Nell is a guy that likes his comfort, but he wants to look cool too! Denim always saves the day for men AND women alike! Here, we took a Gap button down shirt in a blue-and-white gingham pattern and paired it with some dark denim jeans from Rustler that were $7.99. Next, we added a denim jacket by Sicily that was $12.99. Quality denim is always a great buy at Goodwill! Nell is avid Goodwill shopper so we also used a watch, hat and belt that Nell purchased to dress up the look a little more. A great pair of sneakers from Asics at $6.99 were all we needed to carry the casual, yet fashionable look to its stylish conclusion. Nell looks fantastic and projects a masculine, confident image that didn’t break the bank!

Christopher, our model this month, is in a casual mood to start the New Year, so of course he’s wearing jeans and a cool sweater. I found this awesome ski-themed sweater at Goodwill with the price tags still on from the original retailer! But, this Merona sweater was just $4.99 at one of our well-organized stores. To go along with that we took these great fitting jeans in a dark blue hue from Levi’s brand for just $9.99. Seriously, what more do you need! Our model supplied his own leather loafers in brown and tan from Stacy Adams shoes to finish it all off. Can you tell that we shot this look in the summer? Christopher forgot his socks! Although a lot of guys forgo socks these days, so yes, it is still a thing. If I looked as good as Chris does I’d go sockless too!

Catherine was our Amazing Looks Model Contest winner last year and she’s a veteran Goodwill shopper! She has unique taste, so we decided to go with that for her look this month. We mixed it up with a combination of many separates, starting with her own casual black slacks as a base. From there we mixed patterns with a striped top from Who What Wear that was just $4.99, and then topped it with the multi-colored jacket from Russ that featured gold buttons for $4.99. A red cuff with gold, and some cool earrings add just another touch of fun for $1.99 each. To take it to a sporty place we went with these white shoes with sparkle from A+ for $14.99, and added a black handbag for $12.99. Catherine has glasses to go with her moods, so here she chose some cool red glasses to add that last piece of flair to an already awesome outfit! Think out of the box like Catherine does, and you’ll have a new outlook as well for the New Year ahead!

Matt is a great guy, he’s a fitness entrepreneur who likes to look good, but he’s not too fussy. This is the perfect look for ANY guy to rock this winter! Layer upon layer of great items all found at Goodwill! The jeans and shoes were Matt’sown as he’s a veteran Goodwill shopper and knows that a stand out men’s look always starts with some awesome jeans and shoes. Now, layer on a dark t-shirt in purple from the GAP and add a patterned sweater that has an old-world classic look. Top it all off with a streamlined, quilted down jacket from 32 Degree Weather. Now Matt is definitely ready for all kinds of wintertime fun–indoors and out!

Sharita is all about the black-and-white prints! Mixing black-and-white textiles is the easiest way to create a long-lasting style. Sharita was one of our Amazing Looks Model Contest winners for 2016, and she has the Goodwill wardrobe to prove it! For this look we chose a black-and-white polka dot dress to anchor our look from Elle that had a nice a-line cut, striking but not too fancy. Our next goal was jewelry that complemented the dress, so we went with a bracelet, earrings and necklace–all from Goodwill that ranged in price from $3.99 to 6.99. I’m starting to feel a European flair here! Topping it all off was a fabulous wool coat that Sharita bought for $9.99 on one of her shopping trips to Goodwill! It would look truly amazing with any outfit, but here it really makes a great personal fashion statement, don’t you think? Her interesting Mary Jane-type patent leather flats are by Betsy Johnson. Layer, layer, layer and more layering is the way to go for stunning style this winter!

Nell is a veteran Goodwill shopper, as well as a guy who likes to create his own unique style. When shopping, Nell takes into consideration all the items that could work to create a masculine layered look. We put together this awesome ensemble using some of Nell’s Goodwill finds, in addition to a few pieces that I found. We started with jeans from Artful Dodger, a white plaid button down from Orvis and a suede Banana Republic vest—ALL from Nell’s own wardrobe. We added a gray wool blazer from Nautica, and some slip-on premium leather loafers from Johnston & Murphy. As you can see, dressing well doesn’t have to mean dressing up! Men’s clothing are some of the best bargains you can find at any of our Goodwill store!

As a long-time Goodwill shopper, Rose sees potential in every rack in the store! With her outfit this month we go back to classic black and white. Contrary to popular opinion, white jeans can be worn year-round as long as you add more season appropriate pieces. Here we started with jeans that Rose already owned then added an asymmetrical-design black-and-white knit top from Anne Klein, and a black-and-white blazer from H & M. The cool thing here is even though they don’t typically match, they actually do! The proportion of the top works with the shorter jacket perfectly! To finish the look we used a necklace and earrings set from Goodwill and Rose’s black platform shoes. She looks lovely, vibrant, and work appropriate. Tip: This is a great way to transition traditionally summer pieces into fall and winter.

Chris is a cool young guy who’s illustrating a monochromatic-layered look for early fall. It always starts with jeans—and these dark blue denim skinnys from Levi’s were just $9.99. We added a blue-knit Merona brand sweater for $4.99, a fashion-forward scarf in a lighter tone of blue for $1.99, and topped it all off with a navy blue cotton blazer from Old Navy for $5.99. Whenever you want to stand out in a fashionable way, going with one tone (monochromatic) is definitely the way to go! Chris is also sporting some great monk strap shoes in rich brown, as well as a vintage Aramis weekender bag that was at our stores for $12.99. Doesn’t he look like he just stepped out of a magazine?

Ayanna is Robert’s daughter, and of course she shares his zest for life! We did a contemporary layered school look for her utilizing some great back-to-school staples from Goodwill! Every girl needs some dark denim-like leggings to anchor her day-to-day styles, and the ones pictured here are from Circo and cost only $3.99. A graphic t-shirt (or ten), should also be on your back-to-school list. Paired with the leggings it adds that element of fun that kids love! This one is from Mudd was just $2.99. My favorite piece in this ensemble is the motorcycle-inspired sweater jacket in bright orange from One Girl Wonder, and best of all it was only $6.99! Each piece could be worn with other items to create multiple wardrobe options for Ayanna!

Charley is ready to (reluctantly) head back to school in style! While the weather is still nice some girls prefer to wear a skirt like this one from Gymboree with multi-colored polka dots on it that I found for $3.99! It just makes the idea of hitting the books a little more fun! We added that school-year staple a t-shirt in red from Justice that was just $2.99. Keeping our colorful and fun theme going, we added the essential school accessory, a backpack that was at our store for $4.99. Charley’s own ballet flats (another nice staple for all young ladies) to completed our casually cool back-to-school look!