From rich spoiled son to country women waitress (Patreon)

Chris, the handsome son of a millionaire, was lounging at his family's penthouse suite at the luxurious Sun City Hotel, flipping through a magazine, when he suddenly sat up as if he'd had an inspiration. He laughed aloud to himself, and picked up the telephone on the nightstand.

"Hey, I just got an idea, Johnny. I know exactly what we're going to do this weekend," he said to his best friend. "There's a new diner opened up down near the old warehouse district. We'll go there."

"Aw, man, they're probably all redneck crackers down there!"

"Yeah, I know, but this'll be fun. We can go down in our limousine. Imagine their little faces when they see a big shiny black limo pulling into the parking lot," Chris laughed. "We'll take some photos with their crappy waitresses and post 'em on Facebook. My dad will bust a nut."

"Haha, oh man. Yeah, why the fuck not." Johnny replied, "See ya tonight, buddy."

Chris was already excited when he put the phone down. At evening Chris arrived when Johny already was there. He decided to joke little bit with Johnny which seated in table. Chris walked toward him with smile and asked in sweet voice with slight hillbilly accent:

"Are you ready to order sir? Oh, wait a moment, are you a sir?"

"Haha, what's with you man? Don't be an ass."

"Ahh, sorry. Well, do you have some wishs for this pretty young girl? hee hee."

"Yeah, maybe. Why you don't show me menu before talking shit."

"Of course." he smiled and walked to the counter to pick menus from there. When he arrived to counter he saw old woman in waitress uniform, standing in the corner of the counter. Woman looked at him like if he was a dogshit.

"What are you want in my cafe rich asshole? This place is for honest people" she said angrily.

"Wow, calm down, granny." he smiled, "I thought you'd like some new customers. This place looks kinda old and rusted. A little fresh air can't do harm."

"How dare you..." she looked really angry "Get the fuck out of my cafe now."

"Stop! I think we started on the wrong side. I just want to have fun with my friend there, take a few photos with the staff, you know, maybe buy you a dinner, and go. How about that?"

"Photos?! What the hell is wrong with you?! You are pretended second ago near table of your friend like a hillbilly or something. I hate that shit!"

"Well..." Chris started try to find an excuse "I am not preten... Well, ok, it was a joke for him, but if you want me to tell honestly, it is because I like country life style." thinking it was funny Chris came up with it as he continued talking "And if it will be possible to me, I would be happy to work here as waitress like you"

"Haah? That is your true desire? You wanna be a waitress here, you little fucker?" she smiled and looked like she thought it was really funny "Well, that will be good, I don't mind that you will have some real work. Heehee." she giggled with herself "Ok, come back to your friend, you are gonna work here as my waitress tonight"

"Ohh... ha ha. Of course" Chris laughed nervously "I'll just... get that menu and bring it to him." He reached over the counter, picked up a menu and began walking back towards Johnny. "Creepy old bitch," he muttered under his breath.

Chris returned to Johnny's table, sat down across from him, and set down a menu in front of him.

"Ohm... what are you doing?" Johnny looked at Chris confused "Why are you seat with me? Why you don't take order?"

"Ehmm..." Chris looked at his friend surprised and then smiled "Well, golly gee, Johnny! I was just yankin' your chain, it was all in good fun. No need to get all serious and such" he looked at the menu, "What'cha havin' for dinner then?"

"Uhh.. What the fuck girl?" Johnny looked at him confused.

"Nahh, stop messin' with..." Chris stopped finally noticed his own voice is higher and country sounding. "... me?" He looked at his own hands, and found them much thinner and delicate. His arms were also skinnier and had less muscles. "... The hell?!" He put his hand over his own mouth.

...

He touched his face, it was much softer, new long blond hair covered his cheeks. Chris jumped up feeling how strange new weight in his chest swaying with movement. He looked down, his clothes changed into tight waitress dress with red apron and he could see two mounds on his chest. He touched it feeling something hard. "Boobs?!"

"Whoah... Girl? You ok?" Johnny stood up started take phone out of his pocket. "I will take photo with you now and go. This shit is sooo fucking strange..." Johnny pushed button of the camera "Let's make it quick."

