I've always wanted a friend with benefit, but I never thought it would be so comfortable to find one. I'm Ryan, I'm 16 years old and I live in England. My life is fairly boring, I'm not hugely popular and I'm a Virgo. My best Friend is Sam who lives down my road and is three old age younger than me. When we were immature we used to play football in the car park behind our menage, to the annoyance of our neighbour. By the way Sam is not my friend with benefits, I'm definitely not gay.
If you were wondering I am 5'10 ”, brownness tomentum, blue eyes and I have a fairly powerful build. I wouldn't say I'm the most attractive guy around but I'm not far off. Well in my vox populi anyway.
About 3 years ago the firm following door to me was sold to one of my mother's acquaintance. She had a daughter who was two years younger than me called Jess. She was gorgeous. She has long, straight, hazel hair that falls below her shoulder and relief on her knocker. She had green eyes, a slightly freckled face and a kept up digit. Sam and I didn't take long to start speaking to her ; we invited her daily round Sam's theater to get to know her.
Considering she was two years youthful than me she seemed quite mature, unlike Sam. I decided in my oral sex that if either of us was going to get this girl it would be me. This was the plan, a class later and I still hadn't done anything. I still fancied her uncontrollably but she had now been put in my ‘ ally zone.'I was pretty for sure aught was going to happen from that point onwards.
It was a still night in autumn and we were all watching a film at Jess'house. By the time the photographic film was over it was fairly late so we decided to appease over for the Nox. As soon as this decision was made a architectural plan popped into my head. I knew that if my plan went well I might be capable to get the chance to see Jess naked ; this gave me a boner straight away. Anyway, I continued to conjoin in with the eventide outcome and let everything fall into place.
I texted Jess and told her to stick awake longer than Sam, I didn't want him in the way of thing. When Sam finally fell asleep at 2 O'clock in the daybreak, I texted Jess saying ‘ follow me.'I led her from the living room to the figurehead door and quietly told her that we should sneak out. Luckily for my design, she agreed to it. We quietly crept out of the home and didn't speak until we were far enough away from the planetary house. We decided to go to the school which was a two mo walk from our houses. I got to cuddle her the unhurt way due to the cold evening.
When we got to the school day I realized something that could ruin my plan, directly opposite the school day was the police force station. We decided to sit in the tail of the bordering hedge so that we were out of sight.
From old experience I knew that Jess was quite positive and slow going. I decided to see if my plan would form by suggesting that we play daring. This may sound childish but I knew that it may escalate.
We started with dare like run to one of the landmark we could see in the schooling grounds, doing slaphappy dance and shouting funny matter. I got more confident as the game progressed. I suggested we went to the outdoor fitness equipment that the school had and carry on playing there. This was still in cheeseparing law of proximity with the law place so we still had to be cautious.
I decided that I had to make a move so I confidently dared her to go on one composition of apparatus in null but her underwear. She agreed to this but said I had to look away. She then completed her dare with me facing the other way. I turned round just as she was buttoning up her shirt catching a glimpse of her red laced bra. I got a boner but luckily my jeans were inflexible enough to conceal it. I'm sure as you all know, when playing dares you take it in turns. Unfortunately Jess made me do exactly the Same daring however part of the dare was that she had to catch. I'm not sure if I imagined it but I think she was testing me as well. I removed my wearing apparel and instantly felt the bitterness of the cold pushover. My boxers were not unassailable enough to hide my throbbing tool so I tried my comfortably to keep my spinal column to her. I knew she had already seen my toned stomach on a former occasion so I didn't need to show off my six-pack.
Once my daring was over I decided to put my clothes back on and sat back down next to her. I then really went for it, this was the moment where it could all go wrong. I dared her to get au naturel and go on each man of apparatus then she could put her wearing apparel back on. There was a intermission ; I thought I had ruined the friendship I had taken a year to build. To my surprise she unbuttoned her top. Her navel was beautiful ; her breasts, thought still hidden by her bra, looked amazing. Once her top was off she changed the dare. She said she'd only do it if I did it at the Same time as her and went ahead so that I couldn't see her. Although this meant I'd only pinch coup d'oeil I still agreed.
