Gang of Five


    Chapter #61

    There was silence in the toilet, except for the sound of running water as Claire and Jo tried to rinse off any cum residue from their faces. “Are you ok? You looked dazed.” Claire asked Jo as she handed her some tissues to dry off.

    “Yeah I’m fine,” Jo replied. “Wow… that was unexpected… I never imagined having sex in the office like this!” Claire smiled as she dabbed her face dry, “I know… it’s so much more exciting than having boring sex in the bedroom! It was really good having you with us… I really hope you can join us regularly.”

    Jo hesitated for a moment as she looked into the mirror. “I should tell you something… I’m actually… bi-sexual…” Claire was slightly taken aback by the revelation, “Oh… wow… that’s a surprise…” she replied.

    “Yeah… I don’t mind joining you and Ben… but I thought you should know about this before we continue… in case you wonder why I keep looking at your body…” said Jo. Claire held Jo by the hands and replied, “I’ve never had lesbian sex before… but I must admit… I think it’s very sexy when I watch two ladies making out…”

    Relieved by Claire’s acceptance, Jo had another confession. “Actually… do you know… that Faye is bi-sexual as well?” Claire’s eyes widened in surprise, “Ok… I did not know that!” Jo smiled and continued, “I caught her checking me out a few times, so I guessed she has interest in girls. I confronted her and she admitted to being a bi-sexual, and I told her that I liked her too. We had a couple of make-out sessions, but we did not go further than heavy petting.”

    “Hmmm… that sounds so hot… I wished I had seen that!” Claire said. Jo had an idea and grabbed Claire by her arm, “What if… what if we bring Faye into our group as well?” Claire secretly chuckled when Jo called it “our” group, knowing that Jo was totally into it.

    “That would be so cool… but are you sure Faye wants in? I mean… she looks so serious and stern… “Claire asked. Jo laughed and replied, “Oh trust me… you’ve not seen Faye when she’s horny. She’s a totally different person when she’s wet!”

    The two ladies quickly washed up and returned to the meeting room to tell me about their plans to bring Faye into the group. While Jo was telling me about Faye, Claire winked at me from behind, secretly elated her scheme was going as planned. We concluded that it would be fun to have Faye join us, but we should introduce her into the group with some planning to avoid spooking her. I could see the stakes were getting higher, as we plotted to bring the third member of the gang into our orgies.

    Post #149
    74 comments
    Chapter #62

    Hi fellow Samsters,

    Sorry for the long hiatus… my deepest apologies to everyone who were left high and dry after the last post. I’ve been working on a project which took up a lot of my time and energy, and as such wasn’t able to continue the story as everyone wanted.

    I think many of you liked the way the story went, and I don’t want to continue the story in a haphazard manner just because I was busy. So I took some time to plan for the rest of the plot, and I think I’ve worked out sufficient interesting scenarios and twists for the rest of the characters.

    I wanted to keep this story of the Gang of Five as an OL fantasy story since I believe that many of our Samster brothers here are office workers who secretly have a fetish for their colleagues. As such, I wanted to incorporate as many profiles and character as I can within the five ladies, in the hope of one of them will resemble some female colleague you fantasize about.

    If you have any scenarios or plot suggestions, please feel free to PM me. I may or may not use them, depending on how well they fit the entire story, but I think it’s always interesting to hear from my readers.

    Last but not least, if you’ve enjoyed the story so far, please post some comments or upz me if you want. I’d appreciate some feedback and do a great story for everyone. Be sure to check out this space in a week or so… cheers everyone and enjoy your public holiday!

    Post #224
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    Chapter #63

    The next couple of weeks was heavenly for me, and I really looked forward to being assigned the night duties. My boss was slightly taken aback by my enthusiasm (or rather insistence) to patch all the server software, and I explained that it was vital to keep hackers out of our network, plus it gave me a little extra income for the night shift. He told me in private that he really appreciated my efforts, and that he’ll try to put me in for the next round of promotion exercise. I secretly chuckled to myself, knowing that my reward is already much more than money can buy.

    By this time, we had already had a few rounds of threesomes in the meeting rooms during the nights. When Claire was out of town for a business trip, Jo decided to come look for me in the server room for a good fuck without Claire. It was obvious she came prepared for sex, wearing a short skirt that left little to the imagination, and a jacket with a long plunging neckline that showed off her cleavage.

