Dinner and a Show

I was exhausted by the time we called it quits. Night skiing was only starting, but I think Kaylee could see I was going to collapse from exhaustion if we continued. The difference in our physical fitness levels was obvious. She seemed perfectly fine. Then again, she wasn’t the one getting intimate with the ground every few minutes.

After a short nap, she woke me up, and together we went with her parents for pizza. Kaylee and her mom got into a passionate discussion about politics while her dad and I continued our conversation about Jamie Bond films. It was even better when I found out he had a secret love for superhero films too. We spent a good deal of time discussing lore and future films. I’ll admit that I had him all wrong. I figured since he was married to Kaylee’s mom, he would be a bit more… well, I’m not sure. The more I talked with him, he was a lot more carefree than I thought. There was an almost whimsical nature to him, and his interests seemed all over the place whereas Mrs. Webb was way more focused. Spending more time with them like this, I could see Kaylee had a mix of both of them. There were times when Kaylee had that laser focus, no-nonsense of her mother. Most of the time, she was the kind and excitable person like her father.

After dinner, we talked a bit about our plans for tomorrow before heading to bed. I was secretly hoping Kaylee forgot about the whole video watching thing. At this point, I was looking forward to passing out. Kaylee wasn’t one to forget that though.

Everyone had settled into bed when she slid under the covers with me. “Here,” she whispered, handing me her phone.

“What?” I asked, looking at her phone wondering what she expected me to do with it.

“Don’t stay up too late you two. I want to get an early breakfast before the slopes open,” Mr. Webb said from the other bed. I could hear the covers moving as the two got comfortable.

“We won’t, Dad. Just going to watch a short video first,” Kaylee said. The glow from the screen lit up her grinning face. There was a conspiratorial glee in her eye. Lord, this was actually happening. “Here,” she whispered, handing me one of her wireless earbuds. “Go ahead and pick one.”

My eyes focused back on the screen. There on the screen was the cloud folder with twenty-two videos. I couldn’t tell if I was excited or nauseous as I looked over the small thumbnails. The titles were fairly benign. It simply had a name and date. Out of the corner of my eye, I could see Kaylee watching me and not the screen.

“What?” I asked quietly, self-conscious.

She shook her head, smiling. “Nothing.” She pressed closer against me and we spent a few seconds to get comfortable and put the phone so we could both see it. The entire time, I questioned what the hell I was doing. I knew some couples watched porn together, but this wasn’t like that. This was her.

Once we were both comfortable, she propped the phone up against one of the pillows and pressed play on the video I’d selected. In the end, I’d picked one at random. It took a few seconds to buffer. All at once, my breath caught. I didn’t know who she was with, but she was staring up at the screen.

“You better not share this,” she said with a serious expression as she looked at whoever was recording.

“Course not.” There were some loud noises as whoever was holding the phone shifted around to get a better grip.

“I’m serious.”

“Relax, Kaylee. This is just a memento for me. It’s not every day you get to screw the hottest girl in school.”

This wasn’t taken too long ago. Her hair was a touch shorter than it was now and had green highlights. If I remembered correctly, this was probably shortly after her eighteenth birthday. She changed her highlights often, but I was fairly confident I had my timeline right.

Kaylee didn’t seem too impressed by his words. “You say that to all the girls.”

“True enough. That doesn’t make it any less true this time.”

She sighed, blowing up at her bangs. “You going to sit there and record me all day, or are you going to fuck me?”

The camera dipped down and I was treated to a perfect view of the guys cock. His free hand took hold of the base and he gave it a few pumps. Beyond the focus point, I could see Kaylee’s slit. At this time, she had been shaved perfectly smooth. “In good time.” The camera moved up slightly so I could see Kaylee’s face again. She didn’t look too impressed by the guys teasing.

“This is kinda embarrassing.” Her whispered voice beside me caused me to jump. “I don’t remember this one…” I quickly looked over at her, but my attention was inevitably drawn back to the video as it continued.

