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Chic Outfit Ideas for Every Single Type of Valentine's Day Plan

So many pretty options.

By Brittany Adams
Product, Sleeve, Collar, Pattern, Pink, Peach, Cone, Design, Fashion design, Shoulder bag,
Design by Moon Chang

Whether your February 14 involves a big night out or a solo glass of wine, we found the perfect clothes for getting into the V-day spirit (without going overboard on the pink hearts).

1

The Romantic Dinner Date

<p>When you've got a table booked at the hottest restaurant in town, go for simple but sexy in a slinky slip dress. Add a pair of killer heels and an oversize coat and we guarantee you'll spark a little PDA. </p><p><em data-redactor-tag="em" data-verified="redactor">Veda Cleo Dress, $425, <a href="http://needsupply.com/womens/clothing/cleo-dress.html" target="_blank" data-tracking-id="recirc-text-link">needsupply.com</a>; Mango Herringbone Pattern Wool Coat, $150, <a href="http://shop.mango.com/US/p0/woman/clothing/coats/coats/herringbone-pattern-wool-coat?id=73035530_99&amp;n=1&amp;s=prendas.abrigos" target="_blank" data-tracking-id="recirc-text-link">mango.com</a>; Mansur Gavriel Black Elegant Bag, $750, <a href="https://shopsuperstreet.com/collections/womens-bags/products/black-vegetable-tanned-elegant-bag" target="_blank" data-tracking-id="recirc-text-link">shopsuperstreet.com</a>; PANDORA Jewelry Radiant Hearts 14K Gold Ring, $300, <a href="https://estore-us.pandora.net/en-us/radiant-hearts-of-pandora-14k-gold-and-clear-cz/150186CZ.html?cid=BrndMedia_Drop7_Jan_19_2017_Elle_Esquire_CustomContent_EditorialPost_14KGoldofPAndoraRing_Rings_PDP_150186CZ_Product Radiant Hearts_Earrings_PDP_150186CZ_Product" target="_blank" data-tracking-id="recirc-text-link">pandora.net</a>; J.W. Anderson Cylinder Heel Ballet Slide, $1,050, <a href="http://shop.nordstrom.com/s/j-w-anderson-cylinder-heel-ballet-slide-women/4496990?origin=category-personalizedsort" target="_blank" data-tracking-id="recirc-text-link">nordstrom.com</a></em></p>

When you've got a table booked at the hottest restaurant in town, go for simple but sexy in a slinky slip dress. Add a pair of killer heels and an oversize coat and we guarantee you'll spark a little PDA.

Veda Cleo Dress, $425, needsupply.com; Mango Herringbone Pattern Wool Coat, $150, mango.com; Mansur Gavriel Black Elegant Bag, $750, shopsuperstreet.com; PANDORA Jewelry Radiant Hearts 14K Gold Ring, $300, pandora.net; J.W. Anderson Cylinder Heel Ballet Slide, $1,050, nordstrom.com

2

The Get-Down Date

<p>If your date night involves a red velvet rope and a to-die-for DJ, shimmy your way into his heart in eye-catching outerwear atop your favorite LBJ—little black jumpsuit. </p><p><em data-redactor-tag="em" data-verified="redactor">Kate Moss for Equipment Bria Printed Washed-Silk Scarf, $80, <a href="https://www.net-a-porter.com/us/en/product/809057/kate_moss_for_equipment/bria-printed-washed-silk-scarf" target="_blank" data-tracking-id="recirc-text-link">netaporter.com</a>; A.L.C. Beni Ruched-Waist Crepe Jumpsuit, $695, <a href="http://www.matchesfashion.com/us/products/A-L-C--Beni-ruched-waist-crepe-jumpsuit--1080425" target="_blank" data-tracking-id="recirc-text-link">matchesfashion.com</a>; Zara Evening Bucket Bag, $70, <a href="http://www.zara.com/us/en/woman/bags/view-all/evening-bucket-bag-c734144p3926019.html" target="_blank" data-tracking-id="recirc-text-link">zara.com</a>; Zara Faux Fur Leopard Coat, $169, <a href="http://www.zara.com/us/en/woman/outerwear/view-all/faux-fur-leopard-coat-c733882p3978516.html" target="_blank" data-tracking-id="recirc-text-link">zara.com</a>; Zara Laminated Mid Heel Ankle Boots, $70, <a href="http://www.zara.com/us/en/woman/evening/laminated-mid-heel-ankle-boots-c661506p4065360.html" target="_blank" data-tracking-id="recirc-text-link">zara.com</a></em></p>

