Christm-ass Cums Butt Once a Year - Cover

Christm-ass Cums Butt Once a Year

Copyright© 2021 by Eddie Davidson

Chapter 5

Coming of Age Sex Story: Chapter 5 - Jason's sister comes home from College and gives him an unexpected gift - she will do whatever he tells her.

Caution: This Coming of Age Sex Story contains strong sexual content, including mt/Fa   Teenagers   Consensual   Teen Siren   Incest   Mother   Brother   Sister   DomSub   MaleDom   Humiliation   Anal Sex  

“The first thing you must know is that it is imperative that our little slut not go to jail or get into trouble with your parents. They must not know she is your gift. You can dress her like a barbie doll around the house or when you leave, but I must stress that your parents cannot suspect we own dear little Thunder Thighs. They might withdraw funding from the university, and that would be bad all around.”

“Can I tell my friends?”

“Your sister said you don’t have any friends,” the Mistress remarked dryly. I could almost hear her hand over the microphone stifling a laugh at my expense. I must admit – that was a good burn. It didn’t do much for my confidence.

I grimaced. My sister was digging her asshole out and squirming with both hands in her ass now.

“Your judgment is imperative. We were going to speak to you about this last night. However, it was decided that we would let you see your sister performing one of her tasks, and we would see how you reacted.”

“So, it WAS A test,” I suspected as much.

“Yes, if you had gone to your parents, then she would have played it off as a harmless prank and a practical joke on you. If you had freaked out and not played along, we wouldn’t be having this conversation right now.”

“Okay, you said there were two things I had to know? Was that the second one?”

The Mistress seemed pleased that I got right to the point. “The final condition is that Thunder Thighs still belongs to Chi Omega. She has regular duties and obligations to the house. I will usually assign no more than two tasks per day, and I expect you to supervise and record her, and upload it to me. I don’t have time to watch every little wiggle and jiggle this cunt does,” the woman sounded intimidating, and I could sense her confidence through the phone.

“Okay, like you are going to make her run to Farmington street again?”

“No, but TT will run tonight, and then if she does well, I expect an hour candlelight vigil at the end to show her dedication to Chi Omega. Did you buy the bells today, slut?” she asked my sister.

Taylor was writhing on the floor uncomfortably, stretching her asshole wider and wider. I could smell the sweetness of her pussy. “Yes, Head Mistress, of course,” she moaned.

“I know your mother is expecting you back downstairs – probably to trim the Christmas tree?”

“How did you know that?”

“The cunt tells me everything. She has no privacy. After you finish, I expect you to tell your parents that you are going to WALK to her friend Ashley’s house. Did you pick up the present for Ashley?”

“Yes, Head Mistress!”

“The cunt never wears bras or panties. She didn’t pack any. She will wear only her Chi-Omega sweater, some stockings and a pair of flats. It is preferable that you make her dress that way at home whenever possible as most of the time I will send her out like that. The cunt is to undress at your mailbox and hand you her sweater. She can keep on the shoes and stockings if you wish. She will attach two jingle bells to her tits, and one to her clit. The two of you will WALK to Ashley’s house. It is just a block away. You will film it all. She is permitted to dress at her friend’s mailbox. The two of you will walk to her house and offer her the present. You are free to stay or go as you please. However, when she leaves, she must “accidentally” drop the bell on her clit in front of her former best friend.

I was aware from the Head Mistresses tone that it was supposed to look like an accident. I didn’t understand why we would go to these lengths. She must strip and prance back home from her mailbox to yours.

“She is to walk back in the front door, head up to your room and perform a candlelight vigil. After that, you can use her as you please. I will text you tomorrow morning with new instructions.”

“So, she belongs to me, but I have to make her do what you tell me?”

“Do you have a problem with that?”

“No.”

“If you need to reach me, text me to Snapchat. Do not text me your question. I am sure you have a lot of questions for me?”

“What if my parents do find out?”

“The only way they will find out is if you or she tell them. She is a known quantity and an expert liar. That leaves you. Do you think you need to tell them about your Christmas Gift?”

“No.”

“What if they see the crack of her ass when she bends over and isn’t wearing panties?”

