From Best Buddy...to Fuck Buddy


    Chapter #21

    Dear bros, Shinn’s back!! My apologies for being MIA for some time. I’ve been travelling to China and Taiwan for the past 2 weeks on business. Anyway, let’s continue where i left off.

    Cher and I’d been meeting up more regularly for our ‘sexual pleasure’ sessions for months, while maintaining our on-going steady relationships with our partners. For all the normal/boring sex that we had with our normal partners, we’ll try all sorts of adventurous and kinky stuffs during our private sessions.

    To spice things up, we experimented with this game called ‘Spontaneous Sex’. It’s a crazy idea which we’d been toying to bring our escapades to a totally different level. Each of us will take turns to call the other party at any time of the day and say “Spontaneous Sex!” and suggest a location to have sex, regardless of what the other party is doing. The other party that is unable to make it due to whatever reason, or cannot reach the proposed place for sex in 1 hour, will lose

    . The loser will have to abide to whatever request or punishment meted out by the winner the next time we had sex.

    To date, this is still the craziest thing that i’ve ever done in my whole life. We called each other randomly at any time of the day when we’re horny and lusting for sex. Because of this, both of us had to be on guard and ready for action all the time! This game had been hilarious, thrilling and fun for the both of us. As usual, the lady will have the first move in the game.

    Once the game started, i had been waiting for her ‘Spontaneous Sex’ call for over a week. She’s been making me really nervous as she called me a couple of times, but not for that! She was teasing me, upping the thrill and anticipation level. I tried not to divulge my daily schedule to her so that she won’t choose the most inconvenient period to call. However, i was almost caught off guard by her first move.

    Knowing that Cher had drama classes every Saturday morning, i brought Denise and her younger brother to watch Armageddon at the cinema. As Cher had always been very serious with her drama classes, never did i expect anything from her that Saturday morning and thought i’ll have a peaceful time enjoying the movie. Half way into the movie when Bruce Willis was about to board the shuttle with his team, my phone vibrated and buzzed in my pockets. I almost swallowed my tongue when i saw Cher’s caller ID! I took a deep breath and hoping it was one of her ‘prank’ calls, i pressed the Answer button and whispered into the phone “Hello! Cher, what’s up?” With an evil laugh, she said “Spontaneous Sex! See you at Lot 10 shopping mall in an hour’s time. Don’t be late yeah..see ya! haha” and hung up without saying another word. Round 1 had started!

    I stared blankly on the phone for a few seconds when Denise held my hand and asked me “Shin, who was that? Are you ok?” My brain was working on an excuse to get myself out of the cinema right away, and i cooked up a lie immediately “Honey, my mom called and something happened at home. I didn’t hear her clearly earlier, but she wanted me home right away. I’ve got to rush back. You finish the movie with Jake (her younger brother) and then take a cab home after this.” Sensing my urgency, she reluctantly agreed. I gave her 20 bucks for the cab and rushed out of the cinema at top speed.

    Lot 10 is located about 40 mins away from the cinema. This may sound silly, but i sped recklessly through the city to reach the venue in time for a ‘sex game’. With my speed and traffic squeezing skills, i was able to reach the place 10 mins earlier than expected. Panting and catching my breath after rushing down from the car park, i gave Cher a call “Hey missy..i’m here at Lot 10. And reach here earlier than expected. Where are you now?” She replied “Meet me outside the Seed outlet on level 5. I’ll be waiting for you.”

    She was waiting for me in front of the retail outlet on level 5 as mentioned. Giving her a smug look, i asked “So, how do we proceed from here?” as she replied defiantly “Hmm…not bad. Maybe i should ask for a more difficult location next time. So now, you’ll be rewarded for your spontaneity,” as she held my hand and led me towards the washrooms. Looking around to ensure there’s nobody around, we sneaked into the handicap washroom.

    Once we locked the door, Cher immediately threw herself at me and pinned me to the wall. She was kissing me fiery passion, that i was struggling to keep up with the pace of her tongue. She was pushing her tongue deep into my mouth, frolicking and sucking onto my tongue. She was really horny! As we’re kissing, i inserted my hands into her jeans from the back and realised to my surprise that she wasn’t even wearing any panties! I opened my eyes in amazement, which she playfully replied “This is how spontaneous i am!” as she forced her tongue into mine again.

