Date Night

"Hello Mrs. Kenway, I'm Jessica Harper. John's new girlfriend." My mommy slut looked surprised at me.

"Really? What happened with Chloe?" Jessica cut me off.

"They had some...differences they just couldn't work out. Lucky I was there to snatch him up. Your son is such a kind and considerate man. It's a shame you can't see that." Jessica scanned my mommy's naked body.

"Now what's that supposed to mean?" My mom got annoyed.

"That means, he can decide his own course of action and doesn't need his mommy to punish him now that he's 18. Right baby?" She asked me.

"Heh, Jessica, my mom is just trying to help the best way that she knows how. I don't think you should talk to my mother like that, you're gonna know her a long time." I warned her. Jessica instantly looked scared and then turned back to my mom.

"Sorry, Mrs. Kenway. Forgive me, I just...can't help but worry about my man. He's right, I apologize." She bowed her head a little which was cute. My mom had an eyebrow raised.

"Uh huh. Well thank you Jessica. I'm sure we're gonna get along great. Baby, do you need mommy's juices?" She asked me, still eyeing Jessica.

"Umm sure mommy. I also need to get dressed for a date I have tonight with Ms. Newland." I said. My mom sighed and shook her head.

"Fine, eat first then get dressed." We walked over to the couch and I grabbed a quick slurp of mommy's juices. They started to coat her opening and even leave a big puddle on the couch. Jessica knelt with me and ran her fingers gently through my hair.

"Mommy, are you producing more juice?"

"Just when it's time to feed my master. Otherwise it's normal." She said as if she knew that would happen. Huh, did all the sexual endurance stuff transfer to girls that were punishing me? How far could it go? Could I drink for 6 months straight? I might have to try that some day.

Mommy shuddered a little and squeaked as I made her cum. I stood up, kissing Jessica with my face thick in juice and we headed upstairs. "Thanks, Mommy." I called down. I didn't want to call her slut after how Jessica treated her.

"Okay let's see. Your red polo is the best thing you have by far. It shows off your arms perfectly." Jessica was digging through my dresser and throwing things onto the bed. Heh, my stalker WOULD know the best outfit for me to wear. "Here we go. Perfec....oh, hello. Jessica Harper." I watched her walk over to the door and shake hands with my sister.

"Where is Chloe?" Sam asked me sincerely. I saw Jessica wince at hearing her name.

"That girl is not around anymore. Terrible fight broke out today and I had to break them up. If you cared about your brother, you would be pleased that I was there to save him." This girl was insane. I smirked at my sister who wasn't buying any of it.

"A fight huh? A fight that nobody heard about? That really sounds terrible. I am glad you were there Jessica. So are you like dating now?"

"Yep! We are madly in love. Isn't that right baby?" I just smiled.

"Yep, that's right. Deeply in love Sam." I tried not to sound sarcastic and I think I pulled it off. Sam looked so amused.

"I am gonna remind you of this forever." She said to me, laughing with her eyes. She walked off down the hall and then closed her door and locked it. Jessica looked back at me, fuming.

"Where does she get off? Okay so it wasn't a fight but still...she doesn't like me John. She's like...judging me. Where was she today in the bathroom?"

"She wasn't offering me her perfect little pussy, that's for sure." I said. Jessica smiled at me and melted.

"You are so good. I'm sorry, I just...I love you." She came over and kissed me. "Okay, let's get your khakis that you wore on lacrosse days."

Ten minutes later, I was in my red polo, my white khakis, and some black dress shoes that I supposedly wore to Winter Formal my sophomore year.

"Jess. I need you to promise me something." I said sincerely.

"What is it?"

"Please don't follow us tonight. I don't want this punishment to get any worse. I don't want you to get in trouble either, okay?" She looked at me for a second, coming up with a response.

"Of course honey. I know you'll be fine, Ms. Newland is just doing her job." No part of that was true. "Besides, I have a present I want to get for you. I'll be busy."

"A present?"

