Unspoken Pleasure (erotica)
Bedding The Babysitter: Ep59

The Sunday evening I'd walked in on Mom on her knees pleasuring my Mistress was a bizarre ending to the most bizarre weekend of my life.

It had started with a cheerleader lesbian orgy the previous Friday evening, continued with my seduction of my favorite teacher Sunday afternoon, followed by the stunning revelation of my mother submitting to my teenage Mistress Karen (not the one being pleasured by my Mom right now, Mistress Megan is in her thirties) and had finished, or so I thought, with a movie date with Ashley and a very intimate rendezvous in her bedroom. I'd found the sight of Mom pleasuring Mistress Karen shocking because of how humiliating that was for Mom and me; now I found the sight of her pleasuring Mistress Megan heartwarming because I knew how good about herself she'd be feeling right now. Mistress Megan asked casually, as if my mother weren't between her legs licking her pussy, "How was your date, my dear?"

I stammered, still coming to grips with yet another twist in my life which just a couple of weeks ago was about as mundane as a teenage life could possibly be, "It-it-it was good."

"Only good?" she smiled, already very accurate in reading my expressions.

Unable to contain my excitement, I admitted beaming, "No, it was amazing!"

"Good," Megan smiled. "Now you look exhausted, so off to bed with you my dear, we'll talk about this whole new development tomorrow."

She was right: my body and mind were in comatose mode; I agreed, "Yes, Mistress." As I headed upstairs, I paused, "Good night, Mom."

Mom popped her head up from between Megan's legs and answered, her eyes making contact with mine with a look screaming sorry, yet her voice was happy and I was glad for her, "Good night, dear."

I didn't have to respond to her apologetic look, just to the contented tone in her voice as I said, not cheekily but sincerely, "Have fun, you two," and trudged upstairs. In my bedroom, exhaustion hit instantly and I collapsed on my bed, numb with pleasure and confusion as I fell asleep with no difficulty.

...

I woke up the next morning and a feeling of warmth washed over me as I remembered the sweet intimacy followed by raw sexual lust with Ashley. Was Ashley really my girlfriend? Did I have a girlfriend? I rolled over, grabbed my phone from the nightstand and re-read the last text from her.

Jenny,

I can't wait!! I really LOVE spending time with you and YES you ARE my girlfriend.

I had a girlfriend! Yet I also had two Mistresses and a Mom who was struggling through her own one-day-old sexual identity crisis. As I bathed in the afterglow (but part of it shattered wreckage) of last night's memories, one after another came flooding back.

Had Mom really submitted to Mistress Megan last night? Had Mom really submitted to Karen yesterday afternoon? Was Mom now a submissive lesbian just like me? All those answers seemed to be Yes. As the craziness of yesterday continued to come back to me, I also recalled seducing Miss Morgan yesterday as well. Had all that happened in one day? I had seduced and pleasured Miss Morgan, Mom had submitted to Karen, Ashley and I had our date followed by an intense quickie at her house just before her parents arrived downstairs, oblivious to the fact that I had just licked and eventually fisted their daughter to orgasm. Finally, I'd come home to replace Mom submitting to Megan. It sounded like a poorly written porn movie, but that was the reality of my Sassy Sunday... I could only wonder what Stormy Monday had in store for me.

I was just beginning to struggle out of bed when Karen burst into my room. "Get up, slut!"

I was surprised to see Karen dressed not in her usual cheerleader's outfit, but in a white blouse, plaid skirt and dark pantyhose, the typical schoolgirls' uniform for everyone who wasn't a cheerleader or a PomPom. The only part that wasn't typical was that the plaid woolen skirt was scandalously short. (Principal Percival Parker didn't enforce the part of the dress code about skirts being knee-length at all well, surprise surprise.)

I still hadn't come to grips with her seducing and domming my mother, even though she'd been telling me all week she was going to do it. I just couldn't fathom my mom as a lesbian, never mind a submissive lesbian to the same teenager who just happened to be her daughter's friend and Mistress too.

I didn't even have time to respond and was sitting up stretching my arms when she demanded, "Why didn't you answer my calls and texts last night?"

"I was on a date, remember?" I answered.

"You understand I'm going to punish you for such disobedience," she threatened, brooking no excuses.

