This all happened on our final school trip, after we had finished the 13th grade and would split up to move on to University. We were all between 19 and 20 years young, finally feeling a sense of freedom after having to cram for school for so many years. After graduation, a tight knit circle of friends decided to spend a vacation together in Spain. We were around 15 people, roughly half girls, half boys, and we went for 7 days. It was a great vacation of drinking and partying, and I started to talk and bond with Natalie, a shy girl from our group, a little more. We had known each other for a while, but never hung out one on one, and it turns out she’s really chill. Other than that, I mostly spent my time with Mike, my best friend, Tim, who had been a good buddy for a few years, Lisa, who was Tims girlfriend, and Kimmy, a really cheerful, cute girl who had joined our class just a year ago, but quickly warmed up to us. I really enjoyed my time with friends before we would probably all go our separate ways.
On the second to last day, we joined a party boat trip with booze, beer and finger food. It was a great time, there were lots of other people in the same kind of party mood on there. But that’s not the important part. What’s essential to this story is the fact that we saw a secluded beach while we floated along the coastline, that was supposedly only reachable via boat because it was surrounded by cliffs and rocks. I didn’t quite believe that, because it seemed really easy to climb down without being dangerous at all. I immediately had the idea to go there the next day, just to hang out and enjoy our final night together, without anyone else interfering.
I told a few of my friends, and they were down. We made the plan to bring some drinks in our backpacks and walk over there and attempt the descent the next evening, and almost everyone was down to go. The time came, and 10 of us made the trip, including my clique and Natalie, backpacks filled with beer and booze. It actually was a bit trickier to get down than I had expected, but it was still possible. Finally, we all made it down and started to get comfortable and get some drinks out.
Pretty quickly, we were all buzzed, after downing our first beers and handing out a few rounds of shots. It was definitely going to be a great final night, knowing we would be completely undisturbed. Everybody was really in the mood to enjoy it as much as they could. A few hours in, as it was slowly getting darker, but still hot in the summer heat, somebody mentioned that they would really like to cool down in the ocean one last time. Most people agreed, but basically nobody had swimwear with them, as we had dressed up a little for our last night together. Andrew, one of the class clown guys who always did the craziest shit, just said “fuck it” and took his clothes off, dick out, in front of everyone, and ran into the water naked. Everyone laughed and cheered, we were used to his shenanigans – but lots of people who also wanted to swim were left out still. Two of Andrew’s good friends got up as well and made a deal with each other – “if you go, I go”, and shook hands on it. So they also started to undress and run into the water naked.
The rest of the group felt a little awkward about the three dudes stripping and going for a swim, until Sarah, a popular girl said: “Oohh a skinny dip, how exciting. I kind of want to go, but only if everybody does.”
Her proposal was left up in the air for a moment, until chatter amongst everyone erupted. Kimmy, who was good friends with basically everybody in the group, finally spoke up. “It’s our very last night together. Let’s make an unforgettable memory, we all skinny dip! Is anybody against that?” From the water, you could hear Andrew yell “Hell yeah! Come in y’all!”, and basically one after the other slowly agreed to go and take a skinny dip. Not a single “no” was heard.
Kimmy, Tim and Lisa were the first who started to take their clothes off. Kimmy surprised me, Tim and his girlfriend not so much, they had always been kind of free spirited and open. Sarah did as well, so because all my friends did it, I also joined in to get rid of my clothes. It was a crazy and exciting feeling to see everyone around me strip completely naked, including girls. For the first time in my life, I saw Lisa and Kimmys nude butts as they ran off towards the water, Tim closely following them. Now almost everyone was in the water, maybe to hide their bodies in the water as fast as possible, only Natalie, me and Mike were still on the beach. Mike got rid of his underwear, just standing there with his cock out, enjoying the air, waiting for us. Natalie and I were down to our underwear, and Mike said “hurry up you cowards”, so I told him to just go we’d be right down, and also started to roll down my boxers, revealing my penis in front of two of my best friends. It was a difficult moment for me, because I’m not too confident in my size, yet I could not miss the opportunity of joining this once in a lifetime event. I mean, I would get to see all these girls naked, so I definitely had to!
