I spent many years convinced that loafers were NOT a date night shoe. When. You know, those date nights when you know you’re going to hate yourself because your desk-job shoe-game is nonexistent and you just grab a pair of black ones and call it a night? WRONG. Let me rephrase that. When done right, the black loafer is one of the sexiest, most effortlessly chic things you can wear on your feet for date night. I apologize to every loafer I insulted for the past decade.
There’s just something about subtle details that make or break something as chic or desperate to seem trendy. A slightly thicker sole so they feel current, not like you’re trying to teach school again. The leather has to be top tier and actually reflect some light rather than being flat and matte. They need to have just the right amount of shine, but not so much that it looks like they’ve been lacquered. Shape of the toe also matters- too boxy and it can look bulky, but too skinny and pointy and yeah, that’ get you digging through your dad jeans for some distressed tennis shoes. It’s all about finding that in between.
Once you know how to pick out the proper shoe, how do you actually wear them? Glad you asked. Firstly, loafers kid you not about socks. Once you start wearing loafers you will be living bare ankle 365. If it’’re fighting a losing battle. Team loafer means Team Skinny jeans. Match them with a pair of slim fit trousers that have a nice sharp crease and that split just at the perfect angle to allow some cute leg to show. Or cuff up a nice shirt and wear them with a skirt that hits just above the knee to allow for some bare skin before the loafer takes over. Throw a silky button up on with the sleeves half tucked and bam, you look ten times better than you actually tried. It’ll take you five minutes to throw together but will send the message “Yes, I made an effort for you.” That’s what you want to portray when going on a first or second date.
Side note on first and second dates: let me educate you on what the loafer is perfect for. Weddings?
Please. birthdays? Only if they’re your baby mac’kins. Picnics in the park? No way! But if there’ ever been a shoe that was made for ambiguous dress codes, it’ rocking loafers. Sure, it’ not quite dress pants and a button up kind of night, but you know it’ something cute. Maybe a nice dinner where you hope you get to stay for 3 drinks but still need to be able to walk home. They’ comfortable enough that you won’t feel them but won’t cause you to hobble home from rubbing your heels raw, classy enough that no one will think you didn’t dress up but dark enough that you can pair them with that necklace your mom got you to go with whatever sad desk-job clothes you threw together in the five minutes before you left your apartment.
Top Picks
BLACK LOAFERFRANCO SARTOFranco Sarto Franco Bocca Slip On Loafer (Black Patent) 7.5 W Round Toe
$130.00 FRANCO SARTO
BLACK LOAFERLIFESTRIDELifeStride Malta Loafer Shoes (Black Tumbled Leather) Fabric 7.5
$79.99
$59.99 LIFESTRIDE
BLACK LOAFERSAM EDELMANElaina T-Strap Buckle Loafer Black Leather
$139.98
$69.99 SAM EDELMAN
FRANCO SARTOFranco Sarto Franco Bocca Slip On Loafer (Black Patent) 7.5 W Round Toe
$130.00 FRANCO SARTO
SHOEMALL.COMFlorsheim Sorrento Moc Toe Penny Loafer Men's Black Slip On 11
$144.95 SHOEMALL.COM
SHOEMALL.COMClarks Ashland Bubble Loafer Women's Black Slip On 7 N
$59.49 SHOEMALL.COM
FRANCO SARTOFranco Sarto Franco Carolynn Tassel Loafer (Black Suede) 9.0 M Slip On Fit, Almond Toe, Slip
$120.00 FRANCO SARTO
LARROUDELarroudé x Parke Loafer In Black Box Leather - 6.5 / Brown
$325.00 LARROUDE
SHOEMALL.COMFlorsheim Berkley Flex Penny Loafer Men's Black Slip On 10 B
$139.95 SHOEMALL.COM
FRANCO SARTOFranco Sarto Franco Maris Bit Loafer (Black Suede) 8.5 M Almond Toe
$140.00 FRANCO SARTO
W CONCEPT (US)Square Ribbon Loafer M-IG-180201 Black
$218.00 W CONCEPT (US)
THE LUXURY CLOSETSalvatore Ferragamo Black Leather Gancini Loafer Pumps
$313.00 THE LUXURY CLOSET
SHOEMALL.COMJohnston & Murphy Ulyssa Studded Loafer Women's Black Slip On 8.5
$157.95 SHOEMALL.COM
W CONCEPT (US)Basic Daily Penny Vegan Leather 2.5cm Heel Loafer
$124.00 W CONCEPT (US)
