By Kristin Hull

After recently posting “Seriously Comfy Shoes With Serious Style,” a reader asked if we’d provide some outfit ideas for #10, the OBTB Rupert Bootie (one of my favorites of the bunch, I must say).

Ankle boots are infinitely versatile

There are many outfit options for ankle boots (which, by the way, are defined in all kinds of ways, but to us, they’re boots that end just above the ankle).  For fall, try them with tights and a skirt*, skinny pants/jeans, or rolled-up boyfriend jeans. Above and below, are some stylish, mom-appropriate outfits with boots of a similar length that would also work with the Rupert Bootie.

(*Wearing  either solid or textured tights that are similar in color to your boots will elongate the legs making you look taller and slimmer. On the other hand, tights in a totally different hue are a fun way to add some color to your outfit and show your fashion know-how. Both are viable options.)