0 comments/ 70888 views/ 8 favorites Ms. Figgis By: jacklove Chapter 1 Randy couldn't believe he got stuck chaperoning the prom, but those are the breaks when you're low on the seniority. At least it was better than having to decorate the gym. At 26, Randy was the youngest teacher in the school. The kids all thought he was cool, so he didn't want to disappoint them with his own date to the prom. He didn't. Julie was a knockout. She was young, blonde, and the object of every man's desires. Randy was a very good looking man and always did well with women. He was tall dark and handsome with an athletic physique and a smile women couldn't resist. He was a walking jock stereotype, one that women couldn't resist no matter how much they claimed to the contrary. There wasn't a set of eyes, male or female, that wasn't jealously fixed on the couple. And they knew it. Randy sat and pretended to be interested in Julie's moronic attempt at conversation. He noticed Ms. Figgis, the principal, standing alone and sternly monitoring the dance floor. Ms. Figgis was in her late 40s and she was a full figured woman. She wore glasses and always had her hair pulled back tightly. She had a very professional demeanor about her at all times. Randy respected her greatly although she made it clear she had no respect for him. Still, it bothered him whenever he heard the kids call her Ms. Piggis, but his cool guy persona would never allow him to reprimand any of the offenders. He simply took solace in the fact that Ms. Figgis was unaware of her horrible nickname. Julie continued to drone on about her shoes and other deep and important subjects, while Randy sat still and for a moment he actually thought he could feel his ears start to bleed. He excused himself from the table, claiming he had to dance with Ms. Figgis because she was his boss. Randy felt like he'd just escaped from prison as he moved across the dance floor. He was still the envy of every guy in the room but little did they know that Julie's ignorance did not lead to Randy's bliss. Randy made his way to Ms. Figgis through a sea of girlish sighs and asked her to dance. She refused but he convinced her that he smelled liquor on the dance floor. She then accepted the dance or from her point of view, a surveilance mission. They danced in the middle of the floor amidst various chuckles. Randy was surprised by her warmth and the softness of her skin. He also noticed her eyes for the first time and felt her large breasts against his chest. To his utter shock he felt his cock starting to stiffen. They were bumped by another couple and Randy's cock pressed momentarily against Ms. Figgis' belly. The song ended and Randy returned to his table white as a sheet. He imagined himself being fired, but then thought "maybe she didn't feel it. After all it was just a split second." He calmed down until he saw Ms. Figgis leave the room looking upset. "So much for her not feeling it" , he thought. He followed her out of the room thinking he could explain and maybe keep his job. He saw the door of the teacher's lounge slowly closing at the end of the hall and he quickly made his way down. He stopped just outside the door when he heard a voice. "My god, she's not even gonna wait til Monday to fire me. That bitch is on the phone right now." Randy cracked the door to hear better and he notice Ms. figgis was only talking to herself. He watched as she lit a cigarette and threw her purse down in anger. She looked out the window and quickly sucked down the cigarette while muttering to herself. She smoked a cigarette the same way she did everything else, in an efficient professional manner. In just a moment it was gone as an endless stream of smoke escaped her lips. Randy found himself extremely aroused by this sight and continued to peek. Ms. Figgis grabbed her purse and went back into the teacher's bathroom. Randy removed his shoes and snuck into the bathroom to hear if she said anything about him. He couldn't make out what she was saying so he carefull snuck into the stall next to her. He waited and heard nothing but rustling, until... It sounded like a moan. He listened intently as the moans grew louder and louder. Now he could hear her breathing heavily and his cock grew. Could Ms. Figgis be masturbating in the stall next to him. He looked under and saw her feet flailing around as her moans turned to screams. Randy was going crazy. He had to have a peek. He slowly stood on the seat and began to peer over the stall. What he saw was unbelieveable. Ms. Figgis was fucking herself with a dildo. She was throwing her head back with her eyes tightly closed. Randy saw this and leaned further over for a better look. Ms. Figgis' breasts were larger than he could have imagined and her nipples were so hard. Oh, how he wanted to suck them. He had never seen a woman masturbate before and this was not how he imagined it. He imagined bubble bath, wine, and soft music. What he saw was a horny, lusty woman fucking herself silly. There was no other way to describe it. She plunged the rubber cock violently inside herself while she alternated fingering her clit and squeeaing her breasts. Randy heard her breathling become erratic and he knew she was ready to cum. He pulled out his cock and began stroking it as he climbed down from the seat. Ms. Figgis was screaming loudly as she came. Randy came all over the wall as he heard her juices squirting down into the water. He was completely turned on by this hot, passionate woman who he previously saw only as a frigid, unisex, authority figure. After awhile Ms. Figgis emerged from from the stall. Randy watched through the crack in the door as she fixed herself back up in the mirror. She lit a cigarette, and took a long deep drag. Then she tilted her head up and exhaled a long stream of smoke straight up. She then took another long slow drag which seemed to satisfy and complete her pleasure. She finished fixing herself then looked at into the mirror. After a few moments Randy heard her say "Who'd want to fuck you, Ms. Piggis?" She started to cry and Randy's heart sunk. Chapter 2 Randy returned to his table and was treated to a cold stare from Julie. "Where the hell were you asshole? I'm getting sick of all these little boys staring at my tits." Randy sat silently, wondering how he could have been so turned on by Ms. Figgis. He was almost angry at himself. He decided that he was just horny, that's all. Julie had been out of town for awhile and they hadn't had sex for over a week. A smile came to his face as he was pleased by