Foursome during my (20F) family vacation ended with fucking my best friend (19F)

Last week I (20F) went with my family on a trip to Disney. I was really excited, especially because my best friend (19F) happened to be going with her family at the same time, which meant we could spend the whole week together. We had gotten a room discount, and somehow convinced our parents to let us have our own room.

The hotel we were all staying at was NICE. The kind of place where everyone you see looks rich, fit, and attractive. My friend (I’ll call her Kayla) and I had spent the weeks beforehand planning, including buying matching swimsuits for hanging by the pool. We both have similar body types, smaller A-cup tits and a bigger ass, so we bought two of the same maroon string bikini set. I won’t lie, we looked good. I could feel the eyes on us, many of which were the older dads on vacation with their families. I could tell Kayla was loving the attention too. We made a few TikToks to show off our fits and stayed at the pool until it started to get dark.

Later on that night, I was scrolling on TikTok and I came across a video of two guys sitting in what I immediately recognized as the lobby of the hotel we were staying at. “Anyone else at Disney rn?” I didn’t recognize them, but could tell they were a little older, early to mid 20s at most. I’d be lying if I didn’t say my heart fluttered for a second. They were really hot, exactly my type. I showed Kayla, almost kidding, and she agreed. “Let’s go find them!” she insisted, but I laughed it off. Even if searching for two guys in our resort wasn’t slightly pathetic, we didn’t even know them. I put my phone away and we went back to tanning.

The next day, Kayla and I were sitting by the pool again when it happened. We saw them across the pool from us. I noticed a little too late how much I was staring at the brown haired guy when I accidentally caught his eye. and I looked away quick. Out of the corner of my eye, I could see the one I had made eye contact with nudge his friend and gesture in our direction. They smirked, which Kayla, who had been staring less conspicuously through her sunglass, noticed right away.

Before long, we saw them stand up and begin to walk towards us. I readjusted my top and pretended to be casually looking at my phone until, there they were, at the foot of our pool chairs.

I looked up, and my heart fluttered even more than before. They looked almost older in person, maybe late 20s? But they were also even hotter than the video made them out to be. Before either of us could speak, they introduced themselves and one of them told us they recognized us from TikTok. I knew what they meant, that they had seen the video of us from yesterday in this same spot, in these same bikinis. I glanced at Kayla and we both giggled a little, silently agreeing not to tell them we recognized them too.

They sat down on the pool chairs opposite us, and began talking to us. The chemistry was instant. I couldn’t keep my eyes off the brunet guy, and Kayla was similarly struck by the blonde one. We learned that they were here with their families too, but were sharing a room with them. They bought drinks for us at the bar, and we talked for a couple hours, eventually drifting from a group conversation into separate one-on-one chats.

After a while, Kayla tapped me on the shoulder and told me she was bringing her guy up to see our room. She asked if we wanted to join them. “This is stupid” I thought for a moment. These guys could be serial killers. But something about them, plus being at Disney, made me feel safe. I turned to my guy, and he shrugged, agreeing. We all walked together towards our room, the blonde guy’s shoulder around Kayla and the brunet’s on the small of my back. As we walked, I couldn’t help but notice his hand slipping down every now and then to feel the top of ass.

