My Best Friend’s Younger Brother

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I was on a vacation with my best friend and his family. I’d never been to Hawaii and it was a dream come true. His family was super wealthy and his dad got a huge bonus at work, so he decided to treat his entire family. They invited me along because I had been friends with their oldest son, Max, for years. We didn’t really talk about his family’s wealth; we were too busy hanging out, drinking beer, and watching football.

I’d never met Max’s parents or his siblings, but they were all very nice when I arrived at the airport in San Francisco. The whole family was going on the trip: Max, his brother Jules, his sister Amy and his mom and dad. They all greeted me with smiles and hugs. It felt really weird hugging a woman who was almost the same age as my own mother.

On the flight to Hawaii, I sat next to Jules. He was 18 and just graduated from high school. Max and I were 21, so I had always seen Jules as a kid. But, on this flight, I saw him as something different. He’d grown a lot over the past couple of years. He was taller than me, had dark hair and a strong jaw. I don’t know if it was because I was feeling relaxed or what, but I found myself noticing his muscular arms and chest.

Jules was also wearing a really nice cologne that made him smell fantastic. He had a huge smile that lit up the entire cabin. His bright white teeth were perfect and he was always laughing. I was instantly jealous. He seemed like the kind of guy who never had a care in the world. Good looking, rich parents, a bright mind and on top of that he was also an amazing athlete. He was a great basketball player. He’d won the league MVP trophy the past two years.

He had everything a guy his age could possibly want and he had the kind of cocky attitude to go along with it. It was almost impossible not to like him though. He had a magnetic personality. People just seemed drawn to him.

I had never spoken to him much because he was three years younger than me, but on this flight I was finding it difficult to think about anything but him. He was so damn good looking. My eyes were constantly moving between his handsome face and his chest. He had the body of a Greek god. I had never felt this kind of attraction to a guy before, but there was something about him. I could see why so many girls were into him. It was widely known that he, just like Max by the way, was a huge player.

He had his pick of any girl he wanted, but he always went after the most beautiful and hottest girls in school. He had a reputation for scoring with the most popular cheerleaders and the sexiest sorority girls. Everyone knew about his exploits and I was surprised to see he hadn’t brought one of his many conquests on the trip.

We flew first class and his dad had bought us all cocktails. I had a few and I was getting pretty buzzed. After a few hours, I could feel my cheeks were warm and red. I was also feeling more relaxed around Jules. I could tell he was a little buzzed too. He was looser, less inhibited and apparently also horny as hell.

When the flight attendant came by and offered another drink, Jules flirted with her shamelessly. She was probably a bit older than us, 27 I would’ve guessed, but she was really cute and dressed nicely in a pair of tight black slacks and a red blouse that showed off a fair amount of cleavage. I’d been watching her walk up and down the aisle, offering drinks and food and Jules was clearly attracted to her.

She came back with our drinks and Jules asked her name.

“Kelly” she replied, smiling back at him.

“That’s a beautiful name.”

“Thank you” she replied, her smile growing bigger.

“Busy shift?” he asked her, his eyes locked on hers.

“Yeah, it’s a little crazy. We have a full plane and they’re all drinking. kapaklı escort Everyone’s having a great time.”

“I know why everyone keeps ordering drinks,” Jules said with a sly smile.

“And, why is that?”

“Because, you’re bringing them. I’d order a million drinks just to see you walk around in your tight outfit.”

Kelly blushed and looked at Jules with a look of lust and amusement.

“Are you always this sweet to flight attendants?”

“Never” Jules said, flashing a cocky smile.

Kelly giggled.

“I’m Jules, by the way.”

“Nice to meet you, Jules. I hope you enjoy your flight. If there’s anything else I can get you, please let me know.”

Jules said with a playful smirk.

Kelly giggled and looked up and down the aisle.

“Well, you can check me out whenever you want. I’ll be walking up and down this aisle for the next six hours.”

“I’m looking forward to it,” Jules said, “But I was hoping I could get a more personal plan.”

Kelly blushed and smiled and looked around the cabin again. She looked a little nervous, but she was obviously interested.

“I’ll be happy to show you our personalized entertainment options when things calm down,” she whispered in his ear before quickly walking away. She made sure to wiggle her butt a bit as she walked, turning and giving him a playful smile as she walked towards the galley.

I was sitting there stunned, unable to believe what had just happened.

