Message-ID: <32232asstr$999000603@assm.asstr-mirror.org> Return-Path: From: "Sean Ng" X-Original-Message-ID: X-OriginalArrivalTime: 28 Aug 2001 08:35:10.0521 (UTC) FILETIME=[59733290:01C12F9C] X-ASSTR-Arrival-Date: Tue, 28 Aug 2001 08:35:10 +0000 Subject: {ASSM} Checkmate X-Original-Subject: Story Submit Date: Tue, 28 Aug 2001 08:10:03 -0400 Path: assm.asstr-mirror.org!not-for-mail Approved: Newsgroups: alt.sex.stories.moderated,alt.sex.stories Followup-To: alt.sex.stories.d X-Archived-At: X-Moderator-Contact: ASSTR ASSM moderation X-Story-Submission: X-Moderator-ID: dennyw, kelly Story Submission email: seanx50@hotmail.com _________________________________________________________________ Get your FREE download of MSN Explorer at http://explorer.msn.com/intl.asp <1st attachment, "Checkmate.doc" begin> The under mentioned story is fictional. Hope you enjoy. Do post me any comments or feedback. TITLE: CHECKMATE As she entered the room, my eyes immediately left the chess game. I watched her had a conservation with the club clerk and then has a game on the far end when a guy has just signal his intent to leave. Beautiful...very pretty was my first description of the woman though I can probably describe better She was probably 1.65m tall, had long shoulder-length black hair very properly groomed, a slim and athletic figure, and large breasts for such a thin body. She was wearing a black business suit underneath a white tee and showed off her long beautiful legs. Add to that the perfectly beautiful face with almond shaped blue eyes and slightly pouting lips...very sexy I follow her every movement, her hands always touching her sexual pouting lips and flicking her hair. That alone was sexual to me. I noticed several eyes fixed on the female chess player now I was reminded several times that it's my turn to move by my partner, as I was lost in a lust world. My prick went hard and I am not a person who chase after every girl on the street. I lost the chess match easily and have to pay $50 buck to the old retiree who like a teacher pointed out my mistake. I wasn't listening, ignored him and went to sit in a corner spying onher. She finished her games and got up. I wasted no time in approaching her. I introduced myself and asked her how she found the place and I never seen her before though I'll the chairman of the chess club. She gave me the wide friendly polite smile and my heart went soft. She's Jane Watson. She's not a new member but seldom came here to play chess " There's a chess competition coming in one month time, do you want to join...It's a knock out format. Jane: I hope I find the time. I have to ask, my chance... " It's 3pm...could...I have the honor of inviting my club member for tea at the caf**e9** opposite...because...eh...and... I think I start to lost it... She gave her trademark smile...nodded her head. As I went out with her, I could see a few guys'eyes follow us out. 3.30PM We are now having a nice little chat in the comfort of the caf**e9**. She was friendly and surprisely frank. Jane Watson 25, an assistant buyer, SINGLE and beautiful, a chess fanatics which she inherited from her father. 4pm By then our conservation had shifted to chess and she was a real chess lady...She talk very excitedly about the game, simply loved it. I listen and watching her beautiful face. She was a member of three chess clubs and we are her third and seldom visited one. I however managed to find out more about her personal life. She had two boyfriends before. 5pm We departed after nearly talking for 11/2 hours. I stare silly at her back as she left. And can't you believe it, I fail to ask her for her CONTACT NUMBER. I was completely memorized by her. Maybe I just want to screw her. I returned to the chess club asked Old Wally Jane's opponent on their match just now. Wally said he lost all 4 matches, the sweet lady was good. I smiled... Surprisely the chess club members'info doesn't have her contact number and I nearly went mental. Maybe it's fate but she did return three days later... She came at 7pm and started on a game with a vacant player. Her appearance today was even more stunning...Her hair tied up together into a childish ponytail, heavily made up and wear a tight fitting black dress that stop just above her knees, You can say she was one of the few who had a nice slim figure and well-endowed. I start to fantasies her being naked and so on... She played a few games then start to leave... I went over to her, had a small talk and offered her a ride home. She thanked me saying it's hard to get a cab now. 8.30pm. She told me in the car journey that she had a appointment with the client in the afternoon hence the heavy make up and the place was near to the chess club so she came for a couple of games. "You look very lovely." "Really...Thanks for your compliment." To find something to talk...I talked about my family. " Have you time to come to my house for a drink?" " It's had to be a quick one..." I was delighted... HOME: 9.30pm " Do you want some wine?" "Oh thanks." I open my collection of romantic songs, poured us same wine and bring the whole half bottle... The orange light, the soft music and a beautiful lady by the side. I thought it was perfect. I thought her little black dress looked tighter than ever and emphasized the shape of her breasts. She walked around commentating on my