Chris couldn't do anything but looked himself confused and when Johnny raised camera to take a photo he started scream hysterically "Ahh! Get the fuck away!" he put hand on the camera screen but it was too late and he heard a loud "Click!" sound.

"Uhh..." Johnny was staring at him shocked "What the fuck.. Girl, calm down! I... I don't know what happened..." he put hands on Chris' shoulders "Calm down sweety, everything okay, you are pretty..." Johnny looked down at Chris' cleavage with wide open eyes and smiled "I think we can forget everything about what happened last minutes..." Johnny smiled and moved hand down to Chris' ass and squeezed it.

Chris didn't even realized Johnny was squeezing his ass, he was staring at his chest. His boobs felt like it was filled with heavy weight which is moving constantly up and down with breathe. It felt uncomfortable to him. He stumbled little bit backwards trying to balance with the new hight heels which now he wore on his feet.

"Oopsie..." Johnny smiled "Careful honey..." he looked around not found his friend Chris in anywhere "Well... Chris must have left already from this creepy place, he always liked to prank around." Johnny looked at confused waitress "So, what is your name sweetie?" he said after moment of silence and looked down on badge with her name. "Hillary. Hehe... Cute name." 

"Well, butter my biscuits! I ain't no Hillary, you durn moron! It's me, Chris. Somethin' must be as mixed up as a chicken in a fox den. What in tarnation is goin' on? I've turned into a girl and I sound like some hick hoe."

"Ohh, okay. This is great prank from him" Johnny put hand on Hillary's chin "How much he pays you for play with me, little whore? Well, I like it. You are pretty hot... Chris" he started laugh like crazy

"Hillary! Why are ya harassing my customers?" The old lady waitress called out as she waddled towards them. "Get you lazy ass over here and start workin', or it's back to the fields, ya hear!" she looked at Johnny and bowed apologetically "Sorry bout' that, sir. She's a new gal, just take yer time to think 'bout the menu. Sorry again!" she took Hillary's arm and pulled her into the backroom.

"Now listen 'ere ya little skank." She glared at her. "Don't you go foolin' around with my customers like that!"

Chris boobs jumped uncomfotable while he trying walk in hight heels with old lady pulling him into the backroom. "Hoo hoo! Oh gawd!" Chris said when arrived the backroom.

"Listen ya lil' bitch, ya gotta show them folks the menu, get their orders and go check on 'em, bring their food, clear their dishes and all that other shit."

"Haah?! I ain't doin' nothin'" Chris, now Hillary, yelled at the lady  "This ain't funny! Ya ol' bat... Ugh.. darn... things are too darned big in the chest and I sound like a fool" Hillary started pull out apron from under her dress to tie it on. "Ya got a darn good explainin' to do! I ain't workin' here. I came here with my friend."

"Oh, cut yer bellyaching! I gave ya what you asked for, and this is what I get?" the lady started yelling at Hillary. "Don't go acting like ya got some sort of 'right' here! You are a waitress now, ya hear?! Get on out there and take their order or I'll fire ya, ya lazy little wench!"

"Arrg!" Hillary stomped her foot and left the room to bar counter again, this time walking unsteady in the high heels and wobbling her new ass like an inflatable doll. "Ugh..." Hillary groaned took menus again and looked around but didn't find his friend. "Where is that ol' darn Johnny, darnit." she cursed in low voice holdin in small hands menus.

...

"Ya goin' ta stand there all day like a fool, or are you going ta take their order?!" The lady yelled at Hillary. "Stop wasting their time and take their orders, damnit!"

"You can just go ahead and suck on my egg, lady! Where in tarnation is my phone, anyhow? I reckon I need to ring up my dang daddy so he can send me a fancy ol' limo!" Hillary stomped her feet again and huffed angrily. She even looked cute doing it but she didn't realized about that yet.

"Ya wha-a-at?! Haha! I wanna see ya go call your 'daddy'!" the lady laughed hysterically and pointed to the backdoor. "Go on then! You're fired, ya no good hussy! At outside ya find big call-box in front of the building, ya go ahead and go call yer 'pappy' for help!"