I was impressed with his ability to flirt and also a bit jealous.

Jules turned to me and had a big smile on his face.

“I bet I’ll have her in the bathroom within the hour.”

I chuckled.

“You think you’re that good?”

“Hell yeah. I’ll have her begging me for it.”

“No way,” I said, shaking my head.

“You want to make a bet? Ten bucks says I’ll have her screaming my name.”

I laughed and shook his hand.

“It’s a deal.”

I wasn’t serious about the bet, but he was. He leaned back in his seat and had a satisfied look on his face.

“Ten bucks, coming right up. It’ll be nice to have a change of pace from the usual school girls.”

My jaw dropped. I couldn’t believe how brazen he was. I had never even flirted with an older woman, but he had his sights set on a 27 year old. I didn’t think it was possible, but his confidence grew and he seemed to sit up straighter. I couldn’t help but watch his every move.

About 15 minutes later, Kelly was making her way down the aisle towards us. As she passed us, she leaned over and handed Jules a slip of paper. She immediately walked away and I noticed she was walking slowly and swaying her hips a lot.

“Meet me in the front bathroom in 5 minutes.”

Jules said softly as he read the note out loud to me. “Told ya” he said, smirking at me.

I rolled my eyes, but secretly I was amazed at his skill.

“Enjoy your movie, buddy. I’ll be back soon, hopefully with some juicy stories.”

He stood up and headed to the front of the plane.

The whole thing was surreal. I watched him walk to the bathroom and knock on the door. A moment later the door opened and he slipped inside. I could hardly believe this was happening.

I sat back and tried to watch a movie, but I couldn’t focus on the screen. All I could think about was Jules and what he was doing with that gorgeous flight attendant. I was fantasizing about what was going on in that tiny bathroom.

Was she really having sex with him? Were they actually fucking? I felt a rush of excitement and fear as I imagined the scenario. My cock grew hard and I adjusted it in my pants, but it didn’t help.

The thought of her sucking his cock and letting him fuck her was too much. I closed my eyes and let my karabağlar escort mind wander. I pictured him with his pants down and his cock buried deep in her pussy. I imagined her moaning and gasping as he fucked her.

The mental image was so vivid that I could almost hear her moans.

The next thing I knew, my cock was rock hard and straining against my jeans. I shifted in my seat, trying to get more comfortable, but there was no use.

Just as I was starting to calm down, the bathroom door opened.

My jaw dropped when I saw Jules step out. I could barely contain my shock when I noticed his zipper was still down. He had a big smile on his face and his shirt was unbuttoned. He made his way back to his seat, trying not to look too smug.

When he sat down, he let out a satisfied sigh.

“I guess you owe me ten bucks, dude.”

I looked at him in amazement.

“You mean you actually did it?”

He grinned and nodded.

“Yeah, I did. And you can ben sure she was screaming my name too. Well, more like whispering of course, given the circumstances, but you get the idea.”

I was speechless.

“She was all over me the moment I stepped in there,” he continued. “I barely got my pants off before she was down on her knees, eager to suck me of.”

I swallowed hard. The mental image was too much to handle.

“Was she any good?” I asked, unable to resist.

“Fuck yeah. Her mouth was amazing. She really knew what she was doing. And her pussy…oh man. She was so wet and tight. I had to muffle her screams by putting my hand over her mouth.”

“Wow,” I said. “That’s unbelievable.”

“You want to see it? I mean you deserve to see some proof before you hand over that ten bucks.”

I nodded. I couldn’t believe he was being so open about this. We had basically only just met. And his whole family was sitting just a few seats away from us.

Jules pulled his cell phone out and unlocked the screen. He tapped the gallery app and started flipping through pictures. I couldn’t believe my eyes.

There was picture after picture of Kelly, on her knees with his cock in her mouth. Then there was a video. It was shaky, but the sound was clear. You could hear her moaning as he fucked her from behind.

I had never seen anything like it.

“Here, take a look,” he said, handing me the phone.

“Oh my god,” I whispered, unable to believe my eyes. It now showed her turned towards Jules as he was fucking her. His hand was covering her mouth, but you could still hear her softly moaning his name.

“She’s a great fuck, right?”

I nodded.

“That’s nothing. Wait until you see this,” he said, swiping the screen to the next video.

“Holy shit!” I said a little too loud.

Jules slapped his hand over my mouth.

“Shhhh! Dude, not so loud.”