this conclusion. "Are you listening asshole? What the fuck are you smiling at? I said I wanted to leave." Randy was jolted back to reality by the shrill screaching of his demanding trophy. The smile left his face and he grabbed her by the arm pulling her close. "You love all this attention, don't you? These boys aren't stupid. They know what you're good for you shallow bitch." Julie broke free and stormed out of the gym. Randy followed, eager to finish her off. He caught up to her and pushed her against a wall. "What the fuck do you think you're doing asshole?" "I'm breaking up with you bitch, so don't call me.. always going on and on about your job.." "What was wrong with talking about my job?" "You're a fucking telemarketer! You annoy hundreds of people a day and then I have to hear the play by play, but unlike those lucky bastards, I can't hang up on you because you're sitting there and you don't ever stop talking... and if its not your fucking job it's some equally mind-numbing subject like your hair or your jewelry or your fancy french shoes..." "They're italian and they.." "I don't fucking care. shut up.." Randy kept on yelling, unloading everything he'd wanted to say for months. Finally, he stopped and Julie slowly lifted her head, looking into Randy's eyes. She stared for awhile, trying to find the words to defend herself. Julie was a woman of few words, few meaningful words, anyway. She reached back and slapped Randy across the face sending echoes up and down the empty hallways. Randy felt the heat on the side of his face as he rubbed his jaw. "Well said" , he whispered. Julie stormed off and a sense of relief filled Randy until he realized that Julie had the keys to the car. Randy returned to the gym and Julie's absence did not escape anyone's attention. The girls all giggled and a few asked him to dance. He gratiously refused in a way only he could, with a soft smile and a simple "no thank you" that somehow left each girl feeling special. Randy made his way across the floor to talk to the only person there who was near his age, his student teacher Lisa. Lisa was about 22 and a cute little thing. She had beautiful dark black hair, and a chubby face. Lisa was not fat at all, just a little in the face and hips. She always hid behind glasses and loose clothes but Randy alwys imagined she had a nice figure. "So what the heck happened to you? Your face is all red." "I had a fight with Julie. We're finished." Lisa was just what Randy needed. There was a calm about her and her big hopeful eyes always made Randy feel like everything would be alright. They talked the whole rest of the night and by the end Randy was feeling pretty good again. He also found himself a ride home. They arrived at Randy's house and Lisa asked him about the grad school applications. Randy had looked into going back to school and he told Lisa he would get applications for both of them. "I got 'em. Why don't you come up for a second?" Randy offered Lisa a glass of wine. " No thanks, I'm driving." "Oh cmon, you gotta have some. Its really expensive and it'll piss Julie off that I drank it on her." Lisa laughed and Randy poured her a glass. They sat and talked for hours discussing grad school and relationships and teaching. She was so easy to talk to. Finally, Lisa said she had to go. Randy walked her to the door and gave her a big hug. It felt so good and they held each other silently for what seemed like an eternity. Slowly Lisa raised her head and they stared into each other's eyes. Both waiting for the other to say something with words or actions. to be continued....maybe Ms. Figgis Pt. 2 Chapter 3 Randy finally broke the embrace and kissed Lisa on her forehead in a friendly way. He then looked down at Lisa a moment too late to notice her disappointment. She just smiled and said goodbye. Randy closed the door behind her and felt a sudden relief. This night had already been an emotional roller coaster and he didn't need to add another loop to the track. Randy relaxed with a hot shower. He was startled when he heard a noise from the other room. Slowly he crept to the living room, baseball bat in hand. It wasn't a burglar but that didn't mean he didn't still want to crack the bat over the intruder's head. Julie looked at him and said "what the hell are you doing?" "What am I doing? What the fuck are you doing in my house?" "I came to get my things and to give you your car keys back." "Great, you brought the car back, thank you." "Well, I didn't exactly bring the car back. I dropped it off at the school. I had my friend Amy bring me here." "Why the fuck would you.....What the hell were you....Fuck it, just give me the keys." Julie handed him the keys and then introduced him to Amy. She could have been Julie's sister, fake nails, fake tits, and most likely a fake personality to match. Randy looked at the two of them as they took turns snapping their gum. Then something inside Randy snapped. He just didn't care anymore. The girls looked at each other as Randy stared. Randy came up behind Amy and kissed her on the neck. He loved Julie's shocked expression, then he began to move his hands down Amy's chest. "So Amy, did Julie ever tell you anything about our sex life?" "Yes." "What did she say?" "She said you have a big dick. She also said that you fuck like a machine." Julie stormed out of the apartment and slammed the door. Amy tried to break free but Randy held her close. "Don't worry", he whispered. "She'll be back." "How do you know?" Randy turned Amy towards him and ran his fingers through her hair. Then he smiled and said, "because you're her ride." Amy leaned into him and kissed him passionately. Randy dropped his towel and pushed Amy's head down to his cock. She needed little encouragement and started licking his balls while stroking his cock. Randy removed her shirt and bra, freeing her huge fake tits. He held her hair and looked her in the eyes. "So what bar do you strip at Amy? She looked puzzled and said "How did you know that I......" Randy fed his cock into her mouth before she could finish. She started sucking furiously as his dick hardened in her mouth. Julie walked back into the room and she looked pissed. This only made Randy more excited. He bent Amy over the arm of the sofa and pulled down her panties. Julie looked Randy in the eyes and he stared right back as he plunged his cock deep into her best friend's pussy. Amy let out a high pitched yelp then started moaning uncontrollably. The pleasure was almost too intense and she tried to move just a bit but her hips