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What To Wear On Valentine's Day: Stylish Ideas For Every Type Of Date (PHOTOS)

Good old Valentine’s Day. You either love it or you hate it but regardless of how you feel about it, you probably can’t avoid it no matter how hard you try.

We say, if you can’t beat ’em, join ‘em. At the end of the day, Valentine’s Day is a time to show your significant other you care and one way to do that is by dressing up. After all, nothing says "I'm too comfortable" like wearing your usual garb.

So, what to wear on Valentine's Day, you ask? Our celebrity-inspired style guide will help you ladies and gents show your current honey that you care as much as you did on your very first date.

Story continues after the slideshow:

These Couples Have Date Night Style Down Pat



Sometimes being cliché is not the worst thing in the world and there’s nothing hotter than wearing red on V-Day. If you’re going out for a fancy dinner, seek out a red lace dress for the occasion. Taylor Swift looked sweet in a French Connection red lace dress with sleeves while "Vampire Diaries" star Nina Dobrev channeled a sexy vixen vibe in her red lace sleeve Reem Acra fitted dress. Don’t forget to throw on your sexiest pair of pumps.


Unless you’re taking your date to Red Lobster, you need to step up your game for your Valentine’s Day dinner date. Take a cue from the everyday stylings of put-together male celebrities like Ryan Gosling or Bradley Cooper. There's no need to rent a tuxedo but we recommend a great fitted button up shirt tucked into slacks with a corresponding leather belt and dress shoes à la Gos.



There’s no excuse not to brush your hair and wear something that was just in your laundry hamper just because you’re spending the night at home. Make your lover feel special by throwing on a little makeup and a stylish but comfy outfit like this cozy combination worn by Jessica Alba. She looks ultra comfortable in tights, a plaid shirt and an enormous knitted sweater. A lot of couch cuddling can be done in an outfit such as this.


You’re probably also tempted to wear your university hoodie but resist the urge. Comfort and style can go hand in hand. For example, how comfortable does, “The Office” star John Krasinski look in dark denim jeans, a fitted t-shirt and a black cardigan? This is a lounge look at its best without coming anywhere near slobby. Just picture wearing this with slippers for added at home comfort.



The theatre is a great opportunity to wear a sleek LBD and get your hair done. Socialite Olivia Palermo looks ready to go to the opera in a sequin LBD, nude studded pumps and an understated clutch. We also love actress Olivia Wilde’s knee length LBD with puff sleeves for a little added detail. The beauty of an LBD is that in terms of accessories, anything goes. A simple black heel or something with a pop of colour will look equally swell. Your date for the evening will surely appreciate the effort you took to look that good.


This is your cue to wear something a little fancier. Test out a three-piece suit if you dare. Need some inspiration? Take it from actors Joseph Gordon Levitt and Bradley Cooper who had two varying takes on the three-piece suit but looked equally good.

Trust us, if you’re not a regular fashionista, your date will fall out of their chair if you show up wearing something other than the "going out" shirt.



You both love a good hockey or basketball game so you couldn't think of a better way to spend Valentine’s Day than in box seats at your favourite sporting event. Bring your jersey and pair it with a great pair of leather tights or pick up a cheeky mid-drift baring t-shirt like actress Vanessa Hudgens who took in the Lakers game looking cool and casual. Skip the heels in favour of boots or a cute pair of flats.


You don’t want to look high maintenance at a sporting event so this date is likely the only one you could get away with wearing a baseball cap. "Glee" star Matthew Morrison does it right wearing jeans, a black fleece zip up and great army green jacket at a New York Rangers game. He looks put together but perfectly casual.

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