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An Old Flame with a New Wick is the 18th episode of season 1, and the 18th episode overall.

Plot []

Charlie’s mentions to Alan, Berta that an ex-girlfriend of his named Jill had E-Mailed him to see him. Berta mentions to Alan that it was Jill, who five years ago broke-up with Charlie and moved to Europe. Charlie wept, and had to be carried to bed by Berta for five consecutive nights.

Later, Charlie waits for Jill at the bar, when he is joined by a handsome man. They engage in conversation, and the man finally reveals that he himself is Jill, who after a sex-change, now calls himself Bill. Following many awkward conversations, Charlie gets up and leaves, but Bill asks him to help him as a friend.

Charlie brings back Bill at home, and he introduces him to Alan and Berta. When Bill mentions that he is looking to buy a house, Evelyn Harper shows up, and after showing him different house and having dinner, she takes him to her house for sex.

Whilst Alan can’t accept the fact that their mother is with someone younger than them, Charlie makes him realize that Bill is in fact Jill, and this shocks Alan to the extreme.

The next day, Berta also realizes who Bill really is. Evelyn then turns up, and though she initially tries to discuss it with the brothers, but when they try to explain her the situation, she announces that she will continue to see Bill, no matter what they say.

Charlie tries to talk sense into Bill, and makes Bill realize that he should tell Evelyn the truth about himself. Evelyn seems fine when she finds out about Bill’s sex-change operation, but passes-out when she realizes that he had slept with Charlie multiple times. She later decides that she will still continue to see him.

A minor sub-plot involves Alan trying to make Jake go to a Computer Camp. Jake is not enthusiastic, but when Berta suggests Alan to make him work if he doesn’t want to go, Jake agrees to go to camp.

Cast[]

Guest Starring[]

Title quotation from[]

Berta, about Charlie's ex-girlfriend who has had a sex-change.

Quotes[]

