I posted on my Facebook status I was doing this for my library of about 800 songs (although I later realized I have about 1,100 songs), and soon, several Facebook friends took the opportunity to point out they had thousands more songs than that, the proverbial "mine is larger than yours" debate (I did not use that opportunity to say it's not how big your music library is, it's how you use it.)
I had no idea I was in a contest. I prefer to keep my library to what I would expect to listen to on a semi-regular basis. There's a certain litmus test a song must pass to get in, as I just don't download a song willy-nilly, or even Willie Nelson.
Still, that leaves some songs that get in by a combination of "I can't get that song out of my head," "it's 3 a.m. and this song is starting to sound better" or "this chick is hot and listening to it gives me a viable reason to think of her scantily clad, or at least that's what I'll tell a pastor if he asks."
Here, in no particular order, are my Top 10 Embarrassing Inclusions on My iTunes Playlist:
1. Miss Saigon Soundtrack: Sure, I'm a music theater person. And sure, musicals are more in vogue now than they used to be... but belting out "The Movie In My Mind " on the highway... by yourself... is a little awkward, don't you think?

2. "Knock Me Out," Tatyana Ali: Yes, that Tatyana Ali. Ashley. From "Fresh Prince." No, this isn't that fly song she sang on the show when Will was her manager and no one came to her album signing event. This is off the album she released after the show. And I love this song. It even includes a rap from the Fresh Prince.
3. "Don't Walk Away," Jade: Excellent song. If, you know, you're an urban female from the 1990s. Since I'm not one, and there's no real reason I should like this song-- and I do, oh, I do-- it's not my finest moment.
4. "808," Blaque: Continuing my affinity for urban female R&B groups (see Kane, Danity), Blaque had this hit in 1999, and I still am not sure what in the world the song is about. "Boom like an 808, circles like a figure eight, feels good from head to toe, come on baby here we go." Um, here we go what? Have sex? Fly a plane? Figure skate? Whatever, it's catchy.

5. "Kitty Kat," Beyonce: On general principle, Beyone annoys me. But I have this song, and "Ring the Alarm," on my iPod. I'm admitting this to the world. And yes, Beyonce, don't think you can sing an entire song about taking away your "kitty kat" from your man and fool me. I know what you're singing about... it's controlling the pet population, isn't it?
6. "Untouched," Veronicas: I was either going to admit I recently downloaded this song here, or in the upcoming month in review. I just can't get over the violin-ish background music and the hypnotic singing. Someone help me!
7. "Fall In Love With You," Selena: Selena is a legitimate, albeit tragic, artist. So, no shame in that. The shame is that I got this song after watching the Jennifer Lopez movie and getting teary-eyed at the end. Man card, revoked.
8. "Beep" Pussycat Dolls: This isn't even one of the *ahem* good Pussycat Dolls songs. This is the single they released that kind of got glossed over, except I couldn't get enough of will.i.am and his censored rapping about vaginas* while Nicole and her backup singers danced around in leather pants.
9. "About Us," Brooke Hogan: I... well, you see... The thing about Brook is...and, you know... aww, beep it.
10. "Incomplete," Backstreet Boys: Understandable: Listening to *NSYNC or Backstreet when they first came out and everyone was overcome with boybanditis. Not as understandable: Being an adult male and listening to a former boy band making an ill-fated comeback, under the ruse you think they have "a nice sound."
* Wait, THAT'S what Kitty Kat is about! It's about censorship! *readers slowly shake heads*
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Now, dear friends, it's your turn. In comments or your own post (and let us know if you do), please list your own embarrassing iTunes inclusions. I shouldn't be the only one doing the walk of shame.