When I was finally naked, I started walking towards the ocean, just looking back to see where Natalie was at – I hadn’t looked at her while stripping myself, because I did not want her to think I was staring. She was still standing there, in her underwear, with her fingers below the seam of her panties. But she didn’t move, so I stopped as well. “What’s up Natalie? Come on, we’re late to the fun!” I exclaimed, but she just frowned at me and motioned for me to go. I turned my head to see everyone in the water, splashing around and screaming and having fun. But she gave me a vibe that I did not like, she had been really upbeat until that very moment, so I wanted to see what was up. I walked back, trying to not seem ashamed about my nakedness.
“What’s going on. Aren’t you going to come with us?”
She didn’t really answer, but just looked at her feet and slightly shook her head.
“Why, what’s up? You’re already halfway .. naked.” I had to hesitate a second before I could say that last word out loud.
“I .. I can’t.” she finally told me.
“Why? Look, everybody is naked, nobody will mind. Besides … you look great.” I said, while looking at her slender body. It was true, she looked nice in her black underwear, she was one of those naturally skinny girls.
“No it’s … I just don’t think I can do this.” she still insisted. “You can just go, have fun! I’ll wait here.”
I did want to go have fun with the others, especially the thought of getting a glimpse at Kimmys boobs was enticing. But I could not just leave her here like this, so I sat down next to her.
“Look, Natalie. If you’re ashamed, you really don’t need to be! Is that it?”
She sat down as well, with a sour look on her face. “I … yeah I guess. But you don’t need to mind, just go please?”
I tried to encourage her. “If it’s about your boobs, that’s really dumb. Smaller boobs look great and are no reason to be ashamed.”
She replied very quickly, almost defensively: “It’s not!!! It’s not my….. boobs.”
I looked at her confused. “What’s up then?? Did you .. forget to shave or anything? Nobody cares! Didn’t you see Kimmys bush?”
“I don’t look normal .. down there.”
Basically involuntarily, my eyes darted down in between her legs. She was just wearing her tiny black underwear that hugged her parts pretty tightly. “Looks .. normal? What do you mean?”
Her face turned red and she once again looked down. “It’s … it’s stupid. I … look a little different and am scared people would think I’m weird.”
“Come on .. I bet it’s not that bad! You can tell me, I’m sure it’s not a big deal Natalie!”
“I .. oh my god Filip, I can’t believe I’m telling you. My … parts are a bit .. bigger than normal.”, she hid her face in her hands as she said that.
I was confused. “So .. you mean your .. like your … lips???” I finally managed to formulate my first thought.
She cowered even more and nodded, her hands still hiding her face, but I saw it was turning red.
“Hey, hey, hey Natalie”, I said while gently touching her shoulders. “Look, don’t be embarrassed. It’s okay. You don’t have to do anything, I can stay here with you.”
Finally, she opened her eyes again and took her hands down. “You really don’t have to. I would love to go and have fun with everyone, I always thought skinny dipping would be fun … but I just can’t. So I don’t want you to miss out as well.” She looked towards the water, where everyone was splashing around in the nude – “I just wish I wouldn’t be like that.”
“I … I understand.” I told her. “I was kind of scared too … because I’m not the most confident .. in … my size.” I slowly muttered out my own hangups, before I realized that I was actually already naked.
Her eyes darted down to my crotch for a split second, and a shy smile came over her face. She giggled, and said “I like it, hihihi” and turned even redder than before.
It shocked me that she looked at me like that and talked about my dick, but only for a very brief moment, before I got my wits back: “Well … for a minute I was really scared to take my boxers off, because of my self image. And now you said you like it .. thanks! And you know … I think I would feel the same way too with you.”
She looked at me with big eyes, and I could see the cogs turning inside her head. “You won’t make fun of me?”
“Of course not! Why would I.” I grabbed her hand, trying to reassure her. “Natalie, I really started to like you these past days. I would do no such thing, and you just were so nice to me … and my small dick…”
She laughed. “I really DO like it, Filip. It wasn’t me being nice. Well then …” – she stopped, and looked around and towards the water, obviously making sure that nobody was looking towards us. “Here goes …”
She reached down towards her crotch, and pulled her panties to the side. My eyes automatically followed her movements, and were greeted by the view of her perfectly shaven and pink vulva. I gasped, being immediately excited by her showing off her beautiful pussy. “It’s .. gorgeous, you’re gorgeous!” I stammered. She reacted by letting her panties snap back into place and hiding her face again. “Noooo, I can’t believe I’m doing this. It’s so ugly!”