were pinned to the sofa. She couldn't escape the hard fucking she was getting. Her body started shaking as she was rocked by an intense orgasm. Julie had moved closer and Randy grabbed her by the arm. He placed her hand down at Amy's clit then brought it up, wet with her juices. Randy then forced Julie's hand into her own mouth, forcing her to taste her best friend's pussy. Julie tore her clothes off as Randy moved Amy to the floor. He positioned Amy over top of Julie in the 69 position while he continued fucking Amy from behind. Julie began licking at Amy's clit and teasing Randy's balls and dick as it pumped inside her. Amy dove right in and began eating Julie's pussy. This was too much for any man to stand and Randy knew he wouldn't last much longer. He started pumping hard and his cock shot deep into Amy's hot pussy. She was screaming and it started leaking out into Julie's waiting mouth. Randy shoved his cock down into Julie's mouth and she cleaned every drop before doing the same for Amy's drenched pussy. Randy looked at Julie. "Did you like watching me fuck your best friend?" Julie laughed and said, "I wasn't the only one watching. While you were busy with Amy, some chubby nerd girl with ugly shoes came in and picked up a backpack that was by the door." "Oh shit...what did she do?" "She looked in for a second then she started to cry and ran out the door. What a dork." "You shut the fuck up you cunt." Randy sat quietly then demanded a ride to the school to get his car. The three got dressed then left. Chapter 4 The girls dropped Randy off at the school. He noticed there was another car still in the lot. He looked up and noticed that the light was still on in Ms. Figgis' office. Thoughts of her earlier show made him start to get hard. He waited in his car for her to come out. Ms. Figgis finally came out. At least he though it was her. She was wearing a nurse's uniform. "What the hell is going on?" He had to find out so he followed her. She drove for a long time, about 40 miles outside of town. Finally she pulled into a dingy looking bar. Randy waited a bit then went in. He looked around but he didn't see her anywhere. It was probably a good thing. He didn't want her to see him there after their little incident earlier. Randy walked to the back of the bar to use the bathroom. There were 3 doors. One marked Men, the other Women, and the one in the middle had a smiley face on the door. Randy had no idea what the smiley face meant but he really had to go and it was the first door to open so he went inside. It was just a single toilet, nothing to be scared of so he unzipped and relieved himself. Just as he was finishing he felt a hand grabbing his ass. He jumped and noticed a hand coming through a hole in the wall. It appeared to be a woman's hand because it was small and had painted nails. He moved closer to the hole and the hand began stroking his dick. This was like a dream. He stuck his now rock hard cock through the hole and it was engulfed by a warm wet mouth. "This can't be happening, " he thought. Whoever was on the other side was good. This was like no blow job he ever had in his life. It was nasty and sweet at the same time. This was a woman who loved to suck cock. Randy felt his balls starting to tingle and the woman could sense it too. She quickened her pace and started moving her head side to side as she sucked in and out. Randy never felt anything like this and he began to cum. He expected the woman to pull away but she didn't. She sucked him dry. Randy stuck his left hand through the hole in the wall and caressed the woman's face. His mind was hit with a wild thought. What if this was Ms. Figgis? His hand continued to stroke the woman's face then he suddenly scratched her with his nails. The woman let out a scream and Randy bolted from the room. He drove home, replaying all the night's events, especially his mystery woman. He was so turned on by just the possibility that it could be Ms. Figgis. He'd know for sure on Monday if Ms. Figgis showed up for the first day of summer school with a scratch on her cheek. To be continued? Ms. Figgis Pt. 3 Chapter 5 Monday couldn't come fast enough for Randy. Normally, he couldn't stand teaching summer school but he had a feeling this summer would be different. Randy arrived earlier than usual. He wanted to see Ms. Figgis, and her cheek, the second she arrived. Randy finally made his way down to the office. He knocked on the door but there was no answer. It wasn't like Ms. Figgis to be late so he asked the secretary. "Is Ms. Figgis in?" "No, she called in sick. Actually, she said she wouldn't be in for a week or so." "Is it serious? Did she say why?" "I learned long ago not to question her. I don't care if she ever comes back." Randy left the office in defeat. This was unbearable. He found himself sleepwalking through the day. He barely even noticed that Shay, the class slut, was opening her legs for him throughout the period. "Class dismissed." There was still half a day left but he didn't care. He had other things on his mind. Randy drove and drove, just trying to clear his mind but it was no use. He didn't know where Ms. Figgis lived so he headed for the club. Randy was amazed that he remembered how to get there. It didn't look quite as seedy in the daylight. He slowly entered and it looked deserted. He began looking around and saw nothing but chairs on top of tables. Then he noticed an unusual sight. There was a broom next to a dust pan full of used condoms. "What kind of place is this?" He mumbled. Just then, a woman stood up from behind the bar. She was in her 40s with short, fiery red hair. She moved from behind the bar and Randy noticed her curves. She had huge tits that were barely held in place by a tee shirt tied in the front. Her round ass was tightly covered by a leather mini skirt. She looked like a biker chick. "We're closed." "I know, I was just looking for someone." "This isn't a place where people come to be found. Have you been here before?" "Well, yes, once." "What's your name?" "Randy" "I'm Deb." Deb shook Randy's hand and looked him up and down. "I don't remember seeing you and I would've remembered seeing a hot young stud like you. We get mostly older, fatter guys in here." "I'm looking for someone who comes here." "Lots of people cum in here sweetie." "That's pretty funny but i meant.." "I know what you meant. She must have sucked your cock pretty good." Randy turned red. Deb started rubbing the front of his pants. "You didn't even see her face, did you?" "Nope, nothing." "How do