“Hah, then they will see the fattest sperm sponge in the house, I’d imagine,” The Head Mistress chuckled. “From what she told me about your family, your father will probably ignore it but look anyway, and your mother will probably roll her eyes indignantly and quietly tell her to put on some panties.”

“What should she do if they tell her to do that?”

“You are in charge of her, not them. That is for you to decide but your parents should feel comfortable in their home.”

I wasn’t sure what to say to that.

“If it were me, and I were in your shoes, then I would have her say that she forgot to bring panties and play it off like it was no big deal. The sweater she wears is earned by Beta Ho’s and worn proudly around campus to classes, on the quad, and off-campus. The students at our university know that just like a Scotsman’s kilt, a Chi-Ho doesn’t wear anything underneath. I guess it all depends on what you want, but Thunder Thighs also didn’t bring any mom-jeans or boring blouses either. Just a couple skirts and her sweater.”

“What if Brandon notices TT doesn’t have anything on underneath?”

“Isn’t Brandon starting high school?” the headmistress asked.

“Yeah,” I was two and a half years older than my little brother, but we were world’s apart in terms of maturity.

“I would be very surprised that you weren’t trying to look up girl’s skirts at his age. If he hasn’t seen an ass crack by now I would be shocked, but I guess I’d just hope the sheer size of your sister’s dumper doesn’t put him off women. If she bends over and he looks, he’ll see what he is supposed to see. A big, fat, ass. He’d be a very naughty boy for trying to look under his sister’s sweater to see whether she has on panties. Are you a naughty boy, Jason?”

I assumed the question was rhetorical and said nothing. I was a naughty boy. I had peeped on my sister and her friends plenty of times. I knew it was wrong – but how could I not? especially when they wore bikinis to the pool.

As far as I knew, my sister used to always wear panties under her clothes in high school. I suppose if you asked me how I knew that – it’s because I had looked out of curiosity when she wore short skirts now and then.

She asked me if I had any more questions and I probably could have asked a thousand more. Still, I could tell that my sister was about to break her asshole with her fingers, and I was expected downstairs for dinner soon.

“Not right now,”

“Good lad,” the Headmistress dropped the connection without saying goodbye. It was somewhat disconcerting.

“You can remove your fingers from your butt,” I informed my sister.

She breathed a sigh of relief as she slid her fingers out of her wet asshole and allowed me to gaze deeply and her sore, red, stretched out asshole and gaping wet pussy. She was soaked.

“Can I clean my fingers now, Jason?”

It felt surreal and unnatural when my sister called me Jason. It was so stiff and it felt wrong. I guess I wasn’t used to her calling me by my name, yet. She had called me Squirt or Boogerbutt that felt much more familiar.

“Clean them.”

She began to lick her fingers one by one, as if she were savoring the flavor. I don’t want you to think there was poop on them. They were sticky like they had been glazed like a donut.

“You really want to do all of this with me?”

I know. I know. I had already asked her this, but it all felt like it shouldn’t be happening. I needed reassurance. I think my reluctance came across as a lack of confidence. I wasn’t really asking her if she consented to obey me. She had made that abundantly clear.

I think on some level a part of me was hoping that she’d change her mind. I know that sounds crazy, but I was terrified I’d make a bad choice, and if she suddenly refused to obey then the pressure would be off of me.

There was another part of me screaming “Go for it!” in my head and urging me to see where this all was going to go.

“Would I be on the floor like this because I didn’t want to do this with you?” my sister didn’t answer my question.

“Did one of the girls at school get blackmail on you? Is that why you have to do all of this?”

There had been rumors she blackmailed her friends at school. They were just rumors and I never ran in the popular circles. The rumors could have been started by her many rivals.

She giggled as she licked another finger clean and smiled that it’s impossible to blackmail a total slut. “I am a Chi-Ho, Are they really going to ruin my reputation? I’ll get on my knees and suck anybody on campus if I am told to do it.”

“How many dicks have you sucked since you got to the University?”

“Haha, I didn’t know I had to keep count,” she laughed as she slid another finger in her mouth and sucked it in and out like a cock to make the point. “Ballpark? Five hundred maybe?”

“You’ve only been there since August,” I said.

