Gang of Five


    Chapter #111

    My mobile phone buzzed and it was Jo asking the gang in our group chat where they were. The next message that came in was her selfie showing her in her CHIJ uniform, and Julia and Faye teased her for dressing like a sexy school girl with the skirt riding so high above her knee. I nearly came in my pants checking out Jo’s photo, as I knew she wore that on purpose. A week ago, she asked me which school uniform I liked, and I replied that CHIJ was a ‘nice’ choice. I had no idea how she managed to get it…

    A while later, Jo arrived at their table in her CHIJ uniform, and from the stage I can see a lot of the guys were secretly ogling the three ladies in their school uniform. What’s on their mind? Probably the same thing as mine… except that I’m not going home to wank while fantasying about them! Suddenly all the eyes in the function hall turned towards the door as Claire strode in wearing…

    A Thai university school uniform!

    Holy shit! I can literally see the eyes of all the guys follow her as she walked towards the table. She was truly the center of attention with her stark black-and-white outfit, pulled so tightly to show off her breasts and ass, that it was impossible for any straight guy not to ogle. Even the other ladies in the Gang of Five were dumbfounded as she walked up to them.

    “Sawadee ka!” Claire greeted them with her palms pressed together in a prayer-like fashion. “What the hell Claire!” Jo exclaimed. “That is not a Singapore school uniform!” Claire smiled, “The email never said anything about us having to wear a local school uniform!” Faye and Julia just laughed and commented that Claire was trying to steal the show as usual. The girls took a group selfie and sent it to the group chat, and I was literally falling over with lust as I saw the four of them acting cutesy dressed as schoolgirls.

    “Damn you ladies,” I replied to the group chat. “Don’t do this to me right now… I need to focus on the CEO’s presentation later!” Jo replied, “Don’t screw up sweetie… otherwise you will get detention and no treats from the rest of us tonight!” It was so frustrating that the night had barely started, as I couldn’t wait for it to end so I can join them in the hotel room.

    Just before the lights dimmed for the start of the event, Queenie walked in to join her team at the table. I remembered doing a double take as she sat down, and her team were pleasantly surprised as well to see her in a girl scout uniform! It was refreshing to see her in something so casual and relaxed, and in a way it stole some of Claire’s thunder. For a lady in her thirties, she looked really attractive in the uniform.

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    Chapter #112

    Scenes from the Hong Kong movie “Raped by an Angel 2” flashed before my eyes as I watched her from the stage. “Damn! Your boss is looking hot tonight… any chance of getting her to join us?” I messaged the ladies. Jo secretly replied, “Oh wow… Queenie you also dare?” And Claire chipped in, “Hey… are the four of us not enough for you? Why would you want someone older? ROTFL!”

    I nearly laughed out loud while replying, “Don’t any of you wonder how Queenie would be like in bed? Would she be as much of a control freak as in the meeting room?” Faye was having a drink when she was reading the conversation, and the water came out through her nose when she saw my message. Julia was giggling uncontrollably at the message and at Faye, while Queenie glared at the young girls wondering what could possibly be so funny.

    “Stop it Ben!” Claire messaged. “You’re gonna get us grounded. You don’t want to spend the night alone in the room, do you?” she warned. We stopped horsing around and I focused on getting the slides timing correct for the CEO’s presentation, and the hours passed slowly with my aching cock waiting for the night to end.

    Right before the lucky draw, the CEO gave out the sales award for the year. The highest honour was awarded to the Gang of Five as expected, and in no small part due to the closing of Samuel’s deal a few weeks back. It nearly doubled the total year-to-year sales for the team, giving them an unassailable lead over the second team who trailed far behind. As Queenie went up the stage in her girl scout uniform to receive the award, I fantasized about her reaction and how her orgasm would be like.

    The lucky draw seemed endless with prize after prize being given out, as I impatiently waited for the end of the event to claim my prize with the ladies. After waiting for what seemed to be an eternity, the last prize was given out and the dance floor was open for anyone who cared to stay on.