SHOEMALL.COMNunn Bush Men's Lincoln Loafer Black Slip On 13 W
$89.95 SHOEMALL.COM
SHOEMALL.COMNunn Bush Luca Moc Toe Penny Loafer Men's Black Slip On 8 W
$79.95 SHOEMALL.COM
SHOEMALL.COMSorel Joan Now City Loafer Women's Black Slip On 9.5
$149.99 SHOEMALL.COM
W CONCEPT (US)Patent Leather Cushioned Basic Loafer Pumps [Black] (DG1BS25005BLK)
$367.00 W CONCEPT (US)
FRANCO SARTOFranco Sarto Franco Carolynn Tassel Loafer (Camel Brown/black Faux Leather) 7.0 W Slip On Fit, Almond Toe, Slip
$110.00 FRANCO SARTO
W CONCEPT (US)Caleocho Genuine Cowhide Leather Penny Loafer (0691) [Black]
$145.00 W CONCEPT (US)
SHOEMALL.COMFlorsheim Berkley Flex Penny Loafer Men's Black Slip On 8.5
$139.95 SHOEMALL.COM
W CONCEPT (US)Formel Classic 24 Loafer 1cm (2colors)
$103.00 W CONCEPT (US)
FRANCO SARTOFranco Sarto Franco Carolynn Tassel Loafer (Black Patent) 8.5 W Slip On Fit, Almond Toe, Slip
$110.00 FRANCO SARTO
CERQULARKENNETH COLE Loafer Shoes Black Leather Mens UK 6.5
$94.89 CERQULAR
W CONCEPT (US)1805 Savage Penny Loafer Matt Loafers [Black]
$106.00 W CONCEPT (US)
HARVEY NICHOLS USSimone Rocha Tracker Loafer Fringed Leather Sneakers - Black - 36 (IT36 / UK3)
$895.17 HARVEY NICHOLS US
CERQULARMARC FISHER Loafer Shoes Black Leather Womens UK
$31.19 CERQULAR
CERQULARBAZLLY SUISSE Womens Tassel Loafer Leather Shoes Black UK 7 Classic Formal
$37.69 CERQULAR
DR. SCHOLL'S SHOESDr. Scholl's Women's Hello Loafer Shoes Black Shiny Faux Leather DRSCH 10.0
$70.00 DR. SCHOLL'S SHOES
W CONCEPT (US)Braided Buckle Twisted Leather Loafer [Black Beige] (DG1DS25016BWX)
$394.00 W CONCEPT (US)
W CONCEPT (US)T006 Jane Loafer Black (2cm)
$189.00 W CONCEPT (US)
−84%
SHIEKHWomen Gosh-03 Slip On Loafer BLACK Flats 6.5 BLACK$24.94
$3.99 SHIEKH
−33%
DR. SCHOLL'S SHOESDr. Scholl's Women's Veda Loafer Shoes Black Faux Leather DRSCH 7.5$59.69
$39.99 DR. SCHOLL'S SHOES
−47%
DR. SCHOLL'S SHOESDr. Scholl's Women's Jetset Loafer Shoes Black Black Leather DRSCH 8.0$94.32
$49.99 DR. SCHOLL'S SHOES
−55%
NATURALIZERSoul Achieve Wedge Shoes, Black Synthetic, 12.0M Loafer Style, Slip-On Fit, Round Toe$111.09
$49.99 NATURALIZER
−44%
LIFESTRIDELifeStride London Loafer Shoes (Black Synthetic) Leather 9.5$89.27
$49.99 LIFESTRIDE
−39%
LIFESTRIDELifeStride London 2 Loafer Shoes (Black Patent Faux Leather) 7.0$90.15
$54.99 LIFESTRIDE
−39%
LIFESTRIDELifeStride London 2 Loafer Shoes (Black Faux Leather) 7.5 W$90.15
$54.99 LIFESTRIDE
−31%
DR. SCHOLL'S SHOESDr. Scholl's Women's Webster Loafer Shoes Black Snake DRSCH Leather 9.0$79.70
$54.99 DR. SCHOLL'S SHOES
−50%
NATURALIZERNaturalizer Elin Loafer Shoes, Black/Leopard Faux Leather Microfiber, 9.0W Slip-On Fit, Almond Toe$119.98
$59.99 NATURALIZER
−25%
LIFESTRIDELifeStride Malta Loafer Shoes (Black Tumbled Leather) Fabric 7.5$79.99
$59.99 LIFESTRIDE
−50%
NATURALIZERNaturalizer Elin Loafer Shoes, Black Perforated Faux Leather Microfiber, 8.0W Slip-On Fit, Almond Toe$119.98
$59.99 NATURALIZER
−25%
LIFESTRIDELifeStride Zee Loafer Shoes (Black Patent) Fabric 11.0 W$79.99
$59.99 LIFESTRIDE
−25%
LIFESTRIDELifeStride Frankie Slip On Loafer Shoes (Black Pebble Faux Leather) Fabric 11.0 W$85.32
$63.99 LIFESTRIDE
−24%
LIFESTRIDELifeStride London 3 Loafer Shoes (Black Smooth Leather) 8.0$89.46
$67.99 LIFESTRIDE
−24%
LIFESTRIDEBzees For LifeStride Kandi Moc Loafer Shoes (Black Knit Fabric) 11.0$89.46
$67.99 LIFESTRIDE
−50%
SAM EDELMANElaina T-Strap Buckle Loafer Black Leather$139.98
$69.99 SAM EDELMAN
−48%
FRANCO SARTOFranco Sarto Franco Sully Slingback Loafer (Black Leather) 8.0 M Round Toe, Buckle Closure$144.19
$74.98 FRANCO SARTO
−23%
NATURALIZERNaturalizer Dahlia Loafer Shoes, Black Faux Leather Fabric, 5.5M Slip-On Fit, Round Toe$110.38
$84.99 NATURALIZER
−33%
FRANCO SARTOFranco Sarto Franco Mirabelle Loafer (Black Patent Faux Leather) 8.5 M Almond Toe$134.30
$89.98 FRANCO SARTO
−17%
NATURALIZERNaturalizer Cabaret Loafer Shoes, Black Synthetic, 8.0M Slip-On Fit, Round Toe, Block Heels$120.47
$99.99 NATURALIZER
−7%
NATURALIZERNaturalizer Bloom Loafer Shoes, Black Leather Suede, 6.5M Slip-On, Round Toe, Block Heels$139.77
$129.99 NATURALIZER
−20%
KATE SPADE OUTLETKate Spade Leandra Heeled Loafer, Black - 9.5$247.50
$198.00 KATE SPADE OUTLET