  • Alan: What's this?
  • Charlie: A picture of Jill. Look at it, will you?
  • Alan: The woman who dumped you?
  • Charlie: She didn't dump me, will you get over that?!
  • Alan: All right, why are we looking at Jill?
  • Charlie: Just look at it!
  • Alan: All right, she's cute. Very tall, broad shoulders-- HOLY MOTHER OF GOD!
  • Charlie: Welcome to The Matrix.
  • Alan: So-so-so Jill is-is-is--?
  • Charlie: Yep.
  • Alan: And-and-and you and-and Jill used to--?
  • Charlie: Every chance we got
  • Alan: Now Mom is--?
  • Charlie: At this very moment.
  • Alan: HOLY MOTHER OF GOD!!!
Two and a Half Men Episodes
Season 1
PilotBig Flappy BastardsGo East On Sunset Until You Reach The Gates Of HellIf I Can't Write My Chocolate Song, I'm Going To Take A NapThe Last Thing You Want To Do Is Wind Up With A HumpDid You Check With The Captain Of The Flying Monkeys?If They Do Go Either Way, They're Usually FakeTwenty-Five Little Pre-Pubers Without A Snoot-fulPhase One, CompleteMerry ThanksgivingAlan Harper, Frontier ChiropractorCamel Filters And PheromonesSarah Like Puny AlanI Can't Afford HyenasRound One To The Hot Crazy ChickThat Was Saliva, AlanAte The Hamburgers, Wearing The HatsAn Old Flame With A New WickI Remember The Coatroom, I Just Don't Remember YouHey, I Can Pee Outside In The DarkNo Sniffing, No WowingMy Doctor Has A Cow PuppetJust Like BuffaloCan You Feel My Finger?
Season 2
Back Off, Mary PoppinsEnjoy Those Garlic BallsA Bag Full of JaweaGo Get Mommy's BraBad News from the ClinicThe Price of Healthy Gums Is Eternal VigilanceA Kosher Slaughterhouse Out in FontanaFrankenstein and the Horny VillagersYes, MonsignorThe Salmon Under My SweaterLast Chance to See Those TattoosA Lungful of AlanZejdz z Moich Wlosów a.k.a. Get Off My HairThose Big Pink Things With CoconutsSmell the Umbrella StandCan You Eat Human Flesh With Wooden Teeth?Woo-Hoo, a Hernia Exam!It Was Mame, MomA Low, Guttural Tongue-Flapping NoiseI Always Wanted a Shaved MonkeyA Sympathetic Crotch to Cry OnThat Old Hose Bag Is My MotherSquab, Squab, Squab, Squab, SquabDoes This Smell Funny to You?
Season 3
Weekend in Bangkok with Two Olympic GymnastsPrincipal Gallagher's Lesbian LoverCarpet Burns and a Bite MarkYour Dismissive Attitude Toward BoobsWe Called It Mr. PinkyHi, Mr. Horned OneSleep Tight, Puddin' PopThat Voodoo That I Do DoMadame and Her Special FriendSomething Salted and TwistedSanta's Village of the DamnedThat Special TugHumiliation is a Visual MediumLove Isn't Blind, It's RetardedMy Tongue Is MeatErgo, The Booty CallThe Unfortunate Little SchnauserThe Spit-Covered CobblerGolly Moses, She's a MuffinAlways a Bridesmaid, Never a BurroAnd the Plot MoistensJust Once With Aunt SophieArguments for the QuickieThat Pistol-Packin' Hermaphrodite
Season 4
Working for CaligulaWho's Vod Kanockers?The Sea is a Harsh MistressA Pot Smoking MonkeyA Live Woman of Proven FertilityApologies for the FrivolityRepeated Blows to His Unformed HeadRelease the DogsCorey's Been Dead for an HourKissing Abraham LincolnWalnuts and DemerolCastrating Sheep in MontanaDon't Worry, Speed RacerThat's Summer Sausage, Not SalamiMy Damn StalkerYoung People Have Phlegm TooI Merely Slept with a CommieIt Never Rains in HootervilleSmooth as a Ken DollAunt Myra Doesn't Pee a LotTucked, Taped and GorgeousMr. McGlue's FeedbagAnteaters. They're Just Crazy-Lookin'Prostitutes and Gelato
Season 5
Large Birds, Spiders and MomMedia Room Slash DungeonDum Diddy Dum Diddy DooCity of Great RacksPutting Swim Fins on a CatHelp Daddy Find His ToenailThe Leather Gear Is in the Guest RoomIs There a Mrs. Waffles?Shoes, Hats, Pickle Jar LidsKinda Like NecrophiliaMeander to Your DanderA Little Clammy and None Too FreshThe Soil is MoistWinky-Dink TimeRough Night in Hump JunctionLook at Me, Mommy, I'm PrettyFish in a DrawerIf My Hole Could TalkWaiting for the Right Snapper
