Dressy Casual

What to Wear Out With Friends

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One of the best shirts from Rails Clothing company’s Fall selection of plaids is this blue, black and white one. We kicked it up a notch with statement accessories and pop-of-color-pumps. The perfect go-to outfit for a night out with friends.

1. Rails Button Down Shirt $128.00 / 2. Capwell and Co Necklace $78.00 / 3. Clare Vivier Clutch $220.00 / 4. Frame Denim Jeans $210.00 / 5. Natori Bra $68.00 / 6. Marie Todd Bangle $88.00 (each) / 7. Enzo Blue Suede Pumps $99.00

What to Wear to Work, a Fancy Event and Out on the Weekend

outfituation-what-to-wear-to-work-a-fancy-event-and-out-on-the-weekends-j-crew-violet-purple-blouse-david-aubrey-earrings-chocker-necklace-zara-drawstring-trousers-pants-henri-bendel-phone-case-office-city-bag-handbag-banana-republic-grey-suede-wedges-french-connection-skirt-whistles-croc-clutch-schutz-pumps-loren-hope-stud-earrings-necklace-frame-denim-jeans-a-v-max-gold-bangle-elliot-luca-booties-bucket-bag

A pretty blouse that can be worn practically anywhere and is essentially seasonless? We love it! This one from J Crew comes in 5 colors too.

1. J Crew Blouse $98.00 / 2. David Aubrey Earrings $60.00 / 3. J Crew Chocker $98.00 / 4. Zara Drawstring Trousers $49.90 / 5. Henry Bendel Phone Case $58.00 / 6. Zara Office City Bag $99.90 / 7. Banana Republic Necklace $79.50 / 8. Banana Republic Wedges $128.00 / 9. French Connection Skirt $128.00 / 10. Whistles Croc Clutch $65.00 / 11. Schutz Pumps $180.00 / 12. Loren Hope Stud Earrings $34.00 / 13. Loren Hope Necklace $168.00 / 14. Frame Denim Jeans $198.00 / 15. A.V. Max Gold Bangle $30.00 / 16. Elliott Luca Booties $168.95 / 17. Zara Bucket Bag $159.00

What to Wear – A Cute Shirtdress that Transitions from Cool Summer Evenings to Fall

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An item that works for multiple seasons is such a good thing! This is the perfect shirtdress to transition from summer to fall. Roll up the sleeves and wear with sandals for a cool summer evening. Add tights or leggings and a cardigan or jacket for Fall.

1. Madewell Shirtdress $98.00 / 2. Sara Designs Chain Wrap Watch $330.00 / 3. Madewell Leather Pocket Cardigan $138.00 / 4. Banana Republic Belt $35.00 / 5. Madewell Bucket Bag $198.00 / 6. H & M Tights $9.95 / 7. Steve Madden Sandals $69.95 / 8. Franco Sarto Wedge Booties $149.95

What to Wear for a Daytime Date

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1. J Crew Factory Tee $19.99 / 2. Loren Hope Necklace $168.00 / 3. Loren Hope Earrings $34.00 / 4. AG Jeans Jeans $210.00 / 5. Banana Republic Clutch $69.50 / 6. Dannijo iPhone 5 Case $98.00 / 7. BCBG Sandals $149.00

What to Wear to a Party, to Work and on the Weekend

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1. Sanctuary Clothing Top $89.00 / 2. Elizabeth Cole Earrings $123.75 / 3. BCBG Belt $58.00 / 4. J Crew Skirt $160.00 / 5. Banana Republic Clutch $69.50 / 6. Sabine Bracelet $48.00 / 7. Lulu Townsend Sandals $39.95 / 8. Uniqlo Cotton Shirt $19.90 / 9. J Crew Necklace $150.00 / 9. J Crew Tote $168.00 / 11. Michael Kors Watch $225.00 / 12. Rachel Zoe Pumps $109.99 / 13. Sanctuary Clothing Tank Top $49.00 / 14. Kenneth Jay Lane Tassel Necklace $54.00 / 15. Gap Denim Jacket $69.95 / 16. Anya Jewels Earrings $39.00 / 17. Steve Madden Flats $59.95