you know it wasn't me?" Deb unzipped his pants and placed her hand on his cock. "I guess there's only one way to find out." Randy said Deb pulled Randy's cock free and fell to her knees. Randy ran his fingers through her hair as she licked the length of his growing dick. His cock came to life in her mouth and was rock hard in seconds. Randy knew this wasn't the same woman. She certainly qualified in the cocksucking department but she had no scratch on her face. There was one more thing. Deb had a stud in her tongue and the other woman didn't. Randy never had a woman with a pierced tongue before and the sensation was driving him wild. She started sucking harder and faster, rubbing his balls as she took him in and out of her mouth. She took her mouth off of him then started licking at his balls while she pumped his cock in her hand. Deb's long tongue reached behind his balls sending a shock through Randy's body. Deb pulled back and looked up into Randy's eyes. She knew he was close and flashed a wicked grin before swallowing his cock again, now moaning as she worked. Randy's balls tightened and Deb began pumping hard on his shaft as she pointed it at her mouth. Randy came hard, spurting waves of cum into her waiting mouth. "So, did I pass the test?" Deb said while licking her lips and fingers clean of cum. "I knew you weren't the one I was looking for." "Nasty boy. You just wanted me to suck that dick." "I didn't hear you complaining." Deb moved behind the bar and poured some drinks. "I suppose you're gonna ask me some questions about her now." "If you don't mind." "Well maybe there's something I need first." "What's that?" "Like I said, mostly older, fatter guys come in here." Randy moved behind the bar and pressed his body against her back. "My, you are a big boy aren't you." "What was it you needed?" Deb started moving her ass, grinding it against Randy's cock. Randy started rubbing her huge tits through her shirt. He pulled her shirt off then began squeezing again. Deb started breathing heavily. Randy reached into the ice chest and grabbed a handful of ice. He took some in both hands and pressed them to her nipples, pulling her back tight to him. Deb shuttered and squealed, but she loved it. "I think you know the woman I'm talking about." "Yes." she gasped. "You're going to tell me all about her." "Yes." Randy spun her quickly and they kissed , mashing her tits against his chest. "Fuck me." Deb whispered. Randy felt she was wearing no panties and he aimed his cock at her hole. She was sitting on the edge of the bar as Randy slid his length inside her. She threw her head back and laid back on the bar. Randy grabbed her hips and began thrusting into her. He loved watching her tits bounce and roll about her chest as he thrust against her. She grabbed her nipples and pinched them. Deb put a hand behind Randy's head pulling him towards her. The other hand lifted a tit and offered it to Randy's mouth. Randy sucked the ice cold nipple into his hot mouth sending shivers through Deb's body. He gently bit and felt her body tense with her first orgasm. Deb screamed out and dug her nails into Randy's back. This is the time when most of her lovers would stop, but not this man. Not this young hard cock. Deb was racked by another orgasm and began to wonder if he would ever stop, hoping he never would. Randy began to grunt into her ear, breathing heavily. His cock began spurting deep inside, sending Deb to a final orgasm. Randy kissed her then she whispered all she knew about the mystery woman into his ear. She really was a mystery woman. Nobody ever saw her face clearly and she never talked enough for anyone to know her. The only useful thing he learned was that the mystery woman usually showed up at the club on Wednesday nights. Randy pulled his soft cock from her and got dressed. Deb laid there slowly fondling her tits as she came down from her orgasms. Cum was running down her leg into the ice chest below. Randy said his goodbyes and left knowing two things. One, that he'd be back on Wednesday night and two, that he wouldn't be ordering any drinks on the rocks. Ms. Figgis Pt. 4 You should probably read the first few chapters before reading this. Thanks to all who sent feedback and encouraged me to continue the story Chapter 6 Wednesday couldn’t come quick enough for Randy. He was becoming obsessed with Ms. Figgis. She was now in his thoughts at all times. He didn’t know why he wanted her so much. Maybe it was because of the scene he witnessed in the bathroom, maybe it was because he felt sorry for her, and maybe it was because Randy knew she would resist him. She was so dedicated that she’d never have a workplace romance. The answer was probably all of the above but one thing was for sure, this obsession was changing him. He was a good looking guy and always did well with women but never acted aggressively or forcefully. He had a good heart and never would have acted the way he did with Julie’s friend Amy. He never would have called a woman a cunt, even if she deserved it. These were all secondary thoughts now, as his obsession pushed them out of his mind. He had to have Ms. Figgis, nothing else seemed to matter. Wednesday finally came and Randy made his way to the club. He tried to blend into the background as he scanned the club. The place was packed and it seemed all the people whispered as they noticed Randy in the corner. Finally, Deb made her way over to him. “I knew you’d be here tonight.” Deb said. “Where is she?” “Not even a hello? You could make a girl feel unappreciated.” Randy barely seemed to pay attention to her. “I don’t see her.” He said. “OK, come with me sweety, I have someone I want you to meet.” Randy’s face lit up as he thought this was finally it. Deb took him by the hand and led him through the club to an apartment above the bar. “Make yourself at home. I’ll be right back.” Some pictures on the wall caught Randy’s attention. He took a closer look and couldn’t believe his eyes. Deb came back into the room and handed him a drink. “That’s a picture of my daughter, Shay.” Randy gulped his drink. He knew Shay, she was a student of his with a reputation of being the class slut. Randy’s head was spinning, what if Deb knew who he was? What if she knew who Ms. Figgis was. “She’s a lovely girl.” “Thank you, actually she’s my step-daughter. She’s my husband’s daughter from a first marriage.” “You’re married?” “Yes sweetie, but don’t worry, Chainsaw won’t be home for hours.” “Chainsaw?” “That’s just the nickname he got in prison, but he’s harmless, he