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I never thought I would have the set of experiences described here, but it did happen. It all started one evening with a game of Carrom, but I am getting ahead of myself here. So let me first tell you a bit about me. My name is Josh and I live with my mom and sister. I am 21 and I am a college student, 5 feet 10 and 150lb. I do workout at least twice a week to maintain my physique. I didn’t have a girl friend at the time and you could say that my experience with girls were limited at the time this happened. If you could believe that! My sister Sara can be called “hot” in every sense of the word. She is quite tall at 5ft 7 with 32-26-34 figure with lovely C cups that she never flaunted whilst out of the house to the disappointment of most of my buddies. She would have made any guy happy with her mischievous and playful nature and to my knowledge she didn’t have a steady guy. Her skin was nice and fair with a nice tan she got from mom’s genes. Her legs looked awesome and I got a good glimpse of them when she wore shorts or short skirts at home. Her wide hips were inherited from my mom although she fell short by one cup size compared to mom and don’t start wondering how I knew that.
She didn’t have an awesome butt like Beyonce but in shorts or tight skirts it did look quite nice and the wide hips more than compensated for this. It was tough not to look at her and she never seemed to notice or mind although I didn’t know which was which, when she caught my roving eyes. She would just smile and look down or look away as I hurriedly started examining my fingernails with great interest every time she happened to look in my direction at the worst possible moment. Her clothes in the house barely hid her assets and that was my excuse for looking. That is not to say that she was practically naked, but she was quite careless in how she dressed at home. Most of the time she would not wear a bra or would have her legs in a lotus position when sitting and not caring much about what she was displaying. This was not due to her being slutty but it was because of the fact that she liked to dress comfortably at home. As you might be wondering about mom, mom was a splitting image of sis or rather vice versa with a bigger chest which was a D cup. Mom had a slightly rounded belly that I thought was nice for her age of 42.
My sister’s friend Kara was as hot at 5 ft 6, with b cups and a slim boyish figure (although what I mean there is that her hips are not as wide as my sister’s) that showed off her nice butt which seemed to compensate for her slightly narrow hips. Her legs were slightly muscled from rigorous exercise but it was still feminine enough to get me all worked up. She had a habit of wearing lacy bra’s that showed off her hard nipples and they were hard to miss. Needless to say that I have been caught many times staring “pointedly” at those nipples if you pardon the pun. Sometimes, in my wildest fantasies I wanted to think that she liked me looking at them. I guess most girls do like it although this is not a scientifically proven fact.
The trouble, if I may call it that, started when we first got a Carrom board. My sister and I started playing Carrom. Its a board game quite similar to pool but with disks that you have to strike into pockets with a bigger disk. The thing about Carrom is that you have to have the board around 2 feet off the ground. We had to have it a little less than that since we couldn’t find a stool higher than that. This meant that we had to bend over to take a shot. I hardly could concentrate during our first game. Sis wore a pair of shorts and t-shirt that showed some cleavage. Every time she bent over to take a shot, I got an eyeful of her delicious cleavage. I was glad that I wore a fairly tight underwear so that it was able to contain my hard-on. At first, she seemed conscious of her cleavage but as the game went on, she forgot about it. That night I went back to my room with a painful cock and ultimately jerked off like crazy to videos of lovely cleavages I managed to search on the Internet. I had to try hard not to use my sister’s cleavage as I felt guilty, but honestly, it was quite hard not to remember her creamy breasts.
A few days later she called me for another game. Since we make a racket during the game with our sibling rivalry, mom made us move the board into my sister’s room. It was a fairly large room with her bed against the wall and a wall closet. This time it was late when we started. Sis was in her night dress that was slightly large for her and it had a very delicious habit of falling off one shoulder everytime she bent to take a shot. It seemed like a comfy cotton material which had a light color and I could almost see the outlines of her bra cup which was definitely not padded. Her pink bra strap didn’t help either by making an appearance as the dress slid off her shoulder. I could sometimes see the outline of her nipples when the flimsy material tightened against her body. After a while, she gave up trying to hold sincan escort the night dress in place. She had her legs crossed on a chair that could hold at least 2 people.
