I was dating a guy I probably shouldn’t have, but I was young (22) and I didn’t know any better. He was 30, he made a lot of money, and he was the sort of guy who liked to show you how much money he made, the sort who would aggressively pay for everything just to show you how little money mattered to him. At this stage in my life, I’d be repulsed by that, but at the time I didn’t know any better (or maybe I did but wasn’t listening to the voices in my head)

Did I mention he was hot? Um, yeah. He was kind of hot, which is probably why I let myself get swept up by him instead of running away.

We’d gone out a handful of times, and while we hadn’t technically slept together yet, we’d gotten pretty close. So when he told me he wanted to take me away for Valentine’s, I was pretty darn excited and very ready for the next step.

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Boys,
Here are some things for you to consider before you decide, like my ex-boyfriend did, to show up at your girlfriend’s doorstep on Valentine’s Day wearing nothing but a strategically placed heart shaped box of chocolates.

1. Don’t do this unless you happen to look really good naked. Most guys don’t. If you have to ask, you probably don’t either.

2. Remember that it’s February, and that means cold temperatures. Are you a pasty-faced white boy? Does your skin get bright pink in the snow? Do you think this makes you look sexier? Please see my first point.

3. Again, February. Is your girlfriend really gonna want to defrost you by pressing her nice warm body against your ice cold skin? Is that a Valentine’s treat for her? Not so much.

4. Yeah, still on February. Shrinkage, boys. Shrinkage. Not so hot.

And finally . . .

5. If #1-4 are not enough to dissuade you from this plan, please make sure you are 100% certain that your girlfriend is alone in her home before you trot your naked ass over there. In particular, I would make sure that her two older brothers have not just stopped by to say hello, as this could be unbelievably embarrassing for both of you and might just kill your relationship on the spot.

Submitted by Jody, Age 27, Chicago

I got a sorry tale to tell. I was going with this mad hot chiquita who I knew from work. Slammin’ body. We’d been diggin’ on each other for a long time, and I finally got up the stones to ask her out. So we go out. Serious good time. Clothing was removed. Fun was had. I repeat: Serious good time. And our next date — you guessed it — Valentine’s Day.

Now, I’m not rich, but I know Valentine’s is a big deal so I gotta represent in a cashflow sense, dig? So, I make reservations at a top shelf seafood establishment, and we go, all pimped out in our finest attire. Let me tell you, my girl looked prime that night. And I looked good too (I must confess).

We order. Sea Bass for her. Tuna Steak for me. Rare. Midway through the meal, I start feeling queasy. I think, no problem, it’ll pass. But then it doesn’t. I excuse myself to make a trip to the Men’s, hoping for a Super-Duper Roto-Rooter Number Two to get me all cleaned out. But alas, no such luck. I come back and I’m sweating like nobody’s business. She tells me, “You don’t look so good.” I don’t feel so good. I think, if only I can get outside, get some fresh air, I’ll be fine. I pay up, and I start walking out with my girl, arm in arm.

And then, ladies and gentlemen, it hits me. Right on the sidewalk, yours truly gets down on his knees, faces Mecca, and vomits his holy guts out. It was intense. The yak splattered all over my fine blue shirt and — that’s right — my hot co-worker’s shoes.

Do I need to tell you what happened next? For whatever reason, my date seemed to find me much less sexy after my Team America upchuck spectacular, and we parted ways that night with only a kiss on the cheek. The moral of the story, my friends: Don’t order the tuna.

Submitted by Benny, Age 25, Atlanta, GA

So one of my friends got asked out about a week before Valentine’s Day. She didn’t really like the guy but decided to say yes anyways because it was so close to Valentine’s Day. So on Valentine’s Day, they went to a nice restaurant and he shocked her by saying “I think I’m falling in love with you.” She stared at him, and bolted out of there as fast as she could.

Submitted by Jess, Age 18, Canada

Valentine’s Day was probably not the best night for a first date, but we were both single and I figured it might make a good story if things actually worked out. We met at a restaurant, though I didn’t learn until we met up that she didn’t have a car and conned a friend of hers into driving her over to the restaurant at the last minute. Things started off on a decidedly low point when she asked me right off the bat if my parents were divorced because she was also looking to set up her mother, and wouldn’t it be fun for us to go out on a double-date: me and my dad with her and her mom. (My parents just celebrated their 35th wedding anniversary this past August.)

Over dinner, she began to tell me about her prior boyfriends, most of whom had been abusive in various ways. I also heard of her parents’ messy divorce, her father’s alcoholism, her repressed memories that are starting to surface (some of which involved more abuse) and about a thousand other details about her life – mostly because I couldn’t get in a word edgewise.

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This is the week for Valentine’s Stories, and the first post of our contest is coming up! If you have a Valentine’s story and haven’t submitted yet, you can still do so (click for details). Remember though, the sooner you submit, the sooner your story gets posted, the longer time you have to rack up lots of high votes and tell your friends. Reminder: Judging: honor’s system: rate each story once, and whichever story has the highest rating come Valentine’s Eve is our winner (with more than 10 votes minimum).

So now, without further ado, I bid you enjoy the stories of HNTGL’s first ever Valentine’s Contest!

— Stewart

I was spending my summer on Cape Cod, and I’d managed to start dating this local girl (we’ll call her Kate) who was on the verge of being out of my league. Young, beautiful, taut, frequently in shorts, you get the picture. And she was a good girl too, not the sort who was gonna sleep with any old guy who blew into town. And I liked that. But my point is: I knew I had to pay my dues if I wanted things to get as physical as you better believe I wanted them to get. I had to be the good boyfriend.

She had a little brother. Cute kid, maybe eight years old. I’d met him once and we’d hit it off. “I love that my brother has so much fun with you,” she’d said. Later that day, Kate’s bra came off for the first time. My simian male brain made the following connection: nice to Kate’s brother = hot love with Kate. This would be my undoing.

Couple weeks later. Big party at her parents house. Real WASPy New Englandy fancy backyard affair. I wore my best slacks, my best shirt, and my only blazer. Kate was fancy too. And deadly gorgeous. I was in lust, but had to control it until later. I had a feeling it might be my lucky night.

But first, I’d lay the groundwork. Play with the little brother. And so I did. I made him laugh. I used funny voices. Stupid voices. Probably-not-so-attractive-to-the-opposite-sex voices. I was silly. Too silly. I played pretend. WAY too well. I really had a blast with this little kid. Too much of a blast. Throughout the afternoon, I could see Kate slowly losing her interest in me, but I used all the wrong tactics to get it back. I doubled my efforts. I played tag with this kid. Football. Badminton. I got sweaty. And not just sweaty. I got arm-pit stained funky smelling unkempt hobo-at-the-tea-party sweaty. Really not a turn-on. And by the time I realized exactly how royally I’d screwed myself, it was too late to do anything about it.

Would I see her that night? No, on second thought, she really ought to help her parents clean up. And the next day? Well, maybe she had enough time for a movie, but not much else. You get the idea. A slow fadeout. To this day, I’m still kicking myself…

Submitted by D. White, Age 33, Philadelphia, PA

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