If your date night involves a red velvet rope and a to-die-for DJ, shimmy your way into his heart in eye-catching outerwear atop your favorite LBJ—little black jumpsuit.

Kate Moss for Equipment Bria Printed Washed-Silk Scarf, $80, netaporter.com; A.L.C. Beni Ruched-Waist Crepe Jumpsuit, $695, matchesfashion.com; Zara Evening Bucket Bag, $70, zara.com; Zara Faux Fur Leopard Coat, $169, zara.com; Zara Laminated Mid Heel Ankle Boots, $70, zara.com

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3

Galentine's Day

<p>No date? No problem. Hit up happy hour with the girls&nbsp;in a shimmery skirt and artsy jacket, tempered with cool basics.&nbsp;</p><p><em data-redactor-tag="em" data-verified="redactor">ATM Sweetheart Jersey Tee, $85, <a href="https://shop.atmcollection.com/products/sweetheart-tee-2?gclid=CODlhoOmiNECFciPswod-ZcL5Q" target="_blank" data-tracking-id="recirc-text-link">atmcollection.com</a>; Zara Painted Denim Jacket, $70, <a href="http://www.zara.com/us/en/woman/outerwear/view-all/painted-denim-jacket-c733882p4231501.html" target="_blank" data-tracking-id="recirc-text-link">zara.com</a>; Simon Miller Bonsai 15 Crossbody Bucket Bag, $490, <a href="http://shop.nordstrom.com/s/simon-miller-bonsai-15-crossbody-bucket-bag/4408224?origin=category-personalizedsort" target="_blank" data-tracking-id="recirc-text-link">nordstrom.com</a>; Zara Shiny Sock Ankle Boots, $60, <a href="http://www.zara.com/us/en/woman/evening/shiny-sock-ankle-boots-c661506p3678581.html" target="_blank" data-tracking-id="recirc-text-link">zara.com</a>; Christopher Kane Pleated Cutout Skirt, $1495, </em><a href="http://shop.nordstrom.com/s/christopher-kane-pleated-cutout-skirt/4508616?origin=category-personalizedsort" target="_blank" data-tracking-id="recirc-text-link"><em data-redactor-tag="em" data-verified="redactor">nordstrom.com</em></a></p>

No date? No problem. Hit up happy hour with the girls in a shimmery skirt and artsy jacket, tempered with cool basics. 

ATM Sweetheart Jersey Tee, $85, atmcollection.com; Zara Painted Denim Jacket, $70, zara.com; Simon Miller Bonsai 15 Crossbody Bucket Bag, $490, nordstrom.com; Zara Shiny Sock Ankle Boots, $60, zara.com; Christopher Kane Pleated Cutout Skirt, $1495, nordstrom.com