“Sorry,” I mumbled.

“Just keep it down,” he whispered, ” If you want I’ll give you my headphones and you can watch it in the very bathroom where it all happened..”

He gave me a wink and handed me his headphones.

I don’t know what came over me, but I took the phone and the headphones and headed to the bathroom.

I slipped into the cramped space and closed the door behind me. I locked it and pressed play.

The first video showed Jules sitting on the toilet and Kelly kneeling between his legs. She had taken her shirt and bra off and her perfect tits were fully exposed. She was looking up at the camera with a look of lust in her eyes.

“Do you want my cock in your mouth, Kelly?” I heard him ask from behind the camera.

“Yes,” she replied.

“How bad do you want it?”

“Bad. I want to taste it. Please let me suck it.”

I couldn’t believe Jules had managed to make her karabük escort say these things on camera.

“You’re such a slut,” he said.

She nodded and looked at him, her eyes full of desire.

“I know. I’m your slut. I’ll do anything you want.”

I gasped. This was insane.

The next clip was even more shocking. Jules had his pants down and his dick was pointing straight at her face. She was stroking it gently, her hand wrapped around the shaft.

“Fuck,” she moaned, “it’s so big.”

She wasn’t lying. He was huge. I had never seen a dick that big. I was truly amazed by the sight of his huge cock.

I started to stroke cock as I switched to the next video. Kelly was sucking him. Her mouth was wrapped around his cock and her lips were sliding up and down the shaft. I could hear the wet sound of her sucking and the occasional moan from Jules.

It was incredibly hot.

I couldn’t stop watching. The more I watched, the more turned on I got. My cock was rock hard and my hand was moving faster and faster.

I swiped further to see the video of him fucking her. It was amazing. He was thrusting his cock deep inside her pussy. Her moans were getting louder and louder. He reached up and covered her mouth again, but it was too late. You could clearly hear her moans and the wet sound of his cock sliding in and out of her.

“You’re such a good fuck,” he said.

“Oh yeah,” she moaned, “I love your cock. Fuck me harder.”

He complied and began pounding her pussy harder and harder. She was whimpering and moaning, her eyes rolled back in her head.

“Fuck, yes! I’m gonna cum!”

She screamed.

Her body convulsed as she orgasmed. She was trembling and moaning as her pussy clenched around his cock. He kept thrusting, his hips pumping hard and fast while his hand covered her mouth.

The next video I saw her getting fucked from behind, softly whispering Jules’ name with each thrust.

“Oh god, fuck me Jules” she groaned.

“You like getting this young cock, don’t you Kelly?” he whispered.

“Oh god yes,” she moaned, “your cock feels so good inside me. Please keep fucking me. Fuck me hard.”

“You’re such a naughty slut,” he said, “taking my cock in the bathroom of an airplane.”

“I know,” she moaned, “it’s so naughty.”

“Tell me how much you love it,” he said.

“I love it,” she whispered, “I love the way your cock fills me up.”

I couldn’t believe my ears. I’d never heard a woman talk like this.

I watched the last video, which showed Jules cumming on her face. He shot his load all over her face and her tits.

“Holy fuck,” he said, his voice quivering, “that was incredible.”

He was panting and breathing heavily as he leaned against the wall of the small bathroom.

“Yeah,” she said, licking her lips, “it was amazing.”

The video ended and I sat there stunned. My cock was throbbing and my heart was racing.

I couldn’t believe what I had just witnessed. I was shocked, but at the same time, I couldn’t deny that I was extremely turned on. I jerked off to the videos a few times, imagining myself in his place most of the time. But when I looked at the first couple of videos again of Kelly begging to suck his cock, I found myself secretly wanting to be in her place. Worshipping and pleasing Jules. I came hard thinking about what it would feel like to be on my knees for him, taking his big cock in my mouth.

I couldn’t believe my feelings. This was so new to me. I was always attracted to women, but here I was, jacking off to videos of Jules fucking another woman. I’d never been so turned on.

After I came, I cleaned up and returned to my seat.

“So, did you like the show?” he asked with a sly grin.

“Uh, yeah,” I said, feeling embarrassed. “It was, uh, pretty intense.”

“Good,” he said, smiling. “I’m glad you enjoyed it.”

I nodded and we both sat there in silence for a while. I was trying to wrap my mind around what had just happened, but it was hard to think about anything else.

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