“Okay, so...” my sister counted four months in her head and said “Yeah, four to five hundred maybe. At least ten a day. I don’t know, you are the smart one. How many is that?”

Taylor had received honors in her classes, and while she wasn’t the valedictorian, I knew she was smart as well. My sister had excellent grades all through high school!

“Does it bother you when the Head Mistress makes call you dumb, fat, and sloppy?”

“Did she call me sloppy or my holes?” my sister grinned as she greedily licked another finger clean. “I am not offended by the truth. I’ve been hurling insults at you all your life. Did it bother you?”

“Yes.”

“Oh, I am sorry. I thought you knew I didn’t really mean it,” my sister NEVER apologized to me. It might have been more meaningful if I wasn’t watching her greedily suck her ass juices off her fingers while she spread her ass and pussy for me viewing pleasure.

“So, you do not believe the head mistress really means it when she calls you Thunder Thighs?”

“No, she does know it is true and I agree with my Head Mistresses assessment of my fat body. That’s why I agreed to get my pledge name tattooed on me. You are free to say the same types of things to me and tease me. I won’t get mad. I promise,” she assured me.

“Yeah, but not in front of Mom and Dad, right?”

“Wherever you feel it is necessary. I’d advise you to make it sound like a joke the way I do, or else they may freak out, but as long as you don’t tell them that you own me for the next two weeks, then say what you want. I’ll roll with it.”

“Will it really hurt your feelings?”

“Does it matter?” she asked.

“Yes.”

“Some things do hurt my pride and my ego. That’s the only thing I have bigger than my ass, Jason. Every time I hear Thunder Thighs, I wince and my asshole puckers a little. I watched the video you took of me running my ass off last night. My chubby little thighs were rubbing together so hard I thought they would start a fire. I am sure my stinky little asshole probably looks gross right now.”

I didn’t want to tell her how much I loved looking at her gape. The sphincter muscles were starting to close and tighten already. I remembered what her Mistress had told me about not feeding the bears by stroking my sister’s ego.

“Fishing for compliments?” I laughed.

My sister rolled her eyes and looked forward as she finished sucking her final finger clean. “You are staring at it hard enough. You may as well take a picture.”

“Are you not afraid I MIGHT just do that and threaten to tell mom what you are doing?”

“Why? So you can blackmail and make me your personal slave?” she laughed.

“No, just so I could get you in trouble.”

“If you were going to do that you would have already a long time ago. I’ve done some terrible things to you over the years and you just took it. You never fought back and put me in my place,” she harumphed.

I heard a jiggle on the door handle and we both jumped out of our skin a little. “Hey, why did you lock it?” it was Brandon.

“We are just talking,” I yelled through the door. I was furious with him for interrupting and my heart felt like it would jump through my chest on the off-chance he discovered us.

“Mom said to come get you for dinner.”

I had a raging hard-on, but I didn’t want to be late for dinner. My mom hated that.

“Put your sweater on and let’s go eat.”

My sister stood up and asked, “Can I put my bells on? So we can go to Ashley’s right after?” she held up some decorative reindeer style bells on clips.

“You’ll wear that through dinner?”

“Yeah, you didn’t see me with my anal beads in last night did you? I watched TV with Dad for an hour and laid on my belly. That was a task from my Mistress.”

“Some task, all you had to do was lay there,” I mused and gave her permission to attach the bells. I asked her how they didn’t notice the tattoo on her inner thighs.

She showed me how she applied foundation (make-up) to the tattoo on her thighs to hide it from our parents and touched that up by rubbing a flesh-colored paste around her thighs.

“You said something earlier that I wanted to ask about,” I reminded her about when she mentioned Brandon earlier. She had seemed frustrated with me and it sounded like she might have preferred my brother be the one to receive her gift. I had thought about that when my little brother came knocking.

The source of this story is Storiesonline

To read the complete story you need to be logged in:
Log In or
Register for a Free account (Why register?)

Get No-Registration Temporary Access*

* Allows you 3 stories to read in 24 hours.

 

WARNING! ADULT CONTENT...

Storiesonline is for adult entertainment only. By accessing this site you declare that you are of legal age and that you agree with our Terms of Service and Privacy Policy.


Log In