And Now, Your Worst Failed Romantic Gestures

Back in eighth grade, I fell in love with a girl who didn't want anything to do with me, and the lovesickness got so bad that I played up the friend angle and called her every night, hoping and praying she would change her mind and want to hook up with me (NOPE). Anyway, I've told this story before, but one night… » 1/20/15 11:18am 1/20/15 11:18am

The Most Embarrassing Person You've Ever Had Sex With

In a life full of sexual misadventures, not everyone you choose to have sex with is going to be a total winner. In some cases, your sexual partner might even be a complete embarrassment who you can't even tell your friends about, but you go through with it anyway because they're hot, you're horny or, hey, maybe… » 1/16/15 6:20pm 1/16/15 6:20pm

Who Here Is Embarrassed by the Person They Lost Their Virginity To?

Breaking: Brooke Shields lost her virginity to Dean Cain. With this as our emotional mooring, let's all take a minute and now think about who we lost our virginity to. How mortifying is the memory, on a scale of 1 to 10 billion? » 12/11/14 3:10pm 12/11/14 3:10pm

​Guide to Your Most Shame-Filled Motherhood

Like many people, as soon as I got pregnant I became a better person: More concerned (about me), more in tune (with myself), more cognizant (of every physical sensation), more determined than ever to do one thing right from start to finish. That dream died immediately. Over and over again. » 7/20/14 2:15pm 7/20/14 2:15pm

Do You Have A Method For Buying Embarrassing Things?

I recognized the look on my boyfriend's face instantly: it was panic, and it was being caused by exposure to the Macy's shoe department: » 4/24/10 12:00pm 4/24/10 12:00pm