Unspoken Pleasure by 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 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.)

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

arms when she demanded,

was on a date, remember?" I

you for such disobedience," she

last night after all the buildup, the idea of some sort of sexual submission had

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 first-ever date; she'd most likely do her best to trivialize or taint the special

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

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

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

my mind, she explained, "Don't worry my pet, Mistress Megan has

I

wing," Karen continued, before

was our first date so I

explained, "You will always be

"Yes, Mistress," I agreed.

she instructed, "I'm dying to hear about this date

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

are

don't know. We want to be," I admitted, "but

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

Mistress,"

secret at school for now," Karen said as she

"I agree," I concurred.

outside, Karen asked, "Ready for

She knew I was teasing and would

"Brat," Karen laughed.

I retorted

you like your outfit?"

rather revealing," I

smiled, as we headed towards the school