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Bedding the Babysitter Ch. 08

Summary: Jenny is a maid at lesbian fundraising orgy for Gov. Greene.

A summary of the first seven parts:

Part 1: 18 year old Jenny is a shy, curious babysitter who is pulled into the lesbian lifestyle by her pretty, seductive neighbor and employer, Megan.

Part 2: Jenny is taken out for a makeover where she meets her school crush (cheerleader Karen) and ends up at the lesbian club (La Château) where she accepts unconditionally that she is a submissive lesbian.

Part 3: Jenny, now a sub to cheerleading captain Karen, ends up becoming popular, sets new fashions with her thigh high stockings fetish, starts seducing a female teacher and ends up as the pet for a group of cheerleaders at a retreat.

Part 4: Jenny attempts to complete her seduction of her pretty teacher.

Part 5: Returning home, she walks in on her Mom who has submitted to Karen. Shocked, Jenny listens to how her mother became a sub just like her.

Part 6: Jenny goes on her first lesbian date with Ashley. another cheerleader...who, unlike Karen, is not a Domme.

Part 7: Jenny flashes backs to the first night with Governor Greene; Karen puts Jenny in compromising positions; Ashley protects Jenny at all costs. The chapter ends in a strange triangle between Ashley-Karen-Jenny.

Note 1: As always a great thanks to Robert, sexnovella, David, goamx86, and Wayne for editing this chapter.

Note 2: Of course, all participants are at least eighteen years old.


Ashley and I brought each other off in my bedroom, in a lengthy, sweet, sixty-nine before I said, "We need to go talk with Mistress Megan."

Ashley said, "I find it weird you have an adult Mistress."

"Without her we would have never really got to know each other," I smiled, kissing her generously.

"True," she nodded. "And maybe she can help us with this Karen problem."

"I hope so," I nodded.

Five minutes later we knocked on Megan's door with a mixture of trepidation and excitement.

Part of me knew I couldn't let Karen control me with such carelessness and yet another part of me enjoyed the utter submission and mindless following. After all, she was the one who had transformed me from a nerdy wallflower to popular sexy cheerleader (Of course, with a major assist to Mistress Megan).

On another note, I was undoubtedly falling in love with Ashley. I wanted to be with her and be her girlfriend... Yet, I also wanted to be the submissive I naturally was... and I wasn't sure Ashley could play the dominant I craved.

These conflicting and confusing thoughts were ricocheting in my head as Megan opened the door.

"Speak of the devil," she smiled.

"Can we talk?" I asked.

"Yes, we need to," she nodded, as she glanced down and saw I was holding Ashley's hand.

"And you must be Ashley," Megan greeted.

How would she know that? I hadn't yet told her about Ashley.

"I am," Ashley nodded, clearly nervous in the presence of my original Mistress.

"Please come in," she said.

We did and I was surprised when little Max didn't come running. I asked, "Where is Max?"

"With your mother," she answered, her tone and look somehow telling me something was going on. "Let's go to the living room and talk."

"Yes, Mistress," I said, wanting to make it clear I was still her pet.

As we walked onto the living room, I was shocked to see Karen sitting there sipping on a Slurpee.

"Hi, my slut," Karen purred, with a wicked smile.

"You bitch," Ashley snapped, instantly getting protective, which I found sexy and comforting. I loved having someone who cared about me that much.

Mistress Megan said in a firm, no nonsense tone, "There will be none of this silly high school power trip drama in my home. Is that clear?"

Both Karen and I responded simultaneously, "Yes, Mistress."

I squeezed Ashley's hand with intent and she apologized, "Sorry ma'am. That was disrespectful in your home."

Megan nodded, "It's okay, but don't let it happen again."

"Yes, ma'am," Ashley nodded, clearly nervous in front of Megan, who just oozed an authoritative persona that demanded respect... even though it was disguised by a civility and normality that was hard to explain.

"And no more of this ma'am stuff," Mistress Megan continued, "it makes me feel old. Please call me Megan."

"Okay, Megan" Ashley nodded, seeming to relax slightly.

"Please sit," Mistress Megan said, as if she was inviting us in for coffee.

We did.

"So Karen tells me we have a problem," she began as she sat down.

"Mistress, it's got complicated," I began.

"I understand complicated," she nodded, before saying, "Now please tell me your version of today."

"Um, I," I wasn't sure what to say.

"May I?" Ashley asked.

"No," Megan shook her head. "I need to hear it from Jenny."

I took a deep breath and retold the day including the call from Governor Green, the conflict with Sabrina, the humiliation towards Miss Morgan and the tension between Ashley and Karen.

Once done, Megan asked, as if she was a psychiatrist, "And how does all this make you feel?"

"Confused," I admitted.

"Why?" She asked.

"Because I'm conflicted," I admitted.

Ashley interjected, "Jenny wants Karen and the others to leave her alone."

"Is that true?" Megan asked.

"I don't know," I admitted.

"What do you mean?" Ashley asked.

I felt bad at not being able to just say yes. But as I looked at Karen, my first female fantasy and the girl who had taken me under her wing I was immediately confused again.

Megan, somehow able to read my confusion, said, "Well, I see a couple of problems and a few different resolutions."

We all looked at her as if she was the messiah who could solve all our problems.

Megan began, turning to Karen, "First, you. You were careless with your pet. Forcing her onto her teacher and then with the other cheerleaders is not going to build trust. That takes time."