What to Wear for Your Labor Day Weekend at the Beach

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1. Bop Basics Hat $98.00 / 2. Gap Flip Flops $14.99 / 3. Boden USA Swimsuit $88.00 / 4. Athleta Cover-Up $35.99 / 5. Dior Sunglasses $290.00 / 6. J Crew Tunic $59.00 / 7. Jets by Jessika Allen Bikini Top & Bottom $79.99 & $54.99 / 8. Bop Basics Bag $120.00 / 9. J Crew Linen Tank Top $29.50 / 10. Splendid T-Shirt $65.00 / 11. Gap Dress $35.99 / 12. Gorjana Ring $36.00 / 13. Michael Stars Shorts $76.00 / 14. Gorjana Bracelet $106.00 / 15. Joie Sandals $125.00

What to Wear for Evening Drinks on the Patio

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1. J Crew Top $88.00 / 2. J Crew Cuff $88.00 / 3. J Crew Scarf $55.00 / 4. MICHAEL Michael Kors Tech Wristlet $64.90 / 5. AG Jeans Jeans $215.00 / 6. On Gossamer Bra $42.00 / 7. Tory Burch Sunglasses $133.90 / 8. Coach Watch $248.00 / 9. A. V. Max Set of 5 Rings $38.00 / 10. Steve Madden Sandals $99.95 / 11. Loft Belt $29.50

White Jeans – What to Wear Out With Friends, to Brunch, and Out and About on Saturday

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1. Sandy Hyun Earrings $45.00 / 2. J Crew Earrings $85.00 / 3. Martha Calvo Ear Cuff $165.00 / 4. J Crew Studded Tank $55.00 / 5. J Crew Sweater $79.50 / 6. Monroe Tee $97.00 / 7. AG White Cigarette Jeans $164.00 / 8. Sole Society High-Heel Sandals $69.95 / 9. BCBG High-Heel Sandals $147.50 / 10. Dolce Vita Gladiator Sandals $86.40 / 11. MICHAEL Michael Kors Bag $448.00 / 12. Remy Clutch $80.00 / 13. Aimee Kestenberg Satchel $268.00

What to Wear for Your Vacation in the City

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1. Anna Bee Necklace $153.00 / 2. Roman Luxe Necklace $75.00 / 3. Sanctuary Clothing Tank Top $49.00 / 4. American Vintage Long Sleeve Tee $70.00 / 5. J Crew Top $138.00 / 6. Sanctuary Clothing Shorts $79.00 / 7. Frame Denim White Jeans $200.00 / 8. Nic and Zoe Pants $118.00 / 9. Yosi Samra Sandals $130.00 / 10. Martha Calvo Bracelet $85.00 / 11. Michael Kors Watch $180.00 / 12. DKNY Backpack $135.00 / 13. MARC by Marc Jacobs Bag $428.00 / 14. Steven Wedges $119.00 / 15. Gap Dress $69.95 / 16. Rauqel Allegra Dress $200.00 / 17. DK Eyewitness Boston Travel Guide Book $15.44 / 18. National Geographic Traveler San Francisco City Guide Book $19.17 / 19. Eyewitness Travel Top 10 Chicago City Guide Book $10.88 / 20. Steph and Co Cosmetic Case $35.00 / 21. Steph and Co Cosmetic Bag $15.00 / 22. Converse Sneakers $54.95

What to Wear on an Edgy Night Out

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1. Velvet Shirt $108.00 / 2. Shashi Necklace $83.00 / 3. Baublebar Cuff $36.00 / 4. Cosabella Racerback Bra $55.00 / 5. Frame Denim 'Le Rip' Skinny Jeans $200.00 / 6. BCBG Clutch $148.00 / 7. Steve Madden Sandals $110.00