flat. I listened and smiled. Finally she settled down and looked at the special craved chess box. I looked at her and the chess box. NOW I SWORE I did not have this planned all while and I just thought of it suddenly...then the dilemma you might spoil it forever, a relationship maybe... But it was a rash act, an overflow of lust. " You want a game of chess..." " Would like to." " What about a wager or something for more fun." Jane reached inside her bag "I only had a few dollars on me." " I can play for something different." " What you have in mind?" " Fifty dollars if you win." "If I lose." " You take something off." I regretted the moment those words came out, expecting maybe a slap on my face and Jane dashing out immediately. Jane only grinned, " There's not much harm in that if we only play one game." I nodded and begin laying out the chess pieces Thus begin our game: 9.55pm Jane wasn't a bad player but her moves was out-dated...my standard setup trap and I got her. In less than 20 minutes. CHECKMATE... Jane remarked...oh how I miss that...such a silly loss... Jane removed both her ear rings and laughed... I poured her same wine hoping to lighten the mood. She accepted it, looking at her watch. " I was lucky to win, just catch you on the wrong side." " Yes...I shouldn't have lost that way." I was hoping she wanted to beat me. I said, " care for another game?" I wait with impatience. " Well...the last match was not a great one." I added, "Double or Quit." " What do you mean." " A hundred bucks for another item." I sensed she was not ready to leave just yet. I turned off the CD player. "All right...neither of us will not lose much tonight, are we?" Jane Started brightly but I was quickly to counter then again she made several unenforced errors (LUCK on my side) and I got her queen. Then CHECKMATE all these in about 18 minutes. Jane frowned, " Oh shit." Then she recoved her composure, smiled the trademark smile at me " Guess the stockings have to go." She lifed her dress high enough to allow me to see the whole of her stockings then she undid the suspenders and slowly peeled the stockings off and dropped them on my side of the table. I was still thinking about her dress and thought I saw a bit of her white underwear. I poured the drinks again... " Want another chance to get even?" Let say a hundred and fifty bucks and I return everything for your win." Jane paused and say " Guess the stakes were getting higher for both of us." Jane reset the chessboard and I waited impatiently. She went on the attack foolishly and I defend, counter her moves and eat her pieces then CHECKMATE Jane showed some sign of disappointment. She's a chess freak and losing is not tolerable... " I was too inpatient." Once again she lifted up her dress and well above her waist this time showing off her silk white panties. My eyes were glued to the underwear as she undid the black suspender belt and removed it, letting it drop on the table together with the stockings. " Guess I got you again." " I think I know where I went wrong." "I wasn't too hopeful, it's the dress next if she lost and she might not... " Tell you what...I give you one more chance...you could win two hundred bucks plus your ear rings, stockings and suspender belt..." Jane paused a moment, looking at what she had left then maybe decided she couldn't lose again Jane smiled and snipped some wine. "Let continue." She sure wanted to defeat me now. It was a tough one this time... Jane sure learned from all her mistake and begin a cautious soak and strike strategy against me. I sweat for the first time, planned my moves and finally defeated her in 50min. Jane was disappointed with the result then realized that the victor was waiting for her to remove that tight little black dress. " Damn you have to help me with this." She signaled to me as she turned her back on me asking me to pull her zip down. Trembling with excitement, I slowly pulled the zip down until it reached the end, Her skin start to reveal and I saw the smooth creamy skin. She turned around to face me, shrugged gracefully and the dress fell slowly, seductucly to the ground. Jane was now in only in her creamy white bra and matching panties. Her breasts looked so round and big and she was real slim. Jane excused herself to pour some wine and drink while I stood admiring her figure and my prick grew alive. Now Jane looked slightly embarrassed in front of her with only her underwear. "One last game and that's it...but for both your garments and I throw in $500." "The odds must be on your side, you lost three times." Jane considered and agreed thinking again maybe she got it figured out. "All right, one last fling." Knowing a defeat and she'll benaked 0020am We begin their match, Jane must been wondering what hit her as I simply destroyed her in 16min. I held nothing back. However I leave a major clue to my tactics which she surely must be able to read and lure her to play the last round. CHECKMATE Jane looked at me for the first time in a strange way. I wondered what she thinking " I lost." Jane didn't look too uncomfortable now She got up reached behind her back, unclasped her bra and removed it. These lovely white creamy tits went down a bit and was freed finally. I could find it hard to believe a slim body like hers would support such weight on her chest, must be a D cup. Might be a