Karen's usually confident aura faded as she whispered, "Yes, Mistress."

"You need to understand your pet's needs as they are as important, if not more important, than yours," Megan continued.

"I understand," Karen nodded.

"Do you?" Megan asked. "Tell me what Jenny needs."

Karen looked at me, as if the answer was written on my face.

Ironically, I couldn't answer that question. I was more confused now than I was when I was questioning my sexuality before Megan awakened my submissive side.

Megan laughed after a pause. "It's an unfair question. Our sweet Jenny doesn't even know what she wants. But as a Mistress you have to help her discover what she wants and more importantly what she needs."

"How do you do that?" Karen asked, seemingly curious to know.

"It takes time, understanding and experience," Megan said. "And you are still very young."

"Okay," Karen said, looking confused.

"Karen, you have the potential to be a great Mistress, but you are trying to be a domme," Megan said.

"There's a difference?" Karen asked.

"A big one. A domme revels in dominating her subject. The relationship, if it can even be labelled as such, is hierarchical with a clear top and bottom. Which, by the way, was forever immortalized in 'Shades of Gray'. But that series is hugely flawed as in the end, he changed and became compassionate. Real life people don't change, not in such predominant ways. If there was a part four, it would likely be him cheating on her."

"Those books were terrible," Ashley chipped in.

"Yet, you read all three," Megan pointed out.

"Yes," Ashley nodded.

"Because we all want the happy ending. The crazy belief held by women that we can change men. We can't. Trust me, I've tried. Oh sure, we can get them to put the toilet seat down or learn how a laundry machine works, but those are trivial things. You can't change personality. Anyway, now I'm lecturing. What was my point?"

"Mistress versus domme," I reminded her, curious what the difference was.

"Right, right," Megan laughed. "So a Mistress, on the other hand, cares for her submissive as if they are one of her children. She will reward them when they are good, punish them when they are bad. But she will always look out for the best interests of her pet. A pet's greatest pleasure is from pleasing her Mistress. Conversely, the greatest pleasure a Mistress receives is from watching her submissive get what she needs. It is more than sex. It's an unspoken understanding that both Mistress and submissive gain equally, albeit in very different ways. With a domme it is sex and power. There is no love."

"Oh, God," Karen said, clearly mortified by the realization of her treatment today.

"Now Karen," Megan continued, "don't be too hard on yourself. Wasn't it Shakespeare who said 'absolute power corrupts absolutely'?"

"In Macbeth," I nodded, like the geek I am.

"Right," Megan nodded. "The point I'm making, although long winded, is Karen you lost your way today. You let power get to your head. Do you care about Jenny?"

"Yes," Karen nodded.

"And is sharing her thoughtlessly with a vindictive person a good form of discipline?" Megan questioned.

"No," Karen admitted.

"And is blackmailing a teacher into potentially losing her job so you can make a point a responsible thing to do?" Megan continued.

"No," Karen whispered, guilt written all over her face.

I jumped in, feeling guilty seeing Karen look so vulnerable and said, "Ms. Morgan said she liked submitting to Karen."

"That may be true. Karen, I believe, has a natural gift to sense the submissive inside. But that doesn't mean you use blackmail or risk someone's career to get what you want."

Karen looked at me and said, "I'm sorry, Jenny."

She then turned to Ashley. "I'm sorry to you too Ashley. I let my power override common sense."

"Good," Megan nodded. She looked at Ashley as if expecting a response. When none came she continued, "Every Mistress, needs to understand the humility of being a submissive. I learned that from my Mistress and Karen will learn that from me."

Karen, without orders, dropped to her knees in front of Megan and said, "I understand, Mistress. How can I regain your trust?"

Megan opened her legs and said, "I think this will be a good start."

Both Ashley and I watched the usually strong-minded head cheerleader bury her face between Megan's legs... her humility instantly tested.

"Now you, Jenny," Megan said, turning to me and acting casual as if she wasn't having her pussy licked.

"Yes, Mistress," I nodded, unsure if I was in trouble or not.

"What do you want?" She asked bluntly.

"What do you mean?" I asked, even though I sensed I knew exactly what she was asking.

"Not even two weeks ago you were lusting after Karen and eagerly accepted her being your Mistress."

"Things change," Ashley said.

Megan turned to her. "Ashley, you seem like a nice girl and a passionate person who cares deeply for Jenny. But this is my home and at the moment I am talking to her, is that clear?"

Her voice was firm and no nonsense, yet not condescending or rude.

"Yes, ma'am," Ashley nodded.

"Thank you," Megan smiled. "You are a beautiful young woman."

"Thank you," Ashley blushed, getting caught in the exotic seductive web Megan created without even trying.

"Now Jenny, you can't pick and choose being a pet," Megan continued.

"I know," I whispered, watching Karen between her legs and wishing it was me.

"For example," she continued, putting her hands through Karen's hair. "If I told you to go to Sabrina's right now and be her unconditional pet for the evening, would you?"

I didn't look at Ashley, not wanting to disappoint her. The answer was rather black and white. I answered, "I would obey, Mistress."

"And if Karen gave you the same instructions?" Megan continued.

I saw clearly her message. I didn't get to pick and choose my obedience. Either I was a submissive pet with a Mistress or I wasn't.

I answered, still avoiding looking at Ashley, worried our relationship was over before it really began, but thankful for one last satisfying romantic encounter just twenty minutes ago (was it just twenty minutes ago? It seemed an eternity). "I'd obey."

