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    Best Seller
    Madewell Shoes | Madewell Lonny Black Leather Ankle Boots Block Heel Pull On Stretch | Color: Black | Size: 8.5

    Madewell Shoes | Madewell Lonny Black Leather Ankle Boots Block Heel Pull On Stretch | Color: Black | Size: 8.5

    Such Great Basic Booties, Go With Everything! more

    $13.00

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    J. Crew Shoes | J. Crew Willa Stacked Heel Leather Chelsea Boots, Black, 9 | Color: Black | Size: 9

    J. Crew Shoes | J. Crew Willa Stacked Heel Leather Chelsea Boots, Black, 9 | Color: Black | Size: 9

    These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite Straight- Leg Jeans. Detail We Love: Stretchy Side Panels Make Them Easier To Take On And Off. Leather Upper And Lining.... more

    $95.00

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    Best Seller
    J. Crew Shoes | J. Crew Leather High-Shaft Stacked-Heel Boots Rich Caramel Jcrew 10 | Color: Brown/Tan | Size: 10

    J. Crew Shoes | J. Crew Leather High-Shaft Stacked-Heel Boots Rich Caramel Jcrew 10 | Color: Brown/Tan | Size: 10

    New In Box! Never Worn, Tried On Once And Did Not Fit. Color: Rich Caramel A Modern Update To Your Go-To Fall Shoes, These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite... more

    $120.00

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    Michael Kors Sabrina Stretch Leather Boot Black 6

    Michael Kors Sabrina Stretch Leather Boot Black 6

    Our Sabrina boot is the perfect combination of timeless design and modern style. It’s crafted from supple leather in a streamlined knee-high silhouette, while the stacked heel features an unexpected yet sophisticated polished chain detail. Wear this... more

    $250.00 $79.88

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    J. Crew Shoes | J Crew Leather High Shaft Stacked Heel Boots In Black Size 9 Modern Fall Shoes | Color: Black | Size: 9

    J. Crew Shoes | J Crew Leather High Shaft Stacked Heel Boots In Black Size 9 Modern Fall Shoes | Color: Black | Size: 9

    Approximate Heel Height: 2” A Modern Update To Your Go-To Fall Shoes, These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite Straight-Leg Jeans. Detail You’ll Love: Stretchy... more

    $119.00

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    J. Crew Shoes | J. Crew Suede High-Shaft Stacked-Heel Boots In Light Pink - Size 8.5 | Color: Pink | Size: 8.5

    J. Crew Shoes | J. Crew Suede High-Shaft Stacked-Heel Boots In Light Pink - Size 8.5 | Color: Pink | Size: 8.5

    “A Modern Update To Your Go-To Fall Shoes, These Suede Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite Straight-Leg Jeans. Detail We Love: Stretchy Side-Panels Make Them Easier To Take On... more

    $40.00

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    J. Crew Shoes | J.Crew $248 Leather High-Shaft Stacked-Heel Boots,Rich Caramel Size 8,New | Color: Brown/Tan | Size: 8

    J. Crew Shoes | J.Crew $248 Leather High-Shaft Stacked-Heel Boots,Rich Caramel Size 8,New | Color: Brown/Tan | Size: 8

    A Modern Update To Your Go-To Fall Shoes, These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite Straight-Leg Jeans. Detail We Love: Stretchy Side Panels Make Them Easier To... more

    $79.00

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    J. Crew Shoes | J Crew Leather High-Shaft Stacked Heel Boots In Rich Caramel Size 7 | Color: Red | Size: 7

    J. Crew Shoes | J Crew Leather High-Shaft Stacked Heel Boots In Rich Caramel Size 7 | Color: Red | Size: 7

    J Crew Leather High-Shaft Stacked Heel Boots In Rich Caramel Size 7 A Modern Update To Your Go-To Fall Shoes. These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite... more

