Note: Although not necessary, reading part one (Best Present Ever: Bitch Sister) will explain how Mathew goes from being a nerdy virgin to a dominant Master over his gorgeous, stuck-up cheerleading sister.
Note 2: A special thanks goes to Estragon for his dedication to copy editing my work and making me a better writer.
BEST PRESENT EVER: Foursome With Sister aka...Cheerleader's Orgy
Christmas was pretty anti-climactic after the gift I gave myself...my bitch sister.
With so much of the family arriving and staying with us for Christmas it was impossible to get any alone time to continue my training of my slave sister. I did make it clear that she was suppose to find a way for us to be together on Boxing Day, preferably with her friends.
While we were unwrapping presents with the whole nuclear family in the evening, a family tradition that goes back over 100 years, Sandra whispered in my ear, "I got us a rendezvous for tomorrow afternoon, Master."
Calling me Master, even quietly, in a room full of family was fucking hot and had my cock revved up and ready to go. I gave her a nod that showed my approval and continued my Christmas unwrapping, my mind already looking ahead to tomorrow's presents. I wondered if she got any of her subs to agree; if so, who? I also wondered if Beth would be there as she was the one I really wanted to fuck.
The next couple of hours were chaos, and it was past ten before I got to ask my sister any questions. "So slut, what is tomorrow's plan?"
She smiled, being coy, "Boxing Day shopping, of course."
I warned, "Don't make me punish you."
Her smile stayed. "Maybe I want to be punished."
"I'll remember that," I responded, a devious plan of role-reversal already in my head.
"Anyway, Allison is out of town, and so is her family, but I have keys to her house," my naughty sister revealed.
"She is your lab partner, right?"
"Yes, you and she might really hit it off. She is applying to Harvard as well," my sister answered, thoughtfully.
"Interesting," I replied, acting uninterested, even though I was very curious. This bio partner was obviously smart, which was a turn-on in its own way. I was instantly curious what she looked like and how someone so supposedly intelligent could succumb to my sister. The only logical explanation was insecurity. Pushing the curiosity to the back of my mind, I asked, "And Beth?"
"I told Beth everything and she is quite eager to watch you and me go at it."
"She does realize I plan to fuck her, right?"
"I imagine she knows it is a possibility," my sister responded, giving my cock a squeeze, before adding with a pouty face, "You are not hard."
I shrugged, "And Della?"
"She will be there too," my sister revealed.
"Excellent!" I exclaimed, a naughty, naughty plan unfolding in my head. "And what time is this gathering taking place?"
"I suggested two. Della has a family supper at her grandmother's, Beth has shopping plans with her Mother in the morning and I, of course, would like to do a little Boxing Day shopping myself," she explained rather thoroughly, which I liked. She clearly didn't want to upset me.
I suggested, "And I expect you to buy something special for tomorrow."
She blushed, "You are so naughty, Mathew."
I winked, gave her voluptuous breasts one quick squeeze and went to the kitchen.
BOXING DAY
I too went shopping in the morning, buying a new digital camera in HD, the Lord of the Rings extended version box set on Blu-Ray and a choker for my sister, which I planned for her to always wear as a constant reminder of who owns her.
Sandra texted me the address where we were to meet and I arrived, on purpose, a few minutes late. I knocked on the front door of the stranger's house and was greeted by chubby Della in her cheerleader's outfit and beige thigh highs completely in view with her short cheerleading skirt not able to cover any part of them. Her pink painted toenails, so clearly visible in her sandal-foot stockings, had my cock instantly interested. She greeted me, "Come on in, Master."
Clearly she had been given instructions from Sandra. I followed her into the living-room where Beth and Sandra were already sitting down. Della immediately went to my sister's feet and between her stockinged legs. All three sexy girls had on the exact same stockings and cheerleading outfits. I watched quietly as Della licked my sister's pussy, my sister still trying to keep the image of power she had in her clique. But that was about to change.
I ordered, "Slut, get over here."
Both Della and my sister turned towards me. I said to Della, "Not you Della. I am talking to the biggest slut here...my slave sister."
"Mathew," she whispered, suddenly ashamed by the treatment she was being given; ironic considering it is how she treated Della, and I assume her other pets.
"What, slut?" I asked, my tone implying I wasn't in the mood for disobedience.
"Nothing," she retracted, walking over to me.
"On your knees," I ordered.
She obeyed, looking back at Beth nervously.
I smiled, "I bet Beth loves watching you being put in your place."
Beth’s slight smile gave me the affirmative answer I was expecting.
I bent down and put the black choker around my sister's neck. "This is to always be worn. It is a constant reminder of your place...as your brother's personal fuck-toy slut. Is that understood?"
Her teary eyes showed hints of crying, but no tears flowed as she answered, "Yes, Master."
"Now Della, let's see those big tits," I requested politely.
Showing no signs of nervousness, she quickly pulled her cheerleading uniform over her head, revealing a white bra and panties set. Her huge breasts were barely able to be held in check by the lace bra. I asked, "What size are your breasts, Della?"
"40DD," she answered, just as she released them from captivity. Her breasts were completely captivating and mouth watering.
I walked over to her, leaving my sister on the floor, and said, "Do you like being a submissive to my sister?"
She broke eye contact with me and said, rather unconvincingly, "Yes."
"Why do you obey her?" I asked.
Still refusing to make eye contact with me, she replied, "I don't know."
I chuckled, "You must know, Della. No one becomes a dyke slut without knowing why. So why?"
She whispered, "To be popular."
