Straight Leg Jeans Outfits - Later Ever After, BlogLater Ever After – A Chicago Based Life, Style and Fashion Blog

5 Casual Outfits with Straight Leg Jeans

February 15, 2023 | Filed In:

Ask and you shall receive! You all asked for more casual outfits this year and I’m trying to deliver. You all know my heart belongs to workwear, but I love getting dressed on the weekend too. The best part of my weekend outfits is that they are generally budget friendly. I have two little kids so pouring a ton of money into weekend clothes that will get ruined isn’t worth it for me now.

Not spending a lot doesn’t mean that the items aren’t great quality and stylish. I tend to stick with the same color palette, which makes it easy to mix and match with shoes and accessories. It’s also still the dead of winter so my color palette is more neutrals. I am also a serial outfit repeater. If I buy a sweater, I wear it 4 days in a row every week. And I’m finally testing the waters with straight leg jeans. It’s been a process too. Styling straight leg jeans with shoes has been the biggest challenge for me and I think I finally mastered it.

It’s all about proportions and getting used to a different pant style. My general rule of thumb is “if you think it looks weird, it probably does.” Kind of genius…right?!? What I mean is there is a good balance from showing too much ankle skin to no skin at all. Therefore, the straight leg jeans outfits I’m sharing feature straight leg jeans with boots and high socks, flats and bare ankles, as well as booties and a little ankle showing.

My go-to straight leg jeans right now are Madewell. The Curvy Perfect Straight Leg Jeans are amazing and magical! In addition, there is no gap in the back and I’m not cutting off my circulation to button them. The length is a little short on me, however I’m 5’9 and my legs are long so I make it work. I think once spring hits I’m going to love showing off my ankles in these jeans with sneakers and flats.