![Olive Bomber Jacket with Ankle Boots Smart Casual Spring Outfits In Their 20s: This combo of an olive bomber jacket and a grey knit pencil skirt is proof that a safe casual look doesn't have to be boring. A pair of ankle boots effortlessly glams up any look. So as you can see here, it's a a ridiculously chic, not to mention season-appropriate, combo to keep in your transitional rotation.](https://cdn.lookastic.com/looks/bomber-jacket-dress-shirt-pencil-skirt-large-32845.jpg)
![Olive Bomber Jacket](https://cdn.lookastic.com/olive-bomber-jacket-original-4528915.jpg)
![White Dress Shirt](https://cdn.lookastic.com/white-dress-shirt-original-1278501.jpg)
![Grey Knit Pencil Skirt](https://cdn.lookastic.com/grey-knit-pencil-skirt-original-10108869.jpg)
![Black Leather Ankle Boots](https://cdn.lookastic.com/black-leather-ankle-boots-original-1625577.jpg)
![White Leather Bucket Bag](https://cdn.lookastic.com/white-leather-bucket-bag-original-10008194.jpg)
![Black Sunglasses](https://cdn.lookastic.com/black-sunglasses-original-9539401.jpg)
This combo of an olive bomber jacket and a grey knit pencil skirt is proof that a safe casual look doesn't have to be boring. A pair of ankle boots effortlessly glams up any look. So as you can see here, it's a a ridiculously chic, not to mention season-appropriate, combo to keep in your transitional rotation.