Have y’all seen the fun hair tutorials on Cup of Jo? Here is yet another the creative beauty duo Joanna & Caroline put together I was so lucky to shoot– it’s a little bit of a tease.. a little bit messy… and a great friday-night-date-night-look…

The Messy Side Ponytail for Cup of Jo~

Caroline’s Step by Step:

1. Start with day-old hair…meaning it’s been a day since you’ve washed it. (If you must wash your hair, then use a volumizing spray to add oomf; and if your hair is oily, use a French dry shampoo to build body and texture.) Now make a deep side part on one side of your hair. You can use a rat-tail comb to get an extra straight part.

2. Backcomb the top quarter of your hair. Basically, brush the hair downwards toward your scalp so it’s sort of frizzy and can stand on its own.

3. Gently brush the very top layer of your hair to make it smooth on the top. That way, all the backcombing will be hidden under the layer that you brushed. Still, don’t brush too much, you want it a little messy.

4. Take the entire backcombed section and pin it behind your head. To make it secure, place the bobby pins in an “X.”

5. Now take all your hair and put it in a low ponytail at the nape of your neck. Tighten the rubber band as tight as you can. This will help “push” your hair up, creating more volume at the top.

5. You can either leave the rubber band exposed, or hide it by taking a small half-inch section of hair from the ponytail and wrapping it around the rubber band. Take a small bobby pin and pin the hair to the rubber band.

6. Rough up the ponytail with your fingers to match the texture at the top of your hair. Use the same motion as you did to back comb, but use your fingers instead, since this will create a messy texture but will be softer and gentler than using a comb. Remember, this look isn’t about perfection; it looks best slightly messy.

Photos by FromMeToYou for Cup of Jo / Hair tutorial & modeling by the lovely Caroline Ventura