My little rich boy

Story by nictheman on SoFurry

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This is my newest story i have come up with a little help from some friends. Kinda a combination of blackmail, sissy, and bunch of other stuff. I hope you enjoy this story and ill be glad to write part two if you like :).


My Little Rich Boy ( Contains ponies, pants messing, blackmail, humiliation and a tigress anthro)

By Nictatew

Sky wasn't your average teenage pony. To start off with, he's quite small for his age. Some have even mistaken him for a younger boy when in fact he's a 16 year old in high school. He has dark green eyes and a Cutie Mark of dollar signs on his hip. His coat is dark brown. He is also a spoiled brat, being how rich he is. His parents are loaded in money so he gets everything he wants. The latest game, game console, toy, etc. He loved his life where he never has to worry about anything, Mumsy and Dadsy would take care of everything for him. His house was extremely large, full of servant ponies and other anthro creatures to wait on his ever need. He didn't have that many friends in school because he would always gloat about his wealth and mock others about how poor they are compared to him. Someone needed to put this little prick in his place and that's exactly what Cindy plans to do to him.

Cindy was the only other person in the school who was also stinking rich. Unlike Sky, she had plenty of friends because she never talked about her money. If you hadn't seen her house or many cars you might think she was just your average teenage girl. Cindy was tiger anthress about 5'10", average height for a girl her age. She was incredibly beautiful with her large ocean blue eyes that you almost seem to drown in when you stare into them. Her fur pattern consisted of orange fur with black streaks going throughout it. She had large breasts for her age, a whopping c-cup. Some days she elegant, shiny dresses and some days she dressed like a normal teenager with her skinny jeans and pink tank top. Her money was the least of her concerns, she just enjoyed her normal teenage life.

The school they were in was a public school but still required uniforms by each student. The boys wore slacks, button ups, and slacks while the girls wore button ups and skirts. Cindy smiled as she put her plan into action. She 'accidentally' bumps into Sky with a blush "Oh dear, my mistake" Sky groans and keeps walking forwards, his head up. "Good, he didn't notice" What Sky didn't notice was when Cindy bumped into him, she dropped a special invisible and tasteless powder onto his food. This powder was actually a powerful laxative and a diuretic. This powder walks quite fast so Cindy decides to rush into the hallway with her camera, waiting for the show to start. She turns record on when she hears your hoofs clopping as they run down the hall. She notices your face red as you run. Just as Sky is about to open door he notices there is a "Out of order" sign on the door. Sky leans back on his back legs and whimpers some. The sound of running water hitting tiles is heard in the quiet, empty hallway. Cindy points down at seat of Sky's slacks, watching them become soaked with piss. A loud, sloppy fart echos through the hallways as sky groans and whimpers again. The rear of sky's slacks begin to turn brown as slop pours into them, making a noticable bulge. By the time he is done, the hallway area they are in reeks more then usual and sky's seat is dark brown. Sky wants to stand up but he's afraid it will all pour out.

Cindy clears her throat causing Sky to crane his neck backwards towards her. Sky has the reddest face right now. His eyes widen at the camera "Well hey there you little brat, how about a deal. Ill destroy this tape and help you clean up, if you come home with me and do whatever i say." Sky shakes his head "No! I can take care of myself. Why would i need your help, you just another poor-" He stops himself as he realizes who is insulting. He cant think of any insults, shes just as rich as him if richer. "Well anyways, i can take care of myself so just go away any destroy that tape." Cindy giggles "That's your problem, you think you can have and do whatever you want. Well i;m teaching you that's not true. You don't control me one bit" Cindy starts walking off, camera in hand. Sky whimpers, one because he doesn't want anyone to see that video and two because he doesnt wanna clean this all up by himself. Sky yells "Wait! Alright ill do what you say, just destroy that tape and please help me, i dont wanna clean this all up alone" He pleads to Cindy. Cindy's ears twitch and she turns around, putting the camera in her locker before walking over to you again, tail swaying gently behind her. "Alright then stinky butt, follow me." She walks into the girl's bathroom "I-in there? B-but that's the girls bathroom." says Sky with a nervous tone in his voice. Cindy giggles "Of course it is silly now come on or did you decide you wanted to clean yourself up." Sky eeps and shakes his head, slowly following behind Cindy, never stopping his blush.

Sky sighs in relief when he gets in the Girl's bathroom, its empty. Cindy instructs for sky to lay down and Sky nods, forgetting the load in his slacks until he lays down, feeling the mess squish in his underwear causing him to squirm a lot. Cindy just giggles and pulls out a pair of her own panties. "I don't have any underwear for you so this'll have to do in the meantime." Sky blushes "P-panties? B-but those for girls" Cindy nods "Your right, you will look like a girl soon anyway, why not wear their underwear and get used to it." Sky has a lot of questions but decides to hold them back for later, wanting to be out of these underwear and slacks NOW. Cindy smiles and begins pulling off you jeans. She lays paper towels under you and locks the door. She begins pulling off your underwear, some slopping on the paper towels she placed under your butt. She grabs toilet tissue and begins wiping you butt, getting all the remains off your accident off. She smiles and grabs the panties. "Here goes" She smiles and slips the cute, pink panties up Sky's hooves and legs till their snug around his flank. Sky blushes at the girly garments. He thinks of something else "What about pants?" He asks already knowing the answer when Cindy pulls out a extra squirm and wraps it around your waist so it goes over the panties well. Cindy stands up and helps you up. She opens the bathroom door after unlocking it. "Now lets go home"

To be continued....