One of my favorite parts of fashion is finding a piece I love and seeing how many different ways I can style it.  Especially this time of year, when the days start to get cooler and dressing becomes a tad bit trickier.  Since you all asked, I’ll be doing more of what I like to call work + play outfits.  Let’s kick off the week with an outfit that can easily combine those two!

So what piece do I think is the best way to transition into fall?  It’s this sleeveless sweater from Ann Taylor — here’s how I styled it two different ways!  (Ps. it’s 40% off until tonight so shop it now!)

Sleeveless sweater (comes in two colors) and cropped pants (comes in black, navy, and red too) all are 40% off TODAY ONLY, ripped jeans (similar here),  Steve Madden ‘Stecy’ Sandal, Giles and Brother Cortina Bracelet, GiGi New York tote c/o,  Karen Walker Super Duper Sunglasses

For work, I would pair it with matching cropped pants.  After five, my favorite ripped denim would make an appearance.   Come October when the temps drop, layer on a jacket and you’re good to go!  It’s one of those chic pieces that will always be a classic in my mind.  I also must mention, these pants fit like a dream and I would say run true to size.  I might just have to get them in every color!

Grab that coffee and let’s have a great week!

Sleeveless sweater (comes in two colors) and cropped pants (comes in black, navy, and red too) all are 40% off TODAY ONLY, ripped jeans (similar here),  Steve Madden ‘Stecy’ Sandal, Giles and Brother Cortina Bracelet, GiGi New York tote c/o,  Karen Walker Super Duper Sunglasses