burden to her. She slid down her panties and to the ground. That was my first glimpse of her public mound spattered with tiny black hair all around. She picked up the bra and panties and handed them over to me. I accept gracefully. She looked tired and withdrawn for the first time. I looked at her straight in the eyes then her breasts and pussy with her standing naked in front of me all exposed, making no effort to cover herself possibly still shell shocked at being stripped naked. I finally spoke "What's about one last round." The Story will thus have 4 different ending. Please tell me which one you like Ending1: SEX Jane looked at me with bright eyes... " I'm naked...then a silly giggle..." I looked at her naked, hands wrapped around her breasts, sitting on the sofa with legs crossed. A beautiful piece of nude flesh and I wanted it. " $5000 bucks and all your clothes if you win." The money suddenly increased a lot. " If I lose." " You remain naked still the next morning and you spend the night with me...have sex with me." "If I quit." " You can go home but butt naked..."I laughed hoping Jane can catch the joke. Jane thought for a while...looked at our chess game I was hoping she fell for it thinking she figured out my game. Her Desire to win at chess should just... Maybe she also liked me so she agreed to play. " Yes I play." " If I win, that body is mine for the night." Jane drink 2 cups of wine, excused herself to go to the toilet, had a wash and returned to fight it out with me. 0035am CHECKMATE In 14min 32sec was all I need as her Queens were eaten. Jane realized too late, she has fallen into my trap. Jane shouted, " Oh you...deep one...you tricked me...I..." I got up and threw myself on her at the sofa. Jane shifted a bit obviously uneasy "You should keep your promise..." Jane breathed heavily " Yes...alright..." She closed her eyes. I immediately went to work on those two assets of hers pinching and squeezing them to make sure they are real then sucking on them like a little baby. "You have great tits." " Yes...Big boobs...everyone say that. My previous boyfriends was like you too, immediately working on my front when we undress." I carried Jane to the bed and undressed. I went on top of her My rock-hard prick went in front of her and demanded her to suck it. Her pouting lips opened and my love tool went into overdrive. We had a great night together and although she was a bit reluctant. I was satifised with the sex considering I never wear a condom and fill her vagina full of my semen and she sucked me off no less than 5 times and of course those breasts of hers. Two days later She asked me out this weekend for chess. Ending2: DIGUST Jane gave me a smile. " That all for today, you want to drive me home?" She reached forward to pick up her dress I stopped her hand No I couldn't let her go... " Hey you lost your clothes to me." " But I'll going home." " The dress are mine so does everything you bet." "You..." Jane got angry " $5000 bucks and all your clothes if you win." The money suddenly increased a lot. " If I lose." " You remain naked still the next morning and you spend the night with me...have sex with me." "If I quit." " You can go home but butt naked..." " Hey it's only a game...you had your winnings, see me naked...most men would give everything to see me like that." " What logic...you win and keep the cash, I win and return the clothes." She turned soft, begged me for the clothes but to no avail. I took the clothes and put them now in my bedroom. Jane looked at me then herself and shaked her head. She turned angry out of a sudden She say: " You pervert." Jane Watson wasn't one to blackmail. She stood up condemning my character and picked up her handbag. She sidesling it and looking at me with those changed fierce eyes for the last time, she turned and left my flat. I don't believe it, she actually dared to walk off butt naked. I waited outside the window and saw the naked figure of a female walking off in hurried steps to the park... I wondered how she's going to get home? Ending3: Unexpected Jane looked at me with those bright eyes of hers... " $5000 bucks and all your clothes if you win." The money suddenly increased a lot. " If I lose." " You remain naked still the next morning and you spend the night with me...have sex with me." "If I quit." " You can go home but butt naked..."I laughed hoping Jane can catch the joke. Jane gave a return laugh easing me then considered. AT the mean time, she actually rubbed her tits in front of me and I swore I was close to releasing. "All right let see what will happen." I set up the cheese board moved my first piece... Jane moved her 5 sec later... I'll never been beaten so convincely in my entire life and Jane was in a complete different class to me. You could say Expert against good. She anticipated my every move and destroyed my plan. The game was over as soon as I realized the standard I'm up against CHECKMATE... I lowed my head in disbelief. She had been having me on all evening! Jane then put on her panties, slipped that beautiful black dress on, and stuffed her stockings, suspenders and bra into her evening bag. " Guess I need your help again." As I zipped up her dress wishing it hadn't end this way." I took out my checkbook filled in the name "Jane Watson." And added the figure "$5000." I drink the whole bottle of