4

The Staycation Date

<p>Can't be bothered to go out? Pull out all the stops for a romantic&nbsp;evening at home&nbsp;in pretty underthings and a comfy, curve-hugging dress&nbsp;that leaves&nbsp;something to the imagination. </p><p><em data-redactor-tag="em"><em data-redactor-tag="em">Araks Beatrice Bralett, $100, <a href="http://needsupply.com/womens/clothing/beatrice-bralett-in-apricot-prismo.html" target="_blank" data-tracking-id="recirc-text-link">needsupply.com</a>; Araks Aaron Panty, $65, <a href="http://needsupply.com/womens/clothing/aaron-panty.html" target="_blank" data-tracking-id="recirc-text-link">needsupply.com</a>; </em>PANDORA Jewelry Pave Drops Earrings, $125, <a href="https://estore-us.pandora.net/en-us/pave-drops-clear-cz/290737CZ.html?cid=BrndMedia_Drop7_Jan_19_2017_Elle_Esquire_CustomContent_EditorialPost_PaveDrops_Earrings_PDP_290737CZ_Product" target="_blank" data-tracking-id="recirc-text-link">pandora.net</a>; Altuzarra Gramm Ribbed Stretch-Knit Midi Dress, $995, <a href="https://www.net-a-porter.com/us/en/product/795386/Altuzarra/gramm-ribbed-stretch-knit-midi-dress" target="_blank" data-tracking-id="recirc-text-link">netaporter.com</a>; Nicholas Kirkwood Beya Grained-Leather Backless Loafers, $348, <a href="http://www.matchesfashion.com/us/products/Nicholas-Kirkwood-Beya-grained-leather-backless-loafers-1072530" target="_blank" data-tracking-id="recirc-text-link">matchesfashion.com</a>; Equipment Gia Cashmere Cardigan, $460, <a href="https://www.net-a-porter.com/us/en/product/812285/equipment/gia-cashmere-cardigan" target="_blank" data-tracking-id="recirc-text-link">netaporter.com</a></em></p>

Can't be bothered to go out? Pull out all the stops for a romantic evening at home in pretty underthings and a comfy, curve-hugging dress that leaves something to the imagination.

Araks Beatrice Bralett, $100, needsupply.com; Araks Aaron Panty, $65, needsupply.com; PANDORA Jewelry Pave Drops Earrings, $125, pandora.net; Altuzarra Gramm Ribbed Stretch-Knit Midi Dress, $995, netaporter.com; Nicholas Kirkwood Beya Grained-Leather Backless Loafers, $348, matchesfashion.com; Equipment Gia Cashmere Cardigan, $460, netaporter.com

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5

The Trendy Movie Date

<p>Planning to see the latest buzzy release?&nbsp;Head to the theater in a model-off-duty-inspired combo—a&nbsp;biker jacket, skinny black jeans, and motorcycle boots.</p><p><em data-redactor-tag="em" data-verified="redactor">Jacquemus Metallic Overlay Tunic, $725, <a href="http://shop.nordstrom.com/s/jacquemus-metallic-overlay-tunic/4401433?origin=category-personalizedsort" target="_blank" data-tracking-id="recirc-text-link">nordstrom.com</a>; Eugenia Kim Elie Knitted Stripe Fur Beanie, $300, <a href="https://shopsuperstreet.com/collections/womens-accessories/products/eugenia-kim-elie-knitted-striped-fur-beanie-1" target="_blank" data-tracking-id="recirc-text-link">shopsuperstreet.com</a>; BLK DNM Black Leather Motorcycle Jacket, $1,065, <a href="http://www.avenue32.com/us/black-leather-motorcycle-jacket/BLK001120364601.html?dwvar_BLK001120364601_color=001&amp;cgid=10" target="_blank" data-tracking-id="recirc-text-link">avenue32.com</a>; Toga Buckle suede ankle boots, $415, <a href="http://www.matchesfashion.com/us/products/Toga-Buckle-suede-ankle-boots-193436" target="_blank" data-tracking-id="recirc-text-link">matchesfashion.com</a>; 3X1 WM3 Crop Fringe mid-rise straight-leg jeans, $265, </em><a href="https://www.net-a-porter.com/us/en/product/810546/3x1/wm3-crop-fringe-mid-rise-straight-leg-jeans" target="_blank" data-tracking-id="recirc-text-link"><em data-redactor-tag="em" data-verified="redactor">netaporter.com</em></a></p>

Planning to see the latest buzzy release? Head to the theater in a model-off-duty-inspired combo—a biker jacket, skinny black jeans, and motorcycle boots.

