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With its hot chocolate and cookies, winter break also brings us plethora of events that each come with their own fashion needs. It is, after all, the season of togetherness–we’re all going to be spending time with our friends and families and want to look fabulous while doing so!

Here are five outfit ideas for common events you might be attending over winter break!
Ugly Sweater Party

It’s pretty much inevitable that you’ll be invited to an ugly sweater party (AKA a “Tacky Christmas Sweater Party”) sometime this winter break. Obviously, the whole point of the party is to showcase a totally tacky sweater, but that doesn’t mean the rest of your outfit has to be ugly!

If you have an ugly sweater party to go to, try wearing your sweater with a cute pair of leggings and boots, grey jeans, or even a skirt with a pair of printed tights. You’ll fulfill the theme requirement, but still look totally cute. If you’re looking for a place to buy ugly sweaters specifically for your party, thrift stores are a great bet! Ragstock stores also carry a special selection of these tacky treasures on the cheap this time of year.

What to Wear to an Ugly Sweater Party

Ugly Sweater

Product Information: Oversized Ugly Sweater, uglysweaterstore.com. Mini Christmas Tree Earrings, punkypins.co.uk. Aerie Cable Slipper Sock, American Eagle. Ruffle Top Slub Top,Forever 21. Seamless Legging, Wet Seal.
Dinner with the Boyfriend’s Parents

If you’re dating someone, the holidays are usually a time when you’ll be spending a bit of time with your significant other’s family. While you want to showcase your style and look great, these occasions usually call for outfits that are a bit more conservative or dressy than what you’d usually wear, especially if you’re meeting the parents for the first time!

A good tip is to dress how you would for a religious ceremony–respectful, but fashionable. Nothing crazy, not too much skin, and nothing extremely tight. You want to show these people what a classy girl you are! Highlight your style with pieces with an interesting, eye-catching additions. If the dress below is too over-the-top for you, just substitute your favorite long-sleeved frock or pair a short-sleeved dress with a cardigan.

What to Wear to Dinner with the Boyfriend’s Parents

What to wear to meet your boyfriend's parents

Product Information: Lace Inset Tunic Dress, Top Shop. Denier Opaque Black Tights, ASOS. Ach Ach Liebling jewelry Crest Earrings, moxsie.com. Fabulous Platform Shoe Boot, Priceless Shoes.
Meeting with Friends from High School

Whether it’s at an official reunion or at an alumni holiday party, you’ll probably be meeting up with a bunch of people you used to go to school with. Since they haven’t seen you in a while, you have the perfect opportunity to impress them with your new college attitude and style! Just because you used to wear graphic tees and flared, distressed jeans, doesn’t mean you have to now! Use the occasion to wear something fun, new, and unique. It’ll give you something to talk about!

What to Wear When Meeting with Friends from High School

What to wear when meeting up with friends from high school

Product Information: Current/Elliot The Skinny Studded Jeans, Net-a-Porter.com. House of Harlow 1960 Gold Starbust Cocktail Ring with Black Leather, Singer22.com. Metallic Thread Knit Tunic, Forever 21. Suede Python Reva Ballerina Flat, Tory Burch.
Christmas Morning

If you celebrate Christmas, you know that Christmas morning can be one of the best days of winter break. If your family is anything like mine, Christmas morning usually includes waking up early, eating breakfast as a family, and opening all of our presents. Also, it normally involves taking lots of pictures – so you don’t want to wear ratty old pants and an oversized tee!

Christmas morning is a great time to wear your favorite thermal tops, festive pajamas, and comfy slippers. It’s cozy and traditional–something that totally brings back childhood memories!

What to Wear on Christmas Morning

What to wear on Xmas Morning

Product Information: Jaden Pajama Pants, Abercrombie & Fitch. Women’s Aerie Robe, American Eagle. Full Tilt Womens Boy Tank, Tilly’s. Ugg Australia Sweater Knit Scuffette Slipper, Nordstrom.
New Years Eve

If you’re a glamour girl, you probably love NYE. It’s a night where anything goes, from feathers to sequins to crazy bright colors, New Years Eve is all about making a serious impression with your style. Attention-grabbing skirts and dresses are par for the course, but that doesn’t mean that you can’t rock a hot pair of jeans, leggings, or this season’s trendy jumpsuit. Grab something you can dance in and put on the glitz: it’s time to channel your inner glamazon!

What to Wear on New Year’s Eve

What to wear on New Year's Eve

Product Information: Animal Tube Skirt, Newlook.co.uk. Croco Embossed Origami Top, Forever 21. Multi Layered Chain Necklace, Arden B. Women’s Mossimo Supply Co. Odell Ballet Flats,Target.
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