Category Archives: Dating & Hating
He Had The Key To Her Heart, But Not Her Jail Cell
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Last month, my friend Jill spent the night with the guy she was seeing, Kyle. There was only problem: His parents were extremely strict and she wasn’t actually allowed to be there.
They were planning on beating the system by waking up at 7AM, before his parents woke up. Naturally, they overslept.
At 9:30AM, Jill called our friend Marissa.
“Mariss, you have to come get me,” she frantically whispered. I’m hiding out in Kyle’s basement until his parents go out to breakfast.” Continue reading
Is That Your Thong Wrapped Around My Chihuahua’s Head?
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My friend Marissa (the fake belly dancer) told me a hilarious story that reminded me of one of my favorite episodes of Frasier.
One morning, after spending the night with her boyfriend, she started getting dressed to go home. Unfortunately, she was missing something: her thong. She looked all over his room, and then eventually gave up and left the house commando.
Later that day, her boyfriend called her hysterically laughing. Continue reading
When Having Alley Sex With A Hooker, Always Be Sure To Look For A Five O’Clock Shadow
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I have a bunch of friends that work in the sanitation department – and let me tell you…those guys have some stories.
Fel-Lay-She-Oh-No!
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The following is a guest post from a JenAndMen reader (who I’ll call Frank). Frank emailed me at JenAndMen@hotmail.com to tell me about a time he was caught by an uncle of his girlfriend-at-the-time, while she was…well, while she was doing something that no one would ever want their uncle to see…
Giving New Meaning To “A Balcony View”
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Two of my good friends, Lucy and Jack, went on vacation to Aruba a few years ago. They had a beautiful room, but were a little annoyed that it wasn’t beachfront but, rather, on the third floor. Rather than let it ruin their trip, they decided to see the light in the situation — privacy.
One afternoon after going for a swim they decided to “consummate their love”. Anyway, after about a half hour, Jack saw something in the corner of his eye, which made both of them turn toward the window. Horrified, they came to a realization: Close the curtains even if your room isn’t on the ground level. Continue reading
Ever Notice The Person That Makes You Feel The Best Can Also Make You Feel The Worst?
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If you’ve ever been in love — or at the very least happy with someone — you can attest to the fact that the person you’re with can affect your entire mood. A fight can make your day miserable and making up can chase that black cloud away immediately.
I guess the real question is, How can someone that makes you feel so great also make you feel so horrible? They can make you feel like you’ve finally got it right; you’re not alone, weird, destined to die by yourself. Then, in the drop of a hat, something they say can make you feel all those things ten-fold, because you thought you had found the person you were meant to be with, and now you’re second-guessing them, the relationship, and yourself.
Guys, Just Look Pretty & Don’t Speak; I Like You Better When You’re Silent
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Girls always get the bad rep of having big mouths, but I’ve come to realize over the past 10 years of dating that I like guys a lot more when they’re completely silent. I have yet to come across a guy that didn’t piss me off at least three times a day. And that’s seriously low-balling it.
It’s as if they go out of their way to piss me off, hurt my feelings, disgust me, or flat out repulse me. I only date good looking guys, so really if they just called, texted, and spoke less, I really feel like we’d have a better shot.
I Sent A Guy A Text About Another Guy By Accident!
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This is just sad on my part. I was once talking to my friend Chris about a guy I had been seeing a couple weeks prior. The conversation turned to whether or not he was a good kisser. I proceeded to go into detail about his terrible kissing skills. Then I looked up at the name on my iPhone screen.
It. Wasn’t. Chris’.
I realized that I had been sending these texts to a new guy, David, I was talking to! FML isn’t even the word. Continue reading
“Jen, Your Eyes Are Dark Like Shit So Maybe They Have Blood & Bile In Them”
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No, that quote is not made up. Sadly, it was said to me while on a first (and clearly sole) date with someone.
I once went on a date with someone I met in a bar. I had only spoken to him for a couple minutes when he told me he had to run and asked for my number. We texted for the next week, and spoke on the phone for a little over an hour one night. Then he asked if I wanted to go to dinner that weekend.