"Good answer," Megan nodded, letting out a soft moan. "Because your Mistress should never put you in a situation that will put you at real risk, although we will put you in situations that test and push your boundaries."

"Of course, Mistress." I nodded, her words making complete sense. Yet, I still felt guilt at not standing side by side with Ashley.

"That said," Megan continued, "A good caring Mistress would never do that to her pet unless she knows that's what the pet wants or needs."

Ashley asked, "Ma'am, may I ask a question?"

"Of course, my dear," Megan nodded, sounding more like a mother figure or teacher than a Mistress. "But remember, I'm Megan."

"Megan, I understand what you just said. But how do you balance it? I mean, I have always been a rather submissive person myself. Yet today, I lost it. I felt the need to protect her at all costs," Ashley said, looking vulnerable.

"Well, that is a tough question," Megan nodded. "It's nature versus nurture. Your nature is who you are and in sexual terms whether you are a natural submissive or dominant. Although some girls can be a switch, meaning dominant or submissive depending on mood, relationship and time. As for nurture, we are human beings with feelings and it is a woman's natural persona to nurture and protect the person they care about. So, in the end, your reactions and feelings today make complete sense."

"Really?" Ashley asked, completely taken by Megan just as I was.

"Of course, my dear," Megan nodded. "You are likely also still understanding your sexuality."

"Oh, I'm definitely a lesbian," Ashley stressed, looking at me.

"That may be," Megan nodded, "but that is only the first aspect of understanding sexuality. It is very complex and takes years to completely understand who you are as a sexual being."

"What do you mean?" Ashley asked confused, thankfully asking the question I wanted to ask.

"Do you like to dominate? Be dominated? Switch? Wear the strap-on or take the strap-on? What toys get you off? What actually gets you off? Where is your g-spot? Your trigger zones?" Megan listed on and on.

"Oh," Ashley responded, clearly overwhelmed by all that was just listed.

"It took me years to learn I get the most satisfaction from seducing and training young women who are obviously lesbian or bi and have not yet come to grips with that reality," Megan explained, looking directly at me.

I nodded in understanding.

"The key is as a Mistress you need to care about your pet," Megan said, lifting up Karen's head from between her legs and asking, "Do you understand?"

"Yes, Mistress," Karen answered, looking so obedient and submissive.

Megan shoved her back into her pussy and said, "So Jenny, you have a decision to make. You can quit being a submissive and return to the so-called normal world, or you have to be a true pet and understand that your Mistress, or in this case Mistresses, know what is best for you."

I looked at Ashley, torn.

I wanted it all. I wanted to bury my face in Megan's pussy, I wanted to be a submissive to Karen and I also wanted to be in a relationship with Ashley.

Megan, reading my mind like she somehow often did, added, "And yes, you can have it all."

"How?" I asked.

"By having caring Mistresses who understand your sexual needs and look after you," Megan said, before turning to Ashley an adding, "and by having a girlfriend who understands you love her but also need to live a life as a pet."

"This is all a little much," Ashley said.

"I imagine so," Megan nodded, as she moaned. "Please give me a moment."

And we watched Megan shift from sexual philosopher to dominant Mistress.

"That's it slut, tell me what you want?" Megan said, looking down at Karen.

Karen responded, "I want your cum, Mistress."

"I'm not sure you deserve it," Megan said, lifting Karen's head up. "You have been a very thoughtless Mistress."

"I'm sorry, Mistress," Karen apologized. "I let the power go to my head."

"Absolute power corrupts absolutely," Megan said, again quoting Macbeth.

"Luckily, I have a Mistress to keep me in line," Karen said.

"You will apologize to that teacher tomorrow," Megan instructed.

"Yes, Mistress," Karen agreed.

"And since you need to understand completely the role of submissive, as it's the only way to become a compassionate mistress, I am going to send you this weekend to a black friend of mine. She loves white girls."

"Okay," Karen agreed, although her tone showed her trepidation.

"She is a very strong black Mistress, who really has an aura over white sluts," Megan explained.

"Okay," Karen said again, still sounding unsure.

"As I mentioned before, only from being an unconditional submissive to a strong Mistress, will you be able to understand the needs and desires of your submissives," Megan repeated. "And trust me, once you meet Janet you will succumb."

"Okay," Karen nodded.

"Now finish me off," Megan ordered.

"Yes, Mistress," Karen nodded, seeming nervous about being given to a complete stranger.

I felt bad for her, and slightly jealous...somehow the idea of submitting to a stranger was kind of a turn on.

"That's it, suck on my clit," Megan ordered, before coming a minute later.

Once done, she pulled Karen up and said, "You may go."

"Yes, Mistress," Karen nodded, standing up. Turning to me, she repeated her apology, "I'm sorry to both of you."

"It's okay, Mistress," I replied, wanting to make it clear that I too understood I had done wrong. "I'm sorry, too."

Ashley joked, "We may need an intervention."

"This was one," Megan joked back.

Karen added, "Or just a room with some toys."

Megan said, "Oh, Jenny and Ashley are already going to one of those tonight. Now go, Karen."

"Yes, Mistress," Karen nodded, leaving.

"So you've made up your mind?" Megan asked.

"Yes, Mistress," I nodded.

"And Ashley, are you comfortable with Jenny's decision?" Megan asked.

"Yes, Mistress," Ashley responded.