wouldn’t hurt a fly.” “I think I should go.” “Wait sweetie, I want you to help me with something.” “What’s that?” “My daughter is mad at me.” “Why?” “Because I fucked her favorite teacher.” Randy’s jaw dropped. She knew exactly who he was. This wasn’t good. Just then, Shay came into the room wearing nothing but a robe. Deb explained to Randy that she wanted him to have sex with Shay. She wanted her to learn what it was like to be with a real man and not the boys she’d already been with. “I don’t think I can do it Deb” “I just want you to be her teacher.” Deb said with a smile. “Sex is very important and I want her to learn the right way. I want her to learn how to please a man and how to please herself. It took me most of my life before I had my first orgasm. I don‘t want that to happen to her.” “She’s too young.” Randy said. “She was held back a year, she just turned 19 and she’s ready. I think you’re out of excuses” Deb took Shay’s hand and placed it on Randy’s cock. “Can you feel that baby?, that’s what a man feels like?" Randy was hard in seconds and he began kissing Shay. Her robe dropped to the floor and Randy carried her to the bed. Deb began undressing him from behind. Shay looked at his nude body and obviously liked what she saw. She looked over to Deb for instructions. “Take him in your mouth baby, like I showed you.” Shay leaned down and licked the head of his dick, then slowly took him in her mouth. She was good, not quite as good as her step mom, but still very good. Randy started to moan a bit as he guided her head. “That’s enough of that.” Deb said. “I want you to fuck her.” Randy climbed on top of Shay as Deb slipped on a condom and guided his cock into Shay’s wet pussy. She wasn’t a virgin but she was still pretty tight. He didn’t want to hurt her so he eased in slowly. She was so wet, he slid in easily. Now he was all the way inside her. She started to moan. “Oh, he’s bigger than the other boys.” Randy started to move faster now as he sucked a nipple into his mouth. “Mmmmm, none of the other boys even bothered with my tits.” She was really starting to move her hips when her first orgasm came. “Oh god, I never felt like this, it’s so fucking good. The other boys were done by now, please don’t stop!!” Randy always loved to make women cum and he loved making Shay cum for the first time. He wanted her to lose track of her orgasms. He turned her over and began to fuck her doggie style. “ Oh, it feels deeper now” Shay screamed. Randy looked across the room at Deb who was fingering herself in a chair. He was able to read her lips, “Fuck her, fuck her” She kept mouthing the words over and over. That was the last straw and Randy started to cum. Shay loved the feel of his cock throbbing inside her. She wondered what it would feel like shooting inside her without the condom. She also knew that boys her age would no longer do. She had to have a real man. Deb sat in between the two on the bed and gave each a kiss. “How was that baby?” Shay hugged her and said “I didn’t know it could be so good. I thought you were just acting in all those videos mom.” Videos? What the hell was she talking about? Just then Deb pressed play on a remote. The TV clicked on and he saw a tape of himself fucking Shay. “Sweetie, you sure do look good on tape, but I don’t think the school board would be happy to see you fucking one of your students.” “Don’t joke around, what are you going to do with that tape?” “Oh don’t worry, you’ll find out soon.” Randy got dressed and just got the hell out of there. He drove home at about 100 mph. When he finally got to his apartment there was a message on his machine. “BEEP… Hello Mr. Tucker, this is your boss Ms. Figgis. I understand you met my good friend Deborah and her daughter tonight. I think we have much to discuss young man. I will see you next week at school.” What the fuck is going on? This was now way out of control. Randy had no idea what to think but he wasn’t nervous anymore. He was excited. It seemed Ms. Figgis was somehow behind this whole charade. He liked the idea of her controlling him. to be continued... Ms. Figgis Pt. 5 Chapter 7 The alarm must have been ringing for an hour, but Randy slept right through it. He was exhausted physically and emotionally. There was no time for a shower so he just went to school in the clothes he slept in. What a sight, so much for his image. He stood in front of his class wrinkled and stinking of alcohol, smoke, and sex. The day passed quickly and Randy nearly made his escape when he was stopped by Shay on his way to his car. She was dressed in her typical slutty manner, a short skirt and a way too small top which showed off her huge tits. Randy found out later that her mouth watering chest was her 18th birthday present. Wow, what a family. "Hello, Mr. Tucker, I can't stop thinking about last night. I think I'm gonna need you again real soon" Shay said as she traced her finger down his chest. "Shay, that was a mistake. It can't happen again." "Oh, I think it will." Shay took out her cell phone and dialed a number. Randy tried to listen and only heard bits and pieces. "Yes, mom... he's right here... but I want him now... no I don't want to wait... I don't care what she has planned for him... please mommy... Please... pleeeeeeeeeeeeease... Thank you, I'll put him on." She handed the phone to Randy, "Hello." "This is Deb, you're going to do whatever my Shay wants, but you must use a condom. I don't want her getting pregnant. " Randy asked "what did Shay mean when she said SHE has something planned for me, is she Ms. Figgis?" Deb just laughed and said "you'll find out soon enough." Then she hung up the phone. Shay followed him back to his apartment and he hurried her inside so nobody could see. Before the door closed she was all over him, kissing and rubbing his chest. They moved to the bedroom and Shay went straight for his dick. She wasted no time in taking him into her mouth. Her head bobbed up and down the shaft making it grow against the back of her throat. Randy's hand rested on her head as she bobbed. "Oh Fuck, you're almost as good as your mother." Shay must have taken this as a challenge as her sucking intensified. "I want that big thing in my pussy again." She got on her hand and knees on the bed, "hurry, I want it now." Randy slipped on a condom and Shay looked disappointed. She wanted to feel him cum inside her but she didn't want to go against her mother's orders. "Don't tease me anymore, stuck it in me." Randy grabbed her hips and rammed inside her hard. He didn't care if she