Bad Boyfriend Stories

The hubster and I are going to spend a week in my Sweet Home Alabama soon which means it’s time for me to select a vacation read. Right now I think the book I’ll be packing up in my Isaac Mizrahi bag is “What Was I Thinking?: 58 Bad Boyfriend Stories.” This book is a collection of first-person essays about that moment in a relationship when you realize that no matter how much you like your partner, things simply cannont and will not work out.

I’m thinking this book will probably have me reaching for a pen to jot down some bad boyfriend stories of my own, and Lord knows I have plenty of them.

There’s the one guy I stopped talking to because he pronounced words like street and straight as “skreet” and “skraight.”

Then there was the guy who cheated on me with my best friend. (My best friend was a guy.)

Oh, and I can’t forget the one who thought an idea of a good date was me helping him take inventory of his wardrobe. (At least he always looked nice.)

I could go on and on, but I actually remained friends with most of my ex-dudes and some might even be nice enough to read this blog. So I’ll stop.

It’s your turn. What are some of your bad boyfriend or girlfriend stories?

Also, tell me about some of your favorite vacation reads.



  1. – Oh, and I can’t forget the one who thought an idea of a good date was me helping him take inventory of his wardrobe. (At least he always looked nice.)

    For the record, that was NOT me.

  2. — When I looked in his closet to see what size jeans he wore (so I could buy him some for his birthday), and a shoebox full of pictures and letter from another woman tumbled down. As it turns out, he’d been cheating on me with her for a year. She lived 45 minutes away.

    — When he showed up for our date wearing a camoflauge print fanny pack, filled with stuff. Hell to the no.

    — And when I had a blown out knee, one guy asked to borrow my leg brace so that his roommate could pretend he was injured and get out of work. I was drugged up, so I let him take it and then he didn’t come back for 6 hours. And I couldn’t walk to the bathroom. DUMPED!!

    A good vacation read: The Idiot Girl’s Action Adventure Club by Laurie Notaro.

  3. Maisy, these stories are excellent! I hope you’re going to use some of this for your future book.

  4. I know, right? I’ve dated some winners. Glad you liked ’em. LOL

    (I forgot to add that when my leg-brace stealin’ bf and his roomie finally returned, they had a 12-pack of beer, 8 of which were gone. So they were just sitting around drinking somewhere while I was trying not to pee my pants.)

    I am so thankful for Kyle every day. 🙂

  5. LOL @ Edd. Maisy those are hilarious stories.

    Sorry don’t have any of my own to share.

  6. well, there was the one who was had another girlfriend the entire time we were together. in fact, he was dating her before he was dating me.

    then there was the guy who went cried when i dropped him off at the airport for a trip because he said he was going to miss me so much. but when he came back, he acted like he barely knew me. oh, and he was only gone for TWO DAYS.

    i could go on and on…

  7. Ok so let me add further to the bf who slept with the best friend story. The guy who was the best friend was my boyfriend at the time. So here is the sum: Javacia’s boyfriend and my boyfriend slept together! Javacia and I were sick to our stomachs. How messed up is that? Oh J, how can you forget the one that we STILL don’t know how old he is?

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