Chapter 05 - Transition
October was a month of pure heaven. Kara and I developed a nice routine that had me on cloud nine. I was around her a lot more and she made no negative comments about our time together. Although there were hints that our relationship was static, not moving forward or backwards, I ignored anything that could cast a shadow over what I wanted to perceive things to be.
Kara continued to pursue booking her own jobs through independent websites and payed me to tag along as her 'bodyguard.' It was always a high to watch her perform a couple of time each week and I was always rewarded with a hot session between the two of us afterwards. Even when she did a scene with another guy, we both were wound tight and horny by the time we got home.
The small share of my sister's pay turned out to be slightly more than I had been making on my own. I was about to call my agent to drop him entirely, but Kara urged me to tell him I wanted to take an extended hiatus. That way, if I ever wanted to work again, it might be somewhat easier to get picked back up than just rudely cutting all ties. Mr. Simpson didn't seem to care one way or another when I told him I was taking a break and it was clear that since I didn't own a vagina I was pretty low on his priority scale.
After only a week of working exclusively for my sister, she began to regularly sleep with me in my bed. We didn't always have sex every single night but the three or four nights we did were always raw and intense. The special connection that I felt when kissing her passionately didn't come around as often as I would have liked though. For some reason, the slower and gentler fuck sessions happened with much less frequency. However, when those rare moments of closeness and togetherness did arise, I milked them for all they were worth.
Kara did continue teasing me off and on. On most occasions, she said nothing and I ended up cumming with her or shortly thereafter. However, every now and then, she would ask me to 'hold it in' and I would refrain from going over the edge for sometimes up to an hour while we fucked.
"Got to keep you in practice," she said more than once after having me wait. "Can't have you returning to your old job and just shooting off whenever you want." I didn't have any immediate plans to return to the business but was happy to play along with her.
Most of the shoots she did during this period seemed fairly tame to me. Other than doing a couple of threesomes, everything was mostly routine and normal. When I asked her if she was still interested in pursuing more extreme scenes, she told me there were only a small handful of production companies who dealt with what she wanted to do and sometimes it took a while to get a foot in their door. I didn't get the feeling from her that she was avoiding anything, rather she was being very specific about what she wanted to do and who she wanted to work with. She was just being patient.
At the end of the month, Kara caught me off guard as we left the apartment for our classes. "It's our anniversary, today," she said.
I gave her a puzzled look. "Anniversary? It's the 31st. What are you talking about."
"It's Halloween..." She left it hanging with an expectant pause.
"So? How is that our anniversary?"
"You can be so dumb sometimes. Remember our Halloween shoot back in August?"
"Yeah... Our first time..." I said remembering the odd circumstances that led us to where we were today. Not exactly a true anniversary but a reminder none the less.
"Well, your first time anyway," Kara said. "I didn't really get my first time with you until a week later. My first time KNOWING it was you, anyway."
"Did you want to do something tonight?" I asked.
"I've got something in mind. I'll tell you about it when we both get home this afternoon." She gave me a quick hug and then turned to walk away. My first class was in a different direction, so I stood and watched her walk for a few seconds before setting off.
Was she expecting something romantic? Kara didn't ever seem to have a romantic bone in her body, so it was unlikely. I decided it would just be best to wait and see what she had in store for us later in the day. Just to be safe, I figured it wouldn't hurt to at least have a card for her waiting on standby.
Wondering what she was up to didn't completely distract me from my classes but it did cross my mind regularly. After my last lecture, I took a detour on the way home to a local pharmacy store and picked up a couple of greeting cards just in case I needed them.
Arriving back home in the late afternoon, I was delightfully greeted by a very naked Kara sitting on the sofa. She had her laptop sitting on the coffee table and was browsing through various modeling job postings. Her clothes were folded and neatly stacked next to her computer on the table.
She bolted upright when I came in. "Happy anniversary, John!" She beamed.
"What's all this?" I asked with a huge grin on my face. "Are we celebrating in the nude today?"
"To start with, yes," she said. "Now take your clothes off and come join me."
My book bag was quickly abandoned by the front door as I pulled my shirt over my head and stepped out of my pants. Once everything was off, I moved around to sit beside Kara on the couch.
"No, no, on the floor," Kara instructed. "Lay on your back. Between the couch and the coffee table."
"Okay..." I said suspiciously. I suddenly noticed that the throw pillows from the couch were on the floor in two piles.
