What has been Lisa Loeb's best look throughout the years? Ha, j/k, because Lisa Loeb has only had one look throughout the years. Fortunately for the surviving members of Generation X (the ones who didn't slack themselves into oblivion) it's a winner: The cute quirky, thirtysomething girl with glasses look. It worked great when she was in her mid-20s, worked appropriately great in her mid-30s, and now continues to work gangbusters in her mid-40s .

So in honor of her just-released album No Fairy Tale, play our fun game below and guess which year the publicity shot comes from! (Answers at the bottom.)

law logo2x bSuper iconic, right? But what year is it from?

1) 1995, 2000, or 2005

law logo2x bWe remember the era of this look so well, when either Clinton, Bush, or Obama was president.

2) 1997, 2002, or 2009

law logo2x bA very cool look from her early, mid, or late career.

3) 1994, 2004, or 2013

law logo2x bYoung and sassy! Or perhaps nearing-middle-aged and sassy. But definitely sassy.

4) 1995, 2000, or 2005

law logo2x bStraight guys and lesbians who have a thing for particularly young women or women who are a bit older were really into this one.

5) 1995, 2000, or 2007

law logo2x bHer latest! Or was this her debut? Hard to remember.

6) 1994, 2004, or 2013

Answer Key:

Top photo: 2013

1) 1995

2) 1997

3) 2004

4) 1995

5) 2007

6) 2013

Lisa Loeb performs at the Bootleg on February 20

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