was ready for him or not. She screamed and bucked as her pussy was stretched by his hard shaft. He pulled her hips back hard against his thrusting pelvis forcing the air out of her with every impact. Now he slapped her ass and got the scream that he was looking for. "Scream, I like to hear you scream for me." Shay responded immediately, she loved the intensity of the fucking. "Yes, fuck me, fuck me, oh please fuck me." The orgasms started to rack her body and she screamed even louder. Randy gave a thought to his neighbors and muffled her screams with his hand. He shoved her head down into the pillows and he could still make out the words "harder, harder." Her pussy clenched in another orgasm, milking his cock into her. His cock exploded filling the condom deep inside her hot hole. "Mmmmm, that was even better than last night." Randy got dressed and ordered her out. "You got what you wanted, now get out. I don't like being used." Shay got her things and left. The next day, Randy called in sick. He packed his bags and left town for an extended weekend. Whatever was in store for him, he wanted to be up to the task. Chapter 8 Monday finally came, and Randy felt ready for whatever was in store. He wasn't sure if Ms. Figgis liked or respected him but he felt safe that she wouldn't do anything to hurt him. When he got to school, he went straight to Ms. Figgis' office. She told him to come back after classes ended. The rest of the day was hell. Randy felt like a death row inmate waiting for the governor to call. Classes ended and Randy made his way to Ms. Figgis' office. Finally, he'd know what was going on. "Have a seat Mr. Tucker." "Yes, ma'am." "Let's get right to the point. You fucked a student and we have it on tape. You will now do whatever I say. " "What do you have in mind." Randy said with a smile. "Don't smile at me. I have no use for men. I was married once and that bastard ran off on me, so I've learned to never trust men. However, I am still a woman and men do have one use. That's all I'm interested in. There are lots of women who think the same way, who've been hurt by men, who are stuck in dead marriages with limp dicked geezers. You will please me and you will please whoever I tell you to." Randy was shocked. "It sounds like you want me to be your whore." "You're already are a whore Mr. Tucker, now it will be official. We needed a replacement since Mr. Logan got in that car accident." "You mean I'm not the first." "Don't flatter yourself, although Deb tells me you have an incredible cock." Randy's mind raced back to the first night at the club. He looked at her face for signs of a scratch. There wasn't any, but it had been awhile, a scratch could have healed. "Ms. Figgis, how did you know I'd follow you to the club?" "Because you're a man." she laughed. "I saw you watching me in the bathroom. Honestly, did you think I wouldn't notice when you looked at me over the stall? I put on that show to see if you were a player and you took the bait. It was luck that you followed me that night. It saved me the trouble of leaving clues for you" "I have to ask, were you the woman behind the glory hole?" "You don't get to ask any questions. Maybe it was me but you'll never know." Ms. Figgis came from behind her desk and stood in front of Randy. "Show me this cock that Deb has been raving about." Randy stood and dropped his pants then his shorts, his cock hung heavy between his legs. He watched as Ms. Figgis took a short breath. "Oh my, I guess Deb wasn't exaggerating. It's huge." She smiled a bit then said "that will do, yes that will do nicely." Randy started to get aroused and his cock began to rise. Ms Figgis reached under her skirt and pulled off her panties. "I suppose I should try you for myself before I send you out to my friends." She lifted her skirt and bent over the desk placing her hands flat on top of it. Randy eased up behind her, stroking himself to full erection. Her pussy was wet and he ran his cock up and down it's lips. "We don't have all night Mr. Tucker, just stick it in and... Mmmmmmmph. Yes, oh that's nice, mmmmmmm." Randy had shoved insider her mid sentence and for once she was left speechless. Now he was easing himself in and out. He didn't want to go too fast. He was too excited and he wanted to feel her pussy as long as he could. He also wanted her to cum. She began to hump back against him, encouraging him to pick up his pace. Now a bit faster, he sunk his whole length inside. Her hands reached out and grasped the edge of the desk, holding it tightly. Randy reached underneath and rubbed her clit while he fucked her. He watched as Ms. Figgis' knuckles turned white grasping the edge of the desk. She started to cum and randy thought she might pull off the top of the desk in her grip. Randy was close behind, filling her with his seed. Ms. Figgis took a moment to compose herself. Then she moved back behind her desk and sat down. She didn't say a word to Randy, just handed him a piece of paper with a name and address on it. "Be at that address at 7 PM sharp. " Randy looked at the paper then looked back at Ms. Figgis. "This is the mayor's house. Why do you want me to go there?" "You will go there and you will do whatever Mrs. Thompson wants. If she wants you to talk, you'll talk, if she wants you to tile her bathroom, you'll tile her bathroom, and if she wants you to fuck her, then you will fuck her. You are our personal fuck toy, get it." His head was swimming and he simply nodded and said "yes ma'am." to be continued... Ms. Figgis Pt. 6 Chapter 9 It was 6:55 PM and Randy had been parked across from the mayor's house for over an hour, just staring at the house. He couldn't stop the butterflies as he reflected on his unimaginable circumstance. It wasn't the sex that bothered him. That was the easy part. Even if he wasn't really attracted to the women, he was sure he'd be able to satisfy his...customers. "Are these women customers?" he thought. The word stuck in his throat and made him feel dirty. Is Ms. Figgis doing this for money? The thought made him feel sick. It wasn't long ago that Randy had fantasized about melting the icy Ms. Figgis, making her feel desired and giving her a gift of passion. That was all gone now. Ms. Figgis wasn't a lonely, repressed, good-hearted woman in need of a man's attention; she was a bitter, sadistic, shrew who used men as she used a toilet. Randy assumed that the women he was about to see were paying Ms. Figgis. A brief smile crossed his face as he thought, "Hey, maybe I'll make a few bucks out of this." The