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Style Tips: The High Waisted Skirt

At Mama’s A Rolling Stone, we are always on the lookout for new places to find fashion inspiration, from celebrity style to editorials to street style blogs. So it makes perfect sense that when we find a trend that we’re dying to try, we look to some famous fashionistas to show us how it’s done. This month, we’re featuring the high waisted skirt, the perfect piece for the girl who loves a mini.


At Mama’s A Rolling Stone, we are always on the lookout for new places to find fashion inspiration, from celebrity style to editorials to street style blogs. So it makes perfect sense that when we find a trend that we’re dying to try, we look to some famous fashionistas to show us how it’s done. This month, we’re featuring the high waisted skirt, the perfect piece for the girl who loves a mini.

Style Tips: The High Waisted Skirt

STYLE TIP #1 / Pair your high waisted skirt with a loose, sheer tee and an oversized buckle belt.

We love almost anything that the Olsen twins wear so it is no surprise to us that Ashley Olsen is first up in this month’s Style Tips. Ashley pairs a flared, high waisted skirt with a loose white tee thrown over a black bra. A thick belt takes it from simple to chic while her clutch adds a pop of color. We suggest pairing your black mini with this byCORPUS Zip Tee ($38) and Bebe’s Zipper Studded Corset Belt ($39).

STYLE TIP #2 / Mix a bohemian print skirt with fringe details and a long necklace.

Vanessa Hudgens knows how to bring a fresh, modern take to boho chic. Here she pairs a bright, printed skirt with a fringed bag and a long pendant necklace. Loose, wavy hair adds a hippy element to the look while her aviator sunglasses give it some 70s appeal. For a similar look, combine Kimchi Blue’s Printed Cascade Skirt ($48) with Antik Batik’s Kassi Cross Body Bag ($325).

STYLE TIP #3 / Go classic with a button up shirt and a Chanel bag.

Although we only just finished perusing Alexa Chung’s style (see It Girl: Alexa Chung), we love her chic take on this trend too much to dismiss it. Although this look immediately appears to be classic and understated, small elements like stud detail on her shirt collar and messy hair add an edge. We think Free People’s Studded Button Front Shirt ($98) makes for a fashionable fill-in. As for the bag, if you can afford the real thing, that’s great! Otherwise, opt for Topshop’s Quilted Chain Strap Bag ($65).

STYLE TIP #4 / Mix a quirky print with a studded belt for added impact.

If anyone knows how to work a trend, it’s Lauren Conrad, who always has one eye on the fashion pulse while still adding her own unique touch. Here she mixes a plain black skirt with a quirky, polka dot print top. Adding a studded belt gives her look an extra edge and tones down the loose, hippy-inspired hair. We like this The Lady & The Sailor Tank ($65) paired with Hyde Collection’s Pyramid Stud Belt ($78).

STYLE TIP #5 / Wear an extra tight skirt with layers of chunky beads.

There are many ways to do the high waisted skirt look, from a loose, bubble shape to a skintight mini. Here, Shenae Grimes opts for a subtle but sexy tight denim skirt, but tones it down by wearing chunky beads and a nondescript tank. Try Topshop’s Denim Quilted Bodycon Skirt ($55) with a white tank and Croft & Barrow’s Silver-Tone Beaded Necklace ($10.72, on sale).

STYLE TIP #6 / Show off oversized pockets with a colorful cardigan and lace up boots.

Our final Style Tip comes from Peaches Geldof, a girl who knows how to work the high waisted look to her advantage. The oversized pockets add a new component to the mix, while her lace up boots and colorful cardigan add the grunge factor. This Slouchy Swing Denim Skirt ($70) will give you the oversized pocket-factor, while Jeffrey Campbell’s All Lace Up Combat Boots ($220) and BDG’s Solid Cardigan Sweater ($38) will complete the look.

14 Comments

  1. Gladys Lopez

    September 26, 2009 at 12:37 AM

    i love high waisted skirts. i’m looking for a fitted (but not too tight), black one. i’ve been having the hardest time!

  2. Gladys Lopez

    September 25, 2009 at 8:37 PM

    i love high waisted skirts. i’m looking for a fitted (but not too tight), black one. i’ve been having the hardest time!

  3. Sherin

    September 26, 2009 at 6:01 PM

    I’ve tried, unsuccessfully, to pull this trend off. I’ve had no idea what to wear a high waisted skirt with. Thanks for the tips. I’ll try them out and hopefully, I can pull it off.

  4. Sherin

    September 26, 2009 at 2:01 PM

    I’ve tried, unsuccessfully, to pull this trend off. I’ve had no idea what to wear a high waisted skirt with. Thanks for the tips. I’ll try them out and hopefully, I can pull it off.

  5. Vivian

    September 27, 2009 at 3:02 AM

    I totally love high waist skirts! I always wear them!

  6. Vivian

    September 26, 2009 at 11:02 PM

    I totally love high waist skirts! I always wear them!

  7. Fashion Pix

    September 27, 2009 at 8:53 AM

    Great tips, I love high waisted skirts!

  8. Fashion Pix

    September 27, 2009 at 4:53 AM

    Great tips, I love high waisted skirts!

  9. Hélène

    September 28, 2009 at 7:02 PM

    I absolutely love this look. So feminine, so unfussy, simply stylish. Perfection!

  10. Hélène

    September 28, 2009 at 3:02 PM

    I absolutely love this look. So feminine, so unfussy, simply stylish. Perfection!

  11. MizzJ

    September 28, 2009 at 9:12 PM

    I’m so in love with this look right now! It’s so flattering and totally versatile. I like to pair short high-waisted skirts with high collared shirts so that you don’t shorten your torse too too much.

  12. MizzJ

    September 28, 2009 at 5:12 PM

    I’m so in love with this look right now! It’s so flattering and totally versatile. I like to pair short high-waisted skirts with high collared shirts so that you don’t shorten your torse too too much.

  13. WorkItBerk

    September 29, 2009 at 2:14 AM

    This is definitely a good staple!

  14. WorkItBerk

    September 28, 2009 at 10:14 PM

    This is definitely a good staple!

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