    “You look so sexy today Jo,” I whispered into her ear as I pulled her close by her ass, stroking her butt cheeks through the soft fabric and not feeling any underwear. She looked into my eyes and replied, “I’m glad you like what you see, Ben. I’ve got a small request today… can you fuck me with my clothes on?”

    Post #239
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    Chapter #64

    That’s an interesting request I thought. “Hmmm… sure. But why?” I asked. Jo leaned in and whispered, “I feel really sexy and slutty when I’m being fucked half-dressed.”

    I smiled and replied, “Actually I find that very sexy and seductive as well, especially when you’re dressed to kill. I have the fantasy of fucking you at your desk when you wear something sexy in the day.”

    Jo leaned over and gave me a deep french kiss while fondling my hardening manhood, “I think maybe we should fulfil your fantasy tonight as well Ben. Come over to my desk in 5 minutes…” she said seductively as she left the server room.

    I made my way up to level 29 where Jo’s desk was, and found her silhouetted against the glow of her computer display in the dark. As I paced towards her desk, I suddenly spotted a lit meeting room a distance away. As my eyes got used to the dim lighting, I could make out Julia in the meeting room doing some paperwork.

    I walked up to Jo from behind, and slid my hands into her jacket and found to my surprise that she wasn’t wearing a bra. As my hands fondled her soft creamy breasts and played with her hardening nipples, she whispered into my ears, “Do you like the surprise?”

    Post #240
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    Chapter #65

    I continued rubbing her nipples between my fingers and licked her ear, “Very much dear… this is such a turn-on. But… you do realize that Julia is in the meeting room and she can see us right?”

    Jo grabbed my hand through her jacket and whispered, “I’ve checked out her view just now. She’s in a bright room and the reflections make it difficult for her to spot us. And…” she paused and smiled. “The risk of being spotted makes it even more thrilling, doesn’t it?”

    I pulled her head back and sealed my lips into hers with a deep kiss, “I wonder what Julia will say if she spots her boss being fucked at her desk.” Jo swivelled around in her chair and replied, “Well… let’s see if she catches us in our quickie tonight!”

    Jo reached out for my belt and drops my pants, and deftly hooked her fingers around my underwear to pull them down. My member was already engorged and standing at attention, and she slipped her luscious lips over my cock to begin her blowjob. It felt really surreal to be standing in the open office at Jo’s desk in the darkness, with her sucking me off in her chair. The chilling air-conditioner flowed cool air around me as I savoured the hot and wet sensation of my cock in Jo’s warm mouth. It was sensational, and the only thing that could make it better was to have this happen in the day with everyone watching this high-powered female executive sucking my cock like my little bitch.

    Post #241
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    Chapter #66

    As Jo continued to give me head, I watched the young and sweet Julia working in the distance, and fantasized that it was her sucking me off instead. At just 21 years of age, Julia was the youngest in the Gang of Five. As an assistant to Jo, she had her hands full trying to manage all the paperwork for the team. Julia was hired fresh out of Singapore polytechnic, and despite the late nights and long hours, she retained a cute and fresh face thanks to the wonders of youth.

    At 1.6m tall, Julia was of a nice height that carried a nice pair which complemented her body. She had big doe eyes and dimples when she smiled, which made her really sweet and desirable. She wasn’t as intelligent as the rest of the four ladies, but she was extremely dedicated to her work and reasonably competent. The other members made sure she was well rewarded for her effort, and her pay was already higher than mine. While her ex school mates were trying hard to get by, she was already buying LV bags and acquiring the taste for the finer stuff in life from the other team members.

    I closed my eyes and tried to imagine Julia blowing my cock, as Jo continued working her magic. There was a sense of power as I reached out to grab her by her hair and pumped my cock into her mouth, sending streams of saliva down her jacket into her cleavage and she briefly choked during the deep throating.

    Post #242
    2 comments
    Chapter #67

    I signalled for Jo to stand up as I took over her seat. I pulled up her mini skirt and exposed her pussy, and pulled her towards me to straddle me on her seat. With both hands, I pulled apart her jacket to expose her soft creamy breasts, and took her nipple in my mouth. Jo moaned softly as I engulfed her breasts in my mouth, flicking my tongue across her nipples and teasing her with my teeth.