"Are you offering yourself to me?" Megan asked.

"Yes, Mistress," Ashley nodded, looking at me and smiling, before dropping to her knees in front of Megan.

"You understand I expect total obedience," Megan clarified.

"Yes, Mistress," Ashley nodded.

I watched in awe at Ashley's sudden decision.

"Good, but I want to make sure you really want to do this," Megan said. "So I am going to have you go home and think about it. If you are serious, come by on Saturday evening."

"Oh, okay," Ashley said, clearly disappointed.

"It's okay, my pet," Megan smiled. "I'm sure you won't change your mind. But I don't want you making a spur of the moment decision and regretting it."

"I guess," Ashley nodded.

"Plus, I believe you are expected somewhere else very soon," Megan said, looking at her watch.

"Oh, shit," I said. "What time is it?"

"Almost time for the night of your lives," Megan predicted.

"May we go, Mistress?" I asked.

"Of course," Megan nodded, standing up and pulling Ashley up. She leaned in and kissed her. The kiss was soft and tender. When she broke it, she smiled, "I'll see both of you tonight."

"You'll be there?" I asked, as Ashley stared at Megan in a complete state of arousal.

"Of course," she nodded, walking over to me. "The Governor's parties are legendary." She leaned in and kissed me too. Then she broke the kiss she said, "Now, go. The Governor does not appreciate tardiness."
"Yes, Mistress," both Ashley and I said in unison.

Once back outside, Ashley summed up everything in one word. "Wow!"

I laughed, "Somehow life got a lot more complex."

"That's an understatement," Ashley laughed back, taking my hand.

"You don't have to submit to Mistress Megan for me," I said, looking into her eyes.

"I know," she nodded. "But I want to do everything with you."

I smiled.

She then added, "Plus, she's pretty impossible to resist."

"That she is," I agreed.

"I understand that we must obey Karen," Ashley said.

"No, just I do," I pointed out.

"No, I'd been submissive to her before you," Ashley said. "She has been very good to me overall. Plus, without her I would never have found you."

I smiled, my heart going all pitter-patter at the sweetness of my girlfriend.

Suddenly a limousine pulled up in front of my house.

I said, "Well, ready for an adventure?"

"I'm ready for anything as long as you're by my side," Ashley said, squeezing my hand.

We walked, hand in hand, to the limousine and then cuddled together as we silently prepared for whatever was to happen next.

When we arrived at the Governor's mansion, I asked, "Ready?"

"No," Ashley said, "but I am darn curious."

I laughed, "Good word choice."

Hand in hand, we walked into the mansion and were greeted by likely the prettiest woman I had ever seen in real life. Blonde, blue eyed and big breasted and with a dazzling smile, I felt I was in the presence of perfection.

She greeted, "You must be the servers for today."

"I think so," I answered.

"Very, very cute," she smiled, checking me out.

"You're very, very perfect," I countered, flirting... something I wasn't really good at.

Ashley added, "You look like you just came out of a magazine."

She laughed, and shrugged, "It's just how I've always looked." After a moment, she added, "Come in. We need to get you into your evening attire."

"Okay," Ashley and I both said, looking each other and both mouthing 'Wow!'

From behind she was just as perfect. A tight ass and great legs in beige nylons and five inch heels.

We were led down a long hallway, up a flight of stairs, down another long hallway and then into a room which was literally bigger than my entire house.

The unnamed goddess asked, "Who wants to get ready first?"

"Me, I guess," I offered, unsure what the plan was.

She walked over to me and standing in front of me said, "By the way, my name is Chanel."

I thought to myself, 'Of course it is', but offered my name in return, "I'm Jenny and this Ashley."

Chanel explained, "I'm to prepare you for this evening."

"Okay," I said, as she began to undress me.

My body trembled as I glanced over to Ashley, who was watching.

Once I was just in thigh highs, Chanel dropped to her knees, and slowly rolled my stockings down my legs. Now that I was standing completely naked, she wordlessly moved to my wet pussy and said, "I am also to get you off as part of the preparation."

"Um, okaaaay," I moaned, as she began licking.

I watched, mesmerized that the most beautiful woman in the world was willingly on her knees licking my pussy; and her tongue was doing wonders. I don't know if it was her beauty, the situation, or her tongue... likely all three... but my orgasm grew quickly.

She purred, "You taste so sweet, Jenny," as she slid two fingers inside me.

She found my g-spot in seconds and began drumming her fingers on it.

"Oh God," I screamed. The double simulation on my clit and g-spot was too much and I came hard. She lapped up my cum and then stood up and kissed me.

Breaking the kiss, she moved to Ashley and said, "Your turn, sexy."

"Okay," Ashley nodded, looking as stunned as me, as Chanel undressed her.

Chanel replicated her pussy pleasing on Ashley, who also came rather quickly from Chanel's fingers and tongue.

Chanel stood up and ordered, "Both of you please put on the outfits laid out on the bed for you."

"Yes, ma'am," I said, wanting to show her my submissiveness and maybe get the privilege to return the favour.

"Ma'am," she chuckled. "I'm nineteen."

"Sorry," I apologized.

"It's okay," she smiled. "Like you, I'm submissive and understand your dedication to please all."

"Well, you sure do," Ashley added.

"As I imagine you both do too," Chanel said, as she pointed to the outfits on the bed, which were clearly maid outfits.

