Totally unrelated — but I just heard that New Kids on the Block is planning a reunion tour. Bet they were inspired by the multi-million dollar Spice Girls tour that’s just wrapping up now. ANYWAY, maybe take inspiration and start dressing the part — a tough-girl motorcycle jacket ever-so-slightly inspired by the late-80s, early-90s would be a perfect choice.

Who knew that strapless empire-waisted dark-bodiced light polka-dotted or patterned skirt dresses were so popular? Jessica’s got her finger on this sweet and demure girly-girl trend. We’d pair one of these adorable dresses with a pair of Simpson’s super-sexy scarlet pumps any day.

Puffers, snorkel coats, big quilted coats — whatever you call it, these down-filled parkas have become a perennial trend both among the mainstream and fashion industry sets. This year? Try one on in super shiny patents and metallics like Jessica…

The boots and jeans we’ve seen before, but we love how Jessica’s dressed up a basic daytime outfit with a fantastic tuxedo jacket and a big shiny python tote. Sexy and street-smart. Throw-on glamour separates.

Okay, I think we can all agree that Jessica Simpson has pretty much a drop-dead gorgeous figure. And while we’re not sure this dress is necessarily the most flattering thing we’ve ever seen her in, we still love it. No matter what she wears, she’ll never look truly bad (okay, let’s forget about that high-waisted one-time-only pants incident earlier this year). We love leopard and we love sparkle. Go for it, Jess.

Blue and brown — an unlikely color combination these days — looks great on Jessica’s naturally glowing complexion. The sheen and obviously luxe heavyweight silk of the dress contrast in the best way against the slightly distressed, low-key look of the boots. Unlikely glamour.

Leopard print has been such a huge trend this year, but we’ve always automatically paired our leopard pieces with either black or gold (sometimes both). We love how Jessica switched things up and isn’t afraid to wear her leopard print trench with a massive over-the-top red zipper-emblazoned babg. What can we say? This girl’s got style.

How amazing does Jessica Simpson look in black? It’s the perfect autumn contrast to her blonde hair and fair complexion. We love this single-breasted assymmetrical coat (that looks, uh, empire-waisted on her, but in reality is just very fitted over her chest), her knee boots, and Chanel purse.