Tapped Out Premium Walkthrough: Chester Dupree

Hey Howdy Hey Tappers!

Level 41 is upon us (for nearly 2 weeks) and with it comes Chester Dupree, a brand new (never before seen) character that’s Dr. Hibbert’s brother in-law!

For those of you who don’t know Chester Dupree is a premium character you can puchase for 15o donuts & comes with an unfinished shed.  The Unfinished Shed is a running joke in the show and apparently a running family joke for one of the writers at Gracie Films.  (as is almost every other gag on The Simpsons!)  Chester is here to make Dr. Hibbert’s life…miserable!  If he’s not already, he’ll soon regret telling Moe he was lonely!  (You can check out Wookiee’s WDTCF and the Chester Conspiracy Theory for more backstory on Chester)

So now that Chester has been in our games for almost 2 weeks, we figured now would be a great time to post the full dialogue you’ll encounter when you pull the donut trigger and get Chester for your Springfield.  Here’s a great place to catch up if you missed any of the funny dialogue.  It’s also a great place to see what you might be missing if you decide again purchasing Chester for your town.

So now enough talking…let’s get to walking shall we?

Prelude dialog…all Tappers will see this.  It’s to get you to be more intrigued about Chester…

Dr. Hibbert: I’m tired of seeing all this garbage in my examination room.
Homer: I have ears, Doc!  And they’re full of fire ants, which is why I’m here!
Dr. Hibbert: Sorry Homer.  I wasn’t referring to you.  I just need to find some storage for all this clutter.
Homer: I know – you could build a shed!  Building a shed will be a watershed moment in your life.  But build a land shed, not a water shed.
Dr. Hibbert: Funny you mention it, I did have a shed once.  Or the start of one anyway.
Homer: You did?  Where is it?  Will you let me borrow it?  Come on, stop hogging it for yourself!
Dr. Hibbert: I’m sorry to say it never got finished, Homer.
Homer: You’re shedding me.
Dr. Hibbert: My useless brother-in-law started working on it and then ran off with the money.  And the shed.  I never should have put wheels on that shed.
Dr. Hibbert: Did anyone else get a gold chill down their spine?  A-heh-heh-heh.

Here’s what will appear once you purchase Chester..

Hibbert’s Got Shed Pt. 1
Dr. Hibbert starts

Dr. Hibbert: Bold move showing your face again after running off with my money, Chester.
Chester: Sorry Doc, but you know how it is.  I owed people money.
Dr. Hibbert: Yes, I know exactly how it is…. because you owe ME money.
Chester: Don’t worry, I’ll pay you back.  I know this guy who’s a real sucker.
Dr. Hibbert: Oh yea, who’s that?
Make Chester Borrow Money from Dr. Hibbert– 1hr, Earns $175, 43xp (requires Dr. Hibbert)

Hibbert’s Got Shed Pt. 2
Dr. Hibbert starts 

Dr. Hibbert: I’m not going to loan you money just so you can pay me back the last money I loaned you.
Chester: If it’s any consolation, I wasn’t actually going to pay you back.
Dr. Hibbert: Is that what they taught you in prep school?
Chester: No, they taught us trust fund management and housekeeper Spanish.
Dr. Hibbert: In case you haven’t noticed, the last three of my dialogue icons were “Annoyed”.  I didn’t even know I had an annoyed icon until you showed up!
Chester: That’s great!  So about that loan….
Dr. Hibbert: No!!!! *chuckles* NO!!!!
Make Chester Throw an Entitled Tizzy– 4hrs, Earns $260, 7xp

Hibbert’s Got Shed Pt. 3
Dr. Hibbert starts

Dr. Hibbert: That was quite a tantrum.  A couple more seconds and I’d have had to put you under sedation.
Chester: Damn, missed out again.  I’m almost as unlucky as the lady in the wheelchair I flipped.
Dr. Hibbert: What the hell is the matter with you, boy?
Chester: Well, for one I’m having trouble sleeping.  I think it might be your couch.  You should consider upgrading.
Dr. Hibbert: I think you might have a case of what we doctors call affluenza.
Chester:  How come I get the couch anyway when you get a bed?  I’m the guest!
Dr. Hibbert: You’re about not to be!
Make Chester Apologize to Dr. Hibbert– 6hrs, Earns $575, 145xp (requires Dr. Hibbert)

