Forget Summer Movies; These are SINGLES (or single girl) Movies!

As some of you know, I’ve been doing a little preparation and research for this 30 Dates in 30 Days experiment of mine. (Don’t know what I’m talking about? Click here to read the overview.)

Beyond registering profiles on every dating website known to man, reading relationship books and articles, and polling both single and happily-couples friends of mine, I’ve also been watching movies. A lot of them. Romantic comedies and bonafide chick flicks, especially. Some of them were complete wastes of time that provided absolutely no lessons whatsoever, but others were very helpful (and funny).

Without further ado, here are my favorites.

When Harry Met Sally (1989)
Staring Billy Crystal and Meg Ryan.

So, so funny, and still relevant, more than 20 years later. It’s sprinkled with life and love lessons, and is dating and relationships 101. Learn from their mistakes, and don’t make the same ones. (ie: That married man you’ve been sleeping with for 2/5/10 years is never going to leave his wife for you. Ever.)

Sleepless in Seattle (1993)
Staring Meg Ryan and Tom Hanks.

I forgot how much I liked this movie. Once again, it’s a goodie, and is packed with heart-warming hope.

The Ugly Truth (2009)
Staring Gerard Butler and Katherine Heigl.

I love friends who tell it like it is, and this movie does just that. Butler’s character is abrasive and rude, but he speaks his mind and sheds light on long-held guy secrets. Men aren’t complicated, and Butler’s character provides a humorous tutorial on how to be that girl.

He’s Just Not That Into You (2009)
Staring Justin Long and Ginnifer Goodwin, plus Jennifer Aniston, Scarlett Johansson, Jennifer Connelly, Kevin Connolly, Bradley Cooper, Drew Barrymore, Ben Affleck and Kris Kristofferson.

The book is way better, apparently, but I haven’t read it. And I didn’t re-watch this movie recently, either—but I remember it being helpful (and kind of funny in parts) in the same way The Ugly Truth was (but not quite as helpful or funny). While it may be hard to accept that some guy doesn’t realize you’re the super-catch that you are, it’s good to know it, so you can get over it and move on. And remember: Those couples you hear about who experienced love at first sight, or found each other on eHarmony, or were high school sweethearts 20 years ago but rekindled their romance and are now insanely happy are “The Exception, not the rule..”

… as you notice, the Sex and The City movies are not on here. That’s because they’re crap. BUT! The series—all five seasons of it—is great, and I’d highly recommend each and every episode to single girls everywhere. Yes, teeny-tiny waisted Carrie will make you feel fat (and drive you a bit crazy, too) but the show is a phenomenon for a reason.

What are your favorite feel-good chick flicks? Tell me! or leave a comment below.

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About SleeplessInSinCity

A single girl looking for love in Las Vegas, a.k.a. all the wrong places.
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