From Before Marriage, A Cautionary Tale
Go and check out Lilu’s site for more information on the TMI Thursday tradition. Essentially, you write a post in which you give too much information. You do this on Thursday. See how that works?
Prologue, In The Beginning:
Once upon a time there was a single lady. We will call her Jillian. Jillian had a horrible affliction. She was cursed with mind boggling insecurity-itis. Jill tried to mask the effects of her mind boggling insecurity-itis by sleeping with anything that moved. This particular treatment option often made the condition worse, resulting in embarrassing, yet retrospectively hilarious, situations.
Brief Disclaimer: I would not She would not recommended this strategy for other sufferers.
Chapter 1, The D-Bag Commeth:
Our heroine is enjoying a cocktail at her favorite yuppie establishment with a few friends when she notices The Quintessential D-Bag Guy at the end of the bar. This guy? Totally rocking a Stone-Phillips-circa-1998 haircut. Also? Quoting the movie Wall Street. Lastly? Talking just loud enough to ensure that everyone in a 10 mile radius could hear him and his financial wizardry. This display of utter douche-baggery had a strange effect on Jillian. She wants to own him. She wants to make him cry. But like in a sexy way. (Have I mentioned that this was before I began she began therapy?) The hunt is on.
Chapter 2, How To Drink Hustle In Three Easy Steps:
Jill decides to make her move. She approaches the bar where Mr. Awesome is standing, makes eye contact, smiles and then proceeds to ignore him. She orders her drink and looks bored and disinterested while the bartender does his work. Then Mr. Awesome says the magic words, “Can I buy you a drink?” Jillian has him right where she wants him, ready to shell out twelve dollars for the possibility of some ass.
Chapter 3, It Can’t Be This Easy:
Several drinks, and what seems like hours of non-stop talk about his workout routine, later, Jillian is ready to throw the gauntlet. As Mr. Awesome is in the middle of a complicated explanation of how he sculpts his sweet delts, Jillian interrupts with her own magic words. Words guaranteed to make any man stop talking about his favorite song to rip to at the gym. “I’ve always wanted to have sex in the bathroom here, what do you think?” Mr. Awesome falls down, seeming to have suffered some kind of stroke, but quickly recovers. “Um, well, oh whoa, I mean, uhhhh, yeah!” Wall Street: The Movie didn’t prepare him with comebacks to a line so forward, so his brain stopped working.
Chapter 4, Oh But Sir, It Is This Easy:
The couple has made it to the ladies room (because having sex in the men’s room is just plain trashy), last stall, and things are getting hot. There is making out, touching of bathing suit areas, hiking up of pencil skirts, unzipping of pants when something happens. Something sticky and premature. Something that is going to force Jillian to have an uncomfortable conversation with her dry cleaner.
Chapter 5, The Aftermath:
The awkwardness is unbearable. Mr. Awesome’s vocabulary has been reduced to the following phrase, “That’s never happened before,” repeated each time with increasing urgency and volume. It seems Jillian has suffered a stroke herself. She appears unable to move, or speak, or function. Finally she gets her brain parts to convince her leg parts to start moving. The leg parts now understand the gravity (and messiness) of the situation and start hauling toward the nearest exit.
Chapter 6, The D-Bag Returneth:
As Jillian hurtles toward the exit, praying to Jesus to just let her get the hell out of the bar before Mr. Awesome gets his shit together and sees her, she runs into her friends. Friends with confused faces. Confusion that becomes mocking laughter. Just as Jill is starting to see that this is maybe just a little bit funny, Mr. Awesome finds her. DUN DUN DUN! Normal people are probably saying to themselves, “Why the fuck would this guy want to talk to her after what just happened?” To which Ishe responds, “Congratulations, you passed the test. Only a douchebag would understand that kind of logic, so you sir, are apparently not a douchebag.” In fact Mr. Awesome wanted Jillian’s phone number. Because further contact was clearly necessary at this point.
Chapter 7, Fear and Loathing (Mostly Just Loathing Though) In New England:
Jillian wakes up the next morning full of self loathing.
Epilogue, Recovery:
Our dear Jillian is now using a much more effective method to manage her mind boggling insecurity-itis. Sweet, sweet, glorious therapy. She’s been off of douch bags for four years now. Praise be to Jesus. Amen.



Oh. MAH. GAW!!
That is HIGHlarious! And horrifying!
You’ve inspired me to begin TMI Thursdays. Just like you inspired me to wear shorts and a tucked-in button down today. Also maybe that was the Canadian Jillian on The Bach on Monday … on her Spain date.
Also I thought I heard you got rid of the math … dirty rumors.
Ahh- I love the button down and shorts combo! Its a regular in my rotation. And I am very excited at the prospect of a Jenni TMI Thursday post. It better be awesomely dirty.
You? Are a freaking CHAMPION.
You should have at least let him pay the dry cleaning bill…
Damn! Do you think its too late to track him down and demand the cash?
Wow… I’m amazed.
Amazed that I would share such a slutty story? Amazed that I would do such a thing in my wayward youth? Amazed at my amazingness?
Amen LiLu, even Trey offered to pay Charlotte’s!
I high five you!
::virtual high five::
I didn’t want to leave you hanging.
You little skank, I love it. I MEAN your friend.
I am trying to get off the douchies. Then I can get married and be cool like you!
You’re already waaaay cooler than me, but yes, d-bags are awful.
dude! that was awesome! way to go jesus!
alternate comments included: the d-bag totally did cometh!
Jesus is awesome! Go Jesus indeed.
You ARE the hero of your own story! and you slew the dragon
I think your math is a little off here.
Guy asks girl to fuck him in the bathroom = Douchebag
Girl asks guy to fuck her in the bathroom = Slut
Whoa, whoa, whoa.
Are you saying that is was slutty of me to proposition a man for sex in a bar bathroom? No.way. I don’t understand your logic. You mean, its not classy and ladylike to have sex with people you just met in a public restroom? I don’t think I understand. You are blowing my mind here!
man, when that said something about a drycleaner, I thought hairdryer…and was picturing talking to your hairdryer, preparing it for the messy aftermath it was about to “dry” ….I don’t know. I guess it’s because I never owned any fancy-schmancy outfits lol
I been down the mind boggling insecurity-itis alley many-a-time. It’s great for TMIT, though
Yes, the mind boggling insecurity-itis is a great source for TMIT stories.
Glad I’m not alone there!
Well, at least that didn’t leave y’all enough time to get caught. *ahem*
Hahaha- very true! There’s always a silver lining!
I’m saying there is not enough evidence to convict this man of being a douchebag. If talking loud and quoting movies makes you a douchebag then everyone’s been a douchebag at one time or another.
Actually, I’m fairly certain you were saying that I’m a slut. My morals may be sub par, but my reading comprehension is just aces.