Jacquemus Metallic Overlay Tunic, $725, nordstrom.com; Eugenia Kim Elie Knitted Stripe Fur Beanie, $300, shopsuperstreet.com; BLK DNM Black Leather Motorcycle Jacket, $1,065, avenue32.com; Toga Buckle suede ankle boots, $415, matchesfashion.com; 3x1 WM3 Crop Fringe mid-rise straight-leg jeans, $265, netaporter.com

6

The Are-We-Or-Aren't-We Date

<p>If you're hanging out with someone new, match the evening's casualness (bowling or ping pong, anyone?) with a playful, flirty look.&nbsp;</p><p><em data-redactor-tag="em" data-verified="redactor">Topshop Floral Print Angel Sleeve Wrap Top, $65, <a href="http://us.topshop.com/en/tsus/product/floral-print-angel-sleeve-wrap-top-6129675?bi=20&amp;ps=20" target="_blank" data-tracking-id="recirc-text-link">topshop.com</a>; Gucci Metallic Knitted Beret, $465, <a href="http://www.matchesfashion.com/us/products/Gucci-Metallic-knitted-beret-1053330" target="_blank" data-tracking-id="recirc-text-link">matchesfashion.com</a>; Zara Floral Military-Style Coat, $150, <a href="http://www.zara.com/us/en/woman/outerwear/view-all/floral-military-style-coat-c733882p4334003.html" target="_blank" data-tracking-id="recirc-text-link">zara.com</a>; Anouki Pink Flower Embroidered Derby Shoes, $555, <a href="http://www.avenue32.com/us/pink-flower-embroidered-derby-shoes/ANO00116030112.html?dwvar_ANO00116030112_color=117&amp;cgid=25" target="_blank" data-tracking-id="recirc-text-link">avenue32.com</a>; Citizens of Humanity Liya High Rise Classic Fit Jeans in Rock On Blossom, $298, <a href="https://www.citizensofhumanity.com/liya-high-rise-classic-fit-in-rock-on-blossom" target="_blank" data-tracking-id="recirc-text-link">citizensofhumanity.com</a></em></p>

If you're hanging out with someone new, match the evening's casualness (bowling or ping pong, anyone?) with a playful, flirty look. 

Topshop Floral Print Angel Sleeve Wrap Top, $65, topshop.com; Gucci Metallic Knitted Beret, $465, matchesfashion.com; Zara Floral Military-Style Coat, $150, zara.com; Anouki Pink Flower Embroidered Derby Shoes, $555, avenue32.com; Citizens of Humanity Liya High Rise Classic Fit Jeans in Rock On Blossom, $298, citizensofhumanity.com

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7

The BFF Hangout

<p>When you're both single and fabulous, invite your bestie over for a platonic Netflix-and-chill session. Your outfit, obviously: comfy jeans, a cozy sweater, and easy slides.</p><p><em data-redactor-tag="em">Marc Jacobs Oversized Distressed Intarsia Wool and Cashmere-Blend Sweater, $895, <a href="https://www.net-a-porter.com/us/en/product/817015/marc_jacobs/oversized-distressed-intarsia-wool-and-cashmere-blend-sweater" target="_blank" data-tracking-id="recirc-text-link">netaporter.com</a>; MTV Baseball Hat, $29, <a href="http://www.urbanoutfitters.com/urban/catalog/productdetail.jsp?id=40905713&amp;category=W_ACC_HATS" target="_blank" data-tracking-id="recirc-text-link">urbanoutfitters.com</a>; Beyonce Boy Bye iPhone Case, $25, <a href="http://shop.beyonce.com/products/57355-boy-bye-iphone-case" target="_blank" data-tracking-id="recirc-text-link">beyonce.com</a>; Balenciaga Knotted-Front Leather Sandals, $695, <a href="http://www.matchesfashion.com/us/products/Balenciaga-Knotted-front-leather-slides-1079841" target="_blank" data-tracking-id="recirc-text-link">matchesfashion.com</a>; Alexander Wang Rival Jean, $160, <a href="http://www.lagarconne.com/store/item/519-4111-/37834/Alexander-Wang-Rival-Jean.htm" target="_blank" data-tracking-id="recirc-text-link">lagarconne.com</a></em></p>

When you're both single and fabulous, invite your bestie over for a platonic Netflix-and-chill session. Your outfit, obviously: comfy jeans, a cozy sweater, and easy slides.

