Bedding the babysitter - S01 E33

Story 1 year ago

Bedding the babysitter - S01 E33

Read Story: SEASON 1 EPISODE 33

I heard Sabrina call, "Yes, PomPom, get your ass out here, it is time for your initiation."

I put on the collar and slipped into the awkwardly high heels and said, "I am ready."

Karen then said, "Come on out, PomPom."

I did and was again the innocent shy girl I used to be. I was so nervous I could not look any of the three girls in the eye.

Sabrina said, "PomPom, get me a beer."

"Ok," I said.

I began going to the fridge when Sabrina sald, "Respond like a good PomPom."

I pondered this and then said, "Yes, Mistress Sabrina."

Sabrina laughed as she said, "Mistress, I like that. I was expecting ma'am."

I blushed and went and grabbed a beer. I handed it to Sabrina and sald, looking her straight in the eye, "Here you are, Mistress Sabrina."

I then looked at Ashley and said, "May I get you anything, Mistress Ashley?"

Ashley's face went red a look of stunned silence on her face as she finally said, "Sure, I will have a beer too."

Karen then added, "Get me one too, PomPom slave."

"Yes, Mistress Karen," said and went and got two more beers.

I handed both their beers and stood at attention like a maid would, already getting a bit turned on by my subservient role.

Karen dernanded, "Get yourself a beer, slut, and come and join us."

"Yes, Mistress Karen," I obeyed and saw Ashley's surprised face at me being called a slut.

I returned and then sat down in the open chair. Karen then said, "Truth or dare time for our little PomPom girl."

Instantly I knew all my secrets would be quickly revealed; yet, I was not worried, but rather relieved that the charade would come to an end. I would be their whore tonight and that was the way it was. I wanted to their whore, especially Ashley, yet even Sabrina's bossy demeanour had me yet.

Karen said, "Our PomPom can go first. Truth or dare?"

"Truth," I said.

"Have you ever fucked a boy before?"

"No." I said.

Sabrina then asked "Truth or dare?"

"Truth," I said again.

"Have you ever been with a girl?"

"Yes," I replied not at all ashamed, my eyes not leaving Sabrina.

Sabrina added, "Good to know" and took a sip of her beer.

Ashley then looked at me and I said, "Truth" before she could even ask.

Ashley thought about it a while and finally asked "Why did you decide you wanted to be a cheerleader?"

An innocent question on the surface, but my answer was anything but as I explained, "Mistress Karen suggested it on the phone on Sunday." I then waited for dramatic effect before adding, "The day after I ate her out after work."

Ashley let out a stunned gasp, while Sabrina gave an 'I knew it' smirk.

Karen then asked, "Truth or Dare?"

"Truth," I continued my comfortable pattern.

"How did you end up being between my legs?" she asked, knowing perfectly well the answer.

I then explained, in lengthy detail, for over ten minutes, the whole sordid story from my masturbating fantasy, to Megan's seduction of me, to the actual encounter with Karen at her work.

Sabrina said, "I knew it. I knew there had to be a reason. It made no sense that you would suddenly be a PomPom."

Karen defended me as she said, "She will make an excellent PomPom, won't you my slut?"

"Yes, Mistress Karen," I responded obediently.

"Truth or dare?" Sabrina queried.

"Truth," I responded.

"Do you want to eat my pussy?" she asked, opening her legs slightly.

"Yes, Mistress Sabrina, I would love to eat your pussy," I said so matter-of-factly it was like she had asked if I wanted a coffee.

"Well, come do it," Sabrina demanded.

"All in good time," Karen said.

"Fine," Sabrina huffed.

It was Ashley's turn, and I said, before she could ask, "Dare." I thought it would be fun to see how the shy one of the group reacted. She sat there a long time, seemingly unsure what to ask.

Sabrina sald, "Make her eat your pussy. I bet she wants to."

I gave Ashley a smile implying Sabrina was right. But instead Ashley dared, "I dare you to a dance for us."

This was worse than actually eating her pussy, as was an

awkward dancer. Karen got up and plugged her iPod in and after a

couple of seconds of searching a song began to play. It was

Brittany Spears 'I am A Slave for U. I stood up and began dancing

awkwardly to the song. All the more awkward since I can't dance

and I was wearing four inch heels. The song seemed to play

forever as I wiggled my butt, slid my hands up and down my

breasts and then playing the role of a stripper, I moved to Ashley

and did a sexy lap dance for her. Ashley strred obsessed with my

moves as teased her, bringing my body so close to her and them

moving away. The song ended and I went and sat back down.

Karen then said, "Dare or dare?"

I smiled, realizing the game had changed.

"Um, dare," I joked.

Karen smiled, chugged the rest of her beer, and said, handing me the now empty beer bottle, "Fuck yourself to an orgasm."

"Yes, Mistress Karen," said as I grabbed the bottle. I then took off my skirt, sat on the chair and rubbed the bottle around my lips. I slid the thin top of the bottle in my very wet pussy. I began to move the top half of the bottle in and out as I rubbed my swollen clit, completely oblivious to the three sets of eyes watching me.

