After psycho Ryan and I broke up, I went on over 30 excruciatingly horrible dates before running off across the ocean and (literally) bumping into Marco, the current incumbent in my love life and my presumptive husband-to-be. While I can't remember much more than snippets of mental pain from most of these abominations, a handful of them have permanently seared themselves into my bottom five list of worst dates ever. Here they are (in no particular order) for your Schadenfreude.
#5) The Comedian
He is your classic internet dating disaster. Online he comes off convincingly enough that you think you've covered your bases and double-checked your Google searches. He seems witty, ambitious, intelligent, and kind. His photo implies he's not bad looking, but he's no Gael Garcia Bernal either.
Swoon! Thank you, Mexico.I digress. (Is it hot in here?).
When he asks me out for dinner, I suggest lunch instead (much easier to evade a creepy guy during daylight hours when shops are open). He's a little chubbier than in his picture, but dating psycho Ryan has taught me that picture-perfect is definitely not everything.

We head to my favorite Thai place and order crispy rice squares as an appetizer. I'm halfway through thinking that this isn't so bad when he starts telling me he's a comedian. The pleasant muzak record in my head stops abruptly. This can only end badly. Don't get me wrong, it's not that I don't appreciate a little Robin Williams: Live on Broadway or some good Frank Caliendo or Margaret Cho, but my intuition is telling me it's all downhill from here.
[Sidenote: I once told Ryan that I thought women tend to have better intuition than men do, and he flipped out, pulled the car over, and proceeded to lecture me on women's inferiority to men as noted in the Bible. Yeah....that should have been my first sign, right? Alas, I was young and he was brooding and sexy.]
Sure enough, The Comedian starts cracking jokes.....WITH SOUND EFFECTS. And I don't mean "vroom vroom, it's a car!" - I mean farting, burping, and anything else that he can think of. The man actually rips one between shoveled mouthfuls of crispy rice. At this point, he's attracting the attention of the waiters, standing on his chair doing the chicken dance. The sad part is, it's only funny in retrospect. If this was one of my friends, family members, or anyone else with whom I have a close relationship, I could handle this. But a stranger on a first date? Fuhgettaboutit. I'm mortified. So I do what any good Batgirl would do - I climb out the bathroom window. The next day I get a message from him: "Hey bitch, you owe me $10." Lovely.
When he asks me out for dinner, I suggest lunch instead (much easier to evade a creepy guy during daylight hours when shops are open). He's a little chubbier than in his picture, but dating psycho Ryan has taught me that picture-perfect is definitely not everything.
We head to my favorite Thai place and order crispy rice squares as an appetizer. I'm halfway through thinking that this isn't so bad when he starts telling me he's a comedian. The pleasant muzak record in my head stops abruptly. This can only end badly. Don't get me wrong, it's not that I don't appreciate a little Robin Williams: Live on Broadway or some good Frank Caliendo or Margaret Cho, but my intuition is telling me it's all downhill from here.
[Sidenote: I once told Ryan that I thought women tend to have better intuition than men do, and he flipped out, pulled the car over, and proceeded to lecture me on women's inferiority to men as noted in the Bible. Yeah....that should have been my first sign, right? Alas, I was young and he was brooding and sexy.]
Sure enough, The Comedian starts cracking jokes.....WITH SOUND EFFECTS. And I don't mean "vroom vroom, it's a car!" - I mean farting, burping, and anything else that he can think of. The man actually rips one between shoveled mouthfuls of crispy rice. At this point, he's attracting the attention of the waiters, standing on his chair doing the chicken dance. The sad part is, it's only funny in retrospect. If this was one of my friends, family members, or anyone else with whom I have a close relationship, I could handle this. But a stranger on a first date? Fuhgettaboutit. I'm mortified. So I do what any good Batgirl would do - I climb out the bathroom window. The next day I get a message from him: "Hey bitch, you owe me $10." Lovely.
[By the way, Lex is now surely sitting behind his computer screen, reading this and going: "Hmm, $10 with 5% interest amortized over approximately 4 years since you've been on that date....economic implications.....supply and demand.....Euler's theorem......Golden Ratio blahblahblahblah." He's so awesome.]
#4) The Sprinkler
I'm sitting in a dark jazz bar with a Caipirinha, waiting for a blind date with which my roommate's cousin's dog's flea's uncle's second cousin's aunt's owner set me up. (You get the idea). On stage a woman in a red sequined dress is performing the most horrible rendition of "Summertime" I've ever heard. It sounds like she's a drunk, tone-deaf chain smoker with a feather boa stuck down her throat.
My blind date walks in looking very emo-chic in a corduroy blazer, converse high-tops, and faded dark jeans. Hmm...I like. He orders an Appletini (er...ok) and sits down across from me in the padded booth. Our conversation navigates its way pleasantly through both deeper and more casual topics, and I'm beginning to like this guy.
