Wearing ankle booties with jeans: a guide on sock styles (Part II)

In the colder months, the author has a preferred way of styling ankle booties - by wearing socks. This approach, she explains, works especially well when the temperature drops below 50 degrees. The look is accentuated because the boots' front dip is highlighted with some ankle showing.

The author's preference lies with thick camp socks, such as the ones from J.Crew. However, she also mentions two favourite no-show socks - one from Smartwool and another from Nike. While the Smartwool no-show sock is pricey, the author finds it worth the investment. On the other hand, the Nike ankle sock has a band around the arch that keeps it in place, making it a reliable choice.

When it comes to wearing ankle jeans with booties, the author suggests turning the hem of the jeans up, slipping on socks, bunching them up, and tucking them under the jeans. After that, she slips on ankle booties and adjusts as necessary.

One of the looks the author presents is with short ankle booties, flare jeans, and J.Crew camp socks. If she were to wear short ankle booties with socks and skinnies, she would opt for full-length black skinnies with a deep cuff. The socks blend in with the jeans since they have a navy fleck.

The author's favourite out of all the looks is the tall ankle bootie look because of its subtlety. The current look with tall ankle booties, ankle length skinny jeans, and J.Crew camp socks is just a sliver of sock showing with the ankle jeans. The tall ankle booties in question are rugged ankle booties by Timberland, with a six inch shaft height and a three inch heel.

Interestingly, the author has been wearing the same pair of booties with the same pair of socks since 2014. The jeans she pairs with these booties are ankle length skinny jeans by Madewell (old - similar available here). The three ankle-cut boots were made in Italy.

The author has tried various types of socks but prefers to focus on J.Crew camp socks. She often wears wooly socks with ankle jeans instead of full-length jeans. For those interested, the socks can be found here. The author hopes this guide helps in styling ankle booties with socks for the colder season.