This is a mistake I’ve seen way too often, haven’t you? You love your outfit, try to add a little edge by rolling up your pant leg, and instead look like you just stepped in a puddle and this was your last resort. Believe it or not, there is a right way to roll your jeans. It depends on the cut of the jean and what kind of shoe you’re wearing. Whether you’ve got on skinny jeans with flats or boyfriend jeans with booties, there are a few ways to roll your jeans for each look. So take a look at these options below. Warning: this post may make you want to go shoe shopping. :)
Skinny Jeans with Flats:
Skinny Jeans with Booties:
Skinny Jeans with Heels:
Always Roll 2-3 times for Straight Leg or Boyfriend Jeans:
How to roll your jeans when wearing boots:
One last thing…when it comes to boot leg, flare, or wide leg jeans, don’t bother trying to roll them. They look messy and are meant to be worn how they come!












[...] Finally, a (comprehensive!) guide on how to roll your jeans [...]
What a cute post concept! I’m a big fan of the 2-3 small rolls with flats and booties. And I’ve actually NEVER thought to roll my jeans and then tucking them into socks for high boots. Such a simple, good idea!
Alyssa
The Glossy Life
Who makes the black booties with leather bands and who makes the tall brown boots in the last image? This is a great post!
The brown and black ones are from Dolce Vita! You can find them here. The tall brown ones are from Aldo last year. Glad you like the post!! xx
I LOVE rolling my jeans!!! thanks for these tips!!! pinning this now! :)
xo,
Sandy
Sandy a la Mode
Please share who makes the wine suede booties. Adorable!
They’re by Michael Kohrs! They’re super comfortable too – I love them! You can find them here.
Oh my gosh loving this post! I will definitely be using it as a reference. I can never decide if I should roll my jeans or not haha i regularly deal with big dilemmas in my life :)
xo SideSmile,
Ashley
SideSmile Style
This is so useful thank you! I never wear jeans much as I’m slightly scared of the whole ankle situation!
Those pink heels are awesome!!! Thanks for the awesome tips, I’ve always wanted to know how to do this, properly!
I love this, it answered all of my questions!!! thank you!
I am obsessed with this post. I am always rolling my jeans but never know if I can truly pull it off. You have reassured me that I am on the right track!
I’m a 55 year old fashion nut. ( Too old to be called a fashionista). I love to stay in style and change looks to keep updated all the time. I’m just gossiping I guess about how it can be tricky to dress age appropriate and still look and wear cute clothes. I am also small at 5’2″ and 108 lbs. Because of my size I find myself in the junior dept often. I buy the jeans and some tops but always make sure the correct LONG camisoles are worn so no stomach EVER shows. The boyfriend jeans are my favorite right now I just buy them with no distress like holes and tears. Dressing in style can be done and can be done well just AGE APPROPRIATE is the key. No one over 45 should be showing too much skin and certainly no abs. Another important thing to look good as you age is stay in shape and have your teeth whitened. I call whitening teeth “the poor girls face lift’ . White teeth make a world of difference along with updated hairstyles every year. So you twenty somethings dont get bummed out thinking your style life is over when you hit 40 or 50 its not. In fact its much nicer because in most cases you will have lots more cash to to spend. Just a 55 year old thinking out loud.
As someone who is 5ft2 (and even petite pants are to long on me) I have always cuffed my jeans, and I can tell you a lot of boyfriend jeans have ankles to wide to look like the picture when cuffed.
What about wedges
magnificent points altogether, you just won a new
reader. What could you recommend about your put up that you made some days in the past?
Any sure?
Great post, and I have those same boots in the last picture. Love them!
Thanks so much! Aren’t those boots the best?? Wearing them right now!