Bedding the Babysitter Ch 06

BEDDING THE BABYSITTER CHAPTER 6

Summary: Cheerleader Jenny goes on her first lesbian date.

A summary of the first five parts (although if you have not read them, I highly suggest you do…especially part 3 for this one)
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 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, 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.

Note 1: As always a great thanks to Estragon for his copy-editing of my work. His countless hours editing mine and other writers’ work is critical to the quality work available on this website. Another thanks to LaRascasse for his thoughtful suggestions.

Note 2: A special thanks for the patience of my readers as this series has been a labour of love for me. And although I spend a lot of time on all my stories, this series is the one closest to my heart and thus I don’t release a chapter until I am completely satisfied with it (Although I cringe when I read Chapter 1 and think about all the changes I would make now). Thus the story you are about to read is draft six and is substantially different from draft one. So I’m again sorry for the lengthy delay between chapters and I hope you enjoy.



BEDDING THE BABYSITTER CH 6

Once in my room, I tried to erase the shocking scene I had just witnessed from my mind. I simply couldn’t believe my Mother had sexually submitted to one of my friends…even though Karen had hinted at it over and over again.

Karen, still pretty much naked, said smugly, “I told you I could get her to submit.”

“So you did,” I replied, unsure how I was possibly going to deal with talking to my Mom now that both of our naughty secrets had been spilt in such a revealing way. I was mortified by how my Mother had found out about my sexual identity and I was stunned by her own story of submission. I hadn’t really had time to process all this information before I had to get ready for my first date ever.

“She was even easier than I thought she would be,” Karen said with a smile.

Trying to change the subject, not wanting to talk about my Mother’s sex life, I reminded her, “I finished my seduction of Miss Morgan.”

“I can’t fucking believe it,” Karen responded, clearly surprised by my success. “Do tell.”

I retold the whole ordeal from the initial rejection, to the hands of fate bringing us back together, to the inevitable climax when I went back to her place.

“Wow,” Karen said, impressed, “you are both the hunter and the prey.”

I shrugged.

“The question is which of those are you tonight?” Karen questioned.

I reflected on the question. In every other sexual encounter it was clear that I was the submissive, other than my seduction of Miss Morgan, I suppose. But this was different. “I don’t know.”

Karen’s phone rang and it was her Mom. “I’m at Jenny’s. What? I was? Fine, I am on my way.” Karen hung up. “Apparently I was supposed to babysit my little brother ten minutes ago. I have to go. I guess I better go and untie your Mom.”

“Good call,” I replied, shaking my head at the obvious absurdity of my Karen’s last sentence.

She left and I in a tizzy over what to wear, how to act, and scared to deal with my Mom, decided to go to Megan, the person who started it all, for advice.

I knocked on her door and was thankful when she answered. Her genuine smile told me she was happy to see me. “Well, hi Jenny. Max is going to freak out.”

A second later that prediction came true when Megan’s son Max attacked my legs screaming, “Wenny,” It took fifteen minutes of playing before he calmed down and I promised, “I will come back and play in a bit, but I need to talk to your Mommy, ok?”

“Ok, Wenny,” he agreed, watching some kid TV show I no longer was cool enough to recognize.

Megan had poured iced tea for us and asked, “What is bothering you, Jenny?”

“How do you know something is bothering me?” I asked.

“Am I wrong?” she asked, her hand falling on my knee.

I unloaded all the sordid details of my life, the good and the bad and the preposterous and my fear of how to deal with my Mom after what I witnessed and she learned about me and my upcoming date.

Megan listened without interruption before responding. “Well, that is a lot for any eighteen-year-old to deal with. But I am more concerned about Susan.”

“My Mom? Why?” I asked.

“Well, sure your Mom found out you are a lesbian, but she was just humiliated in front of her only daughter, who has since left the house without talking to her. I can only imagine how emotionally unstrung she must feel right now,” Megan pointed out.

“I am such a bad daughter.” I sighed, tears beginning to form.

“No, you are an amazing young lady who is finally coming to grips with who she is sexually. But you are lucky you found out when you were eighteen; Susan is just learning now. You followed your natural instinct when crisis or upheaval comes unexpectedly….fight or flight, and you chose flight.”

“I need to go,” I acknowledged.

“Yes you do. But remember she is probably very fragile right now. Although she is the adult, right now it is your turn to be there for her. Talk to her. Listen to her. Let her help you with our date,” Megan instructed me, her maternal side flowing out of her…no evidence of the sexy seductress she was.

“Ok,” I agreed, standing up, although still scared for the conversation I had to have.

“Jenny, I am always here for you. I am a friend first, a Mistress second, although I wouldn’t mind seeing you soon for the latter,” she smiled, implying she missed the intimacy we shared.

“I would like that,” I agreed and Megan wrapped her arms around me for a warm embrace of security.

“Thanks,” I said, when the long embrace ended.

“You are welcome, Jenny. I will always be here for you.”

I left and returned home. I paused at my front door, still unsure what to say. Taking a deep breath, I opened the door to have a conversation I never in a million years thought I would have.

Mom was vacuuming, which shouldn’t have been a surprise. When she is stressed, she cleans even if the house is already spotless, which it was as yesterday was her usual cleaning day. I don’t think she even heard me come in until I said, “Hi, Mom.”

She turned round and the sheer fear in her eyes broke my heart. I was originally petrified to tell my Mom my true sexual identity and now it was Mom worried about having a similar conversation with me. Her first words were, not surprisingly, an apology. “Jenny, I am so, so, sorry you had to witness what you did.”

I replied, moving towards her, “I am sorry too. I unleashed her on you. I am to blame.”

“Oh honey, you are not to blame for my weakness and my loneliness,” she replied, tears already beginning to stream down her face.

Smiling, I officially came out to my Mother. “Well Mom, in case you had any lingering doubts. I like girls.”

“Only girls?” Mom asked clearly digging deeper without obviously digging deeper.

“Yes, only girls.