As I sip my drink, I suddenly feel a fine mist cover my face and douse my silk shirt. My first instinct is: "Who set off the fire sprinklers?", but it's my date - he's choking on his drink and spraying the contents of his mouth all over me. While slightly miffed, I'm also amused - this is the kind of thing that only happens in movies. I'm all prepared to laugh it off when my date starts profusely apologizing and just.won't.let.it.go. Seriously, the man spends the next half hour almost in tears telling me what an ass he is. Ok, so it's a little bit over the top, but I can deal.
Just as I'm about to shift gears and get back into our conversation, he starts crying. Now as I've noted previously, I'm uncomfortable with sudden intimacy. I try to calm him down, but he just dissolves into a fit of sobs. "I hate myself I hate myself I hate myself I hate myself" comes out in garbled, snot-filled intervals. This man has baggage, and I'm jumping ship. I flag down the waiter, pay our bill, get The Sprinkler into a cab home.
Holy crap.
#3) The Mountaineer
Lex would argue that this doesn't count as a first date, since it was more of a horrible first encounter, but I'm including it anyway because it was scary and taught me to be more careful.
I'm sitting at a presentation about people who have overcome obstacles to achieve their goals. The guy speaking is a tall lumberjack sort who likes to hear himself speak. He's telling the audience about his successful conquest of the seven tallest mountains in the world. As we're filing out of the room, he pulls me aside.
Mountaineer: I couldn't help but notice your interest in my story.
SaN: Uh, yeah, sure. Very cool. Good job.
Mountaineer: You want to go out for a drink sometime?
SaN: That's really nice of you. I know it takes a lot of guts to ask a girl out, but I'm not interested. Thanks, though.
Mountaineer: I'm not taking no for an answer.
SaN: Uhh....sorry, but that's my answer. I gotta go. Good luck with your climbing.
As I'm waiting for the elevator to close behind me, he grabs the door and squeezes himself in with the rest of the crowd. I have to go to the 6th floor, but the rest of the people in our elevator get out at the lobby or on lower floors. Mountaineer is now making me very uncomfortable. Suddenly he turns to me and says "I'm not accustomed to not getting what I want." I ignore him, which infuriates him. He corners me in the back of the elevator. "Come on, just one kiss." Shit shit shit shit shit shit shit!!! The only thing I can think to do is to spit in his face and knee him in the balls. Luckily he crumples to the floor right before the elevator door opens and I run out as quickly as I can, hoping to break one of his fingers with my stilettos in the process.
#2) The Aussie Googler
Internet dating is the devil. (See #5). I met a nice enough Australian guy online, and eventually we decided to go out for coffee. As I'm standing in line at the coffee shop, I hear a voice behind me. "You must be SaN." Ummm, ok. Kind of weird, but whatever. "How did you know?" I ask. "Oh, I recognized you from your photo." Strange, since I hadn't put up a photo. Maybe I had sent him one - I couldn't remember. We sit down with our mugs and start talking. He starts asking me all sorts of questions that sound eerily familiar. He's pushing all the right buttons, but it feels like a script. Finally I ask him "look, did you Google me or something? It's ok to tell me." Yes, he admits, he has. That's creeps me out. I excuse myself and tell him I'm leaving. As I would later find out, not only had he Googled me, but he had messaged my friends to find out more about me. Since I hadn't checked my email in a couple of days I wasn't aware that they were sending me messages saying "Hey, I got this weird request from some guy today. Isn't this the person you were talking to online?" Note to self: check all email before a blind date. Grrr..... A week later there's an email in my inbox. "Want to hang out again?" I delete my profile off the site.
#1) The Argentine Double-Tango
My friend Claire and I are on a double date with two guys from Argentina. We're at an enoteca downtown and thoroughly enjoying our Chilean reds. A1 and A2 are funny, charming, the whole deal. When they ask us if we want to go dancing at a salsa bar, we don't hesitate. Claire and I share a passion for older (not old!) men, Latin music, and a great pair of shoes. Heady from the wine, we show off our best moves on the patio in the warm autumn air. The whole deal feels like a photo montage out of a dance movie. When A1 and A2 invite us back to A1's apartment for a nightcap, we look at each other and shrug. Why not? The dancing continues at A1's apartment, as does the wine drinking. Around 3:00 AM Claire and I yawn. It's time to go. As we're about to walk to the door, A1 and A2 pull us into a side room and starting gunning for a foursome. Hard. If it weren't for the wine, Claire and I would be out the door screaming, but tonight it's just hilarious. We push them away with definitive "no"s (in English and Spanish) and stumble down the brick sidewalk laughing and hollering until we find a cab and head home.
So there you have it. Hope you enjoyed the train wreck. Thanks for tuning in.
Lex will be berating me for my lack of judgment later tonight.

