Went on vacaction w/ friends and shared a bed w/ the most annoying girl in our friend group. The trip ended with me fucking her and cumming in her mouth while our friends were asleep. [MF] (long)
This is a story that happened about six months ago and until now I haven't told anyone. The only people that know it happened are me and her, but I wanted to write it down somewhere because it might be one of the hottest things that has ever happened to me. It's also pretty long, but here it goes.
At the end of this past summer, me and some friends in my Covid bubble were getting seriously burned out with staying inside and being on zoom all day, so we thought it might be nice to spend the weekend at an AirBnB up in the mountains. We booked a one bedroom AirBnB for the five of us (since we don't have a problem with bringing sleeping bags and it's cheaper), and as the weekend approached I was really starting to look forward to it. But then, a week before the trip, one of the girls who was going texted the rest of us to ask if her friend Carissa could come with us.
I couldn't STAND Carissa. She hung out with me and my friends every now and then, and every time she managed to do something that got on my nerves. A lot of the time she was just annoying, but sometimes she was just straight up mean. I could go in depth about all the things that she had done which annoyed me, but I could probably fill up a whole page with that and it's not the point of this story. Suffice to say I didn't love the idea of spending a whole weekend with her. But before I could say or do anything about it, two of my friends replied that they wouldn't mind her coming along, so now I was gonna be stuck with her for the weekend.
Physically, Carissa was definitely cute, but not really my type. She was about 5'3", with an athletic build, small chested (probably A-cup tits), but a pretty nice ass. She had tan skin and straight, black hair which went down to her shoulders. Her eyes were round and hazel colored, and she had a piercing in the side of her nose. She normally kept a couple hair ties on her right wrist, and on her left wrist she had a little tattoo of a hummingbird.
As soon as we all got in the car, Carissa sat next to me in the back, and I remembered exactly all the reasons I didn't like hanging out with Carissa. She spent a good forty-five minutes complaining about her ex-boyfriend (the two of them had been split up for OVER TWO YEARS). She started talking about how she'd seen some other girl on her ex's Instagram, and how she'd then found this girl on Facebook and messaged her to warn her about what a shitty person her ex was and how he would "break her heart and walk away" or something. I don't fully remember the details. I just remember all the other girls in the car going way out of their way to console her and tell her how brave she was. Meanwhile, I wanted to open the car window and throw myself onto the freeway.
Things didn't go any better once we got to the AirBnB. While we were all eating dinner, one of my buddies started talking about his new job (he works in sales), and how he was excited because he'd recently got a promotion. Carissa responded by snorting and saying that she could never work in sales because she didn't have a "capitalistic, predatory mindset", which put a lull in the conversation pretty quick. Carissa quickly filled that lull by talking about this random guy she'd been hooking up with lately and how she'd given him "life-changing head" that kept him coming back. This was pretty common for Carissa, she'd always talk about her sexual exploits in wayyyy too much detail when nobody actually asked.
Don't ask me how, but somehow when the sleeping arrangements were divvied up, Carissa and I ended up sharing the bed between us while our friends slept in sleeping bags on the floor. Fine, I thought. We were just sharing a bed. It's not like we would have to talk or anything.
And that's all that it was for the first night, but on the second night, something weird happened. I was just starting to doze when I heard the sound of Carissa sliding out of the covers and walking over to the bathroom. At first, I didn't pay much attention to it, but as I was drifting in and out of sleep, I thought I heard a few muffled whimpering sounds coming from the bathroom. Weird, I thought. Maybe she's crying or something. I perked up to listen closer, and as the muffled noises kept coming, I realized that Carissa wasn't crying, she was moaning under her breath. Moaning. I laid there listening in disbelief. Was Carissa... masturbating? With me and our other friends right outside the bathroom??
