2000s dresses

1,264 results

Vintage Bostonian Dress Loafers Mens 10.5 Brown Leather Slip On Casual Apron Toe Classic Comfort Designer City Preppy 90s Y2K USA

$46

Men's Shorts - Black/Grey – Y2k/2000s style baggy, pinstripe dress shorts / …

$37.45

REFURBISHED SEIKO SLIM TANK QUARTZ MENS FORMAL DRESS DIAL a3171-U

$82.49

Quiksilver Men's Shirt - Black/White – Y2K Quicksilver Black Pinstripe Collared Button-up Dress …

$30.10

J. Crew Mens Y2k Slim Fit Button Down Shirt Blue Green Plaid Cotton Dress Casual

$21

Vintage Gucci Men's Black Leather Web Stripe Dress Loafers Size 11

$329

Ecco Calcan Shoes Men's Size 41 /~7 Apron Toe Derby Business Lace up Dress Brown

$22.50

Viyali Men's Suit Casual Dress Brown With Strips Size XL In Seem 33 Inch

$35

Vintage y2k John Varvatos Pink Brown White Dress Club Shirt Men's Medium

$16

Mossimo Floral Button Front Shirt Dress Tunic XL Retro Mod Y2K

$23.61

Vintage USMC Eighty Eight Military Dress Alpha Shirt Sz L

$22.97

Kenzo VINTAGE Kenzo Shirt Mens 16 | 33 Blue Stripe Dress Cuff Y2K Homme

$57

Steve Madden Men's Oxfords - Brown/Tan – Vintage Y2K Steve Madden Brown Leather Dress …

$29.05

Preloved Men's Tailored trousers - Grey – Hilti New Wool Gorpcore Minimalist Business Dress …

$38.49

Vintage Hollister Shirt Mens Small Dress Blue Plaid Flannel Long Sleeves Button Up Y2K Shirt Mens Small Blue Plaid Flannel Button-Up Hollist

$40

Vintage Guess Men’s V‑Neck Shirt XL Black Dress Casual Clubwear Poly Nylon Top

$19.99

Loro Piana Men's Shirt - Blue/Purple – Loro Piana Blue Button Dress Italy No …

$53.20

Vintage Retro 2000's Y2K 3 Men's Shirts Size XXL Bundle New Jersey Roller Hockey Jersey And Bugle Boy Button Up Casual Dress Shirts Lots

$29

Loro Piana Men's Shirt - Grey/Purple – Loro Piana Blue Button Dress Italy No …

$53.20

Brooks Brothers Regent Striped Dress Suit Mens Long Sleeve Shirt

$39

Vintage Seiko 6G28-00A0 Roman Sub Seconds Dress Quartz Gold Plated Men's Watch

$375

Polo Ralph Lauren Blue Regent Classic Fit Men's Dress Preppy Shirt

$39

Western Studded Dress Boots Mens 8 Brown Leather Retro Patchwork Rockabilly Y2K

$57.88

Tommy Hilfiger Tommy Hilfiger Shirt Mens 16 Blue White Striped Button Up French Cuff Dress Y2K

$35

Polo Ralph Lauren Size 10 D Brown Suede Men’s Dress Boots Quiet Luxury

$45

VTG St Croix Made in Italy Mens L Shirt Brown Plaid Button Casual Dress Luxury

$29.95

Vintage 90s Y2K Maui & Sons Men Long Sleeve Shirt Top Teal Dress Work Blue M NWT

$40

Florsheim Duckie Brown Patriotic Flag Leather Ankle Dress Boots Men's Size 13

$549

Stacy Adams Mens Shoes 11M Leather Slip On Dress Square Toe Loafers White Retro

$29.96

Lugz Mens Size 9.5 43 Eur Black Dress Tennis Shoe MZRGS-070

$197

Men’s Dress Brogues Derby Formal Indie Streetwear Oxblood Oxford Shoe 11

$33

VTG Y2K Bostonian Shoes Dress Casual Oxfords Brown Leather ITALY MADE Men's-12 M

$26.99

LRL Ralph Lauren Wool Overcoat Mens XL 46 Charcoal Gray Dress Vintage Y2K 90s

$99.99

L.L.Bean Men's Shirt - Red – Vintage LL Bean Oxford Button Down Dress …

$24.85

Allen Edmonds Mens 10d Derby Shoes Black Leather Dress Classic Casual Lace-Up

$57

Salvatore Ferragamo VINTAGE Salvatore Ferragamo Oxford Shoes Men's 13 Black Leather Square Toe Brogue Dress TAK