    $70.00

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    Anthropologie Shoes | Anthropologie Faux Suede Gold Studded Stack Heel Pull On Boots Rust Orange 6.5 | Color: Orange | Size: 6.5

    Anthropologie Shoes | Anthropologie Faux Suede Gold Studded Stack Heel Pull On Boots Rust Orange 6.5 | Color: Orange | Size: 6.5

    Pull On Ankle Boots With Corduroy Goring For Stretch. - Rust Orange Color With Gold Micro-Studs - 3.25” Stacked Block Heel - Almond Toe - Minimal Wear more

    $42.00

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    J. Crew Shoes | J. Crew Black Leather High-Shaft Stacked-Heel Boots 8.5 | Color: Black | Size: 8.5

    J. Crew Shoes | J. Crew Black Leather High-Shaft Stacked-Heel Boots 8.5 | Color: Black | Size: 8.5

    J. Crew Leather High-Shaft Stacked-Heel Boots Size 8.5 These Refined Leather Ankle Boots Have A High Shaft That Looks Extra-Cool Peeking Out From The Hem Of A Midi Skirt Or Your Favorite Straight-Leg Jeans. Detail We Love: Stretchy Side Panels Make... more

    $119.00

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    Madewell Shoes | Madewell The Gwenda Platform Ankle Boot Sz 6.5 Nn019 | Color: Black | Size: 6.5

    Madewell Shoes | Madewell The Gwenda Platform Ankle Boot Sz 6.5 Nn019 | Color: Black | Size: 6.5

    Preowned, Some Scuffs Here And There And When You Walk In Them, There Is A Sound Like There Is Something Loose In One Heel, There Is Just A Rattling Sound But Otherwise Great Condition With Stretch Gores, A Chunky Platform And Stacked Heel, These... more

    $95.00

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    Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: Various

    Madewell Shoes | Madewell The Benning Chelsea Boot In True Black Leather | Color: Black | Size: Various

    Listing As Pre-Owned. Excellent Condition. Line On Inside Label To Prevent In Store Returns. Color: True Black Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite... more

    $98.00

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    Madewell Shoes | Madewell Short Chelsea Boot Black Leather Size 7 | Color: Black | Size: 7

    Madewell Shoes | Madewell Short Chelsea Boot Black Leather Size 7 | Color: Black | Size: 7

    Pre-Owned Madewell Short Chelsea Boot, Leather, Black Size 7. Great Used Condition With Minimal Signs Of Wear, Dirty On The Bottom Soles, No Visible Issues. Pull On, Stacked Heel, Leather Upper And Interior, And Accordion Style For Some Stretch Around... more

    $85.00

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    Madewell Shoes | New Madewell The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: Various

    Madewell Shoes | New Madewell The Benning Chelsea Boot In Warm Cinnamon | Color: Brown/Tan | Size: Various

    New Without Box. Line On Inside Label To Prevent In Store Returns. Color: Warm Cinnamon Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like... more

    $118.00

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    Madewell Shoes | Madewell Gwenda Platform Ankle Boot In Black Leather | Color: Black | Size: 8

    Madewell Shoes | Madewell Gwenda Platform Ankle Boot In Black Leather | Color: Black | Size: 8

    Worn 2 Times With Stretch Gores, A Chunky Platform And Stacked Heel, These Leather Ankle Boots Are The Best Of Both Worldscomfy And Cool. Plus, Our Mwl Cloudlift Lite Padding Makes It Feel Like You're Walking On A...Well, You Know. more

    $118.00

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    Madewell Shoes | Https://Www.Madewell.Com/The-Benning-Chelsea-Boot-Nn017.Html | Color: Brown | Size: 9

    Madewell Shoes | Https://Www.Madewell.Com/The-Benning-Chelsea-Boot-Nn017.Html | Color: Brown | Size: 9

    Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. Leather Upper. Leather Lining. Man-Made Sole. Do Well:... more

    $80.00

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    Madewell Shoes | Madewell Spencer Leather Short Chelsea Tan Boot Size 7.5 | Color: Tan | Size: 7.5

