All the Best Jeans I Tried on for Fall So You Don’t Have to

Denim Jeans in Different Styles with a White Tanks All the Best Jeans for Fall

Can you feel it? It might be 104 degrees as I write this but my kids go back to school in 11 days and Labor Day will be here before we know it. Fall is around the corner my friends and I don’t know about you, but I’m anxiously awaiting the day when I can wear jeans again without breaking a sweat. Is there anything more staple to a complete wardrobe than a great pair of denim? I don’t know about you, but one of my go to uniforms is my favorite jeans, a great tee and some sneakers or mules. For a minute skinny jeans were all the range, then wide legs and crops. Now? Just about anything goes. If you’ve only ever worn a skinny style, though, let me implore you to give straight legs a chance! They’re a bit more relaxed and feel super fresh right now with the perfectly french tucked top. Ready for the try-on session? Let’s go! (For more try-on sessions, see here!)[/caption]

Denim Sailor Pant by Jesse Kamm

Might as well start with my favorites first, yea? The fit of these is amazing. For sizing reference, I’m usually a 27, sometimes a 26 and I’m wearing a size 4 here. To be honest a 6 might be more comfortable, but the fit was flattering. I would definitely try the 6, though, before committing to the 4. Also, if you click through you can see they fit a lot more cropped on the model, but I actually love where they fall on me here. I have such a hard time paying $400 for jeans, but then I would likely wear them more than anything else in my closet, so who knows! These might just make my fall shopping list come September. With cute cropped sweaters, am I right?!

Levi’s 501 Crop

These Levis 501s are such a good every day jean! Comfortable, cute and easy to wear with just about everything!

Madewell High-Rise Skinny Jeans

I’ve been seeing a lot of oversized sweaters for fall and think a super skinny cropped denim like this is the perfect juxtaposition.

Totême Original Mid-Rise Jeans

I love the wash of these so much and the no nonsense styling of them. Super cute with a tee and a square boot.

Madewell Wide Leg Crop

Okay so I ordered the petite size of these and they’re full-on capris. (I’m 5’4″ for reference.) They’re cute right? I’m not much of a capri gal, but if you’re into these are a great option!

Pilcro Relaxed Carpenter Jeans

I’m suuuuuper into the idea of cute denim cargo pants. These are not the right fit, though. I hate the low-rise and they’re too fitted through the leg. This idea is on my radar, though.

Levi’s Wedgie Straight Leg Jean

Love, love, love! I would wear this style and wash on repeat! Making a mental note for my fall shopping list!

Levi’s Wedgie Icon Jean

All day every day. This Levi’s wedgie jean is just the best. I own these. And you should too 😉

All the Best Jeans Photography by Katie Jameson

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  1. I love your white tank! May I know where you get it from? What are some of your fav places to get staples like this? Would love to see a post on this. Thank you!

  2. Sara T.


    I would love to see you style the Jesse Kamm jeans more ways. I’m tempted to buy them, too!

  3. Wow I do love those wide leg jeans so much more than I would have thought!

    • Jen Pinkston


      Right?! Same! I think I’m going to wait for spring to purchase, though!

  4. Stella S.


    Love those Jesse Kamm’s on you!

  5. I love those Madewell high rise!! Love to try some straight legged but last time I tried a pair from Everlane, they didn’t look good.

    Effortlessly Sophisticated

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