    The Queen wasn’t someone who enjoyed such fraternizing, so she left shortly after bidding goodbye to her team and to the bosses. I was certain the bosses watched the same Cat III movies as I did, and that they had the same thoughts as I did. The ladies took their leave soon after Queenie left, and discreetly headed up to the room. I packed my bag and told my manager that I was leaving for the night as he thanked me for a job well done, and I checked that the coast was clear before taking the elevator up to the room.

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    Chapter #113

    The door opened with Faye and Julia greeting me at the door, taking my bag and leading me inside. “Senpai!” Julia greeted me warmly. “We know that you wanted very long for this moment… so we’re going to make tonight very memorable for you ok?” she said in her cutesy schoolgirl voice. It was a surreal scene as I sat on the soft king-sized bed in my school uniform, with four ladies in their school uniform with me in bed.

    As Jo started taking off my shoes, Claire ran her hands seductively up my thighs. “Hmmm… seems like our bad boy in school is very hard to please…” she said while rubbing my crotch. Julia straddled across my chest and led my hands to her soft bosoms, and I opened my eyes wide in surprise that she wasn’t wearing a bra. “Hmmm… Ben… you like what you feel?” she said cheekily. She unbuttoned her white blouse and my hands slipped in to feel her cotton PE t-shirt, “Oh wow…you even managed to buy the PE attire?!” I blurted. Julia leaned over to my ear and whispered, “I didn’t buy this… this is really my old school uniform.”

    It was such a turn-on to hear Julia say that, and she slowly and partially unbuttoned her blouse for me to access both breasts. Jo and Claire were surprised by Julia’s daring initiative, and joking told her to take it easy as the night was long. As I reached out to fondle Julia’s breasts through her PE shirt, Jo came beside and gave me a deep embracing kiss. “Let’s make this the best night ever for all of us. So don’t hold back…”

    I nodded my head as Claire worked my pants off, and began to work on my bulge with her tongue. She knew I liked her blowjobs, so she started to cup her lips over my swelling member and wetting my underwear with her saliva while teasing my cock head with her teeth. Meanwhile, Julia had her eyes closed and was rubbing her cunt against my chest as I tweaked her hardening nipples with both my hands. Her rocking grew faster and more rhythmic, and she started to pant audibly as I continued to tease her nipples.

    Julia’s arousal had an effect on the rest as Claire hooked her fingers around my underwear and pulled the wet fabric down to my ankles, and my angry and stiff dick sprang forth, glistering with her saliva and my pre-cum. She licked her lips to wet them, and slowly went down on my cock, as it slid smoothly between her lips into her warm inviting mouth.

    Jo leaned over by my side and started to french me passionately, as her tongue entered my mouth lustily. I fought to breath as she attacked my mouth savagely with her kiss, giving me little opportunity to catch my breath. I could feel her tongue invading every corner of my mouth, as she held my head by my hair. It was the male version of been deep-throated by a girl, I thought to myself as she continued to violate me orally.

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    Chapter #114

    Claire worked her magic on my hardened cock, slowly working her way from the tip down to the base of my cock with every stroke. I could swear that my cock hit her tonsils right at the end, as she took the length of my dick into her mouth. She was obviously enjoying the blowjob very much, as she continued her oral assault with such unbridled passion. My cock was standing ramrod straight and throbbing with excitement, as Claire changed her strategy and started licking round the base of my cock head and along the length.

    Suddenly I felt another mouth trailing kisses and licking my inner thigh. It was Faye joining the sexual attack on me, as she found an opening for herself. As Claire moved herself to my side to suck me off, Faye positioned herself between my legs and started kissing and licking my thighs, and finally ending up cupping my balls in her mouth. Claire was surprised and turned on to see Faye in such a horny state, with her eyes closed and hungrily licking my balls. It was an amazing experience to have two young mouths working to pleasure me simultaneously, and there was never a chilly moment with my cock and balls always in their warm oral orifices.