    Madewell Shoes | Madewell Spencer Leather Short Chelsea Tan Boot Size 7.5 | Color: Tan | Size: 7.5

    The Madewell Spencer Short Chelsea Boot Is A Size 7.5 In A Mink Taupe Tan Color With A Stacked 1.75" Heel And Almond Toe. The Boot Features Luxe Designer Quality And Elastic Stretch On Both Sides For A Pull-On Style. Made Of Leather Upper Please Note... more

    $40.00

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    Madewell Shoes | Madewell $188 The Benning Chelsea Boot Warm Cinnamon Size 12 Nn017 | Color: Brown | Size: 12

    Madewell Shoes | Madewell $188 The Benning Chelsea Boot Warm Cinnamon Size 12 Nn017 | Color: Brown | Size: 12

    Coming In Supersoft Leather, These Chelsea Boot Have Stretchy Gores And A Walkable Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know.5 1/4" Shaft Height Leather Upper.Leather Lining.Man-Made... more

    $63.00

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    Madewell Shoes | Madewell Velvet Effect Ankle Boots 7.5 | Color: Gray/Silver | Size: 7.5

    Madewell Shoes | Madewell Velvet Effect Ankle Boots 7.5 | Color: Gray/Silver | Size: 7.5

    Very Good Condition - Some Minor Wear. Ankle Boot With Black Stretch Knit. Low Heel 1.5”. Comes With Box more

    $25.00

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    Madewell Shoes | Madewell The Helen Platform Chelsea Boots Lace Up Tan Suede | Color: Brown/Tan | Size: 7

    Madewell Shoes | Madewell The Helen Platform Chelsea Boots Lace Up Tan Suede | Color: Brown/Tan | Size: 7

    Tan Chelsea Boots By Madewell. Lace Up Front. Suede Upper. Stretch Side Panels. New Without Box. Measurements: Heel Height - 1 3/4” more

    $95.00

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    Madewell Shoes | Madewell Suede Leather Ankle Boots Booties | Color: Red | Size: 8.5

    Madewell Shoes | Madewell Suede Leather Ankle Boots Booties | Color: Red | Size: 8.5

    Coming In Suede With Rounded Toe And Stretchy Gores, These Pull-On Ankle Boots Look Supercute Poking Out From Under Your Jeans Or Paired With Dresses. Plus, Cushiness Alert: With Mwl Cloudlift Lite Padding. 2" Heel. Suede Lining. Leather Lining.... more

    $30.00

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    Madewell Shoes | Madewell Carolyn Boot Size 7 Burgundy Leather | Color: Brown | Size: 7

    Madewell Shoes | Madewell Carolyn Boot Size 7 Burgundy Leather | Color: Brown | Size: 7

    Madewell's The Carolyn Boot, Size 7 In Soft Burgundy Leather, Featuring Mwl Cloudlift Padding For Comfort And Soft, Stretchy Leather For A 'Glove' Like Fit. Sleek And Polished, 2.5 Inch Heel, Color Reads Burgundy/Dark Brown. Brand New, Never Worn, In... more

    $148.00

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    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boots - Size: 7.5 | Color: Black | Size: 7.5

    Madewell Shoes | Madewell The Bradley Chelsea Lugsole Boots - Size: 7.5 | Color: Black | Size: 7.5

    New Without Tags - No Call-Outs Ready For All Your Supercute Fall Fits, These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert 6" Shaft Height (Based On Size 7). 1 1/2" Heel Height. Leather... more

    $149.00

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    Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot-Size 6.5 | Color: Brown | Size: 6.5

    Madewell Shoes | Madewell The Wyckoff Chelsea Lugsole Boot-Size 6.5 | Color: Brown | Size: 6.5

    These Leather Chelsea Boots Have Stretchy Gores And Wear-All-Day-Everywhere Chunky Lugsoles. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 6" Shaft Height. 1 1/2" Heel Height. Leather Upper. Leather... more

