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Chapter 5
by
gton91
How do they punish Ella?
Teach Her What Its Like In The Real World
As I step foot inside the Thompson's massive house I noticed every sign of wealth from the marble floor to the expensive antiques scattered around the rooms. I drag Ella, who is quietly squealing from her hair being pulled, into the living room. I let go of her and plop down on the couch. Mr. Thompson catches up to us and stands in front of me next to his still naked daughter.
"So what kind of punishment do you have in mind Jackson?" He asks me, unsure of where any of this is going
I kick my feet up on the coffee table and throw my hands behind my head. "Well sir, I think it's time Ella learned an important lesson. She's become quite the entitled bitch lately."
Ella bursts out in retaliation "That not true Jackass!"
Mr. Thompson turns to face his daughter "Quiet! Don't forget you're in trouble..." he lashes out at her.
"Yes Shitface." She meekly responds.
"Anyway..." I return both their attention to me. "Since this Cunt's problem is that she's so stuck up and thinks she's better than everyone, I think the best way to set her strait is to give her a real world perspective."
Intrigued, Mr. Thompson raises his eyebrow and asks "Thats an excellent idea, but how exactly are we going to do that?" Ella was fuming over how comfortable I made myself in their living room, staring at her tits with no attempt to be sneaky. She was probably thinking 'This bum doesn't even know anything about me! Who is he to tell me I'm stuck up!' But she remained quiet
I broke my gaze on the massive honkers in front of me to look Mr. Thompson in the eyes. "Im glad you asked. Ella here is going to learn how the working class have to survive by constantly sucking up to their bosses. So for the for the next couple of days I will be staying here and take the role of her boss." I said matter of factly.
Ella's jaw dropped in disbelief. In Disbelief that this loser was in her home, that her Dad made her mow the lawn, that she was naked, she probably thinks she's losing her mind. Her eyes darted back and forth between her father and myself hoping that her Daddy would come to his senses and throw me out, but this wasn't her lucky day.
"Her boss huh?" Mr. Thompson said still trying to sort out what I meant. "So would she have a job of some kind?"
I smirked and answered his question "Her job is gonna be doing absolutely everything I say. That includes cooking, cleaning, anything. Shell have to even commit sexual acts as many women a pressured into servicing their bosses. so you shouldn't be surprised or bothered if you see me naked around here often."
With her jaw still hanging Ella moves both of her hands over her mouth. We sat in silence for about 10 seconds as her dad crosses one arm and places his other hand on his chin to form a thinking position. "Hmmmm. Yea, that could work."
He then turns back to his naked daughter daughter, tits out and all, and says "Well you heard him honey. Jackson's going to be your boss for the next couple of days."
"Excuse me sir" I chime in. "I think it would be best if she refers to me as Mr. Taylor while I'm her boss to keep the roles established. You should too in order to avoid her getting confused."
He immediately adjusts to the addition "Of course, so as I was saying. Ella, Mr. Taylor is going to be your boss for the next few days. I expect to see you doing everything he asks with out question. Do you understand?"
Moving her arms down and grabbing her hands in front of her, Ella looks down in defeat. "Yes." she responds meekly.
"Yes WHAT?" says Mr. Thompson
"Yes Shitface" Ella corrects herself. I can tell by the look on her face she has given up hope that this is just a nightmare. It's finally time to start playing.
*Clap* "Excellent!" I cry with a raised voice. I lean back and lift my bottom with out standing up to slide my pants and underwear down to my ankles. Ella's eyes practically pop out of her head, her father is unfazed. "Now Mr. Thompson, or perhaps I should call you 'Shitface' as well to avoid her confusion of course. I suggest you stick around for the first lesson, then you can go about your day until I find that it's important for you to be with us." I feel a rush of power as I casually command this man of high-class while my bare naked ass was resting on his couch.
"Thats good with me Mr. Taylor." Another rush hits me as I notice the immediate power shift between my employer and I.
Turning my attention back to Ella I begin what is going to be an onslaught of humiliation. "Your first lesson on being a regular person is that you constantly have to kiss your boss' ass." I slide down on the couch, lifting my legs in the air and moving my arms underneath for support.
With a stern voice I command "So you're going to get down on your knees and kiss my asshole." The girl paused for a moment to process what she was just tasked with.
"Ye-Yes Mr. Taylor" then Ella followed her response by lowering to her knees and slowly crawling up until she reached the couch. She slowly brought her face right before my winking asshole and paused.
"Why are you hesitating? Get to it." my voice went from stern to angry. I cant get over how surreal this. Here I am on my rich boss' couch while he is about to watch his daughter give me a rimjob. By the look of it, Ella can't get over it either.
Then she looked up and said "Its just... I've never kissed anyone before. And I definitely haven't kissed anyone like this." It's almost like she's trying to get some sympathy out of me.
"Oh?" I asked I couldn't believe that this whore you always dressed slutty was actually a prude. Then suddenly I had an idea. "Hey Shitface" I turned to her father who didn't respond but acknowledged through eye contact. "Since a woman's first kiss is a big moment in her life. Why don't you get out your phone and record this so she'll remember it forever." I contained my laughter for now.
"Sounds like a good idea Mr. Taylor" He says has he fishes his phone out of his pocket. I turn back to the bitch who seems paralyzed with fear.