smile didn't last long as his optimism was quickly replaced with feelings of betrayal. It hurt to be treated so badly by a woman he once respected. The alarm sounded on Randy's watch. It was time, and something told him that he shouldn't be late. As he approached the front door, Randy remembered his only meeting with the mayor's wife. It was at one of the plays that the high school had produced and she wasn't exactly the warmest person in the world. Mrs. Thompson was not the most attractive woman in town. She was in her mid 50s but that's not what made her unattractive. It was her expressions. She always seemed to be in various states of anger or disappointment which made her face look harsh and weathered. The walk to the front door was much shorter than Randy hoped. As he extended his arm to knock, the door jerked open. "Get in; quickly", she demanded. Mrs. Thompson quickly closed the door and led him upstairs to the bedroom. So much for the small talk, Randy thought. The bedroom was huge, highlighted by the biggest bed he'd ever seen. "Hurry up, my husband will be home at 8", Mrs. Thompson barked as she removed her jewelry. Randy took a moment to check out Mrs. Thompson's body. She was wearing a beige silk robe that showed off a nice ass and what seemed to be some fairly large breasts. Her curvy figure was unexpected, since she usually dressed in unflattering, business type attire. Mrs. Thompson sat on the bed as Randy undressed. He stepped out of his shorts and stood in front of Mrs. Thompson, showing off his muscular body. "Hmm, I see why you got the job. Ms. Figgis always did have an eye for talent." The word "job" rang in Randy's ears and the feeling of betrayal returned. Randy tried to put it out of his mind and began rubbing his cock. As it became hard, Mrs. Thompson opened her robe giving a glimpse of her soft breasts. They were larger than he imagined but not the inflated monstrosities that some of his trophy girlfriends carried. Now things were picking up and Randy pointed his cock at her mouth. Mrs. Thompson pulled back and said, "Do I look like some sorority girl on spring break? You're here for my pleasure, not yours. Now get busy." Mrs. Thompson laid back and pulled Randy's head between her thighs. He got the not so subtle hint and began gently licking the outer fold of her pussy. "Mmmm, that's nice," she purred. Randy lightly traced his finger around the lips while he licked. Her hips began to move, inching closer to his face. His tongue darted quickly inside her pussy, now trying to penetrate her with his tongue. Mrs. Thompson seemed to approve as she began to moan. Next she felt his finger slowly entering her; twisting, then withdrawing. His tongue moved up to her clit as his finger kept its pace, slowly entering, twisting and withdrawing Randy quickened his pace, both the licking and the fingering, now adding a second finger to her dripping wet pussy. Two fingers thrusting and twisting inside her hot pussy. Mrs. Thompson ran her hands through his hair as she closed her eyes and enjoyed the intense feeling of having her pussy eaten. Randy's free hand moved up her body and squeezed her full breast. Softly playing with it and rolling it around her chest. Mrs. Thompson was riding the edge of an enormous orgasm. The powerful strokes of Randy's fingers inside her hot pussy were so intense. The pressure built inside her with each stroke, now three fingers in constant motion, thrust, twist, withdraw. Every time the same, like a machine, sliding in his long fingers, twisting at the wrist and withdrawing. "Fuck", she gasped, trying to hold back her orgasm, not wanting the feeling to end. Randy felt her pussy clinching his fingers, trying not to release. Her hips moving in time with his strokes, his hot breath on her clit, thrust, twist, withdraw; thrust, twist, withdraw; thrust, twist, withdraw. "Cum for me!" Randy said as he looked straight up into her eyes. "Fuck" The only word Mrs. Thompson could manage, her body writhing with pleasure. Thrust, twist, withdraw; thrust, twist, withdraw; thrust, twist, withdraw, her body tensed, the pressure inside nearly unbearable. She let loose a scream as her pussy spasmed out of control, drenching Randy's face with her juices. Her hips bucked wildly and his tongues followed, lapping the sweetness and causing further shudders. Mrs. Thompson's chest was heaving, having expelled all her air while she came so hard. Her body was trembling and spent. She took a deep breath as she began to regain her senses, the trembling now more like a low vibration coursing through her veins. "Get dressed," She said while pulling on her robe. "Don't you want me to..." "Oh, that's right, it's not sex unless the man cums." She snapped. "Didn't anybody tell you silly boy? Whores don't cum." Randy dressed quickly as Mrs. Thompson curled up in her bed. "I think you can show yourself out." Chapter 10 The next few months passed in much the same manner. Ms. Figgis would send him out to various women and he would do whatever they wanted. It seemed the only rule was that the visit could not exceed one hour. Ms, Figgis set that rule and none of the women dared break it. Many men dream of this type of situation, being used for sex, but for Randy it was becoming a nightmare. Some of the women were demanding like Mrs. Thompson and part of their fantasy was degrading a man. Those were tough days, but there were also some "appointments," as Randy came to call them, that were almost sweet and romantic. He met all sorts. Mrs. Tolbert liked being fucked by two men, Randy and her husband, while her husband called her a dirty cocksucking slut. Mrs. Camp liked being fucked up the ass while her husband jerked off in the closet. Mrs. Collins loved to suck cock, but her husband thought it was beneath a woman of her standing. He came from a powerful family and they married just after she graduated from college, leaving a campus-full of spent cocks in her wake. Mrs. Collins couldn't risk her marriage by picking up guys in bars, so Ms. Figgis' service was the answer to her prayers. Mrs. Johnson was a widow and she missed her husband. She didn't want sex, she wanted a companion and Randy was happy to help. They usually just talked or played gin; sometimes she would ask him to dance. Of course, she had to teach him first, but she had to do the same with her husband so it made her smile even when Randy would step on her toes just a bit. Randy met all kinds and his schedule actually became routine. Here's a typical day. Morning – teach class Lunch – get