    Jo undid my shirt button by button and I was left totally naked, surrounded four nubile schoolgirls in their uniforms intent on extracting every last bit of cum from me. In anticipation of tonight’s finale, I exercised every bit of self-restrain not to wank off, even though I’ve fantasized about this back to school orgy scene in my mind countless times. And the truth was – this was so much better than what I could ever imagine. I regretted not masturbating beforehand, because the stimulation was getting to be unbearable.

    I decided to take control of the situation because I knew I wouldn’t be able to last long at the rate they’re teasing me. “Jo… I love it when I see two girls making out. Can you put on a nice show for us with Faye?” I asked. All the girls immediately stopped what they were doing, surprised at my request. Jo ran her fingernails across my chest and smiled slyly, “Ah… schoolgirl lesbian sex? You’re a naughty boy Ben!”

    Claire’s eyes immediately lit up, “Come on Jo… I want to see it too!” she gushed. Faye was looking down as Jo slid over and held her by her chin, and slowly engulfed her lips in a gentle kiss. The room was totally silent as we watched the two girls in CHIJ and SCGS locking lips on the bed, with their hands caressing each other’s breasts through their uniforms.

    As the more experienced partner, Jo took control and pulled Faye towards her to remove her belt. With one hand groping her breast, Jo slipped the other under Faye’s pinafore and started to massage her clit. Faye was already high and in arousal from the earlier foreplay, and it didn’t take long before she started twitching from Jo’s fingering.

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    Chapter #115

    “Urghh…” Faye was moaning while hugging Jo tightly. Claire was stroking my cock slowly as she watched Faye’s innocent and studious face transform as Jo increased her pace of her fingering. Faye closed her eyes and her lips were pouting, as primal moans of pleasure escaped her wet lips. Jo laid her on the bed, and hiked her pinafore up to her hips to expose her white cotton underwear, and slid them off in a slow motion, unveiling Faye’s thin pubic hair glistering with wetness.

    Claire, Julia and myself got off the bed to give them more room for their lesbian sex show, as Jo expertly moved in and started eating Faye’s pussy. “Arrggghhhhh… oh fuck… urghhh!” Faye started moaning uncontrollably as Jo flicked her tongue over her clit. It was incredibly sexy to hear the usually demure Faye moaning and mouthing vulgarities, as she

    pulled Jo by her head towards her pussy and lifted her hips up for easier access. As Jo worked her oral magic with her tongue, Faye closed her eyes and bit her lips as waves of orgasm swept over her.

    “Urgghh… more please… “she pleaded as she began massaging her breasts through her pinafore. Claire and Julia were really enjoying the show as the SCGS schoolgirl squirmed and moaned on the bed. Faye had her eyes closed and her face was flushed as she started panting with all the arousal from Jo. My cock was throbbing from watching the school girls indulging themselves, and I was about to stroke myself when I heard Faye whimpered, “Ben… please fuck me…”

    I told Jo to step aside and take a break as I took over her position and started to eat her pussy. Her thighs clamped around my head as I buried my tongue deep into her pussy, driving her insane with every flick around her velvety vagina walls. The oral assault sent her body into convulsions, as she pushed her hips towards my face, begging me to satisfy her lust for a hot cock. “Ben… no more teasing… urgghh… I want your cock now!”

    I got up and straddled myself over her chest, and slid my hard member between her lips. Her mouth opened up willingly and I felt the warmth around my dick as I started to mouth fuck her. The sight of a bespectacled girl wearing CHIJ school uniform on a bed sucking my dick was highly stimulating to me, as I gyrated my hips to pump my cock into her small mouth. Claire stood close by the bed, and I could tell she getting very turned on watching me mouth-fuck her colleague.

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    Chapter #116

    “Grab her arms,” I ordered Claire and Julia as I prepared to fuck Faye. The two girls obediently held Faye’s arms down on each side of the bed, as I pulled up Faye’s pinafore and spread her legs apart. My dick, already wet and slimy from Faye’s saliva, slid in slowly into her warm and inviting pussy. Faye closed her eyes and moaned as I slowly worked my way into her tight cunt. Once I was completely inside, I picked up the tempo and pumped my cock into her pussy, alternating the speed and angle as I slammed into her young nubile body.

