Some literary heroes are so dreamy that you can’t help but imagine what would happen if they were real. We’ve taken the liberty of detailing your first dates with some of fiction’s finest. You’re welcome.

Heathcliff will take you to an dark, indie, art-house movie, maybe something French, and at the end of the night, you will stammer something about how “the juxtaposition of light and dark creates interesting implications about the, uh, innate goodness of all man–that is to say–personkind?” He’ll glare and call the entire film “overwrought nonsense,” and make you feel stupid for even trying not to look stupid. But then he will call you five times the next day, so maybe he does like you? But then he will start going out with your best friend, so maybe he doesn’t? He’s really hard to pin down.
Edward Cullen will take you to a charming Italian restaurant that you have to go through a garden to get to. He’ll be on a first name basis with the entire staff and will order for you in fluent Italian. At first you will be annoyed that he ordered without asking what you wanted, but when the order is exactly what you are craving, you’ll realize he read what you wanted in your mind. He will smirk to himself whenever anyone asks if he is hungry (BECAUSE HE IS A VAMPIRE GET IT YOU GUYS?), and at the end of the night he will not kiss you unless you agree to marry him, because he respects you too much to let you choose how to live your life.
Romeo will one, be 16 years old, so check your state’s age of consent, and two, be on a relationship timeline that is uncomfortably fast. At the Mexican place he takes you to, midway through the guacamole he demanded you share, he’ll mention that he just got out of a serious relationship. When he says “just got out,” he doesn’t mean last week. He means he text-dumped this girl as you waited to be seated by the maître d’. Before your entrees come, he will have changed his Facebook relationship status to “married.” If you’re not turned off yet, just wait! By dessert he will have killed your cousin, been banned from the restaurant, and committed suicide when he couldn’t find you after five minutes of searching (you were in the bathroom).
Jay Gatsby will arrive for your date impeccably dressed. He’ll take you on a carriage ride tour of NYC; you’ve heard that he owns the stables where the hansom cabs board their horses. You’ll have box seats for an opera at the Met; you’ve heard they’re courtesy of a recently-gone-public startup he has a majority stake in. He’ll take you for a go-cart adventure; you’ll hit and kill a squirrel. He will demand to take the blame, should you ever be caught. It is then that you will see the madness in his eyes and the naked store mannequin in his trunk. You’ll hop out of his car at the corner where you live, hoping to hide your exact address. Fifteen minutes later, honking will draw you to your window, where you will see that Gatsby has not driven away; he’s sitting in his car, staring at the green light.
On your first date, you and the Phantom of the Opera will go to see an up-and-coming band at a local dive. You’ll be unimpressed with both the music and the company, but Phantom will keep talking about how his life has been changed by this experience you’re having together. After the fourth time he says, “I don’t know how I could live without you,” you’ll find an excuse to go. The next day, Phantom will start texting you hourly, flying into a jealous rage if you don’t respond within five minutes. His passion makes you feel wanted; his collection of human hair clippings makes you feel nauseous. A week later, when you agree to go out with your friend’s co-worker, Phantom will show up at the bar and start a fight, dragging you into a cab and refusing to let you leave until you lick his cheek. When someone tries to serve Phantom a court restraining order, they’ll find his apartment completely abandoned, except for a creepy handwritten note with your name on it. Then he will come back in the worst musical sequel that has ever been made.
These were absolutely hilarious! My favorites were Heathcliff and Romeo.
That was funny XD. Romeo made me laugh the most I think…
THE PHANTOM oh my gosh. Just wonderful, Figment, as usual. X^D
Should have put him as Eric though. That’s his name.
Romeo and Phantom just made me die from laughter!
Well, if not before, now I know for sure that I’ll just stay home this Valentine’s day. XDDD
Ahhhh amen to the last comment about the sequel…that was such rubbish. Like, there aren’t words. But this definitely made my night.
Why is Darcy not here?! Seriously? Most wanted man of ALL TIME… And we are literary nerds, soooo we would appreciate it!
the rest of the list? Best list ever!!!
Yes, and Mr Rochester???
I am not sure what one I like the best…they are all so good!
ohhh Edward what would we do without you…so dark and mysterious LOL
I LOVED the Romeo one. But the Gatsby one was good too haha
Agreed, Mr. Darcy should totally have been there, they could’ve gone to TOWN with him XD! So Hilarious, I had to read it after I saw the one about Edward Cullen “respecting you too much to let you choose how to live your life.” Priceless!!!
Ahh, you guys are geniuses!! How do you come up with this stuff! It’s epic!!
I don’t like half of these guys… Fine, any of these guys – Edward Cullen NO WAY… Gatsby, no not really… Romeo – if he shut up a bit more… And I’m not particularly fussed about Heathcliff or The Phantom, either…
Am I the only one who thinks this?
Nope. I feel that way too!
Love this! Poor Romeo. He will live on in infamy as a hopeless. romantic. Lol. I think all the other suggestions for missing leading men like Darcy are great. I would like to see one written for Howard Roark! Long live The Fountainhead.
Oh my gosh, I almost died. SO funny.
“His passion makes you feel wanted; his collection of human hair clippings makes you feel nauseous.”
LOL!
I really liked this! Romeo was the one that made me laugh, as well as the Phantom’s.
I can’t stop laughing.. XD
Haha, these are great!!!
That was so funny! Very fitting descriptions lol
Date with FitzWilliam Darcy
Mr. Darcy will meet you at a country club party that is way out of your league, hang around the cool girls while sneering at you and your family while your cousin from Kansas goes around zealously evangelizing his new manure fertilizing compound and telling offensive jokes. By the time you’re enjoying yourself with a hot guy who seems to be into you, Darcy ruins that, too , by running him out of the country. He dosent save face by Breaking up your sweet sis with the guy of her dreams. So his proposal to YOU dosent go over too well. Not until he makes up for everything by sending a lengthy email appologizing for his behavior, telling you the truth about said hot guy, saving your cousins fertilizer business from going under as an angel investor, and bailing your lil Sis out of jail when she gets too involved with said hot guy and nearly ruins the family reputation, not to mention straining the meager family budget with her mondo bail…which Mr. Darcy also takes care of. Good thing he proposes again; first impressions aren’t always a lasting thing!
The thing about the squirrel in Gatsby’s was so cruel but I couldn’t stop laughing!
I’m just saying, but I think the worst dates are Romeo and Phantom!…But all were hilarious!!!!!!!!!!!
It doesn’t seem Edward Cullen is as bad as the others, he also doesn’t look as ridiculous. Kind of discriminating, I would say.
BWHAHAHAA! Oh my gosh! All these descritions were PRICELESS. I laughed so hard with the Phantom (because I am a huge fan) because it is so true! LOL, love it all.