10 Thigh High Boots for Fall 2009 / Winter 2010

Jessie Kay
Thigh high boots make a daring and risque fashion footwear statement if you're brave enough to try it! Paired with the right outfit, thigh high boots can make you look tall, leggy, and lean. If you're looking for the perfect pair, here are 10 sexy and stylish thigh high boots for Fall 2009 / Winter 2010.

Blowfish ZigZag Over the Knee Boot
Available at: DSW.com
Price: $99.95
Who would have thought thigh high boots could be both sexy and functional? These boots from Blowfish are just that - they're comfortable and functional enough to play in the snow, yet stylish enough to wear for a night on the town. These thigh high boots feature a pull-on style, a flat heel, and are available in black or brown.

Boutique 9 Over-The-Knee Boot
Available at: Victoria's Secret.com
Price: $44.95
Here's another pair of thigh high boots that aren't as racy as most designs. These thigh high boots are made with real leather, have a stacked heel, and are available in gray or brown. Pair these boots with a winter white sweater dress for a trendy look.

Martinez Valero 'Reagan' Thigh High Boot
Available at: Nordstrom.com
Price: $219.95
Made of micro-stretch fabric and a leather heel, these thigh high boots are shiny without giving off that cheap, PVC feel. Pair these boots with a tunic, skinny jeans, flashy earrings, and you're ready for a night of dancing!

Calvin Klein Waverly
Available at: Zappos.com
Price: $237.95
One word describes these boots - fierce. Calvin Klein offers a pair of cougar-tastic leopard pony print thigh high boots with a 4 inch heel. These pair of thigh high boots features decorative buckles, a partial side zipper, and a 20 inch shaft height. Yes, they're daring, but with the right outfit (perhaps a little black dress?) you could definitely make these boots work.

Pleaser USA Seduce 3000
Available at: Zappos.com
Price: $69
Pleaser brand footwear is known for its sexy, seductive styles, and this pair of thigh high boots is no exception. This style comes in three color choices-black, white, or red (if you dare!). These boots are made of stretch patent leather and will fit almost any leg build. These thigh high boots have a 4 ½ inch heel and zip up the side.

Dollhouse Ashi Studded Over the Knee Boot
Price: $79.95
Available at: DSW.com
Wicked! These thigh high boots have studded details crisscrossing around the boot and give off a motorcycle mama look. You could play up the "motorcycle" vibe by pairing this with a leather jacket, black dress, and tight jeans. Or spice up your jeans-and-sweater combo by wearing these boots over your pants. If you like this style but don't want to try the thigh high look, these boots can be cuffed down, making it an under-the-knee boot.

Ellie Shoes 516 Fantasy
Available at: Amazon.com
Price: $51.76
Outrageous! These suggestive thigh highs feature a soaring 5 inch heel. Available in red or black, these boots have a hidden inner zipper and a contrasting heel (the black has a red heel and the red has a black heel). These boots are very stretchy so they will accommodate almost any leg size.

Peter Jensen White High Boots
Available at: Top Shop USA
Price: $400
Here's a very different pair of thigh high boots from designer Peter Jensen. These boots are while in color with a 4.5" heel and feature a laser cut of floral design around the boot cuff. Embellished with delicate floral fabric panels, this pair of thigh high boots is perfect for a girly-girl.

Colin Stuart Over the Knee Wedge Boot
Available at: Victoria's Secret.com
Price: $109
Who says thigh high boots have to make you look over-the-top sexy? These suede thigh high boots from Colin Stuart feature a 2 ¼ inch heel, faux sherling details, a wedge heel, a cute bow detail, and are available in black or brown. These boots would look great over skinny jeans and the best part is, you won't look too risque.

Nine West Iunia
Available at: NineWest.com
Price: $139.00
These scene-stealing boots from Nine West go all the way up! With a 24.50 shaft height, these boots are go much higher than your average thigh highs. These boots are lined in fabric and have a 1 inch platform sole. Unfortunately, they're made of synthetic material, but if you're wearing sky-high thigh highs, I doubt anyone would notice! You could wear these boots over skinny jeans, as they are not extremely form-fitting on most people.

Published by Jessie Kay

Missy Jess enjoys writing about video games, home improvement tips and travel articles. In addition to writing, she enjoys long-distance running and fitness.  View profile

6 Comments

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  • Jolie du Pre11/3/2009

    I'm not in agreement with Rebecca at all. I'm 47 and I can rock my thigh high boots! Good article!

  • Lee Wright11/1/2009

    great list

  • Rebecca Caroll10/29/2009

    Man...I would SO love to try this look with black leggings, but I am afraid I would look like a 47 year old trying to look 21...I do love that look!

  • Tricia Sabol10/29/2009

    Wow, those Calvin Klein boots are crazy!! I don't think I have enough self-confidence to wear those! ;-)

  • Jennifer Bove10/29/2009

    nice write up

  • CJ Mathis10/28/2009

    I love ugh boots because I use them for every day and since I don't work or need to dress up I don't use nice boots.

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