How many of you ladies wore your hair in a side ponytail during your tween and teen years? The signature ponytail hairstyle of the 90s is coming back, just like all the other cheesy trends from everyone’s favorite decade. Fortunately, the cheese is much more refined this time around.
Have you ever wanted to go back to wearing all the clothing and hairstyles you rocked in the 1990s? Honey, all of us have that moment, but then we see someone younger wearing a tattoo choker or a pair of overalls unironically, and our nostalgia fades away for another day.
Once you see the updated side ponytail hairstyles, however, you’re probably going to go digging for all of your old scrunchies. You can also browse these high ponytails.
1. Side Ponytail with Side Part
While this style works for casual occasions, it’s perfect for formal ones as well. Long wavy hair is draped over one shoulder for flattering dimension while the side bang keeps it flirty.
2. 80s Side Ponytail
To get a fashionable side pony that nods to the 80s, keep it slightly messy and super perky. Use a fun colorful scrunchie to add to the style and don’t be afraid of texture or volume.
3. Side Low Ponytail
For this beauty, secure a side ponytail right at ear level. Make sure you smooth lumps and bumps for gathering the ponytail, but leave the end textured for thickness. A bold cat eye completes this style.
4. Side Ponytail for Black Girl
What better way to show off your thick natural hair than to gather it over one shoulder in this cute side ponytail. Smooth hair with product to nix frizz, then pump up the volume in your pony with curl cream.
5. Side Ponytail for Thick Hair
Side ponytails aren’t just for fancy occasions. Wear a low side ponytail when you’re off to the gym to keep your hair off your neck while working up a sweat. You’ll be hot, yet fashionable!
6. Middle Parted Side Ponytail
Dress up a simple center part with a braid to set your side ponytail apart from others. This ponytail is chic when hair is kept straight. Keep hair off the face and avoid tendrils for a neat, sophisticated style.
7. Side Pony for Thin Hair
Women with thin hair will love the way this side pony flops over to one side. It’s a perky, feminine look you can gather together in less than two minutes for great all day style.
8. Side Loose Ponytail
To avoid having your ponytail look too harsh or blunt, keep it loose. Gather it at one side below the ear and secure it loosely with a soft hair tie. Brush out waves and curls for delicate style that pairs well with your favorite dress.
9. Short Side Ponytail
Need a new hairstyle for work? Try this side ponytail perfect for short hair. Hair is parted above the eyebrow on one side, creating subtle volume for sophistication.
10. Side Puff Ponytail
For a truly glam look, you should go for this colorful side pony with height. The hair is smoothed on one side and pulled around the other side with slight waves. It will help to tease the crown to get this level of volume.
11. High and to the Side Ponytail
Side ponytails don’t get more 1990s than this, although I don’t recall anything quite this stylish. The classic pony gets a modern update thanks to the sleek execution and the wrap of hair that secures the base.
12. Low and Wavy Ponytail
A ponytail worn low and to the side is an excellent coif for informal functions and everyday wear. With the right ensemble, it’s also the perfect date night look—those sculpted waves make all the difference.
Braids make everything better, don’t they? Plait a few braids in your ponytail, and it goes from a throwback the ’90s ‘do to a modern Boho chic hairstyle. Even if you simply want to create a ponytail, then braid parts of the tail itself, this is a winner.
14. Straight and Sleek
A sleek, straight side ponytail hairstyle for girls calls the ’90s to mind in a minute. This is a fun, flirty, TGIF hairdo if ever there was one, and it doesn’t take a bit of effort, either. You can take or leave the bangs, though—that’s all on you.
15. Curly Side Ponytail
Here’s another coiffure you have to add to your list of formal hairstyles. The side ponytail itself is beautifully curled and teased just enough to give it volume, as well as an artfully tousled appearance. The tiny twisted braid that begins right in front is the signature detail of this ‘do, though.
16. French Braided Beginnings
Anytime you add a braid to a ponytail, you take it to the next level. Plait a thick French braid on the same side as your ponytail and weave it down to the nape of your neck. To make it twice as nice, you could braid the other side, as well.
17. Over-the-Shoulder Curls
A cascade of curls over the shoulder is a divine ‘do for dress-up occasions. From prom to the office Christmas party, you can go for a simple but sweet style that exudes just the right amount of glamour—thanks to the curls, of course.
18. That’s a Wrap
Wrapping a strand of hair around the base of your ponytail lends a touch of in-the-now glam to this classic retro hairstyle. It’s also an ideal way to neatly tuck any tresses that aren’t quite long enough to secure in your hair tie.
19. A Perfect Curl
There’s actually a lot going on here, and I adore all of it. This side pony is multi-layered—it looks like a half-pony merges with a full ponytail, which trails down her shoulder in one stunning spiral curl. Anytime you need an updo or if you just feel especially goddess-like one day, here’s your coiffure. You’re welcome.
20. Side Fishtail
Granted, this is more of a side braid than a side ponytail, but fishtail braids are so eye-catching and whimsical that you can’t really complain. You could always stop your fishtail braid at the nape of your neck, or just braid certain sections of hair.
21. A Side of Elegance
From the side-swept bangs to the curls falling over her shoulder, everything about this hairstyle is elegant. In fact, try a variation of this the next time you find yourself in need of a formal coiffure. Instead of wasting hours on a complicated hairdo, all you have to do is part your hair to the side, secure your ponytail, and add curls.
22. Retro Flair
Forget the ’90s. This pony takes you all the way back to the mod days of the early 1960s. The extreme side part, which crosses over her forehead, is part of it. The main aspect of this ponytail is the bump of volume at the crown. Combine this ‘do with dramatic eyeliner, bold brows, and a pale lip, and you’ll be the envy of every other woman around you.
23. Boho Braids
It’s amazing what a simple braid can do for a side pony. This goes back to the idea of creating the braid in the actual tail of your ponytail instead of beginning to plait at the crown of your head. The color is on-point, too—who doesn’t love an icy platinum blonde?
24. Tucked Tail
In addition to being the decade of the side ponytail, the 1990s also brought us the Topsy Tail. ‘member that? It was a little gadget that basically parted your ponytail above the elastic, creating a small hole through which you could tuck the rest of your tail. This is a much more modern and elegant version of that tubular ‘do.
25. Flip the Script
See this? This is innovation. It’s not complicated—a section of hair falls over the forehead and gets a twist right at the temple, and then everything else comes together in the side pony. However, it’s a way to take your ponytail from plain to insane.
26. The ’90s Edition
Women’s high side ponytail hairstyle is the mark of the ’90s. Brightly colored scrunchies are also evocative of that fun, colorful decade. This might be a throwback photo, we don’t know. We do know that it is the epitome of every side pony that ever was or ever will be.
27. A Sexy Mess
Messy side ponytails are just as appealing and effortlessly sexy as messy traditional ponytails. You can, however, organize your mess by simply using a teasing comb after you pull your hair into elastic.
28. Blunt Bangs
Blunt bangs modernize nearly any hairstyle. They work especially well with a pony because the blunt lines draw attention to your smoldering eyes. That alone turns the pony into something more sophisticated. Try these ponytails with bangs too.
29. Side Ponytail with Weave
This side ponytail hairstyle for black women has been very popular over the years. Her curls are so flawless, it hurts! Don’t be afraid to secure your ponytail high up on the crown of your head, particularly if you’re rocking long locks. Let’s also take a moment to pay proper respects to this beautiful girl’s brow game.
30. Half and Half
This side ponytail is positively avant-garde. The crown is sleek and shiny, but beneath the elastic, this ponytail goes crazy. Those curls are not playing around.