It was hard not to imagine visuals to go with the sound. I imagined her sitting on the counter of the bathroom with her panties down around her ankles, throwing her head back and gasping as she rubbed her fingers against her clit. Maybe her other hand was covering her mouth to hold in the moans. I hated myself for thinking of it. I disliked Carissa with a burning passion, but as the soft moans grew closer and closer, I couldn't stop myself. I felt myself getting hard as I imagined it. Carissa was pleasuring herself just on the other side of that door. The illusion broke suddenly as the moans came to a halt, and shortly thereafter Carissa opened the door and silently shuffled back under the sheets. By this point I was rock hard for some reason, and the situation didn't improve as a I began to feel the warmth of Carissa's body next to me in the bed.
The next day came and went without me mentioning to Carissa at all that I had overheard her masturbating. But as the day went on, I caught myself stealing glances at Carissa the entire time. I couldn't get the image of her pleasuring herself out of my head. I saw it everywhere I saw her. I started noticing the curves of her body in her black leggings, hating myself as I imagined grabbing her firm ass. Everything which had been unattractive about Carissa started becoming infuriatingly hot. As she continued to annoy me in her usual fashion throughout the day, I remembered her talking about the amazing head she gave, and then I started imagining that too. I wanted to see her round, hazel eyes as she took my cock in her mouth, wrapping her lips around it as she gently stroked it up and down. It was too much for me to handle. On the fourth and final night of the trip, Carissa and I slept in bed together one last time. I laid awake motionless for an hour, finding myself hoping against all reason that I would hear Carissa get out of bed again. As weird as it was, I wanted to hear the sounds of pleasuring herself again, just so I could imagine it one more time. About an hour had passed, and just as I was beginning to lose hope, the bed creaked, and I heard Carissa start to get up. For some reason that I can't quite explain, I did something crazy.
I rolled over in the bad, reached out and grabbed hold of one of Carissa's wrists. Carissa turned to look at me, stunned. "What are you doing?" she whispered, wide-eyed. I felt the blood rush to my face. Now that I was in this situation, I realized I had absolutely no plan for what to do next.
"Are you going to the bathroom?" I whispered.
"I... I was," Carissa nodded, with a glimmer of panic in her eye, and maybe a glimmer of something else as well. For a while, I wasn't sure how to respond. I just laid there, still holding on to her wrist, but more gently now. She didn't try to move her arm away. I looked around the room, where two of our other friends were lying asleep on the floor. Time seemed to slow down as I realized what I had just done. There was no easy way out of this now. Might as well risk it, I thought.
"Look, I've uh. I guess there's no easy way to say this but... a couple nights ago... I heard you." I finally said. Carissa's eyes grew wider.
"I... what do you mean?" she asked.
"I mean I... I heard you in the bathroom," I said nervously, chastising myself for how weird all of this was coming out. But to my surprise, Carissa immediately knew exactly what I was talking about. I could see her eyes widen with embarrassment.
"Oh... I... I tried to wait until you were asleep..." her voice trailed off. For a while, the two of us just stared at each other, neither one of us knowing what to say. "So... were you listening to me?" she eventually asked.
"Listening to you?"
"While I was masturbating a couple nights ago. Were you listening on purpose?" she asked bluntly. I didn't say anything. Carissa looked at me and scoffed quietly. I was still grabbing her wrist, but then inexplicably, I felt her fingers start to wrap around my hand, stroking the back of my hand.
"Not like I had a choice," I replied. Carissa's eyes darted up and down my body. Then, there was a long period of silence as Carissa continued stroking my hand back and forth. Her round, hazel eyes locked with mind.
"But... what if you did have a choice?" she asked calmly. My eyes started to trail down from her warm hazel eyes down to her lips. Then, before I knew what was happening, the two of us were leaning in and kissing. My mind started racing as I felt her tongue brush mine. I closed my eyes and felt her hot breath against my lips. Before long things got rougher. She started leaning into the kisses. I took my hands stroked them along her body, feeling her skin before grasping her ass under the covers.
"Wait... what are we doing?" Carissa asked, doing her best to keep her voice down.
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