Disclaimer: All characters mentioned are at least 18 years of age despite the story taking place in high school.
Author's Note: This is an ongoing anthology. I highly that you read the previous chapters to fully enjoy this one as it would help establish context, but if you insist on starting with this chapter here are some key points:
Early in his senior year, Scott discovered that he can foresee sexual encounters through premonitions that come with close proximity to his potential partners. Since then he has found others with the same ability and learned to extend his powers to be able to influence others and sense their emotional/sexual states.
Enjoy!
Chapter 10: The Teacher and the Cuck
"I am sorry that I didn't make it tonight, although I am sure you had fun without me," Jackie said as she uncrossed her legs, a dark spot visible on her panties.
I continued to stand in the doorway to my bedroom, unable to speak, not sure what to do. I knew what I wanted to do, but up until 30 seconds ago Jackie had been off-limits to me. She was dating Devin, my best friend, and he was not into sharing. Jackie had not been satisfied with the arrangement and had made a move to free herself to do as she pleased. I was the first stop on her bucket list.
"I was not planning on breaking up with Devin. He is super sweet after all, but tonight made it clear that I had to."
"What did he do?" I asked, less curious about the answer and more to get my brain working again.
"It was more about what he didn't do, but let's not dwell on him. How'd Kristin take her reward?" Jackie said with more than a hint on innuendo behind the word take.
"Eagerly and easily," I responded with a smile, now starting to relax. "Jessica got in on the action as well."
"Shit, Scott. Does that mean you've deflowered all three of them?"
I did not immediately respond. Instead, I started slowly walking towards Jackie. Despite the night that I had already had I could feel my cock stirring in my pants. The memory of New Year's Eve and how her pussy felt wrapped around my member was stirring feelings that I had been trying to suppress for Devin's sake. Now I was free to not only feel them but to act on them as well.
"Too bad Devin got to you first, or I would have had you as well." I teased as I pulled my t-shirt over my head, letting it drop to the floor.
Despite my initial hesitation I was beginning to accept that Jackie was here for me. I knew that Devin would be pissed if he found out I slept with his ex, but then again I had done far worse to him this year. My brain might have still been stuck in neutral, but my cock was already in overdrive.
"Oh, Devin was not my first, not by a long shot. There has been a long line of inadequate cocks before he got involved."
It did not matter her experience was probably why she was so talented. Jackie was in the same class as Devin's mom Conny, and not just because Devin would kill me if he found out I had slept with either one of them. They both could do things with their bodies that drove me wild. Things that I still cannot explain to this day. Things that I needed more of.
Jackie was shy and reserved at school. That is until she was challenged. Then she showed her true aggressive colors. She usually dressed in baggy clothes and had a reputation of being a bit of a tomboy. A reputation that she seemed to embrace. She was proud of her aggressiveness, and never back down attitude. She had a secret, however, and those of us that had been lucky enough to be with her were the only ones that knew. She loved to wear sexy underwear under those baggy clothes. Tonight was no exception.
Jackie had on a matching lace set of bra and panties. The bra did little to hide her prominent nipples, while the panties were now suctioned to the outer lips of her pussy, soaked through with her excitement. Jackie had smaller breasts, but her ass and hips made up for it. Pear-shaped, but in a way that drove me wild, especially when I was behind her. While not as toned as some of the other girls, Jackie knew how to work her body when she wanted to. Right now was one of those times.
I began to unfasten my belt and pants as I continued slowly moving towards Jackie. My mom was downstairs, but I did not care, I had to have her now. As I pushed my pants down my cock popped free, still slightly crusty from my adventures earlier in the evening.
Jackie was as ready as I was. She flipped over onto her stomach, her legs hanging over the side of the bed, her feet braced against my carpet. Her ass presented to me, her ample cheeks split by the red thong, a sight that will be forever etched into my memory. Luckily, it would not be the last time that I was privileged to behold this sight.
I stepped out of my pants, now completely naked as I positioned myself behind Jackie. My cock slid across her left cheek before coming to rest against the soft material of he panties. I started to put my hands gently on her hips, but I thought better of it. She did not come to me for tenderness.
I raised my right hand, pausing briefly before I brought it down hard against Jackie's ass with a loud smack. The flesh of her cheek jiggled in response to the collision. Her body lurching forward, more out of reflex than force. A gasp escaped her lips, the only sound that she made. I raised my hand for a second strike. Pausing briefly to justify my actions, not that I needed to, but I was begging to understand the benefit of setting the stage.
"You have been a bad girl, Jackie. You broke my best friend's heart."
Selfishly I did not care that she had broken up with Devin. In fact, I was overjoyed as it had brought her to my bedroom. It did, however, make a good story to justify the spanking that I was giving her. While we would have enjoyed it without the storyline, it made things more exciting and allowed me to be more sincere with my actions.
The second slap landed in the lingering red imprint of the first. This time her gasp was more of a moan. I spanked her three more times, each time upping the ante with how hard I hit her. She enjoyed the pain, just as Kristin had earlier in the evening, but more importantly, she enjoyed being punished by me. At this rate, I was going to have to enlist Marissa's help in learning the ways of BDSM. I did not know where to go from here.
After the last of the spankings, I took a second to caress her ass, my cock continuing to nestle between her cheeks. Grabbing her hips I spent a minute dry humping her. My cock moving freely, having delivered plenty of lubricating pre-cum already. I was amazed at how good it felt to simply slide my cock between her ample posterior. There was something magical about everything that I did with Jackie. It was heavenly no matter what was happening.
As good as it felt, I needed more, my cock needed more, and Jackie certainly needed more. I reached down and grabbed her thong. I decided not to pull it off, but instead, I pulled it to the side, hooking it over one cheek. Both her asshole and cunt were now exposed to me. Unlike the last few times that I had seen her naked Jackie appeared to have waxed. Everything was smooth and clean.
"Was this for Devin?" I asked as I ran my fingers over her hairless skin.
"Yes, but now it is for you Scott."
It turned me on knowing that she had done something special for him, but I was the one reaping the rewards. Wasting no time I placed my cock against her lips. Pushing forward I slid gently inside her, the warmth engulfing me as I drove deeper. She was just as tight and soft as I remembered, a sensation that I had been seeking in other girls, but no one had yet to compare. As my hips came to a rest against her ass I held in place for a moment. Unlike the cheerleaders from earlier Jackie was willing to wait, she knew that these pauses only elevated the experience as we moved forward.
Done with my moment of contemplation and reflection, I picked up the pace, smacking into her with each thrust. Jackie in turn pushing against my bed. The bed was bouncing off the wall, not loudly, but with a definitive sound that undoubtedly broadcast what we were doing to my mom downstairs. I expected her to interrupt at any moment and demand that Jackie leave, but the intrusion never came.
As I continued to fuck Jackie from behind her moans became louder. I could feel her hand beneath her playing with her clit. Something that I heard other guys did not like, but I did not mind it as it brought my partners more pleasure. There was no time for insecurities when pleasure was the name of the game.
"I want you fuck me in the ass," Jackie struggled to say between gasps and moans.
I was not bee expecting this, but it made sense with the way that she had presented herself to me. I had only had anal sex a few times before, and while it was amazing it was not something that I pushed on other girls. I had only done so with Alevia because I knew that she wanted to be completely used. It seemed that Jackie was in the same mood tonight.
I had been so caught up in the moment that I had not taken the time to use my abilities to see what Jackie wanted. I had subconsciously known that she wanted to be spanked, but the anal sex had caught me by surprise. Not wanting any more surprises I placed my hands on her back, searching her desires as I slowed the thrusts of my cock.