We both put on the black thigh highs with seams down the back of the legs, black skirts and white blouses... not surprisingly, there weren't any panties or bras.

Once dressed, Chanel said, "Follow me."

We did, and were taken to a closet containing with hundreds of pairs of shoes.

Ashley gasped, "I'm in heaven."

"Didn't I just take you to heaven a few minutes ago?" Chanel quipped.

"That you did," Ashley laughed.

"Happy heel hunting," Chanel said, before adding, "The Governor would prefer you each in four or five inch heels, but understands if that is not something you are comfortable walking in."

Ashley giggled, like a kid in a candy store, "Shoes."

I nodded, "Okay."

"By the way, choose wisely as you can keep whatever pair you decide to wear tonight," Chanel added.

"No way," Ashley gasped, as she headed into the closet shoe store.

For fifteen minutes we were Barbie girls as we tried on dozens of heels.

"How can I choose only one?" Ashley asked.

"How many do you want?" a voice asked from behind.

Ashley froze.

I turned around and greeted, in a pair of definitely clashing red heels, "Hi, Governor Green."

"Hi, Jenny," the Governor greeted, dressed in a classy black dress as she walked to Ashley. "And you must be Ashley."

"H-h-hi Governor," Ashley stammered, as she shook her hand.

"Are you two enjoying yourselves?" she asked.

"It's like a dream come true," Ashley said, gushing.

Governor Green smiled, as she asked, "Meeting me, serving a gala fundraiser tonight or trying on shoes?"

Ashley, blushing bright red, admitted, "All three, ma'am."

"She is adorably cute, Jenny," the Governor chuckled.

"I couldn't agree more," I smiled, winking at a befuddled, star-struck Ashley.

"You two are both so cute," the Governor smiled. After a pause, she asked, "Can't you choose just one, Ashley?"

"It's like trying to pick only one flavour of ice cream," Ashley said.

"Mmmm," she purred, "I do like a variety of flavours."

I knew her message was naughty, but Ashley didn't catch on.

I added, liking a variety of flavours myself, "Variety is the spice of life."

"That it is," Governor Green nodded, before saying, "each of you can keep three."

"Thank you, thank you, thank you!" Ashley said, as if she had won the lottery.

"That's very generous," I said.

"I can be very, very generous," she smiled back.

Ashley was oblivious to the naughty innuendo that was going on as she focused on her shoe expedition.

Governor Green added, "So, you two will be servers for the fundraiser."

"Okay," I nodded.

"And although you two may get some attention from the guests," she continued, "you two are off limits until after the auction is done."

"Okay," I agreed, curious what kind of auction it was.

Governor Green handed me a sheet of paper. "I hate to have you sign this as I trust you completely. But my political manager insists all people here sign it."

"What is it?" I asked.

"A non-disclosure agreement," she said. "Essentially, what happens in my house, stays in my house."

"Of course," I nodded, signing it without question.

Ashley signed it too and Governor Green announced, leaning in and kissing me briefly, "Ten minutes," Ashley was too busy looking at shoes to notice.

Once she was gone, I joined Ashley and we finished choosing shoes.

I slid on a pair of black four inch open toed heels, and also selected a five inch pair of black heels and a four inch pair of gold.

Ashley picked all five inch heels in black, red and purple, a colour I couldn't fathom anyone ever wearing.

With both of us wearing our new black heels, I asked, "Ready?"

Ashley joked, "I kind of feel like Alice about to go into Wonderland."

I smiled, as she referenced one of my favourite books, "Well, at least there will be two of us."

I won't bore you with the details of the next couple of hours. We served food and drinks to over a hundred women, including some I had seen before at Le Château Club, many high end women, a few celebrities, and, as she'd promised, Mistress Megan.

A couple of women, well seven actually, which is a more than a couple, gave me business cards, a dozen either squeezed my ass, cupped my breasts or caressed my arm or leg. I was given lots of compliments and couldn't believe how crude women of means could be. It also had me incredibly horny and wet.

I was also shocked by the fact that there was entertainment on a make-shift stage where the guests could bet as part of the fundraiser. They included:

-a pretty college aged woman on a Sybian, where guests bet on how long it would take for her to come as she tried to hold off as long as possible (the female version of riding a bucking horse).

-an older woman who was fisted to orgasm (guests again betting on how long to come)

-another woman, in her forties I am guessing, on the Sybian, this time the betting on how many orgasms in half an hour (thirteen was the ironic lucky number). I instantly wanted to go and ride that toy.

-sorority sisters who competed to see who could come first while ass fucking massive dildos suctioned to the floor (I couldn't fathom doing such a thing)

My pussy was on fire by the time Governor Green finally appeared on stage.

"Good evening and I hope you have enjoyed the festivities," she opened.

There was polite clapping.

"This fundraiser is very important as all proceeds go to a very good cause," she said, and after pausing for dramatic effect, "the cause of having the first female President."

The crowd erupted. I gasped... my hero was going to run for President!

The crowd clapped for minutes it seemed, before the Governor could finally speak again.

"And tonight, we have five special auctions where all the money will go to my campaign," she continued.

More applause. I felt like I was at a concert.

"Up first, a weekend as a submissive at my old alma mater. You will be the complete submissive for the entire sorority house serving so much young, fresh pussy that you will likely never want to leave," the Governor announced.

Instantly, a woman called out, "One million."

My mouth dropped open. She didn't really mean a million dollars.

"One and a half," someone else yelled out.