Hibbert’s Got Shed Pt. 4
Dr. Hibbert starts

Dr. Hibbert: I’ve had enough idle pestering Chester.  If you want money, you’re going to have to earn it.  You can be responsible for opening the blood collection clinic today.
Chester: But I’m afraid of blood.
Dr. Hibbert: I thought the only bodily fluid that scared you was sweat.  Fortunately, the patient’s heart will do all of the work.  All you have to do is make sure the patient doesn’t die and give them a cookie.
Chester: Got it.  For every patient I keep alive, I get a cookie!
Place the Bloodmobile- $132,000
Make Chester Open the Bloodmobile for Business- 8hrs, Earns $420, 105xp
Make Springfielders Donate Blood– 8hrs x10.  Send 10 Springfield residents to donate blood.  Earns $275, 70xp non-premium characters and $420, 105xp premium characters
Here’s a list of who can donate:
Homer, Lincoln, Agnes, Apu, Barney, Arnie Pye, BHL, Booberlla, Brandine (if she’s not pregnant of course), Brockman, Bumblebee Man, Carl, Chalmers, Wiggum, Cletus, CBG, Mr. Burns, Flanders, Disco Stu, Dr. Nick, Tatum, Duffman, Fat Tony, Grampa, Hank Scorpio, Herman, Jasper, Judge Snyder, Kang, Kodos, Kearney, Kirk, Kumiko, Legs, Lou, Lenny, Louie, Lugash, Luigi, Marge, Mindy, Miss. Springfield, Moe, Moleman, Mr. Costington, Krabappel, Otto, Patty, Frink, Quimby, Rev. Lovejoy, Sea Captain, Selma, Snake, Suzanne the Witch, Grumple, Rich Texan, Tribal Chief, Willy, Wolfcastle, Krusty, Sideshow Mel, Dr. Hibbert, Eddie, Luann, Tom O’Flanagan, The Yes Guy, Sanjay, Manjula, Miss Hoover, Cocoa Beanie, Fr. Sean, Mr. Largo, Shary, Hugs, CCL & Rex Banner

Hibbert’s Got Shed Pt. 5
Dr. Hibbert starts

Dr. Hibbert: So you didn’t sell the Bloodmobile for parts?  I’m impressed, Chester.
Chester: Please, I’m not a monster!  Also I couldn’t find a fence.
Dr. Hibbert: Why don’t you hand over the keys and go pick up some more gauze?
Chester: Sure, I just need some cash.
Dr. Hibbert: Hmm, that’s a Catch 22.  If I leave you here, you might endanger a patient, but if I give you cash I might never see you again.
Chester: Personally, I wouldn’t trust me with a patient.  Or with cash.  Or with any sort of moral conundrum.
Homer: Enough with the yapping!  I demand my cookie and juice in exchange for a pint of blood!
Make Homer Donate Blood– 8hrs, Earns $275, 70xp
Make Dr. Hibbert Run the Bloodmobile– 8hrs, Earns $275, 70xp
Make Chester Avoid Responsibility- 8hrs, Earns $420, 105xp
Dr. Hibbert: Where is Chester with that gauze?  I’m almost out of coffee filters and tube socks.
Chester: Who needs to walk, when you can roll?
Dr. Hibbert: Chester, get out of that wheelchair!
Chester: Hey!  I brought this with my own money… that you gave me to buy gauze.
Dr. Hibbert: I’ll put you in a wheelchair permanently!