“I’m curious, Kaylee. How would you rate my cock? Scale of ten with ten being perfection.”

The Kaylee in the video let out a long breath. Annoyance flashed in her eyes as she pushed herself up slightly. The camera moved back and forth between her and the erect cock. “Hmm. Five? It’ll be a zero if you don’t get around to using it.”

The camera jerked slightly. The dude sucked at recording. “I’ll take it.” He finally moved in closer to her, working himself between her legs. Wait. Was I getting excited by this? My erection pressing painfully against the bed betrayed my feelings. I was glad I was on my stomach, or it would be obvious to anyone how aroused I was.

In a painfully slow way, the guy pressed the head of his cock against Kaylee’s smooth pussy. It looked like he was going to push himself in, but he only ran it along the slit. He was playing with her. Kaylee’s reaction on-screen mimicked my own.

“You going to fuck me, or just dick around?”

“So impatient.”

“I have places to be.” The guy chuckled but stopped when he saw she wasn’t kidding.

“Wait, really?”

“Yeah, so can we hurry this along?”

“I thought I would get to enjoy you all day.”

“Did you even read the text I sent? I said a quick fuck. Emphasis on the quick.”

“Damn it,” the guy muttered. The camera focused back on his dick. It freaking sucked. I didn’t want to see his dick. I wanted to see Kaylee. He was pumping himself pretty hard. I wasn’t sure if he was going to sit there and masturbate to her, or do his fucking job and—

I glanced over to Kaylee lying next to me. She had a conflicted look on her face like she was trying to remember something she’d forgotten. As for me, I was torn between knowing what was coming up and my feelings towards it.

I looked back at the screen just in time. The guy had finally decided to get serious. Based on what I could see, the guy was a bit bigger than I was. That was a bit concerning since she’d only rated it a five out of ten… Those thoughts were pushed aside when I saw him position his cock back against her slit. Instead of fucking around, he finally pushed it into her. My heartbeat was so strong, it felt like it was moving my head with each powerful beat. This wasn’t like Sean and Adam. It was like my cock was sliding in her ever so slowly. I watched, perfectly still as his cock pressed against her tight slit before it gave way. Inch by agonizing inch, his cock disappeared inside her. My own strained painfully against the bed, begging for a little stimulation as well. The imagery was so powerful, I didn’t realize I’d been holding my breath.

The camera moved slightly as he began his slow in-out movements. The camera never left that angle. Again and again, I saw his raw cock disappear and reappear from her pussy. There was a slight glisten to it. Even if she didn’t appear too thrilled in the video, she was soaked.

“Good?” he asked, the camera moving up to see her reaction. I was not expecting what I saw and I was shocked by the overwhelming disappointment that I felt. Kaylee gave him a tepid smile.

“Yeah,” she said.

Was this really Kaylee? Where was the passion? Where was the girl consumed by lust? The Kaylee on-screen was enjoying it, but it was a halfhearted enjoyment. Beside me, I knew Kaylee was no longer staring at the screen. Instead, she was focused on me. I don’t know why she found my reactions so interesting. Even though I knew she was watching me, I didn’t look at her. My eyes were glued to the screen as I watched things unfold. It was… weird. Watching this Kaylee felt like I was simply watching a porn video. She was amazingly hot, and her moans were a turn-on, but I wasn’t consumed by the soul-crushing emotions that usually went with watching her with another guy. I didn’t understand it. Watching her with Sean and Adam had crushed me and left me nauseous. This brought nothing. Not that I wanted to be sick. There was a morbid curiosity at what made this so different. Another guy was screwing her right there on screen, and I was uncharacteristically calm about it.

“Wow, Kaylee. Eric was right. You are fucking tight.”

“Can you pick up the pace a bit? I like it a bit faster.” Her voice sounded so matter-of-fact. The guy complied. The only reaction to the increase of pace was Kaylee breathing harder and the wonderful sight of her firm breasts sliding up and down from the effort. The guy on the other hand was enjoying the shit out of it. His groans and grunting were ruining the entire thing.

