If there’s one thing I love more than a cute bag, it’s a cute bag that gives back and spreads an empowering message! Talk about feel-good shopping! The Boy Meets Girl tote is dedicated to Kristen Martinez, a member of the Urban Outfitters family who inspires change with her memory and five-year battle with breast cancer. But this tote doesn’t just help you share awareness by touting around with you while you shop — $1.50 from the sale of each bag is donated to the Young Survival Coalition, the premier non-profit organization dedicated to providing support and education to young women with breast cancer. The 2008 edition of the bag raised over $13,000 for the YSC, and tote-loving stylistas everywhere are ready to shop to show their support again! Celebrity trendsetters are already spreading the message — fashionable stars like Gabrielle Union, Katharine McPhee, and Jenn Proske are proud supporters and have already been spotted rockin’ their totes — get yours now at Urban Outfitters and join the cause!

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While fedoras had an impressively big moment in seasons past, convincing anti-hat fashionistas everywhere to jump on the brim bandwagon, this season we’re splitting hairs and giving props specifically to the trilby hat. Just like the trilby replaced the fedora in the 60s, as shorter-brimmed hats became both more stylish and more practical, trilbies are coming back to update the retro-fab hat trend in a way that’s more cute and compact. If you’re looking for a casual top-off for your unexpected bad hair day, this wool trilby by Roxy is quirky yet sweet with a sort of folksinger-songbird vibe. To suit the military-inspired trend that’s taking over this season, this olive green felt and leather hat by Hollywood Trading Company adds a little edge to its otherwise vintage look with its studded band. And if you thought hats were just for casualwear, guess again! This wool hat by Rag & Bone dresses things up with its shimmery metallic band, making it the perfect low-key look for drinks with friends or catching some live music at your favorite bar!

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We may have just finished sweating out an unwelcome heat wave here in San Francisco, but now the ominous morning mist in the air promises plenty of rain to come our way this season! Normally, a raincoat is more of a purchase I make for the sake of survival rather than style; in other words, it’s hardly a shopping trip I’m able to muster considerable enthusiasm over. That is, until the whole utility look became the season’s hottest trend! The recent influx of military-inspired trenches and anoraks have quickly become fall’s biggest outerwear staple, further proving that raincoats don’t have to be reduced to shapeless, unflattering ponchos that you throw on just for the sake of staying dry as you dash from point A to point B! Go utilitarian-chic with pockets galore with this hooded trench by Mike & Chris, or if you’re a fan of lots of military-inspired hardware, take a look at this Mcginn Drawstring jacket, available at Nordstrom. To preserve your feminine figure, rain or shine, consider a belted version like this French Connection trench!

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I’ve just recently started building out my collection of shorts… and I’m about three months too late. Or am I? Just because it’s officially fall doesn’t mean shorts have to go into hibernation until next spring. Leather shorts are a cool way to keep things hot in the colder months ahead, and with the right accessories, you won’t freeze your buns off! Wear them with some over-the-knee boots to stay on-trend and get a little leg coverage while you’re at it, or work them with some textured tights to make your shorts instantly season-appropriate!

I’ll admit, normally I’m a little leather shy, aside from more conventional items like jackets of course, just because the look is decidedly a bit more edgy (or dominatrix-y) than I’m used to. However, lately I’ve been loving the look of leather shorts with this season’s big slouchy sweaters, and the whole idea of balancing cozy-cool with more tough-girl chic!

From left to right: Mackage Leather Shorts, Joie Denver Leather Shorts, and Juicy Couture Perforated Leather Shorts.

-Alex Gambardella

Save on Leather Shorts at Shopbop from TheFind’s coupon site

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If you can’t remember the last time pegged pants were popular, I don’t blame you. The 90s trend definitely seemed like a fad that would be done and buried, never to grace the racks again (much less shopping sites!). But like the most unexpectedly successful resurrected trends, the pirate look is back in, revamped, and more chic than ever. Despite the fact that pegged pants are a little tougher to pull off than your average skinny jean or cropped denim pair — anyone with less than mile-long legs should be cautious — I suppose it was only a matter of time before the season’s cropped trouser and “boyfriend” styles evolved into this familiar old favorite!

If you like the pegged-and-cuffed look but want something a little more slimming and streamlined, go for a skinny pair like these ‘Josefina’ 7 jeans or these Pilcro Cohort Corduroys, which incorporate the look in a way that’s not quite so exaggerated. If you’re not afraid to jump right off the plank, this chambray pair by Cheap Monday has an ultra-relaxed look that can be dressed up with some fierce heels! Or opt for a happy medium with a boyfriend style jean like these from ASOS, which are cute with a pair of lace-up boots!

-Alex Gambardella

Save on Pegged Denim Jeans at Revolve Clothingfrom TheFind’s coupon site

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