    $100.00

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    Madewell Shoes | Madewell Leather Booties In Cognac | Color: Brown/Tan | Size: 8

    Madewell Shoes | Madewell Leather Booties In Cognac | Color: Brown/Tan | Size: 8

    Madewell Leather “Brady” Ankle Boots/Loafers In The Cognac Color. Silky-Smooth Leather Features Elastic Stretch Angle And Chunky Heel. Excellent Quality Boot In Like-New Condition Aside From Slight Imperfections On The Right Shoe. Wish They Had Fit Me! more

    $60.00

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    Madewell Shoes | Madewell Bonham Black Leather Ankle Booties | Color: Black | Size: 5.5

    Madewell Shoes | Madewell Bonham Black Leather Ankle Booties | Color: Black | Size: 5.5

    Madewell Bonham Black Leather Ankle Booties Stretchy Goring Ensures Flexibility And A Good Fit, In A Cosmopolitan Pointy-Toe Bootie Resting Atop A Stacked Heel. - Size 5.5 - Black Leather - Approx 2" Heel - Approx 3 1/2" Shaft - Slip-On Style - Genuine... more

    $45.00

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    Michael Kors Shoes | Hamilton Stretch Leather Boot | Color: Brown | Size: 6.5

    Michael Kors Shoes | Hamilton Stretch Leather Boot | Color: Brown | Size: 6.5

    Ankle Boot Vachetta Leather/Stretch Panel 100% Leather Lining: Synthetic Sole: Rubber Almond Toe Zip Fastening Heel Height: 2" Heel Type: Stacked Imported more

    $75.00

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    Free People Shoes | Free People Merritt Stretch Sock Western Boot Wmn Eu 38 *Brand New | Color: Black | Size: 38eu

    Free People Shoes | Free People Merritt Stretch Sock Western Boot Wmn Eu 38 *Brand New | Color: Black | Size: 38eu

    Free People Merritt Stretch Sock Western Boot Black Stacked Heel, 1.875 In Brand New, Never Worn Before, Comes In Original Box more

    $115.00

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    Michael Kors Shoes | Michael Kors Tan Suede Over The Knee Boots Size 5 | Color: Tan | Size: 5

    Michael Kors Shoes | Michael Kors Tan Suede Over The Knee Boots Size 5 | Color: Tan | Size: 5

    What Is Condition! Tan Brushed Suede 100% Leather Boots. Over The Knee Slip On Style With Stretchy Shaft. Low 1 Inch Stacked Block Heel With A Shaft Height Of 18 Inches. Gold Back Heel Caps With Spell Out Logo. more

    $52.00

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    Free People Shoes | Free People Jackson West Leather Boot | Color: Gold | Size: 6

    Free People Shoes | Free People Jackson West Leather Boot | Color: Gold | Size: 6

    Pointed Toe All-Over Textured Leather Construction Stretch-Knit Gored Ankle Panel Zigzagged Stitch Stretch Topline Stacked Block Heel Approx. 4.75” Shaft Height, 8.5” Opening Circumference. Approx. 3.25” Heel Height more

    $129.00

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    Coach Shoes | Coach Bergen Stretch Suede Boots | Color: Black | Size: 6.5

    Coach Shoes | Coach Bergen Stretch Suede Boots | Color: Black | Size: 6.5

    - Minimally Used; Shoes Gentle Wear; No Scuffs Or Scratches - Stacked Heel Adds Subtle '70s Style To A Chic, Wear-With-Everything Boot Crafted With A Slender Shaft That Won't Slouch Or Fall Down. - 3" Heel - 15 1/2" Shaft; 13"-14" Calf Circumference -... more

    $175.00

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    Free People Shoes | Free People Vince Coleton Over The Knee Suede Boots | Color: Green | Size: 8

    Free People Shoes | Free People Vince Coleton Over The Knee Suede Boots | Color: Green | Size: 8