    Both my hands were grabbing onto her butt from the back as we’re frenching intensely. Then, i slipped my right hand in between her butt crack and reached for her pussy. The passionate kiss had got her all wet and lubricated below, as i wiggled my fingers at her pussy’s entrance. Spreading the labia with my index and ring fingers, i slipped my middle finger into her smooth lubricated love hole. “Ahh..” she let out a soft moan as we’re still frenching. I started moving my fingers in and out slowly, building up the pace gradually.

    To be continued in next posting…

    Post #157
    1 comments
    Chapter #22

    …Continuing from the previous post

    She responded by unbuttoning my jeans and pulled it down with my undies to my knees. Then, wrapped her fingers around my cock and started stroking it. The tip of my cock was already wet with precum, which she used as lubricant to glide her hands along the shaft. I was getting highly aroused my the way she was jerking me off below, and pushed her to squat down.

    Knowing what’s in my mind, she intuitively took the whole length of my cock into her mouth, giving me a great blowjob

    . She knew i always loved hearing the slurping sound she makes, as she slurped loudly every time she inserted the cock into her mouth after releasing it out. I was pulling her short hair, trying to control her bobbing head over my cock, while moving my hips as if i was fucking her mouth.

    After pleasing me for about 10mins, she stopped and looked up at me with a sultry look “Now, your turn. I want your mouth over my pussy.” She turned around and placed both her hands onto the basin. Without further instructions from her, i squatted behind her and pulled down her jeans, purposely leaving her G-string on. Pulling it to the side, both my hands spread apart her butt cheek to reveal her salivating wet pussy. It was releasing a moist and damp aura, it’s her scent of lust and horniness. I darted my tongue right onto her clit, and flicked my tongue gently to give her clit maximum sensation.

    Then, i sucked onto her protruding clit, making loud slurping sound as she did. She moaned louder to compliment my effort in eating her pussy.

    Then, i wet my thumb with her lubricant, and massaged at the entry of her anus. As i increased my suction on her clit, i slipped my thumb into her anus. “Ahh…ahhhhh!!” she let out a loud moan of enjoyment.

    After which i stood up and rubbed my cock on the outside of her pussy, teasing her “Do you want this? You want this inside you?” which she replied desperately “Yes…please! Just fuck me now!” With my thumb still inside her anus, i thrust my cock deep into her pussy. “Ohh…yeahh” she moaned, as i slowly moved my hips pumping her arse. With every thrust, i dig my thumb inside her arse, giving her the pleasure of a double penetration. From the mirror in front of the basin, it was a scene to savour. Her boobs were bouncing freely as i humped her harder, while her expression was one of pure lustful desire. Then, i took my thumb of of her anus and put into her mouth. “Taste your arse!” i whispered into her ear, as she sucked and licked on my thumb like a lolly. She arched her body to the back for me to french her, tasting the taste of her anus from her saliva.

    After a while, i sat myself on the toilet seat and asked her to climb on top of me. Placing her hands on the back of my neck for support, she placed her legs beside my thighs onto the rim of the toilet bowl. She was squatting in front of me, as i used my hands to position her crotch below. She moved her pussy, brushing the tip of my cock to tease me slightly, before lowering her pussy to wrap onto the full length of my cock. She rocked her hips up and down, while my hands were grabbing onto her butt. I could feel her lubricant flowing down the shaft of my cock, wetting it even more. Once again, we kissed passionately as she kept grinding down her pussy onto me, making a distinct splattering sound.

    “This is so good…i just love this…ahh” i moaned. I lifted her body and carried her to the side. With her back against the wall, i lifted her left leg on my right elbow and inserted my cock into her pussy from below. I kept humping into her while we were standing while grabbing her perky tits with my left hand, as my sweat was dripping down my thighs and back. She bit onto my shoulder and clawed onto my back to control her intense sensation. I pinched and pulled her tits to increase her sensation, as i could feel her body trembling. “I’m gonna cum..i’m gonna cum!” she moaned. Within seconds, she gave out a loud moan “AHHhhhh!!” and hugged me tight, breathing profusely. “Don’t stop..don’t..” she ordered as i obliged with great pleasure, keeping my momentum below.