Hibbert’s Got Shed Pt. 6
Chester starts

Chester: If there’s one thing I know about it’s relaxing.  And your lady needs to relax.  You should take Bernice out for the evening.
Dr. Hibbert: And leave you alone?  I think not!
Bernice: You know, Julius, a relaxing evening would be nice.  If might open me up to new things…to types of things you’re always asking if I’ll do on your birthday.
Dr. Hibbert: Here are the key, Chester!  We’ll see you in the morning… the LATE morning.
Chester: Now that the cat’s away, the much cooler cat will play.
Make the Hibberts Dine at El Chemistri– 4hrs, Earns $350, 90xp (requires Dr. & Mrs. Hibbert)
Make Chester Throw a Rager-4hrs, Earns $260, 70xp
Make Springfielders Attend the Rager– 4hrs x 10.  Send 10 Springfielders to attend Rager.  Earns $175, 45xp non-premium and $26, 70xp premium
Here’s a List of who you can send:
Homer, Lincoln, Agnes, Apu, Barney, Arnie Pye, BHL, Booberlla, Brandine (if she’s not pregnant of course), Brockman, Bumblebee Man, Carl, Chalmers, Wiggum, Cletus, CBG, Mr. Burns, Flanders, Disco Stu, Dr. Nick, Tatum, Duffman, Fat Tony, Grampa, Hank Scorpio, Herman, Jasper, Judge Snyder, Kang, Kodos, Kearney, Kirk, Kumiko, Legs, Lou, Lenny, Louie, Lugash, Luigi, Marge, Mindy, Miss. Springfield, Moe, Moleman, Mr. Costington, Krabappel, Otto, Patty, Frink, Quimby, Rev. Lovejoy, Sea Captain, Selma, Snake, Suzanne the Witch, Grumple, Rich Texan, Tribal Chief, Willy, Wolfcastle, Krusty, Sideshow Mel, Dr. Hibbert, Eddie, Luann, Tom O’Flanagan, The Yes Guy, Sanjay, Manjula, Miss Hoover, Cocoa Beanie, Fr. Sean, Mr. Largo, Shary, Hugs, CCL & Rex Banner
Dr. Hibbert: What are all these people doing in my place….besides not using coasters?
Chester: We’re just throwing a little party in honor of the shed.
Dr. Hibbert: The shed’s finished?
Chester: No, no no.  We’re celebrating the beginning of the planning stages of the pre-shed proposal.  We’re ahead of schedule!
Dr. Hibbert: Ahead of schedule?  You started the shed eight years ago today!
Chester: It’s an anniversary?  Time for another party!
Quimby: Did someone say er-uh-party?
Chester: No, I just said party.

Hibbert’s Got Shed Pt. 7
Dr. Hibbert starts

Quimby: I could use a young man with your loose moral code around the mayor’s office.  Why don’t you come down for an interview?
Dr. Hibbert: I suppose a career in politics would make great use of your man…how to put this delicately…terrible flaws.
Chester: But I need a suit, and a haircut, and probably a massage…
Dr. Hibbert: *sigh* I’ll spot you a few dollars.  But that suit better be from a warehouse and that massage from an airport.
Make Chester Negotiate An Advance– 2hrs, Earns $285, 67xp (requires Dr. Hibbert)

Hibbert’s Got Shed Pt. 8
Chester starts 

Dr. Hibbert: Good luck on your interview, Chester.
Chester: People like me don’t need luck — just money, family connections, and a prep school education.
Make Chester Prepare for a Job Interview– 24hrs, Earns $1,000, 225xp

Hibbert’s Got Shed Pt. 9
Chester starts

Chester: I’m sorry Doc.  I messed up again.  Apparently working for the Mayor isn’t all parties and women.  It’s 98% parties and women and I just can’t commit to working 2% of the time.  But I know how to make it up to you!
Dr. Hibbert: Go away again and never come back?
Chester: Nope.  Finish the shed!
Dr. Hibbert: Really, Chester?  After years wearing down my expectations, you’re finally stepping up.  Nothing could make this moment better!  Actually, I take that back.  There is one thing….
Make Chester Work on Dr. Hibberts Shed– 8hrs, Earns $420, 105xp
Make Dr. Hibbert Drink 20-Year-Old Single Malt Whiskey- 45s, Earns $3, 1xp

And there you have it my friends!  The full walkthrough for Chester Dupree!

What did YOU think of Chester’s questline?  Did you make the purchase?  Have you completed the questline yet?  Sound off in the comments below, you know we LOVE hearing from you!