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 find 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.)

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

didn't even have time to respond and was sitting up stretching my arms when she demanded, "Why didn't you answer

was on a date, remember?" I

punish you for such

getting to come last night after all the buildup, the idea of some sort of sexual submission had my

now go shower so you can tell me all the juicy details of your date with

a long, hot shower as I delayed giving Karen the details of my

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

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.

and was worried I'd find Karen and Mom in some sort of sexual act and was thankful when I found Karen just having

worry my pet, Mistress Megan has

has?" I asked,

her wing," Karen continued, before adding, "That being said, the same can't be said for you,

"It was our first date so I

be on call

"Yes, Mistress," I agreed.

instructed, "I'm dying to hear about

felt like a betrayal of Ashley, yet I knew I had no choice. During the drive, I told Karen about the date

asked, "So are you two a

"but we're not

school parking lot. "I have no problem if you

Mistress," I

now," Karen said as she unbuckled her seat belt. "High school

"I agree," I concurred.

asked, "Ready for

really." She knew I was teasing and would

"Brat," Karen laughed.

I

your outfit?" Karen

revealing," I

it is," Karen smiled, as we headed

The Novel will be updated daily. Come back and continue reading tomorrow, everyone!

Comments ()

0/255