    Faye grabbed Claire’s and Julia’s arms hard as she climaxed again, and Claire bit her lips in excitement as she watched Faye being engulfed by waves of orgasmic pleasure. I stopped to catch my breath, and saw that Faye’s SCGS uniform was already wet from all that pounding. As I withdrew from Faye’s cunt, my red hard cock was glistering with Faye’s love juice. Claire decided not to waste the momentum, and went on the offensive by pushing me down onto the bed. “Just sit back and enjoy the ride…” she ordered as she engulfed my cock into her mouth and started her incredible blowjob.

    The rest of the ladies watched as the mistress of seduction showcased her incredible oral skills. I’ve always wondered how it feels like to fuck a Thai university student, and this was probably the closest I would get to the real thing. Even though I was tired after a long day and from fucking Faye, Claire made sure to keep my hardon on full boil as she worked her magic on my hard rod with her luscious lips. It was quite an incredible scene for the ladies as they witnessed Claire taking my entire cock into her mouth and deepthroating me for all its worth.

    I was feeling like the top of the world with Claire going down on me, and I wanted so much to fuck her pussy right away. But Claire being the voyeur that she was, had other plans. She let my hot slimy cock slide out of her mouth, and pulled Julia over. “Julia, come ride Ben’s hot cock… we missed the hot show the two of you put up at the hotel balcony… come show me how the two of you fuck…” Julia was taken aback by the sudden switch, as she was expecting me to fuck Claire. Nonetheless, she blushed and slowly slid off her panties and straddled herself over my cock in her Chung Cheng High uniform.

    I grabbed my cock and guided myself into Julia’s pussy, as she slowly lowered herself into me. Julia bit her lips as her pussy stretched to accommodate my girth, betraying the tightness of her vagina. I unbuttoned her white blouse and unhooked her bra, and started to massage her breasts and tease her nipples. Already turned on by all the sex that went on, Julia was quickly aroused as she closed her eyes in pleasure and started to rock her body rhythmically.

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    Chapter #117

    I grabbed Julia by her hips and controlled the pace as she rode my dick cowboy style. She picked up the pace as her pussy got wetter and her juices helped lubricate every stroke into her cunt. Claire was enjoying the show as she slipped a hand under Julia’s breasts and started to flick her nipple, sending waves of pleasure through the young girl. Julia’s breathing became labored as she increased her pace of riding, slamming her groin into mine with renewed energy. Her moans were in sync with the loud slapping noises as my cock slammed deep into her pussy, and her hands grabbed my shoulders hard as she reached her orgasmic climax.

    Julia collapsed onto me, as I felt her juices flow out of her pussy and soaking my pubic hair. “Thank you Ben…” she gasped between her breath as she panted heavily. I gave her a peck on her cheek as she slowly got off me, and my hard cock pulled out of her tight cunt, still hard but unsatisfied. I wanted to cum badly, but there was still Jo and Claire who needed to be satisfied. Right then I wished that I was in my twenties, when I could easily fuck the four ladies with vigour, but my stamina is not what it used to be, and I was wondering how to make all of them happy.

    Almost like she could read my mind, Claire asked if Jo can eat her pussy. “Jo, I’ve never had my pussy eaten by a lady before. What you did with Faye really turned me on… can you do it for me?” Jo held her hands and pulled Claire close to her. “I’ve always wanted to do you for a long time Claire…” she replied as she locked lips with Claire in a passionate kiss. Soon the two ladies had her hands all over each other as they buttoned their blouses partially and fondled each other with unbridled passion.

    As Julia and I made way on the bed, Claire playfully pushed Jo onto the mattress, as she clambered over Jo and straddled herself over Jo’s face. Jo pulled up Claire’s tight skirt to reveal Claire’s shaven pussy, and gasped at the sight of her beautifully formed clit. Filled with wanton lust, Claire lowered herself onto Jo as the latter flicked her tongue around Claire’s cunt, sending shivers up Claire’s spine. “Urghh… Jo… that felt so good…” Claire moaned as she grabbed Jo’s short bob and started to grind her groin into Jo’s face.

