Although the side pony has lived at the top of the ‘fashion don’ts’ list for years now, I’ve changed my mind about it entirely. And lately, I’ve been wearing my hair in a messy side ponytail and experimenting with ways to keep it looking cool. I think the key to successfully pulling off this look is to follow a few simple rules.

1) Wear it messy. This plays down the look and gives it an edgy, alternative feel rather then a prissy, polished look.
2) Wear it low. Do NOT pull a Stephanie Tanner and wear your ponytail high up on the side of your head. I’m predicting this slumber-party look will be forever out.
3) Wear it just off centered, rather than drastically pulled to the side. Almost as if it’s accidental. Simliar to how you sort of tilt your hat to the side, rather then rapper style circa 1991.
And I hesitate to list the final reason, only because I trust that my readers know better..but for the sake of stating the obvious…
4) No scrunchies.

With the romantic babydoll dresses now in full swing, the loose, messy side ponytail completes this look. So keep it casual and play with the style a bit. Don’t skimp on pulling out loose pieces to frame your face, add a flower hair accessory, braid it, twist it or dread it. For especially long hair, wrap hair ties down the shaft placed 2-3 inches apart and pull at the segmented sections to make it appear fuller.