I glanced over to Ashley who looked as stunned as I felt. I mouthed, 'Holy shit' and she nodded.

In the end, a pretty, slightly chubby woman, in her early thirties, I guessed, paid 2.35 million for the privilege of being a submissive to an entire sorority. I was in awe... and a bit jealous.

The Governor said, "That was very generous, Tiffany. I imagine you are in for the weekend of your life."

"I hope so," Tiffany said with a big smile.

Governor Green continued, "Our second auction is a tradition these past few years. A lifetime front of the line pass to Le Château Club as well as Rosie's sweet black pussy. A pussy, I may add, I have savoured many times."

"Who hasn't," someone called out.

I smiled to myself, recalling being at the Le Château Club and tasting that heavenly nectar. As Big Rosie sauntered on stage, and sat on a couch, my mouth instantly watered.

"Who wants to munch on my cunt right now?" Big Rosie asked.

Lots of women yelled "Me!", but it was Candace Carter, a TV Celebrity, whom I had seen at the Le Château Club (Chapter 2) that quickly came to Big Rosie and buried her face between her legs.

The Governor laughed, "Candace is obviously hungry."

The crowd laughed and someone yelled, "We all are for Big Rosie."

"Line up," Big Rosie moaned, "I'm here all night."

"Ten thousand," someone yelled out.

"Don't insult me like that," Big Rosie scolded, as she took off her blouse to reveal massive tits.

"One hundred thousand," someone else called out.

"Now that's more like it," Big Rosie said.

"One fifty."

"Two hundred."

"Four hundred thousand."

"Four ten."

"Four twenty-five."

"Five hundred thousand," the same woman who jumped the bidding from two hundred to four hundred thousand called out.

Rosie purred, "Whoever wins the bid gets to replace Candace here."

"Five twenty-five," a large but pretty redhead called out.

"Five fifty," the other bidder, a slim, young, Asian woman, quickly upped the ante.

The bidding went back and forth, until the Asian sighed and said, "Fuck it, 1 million."

"I'm out," the redhead said.

"Any last minute bidders?" Governor Green asked. "No? Going once, twice and sold to Mrs. Ash."

Applause broke out as Mrs. Ash walked up to Candace and ordered, "Move over bitch."

Candace ignored her, continuing to lick Rosie.

The small Asian pulled Candace by the hair and Rosie laughed, "Ladies, there is enough Big Rosie for everyone."

"What the fuck?" Candace snapped, ready to have a cat fight by the looks of it.

"I want first dibs," Mrs. Ash said.

"Candace was here first," Big Rosie said, always calm and not rattled. "She can finish what she started. Plus, my second orgasm is always worth the extra work."

"Fine," Mrs. Ash nodded, as Candace, looking pissed off, crawled back between Big Rosie's legs.

The Governor joked, "All good things come to those that who wait... like the first female President."

The crowd roared with approval.

"Before I continue, I have to thank you all for being here, supporting me over the years, supporting the lesbian community, and for your incredible generosity today. This next auction is, believe it or not, not sexual."

There were mocking boos.

"But I think you will like it," she continued. "You will be my guest at the upcoming Oscars."

Gasps again.

"Besides being my plus one, which if you wish can include some very authentic snacks, if you know what I mean, and I know you know what I mean, you get a first class flight, luxury hotel accommodations, and access to the after party," she explained.

"Do I only get to eat your pussy once, Governor?" someone yelled out.

"Oh, you can have an all you can eat buffet," the Governor quipped back.

"Five hundred thousand."

"One million."





I couldn't believe the money being thrown around, yet I also could understand why someone would pay so much for such a once in a lifetime opportunity.

I ran out of champagne and headed off to get more. When I returned the bidding was at nine and a half million dollars.

"Sold," Governor Green said, before adding, "Carissa, you and I will have a lovely time."

"Oh, it will be a lot more than lovely," the drop dead gorgeous brunette said. I recognized her from somewhere, but I wasn't sure where.

"Up next is something different," the Governor declared. "Something I have never had the opportunity to offer before." After a pause, she said, "The winner of this auction will be flown to California and be a part of a professionally filmed porn movie. You can star in it if you want; you can direct it; you can cast it; you can even write the script. The film, when done, can be a souvenir just for you or released worldwide. Again, it is completely up to you."

"One million."

I handed out drinks, many seeming suddenly to be empty, as the bidding increased, although this time in smaller increments.

I was suddenly so busy, both serving drinks and being felt up, that I didn't even hear what the final bid was. I did wonder how fun it would be to make a movie about my journey from shy babysitter to cheerleader submissive to whatever I was now.

"And last, but certainly not least, the last auction is for your own live-in submissive for one year," Governor Green revealed.

There were gasps in the crowd.

"And, if all goes well, you can arrange for it to be permanent with the pet," she continued. "The only rule for this one is, she is a lesbian and will not have sex with any men in any form. On the other hand, you can share her with female friends and family as you wish. Please welcome Sarah."

It was the same woman who was first on the Sybian. She was beautiful and now completely naked.

"Two million," someone yelled out as soon as they saw who the live-in pet would be.

"Four," another said.

"Twenty," a very famous ex-teen star, Jessica Jones, who had earlier squeezed my ass, said.

The women gasped. Obviously, this was a lot higher than usual.

The Governor looked shocked too.

Are there, um, any other bids?" The Governor asked. "Going once, twice..."