Marc Jacobs Oversized Distressed Intarsia Wool and Cashmere-Blend Sweater, $895, netaporter.com; MTV Baseball Hat, $29, urbanoutfitters.com; Beyonce Boy Bye iPhone Case, $25, beyonce.com; Balenciaga Knotted-Front Leather Sandals, $695, matchesfashion.com; Alexander Wang Rival Jean, $160, lagarconne.com

8

The Cultured Date

<p>If you're&nbsp;passing on a traditional dinner-and-roses V-Day outing to check out a concert, play, or museum exhibit you've been dying to see, let your outfit rise to the occasion: Think bold colors,&nbsp;rich textures, and notice-me accessories.&nbsp;</p><p><em data-redactor-tag="em" data-verified="redactor">Attico Racquel Velvet Wrap Dress, $1038, <a href="http://www.matchesfashion.com/us/products/Attico-Racquel-velvet-wrap-dress-1097476" target="_blank" data-tracking-id="recirc-text-link">matchesfashion.com</a>; Breelayne Marta Coat, $925, <a href="https://shopsuperstreet.com/collections/womens-clothing/products/marta-coat" target="_blank" data-tracking-id="recirc-text-link">shopsuperstreet.com</a>; PANDORA Jewelry Charm Bracelet, <a href="https://estore-us.pandora.net/en-us/newest-charms/?cid=BrndMedia_Drop7_Jan_19_2017_Elle_Esquire_CustomContent_EditorialPost_LightPinkVDayBracelet_StyledImage_NewestCharms_Assortment" target="_blank" data-tracking-id="recirc-text-link">pandora.net</a>; Jimmy Choo Candy Clutch, $1025, <a href="https://www.farfetch.com/shopping/women/jimmy-choo-candy-clutch-item-11778593.aspx?storeid=9728&amp;from=listing&amp;tglmdl=1&amp;ffref=lp_pic_68_21_" target="_blank" data-tracking-id="recirc-text-link">farfetch.com</a>; Tabitha Simmons Black Suede Buckled Ginger Heels, $745, </em><a href="http://www.avenue32.com/us/black-suede-buckled-ginger-heels/TAB0011601002801.html?dwvar_TAB0011601002801_color=001&amp;cgid=25" target="_blank" data-tracking-id="recirc-text-link"><em data-redactor-tag="em" data-verified="redactor">avenue32.com</em></a></p>

If you're passing on a traditional dinner-and-roses V-Day outing to check out a concert, play, or museum exhibit you've been dying to see, let your outfit rise to the occasion: Think bold colors, rich textures, and notice-me accessories. 

Attico Racquel Velvet Wrap Dress, $1038, matchesfashion.com; Breelayne Marta Coat, $925, shopsuperstreet.com; PANDORA Jewelry Charm Bracelet, pandora.net; Jimmy Choo Candy Clutch, $1025, farfetch.com; Tabitha Simmons Black Suede Buckled Ginger Heels, $745, avenue32.com