"Ahh, dang!" Hillary started ridiculously walk out from cafe by stumbling like a baby-deer in high heels. "Ugh.. shucks, my feet already hurts!" she walked unsteady outside by looking at the dark street and spotted phone-box on the corner of the street "Thank heavens..." Hillary walked to phone-box by dragging feet in the cold air, which started to cool her naked legs, she opened door by pulling it hard. "Why they make that so darned hard..." Hillary said tiredly. 

She picked up receiver from phone. "Uhh..." she stared at it confused for moment. "Umm.. Darn... How am I suppose ta use this dang ol' thing? Why I don't have a cellphone! I will sue that ol' lady to heck! And dang Johnny! Dang..." she cursed loudly while picking up the receiver.

Hillary felt cold on her ass cheeks under short dress. It made her even more angry "Pick the darn phone call, dang..." she sighed when someone picked up. "Daddy?!" Hillary almost yelled, her voice trembled "I need help. I... I... I turned into a girl or somethin'. I need ya ta send me a limousine right now to ol' cafe near old warehouses... Yes!... What do ya mean how I sound? Dang.. This is Chris. Chris... I..." she stopped for moment paid attention to her tits and realized how she looked now and spokethinking what she should say to convince him. "I mean... Chris stand near me and... Uhhh... He is in trouble!"

She heard only loud angry voice "Chris is always in trouble, sweety. Don't tell me that idiot made you to call me on a Sunday night and dragged you in his supid pranks. Who are you? His new girlfriend or something?"

"Ahh.. Golly darn! No daddy, ya got it all wrong..." She sighed in relief. "I... He... Uhh.. We's near café just 'round the bend from that ol' warehouse and I... We're in a pickle, ya see." She lied thinking he will be worried if she say the truth "It's... uhm... He don't know I'se talkin' with ya now."

She heard him sigh loudly from other side of the line "Alright alright, sweety. I'll send a cab over there, alright. But I swear I'll kick him into ass when I see him, ok? Now give the phone to him so I can tell him to behave like a man!"

"Haaa... Yeah..." Hillary sighed too and closed her eyes, "Chris! Daddy is on phone." she said loudly pretended she talked with Chris. Dad hearing it on the phone while Hillary trying to imitate a man's voice "Babe', yer talkin' with my daddo? Tell'im I cain't talk to him now, 'cause... Uhh... Cause... I ain't feel so good."

"Stop playing with me, sweety. Are you really thought I'm this dumb?" she could hear the anger in dad's voice "Listen, sweety, I don't know what the heck is going, but if when I'll arrive I'll not find my son near the place you talk me to come, then I promise you'll regret that, got it? I have some bad feelings about all that crap and I don't like that at all. I don't even know why you didn't just called from your cellphone. Alright, I'll arrive in about five minutes."

Hillary looked nervously outside from the phone-box and then turned eyes down on her tits which moved up and down with her breathes. She touched her boobies feeling soft and tender flesh in her palm. "Darn." She cursed quietly to herself. "How am I gonna explain to dad all this darn mess?"

...

"Ughh!" Hillary stumbled as she walked up to the cab. She pulled the door open and plopped herself onto the backseat and slammed the door.

"Hush lady! There is no reason to yell so much and bang my doors!" The cabby looked back at her through the rear view mirror, his face red and puffy with a scraggly beard. Inside Chris felt embarrassed about calling 'lady' by a man who thought he is a young girl. "Do you even know where you're going?!" he looked down at the address Chris's father gave to him and back to the road. "Hunh... Weirdo... We're going to the rich part of the city?" He suddenly turned around again and stared at Hillary. "You a hooker or somethin'? Huh?! Well, if that's the case, then you should be a damn good one!" he said angrily.

"No! Ya ol' hick. I'm a... I... I am no hooker ya' ol' goat. I'm Chris Franklin!"

"Ha-a-ah?! Hahah!" The cabby burst out laughing. "Chris Franklin... Hahaha. You look like a poor hillbilly, miss. That's for sure, haha! Wait, stop! Are you fucking transgender?" he said curiously as he started driving again. "Haha!" He laughed again.