wine as she said goodbye, open the door and left. Ending4: Slavery Jane looked at me in a sexual enhanced environment now. "You think you can win again?" I sensed an air of confidence in Jane " $5000 bucks and all your clothes if you win." The money suddenly increased a lot. " If I lose." " You remain naked still the next morning and you spend the night with me...have sex with me." "If I quit." " You can go home but butt naked..."I laughed hoping Jane can catch the joke. But she deciding she could win this one meant I could all the way... " Maybe not, you wear your clothes and I send you home." " Well I'm on for one more." "If you lost..." "I have sex with you." "Why not up it...I pay $20K for the game and if you lost, you be my sex slave for a week." "Why...but...I will win." I wrote a check for $20K and put it on the table to show I was not joking... 0140am That was the toughest match all night...more than an hour... her best match and truthfully I nearly lost this one. I never use my original plan, she seen through it six moves into the game. I just managed to scrap through winning on the very last move. CHECKMATE Jane laid back on the sofa in disbelief. I poured us some wine and proceeded to take off my shirt, pant. I was thinking if she would just deny everything and leave. I lifted her up and she looked at me...chest pressed against mine... "I honor my bet but you wasn't serious about the slave thing , right?." I smiled, have my hands lowered down to her round ass and squeezed it. The next MORNING I lay down on my bed having applied for a week leave... I looked at my Slave Watson, naked, covered only with a black hood on her head and hands and leg bound tightly. I gently wiped my love cream off her mouth, still left from last night...feeling those pouting lips. I took out a steel dlido and inserted it deep inside her cunt hole making it go all the way it. It was sure painful and I wonder if I had waked her up. She started to groan slowly in pain, starting to wake up. I inserted the red rubber gag into her mouth. MMMMnnnnnnggggghhhhh was her reply. She woke up and must have been in shell shock over her condition and struggled wildly. I waited for her to calm down and give up. Then I climbed up onto the bed...whispered to her ears. " Now I call your office, told them you want a week urgent leave." I removed her gag and she begged me to release her No I wasn't moved... I promised to release her a week from now. She asked for a week leave and then I put the gag back on... I told her I have to leave now to the fetish store, which would have plenty more things for her On the fifth day and after wild sex to my pleasure and her dismay every night I discovered I wasn't ready to let her go. I left her bound and gagged almost every hour of the five day and guess she looked best like that beautiful and captured. Fifth day after the usual sex. This time I use whips and gave her ass a red-hot cooking. " Let play another game of chess." " I gave you four movement ahead and I will take out 3 pieces." " What..." " Win...I let you go...the $20K is yours or I promise tomorrow night will be extreme." Jane's face showed worry "Lose and..." "You spend another week in slavery." Jane thought about it... maybe convinced her I was overconfident and she couldn't lose with this advantage... She nodded her head... I unbound her, allow her to freshen up and we begin their game again... I won finally in an hour and a half, the disadvantages almost proved fatal but guess an expert like me was too good. That must have been seven victories in a row... I immediately rebound her and must have got motivated again by the victory as I fucked her up again like a mad animal that night. I love her groans and moans. By the 8th day, I attached rings on her brown nipples and promised Jane more body modification to her nightmare whom I realized was very scared of pain. Jane held back her tears as on the 12th day, the chess freak in her couldn't resist and lost to me again I giving up 5 movement and 5 pieces was too much for her to refuse and never did she dream she could lose to me again. This time she was to be held for a month in slavery. I was crazy offering her $50K, me being a slave for a week just to tempt her. Really I'll no confidence I won this time, I just scrapped an unlikely win. This time I went gentle, kissing her on the forehead, cheeks then wiped her tearful eyes. Feedback: seanx50@hotmail.com This story was an idea from a short story novel I read and wondered what would be like if it was added with sexualcontents. <1st attachment end> ----- ASSM Moderation System Notice------ Notice: This post has been modified from its original format. The post was sent as an email attachment and has been converted by ASSTR ASSM moderation software. ----- ASSM Moderation System Notice------ -- Pursuant to the Berne Convention, this work is copyright with all rights reserved by its author unless explicitly indicated. +---------------------------------------------------------------------------+ | alt.sex.stories.moderated ----- send stories to: | | FAQ: Moderator: | +---------------------------------------------------------------------------+ |Archive: Hosted by Alt.Sex.Stories Text Repository | |, an entity supported entirely by donations. | +---------------------------------------------------------------------------+