    Jo worked her tongue deeper into her cunt, extracting loud moans from Claire as shockwaves of pleasure vibrated through her body. My dick was sticking out like a flagpole watching the two schoolgirls make out, and my load was ready to burst from all that teasing and sex. It’s time to fuck a CHIJ girl, and I got onto the bed and spread Jo’s legs apart. I could smell the muskiness of her pussy as I worked her panties off. Jo’s pussy was wet and her clit was engorged, and the slightest touch of my fingers on her cunt set her moaning.

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    Chapter #118

    As Jo continued to mouth fuck Claire’s pussy, I positioned my cock at Jo’s cunt and pushed my way in. Given her state of wetness, it was a smooth and fast slide in as I hit the end of her love hole. Jo gasped as I started to grab her thighs and fuck her, and she struggled to maintain focus on eating Claire’s cunt. I had to restrain myself from pumping too hard and fast, as Claire tried to maintain her balance sitting on Jo’s face. I asked Claire to turn around and ride Jo cowgirl, as I frenched Claire and fucked Jo.

    Claire broke the kiss a few times as she cummed from Jo’s oral sex, gasping and moaning with each wave of pleasure. She screamed as her orgasm climaxed, and her body finally buckled and she collapsed onto the bed, still convulsing with spasms from her orgasm. With Claire out of the way, I couldn’t hold back any longer and I slammed my cock into Jo’s cunt with renewed vigour. Jo was taken aback by the intensity of my thrusts, and she literally screamed and yelled as I intensified my ramming into her cunt.

    “Fuck! Arrghh… I’m cumming!!” I yelled. I pulled out quickly from Jo’s pussy as all the ladies obediently knelt on the floor in front of me, positioning their faces in front of my hot throbbing cock. The sight of four partially dressed school girls kneeling in front of my cock with their eyes closed was too much stimulation, and I ejaculated my hot gooey load onto the waiting ladies faces. The ladies were thoroughly hosed with my milky cum as huge spurts of sperm landed on each of their faces, soiling their perfect make-up and dripping off their noses. My cock was still throbbing with excitement from the long overdue climax, as I cleaned remnants of cum off my dick onto the girls’ hair.

    “Let’s remember this moment!” I enthused as I grabbed my phone to take a photo of their cum-stained faces. The girls giggled as I snapped multiple shots of them with their eyes closed. Not many guys can lay claim to such an orgy, much less one that ended up with four cum-on-face. “Alright… you wanna clean your faces?” I asked and everyone nodded. “Clean your face on each other’s uniform,” I commanded. It was such a cool sight to see my cum all over the uniform as the girls wiped themselves on the blouses and skirts.

    “That was so crazy and wild!” Julia exclaimed after getting all my cum off her face. Claire was really thrilled from seeing her colleagues fucked, “Couldn’t agree more… I think this is something we’d remember for the rest of our lives!” We had a good laugh as we sat on the bed in our cum-stained uniforms, except for me who was stark naked. “Hey it’s getting chilly… for me,” I said. “What say we go change out of the dirty clothes and have a shower… together?”

    After the decadent orgy, the girls were obviously very comfortable sexually with each other and with me, and the idea of a group shower was welcome. The uniforms came off onto the floor immediately, and we headed to the bathroom for a much needed and appreciated shower. The sensation of warm soapy water and skin contact with four young ladies in the shower was something I’ll remember for a long time. The shower took quite a while with all the frenching, fingering and blowjobs, but we finally got ourselves cleaned, and settled into a deep relaxing sleep on the comfortable hotel bed, naked and huddled under the sheet.

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    Chapter #119

    That’s all for this week folks… really a struggle to write an epic story! But I’ll definitely finish it by hook or by crook. Thanks for the support, and especially to those who upped me.

    Post #369
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    Chapter #120

    So sorry guys! Been super overwhelmed with work… and just completed my project. Whoo hoo!! So now I’ll finish the story… I PROMISE!

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