"Mhmm. Shh! It's a secret. Okay, good luck!" I got in my car and drove off to Courtney's house. I stopped by the local grocer and picked up a bouquet of roses for her and Sam slipped me $300 from our enterprise to get a nice bracelet at the jeweler next door. Soon, I was pulling up in a somewhat run down part of town. I walked up the broken stone steps to the front door and I knocked nervously.

"Coming!" I heard her sweet voice inside. "Oh, Mr. Kenway. You showed up....5 minutes early. Impressive sir." She looked like an absolute angel. She had a beautiful black dress on with little gems up one shoulder and a slit in the side that showed off her sexy torso. She also had some heels on that put her about 3 inches taller than me. Her face was so precious, her make up was flawless, and her blue eyes were framed in the silkiest I had ever seen her blonde hair. Though they weren't prominently displayed, her tits looked delicious in her dress.

"Well I was a little excited to take you out. It's not every day I get to have a beautiful older woman on my arm." I said, handing her the roses.

"Oh John. Such a sweetheart. Thank you." She took them and put them on the coffee table. "I'm really glad you are taking this seriously."

"Even if you weren't punishing me, I would still wanna make you feel special." I said, kissing her hand. She blushed and grabbed her little purse and lead me out of her house.

"Have you eaten? I'm starving." She said laughing. "I normally don't like to eat on dates in front of guys but I didn't have lunch today. Do you want me to drive?" Her car was shit. Like, worse than mine.

"No, that's not necessary. Get in." I opened her side and then closed it for her. We drove off toward the Irvine Spectrum, a massive shopping center in Orange County. It was a short drive and then we walked through the shops and stuff for a bit, finally settling on a restaurant to eat at.

"Italian is the best place to go on a date. Everyone loves it, it's nice, and it's fun. Take notes Kenway." She taught me how to hold my arm properly as we walked in. It was kinda dead for a Wednesday in the summer.

"So, what's going on with you?" She asked pleasantly.

"I got a new girlfriend." I said casually. She laughed.

"No! I mean this...trouble streak you're getting into. Knocking girls up, cheating on tests, is everything alright?"

I shrugged. "You got me addicted to punishments." I laughed, it was true.

"Oh you're blaming me?" She smiled and laughed. "Bold move there Kenway. You're saying a kiss made you wanna fuck a baby into a girl?"

"No! Nothing like that. You just showed me that punishments aren't something to be afraid of. I guess I'm exploring how deep that rabbit hole goes." She blinked slowly at me and smiled.

"Well, I didn't hear any horror stories about you today. Maybe things are looking up. Maybe it's okay to be a rebel now and again." She smiled cutely. I reached into my lapel and pulled out the box with the bracelet.

"I think you're supposed to give gifts at a date, is that right?" I opened it for her and she put her hand over her mouth.

"Kenway. That's so beautiful!"

"You are so beautiful, Courtney. I'm sure you hear that a lot but it's true every time. You're gorgeous and totally worth a kiss and some naked pictures." I said sincerely, not even realizing how weird that is to say. She scooted over next to me and smiled down at me. She gave me a searing hot kiss on the lips, her big, thick, cocksucker lips gently engulfing mine and her pink tongue gently wrestling with mine. Then she pulled away and smiled.

"You are....so amazing. Seriously, I can't believe this is a punishment." Wait a minute.

"Yeah, doesn't this feel more like an actual date?" I asked.

"Heh, well yeah. Because you're taking it seriously and treating me so sweetly. You're making this so wonderful, of course it feels real."

"When you kissed me on Monday, I felt all of those emotions, the lust, the warmth, the passion. I felt all of that in my body and it felt amazing. Don't you feel that now? How IS this a punishment?" Why was I doing this? What did it matter if she felt it?

She smiled and took my hands. "Oh my sweet man, punishments are supposed to feel good. They're supposed to feel real so you get it more. Of course I felt those things when I kissed you, when I saw your cock pictures, I felt so fucking horny looking at your big throbbing dick. That means the punishment is working. It's part of growing up." I don't know why I was disappointed.