“You sure you have to leave right after this? I’d love a second round.” He adjusted Kaylee’s legs so they were up more. His free arm hooked around one as he leaned forward to angle his thrusts.

“Yeah. I made plans with some friends to celebrate my birthday.” There was just enough silence so I could hear the wet sounds of him thrusting in and out of her.

“Those hot seniors on the team? Please let me go with you!”

“Not. Them,” Kaylee said as she shifted to a more comfortable position.

“Huh? Who then?”

There was a bit of a pause. “Scott and Liam.”

“Scott? Why does that… Wait. Isn’t Scott the guy you’re dating?”

“No. We’re just—”

Beside me, Kaylee gasped and swat her hand against the phone. So surprised, I missed the next bit as she struggled to pause the video. Stunned, I looked over at her. She didn’t look at me, but from the glow of the screen, I could tell her face was quickly turning red.

“Wha—”

“I remember now,” she whispered quickly. “We can’t watch this one.”

“But—”

“Scott. We can’t. We absolutely can’t.”

“Why?”

She shook her head. “We just can’t.”

Reaching over, I pulled her hand from the screen. She was still shaking her head, fighting me. Eventually, I won out as she finally retreated her hand to cover her face. As I went to press play, I saw her peeking out from a gap in her fingers.

The video resumed a few seconds in the future. “Oh wow. I felt you tighten up there.” More grunting as he continued his back and forth against her. “Was it because of this Scott guy? Oh, there it is again. It is because of that name.” He laughed. “‘Just a friend,’ huh? You fucking him too?”

It was here I noticed a shift in Kaylee. She looked a bit embarrassed. “N-no,” she gasped. It wasn’t just embarrassment I was seeing. She looked… aroused. Not to the extent I usually saw in her, but an improvement over the business-as-usual that had been there.

“Wait, Kaylee, do you like the guy?”

“Please stop this,” Kaylee whispered beside me. I couldn’t pull my eyes off the video. The guy wasn’t interested in what was happening between them anymore. The camera was right where it needed to be: focused on Kaylee.

“Holy shit. You are clamping down on my cock there, girl.” The guy knew he was getting a reaction, and he didn’t let up. I wouldn’t either. Once you happened upon her button, you couldn’t leave it alone. Her reactions were too good. “You going to fuck him tonight?”

“N-no,” she gasped. “I-it’s not like that.”

“But you want to, don’t you? God, every time I mention him, your pussy…” He grunted loudly a few times. “You want to fuck him, but instead you are fucking me. Does he know you like him? Does he know you’re texting other guys begging for a quick fuck before hanging out?” The Kaylee on screen was a lot like the one beside me. Her hands covered her face, but you didn’t need to see her to know what she was feeling. She didn’t tell him to stop though. No matter how she tried to stop them, I could still hear her moans whenever he wasn’t speaking. “Damn, Kaylee. I didn’t know you were into that sort of thing. Do you want me to give you a creampie? Imagine yourself standing next to him with another man’s cum in you.” That got an actual vocal moan from her. “You do this often? Invite a guy over so he can fill you up so you can meet your clueless ‘friend?’”

The screen was ripped away. Everything plunged into darkness as she rolled out of bed, the phone going with her. In my single earbud, I heard the phone lock. If I looked hard enough, I could just make out her outline. It looked liked she had her head down. She plugged the phone in and returned to bed. I noticed that she wasn’t snuggling like she had been yesterday, preferring to stay at the edge of the bed, facing away from me.

Putting the earbud on the stand next to the bed, I waited long enough for my erection to fade before scooting over to her. She tensed as I wrapped my arm around her.

“Goodnight, Kaylee,” I whispered. She didn’t answer me right away, though I did notice she seemed willing to allow me to pull her closer, so I did.

“Goodnight, Scott.”