I was fortunate enough to grow up with someone very close to me, somewhat like a childhood "sweetheart". We were very close, inseparable even. Calling us best friends would be underestimating the bond we have. It was more of "soulmates" rather than best friends.
As we grew older, we developed feelings for one another but we never got the timing right. It was either I was in a relationship and she wanted me, or the other way around. We never got to act on it so we decided to dismiss it and be thankful that we have each other, in a platonic way... or so it seemed.
Years ago when we were both about to exit our teen years, we decided to go to a festival on an island together, to celebrate our friendship as well as to enjoy time together before we inevitably grow apart once we start our careers. It was exciting and scary as well, especially when I found out that she brought some "grass" with her. We had to pass through security to get on a boat! We got through anyway, which says a lot about the country's security.
We got to the island, got to the resort which was on a very quiet, scenic and serene side. We dropped our things, changed to more tropical-friendly clothing and enjoyed the festival. After hours of drinking and music, we went back to our room to rest up. Up to this point in our lives, we've slept over several times with no malice whatsoever. However, we were both older and we both knew that this could be one of the last few times we'd be with each other like this. There was a lot of tension in the room with zero electrical appliances (except for lights). At the time, data wasn't a big thing so we couldn't just dive into our phones for distraction.
We were seated across each other with the dining table in between us. She pulled out the "grass" she brought along with a pipe. I didn't like smoking through a pipe because I'm afraid of fire (I get spooked easily when I feel the heat), so I refused when she offered it to me. She took a few puffs, and with the help of a few drinks prior to that, finally broke the borders of our "best friend" status. She stood up, walked around the table towards me, and sat on my lap, facing me. She took a deep hit, closed her eyes, and exhaled everything into my mouth. My soft self took everything into my lungs, and then exhaled it all out. She did it again, this time her lips lingered on mine a little longer. There was a slight twitch, probably a little hesitation. I don't know if it was instinct or human nature but after I felt myself loosen up, I grabbed her hips.
I pulled her closer and as she gave me the third hit, I instinctively moved her back and forth, on my lap, on my crotch, while her lips slowly grazed mine. She didn't pull back this time. Her lips slowly moved across mine, from left to right and back to left, as if spreading a bit of her saliva on me. The moment was very heated but as soon as we looked each other in the eyes, we laughed. The reminder of the innocence of our long-term friendship was enough to pause whatever was happening between us.
We decided to call it a night since we were tired from the traveling, the festival and keeping it together despite the sexual tension in the room. We both tucked ourselves under the blanket, ironically the room given to us had one big bed. With the lights off, we got closer to talk a little more. We were both buzzed at this point so we talked about all kinds of things, especially nice memories of us growing together. As the talking died down, we got even closer under the blanket. We held hands and giggled. We both closed our eyes and moved even closer, with our bodies practically touching under the sheets.
Our hands started lingering elsewhere. My right hand went under her shirt and cupped her bare, perky breasts. Her nipples were rock hard. Her left hand went below my waist and using a couple of fingers, drew an outline of my dick over my thin shorts. It didn't take much to get me going, both our bodies were very sensitive because of smoking. My dick was hard in seconds. She took that as a signal to pull my shorts down, cupped my balls, and felt the shaft of my cock.
We were both breathing heavily at this point. I pulled her shorts and panties down and slid my hand in between her legs. I stopped for a bit since I was surprised by the wet, sticky liquid my fingers encountered. She whispered a sarcastic "oops" as my fingers continued to feel out her hairy pussy. She was very wet and very sensitive. She would flinch and moan every few seconds as I traced the outline of her pussy lips. I stuck my middle finger in her hole, scooped some pussy juice, took it out and spread it all over her clit. I stuck two fingers this time, the middle and the pointer fingers, curved it down to form a "C". I reached for the back of her clit and massaged that spot with the tips of my fingers while also causing some friction along the opening of her hole. I placed the base of my thumb to massage her clit. That motion of massaging her spot inside allowed my palm to slowly rub her clit on the otherside.
She changed positions and laid on her back. Her grip on my cock loosened so I took this as an invitation to keep going. I went in closer and massaged her more. When I felt her moaning and sweating even more, I abandoned that motion and finger fucked her tight, wet pussy as fast as I could, hoping that she'd cum before my arm went numb. She covered her mouth as she orgasmed, she grabbed my arm as her body was twitching violently. I felt liquid spray out from beneath her.
Exhausted, I withdrew my hand and laid on my back to catch my breath. I was sweaty as fuck and my heart was beating fast. Then, I felt her hand back on my dick. She giggled when she felt the precum I produced while pleasuring her. She spread it around the head of my cock, quickly rotating her fingers around it. It was so good and overwhelming that I started moaning and twitching too. She went close to my ear and hushed me. She rested her head on my shoulder as she shifted down towards the shaft of my cock. She stroked upwards, slightly massaging a small part of the head. She continued that fluid motion, made even better by my precum. Her fingers snaking around the cockhead, down to the shaft and semi-violently smacking the base of my dick... then stroking upwards as if pumping it. I wasn't able to hold it in any longer and came all over her hand, myself, and the blanket. I passed out.
We woke up the next day with the sunlight coming through the open window. With our tired voices, we said good morning to each other and smiled. We got out of bed to wash up and check on breakfast. It was like nothing strange happened the night before, and maybe it was better for us to keep it that way. We both had a smug look on our faces though. As we exited the room, I took a quick look at the bed and saw stains of both her juices / squirt and my cum.
YOU ARE READING
Island Temptation
Short StoryA story about me and a childhood flame -- specifically how we broke out of being just friends and relieved the tension between us.