I was wearing a pair of shorts that were quite comfy and loose and made it a point to wear something under them considering the stress my sister would create for my blood pressure as the game progressed. Secretly I wished her to see up my shorts but I was scared to try anything bold. I did wear a t-shirt that would help me hide any excessive bulges which was a backup plan. A few minutes into the game, something strange happened. I still can’t figure out what really happened but it could have been all those silent sexual fantasies that had gripped my mind in the last few days. Anyway, I might have been too excited by a glimpse of Sara’s cleavage as she bent to try and distract me from getting ahead of her by pocketing my Carrom men as they are called. I don’t think she meant to show me her cleavage but she found out that gazing intently at me or my fingers just before an easy shot did distract me. What she didn’t know was that it was partly the cleavage that did it but I would always blame it on her gaze just to get her to do it more! So I was about to take the easiest shot in the world and then my finger slipped and I applied too much force on the striker disk, that sent the Carrom man in the air. There was a squeal from Sara as it obeyed the laws of physics diligently and flew towards her face in a downward arc. She seemed transfixed for what seemed to me like an hour before she started rising up. The disk continued on its trajectory to end up conveniently inside her night dress.
She looked at my face and then down at her body and giggled. “Woah Josh, that was quite a shot! Who is going to find the little guy?” she asked, looking at me mischievously.
I laughed, “I will look away,” I said without having any intention of doing so. She started patting her chest and moving lower feeling over her dress, giving me lots of naughty thoughts. She went right upto her crotch, and shook her head puzzled. Finally, she put her legs down and put her hand between her thighs and started looking for it. I was able to catch a few glimpses of her panties as she finally found the lucky Carrom man. Then she smiled at me and said, “Well I seem to have found the man,” and moved forward and placed it on the board. I was breathing like I had run a mile very fast or so it seemed to me.
“Next time you do that, I am going to have to ask you to look for it,” she said giggling. I tried to look shocked but it was half-hearted. Either she must have assumed that I would never agree to do it or it was surely a challenge. As usual, with her, it was hard to figure out.
“Better not give me challenges. I love challenges.”
“I am sure you do. Lets see how it goes,” she said, her eyes twinkling. She bent over to take her next shot and I bent over to give the same look that she did to make her lose her aim and obviously to stare down her dress. My feet were planted on the floor as I could never hold the lotus position for a long time. Her next shot got her a point with the Carrom man going into the pocket easily. She squealed and lined up for the next shot. I could see her hand tremble as she tried to ignore my gaze. I cheated. Just as she was about to take the shot, I felt her shoulders tense and I screamed. The shot went wild with too much force being applied and the heavier disk ended up on my lap. In the confusion I managed to slip it under my thigh inside the shorts. Sara was annoyed and giggling at the same time.
“You are so mean! Where’s the striker disk?” she asked.
“I don’t know, I think it went inside my t-shirt or was it my shorts?” I said, smiling. She rose up, fixing up her dress and walked over to me. Her breasts jiggled invitingly under the dress as she walked over to me. She was so close and lovely. She started running her hands lightly over my t-shirt looking for the disk. I pretended I was ticklish. I was trying to prevent her two hands from searching me and that lead to delicious bodily contact that I was starting to enjoy. When she bent over, I got a glimpse of her lovely breasts encased restlessly inside her bra.
“Close your eyes!” she said.
“Why should I?” I asked.
“I am not exactly dressed for a wrestling match with you. Close your eyes until I find the disk!”
That seemed like an interesting proposal. So I closed my eyes. She put one hand over them anyway, not trusting me and she bent over me touching my upper body. Her fingers were gentle and filled with curiosity as she looked for the disk.
“Where is it?” she asked when she had exhausted the possibilities on my upper body. Each probe was exciting because I was picturing her hands moving closer and closer to the sensitive places on my body. As I had my eyes closed, it was even hotter.
“I guess you will have to try my shorts!”