    “I wanna cum into your mouth. Can i?” i asked, which she replied gladly “Yes..yess….shoot it into my mouth!” After humping for another minute, i finally climaxed. Pulling my cock out from her pussy, i pushed her to squat down. Without hesitation, she grabbed my cock and wrapped her lips around the head, jerking the shaft. “OHh!! Yeeahhh!!” i moaned loudly as i unloaded my first shot into her mouth. She kept stroking onto the shaft which was making me weak on my knees, as i shot loads after loads of hot cum into her warm mouth. She sucked out every single drop of cum from my cock, before spitting them out into the basin.

    I could hardly stand straight, and had to lean against the wall to rest. Cher was rinsing her mouth with tap water when i said “Well, you almost got me for round 1. Let’s see how well you’ll fare for round 2.” She looked at me with a confident smile “Bring it on. I’ll be waiting” and winked at me

    . Well, i was already formulating my plan then. I’m ensured that she’ll lose the next round of ‘Spontaneous Sex’, and i’ll have my way with her

    .

    Post #159
    8 comments
    Chapter #23

    As i was writing on my sexual encounters with Cher, i can’t help but think of how our relationship evolved. To all bros that have been following my stories since it all started, Cher was a childhood friend that was also my neighbour since we were 3 years old and our dads were colleagues. From the innocent little girl that i played police and thief, hide and seek, etc. at the playground together when we’re toddlers, to the voracious and nympho Cher that were playing sex games with me. It was really quite a metamorphosis. Right or wrong, i’m just glad it did happen, and i started it.

    After our first round of ‘Spontaneous Sex’, it got me so hyped up for the next round that it occupied my mind for the whole of the following week. I kept thinking on where, when, and how that will definitely make Cher lose Round 2. And i wouldn’t hesitate to cheat a bit. The best way to ensure that Cher will be caught off guard is to smoke out some information from Sonny.

    I met Sonny during classes and sheepishly asked him “Hey buddy. Do you have any plan this week? Cher seems to be quite free lately. Bringing her out?” As honest to me as always, Sonny replied “Yeah. We’re going for wake-boarding this Friday. We’ve no classes that day, you wanna join us?” which i politely rejected him “Err..don’t think i can make it. I’ve got some urgent stuffs to attend to. Thanks for inviting.” And thanks to Sonny, i’ve got my plans laid.

    That very night, i gave Cher a call just to tease her as she had done to me earlier. Not divulging anything, i purposely send her some wrong signals, “Ok, i can’t wait anymore to give you the call. Just get yourself ready this weekend. I’ll call you at anytime, anywhere.” Cher confidently replied “Well, i’m always ready…anytime. Bring it on!” Well, we’ll see about that.

    I couldn’t wait for Friday. It’s not that we’ll be having our next session on that very day, but i can’t wait to win. At about 4pm, i started calling Cher. She did not answer my first few calls, probably she was in the water then. To make things more exciting, i’ve decided to call Sonny and he picked up “Hello! Wazzup buddy? You changed your mind and decided to come and join us? But you’re too late haha” I jokingly replied “Nah, just calling to check if your boat is still in one piece haha. Is Cher there?” “Yup, she’s getting me a drink from the cooler. Hold on, she’s here. You want to speak to her?” he replied. “Yes please, wanna find out if she’s having fun.”

    I’m quite sure Cher would had half expected why i called, and had to act normal in front of Sonny when he passed the phone over. She started enthusiastically “Hie Shinn! Hey, you’re missing all the fun. What are you doing now?” I let out a sinister laugh before answering “Hahaha. I’m not missing any fun at all. I’m at home. But guess what…it’s Spontaneous Sex my dear! My home, in 1 hour.”

    She was quiet for a few seconds before answering like normal “We’ll only be back by night. Maybe can meet up tomorrow for lunch?” I let out a loud laugh at the other side and said “Well, i’ve just won Round 2. This is gonna be fun! Anyway, you have fun now yeah. I’ll call you again tomorrow. Help me say bye to Sonny kay. Ciao!” I could picture how helpless she would had felt then on the boat, knowing she’s definitely losing that round yet had to act normal in front of Sonny

    .

    The next morning, i called Cher again “Hie sweety. Guess you fell for my trick haha.” As defiant as always, she replied “You cheated! You found out from Sonny what we’ll be doing before calling me that night.” “There’s nothing stopping me from doing some spy work first right? I didn’t cheat, i just did my homework.” I said. “Well, i’m a graceful loser. Let me know what you want.” She replied. “I’ll pick you up from your home at 8pm later. I’ve got a surprise for you. Be prepared” I answered devilishly

    .

