric has been pre-shrunk  but the length may shrink a little when washed (we supplied extra hem because of this!). The denim will fade and mold to you when washed. For crisp look- dry clean is highly recommended.




Other Details


5 Average based on 21 reviews Write a Review
Written by Katie on Dec 6th 2016

My Favorite

These are my favorite pair of pants I own. They fit like they were tailored to me! The waist is perfect. The hips are perfect, and the length is perfect. Even my mother, who has never complimented me on a pair of pants before, complimented me on these trousers! I wear them probably about 4 times a week at least. I love that I can be comfortable and practical, but still have the 30s and 40s look I like so well. I recently went back to school for fashion related studies, and so many undergraduate fashion students have complimented me on my pants! Naturally I tell them all about Wearing History!

Written by Sara Klotz de Aguilar on May 23rd 2016

Best pants ever!

I really love these. I did have to shorten them as I am three inches below the average height for my size, but that was easy. They are so comfortable and are now my favorite work pants (although a pocket would be nice, it isn't a deal breaker). The workmanship is great!

Written by Adalee Hude on Apr 16th 2016


Love, love, love my Smooth Sailing trousers! My waist size is 26, and that size fits great- they are very flattering. They are super cute and I look forward to them coming in more colors one day!

Written by Elise on Apr 16th 2016


I have just received my Smooth Sailing Trousers in Australia. They are great so well made and extremely flattering. I was unsure of sizing as I am in-between sizes so with Lauren’s advice I purchased a 28″ and they are fabulous. I will be heading overseas soon and I know these will be the best trousers to travel in. My only disappointment they came with a blue plastic button not the SHELL BUTTON and there was no spare button as mentioned in other reviews (Wearing History Note- Thanks for your review, Elise! These are from the second run of trousers and I used original vintage military buttons from the 40s/50s on the second run, as we had no more shell. Sorry for the disappointment!)

Written by Susan on Apr 16th 2016


I wore these for the first time this weekend to a classic car show. My husband was showing his 1947 Ford Super Deluxe, and we wanted to dress for the time period of the car. Super comfortable. I’m a plus size”girl” and the XL fit perfectly. We even took part in the fashion show portion of the car show!

Written by Karie Bible on Apr 16th 2016


I LOVE these trousers! They are cute, stylish and can go with a number of different things. I’m so glad that “Wearing History” is doing ready to wear items, as I can’t sew to save my life. These are so comfortable! I have been very happy with my purchase and I look forward to future offerings.

Written by Susan on Apr 16th 2016


My Smooth Sailing Trousers just arrived and I can’t wait to wear them out! Lauren, when you said you redid the sizing and had a “plus size”, I thought “Yeah, right.” Then, you added pictures of a curvy lady, who wore a size larger than a 2, and I was encouraged to give them a try. Glad I did! And thank you to Lauren for posting her own picture with those GORGEOUS mustard shoes from b.a.i.t.!

Written by Sofie on Apr 16th 2016


Despite all the rave reviews I was nervous about buying these trousers, as I am almost always unhappy with the fit. I have a ten inch difference between my waist and hip measurement and I’m long waisted with relatively short legs. High waisted, wide legged pants are exactly what I need, but they are hard to find, so I usually wear skirts. I am thrilled to report that these trousers are a dream come true! If they came in other fabrics, I would have to buy them all – but I so love the casual denim. Also, they are beautifully made with a real shell button (and an extra button just in case) – talk about vintage charm! They make me feel beautiful and elegant, instead of deformed, like most pants. The only thing… and this is not a criticism, just a wish for future iterations – it would be so lovely if they had pockets. But even without pockets I would buy any and all other versions that you make. Thank you so much for making these available to us! Hooray!

Written by Lauren on Apr 16th 2016


Finally some wide legged trousers that fit the bill – waist at actual waist, flattering to the hips and derriere, not too long to wear with flats, and *not* made of nasty polyester fabric – these are the real deal, and I am SO glad I bought for them. I’ve used the Wearing History “Smooth Sailing” trouser pattern with great results, so I knew these would fit me. I tightened the waistband up just a smidge by moving the button, and they fit perfectly. The fabric is a nice lightweight denim. They drape and aren’t too hot. My only wish is that they had pockets and belt loops.

Written by Danica on Apr 16th 2016


I love these. They fit so well and are very flattering. I received many compliments on them. Please make more trousers, I’ll buy them all!