"Twenty-one," a fellow big movie star, the tabloid girl Brittany Banes, called out.

The ex-teen star's big smile faded instantly. The spotlight was changed as quickly as it had shined on her. "Twenty-two," she said, glaring at her fellow movie star... both of them once cast mates in a Disney movie.

"Twenty-five," Brittany said, her smile wide and this obviously about more than just the girl on stage.

"Twenty-six," Jessica said, her glare enough to make almost anyone back down, except apparently Brittany.

"Twenty-seven," Brittany quickly bid.


"Twenty-nine," Brittany said, literally all sing-song.

"Thirty million," Jessica declared.

Brittany smiled, blew Jessica a kiss, and said, "I think I've spent enough of your money today."

"No more?" the Governor asked. "Going once, twice, sold. Thank you Jessica for your very generous offer.

"It all goes to a good cause," Jessica smiled, instantly shifting into fake celebrity mode.

I went over to Ashely and she said, "I think I'm in a porn version of Alice in Wonderland?"

I asked, an idea already spinning, "Want to join the cast?"

"What? How?" she asked.

"We offer to be pets to the highest bidder for the night," I suggested.

"No way," she said. Not in a 'No way in hell' way,' but rather in a 'You're not serious?' way.

"Sure," I shrugged. "It will be fun. It will be something we can do to raise funds for Governor Green and it will be something we can have just between the two of us."

"Fuck it, I already feel like the mad hatter," she laughed.

I grabbed her hand before she had time to change her mind and went up to Governor Green who was chatting with Jessica Jones.

She saw us and I said "Ma'am, may I ask you something?"

"Sure, Jenny," she smiled, clearly happy to get away from Jessica.

"We would like to go up for auction as a one night pair of submissives," we offered.

"Really?" she asked, surprised.

"I believe in the cause," I explained, before adding, "and I'm damn horny."

"And you, Ashley?" the Governor asked.

She joked, "Can I get another pair of heels if I agree?"

The Governor roared, "You can have a dozen."

"I love you," Ashley said.

"Hey," I playfully pouted.

"I love you too," Ashley smiled.

"If I auction you off, it won't be for tonight but a weekend mutually agreed upon and you may have to fly to her," she explained.

"Oh, that could be a problem," Ashley said.

The Governor clarified, "I could talk with your parents and have them believe you were working with me on the early aspects of the campaign."

"I want to work for you on the campaign," I pointed out.

"Well, that makes the story easier to sell," she said. "So are you girls sure?"

"Yes," we nodded in unison.

"Okay," she nodded, as she went back up to the microphone and said, "Ladies, we have one last surprise auction and it is a great one. A buy one submissive, get a second submissive free deal." After a pause, she continued, "My two maids tonight, two young eighteen year old high school students who are just beginning to explore their true sexuality, have willingly offered to be a pair of submissives to the highest bidder."
Clapping erupted and Ashley and I, still in our maid outfits, went and stood beside her.

"And trust me, they were born to serve," Governor Green said.

"One," Brittany Banes announced and after a dramatic pause added, "million."

My mouth dropped open. I had been hoping for a couple thousand.

I glanced to Ashley. Her mouth was dropped open too. Not to mention it was the super celebrity Brittany Banes.

Governor Green seemed less surprised, as she asked, "Any other bidders?" The opening bid shocked the room it seemed and soon the Governor said, "Going once, twice, sold."

Brittany walked over to us and said, "Hi ladies, I'm Brittany."

"We know," Ashley said, instantly star-struck.

"I'm super excited to have you two come and meet me on my movie set when you can," she said.

"Really?" Ashley asked, sounding fourteen and not eighteen.

"For sure," she nodded. "You can see what happens behind the scenes, both at the studio and in my trailer."

"That would be great," I said, catching the innuendo.

"I have to head out very early tomorrow morning to Los Angeles and have to leave this fun night earlier than I would like to, but I want you two down for a couple of days," she said, sounding so sweet.

Governor Green interrupted, "You only bid on one day."

"I'll pay a million per day they are down," Brittany said. "It's for a good cause."

"Well, in that case, they can stay for as long as they like," Governor Green said, before adding with a laugh, "I suddenly sound like their pimp."

"I can't believe you would pay that type of money for us," Ashley said.

Brittany smiled, "Oh, you two are absolutely delicious and I hope to find out just how much so very, very soon."

My pussy leaked as I heard Brittany's very blunt innuendo and watched her kiss my girlfriend.

She then turned to me and kissed me too.

When she broke the kiss, leaving two stunned teens speechless, she said, "I'll get your contact information from the Governor."

Then she was gone.

The Governor asked, "I know you two likely have to get home soon, but if you would like to stay, things here are about to get a little crazy."

"I think we have time," I said.

"I know we have time," Ashley corrected.

"Great," she smiled, "now please enjoy yourself. And the limousine is outside whenever you are ready to go."

I noticed that there was a lengthy line for Big Rosie and a few others were creating their own play time. Governor explained, "Sometimes these things turn into orgies."

"Wow," Ashley said.

I joked, "We may never want to go."

The Governor laughed just as I felt someone grab my hand and say, "Come here now."

I looked at Ashley whose mouth was wide open as I turned around and saw it was Jessica Jones who was pulling me away.

I followed as the Governor said to Ashley, "Want to earn one more pair of heels?"

I was led to a large sofa where a busty blonde was being fisted by the Asian woman from earlier, whose name I'd forgotten.