We stood back to back and got fully undressed, then I shouted go and ran to the first apparatus. Running with a semifinal is not very easy. I could just get a line giggling coming from behind me. As I ran between the apparatus I turned my head to see her. It was so shadow that I could only just see her. It was very unclear but she was beautiful. She had one hand over her boobs and the other over her pussy so I couldn't actually see her properly.
Once we got to the final piece I told her to keep her apparel off. We went and sat by a big tree so we couldn't be seen from the road or the law station. We sat there, I had my arm around her articulatio humeri, my peter was now rock hard and in full panorama so she could see it. She still chose to continue her privates covered though. We just sat there and talked for a while before she became slow down. I'm not sure if it was intentional but the hand covering her dope fell and lay with the other over her pussy. Her boob were amazing, her mammilla were difficult and pointy because of the cold night. Because my arm was around her neck my hand was within centimetres of her tit. I had to defy grabbing it. I'd never seen a real girl naked before, let alone touch a boob.
As we sat there and became Thomas More and more well-fixed, I decided to incite thing on again. I came up with another dare."I dare you to have-to doe with my dick."She giggled nervously and then with her index digit she gently poked about half way down my lance. She was surprised at how warm it was so I cheekily said you can gold it if you want. I said it in a sarcastic tone, so either her hand were really cold or she was horny as she did indeed bear it. Her manus were much littler than mine and looked tiny wrapped around my throbbing penis.
After a little while of just holding it she started playing with it. Almost as if she was a toddler performing with a new toy. I decided that this was the fortune for me to get my first striking with a tit. I reached out with my hand and gently squeezed it. It felt so salutary, so diffused, so amazing. She didn't seem to mind me touching her so I raised my other hand and felt both boob at the same time. I pressed the two together and massaged them gently, this was my beginning time and I didn't want to do anything ill-timed. I tweaked her nipples gently and then clasped her boobs gently and bounced them up and down.
My dick was so unbendable by now. I dared her to bulge out jerking me off. At world-class she seemed a bit reluctant but then slowly started pumping on my shaft of light. I couldn't believe that she was actually going along with it. I didn't want this second to end, so when she stood up and went over to where her clothes were I quickly followed and grabbed her around the waist and put my lips to hers and kissed her. As we embraced I felt her warm boob pressed against my chest and I could sense my dick digging into her stage.
We were still kissing when I thought I'd subscribe to it to the future degree. I lowered my mitt and gently rubbed her slit. It was dripping wet and really quick. I gently pressed my fingers against it, I didn't really know what to do because of my deficiency of experience. I felt around for a bit just to get used to the feeling. I felt what I think was her button, I rubbed it gently and she let out a muted moan. Gaining trust I felt around a bit more. Without meaning to my fingerbreadth slipped deep into her cunt. My fingers were engulfed. She was so stiff, it felt amazing. I could only just fit my index number and heart finger in. I think I hurt her a bit, but she insisted that I continue.
I slowly pushed my finger in and out. She kept moaning softly as I continued to kiss her. I felt bad that I was using one of my best acquaintance, but it felt amazing and I wasn't going to plain. She started pumping on my dick again, I thought I was actually going to explode, cum started shooting out and went all down her figurehead. She was butt naked, dripping with my cum.
This was understandably the best moment of my spirit, however we soon realised that she would have got to put her clothes back on. She scooped up as a lot of my cum as she could and wiped it on a leaf off the floor. She then slipped her clothes back on, I followed her activity and also got dressed.
It was a boring base on balls back to the mansion, we didn't say much, just enjoyed each early's mien. When we got back we quietly opened the threshold. I went straight back to the couch a lay under the covering and let her go and clean up in the bathroom. I don't get it on how tenacious she took because I fell asleep before she returned. I dreamed about what had happened.
In the break of day we didn't say anything about it to each other. However she did ease up me a very cheeky smile from across the room. In return I mouthed"thank you"in her charge.
To this day Jess has been my booster with welfare and to this day not a mortal has been told. Well that is, until now.


This is how I got my Friend with benefit. Absolutely 100 % of this tarradiddle is unfeigned apart from our names. I may write Sir Thomas More stories about former things we have done since. please rate this story and leave your comments below. Thank you, PornPiggy .