Adding onto my million dollar idea I say "Now Ella, when Shitface over here starts recording you're going to tell the camera who you are and that you're going to have your first kiss with my sweaty butthole. Then you're going give my asshole a big, long, loud kiss. I really want you to exaggerate it." This couldn't have turned out better.
Ella gulps and says "Yes Mr. Taylor." Followed by Mr. Thompson letting us know the phone was ready to film. Ella faces the and her father counts down "3,2,1" then points to let her know he is rolling.
Looking right in the camera, the naked Ella begins her script. "Hi, I'm Ella Thompson and I am about to have my first kiss with my boss', Mr. Taylor's, sweaty butthole." Then she turns back to me and slowly brings her face closer. She finally places her puckered lips right on my asshole and begins pressing them with ****. For the next 5 seconds the only sound we can hear is 'MWWWWWWWAH". She pops her head up when she's finished.
Satisfied with the new addition to the Thompson home movie collection I tell my new slut to kiss the camera. After she does that I say to her Dad "And Cut. That was excellent." Shitface then stops recording and looks to me for further instruction.
But before I get to him I grab his daughter by the hair, with my legs still in the air and push right back into my crack. "Now that you had your first kiss, it's time to use that tongue. Get lickin!" I demand as I turn up the heat. Now as I sit there feeling her tongue dance around my asshole the only sounds that fills the room now is her moaning which is probably out of disgust. She puts her one hand on each of my cheeks for lack of a better place
Now back to Shitface who is sitting next me while his naked daughter's face buried right in my butt. "I don't think this bitch is gonna be ready to be in front of company by tonight Shitface. You should reschedule the party for two days from now." I did have plans for this party but the moment Ella's lips touched my ass I decided I wanted to play with my conquest for a while.
Shitface looked at hesitantly but then got on bored "You're right we cant have her be out in public before she's learned her lesson."
"Oh and while your add it call your wife and let her know about Ella's punishment, I shouldn't take time out of my job as her boss to explain it to her." I had as my legs finally give out and hook them over her shoulders to rest.
Shitface smiles and happily complies "Smart thinking Mr. Taylor"
Just before I settle in to my to my asshole's tongue bath a final thought crosses my mind. "We should probably talk about my living arrangements for the next few days."
Mr. Thompson's, or 'Shitface', face perks up as if he forgot I was going to be living with his family for a moment. "Right, well we can set up one of the guest-"
I chime in before he can finish "No, I will be sleeping with Ella. She needs to learn that normal people often have to work for their boss around the clock. She's got a full time job after all."
Ella, while still vigorously lapping at her new bosses butthole hears this and reacts "Hmmm??"
I grab the back of her head again and push even harder that before while trying to push my ass off the edge of the couch further. "You have a job to do!" I grunt as I shut her up.
I take a second to enjoy the feeling of her tongue sinking deeper into my ass before remembering what I was about to say. "Oh yea!" I cheer as my thoughts come back. "So as I was saying... I'll be sleeping with Ella to keep her punishment going. I suggest that she and I take the master bedroom so I have as much space as possible to conduct my business. You should take all of yours and your wife's belongings and move them to Ella's room."
Shitface didn't even bat and eye to me kicking him and his wife out of their marital bed. "If you think thats best Mr. Taylor. Should I move Ella's belongings into the master bedroom? Or do you need my wife to grab your things from your house on the way home?" he asks. God I love my new life.
I begin to chuckle "No, that won't be necessary. We're going to be naked around here for the foreseeable future."Shitface simply nods.
Now with perhaps the cockiest tone I have taken all day I look down at Ella who seems to have settled into her place and then back to her father and say "Maybe she's the one we should be calling 'Shitface'" and then burst into laughter.
Mr. Thompson me in laughing at his ass eating daughter "Thats a good one Mr. Taylor!"
I nod after my chuckling subsides and respond "No, you should keep the 'Shitface' tittle for now" to which Mr. Thompson replies "Yes Mr. Taylor."
I dismissed Shitface to make his phone calls rescheduling the party and informing his wife of their new predicament before rearranging the bedrooms. Finally it was just me and Ella whose tongue was starting to slow down.
I grabbed the back of her head and pushed one final time "Thats good. Pace yourself. You've got about another two hours on this job." I informed her before picking up the TV remote that laid beside me to channel surf.
I think to my self 'This is gonna be fun' and then suddenly *BRWWWRT* I let out a massive fart right in Ellas's face. Her tongue doesn't stop but my gas ileitis a high pitch shriek that vibrated my asshole like crazy. 'Oh yea' I think to myself again. 'Real fun'.
While listening to a combination of the TV, Ella's moans, and my employer informing his guests of the change in plans I close my and and start to drift asleep.
What Happens after Jackson's Nap?
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Sexual Privilege
Freeuse for One
These branching stories are going to have 3 very simple premises: 1) You exist in a world where your character AND ONLY your character gets to have sex with whatever group or groups of people you choose wherever and whenever he or she desires. 2) The circumstances under which he or she can have sex with that group can be specified generally or specifically. 3) The response of the people you have sex with and/or the general public can be chosen.
Updated on Jun 11, 2026
by Cross C
Created on Aug 31, 2017
by SanctifiedVillified
You can customize this story. Simply enter the following details about the main characters.
With every decision at the end of a chapter your game state can change. Here are your current variables.
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