"No-o-o!" Hillary yelled in high pitched voice. "I ain't a no ol' hick and I ain't transgenda, darnit!" She said and cursed herself for how stupid she sound like now "I mean... I.. I... Darn, just... drivin' already!"

During all the way cabby keep staring at Hillary's tits which jumped uncomfotably because of driving on a bad road. It made Chris little bit worried, he knew what that look mean, and it make his face turned red with embarrassment. "Stop that dang starin', ya' ol' fool." she said when looked in the mirror and noticed cabby staring at her. The cabby smiled and looked back on road, which made Chris to blush more, he looked at cabby angrily.

After some time cabby finally drove to the parking place of luxury mansion and Hillary trying to open the door when she realized it wasn't opened "What the..." she tried push harder to open "Why... Ya... Dang door!"

The cabby chuckled and shook his head. "It's a child-lock. But hey... maybe you pay me first, lady"

"Ahhhh... Are you darned kiddin' me?" Chris asked angry to cabby who was looking back at him by waiting. "It's must be a already paid, darn it. My daddy did call you to get me so..." Hillary tried again push open the door but still didn't work "... open the damn door ya hick, my daddy must have paid for ya..." Hillary said little bit angry.

"Well, I dunno... I think your daddy must have forgot that" the cabby started to laugh. "Hey, look miss. I'm just doing my job here, okay. But if you want me to help you, you're going to have to pay me for my work."

"Well darn ya too" Hillary cursed him "I'll talk ta daddy ta pay ya after I talk with him, ok. Dang... Open the door"

The cabby sighed and rolled his eyes "Ohh... Come on, girl. Don't foolish me now! I've heard that same story many times before from others girls. If you're has no money to pay me then you'll pay another way." he smiled. "Just get on the passenger seat so we can discuss it there."

"Huh?!... Ugh!" Hillary couldn't open the door so she thought it's better to climb on passengers seat in front and open the door from the front. Slowly she climbed over the driver's seat, while her tits almost slipped from the dress and touching cabby's neck. Hillary was feeling his beard against her tits skin, which made him feeling tickles "Achooo" Hillary sneezed loudly because of cabby's beard.

Hillary sat in passenger seat next to him and started push door button, the door still not opening "Ugh..." She realized cabby locked it "Hey, ya ol' goat, open this door ya dang fo..." Hillary looked at his face "Dang" Hillary started blush while stared in his eyes which was full of lust. She could feel his hand on her thigh now while she looking on her legs.

"Good... Good." The cabby said in husky voice "That's exactly what I'm talking about, miss..." his hand started open zip on his jeans. "This is how things work, okay. It's an easy rule. Money... Or you do something for me and then I open the door and drive away, alright. Heh." he smiled.

"Oh dang" Hillary looked at the big bulge in front of his jeans. "You... You... Uhh" she stutter with nervous while watching on his dick which slowly come out from pants. He take her hand and placed it on his dick, "Umm" Hillary moan felt warm soft cock in her hand while started slowly rub his cock by looking on the floor, trying not think what she was doing and felt how his dick got harder with her hand.

His hand touched her neck, slowly moved to her cheek and lifted her face by pushing chin. "Now open your mouth and take my cock into it" he smiled by looking on her pretty face. "Hey ya... Umm.. Ya gotta be kiddin' me?!" Hillary looked shocked to his cock in front of her face while she still slowly moved hand on it. "You... You ol' dang hick, what... Oh my god... Wha... What in tarnation?" She stuttering while her tits almost falling out from the dress and started uncomfotable while moving in front passenger seat.

He pushed her head forward so that Hillary's face got close to his cock "Oh god!" he groaned and placed hand on top of her head by pushing his cock against her closed lips and started rub on it "Umm.. Your lips feel so good."

"Owww!" Hillary tried to yell but instead opened her mouth little bit which was enough for cabby push his cock inside, "Mmm!" she moaned in surprise and felt the thick cock against her tongue "MMmm!"