    20 1/2” Height Shaft 14” Circumference 1” Flat Stacked Heel Round Toe Tonal Top Stitching Stretch Inset At Back Shaft Top Leather Lining And Footbed Rubber Crepe Sole Size 38(8) more

    $110.00

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    Kate Spade Shoes | Kate Spade Merigue Boot | Color: Black | Size: 9.5

    Kate Spade Shoes | Kate Spade Merigue Boot | Color: Black | Size: 9.5

    The Kate Spade New York Merigue Boot Will Lend Bold Style And Modern Comfort To Any Look With A Combat Silhouette, Mixed Finish Design, And A Stacked Block Heel. Leather And Stretch Fabric Upper Material. Lace-Up Design Offers A Secure Fit. Classic... more

    $200.00

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    Tory Burch Shoes | Brand New Beautiful Tory Burch Simone Over-The-Knee Boots - 10.5 | Color: Black | Size: 10.5

    Tory Burch Shoes | Brand New Beautiful Tory Burch Simone Over-The-Knee Boots - 10.5 | Color: Black | Size: 10.5

    These Are Beautiful! Beautiful! Brand New Never Used Comes With Box And Dust Bag Size 10.5 Retail For $595 Tory Burch Suede Over-The-Knee Boot. Back Zip With Stretch Panel. Flat Stacked Heel. Almond Toe. Leather Lining And Footbed. Leather And Rubber... more

    $515.00

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    Ralph Lauren Shoes | - Ralph Lauren Riding Boot | Color: Black/Brown | Size: 9.5

    Ralph Lauren Shoes | - Ralph Lauren Riding Boot | Color: Black/Brown | Size: 9.5

    Leather Upper Decorative Harness Strap With Chainlink Detail 14½" Shaft Height, Inside Zipper 14½" Calf Circumference, Inside Topline Elastic Insert For Stretch Fit Round Toe Padded Fabric Lining 1¼" Stacked Block Heel Leather Has Some Scratches But... more

    $110.00

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    Kate Spade Shoes | *New* Kate Spade "Meringue" Lace Up Combat Boots: Sz. 8 | Color: Black | Size: 8

    Kate Spade Shoes | *New* Kate Spade "Meringue" Lace Up Combat Boots: Sz. 8 | Color: Black | Size: 8

    *New In Original Box* Kate Spade "Merigue" Boot Sz. 8 Modern Combat Silhouette Short Stacked Block Heel Leather And Stretch Fabric Upper Material The Lace-Up Design Offers A Secure Fit Classic Round Toe Rear Pull-Tab For Easy Entry Signature Logo... more

    $150.00

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    Anthropologie Shoes | Anthropologie 6 Grey Stretch Suede Otk Over The Knee Boots | Color: Gray/Tan | Size: 6

    Anthropologie Shoes | Anthropologie 6 Grey Stretch Suede Otk Over The Knee Boots | Color: Gray/Tan | Size: 6

    Anthropologie Grey Stretch Suede Tie-Back Over-The-Knee Otk Boots (With Partial Side Zipper Closure; Stacked Chunky Heel) Size: Us 6 Color: Light Grey New In Box Timeless, Versatile Neutral Tone. Stretchy Material Accommodates A Range Of Calf/Leg/Thigh... more

    $130.00

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    Free People Shoes | Free People Xjeffrey Campbell Ottoman Sz 5 | Color: Green | Size: 5

    Free People Shoes | Free People Xjeffrey Campbell Ottoman Sz 5 | Color: Green | Size: 5

    Free People X Jeffrey Campbell Ottoman Over-The-Knee Boot Msrp $248 Statement Over/Knee Boots Featured In A Stretchy Fabric With Subtle Cutout Detailing. Pointed Toe. Stacked Wedge Heel. Brand New Without Tags/Box. Size 5 I Wear A 5.5 & A 6 Sometimes.... more

    $185.00

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    More information about Men's Shoes

    Best prices on Madewell boots loafers stacked heel, Stretchable in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.