Jessica took off her designer dress, revealing a garter-belt and stockings, and said, "I'm fucking horny and want someone I can use for a bit."

"Okay," was all I could muster, as I stared at the body of an actress I admired, although she had gone a bit too Miley Cyrus since she turned legal and tried to break free of her squeaky-clean Disney image.

"Stop staring and get licking," she ordered, as she sat on the other edge of the couch and spread her legs.

"S-s-sorry, I stammered, realizing I was staring.

I dropped to my knees and buried my face in her completely shaved pussy. As I licked, I realized she actually perfumed her pussy, as the scent of strawberries lingered.

"That's it, lick my pussy," she moaned, as she grabbed my head and held me in her wetness, before she added, "I've been checking you out all night."

Hearing that a huge celebrity who just spent 30 million on an auction for a live-in lesbian was checking me out was flattering, although part of me realized the obvious; she wanted to have me serve her before I served Brittany.

Of course, I was fine with either theory, maybe they were both true. The reality was I was licking Jessica Jones's pussy. Add the fact that I had already been between Governor Greene's legs and would undoubtedly be between Brittany Banes' in the near future and I was quickly, in my brief time as an out and about lesbian, a celebrity pussy pleaser.

I don't know if I was that good, which seems unlikely, or she was that horny, but in a couple of minutes, she began grinding her pussy on my face and I just kept my tongue extended and tried to please her the best I could as she fucked herself on my face.

She squealed, similar to the high pitched voice from her popular television show, as her cum flooded onto my face. Only a little hit directly on my tongue as she used my entire face to get herself off.

When she let go of my head, I eagerly focused on lapping her cum, wanting to savour every last drop.

As she looked down at me, she said, "Now that bitch can have my sloppy seconds."

I felt used, but I didn't say anything, instead licking a little more cum leaking out her pussy.

"You may go now," she said to me as if I were an expendable servant. It pissed me off. Even after the humiliating treatment from Karen and Sabrina, this was different.

I got up and quipped, "The tabloid stories apparently are true."

"Pardon?" she asked, surprised by my tone.

"That you're a pretentious, selfish bitch," I responded.

"How dare you?" she gasped.

I don't know what came over me, but a sudden unexpected rush of dominance overwhelmed me, as I straddled her on the couch, lifted up my skirt, revealing I was sans panties, grabbed her head and shoved it in my pussy like she had me. I ordered the stunned bitch, "Get licking and get me squealing."

For some reason I knew she would obey, she was a sheep in wolf's clothing as she began licking me.

A second rush coursed through me at the thrill of being in charge, of getting what I wanted. I held the 20 million a picture diva between my legs as she licked. Obviously, she had licked a lot of pussy before, as she was really getting me riled up rather quickly.

The diva teased my clit, parted my pussy lips, and used her tongue like a tiny cock.

The position though was awkward for me and although her tongue felt great, I knew I wouldn't get off like this.

I let go off her head, turned around and sat on the top of the couch and ordered, "Now get back here and eat my cunt, slut."

I wasn't sure if calling her a name would end this brief power shift, but it came out before I even had time to realize I said it.

She turned around herself, and willingly moved back between my legs. This time, though, she moved her tongue to my asshole and licked it.

Jessica Jones was licking my asshole.

My surreal life had taken yet another surreal turn.

I looked around and saw that Ashley was between Governor Greene's legs, while a large woman fucked her with a strap-on.

Around the room women were eating women, women were fucking women; it was indeed a complete lesbian orgy.

She probed my puckered asshole for a couple of minutes, before she moved back to my pussy and licked.

My orgasm built quickly, the fact I was dominating Jessica Jones, I was in the middle of an orgy and the entire night had been a stimulating kink show all contributing to it.

"That's it, slut, suck my clit," I demanded, this time it being my turn to grab her head and hold her deep in my pussy.

She obeyed, flicking on my clit like a drum and I closed my eyes and allowed my orgasm to trigger. When it did, my cum flooded onto the famous actress's face. She, like me, lapped up the come throughout the orgasm.

Once I let go of her head, she sat up, and kissed me.

I kissed her back, surprised by the intimate act.

When she broke the kiss, she slapped me across the face and said, back in her bitch persona, "Don't you ever fucking call me a slut again."

She then walked away as I sat there bewildered and still coming.

I glanced over to see Ashley now on her back getting fucked, another woman straddling her face.

I looked around the room and watched the orgy playing out in front of me.

Sex was happening everywhere, including a daisy chain that was beginning to form on the floor. Wanting to taste another pussy, I weakly got off the couch and asked, "May I join in?"

A spot was opened as over half a dozen women formed a circle.

I licked a redhead's hairy bush, while an older woman licked mine.

The daisy chain lasted over half an hour. I licked four different pussies, I came two more times, before Ashley said to me, "We really need to go."

"What time is it?" I asked.

"Midnight," she answered.

"Oh, shit," I said, as Ashley's school day curfew was eleven.

We went to the room we had started in and got back into our clothes. I asked Ashley, "Have fun?"

"Oh my God, we will never have another tonight," she said.

I nodded, "It will be hard to top this... but it will be fun to try."

"That it will," Ashley nodded as she kissed me.

Breaking the kiss, we finished getting dressed, grabbed our new heels and walked out together knowing that whatever adventures we had in store we would experience them together.


bedding   the   babysitter  

Jun 23, 2018 in anal