$237

Polo Ralph Lauren Herringbone Trousers Mens 36x34 Micro Pattern Pleated Dress

$49.98

EXTREMELY RARE 2009 DEF LEPPARD SPARKLE LOUNGE TOUR CREW SHIRT - DRESSING ROOM

$75

Relic VINTAGE Relic Belt Mens 34 Brown Full Grain Leather Casual Dress Grade Issue Retro 90s Y2K Classic Designer Unique Pre Loved

$35

Men's Suit - Green/Black – 2000s OIF/OEF era US Army Green Dress …

$53.20

Striped Neck Tie Mens Red Modern Geo Textured Brick Dress Short Y2K WORLD Japan

$24.23

Bates Men's Oxfords - Black – Vintage Y2K Bates Black Leather Oxford Dress …

$44.80

Lrl Ralph Lauren Wool Overcoat Mens Xl 46 Charcoal Gray Dress Vintage Y2k 90s

$100

Vintage Cole Haan City Mens Size 8 Burgundy Brown Leather Tassel Dress Loafers

$58

Us Army Dress Uniform Set Mens 39r Green Class A Military Service Set Tactical

$84

Polo Ralph Lauren Men's Shorts - Navy/Blue – 2000s Polo Ralph Lauren Gray Chino Dress …

$19.59

Utility Men's Vest - Tan – VTG 90s Y2K Dress Town York Men …

$35.34

Vintage Men's Shirt - Multi – Y2K Larro Western Plaid Button Down Dress …

$21.93

Lot of (3) Vtg Men’s Y2K Sean John Long Sleeve Button Up Dress Shirts Sz 2XL

$24.95

Tommy Bahama Silk Blend Trouser Pant Size 33X32 Black Straight Leg Dress Slacks

$36
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“2000s dresses”

ecko unltd Collared Shirt Vintage Blue Short Sleeve Dress Mens Size Medium

$21.99

Y2k Vesuvio Napoli Italian Red Paisley Print Dress Vest

$30

90's-Y2K Van Heusen reed pattern button up dress/casual short sleeve shirt

$35

Hama Y2K Black Tie Dye Embellished Cursive Print Dress Button Up Shirt 2XL (JH)

$22.49

Fortino Landi Vest Mens 3XL Black Formal Dress Waistcoat Prom Wedding Waistcoat

$24.99

90s Y2K Green Striped Shirt Mens 2XL Button Long Sleeve Dress Classic Retro Club

$26.79

DR. MARTENS Shoes 2B89 Mens Size 12 Brown Leather Oxford Casual Dress Y2K 90s

$38.88

American Vintage Men's Shirt - Black/Navy – Vintage Y2K Black Striped Old Money Dress …

$22.12

VTG St Croix Made in Italy Mens L Shirt Blue Plaid Button Casual Dress Luxury

$29.95

Lucchese 2000 9 D Cowboy Dress Boots Men's French Toe Black Leather & Lizard

$199.95

PULSAR (by Seiko) MEN'S VD74-X001 NOT-WORKING 50M DRESS CHRONOGRAPH WATCH PW9011

$40

Men's Shorts - Multi – Loudmouth Golf Shorts 38 Psychedelic Dopamine Dressing …

$40.60

Vintage CSI New York Film Crew set dressing Wolverine jacket size 2XL

$120

Hollister Co. Men's Shirt - Blue – Hollister Mens Y2K Striped Button Down Dress …

$21.70

DSCP Uniart Corp Navy JROTC Dress Jacket 38R Black Wool Blend Double Breasted

$47.52

Loud Mouth Golf Psychedelic Dopamine Dressing Y2K 90s Size 34 Rare Shorts

$109.99

Gucci Gucci Leather Dress Loafers

$140

Dress The Population Men's Hoodie - Blue/Grey – Y2K Gray Acid Wash 8 Ball Oversized …