Her threat should have scared me, but after not getting to come last night after all the buildup, the idea of some sort of sexual submission had my pussy tingling. I assumed she didn't know about Mom and Megan, which I most certainly wasn't going to tell her. "Yes, Mistress," I answered simply.

"Good, now go shower so you can tell me all the juicy details of your date with Ashley," she ordered.

I went and took a long, hot shower as I delayed giving Karen the details of my first-ever date; she'd most likely do her best to trivialize or taint the special night.

When I returned to my bedroom there was an identical schoolgirls' outfit laid out for me, except I had thigh high stockings instead of pantyhose (meaning unlike Karen's, my tops would show most of the time). I sighed but understood the expectations. A couple weeks ago there was no way I would have even considered wearing such a provocative outfit to school or anywhere for that matter, yet now it didn't faze me in the least. I was beginning to like the attention, breaking the old nerd stereotypes and nose-in-the-air judging of me.

I got dressed in the outfit and sighed again as I noticed that yes, when I was just standing, people couldn't see the top of my stockings, but as soon as I moved at all, and definitely when I sat down, my silk stocking tops could be seen by anyone even remotely paying attention. I should have been ashamed or nervous, yet the idea kind of turned me on. After a lifetime of not being noticed, it was quite exhilarating to be the centre of attention.

I walked down the stairs and was worried I'd replace Karen and Mom in some sort of sexual act and was thankful when I found Karen just having a glass of milk.

As if reading my mind, she explained, "Don't worry my pet, Mistress Megan has declared your Mom off limits."

"She has?" I asked, surprised.

"Yes, our Mistress has taken your mother under her wing," Karen continued, before adding, "That being said, the same can't be said for you, my slut."

"Sorry, Mistress Karen," I apologized, trying to explain, "It was our first date so I shut my phone off."

Standing up, Karen explained, "You will always be on call for me, is that understood?"

"Yes, Mistress," I agreed.

"Good, let's get going," she instructed, "I'm dying to hear about this date of yours."

Telling her about it felt like a betrayal of Ashley, yet I knew I had no choice. During the drive, I told Karen about the date and our brief intimacy at Ashley's house, but left out the fisting part: that was too special to share and allow her to cheapen it.

Karen asked, "So are you two a couple?"

"I don't know. We want to be," I admitted, "but we're not sure we're ready to be outed yet."

"Good call," Karen nodded as we reached the school parking lot. "I have no problem if you and Ashley play or date, as long as you understand you're still my submissive."

"Of course, Mistress," I agreed.

"And I think you and Ashley should keep it a secret at school for now," Karen said as she unbuckled her seat belt. "High school girls can be ruthless."

"I agree," I concurred.

Once outside, Karen asked, "Ready for your punishment?"

I smiled, "Not really." She knew I was teasing and would obey her.

"Brat," Karen laughed.

"Your brat," I retorted playfully.

"Do you like your outfit?" Karen asked.

"It's rather revealing," I answered.

"That it is," Karen smiled, as we headed towards the school buildings.

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We were about to go our separate ways when Karen leaned in to my ear and whispered, "I expect you to tell Miss Morgan that you loved eating her cunt."

"Okay," I said, tentatively, although that seemed like a pretty tame punishment.

"And I want you to obey every order Sabrina gives you today," she added.

"Oh," I said crestfallen.

"She's my sub too now, but after punishing her thoroughly Saturday night I informed her she could remain my number two," Karen said.

"I see," I answered, distracted by her order. Sabrina was the one cheerleader I disliked, and the feeling was mutual.

"Should I make that a week?" she threatened, noticing my hesitation.

"No, Mistress," I sighed softly, "I will obey, of course."

"Good girl," she smiled, before adding, "speak of the devil."

I turned around and saw Sabrina, also dressed in an identical school girl outfit to mine, including similar thigh high stockings, walking towards us, a big smile on her face. "Hello, Jenny," she grinned smugly, reaching us.

Just then my cell phone rang. I looked at Karen, who nodded I could answer it. The number was private and I answered, "Hello?"

"Is this Jenny Wyatt?" a voice asked.

"Yes," I replied, not recognizing the voice.

"Please hold for Governor Greene," the voice instructed me. "O-o-okay," I stammered, stunned by who was on the line.

"Who is it?" Karen asked.