    Jo grabbed my head and hugged me closer to her bosom, and I responded by pulling her hands away. “Uh uh… I get to make the rules here… you don’t get to decide,” I said as I reached out across the table to her notebook and unplugged the mouse. “Stand up,” I commanded Jo as I pivoted her around and pressed her face down onto her table, and swiftly tied her hands together with the mouse cable.

    “Oh my god,” Jo exclaimed softly. “Are you tying me up with a computer mouse?” she asked incredulously. I smiled and replied smugly while tightening the knot around her wrist, “Just using the mouse to get to the pussy…” Jo tried to suppress her laughter as I admired my handiwork… it was quite a sight seeing a female colleague bent over her work desk in a mini-skirt with her hands tied-up.

    Post #245
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    Chapter #68

    I ran my hands over her skirt stretched tightly over her well-formed ass and took my time to appreciate the contours. “You know Jo… how much I wanted to do this in the day? To caress and fondle you in the office…” I whispered into her ears. Jo could feel the heat building up in her nether regions, as she replied softly, “well Ben you can do anything to me now… I’m at your mercy…”

    I didn’t need more encouragement to continue. I grabbed a whiteboard marker and placed it between Jo’s lips, as I stepped back and admired that amazing piece of meat bent over in front of me. I walked over to her side and gently stroked her ass, before bringing my hands up and smacking her butt cheeks with a sharp downward stroke. Jo gasped and tried to supress her shock… she certainly wasn’t expecting me to punish her like this. It was such a turn-on seeing her expression, and I was driven to rain down more punishment on that perfect ass.

    The sounds of her butt being smacked reverberated around the silent office, as Jo closed her eyes to endure her humiliation. I was trembling with excitement, partially because it was my dream to do this ever since I watched “The Secretary” more than a decade ago, and in part due to the thrill of Julia discovering her boss being wantonly punished by me at her desk.

    Post #246
    1 comments
    Chapter #69

    Because of the distance, Julia probably did not hear her boss’ ass being whopped. I alternated between hard smacks, grabbing and caressing her butt cheeks, as Jo whimpered while biting down on the whiteboard marker. It got me really worked up and excited, and I was feeling savage with all that beating. I got behind Jo and pulled up her skirt to expose her bare butt cheeks, and even from the dim illumination from her computer screen, I can see the redness from my rough handling. I ran my fingers across her cunt, and it elicited a moan from Jo – her pussy was already dripping wet.

    My cock was standing at full attention at seeing Jo’s lanky legs in high heels leading up to her exposed butt under that bunched up skirt. I stood close to her, and slowly inserted my rock hard member into her warm moist hole, deliberately entering her velvety tunnel inch by inch to appreciate her tight pussy.

    Jo’s eyes opened in ecstasy as I slowly pumped my cock into her. She had never felt so powerless and humiliated, and yet it felt so good as waves of pleasure crashed into her and her cunt contracted around my cock. Her hair was in a mess as my hands grabbed her head, and her saliva was drooling down on the carpet as she moaned wantonly with the whiteboard marker between her lips.

    Post #248
    3 comments
    Chapter #70

    I rocked my pelvic in rhythm with her contraction, feeling her warm pussy muscles tightening with every thrust. Hearing her muffled moans between her make-shift marker gag really turned me on, knowing that she’ll never see a whiteboard marker the same way ever again. I pushed down on her torso to rub her exposed breasts on the table top, while spreading her legs wide to thrust my cock deeper into her pussy.

    Jo must have climaxed at least two to three times as I fucked her on her desk from behind, evident from the pussy juice that ran down her legs. I could feel myself climaxing, and I quickly withdrew my cock and turned Jo around. I discarded the slimy marker and stuffed my hot throbbing cock into her mouth, and proceeded to pump my hot load inside. Jo choked and was tearing up as I clamped my pelvic against her face, as sperm leaked from the sides of her mouth.

    “Swallow my cum, Jo… don’t waste it!” I ordered. She fought back the tears and tried to gulp down my load as much as she can, even as streams of semen flowed down her long elegant neck. After what feels like eternity, I finally withdrew my throbbing cock out of her mouth as she gasped for air. It was such a beautiful sight seeing my cum all over Jo’s immaculate face with her eyes closed, with dribbles of my man juice glistering on her small puckered lips and dripping down onto her jacket.

    Post #252
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