$24.22

Neck Tie Men Blue Black Plaid Silk Classic Woven Dress Suit Y2K Artist MIO Japan

$20.54

Luxe to Kill Men's Tank top - Blue/Green – 2000s dress to kill Y2K grunge tank …

$26.22

Reebok Men's Top - Green/Black – Vintage Y2K Reebok hockey jersey. Dressed in …

$30.10

Men's Axist City Dressing L/S Brown Pullover Henley Casual Shirt - 3XB

$22

Vintage Y2K Tommy Hilfiger Brown Striped Dress Button Down Shirt Men's 16.5

$18.04

Plaid Shirt/Button Up/Long Sleeve/Reversible/Cotton/Red Buffalo Check/Blue Dress Gordon/Tailor Vintage/Mens Large (chest 48”) Vintage 2005

$65

VTG Wrangler Wrancher Plaid L/S Pearl Snap Shirt Sz Medium Western Dress Y2K 90s

$19.95

Ecco Mens 10-10.5 Derby Shoes Black Citytray Leather Lace Up Classic Dress Eu44

$65

Men’s Oxford Faux-leather Shoe Bodaack Lalo Size 8/9 Casual Or Dress y2k

$23

38x8 Mens Towncraft White Khaki Casual Dress Shorts 100% Cotton pleated tag 40

$23.66

Stacy Adams Men's Shirt - Red/Orange – Stacy Adams Bright Red 100% Polyester Dress …

$12.98

Abercrombie & Fitch Shirt Men’s Striped Mens Button Down Long Sleeve Dress

$36

Men's Ostrich Print Dress Boots Vintage Fratelli Brown Square Toe Size 11

$125

Slim Tie Mens Black Pink Striped Plaid Modern Y2K Office Dress Satin J FERRAR

$22.49

SALVATORE FERRAGAMO Italy Men's Brown Calf Dress Boot ~ 9.5D ~ Mint Condition

$300

Peter Millar Shirt XXL Men's Blue Purple Striped Y2K Vintage Button Up Dress Tee

$21

Hollister Vintage Y2k Button Shirt Men M Blue Stripe Preppy Nautical Dress

$19.99

Michael Kors Mens Tie Blue Geometric Pattern Formal Dress

$15.44

Belt Brown Military Tactical Dress Canvas Double D Ring Waistband 47" x 1.75"

$19.99

Y2K Rockport Mens Leather Oxford Shoes Size 10.5 Comfort Dress Work Minimalist

$24.99

Peter Millar Orange Plainfield Country Club Check Mens Dress Suit Shirt

$28

J&M EST. 1850 Men Dress Saddle Shoes Sheepskin Size 8.5 Memory Foam Crepe Sole

$39.99

Vintage Polo Ralph Lauren Men's Dress Slacks Blue Violet Pleated Made In USA 34

$59.99

Dockers Men's Oxfords - Brown – Dockers Oxblood Leather Cap Toe Oxford Dress …

$27.16

PHAT FARM Y2K MILLENIUM Dress Hawaiian Vintage SHIRT NWT, NYC, LA, NEW YEARS

$50

Anheuser-Busch Budweiser Collectible Pot Belly Stein “Dressed For The Parade”

$29

Jordan Men's Sneakers - White/Blue – #sneakers #jordan #streetwear #dressed #y2k Jordan Air …

$79.45

Dockers Chunky Brown Leather Buckle Shoes Men 7.5 Slip On Dress Casual Y2k Read

$35

Vintage VINTAGE Hollister Shirt Mens Medium Blue Plaid Long Sleeves Button Up Y2K Dress

$40

Van Heusen Men's Shirt - Yellow/Cream – Vintage Van Heusen cream dress button up …

$21.70

Y2k Cher Dressed To Kill Tour 2014 Concert Tee

$45

Vintage 90s 00s Mens Michael Brandon White Cotton Formal Dress Shirt.Size 16 1/2

$25