I grabbed her hand tighter. “Natalie, what are you talking about? You honestly look great!”
I was telling her the truth, she was looking truly gorgeous down there. I did not understand how she could be self conscious. “Really, I don’t think you need to be ashamed of that at all! Why are you thinking that anyone would not like it?”
She hid her eyes again, but kept talking. “Didn’t you see all the girls? Kimmy and Sarah? How tiny and neat their … parts looked? Mine looks so … messy”, she said, while pulling her panties for the side once again, just for a second. This time, I got a more focused look, trying to find out what she thinks so badly about, and I still couldn’t really see it. Her lips were quite puffy and the inner labia were a little bigger and peeking out, so maybe that’s what she meant?
“Natalie … are you serious? You look perfect, and completely normal. There’s innies, and there’s outies. I guess Kimmy and Sarah have innies then, but that’s all. Yours is absolutely normal too .. and just as beautiful, if not more!”
She looked at me deeply. “Do you really think that? I mean … you’ve seen it.” She put her palms over her face again. “I can’t believe I just showed you.”
I turned a little red myself, realizing the fact that this shy, cute girl I liked just showed me her pussy like that, and noticed my dick starting to get hard. The fact was sinking in that I was sitting there, completely naked, and looking at and even talking about Natalie’s vulva. “Don’t worry, I won’t tell anyone. And I like how it looks, so no need to be embarrassed.”
I tried to play it off that I was getting hard, and readjusted my position to hide the growing boner – but that actually made her aware of it. I saw her eyes dart down, then a quick smirk, and after that a clearly forced straight face reappeared. Now my own face turned deep red, and I automatically flinched to hide myself. She noticed it, and now giggled. My heart was pounding.
“Well now I REALLY like yours.” she said between giggles.
I took a deep breath. “It’s … like that because of you. Because you showed me. You are sexy, and no need to be embarrassed.” I got on my knees, my semi now fully on display, hanging in front of me. “Will you go skinny dipping with me? We can go a bit further away from the others. Please?”
She giggled, looked at me, then at the ground again. Instead of giving me a verbal answer, she stood up, walked past me towards the water, and turned to me, with her back towards the group. She smiled, reached behind her back and snapped her bra open, dropping it into the sand. She revealed her boobs to me, small, but perfect round handfuls with perky nipples. My jaw dropped, she was so incredibly hot, and I would have never expected her to do something like this. Immediately after, she reached down and put her fingers under the sides of her bottoms. My cock twitched – would she really do it? Then she slowly rolled them down, revealing the skin on the sides of her hips, then her mound, and finally her pussy, before dropping them down and stepping out.
Now there she was, standing completely naked in front of me, reaching her hand out for me to grab it. I couldn’t keep my eyes off her, her slender body was so beautiful, and her pussy with the pink labia hanging out a little looked super sexy. “Youre … beautiful” I stammered, before finally grabbing her hand. Still walking backwards, she led me towards the water. The way she smiled at me, and suddenly confidently showed me her naked body, I couldn’t help but get horny. My cock was now completely hard, swinging back and forth between us with every step. She definitely looked at it and smirked, and I just hoped the other guys wouldn’t see it.
Still turning away from the group, she led me into the ocean about 100 feet away from the others. When we were a little over knee deep in the water, she dove in and I followed her. We swam around a little, splashing in the cool ocean water and laughing with each other. “This is nice!” she said.
“Do you like skinny dipping now?”
“I love it! I’m glad I did it … thanks to you.” she replied with a shy smile.
“Doesn’t it feel incredibly … free? To swim around completely naked?”
“It does! I was so scared but it’s totally worth it. This … might be one of the best moments of my life” she said, and my heart melted.