When we finally got to our room after what felt like an eternity we immediately separated by couple and started making out. My guy was tall. I’m pretty short, 5’ 4” so I had to stand on my tip toes to reach him. His hands were all over me, and I was practically shaking hoping they would drift down to my pussy, which was certainly already wet. I was so caught up in what I was doing that I didn’t notice until then that Kayla had dropped to her knees and was sucking her guy’s dick, with her bathing suit stripped off and lying on the floor. I almost couldn’t believe it. Kayla and I had been friends since the first day of college, and while I had seen her change from time to time, I had never seen her like this. I liked it. I almost couldn’t keep my eyes off her. After a moment I caught myself looking a little too long, and refocused on my guy, who forced me down to my knees. When I landed on the ground, I realized I was face to face with the largest dick I had ever seen. Shivers went up and down my spine as I grabbed his dick and stuffed it as far down my mouth as I could handle. It was barely halfway. I was never that big a fan of giving blowjobs, but this was different. It felt like this dick was made for my mouth. As i worked his shaft with energy I’ve never shown any of my ex boyfriends, I could hear him moaning. Out of the corner of my eye, I could see that now Kayla was the one watching me, only she was doing so from the bed, lying on her back getting what seemed to be incredible head from the blonde. I stood up and gestured to my guy for us to do the same, and he seemed more than willing. I walked over to the opposite side of the bed Kayla was on and laid down next to her, my head just next to hers, my swimsuit on the floor by the time I landed. The brunet began eating me out, and as great as it felt, I couldn’t keep my eyes off Kayla. Finally, she turned to me. We stared at each other for a moment, before she leaned in to kiss me. I had never kissed a girl before, let alone my best friend, but something about it felt right.

We made out for what felt like only a second, before I felt the brunet slide into me. It was like nothing I’ve felt before. His dick wasn’t just longer than any I had ever seen, it was thicker. It took everything I had not to scream out in pleasure, for fear of the families probably staying next door. Every thrust into me felt like it was filling me up more than ever, yet even when he was balls deep I wanted more. After a few incredible minutes, I felt him pull out, and for a moment I felt a twinge of disappointment. He was finishing, but I wasn’t ready for it to end. Just as I was opening my eyes again, I felt him slide back inside and I almost screamed. He felt even bigger than before. He went as deep in me as he could and I could practically feel it in my stomach. I opened my eyes and leaned forward to kiss him before realizing this wasn’t the brunet. He and his friend had swapped positions, and now the blonde was fucking me. I looked over to Kayla and I saw the brunet pounding into her from behind. The realization made me cum harder than I ever have before. I hadn’t even given this guy much thought—I had been focused on mine. But this guy was even bigger, and it felt like he was getting deeper and deeper with every thrust. He grabbed me by my hips and flipped me around to fuck me from behind. I was a little excited, honestly, expecting to get a chance to make out with Kayla some more, but I was met with her ass inches from my face. She had flipped over and was sucking off the brunet, sitting hands and knees on the bed and the brunet standing in the same spot. Without thinking, I leaned forward and began eating her pussy. I licked her up and down and stuck my tongue inside her as far as I could, my nose practically in her ass. I had never even really seen someone else’s pussy in person before, but eating her out felt so natural, just as natural as making out with her a few minutes ago. I could hear Kayla’s muffled moans through her mouthful of cock.

All of a sudden I felt the blonde grab my hips and flip me around again. He yanked me towards him, pushed me down on the ground and forced his dick into my mouth. This guy was stronger than the first one, and I loved it. Kayla’s pussy had made me forget all about this enormous cock, but I was glad to remember it. This thing was the size of a White Claw can, maybe longer. I tried to open up my throat as much as I could but I still choked with less than half of it in, something that hasn’t happened to me while giving a blowjob since high school. After only a few seconds he pushed my head back and I felt 3 thick ropes of his cum hit my face. I’m normally not a swallower but this cum almost tasted good. I began to lick it off my face when I felt a tongue—Kayla’s—licking it off for me. She had made her way to the other side of the bed to get a taste. Before she could get it all, I saw out of the corner of my eye the brunet jerking off and aiming for my face. Just as I turned to open my mouth. Another pair of thick, warm ropes of cum hit my face. I was covered in it, both guys’ cum dripping to the ground. I felt like I was in a porn video and I loved it. I turned to let Kayla lick up the rest and saw she had caught some on her face too. We took turns licking it off each other, forgetting the guys were even still there.

After a few minutes of cuddling as a group, the two guys stood up. They gave each of us a kiss one at a time, then left. Kayla and I stayed, cuddled up naked in the sheets. The rest of the night we spent making out and taking turns eating each other out. It‘s suffice to say we didn’t need the other bed for the rest of the trip.