“Oh god, that’s sincan escort bayan not pleasant. When did you last wash them?” she asked jokingly and she started to prod and probe my shorts. She avoided the obvious bulge but had to put her hand inside the leg of my shorts eventually. Her fingers were tentative but I was starting to feel her breast rub against my upper arm. She was too intent on finding the disk and covering my eyes, that she may not have realised it. I was enjoying her hand inside the leg of my shorts. Her fingers were tentative but gentle creating all sorts of minor tremors. I was willing my cock to reduce in size but it was impossible. Her soft breasts were doing crazy things to my heartbeat. Thankfully, it started to harden and lengthen towards the right side of my shorts and sis was checking the left side. I was hoping she would stop at that but she didn’t.
“Stop!” I murmured as she started going up the right side. She made a triumphant noise, thinking that she was closer to finding it. Her probing fingers met my hardening bulge. At first she didn’t understand what it was and started pushing her hand against my bulge which was quite pleasurable. For a fleeting moment she held it between her fingers and I almost felt her squeezing it but I was not sure. She found the disk half under my thigh. She kept pushing my cock aside when she felt the edge of the disk poking out from under my thigh. I didn’t move. So she had to take her hand off my eyes and use both hands. Started looking at her as she struggled to pull the disk out which she managed after giving me a few more pleasurable nudges. Although it was for a few seconds, it was a great feeling. Suddenly she must have realised what she was doing. As realisation dawned on her face, she blushed crimson and she withdrew both hands.
“Oh my god!”
That was all she said, walking back in a daze to her seat. She looked at my face for a reaction. I was blushing red too. We looked at each other for a moment. She folded her hands across her chest showing me that her nipples were hard which was inevitable with that flimsy dress and bra. I could see her thinking hard. Her eyes kept flicking back and forth between my face and my crotch as if trying to decide what to say. It was almost impossible to read her thoughts. I decided to break the silence.
“Shall we play some more?” I asked and she nodded absently. She nodded as if my words dispelled any guilty feelings that she may have started to have.
“Give me the disk,” I said.
She giggled and held it towards me and as I reached to get it, she did something I never would have expected from her. She put it inside her dress.
“You get it, and that’s for making me put my hand in your shorts!” she said, smiling. I looked at her for a moment and her eyes were twinkling and her face still had a trace of redness. I had to get up and I knew she would notice how hard I was. The underwear did nothing to hide it. I got up, pulling down my t-shirt to cover my shorts and it still stuck out like the proverbial sore thumb. She never seemed to look at my bulge directly but I was sure she had seen it. I walked towards her and asked her to close her eyes. She obeyed, smiling nervously. I stood next to her shoulder and started feeling around her tummy over her dress. My hands were light on her skin. She shuddered a little. The material was soft and slid across her skin easily. My bulge made gentle contact with her shoulder as I moved. She didn’t pull away.
Her eyes were closed and I could see the cleavage slightly as her shoulders were hunched.
“Its not on my tummy silly,” she murmured her voice had taken a strange tone.
I moved my hands up to her breasts, running my hands lightly over her night dress feeling the outlines of her bra. My crotch made delicious contact with her shoulder as I did so.
“Is it here?” I asked.
“I can’t help you. You are supposed to find it inside the dress. Not outside it,” she countered.
I took her advice and pushed my hand inside her dress through the neckline. My hand was shaking like a leaf. She gasped but did nothing to stop my hand from searching for the disk. I felt gently between her breasts and she broke out in goosebumps. Her cleavage parted reluctantly opening up to my probing finger. I slipped a finger inside the cleavage and my hand was shaking like crazy. I was sure she would ask me to stop but she didn’t. I moved my hand over the bra cups, squeezing gently. I could feel her hard nipples under the thin lacy material. She leaned against me and that brought her shoulder in contact with my hardness. If she felt it, she never showed any signs of it. I kept massaging her breasts and she just let me do it. After a while, I moved lower towards her tummy again. Her skin was soft and smooth under my fingers and getting slightly sweaty. I took a chance and rubbed my bulge against her shoulder and she just let me do that. I started moving escort sincan my hand lower.
“You are going to tear my dress if you do that. There is more than one way to skin a cat right?,” she said and kept her eyes closed. Her face was flushed and there were goosebumps all over her skin.