Like I was hoping she would go 'oh shit you're right, what the fuck?' and everything would go back to normal. Why did I still give a shit? Maybe it was the mystery of it. The fact that this happened to me and I don't know why. Why was I allowed to notice that this was unusual? If something can change the reality I'm in, can't it change my mind to think this was normal? But then where would the fun be in that? Heh, now I'm probing the mind of God. That's why this happened, it was more fun this way. But if I was the one that did this, the idea of me figuring it out was also fun. I wasn't gonna stop.

Dinner finished up with a lot of hand holding and sweet talk, then we left the restaurant and took a walk through the mall. "Why do you wear those heels? You're already taller than me normally." She blushed.

"Oh I just... It's so weird but I like...younger guys...smaller guys. I can't explain it. There's something so hot about a cute guy who I can hold and kiss on. Someone who can't really...hurt me." She let that hang in the air. "Is it weird for you?"

I laughed. "No, I like it. I would really like lying in your arms and letting you kiss on me. Especially being encased in those big perfect tits. Mmmm." I winked at her and she giggled.

"Yeah, everyone loves them. Me too, I think they're wonderful. Some of the girls at school say I'm a slut or a bimbo but I don't care, they're amazing." I held my hands over them.

"Do you mind?"

She looked around. "Quickly, this isn't part of the date." I was about to squeeze them but the hairs on the back of my neck stood up. I glanced around, I had the strangest sensation. I stopped and lowered my hands and it went away.

"You know what? No. Tonight has been flawless, there's no reason to ruin it with something that could get you in trouble. Let's head home." I held my arm out and she blushed and took it.

"Seriously, I don't mind."

"I...Let's get to the car." She looked nervously at me and I just smiled at her to calm her down. "It's fine, it's...probably nothing." We got up to the second floor of the parking garage and I looked out from between two vans. I scanned the mall, the shops, the walkways, the little sitting areas. Everyone looked normal.

"What's going on?" She was nervous.

"Nothing I just... felt like someone was watching us." I glanced back and I saw it. At the center of the Spectrum is a big Ferris wheel and at the top, in one of the gondolas, I saw a small reflection of light.

A camera lens.

I pulled back into the darkness of the garage and I took Courtney's hand. "It's fine. Let's go home." Adrenaline coursed through my veins and I smiled really big. If my endurance could be affected by this Shift, then why not my perception? My body just KNEW someone was watching us and prevented me from incriminating Courtney. I was one step ahead of whoever was trying to catch us.

Okay, Jess. Obviously it's Jess. Who the fuck else would be following a random guy and girl on a random date in a random mall? The mystery wasn't about who it was, but how I knew she was there. I sighed with relief as we left out the back road of the mall. "That was so much fun. Sorry about that weirdness at the end."

"Was someone watching us? I'm freaked out."

"From the Ferris Wheel. I felt the hairs stand up on my neck when I almost grabbed you. Like I...knew!" I laughed a little. "Otherwise I totally would have indulged myself, believe me." She laughed nervously.

"Who was watching us?"

"Doesn't matter. They're stuck at the top while we pull away. You're perfectly safe, sweetheart." I said, holding her hand confidently. "You were only punishing me."

"Still, it's fucking weird that someone was watching us. Ugh, now I won't be able to sleep tonight." I rubbed her leg.

"Relax. You'll be fine. Probably just some pervert or something."

"Yeah, probably. Thanks for resisting back there." She said sweetly. "You're such a gentleman."

I dropped her off at her house. "Now, I took you out tonight and couldn't get my sticker. So tomorrow..." I said jokingly.

"Tomorrow you will get another punishment if you don't have it, I can't change the rules young man."

"Any hints on what it might be? Maybe a second date?"

"Hmm. A night in this time. We can watch movies and you can see what cuddling in my arms really feels like." I got excited.

"I'll be sure to NOT get my sticker then."

"Bad boy. I thought you would learn from tonight. See ya!" She walked off into her house, checking up and down the street nervously. I watched too, but I didn't feel any sense of danger.