As I began moaning, Sabrina demanded, "Shove the bottle deeper, dyke."

"Yes, Mistress Sabrina," I moaned as I attempted to push the wider part of the bottle into my tight pussy. I let out a yelp as the wider bottle, wider than any toy that had ever been used to fuck me, slowly penetrated me. My yelp became a whimper as a slight jolt of pain quivered throughout my body. I continued to slowly push it in deeper, until the majority of the bottle filled my pussy.

I didn't notice Sabrina until her hand replaced mine and began to vigorously pump the bottle in and out of me. Take it all you fucking slut," she said as she ruthlessly fucked me. I whimpered, a mixture of pleasure and pain as was assaulted by the bottle. Eventually, my juices lubricated my entrance enough that the pain subsided and I began to enjoy the bottle domination.

"I am close to an orgasm," pleaded, "Please Mistress Sabrina, fuck me harder."

Sabrina then slid all but the last inch inside me and I screamed, "Yesssssssss," as an intense orgasm hit me and my cum flooded out pushing the bottle out of me.

Sabrina smiled, "You really are a whore, aren't you?"

"Yes, Mistress Sabrina," I moaned, the orgasm still bringing great pleasure to my whole body.

Sabrina handed me the bottle and said, "Clean your juices, slut."

"Yes, Mistress Sabrina," I obeyed, taking the bottle and sucking it like a cock. I then licked around the rest of the bottle, retrieving any last juice.

Sabrina then looked at Karen, "Can I use this cunt yet?"

Karen, playing the powerful leader she was, responded, "Not until you pay your dues as well."

"Excuse me?" Sabrina said defiant.

"You have been questioning me all week. You need to pay for your lack of loyalty."

"How so?" Sabrina asked a little less defiant and a little more worried.

Karen went to a bag and pulled out a rather thick butt plug and said, "Fuck yourself to an orgasm with this."

Sabrina looked at it disgustingly and said, "I would never do that."

Karen held the plug inches from Sabrina's face and said, "Not only will you do it," she began as she grabbed a camcorder from her bag, "You will do it on tape."

"No," Sabrina said shocked.

Karen continued, "Look. You have two choices. Do as your told or don't. Either way win. If you do, you will be my little lez slave as well, but you may, I do mean may, get Jenny as your little dyke slave. If you don't submit, will get you kicked off the team and since I don't really like you that much it won't be much of a loss."

Sabrina was seething as she said, "I will just go and tell Coach Hopkins you are threatening me."

Karen laughed as she said, pictures in her hand, "Go ahead. Then I will send these photos of you with Mr. Paulson." I gasped too. Mr. Paulson was a chubby math teacher who was hardly attractive.

Sabrina went instantly white. "H-h-how did you get these?"

"Oh the how doesn't matter. Don't you understand I run this school? Not you. The key is I have them and I have no problem shattering your rep and getting a teacher fired. Plus, a better question is why you are fucking Paulson, there are a lot hotter teachers then him."

Sabrina, wavering a bit, said, "He threatened to fail me last year."

"And?" Karen asked.

"I said I would do anything to pass and he took me up on my offer,"

Sabrina explained.

"And you call Jenny a slut," Karen said.

Sabrina sald nothing, realizing her predicament.

"So, I will ask you only one more time. What is your choice? To be my slut or to not be my slut: that is the question. Whether it is nobler in your mind to suffer the binds and cuffs of outrageous servitude or take arms against me and be swallowed by a sea of trouble and by opposing me be crushed." Karen then moved in front of Sabrina and placed her hand on her shoulder and pushed her down onto her knees.

Sabrina did not resist, seemingly defeated.

Karen slid out of her skirt, presenting a shaved pussy to her cheerleading assistant captain.

Karen then continued her sexual filled Hamlet parody as, she seductively said, her pussy now inches from Sabrina's face, "To beg: to submit: all night, and by obeying end your holier than thou attitude."

Sabrina had tears in her eye as she said, "Please Karen, I..."

Karen interrupted her as she said, "Stop. Beg to have slut Jenny fuck your ass with this butt plug."

Sabrina looked at her, pleading with her eyes desperately, before saying, "Jenny, please fuck my ass."

I had been watching in complete silence the hot blackmailing submission and was jarred back to reality by my name. I stood up and Karen handed me the butt plug. Karen instructed as she handed me some lube as well, "Don't be gentle."

"Yes, Mistress Karen," I responded.

Sabrina looked at me slightly scared as I generously lubed the toy. I then said, surprising everyone Including myself, "Bend over bitch."

Sabrina looked at me furiously and began to say something, but stopped before any sound escaped her lips, as she obeyed, getting onto all fours. I then lubed her ass as well and without any warning began to slide the toy in her ass. Sabrina gave out a rather loud scream as it penetrated her ass. Obeying Karen's command, I showed no gentleness as I pushed the thick plug in her ass. I don't know what came over me; maybe it was all the years of being looked down upon by her or just her ignorant treatment of me this week, but I began to verbally abuse her. "How does that feel you fucking bitch?"