Between Lizzie’s eccentric wardrobe and Lobo’s out-of-control Australian biker attire, it’s easy to glance over Emily’s fashion choices in The Boyfriend School, but after watching this film over and over again (which I have), she has both of them beat by a landslide. Emily, played by Jami Gertz, is so much more than a journalist and bundle of nervous energy; she’s a straight-up fashionista! Take a walk with me down The Boyfriend School’s runway while I discuss my top 5 favorite Emily Pear fashion moments.

5) The Eager Journalist

Emily is more than ready to interview romance novelist Vivica Lamoreaux (aka Lizzie Potts) in this stunning chiffon blouse, buttoned up to the top of course. Her silver cuffs bring a little playfulness to her outfit, but from the look of her hairdo, we know she means business. I know that this photo doesn’t show the bottom half of her body, but she’s wearing a pair of light wash straight-leg jeans that she will wear again several different times with totally different outfits. How thrifty!

4) The Lost Member of The Partridge Family

How can one look at this outfit and not imagine the Partridge Family’s “I Think I Love You” playing in the background? The open red vest adds some vintage flair to her casual attire. As you can see, the jeans as well as the silver cuffs have returned from the previous look, and they really do a great job of pulling the outfit together. It’s no wonder Trout can’t stop checking her out.

3) The Floral Gas Pump Girl

Pumping gas is no excuse to look drab. Lizzie proves that a simple oversized floral tunic with an extremely low waist seam can make such a tedious task seem ultra glamorous. Her gold tassel earrings are a bit risky since the floral pattern is so busy, but it’s a risk that definitely pays off.

2) The Suburban Biker

Forget the leather chaps. Floral embroidered cardigans and printed balloon pants create the ultimate church-lady-biker look. Notice how she rebelliously buttoned only 3 buttons in the center of her cardigan. This helps her keep a classy image while still being a little rough and tough. She’s ready to get on that motorcycle with her mysterious Australian lover and haul ass to Sears!

1) Playmate of the Millennium

Don’t call it a comeback! The jeans and silver cuffs are back again, and this time, they are the stars of the show. This look is my absolute favorite because it’s simple and seductive. The ill-fitted satin lingerie top tucked into the high-rise jeans transforms Emily into a sultry Jordache model. Emily is hosting dinner tonight, and she is serving some serious face!

For more on September’s Movie of the Month, 1990’s The Boyfriend School, check out our Swampchat discussion of the film, our comparison of its horrific romance novelist romcom format with that of 1989’s She-Devil, and last week’s look at the five stranger roles of Steve Guttenberg’s career.

-Britnee Lombas