Season 6
Taterhead is Our Love ChildPie Hole, HerbDamn You, Eggs BenedictThe Flavin' and the Mavin'A Jock Strap In HellIt's Always Nazi WeekBest H.O. Money Can BuyPinocchio's MouthThe Mooch At The BooHe Smelled The Ham, He Got ExcitedThe Devil's LubeThank God for ScoliosisI Think You Offended DonDavid Copperfield Slipped Me a RoofieI'd Like to Start with the CatShe'll Still Be Dead at HalftimeThe 'Ocu' or the 'Pado'?My Son's Enormous HeadThe Two Finger RuleHello, I am Alan CousteauAbove Exalted CyclopsSir Lancelot's Litter BoxGood Morning, Mrs. ButterworthBaseball Was Better With Steroids
Season 7
818-jklpuzoWhipped Unto The Third GenerationMmm, fish. Yum.Laxative Tester, Horse InseminatorFor The Sake of The ChildGive Me Your ThumbUntainted by FilthGorp. Fnark. Schmegle.Captain Terry's Spray-On HairThat's Why They Call It "Ball Room"Warning, It's DirtyFart Jokes, Pie and CelesteYay, No Polyps!Crude and Uncalled ForAye, Aye, Captain DoucheTinkle Like a PrincessI Found Your MoustacheIxnay On The Oggie DayKeith Moon Is Vomiting In His GraveI Called Him MagooGumby with a PokeyThis Is Not Gonna End Well
Season 8
Three Girls and a Guy Named BudA Bottle of Wine and a JackhammerA Pudding-Filled CactusHookers, Hookers, HookersThe Immortal Mr. Billy JoelTwanging Your Magic ClangerThe Crazy Bitch GazetteSpringtime on a StickA Good Time in Central AfricaOw, Ow, Don't StopDead from the Waist DownChocolate Diddlers or My Puppy's DeadSkunk, Dog Crap and KetchupLookin' for Japanese SubsThree Hookers and a Philly CheesesteakThat Darn Priest
Season 9
Nice to Meet You, Walden SchmidtPeople Who Love PeepholesBig Girls Don't Throw FoodNine Magic FingersA Giant Cat Holding a ChurroThe Squat and the HoverThose Fancy Japanese ToiletsThank You For The IntercourseFrodo's HeadshotsA Fishbowl Full of Glass EyesWhat A Lovely Landing StripOne False Move, Zimbabwe!Slowly and In A Circular FashionA Possum on ChemoThe Duchess of Dull-in-SackSips, Sonnets and SodomyNot In My Mouth!The War Against GingivitisPalmdale, EchGrandma's PieMr. Hose Says "Yes"Why We Gave Up WomenThe Straw In My Donut HoleOh Look! Al-Qaeda!
Season 10
I Changed My Mind About the MilkA Big Bag of DogFour Balls, Two Bats and One MittYou Do Know What The Lollipop Is ForThat's Not What They Call It In AmsterdamFerrets, Attack!Avoid The Chinese MustardSomething My Gynecologist SaidI Scream When I PeeOne Nut JohnsonGive Santa a Tail-HoleWelcome to AlancrestGrab A Feather And Get In LineRun, Steven Staven! Run!Paint It, Pierce It or Plug ItAdvantage: Fat, Flying BabyThrogwarten Middle School MysteriesThe 9:04 From PembertonBig Episode. Someone Stole A SpoonBazinga! That's From a TV ShowAnother Night With Neil DiamondMy Bodacious VidaliaCows, Prepare to be Tipped
Season 11
NangnangnangnangI Think I Banged Lucille BallThis Unblessed BiscuitClank, Clank, Drunken SkankAlan Harper, Pleasing Women Since 2003Justice in Star-Spangled Hot PantsSome Kind of Lesbian ZombieMr. Walden, He Die. I Clean Room.Numero Uno Accidente LawyerOn Vodka, on Soda, on Blender, on Mixer!Tazed In The Lady NutsBaseball. Boobs. Boobs. Baseball.Bite Me, Supreme CourtThree Fingers of Crème de MentheCab Fare and a Bottle of PenicillinHow to Get Rid of Alan HarperWelcome Home, JakeWest Side StoryLan Mao Shi Zai Wuding ShangLotta Delis in Little ArmeniaDial 1-900-Mix-A-LotOh, Wald-e, Good Times Ahead
Season 12
The Ol' Mexican SpinachA Chic Bar in IbizaGlamping in a YurtThirty-Eight, Sixty-Two, Thirty-EightOontz, Oontz, OontzAlan Shot a Little GirlSex With an Animated Ed AsnerFamily, Bublé, Deep-Fried TurkeyBouncy, Bouncy, Bouncy, LyndseyHere I Come, Pants!For Whom the Booty CallsA Beer-Battered Rip-OffBoompa Loved His HookersDon't Give a Monkey a GunOf Course He's Dead
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