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9

The Workout Date

<p>You know what they say: The&nbsp;couple that sweats together&nbsp;stays together. When banging out sets on the 14th, put a little extra effort into your athleisure style to ensure you feel good grabbing&nbsp;smoothies afterward.</p><p><em data-redactor-tag="em" data-verified="redactor">Live The Process Sea Corset Leotard, $185, <a href="https://shopsuperstreet.com/collections/womens-clothing/products/sea-corset-leotard" target="_blank" data-tracking-id="recirc-text-link">shopsuperstreet.com</a>; Live The Process Wide Rib Crew Neck Crop Zip Up, $295, <a href="https://shopsuperstreet.com/collections/womens-clothing/products/wide-rib-crew-neck-crop-zip-up" target="_blank" data-tracking-id="recirc-text-link">shopsuperstreet.com</a>; P.E. Nation Man Down Printed Shell Hooded Jacket, $180, <a href="https://www.net-a-porter.com/us/en/product/803586/p_e_nation/man-down-printed-shell-hooded-jacket" target="_blank" data-tracking-id="recirc-text-link">netaporter.com</a>; Nike Free Connect Training Shoe, $100, <a href="http://shop.nordstrom.com/s/nike-free-connect-training-shoe-women/4256330?origin=category-personalizedsort&amp;fashioncolor=PURPLE%20SHADOW%2F%20METALLIC%20SILVER" target="_blank" data-tracking-id="recirc-text-link">nordstrom.com</a>; Ivy Park Seamless Gradient Leggings, $70, </em><a href="http://us.topshop.com/en/tsus/product/clothing-70483/ivy-park-5463606/seamless-gradient-legging-6124797?bi=0&amp;ps=20" target="_blank" data-tracking-id="recirc-text-link"><em data-redactor-tag="em" data-verified="redactor">nordstrom.com</em></a></p>

You know what they say: The couple that sweats together stays together. When banging out sets on the 14th, put a little extra effort into your athleisure style to ensure you feel good grabbing smoothies afterward.

Live The Process Sea Corset Leotard, $185, shopsuperstreet.com; Live The Process Wide Rib Crew Neck Crop Zip Up, $295, shopsuperstreet.com; P.E. Nation Man Down Printed Shell Hooded Jacket, $180, netaporter.com; Nike Free Connect Training Shoe, $100, nordstrom.com; Ivy Park Seamless Gradient Leggings, $70, nordstrom.com

10

The You-Do-You Night

<p>Sometimes the best plans are no plans at all. Slip into your most luxurious PJs, a fluffy robe, and cozy slippers and treat yourself to an evening of whatever <em data-redactor-tag="em" data-verified="redactor">you</em> want. We suggest curling up with a book, queueing up a&nbsp;movie, or smoothing on a luxe sheet mask.&nbsp;</p><p><em data-redactor-tag="em" data-verified="redactor">Sleepy Jones Printed Silk-Charmeuse Pajama Set, $548, <a href="https://www.net-a-porter.com/us/en/product/799048/Sleepy_Jones/marina-printed-silk-charmeuse-pajama-set" target="_blank" data-tracking-id="recirc-text-link">netaporter.com</a>; Morgan Lane Lanie Sleeping Mask Set, $98, <a href="https://www.morgan-lane.com/products/lanie-soiree" target="_blank" data-tracking-id="recirc-text-link">morgan-lane.com</a>; Hanro Robe Selection Terry-Towelling Robe, $177, <a href="http://www.matchesfashion.com/us/products/Hanro-Robe-Selection-terry-towelling-robe-1063712" target="_blank" data-tracking-id="recirc-text-link">matchesfashion.com</a>; UGG Birche Slippers, $80, <a href="http://www.ugg.com/womens-slippers/birche/1007721.html" target="_blank" data-tracking-id="recirc-text-link">ugg.com</a>; Falke Pink Bed Socks, $30, </em><a href="http://us.topshop.com/en/tsus/product/bags-accessories-1702229/tights-socks-1694608/falke-pink-bed-socks-6034230?bi=0&amp;ps=20" target="_blank" data-tracking-id="recirc-text-link"><em data-redactor-tag="em" data-verified="redactor">topshop.com</em></a></p>

Sometimes the best plans are no plans at all. Slip into your most luxurious PJs, a fluffy robe, and cozy slippers, and treat yourself to an evening of whatever you want. We suggest curling up with a book, queueing up a movie, or smoothing on a luxe sheet mask. 

Sleepy Jones Printed Silk-Charmeuse Pajama Set, $548, netaporter.com; Morgan Lane Lanie Sleeping Mask Set, $98, morgan-lane.com; Hanro Robe Selection Terry-Towelling Robe, $177, matchesfashion.com; UGG Birche Slippers, $80, ugg.com; Falke Pink Bed Socks, $30, topshop.com

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