Boots: Rocket Dog Sayla Western Ankle Boot (DSW, $49)

From Left, Necklace: Modcloth Pyramid Stud Pendant ($10) Belt: River Island Hinge Belt ($24) Bag: Evan Leather Satchel ($220) Sweater: Jackie Pullover ($50) Skirt: Wren Sunburst Skirt ($202)

From Right, Earrings: Jenny Bird Coin Studs ($40) Sunglasses: Sicily Aviators ($98) Bracelet: Marc Jacobs Leather Cuff ($118) Bag: Zara Tote with Pocket ($50) Scarf: Fendi Knit Snood ($170) Jacket: Green Drape Jacket ($64) Sweater: Fine-knit Merino Sweater ($80) Jeans: AG Charlotte Straight Leg Jeans ($164)

Polyvore Set Here.

For a Weekend Dinner Date.  Without a doubt, these are casual boots.  So unless you work in a decidedly casual office, you probably shouldn’t wear them to work.  But that doesn’t mean we can’t have fun wearing them on the weekends.

When I started on this outfit, I had a vision in my head of an ivory chiffon skirt with an ivory sweater and a taupe belt.  But sometimes the Interwebs just don’t deliver what I want.  So as a backup plan, I chose this vibrant printed skirt with a coordinating navy sweater and a chocolate brown belt.  If you like the printed, pleated skirt idea but don’t love the bright colors, I like this neutral-colored snakeskin skirt from Michael Kors ($90).

I adore this little pendant from Modcloth.  It looks like a Gorjana or Dogeared pendant, but at a significantly lower cost.

Also, this satchel is very similar to the Coach Legacy bags that I’ve been pushing on this blog like a drug dealer. If you are looking for a red handbag–very versatile–it also comes in a bold crimson, and for the truly brave, it comes in a black and leopard combo as well for $250.

For the hair, I would wear it down and wavy.  For the makeup, I would go with a palette of nudes and neutrals.  I like Laura Geller’s Carribean Kiss lipstick for a slightly pink natural color.  

For Autumn Sightseeing. (Please ignore the typo in the Polyvore set. It’s 2:00AM, things happen.)  These layered fall looks are my favorite part of autumn.  I love a scarf, a sweater and a light jacket with boots.  I’m so excited the temperature is beginning to drop, though I’m not ready for it to drop too low.

I’m obsessed with the idea of a cable knit scarf or snood for fall.  However, paying $170 for a scarf is not an option, even if it is Fendi.  Asos has a great oversized one for $21, but if you want real wool for warmth, this cashmere blend scarf from Wyatt is $88.

And how great is this jacket?  I don’t know anything about the seller, but the cut and color are so fab, I might be willing to take a chance.  If you want a similar look in army green from a known seller, this Roxy jacket from Zappos is $90.

As for the accessories, I was looking for a casual tote, a slick pair of aviators, some simple earrings and a cool bracelet.  I decided on this leather bracelet from Marc Jacobs, which is a total Hermes knockoff, but just go with it.  Want something similar in a lower price point?  Try this cool leather cuff from Banana  or this one with awesome cutouts in a metallic plate.

The hair for this would either be braided or worn up in a casual updo.  And the makeup would be an application of tinted moisturizer, light concealer and some pink blush.  I might also paint my nails a dark color, maybe ButterLondon Gobsmacked, a cool charcoal grey.