    After picking Cher up at 8pm sharp, i drove her to my Training Camp Resort. There was no event there that weekend, perfect for our sexual rendezvous. Once we’re inside my cabin, i finally let Cher know my ‘cruel intentions’. “Cher dear, tonight you’ll be my sex slave! I’m gonna do really nasty things with you. You ready?” i stated. “Well, i’m ready for almost everything from you. I’m all yours tonight…i’ll obey your every whim and desire,” she sportingly played along. “Good. Let’s start. I want you to strip yourself naked.”

    Obeying my command, she took off her singlet and pulled down her shorts. Then she teasingly unstrapped her bra, covering her smooth peach shaped 32C breasts with one hand, and slowly slid down her G-string, wiggling her bum as she did, while giving me a CFM look as she strip. She does know how to stimulate my visual senses. Standing below the yellow light bulb of my cabin, her body’s curvy silhouette was highlighted ominously.

    I walked over to her and placed my hand on her breast, gently squeezed her firm peaches before walking to her back and caressed her buttocks. She was feeling sensual by my attention on her smoothly tanned body. Then, i led her to my bunk and whispered into her ear “You’ll be blindfolded and i’ll be tying you to the bed. Lacking anticipation will give you ultimate enjoyment.” “Whatever you want,” she obediently nodded. I tied my necktie over her eyes, and led her over to the bed. “Put both your hands on the bed’s headrest.” I ordered. She was kneeling on the bed with both hands on the bed’s metal headrest, while i proceeded to tie her hands onto the headrest’s grill with my scarf. Now, my slave was ready.

    Taking all my clothes off, i positioned myself behind her naked body and proceeded to fondle her lovely breasts from behind. “Uh..ahhh” was the first sounds she made. I licked her ear, gently nibbling her earlobes while my fingers were pinching her erected tits. Her firm pea sized tits are always a pleasure to pinch and pull. As i did that, i slid my hands down and massaged her pussy below in a circular motion, brushing past her protruding clit with every circle. Her love juice started flowing out shortly.

    “Lift your arse up” i ordered, which she gladly obeyed. “Are you going to eat my pussy now sir?” she purred. “You’ll find out later.” I replied as i grabbed her butt cheeks and spread them wide, fully exposing her anus and wet pussy. I couldn’t hold myself from her welcoming pussy anymore, as i buried my face into it. Licking up and down the opening of her pussy, i alternated by sucking hard onto her clit, making loud slurping sounds, lapping onto her silky lubricant. As i ate her delicious pussy, i inserted 2 fingers into it, thrusting them in and out smoothly. “Ahh..Ahh…Ahh..” was the only sound she could make. Knowing she’s highly aroused, time for the surprise!

    To be continued in next posting…

    Post #168
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    Chapter #24

    …Continuing from previous posting

    From under my pillow, i pulled out an egg vibrator which i bought a day earlier. It was meant for her ‘carnal pleasure’ that night. Turning it on, it releases a continuous buzzing sound. “What’s that sound?”

    asked the naked, tied and blindfolded beauty on my bed. “This is the surprise i have for you tonight…i’m sure you’ll love it.” Placing the egg right onto her clit, the vibration sent waves of sensational pleasures to her sensitive clit! She tried to grab onto my hand to control the sensation, but her hands were tied. All she could so was moan and moved the body to the movement of the vibrator, as i circled the vibrator around the clit, slowly moving it towards the entrance.

    She was sweating and lusting for more “C’mon…put it inside. Let me try it inside!” Wetting the egg with her lubricant, it glided effortlessly into her pussy. “Ahhh….i could feel it inside…ahh…ahh…” she moaned. It was probably the first time a vibrating dildo was inserted into her. As the vibrator was buzzing and vibrating the walls of her pussy, i started working on her anus. Licking on the entrance and wetting it with my saliva, i darted my tongue in and out, forcing it into her anus. She could only helplessly take whatever i’m doing to her body, savouring every touch and sensation.