"Ahhhhhh, the truth," I proclaimed, pausing, "will set you free."
I took one of her breasts in my hand and I felt her shiver, clearly uncomfortable with my touch. "Why are you letting me touch your breasts?"
"Because your sister told me to do whatever you asked," the submissive girl admitted.
"So if asked you to bend over and take my cock in your ass, you would?"
"Yes," she whispered, so quietly no one other than me could here.
"Would you enjoy it?" I asked.
"No," she answered.
"Have you been fucked in the ass before, Della?"
"No."
"But you would allow me to take your anal virginity, right here, right now?" I asked, attempting to make the submission as absurd as possible.
Della still had not made eye contact with me as she again confirmed her obedience with a slight nod.
I asked for confirmation, "And all this submission to my sister and Beth is simply to be popular?"
She shook her head yes and surprised me by looking up and defended herself. "You don't understand. I have been treated badly based strictly on my weight."
I interjected, "You are not fat, Della. You are chubby, or as Marilyn Monroe was described, voluptuous."
She blushed, obviously flattered by a rare comment. "I used to be a lot larger," she admitted.
I let go of her large breast and explained, "Della, I know exactly what it feels like to feel out of place. To be judged based on appearances. Actually, I assume you have judged me too. But I finally had enough of the judging and being treated like a doormat. Didn't I, baby sister?"
My sister still on the floor answered, rather seductively, "Yeah, the mouse finally roared like a lion."
I returned my gaze to Della and said, "Look at me, Della."
She looked up into my eyes. Her blue-green misty eyes were beautiful. I attempted to build this insecure girl's confidence, "Della, you are a beautiful woman with lots going for you, your eyes are enchanting, your smile is seductive and, of course, your breasts defy gravity."
Clearly not used to flattery, she stammered, "T-t-thanks."
"And I have a gift for you," I said. I paused for dramatic effect before ordering, "Sandra, go take off your new Mistress's panties."
"What?" Sandra asked stunned by my order.
"I think my order was pretty clear. Get your whore ass over to Della," I ordered. When she didn't immediately obey I roared, "Now, slut!"
My sister gave the deadly glare that had crushed me so many times before. But I was no longer intimidated by her facade of power and I returned a glare just as menacing. A brief power struggle followed, but it was short lived as my sister began to stand up.
Making it clear that I was Master and she was the slave, I added to the humiliation, "Crawl."
She fell back to her knees and crawled slowly. Her head down, avoiding eye contact, she obeyed my order, and eventually reached Della, who was unable to control her smile. Once my sister reached her chubby friend, I repeated my earlier command, "Baby sis, take off your new Mistress's panties."
My sister looked back at me her eyes pleading for a reprieve, one I refused to give. Sandra then slowly reached up and tentatively removed Della's panties.
Once they were off, I spoke to Della, "Today, Sandra is your sub. Sandra beg Della for the privilege of being her dyke slut."
Sandra was mortified by the turn of events, but looked up from her subservient position and asked, "Della, may I please be your sub?"
I scoffed, "That wasn't believable, you can do much better than that."
She sighed too, but upped the ante when she got nasty, "Della, may I please lick your pussy and pleasure you like you have me so many times?"
Della looked to me and then, her confidence building, just as mine had, she ordered, "Get licking, slave."
Sandra had to reach up to reach Della's pussy. The scene was oddly perverse and arousing. I glanced over to Beth, who was watching her best friend submit sexually to their joint sub.
The scene lasted a couple of minutes before Della, clearly uncomfortable standing, ordered, "Sandra, crawl to the couch."
Sandra obeyed, her face slightly shiny from Della's juice.
Della, beginning to get more comfortable with her new position of power, ordered, "Clean my soles with your tongue."
Sandra's look showed her unhappiness with the order and her new position, but she obeyed lifting Della's right foot up to her face.
I looked at Beth, who was avidly watching the power shift, and walked over to her and said, "Are you enjoying the show, my sweetness?"
She looked up at me and asked demurely, "And why do you want to know?"
I was suddenly nervous. I know I could fuck Sandra or Della now, but it was Beth I craved. I attempted to be suave. "Because someone looks like she needs a late Christmas present."
"I do, do I?" she answered, with a coy smile, her British accent adding to the playful seduction. Her hand went to my stiff cock, "Is this my gift here?”
“Yes,” I answered, “and it is a present that keeps on giving.”
“Really?” she teased, rubbing my cock. “Can I unwrap it?"
I nodded, a mixture of excitement and nervousness overwhelming me."
She smiled and unzipped my pants and allowed them to drop to my knees. Grabbing my cock in her small hand, she teased, "What a big present! I’d better wrap it back up."
She leaned forward and took my cock in her pretty little mouth, wrapping it back up. Watching my biggest stroke fantasy with her mouth full of my cock was amazing. Having not come yet today, I knew my first load would come quick. Her sweet mouth and the way she slobbered up my cock, creating a whirlwind of sensations also accelerated my quick release. Within less than two minutes, I shot my load down Beth's throat. The great cocksucker that she was, she swallowed every drop and kept bobbing up and down.
Nearby, Della, getting into her new role of power, demanded, "Eat my pussy, captain," her tone bitter and sarcastic. I glanced over in time to see my sister's head disappear between Della's slightly chubby legs.
Once my orgasm was completely done, I pushed her onto the couch and spread her legs. She was wearing pantyhose with a hole where her pussy was and no panties. I didn't even know such things existed. I kissed her pantyhose clad thighs as she moaned softly. Nearby, I could hear Della's increased breathing.