I swam up to her and immediately hugged her, pulling her close and feeling her warm skin on my body. My boner definitely poked into her, but I did not care, I wanted to be close to her. She wrapped her arms around me, luckily we could still stand in the chest deep water. She leaned her head back, looking at me with a warm look in her eyes. I could not resist anymore – so I went in for a kiss. Our lips just met for a brief moment before I pulled back, scared that I might have read her signs wrong. But she immediately pulled me in again, and we started to make out in the water. While our lips explored each other’s mouths, we ran our hands over our skin, up and down our backs.
When she nibbled on my lower lip, I was bold enough to run my hands down on her butt and grab it. Her bum was perfectly petite and perky, and as my fingers grabbed into her cheeks, she jumped up and wrapped both her legs around my hips. In the water, it was easy to hold her like that, so we just continued making out, my hands on her ass. After she readjusted slightly, her pussy was basically grinding on my hard cock. We continued to make out like this for a bit, and I got increasingly horny, as did she, judging from her breathing getting heavier and her nipples starting to poke my chest.
In a moment of calm, I slowly slid my hands off her ass and moved them to her boobs, for the first time cupping them and teasing her erect nipples. She closed her eyes and let out a little moan, which riled me up. I felt her big lips pressed onto my shaft, it felt incredible. “I wish we were in the hotel room right now …” I whispered into her ear.
“Me too”, she replied.
“Do you … want to?” – her smile and the way she kissed me after that, was enough for me to know. I slowly moved both of us towards the shore, while carrying and still kissing her. When we reached lower waters, I set her down and grabbed her hand, leading her onto the beach. A few steps to the right of us, there was a small rock formation that at least kind of blocked vision from the rest of the beach – so that’s where we went. As soon as we were out of sight, I turned around and looked at her, her gleeful face and her glistening naked body. We just stared at each other for a second, before we both stepped forward and immediately started making out again, our hands now exploring every part of each other’s body.
I slowly moved my right hand down between her legs, being very gentle knowing her insecurities. I ran my fingertips over her pussy lips, and slowly in between them, feeling a wetness that clearly did not come from the ocean. I felt her gasp into my mouth the more I touched her. She clearly had bigger labia than any girl I had seen before, but it was beautiful and felt great. My fingers explored her folds, caressed her lips, pinched them gently, each time causing her to let out a whimper. Finally, I had the courage to enter her with a finger, and slid it into her warm pussy; it was tight. At the same time, she wrapped her fingers around my cock for the first time, starting to stroke it very slowly. With my thumb, I started to rub her pronounced clit, and she responded by stroking me faster and closing her hand tighter around my shaft.
Our kissing got more erratic, as we both started to moan more and more. Without stopping to finger her, I pulled back and we smiled at each other. She looked down at my dick and smiled even more, and without warning, she got on her knees and took my tip into her mouth. It felt warm and her tongue swirled around my head, before she took more of my length into her mouth, starting to suck me off. I did not know how to react, and just put my hands on her head, running them through her hair, while she sucked my cock. It felt heavenly.
She started slowly, but soon got into it and sucked my dick up and down, soon taking my whole shaft. I kind of had thought about the possibility of sex during the party vacation, but not in my wildest dreams would I have expected to have a classmate suck me off. She sucked me for a few short minutes, from time to time taking her mouth off to grab my cock with her hand for quick strokes, and lick the sensitive underside of my tip. I first didnt even notice it, but I started moaning pretty loudly. Once she heard me, she looked up with longing eyes, and I pulled my penis out of her mouth.
She stood up and we kissed again, me grabbing her butt while she gently continued to rub my dick. She broke the kiss, looked me deep in the eyes, and said the hottest words I have ever heard: “I want you to take me.”
She turned around and, with resolve, walked towards a rounded rock. She rested her upper body on it, pushing her bum out towards me. Arching her back and putting her feet further apart, I had now a clear view of her glistening pussy with those glorious lips. Because I did not move for a second, she turned her head around and looked at me, waiting for me to come to her – so I did.
I stepped behind her, and first grabbed her cute little butt with both hands, spreading her cheeks apart while coming closer to let my cock rest in the middle. “Natalie … are you sure?” I asked, already grabbing my dick to align it with her pussy. “Filip, please …” she gently whispered, and its pushed me over the edge. I pushed all thoughts of needing a condom aside, and slid my tip up and down through her wet folds, before pushing it onto her opening, and starting to slide inside. The petite girl was tight, incredibly tight. But I managed to push in deeper and deeper, and heard her gasp with every inch I entered her.