"Just do it. Trust me, it's going to be fun. Put your knees over this pile and rest your back on the other."
I did as she asked and stretched out on the floor where she had directed. The pillows under my back caused my body to bend in ways that were a bit uncomfortable but I said nothing for the moment. My cock was almost fully erect knowing that I usually enjoyed whatever she considered to be 'fun.'
When I was in position, Kara slid off of the couch and got over my waist, facing my feet. Putting one knee on each side of me, she positioned herself directly over my cock. She brought one of her hands down and fondled me for a minute while before lowering herself onto me. She was already moist and wet and slid down with little effort.
"Now what?" I asked.
She lifted up a few inches and turned back to look at me. "Can you thrust upwards?"
With the pillows in place, I found I was able to maneuver a good two or three inches in and out of her with each thrust. However, it strained my back and I knew I wouldn't be able to continue for long.
"Good, good," she said looking back at me after feeling me slide into her pussy a few times. "Remember our first time? How you knew it was me but I didn't know it was you? You had your own little secret for while, didn't you?"
"Yeah, but only for a few hours," I reminded her.
"True, but today we are both going to have a secret we can share together. Something that will help us even the score a little."
"What do have in mind?"
"You'll see," she said. She gave my cock a pleasant squeeze with her pussy muscles. "Now you have to be completely quiet and can't say a word. Understand?"
"Sure... I guess," I said quizzically.
Kara reached over to the table, grabbed her t-shirt from her pile of clothes and put it on. My brow creased as I watched her with a curious fascination. What in the hell was she up to? Why was she putting on her shirt?
"Promise me that you will keep fucking me once this starts?" She asked, looking over her shoulder at me.
"Once what starts?"
"Just promise, okay?"
"Okay, okay," I relented. "I promise I will fuck you. Just keep in mind this is a very awkward position and I don't know how long I will be able to go, though."
"Just do your best." She turned her attention back to the coffee table, half spinning her torso as she did. She began clicking on her computer and I could just make out the top half of the screen from where I lay. My heart began to pound when I realized what she was doing. She was opening Skype but I couldn't see who she was connecting with
"Remember, fuck me and keep quiet," she said to me with a serious tone.
I heard her click a few more times and then I heard a frightening voice.
"Hey, Honey! What's up?" I heard our Mom say.
"Not much, just wanted to catch up. Do you have a few?"
I was horrified. Kara was having a face to face conversation with our mother while her son had his hard-on incestuously buried in her daughter's cunt. I lay frozen at the thought. Why was Kara doing this?
"Sure, I can always make time for you. How are things going?" Mom asked. Enough of the screen was visible to see Mom was in her private office at work. The family portrait of our family just behind her head was a shocking reminder of how fucked up all of this was.
I suddenly felt a sharp jolt of pain as Kara reached down discreetly and twisted my right nipple. I almost yelled out but somehow kept silent. I knew what she was doing. She was reminding me that I was supposed to be fucking her. I tentatively gave a small thrust upward but from what I could see of Kara's face she showed no outward signs of being violated just below the view of the webcam. I didn't know which thought scared me more, Mom finding out what we were doing or pissing off Kara because I didn't do something she wanted.
As I nervously strained to raise and lower my waist, Kara held her composure and made no facial expressions that would give away our secret. I honestly believed that Kara's pussy was getting even wetter while I struggled to push my cock up into her. Was this really turning her on? Frankly, I was surprised to find that I could even maintain an erection.
I mostly tuned out of the conversation my mom and sister were having which was mainly about school and schoolwork. I was focused intently on trying to fulfill Kara's command that I fuck her, but I tried to do it gently enough as to not tip off to Mom what was going on. Kara remarkably kept her poker face on as I softly rocked my hips, slowly sliding my erection in and out of her pussy. Every time I stopped for a break to rest my back, Kara lowered her right hand and waved her fingers at me, urging me to keep going.
"Oh, can I talk to you about something personal?" I heard Mom say at one point. Even though she had her own enclosed private office, Mom had lowered her voice to just above a whisper.
"Sure," Kara replied.
"Are you doing okay? Everything going alright with what you are doing?" Mom sounded nervous asking the question.
"Yes, Mom," Kara said in an obligatory tone. "Everything's fine."
"I want to make sure your safe. That's all."
"Yes, Mom. I promise everything is going just fine. I'm very careful about all of this you know."