    I walked to the front, placing my cock right in front of her head. Then, i grabbed onto the back of her head and pushed it forward “Now, suck this” as i forced my cock into her mouth. As horny as she was, she licked the tip and shaft of my cock, and sucked hard onto it, making a sensual humming sound “Hm..hm….hmm.” I bent my body over her back and rubbed my fingers on her anus. I could feel the vibration of the egg inside her pussy from there. She was getting wetter! Lubricating my middle finger, i inserted it into her anus. “HHMM..ahhh!” she moaned as she kept sucking, while i moved my fingers in and out. Her body was succumbing to the pleasure of the vibrator in her pussy, and my finger digging into her asshole.

    After a few minutes, i pulled the egg vibrator out from her pussy. “Time for punishment. Are you ready?” i asked. “Hmm..hmm…yeah…hmmm” she said as she tirelessly worked on my cock. Without further warning, i popped the lubricated vibrator right into her anus! “Ohh..ohh…yeahhh…ohhhh” she muttered and moaned. Not only was her pussy feeling the sensation of a vibrator for the first time, her anus was feeling it too. She couldn’t concentrate on her blowjob anymore as she arched her head to the back, gasping for air and panting in ecstasy.

    “Do you like it?” i asked sheepishly. “It’s great..it’s great…ahhh…i love it…ahhh” she replied. “I told you that you’ll love it” i assured her. I moved to her back and pushed her body down on the bed, lifting her arse. Grabbing her butt cheek with both hands, i thrusted my cock right into her dripping wet pussy. I also felt an all new sensation for the first time. The wall inside her pussy was also vibrating from the vibration of the egg in her arse, as it tickles and tingles the sensitive tip of my cock. “Oh wow…this is great. I can feel it too” i said as i humped hard into her, doggie style.

    She was moaning louder and louder, as the strange sensation of the vibrating egg in her arse coupled with my humping of her pussy was making it almost unbearable. “I never felt so good before..ahhh…ah!” she excitedly exclaimed. I extended my hands to grab both her perky breasts from the back, grabbing them hard and using them as support, while i pumped continuously from behind. In a short moment, Cher climaxed “Yess..yess…i’m cumming now….ahh! ahh!” moaning loudly. Her body trembled in ecstasy as she grabbed tightly onto the metal headrest, panting heavily.

    “Time for you to please me,” i said as i pulled out my cock and lifted her body. I slid my body below her, with my hands on her waist, slowly positioning her for a reverse cowgirl. Once i’m in position, i pulled her body down, wrapping her pussy over my meat. Using the headrest to support herself, she moved her body in an up and down motion. Her lubricated warm pussy slid smoothly onto my cock. White substance from her lubricant was flowing down the shaft.

    Then, she rocked her lower body furiously, making loud slapping sound each time her arse pounded down my cock and onto my thighs “Piak!Piak!Piak!” I had to hold onto her waist to control her from pounding too hard, as i was already close to climax. The buzzing vibration from the vibrator in her arse heightened my sensation even further. I had to clench my teeth, trying to hold myself from cumming right away.

    Knowing i could not hold my climax for long, i lifted Cher to sit on the bed as i stood over her. “Now suck me til i come” i commanded and popped my cock into her mouth, rocking my hips to the front and back. Cher was enjoying blowing me so much that she was grinding and brushing her pussy onto the mattress to stimulate her clit, leaving a big wet patch. Even when my cock is deep inside her mouth, i felt her tongue gliding over the shaft, tasting every inch of my meat inside.

    Looking down the blindfolded Cher, her breasts was bouncing gently with her every movement as she kept grinding her pussy on the bed while the egg vibrator was still lodged deep inside her arse. The sight was stimulating enough for me to climax right away. I pulled out my cock and held her face close as my hot load spurted out en masse. The first shot streaked across her nose, while the second shot smeared her chin, and the rest shot out gushing all over her lips, chin and face. “Oh gosh..oh goshh….this is so good” i moaned as i kept cumming. I shot out quite a huge load all over her oval face.

    Before untying her hands and blind, i pulled the egg vibrator out of her arse as it was already inside for over 20 mins. Wiping the cum from her face with my scarf, she said “My arse never felt this tired before. The vibrator was amazing..it was as if i was exercising my asshole while having sex! I love your surprise.” I sat beside her catching my breath and replied with a laughter “Well, if you like dirty surprises like this, I have many more in stored for you haha.” “I can’t wait for the next round, it’s my turn. I’ll make sure you’ll lose next, and it’s my turn to surprise you” she said. Anyway, i wouldn’t mind losing to her as i loved receiving surprises just as i love giving them

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    Post #169
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