I took my hand out and then knelt by her reaching between her thighs. My hand shook on its way inside. The thighs parted gently. It seemed to get warmer between her thighs as I felt my way up, reaching her panties almost by accident or I would rather like to imagine it was so. The area around her crotch was like a furnace and later I realised that this is a sign of arousal but that’s another story. I felt around her crotch gently and then moved to her thigh. She just waited, breathing hard. I was not sure, but I felt as if she pushed her crotch towards my fingers but I could not be sure and I didn’t want to find out. I found it under her thigh and pulled it out and to be honest I was feeling disappointed that I found it so soon.
She was still breathing hard by that time and her eyes were still closed. I was starting to sweat. My cock was so hard that I gave up trying to hide it. She opened her eyes slowly and her eyes went to my hardness and then back to my eyes.
“I am starting to like this game a lot,” she said.
“Which game is that?” I asked.
“The Find-the-disk game,” she said, mischievously.
“That’s a nice name for this game and we should play it at our next college party!”
“Then we should figure out the rules first,” she said.
“That’s what we should figure out and its your turn now. Hide the disk! Hide the disk! Hide the disk!”
I looked at her incredulously but when my sister got into that mood, she would never let up until I did it. Well that again was an excuse I made for myself.
“We better close the door before mom gets suspicious,” I said. It was close to 11 pm and mom was an early sleeper. I closed the door and my hard-on didn’t seem to be subsiding. I made Sara close her eyes and this time I decided to hide it in the waist band of my underwear just above my ass crack. I was banking on her assuming that I would use the front part of my body and I also wanted her to take her time finding it.
“This time, you have to close your eyes too. I think that’s more fun,” I said.
She nodded, her face going red, realising the implications.
“Lets switch the lights off and that’s like the same thing,” she said. I agreed. The room suddenly plunged into darkness and we could barely see each other with the aid of the street lamps.
“Should I sit down?” I asked feeling dumb the moment the words were spoken.
“No you stand there big brother,” she cooed.
She walked to me as if she were blind. She was breathing hard and I could almost hear her heartbeat over mine. Blood was pounding to my brain and everywhere else. She stood about 2 inches from me and started feeling my chest. Her hands were gentle and they did wonders to my blood pressure. She moved to my side and started to go under my t-shirt. Her breasts were rubbing against my arm when she leaned forward. She went up towards my chest feeling the nipples and pressing her fingers. I was starting to wonder how the disk could possibly be there, but I didn’t say a word. After what seemed like ages, she went down towards my shorts. First, her hands went inside my pocket feeling the tops of the thighs. Then she found my hard cock struggling inside the underwear and felt it. I stifled a moan.
“Rule number 1, you can’t say anything,” she whispered in my ear.
I nodded dumbly. Then her hand came out of my pocket and felt over the crotch. My cock stood out a mile and she felt the tip of it and I tried my best not to move against her hand. Her hand then went to my balls and felt them. Although this was over the shorts, it felt good. I was shaking as I felt her fingers feel every part of a place I considered private. She then pulled back the waist band of the shorts and pushed her hand inside. She felt the shape of my cock slowly over the underwear. Her tentative touch was so hot. I kept silent feeling her hands explore me. She squeezed every part of my cock and made it even harder.
“Looks like I might have to go inside. I don’t know where you could have put it,” she whispered again.
I shuddered at the thought. She pulled the waistband of the underwear and went inside. She explored my cock again rubbing its length gently.
“This is very hard work Josh. I can’t find it,” she whispered. She then moved lower and cupped my balls, squeezing gently. I was in heaven. Her hand was exploring and caressing them over and over as if she couldn’t get enough of the sensation. Her breasts were gently rubbing against my arm as she did so. With her movements, suddenly the disk fell down to the floor and the sound seemed loud in the quietness of the room. She jumped away a little, removing her hand from my shorts in a hurry. I was disappointed again that she had found it too soon.
“Looks like I found it,” she said bending to get the disk. Her voice was husky and we were both breathing hard. I could also detect a level of disappointment in her voice or I could have been imagining things.
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