“Fuck me” she muttered when I stopped for a second, and so I started thrusting. Her tight walls hugged my dick closely as I moved inside her, thrusting deeper every time. I grabbed her hips and held on tightly as I started to fuck her faster, her tight but wet pussy pulling me in deeper. She must have heard me starting to moan faster, because right as I felt myself getting closer to orgasm, she turned her head around and said “I’m on the pill. Don’t stop!”. Coming from her with a cute and needy look on her face, it was the hottest thing I have ever heard. I had never cum inside a girl before, and I was very happy that it would be with her.
I started to fuck her faster and harder, listening to her little gasps with every thrust, as I edged closer to release. My tip was so sensitive, moving inside her tightness, that I was not able to resist for much longer. “Natalie, I’m going to —” I stuttered, while my dick started throbbing, and I came a huge load inside her. With every pulse of my cock, another rope spurted into her, after not emptying my balls for over a week at this point. My knees gave out and I dropped down into the sand, watching my cum dribble out of her beautiful pussy.
After a moment, she got up from the rock and stood next to me. I grabbed her hand and pulled her down, into a tight embrace, to kiss her. She smiled blissfully and pulled me close, which made me really happy and caused a warm, fuzzy feeling inside me. At that moment I realized that I really, really liked her a lot. I kissed her again, and said “This felt great … did you .. cum?”
She hesitated a moment, which let me know that she did not have an orgasm. So without thinking, I crawled in between her legs, spreading them apart with swift movements, to reveal her pink, voluptuous lips again. I saw some more of my cum drip out as I spread her labia with my fingers, before leaning in to lick her. The first thing I noticed on my tongue was how wet she was. I licked around her pussy and clit, before starting to suck on it, trying to get her off. Once I heard her moan, I took two fingers and slowly inserted them, starting to move in a come-hither motion, while still sucking her clit. As I sped up, her moans became very loud, and quickly she sounded almost primal. Hearing how much she enjoyed it, it motivated me to make her cum at least as hard as I had. I sucked her throbbing clit off as hard as I could and fucked her quickly with my fingers, while grabbing her boob with my other hand, playing with her nipples.
I let her squirm for a while, teasing her by slowing down every time she seemed to be really close. I wanted to build to a huge orgasm, and finally after a few minutes instead of slowing down, I sped up as fast as I could when I heard her groan, and her whole body started to convulse. She almost screamed and pulled her knees up, locking up my head and hand in between, but I kept going. She came hard, and even squirted a little bit, which I had never witnessed before and certainly did not expect to happen. She just yelled ‘OMYGOD-OMYGOD-OMYGOD’ and was shaking, before finally going limp and sinking back into the sand, breathing heavily.
Drenched in her juices, I again laid down next to her, holding her until she came back to reality again. I was immensely proud of my work, still gently caressing her sensitive pussy. My rock hard cock was resting on top of her leg. She turned to me, smiling, and started laughing. I joined in, full of bliss, and kissed her again.
Right that moment, we were laying there everything exposed, I heard Mikes voice, scarily close to us – “I FUCKING KNEW IT!”
**…. to be continued ..Thank you so much for reading. If you liked my story, I am always happy to read comments or get messages about what you thought! Let me hear what other things you would like me to write about!**
Source: reddit.com/r/eroticliterature/comments/z730f6/mf_how_a_skinny_dip_with_friends_turned_into_much
The slow burn was excellent
So believable – and the insecurities made it very good!
Love the details, so well done!
Updateme
!updateme
I loved your story and look forward to the next episode.
Great story definitely believable
Update me
Omg yes! Please post the next part soon ❤️. This was so well written I loved every line of it
!updateme
!updateme
Nice slowburn
But won’t the penis shrink in cold water??
!updateme
This was great!
!updateme
Loved the tenderness between them and the context was hot. Loved how he took care of her(and worked to make it extra good for her) after he was done. So sweet, and super hot, nice job!