cock sucked by Mrs. Collins in school parking lot; be sure to cum in her mouth or she gets mad. If she wears red dress call her a nasty whore. If she wears blue dress, finger her ass and pussy while she sucks. If she wears yellow dress, pretend to be her son. Afternoon – teach class, eat Ms. Figgis' pussy during free period. Night – appointment with Ms. Spears, the school librarian. Ms. Spears was a surprising appointment. She was your stereotypical librarian, late 30s, small, frail, coke-bottle glasses, and her hair pulled back in a bun. He never figured her to be the type who would use Ms Figgis' special service. Randy figured this would be an easy appointment, she'd probably just want to see a movie or read poetry to him. He arrived exactly on time, just as usual, and Ms. Spears greeted him with a smile. As they moved to the living room, Randy admired her house. It was just how he imagined it, very conservative, with the feel of an English country home. "Please have a seat Mr. Tucker." "Please, call me Randy" Ms. Spears chuckled, "Yes, I suppose first names are in order under the circumstances." The conversation was very natural, they talked about work and relationships. Randy really liked Ms. Spears and he wondered why she didn't have a man in her life. She was smart, funny, and extremely kind. Her charity work was legendary. Ms. Spears wasn't a supermodel but she was no dog either, in fact, as the time passed and Ms. Spears began to relax, Randy started to see her in a different light. "I have to ask, why don't you have a husband? You're a great catch." Ms, Spears blushed, "I just haven't found the right man who shares my same interests." The hour was nearly up and it had gone just how Randy expected, even the tour of her personal library of rare books. "I guess we should go upstairs now." She whispered. As they reached the bedroom door, Ms. Spears handed him a blindfold and told him to put it on. She took Randy's hand and led him to the bed. "Wait here a moment, I have a surprise for you." It was kind of cute, she was probably just too shy to get undressed in front of him, he thought. Finally, Randy heard her return to the room. "Take off the blindfold." "I can't wait for my surprise." Randy's jaw dropped. He looked but he couldn't believe his eyes. The sweet mouse of a woman was gone, replaced by a menacing dominatrix in thigh high boots and carrying a whip. "Get on your fucking knees!" She commanded. Frozen in disbelief, Randy hesitated and Ms. Spears slapped him across the face, hard. "I said, get on your knees and don't you look at me, look at the floor!" "Yes ma'am" Randy relied. "Mistress, call me mistress, whore." "Yes mistress." She ordered him to strip naked and Randy complied. Soon his ass was bright red from the whip she carried. He dared to look up for a second and saw something he wished he hadn't. She was wearing a strapon and was in the process of lubing it up. "That's right, you're gonna get fucked." "Please, no, the hour is up, the hour is up!" Randy shouted. Ms. Spears looked at the clock and knew he was right. Disappointed, she left the room. Randy dressed and made his way downstairs. As he reached for the front door, he heard her calling from the other room. Looking him in the eyes, she said, "I never would have hurt you." "I'm glad to hear that." He said in a sarcastic tone. "I was hoping you'd be into it." "Well I'm not." "I guess you see now why I don't have a husband." She said as she looked at the floor. It was unbelievable, this woman was about to violate him in a way that would probably scar him for life but now he actually felt sorry for her. Not sorry enough to do what she wanted, but sorry nonetheless. "You don't have to come back again, Randy. It spoiled it for me when I saw that horrified look on your face." "I thought that was what it was all about." "It's not about being a sadist and hurting people for the sake of hurting them. It's about trust and love. I guess it's hard to explain." "Well I'm sure one day you'll find a man who loves you enough to take it in the ass." Ms. Spears laughed and kissed him on the cheek. Chapter 11 Lisa was the lone bright spot in what had become dark days for Randy. She had been hired on as a full time teacher at the start of the school year. Apparently Ms. Figgis must have liked her or she wouldn't have been hired, or maybe she just saw Lisa as another pawn to control. They usually ate lunch together. Mrs. Collins hadn't scheduled an appointment in weeks. She probably got a new pool boy. Whatever the reason, Randy was happy to spend time with Lisa. She was his only real friend. "Are we still on for tonight? " Lisa asked "Sure, I have to prove to you that I can cook." "I'll be the judge of that." It was nice to finally have a night off to relax. Some of the women had started to complain about Randy's energy, or lack thereof. Ms. Figgis decided that he did need a day off so there were no more appointments on Wednesdays. This had become movie night for Randy and Lisa. It was the only thing that kept Randy sane. Tonight was Randy's turn to host, which meant he was cooking and Lisa would pick the movie. Most guys would rather die than let a woman pick the movie, but Randy didn't care. It was just nice to have a relaxing evening at home no matter what chick flick he had to watch. "So, how was it?" Randy asked "I'm shocked, it was actually good. You can really cook." "Thanks, you see I'm more than just a pretty face" Randy joked. "I've always known you were more than that." Lisa said softly as she looked into Randy's eyes. They way she looked at him made him uncomfortable so he quickly changed the subject. "What movie did you get?" "Little Women." OK, so Randy cared a little about what movie she brought. "Oh, that sounds great." Randy said through a fake smile. "I'm just messing with you. I got Gladiator. I hate chick flicks too." "You rock." They popped in the movie and brought the wine into the living room. This was great, a good meal, alcohol, and high quality violence on TV. It doesn't get much better. The wine flowed and Randy just sank into the couch while Lisa cuddled next to him. He was exhausted and drifted off to sleep. When he woke an hour later, Lisa was snuggled close and her hand was resting on his penis. Randy shifted in his seat "Shhhh, it's ok." Lisa whispered as she lightly rubbed his hardening shaft and began to pull down the zipper. "Wait, don't." Randy said as he rubbed his eyes. "It's OK, I know the kind of girls you like Randy." It somehow seemed wrong, like he was taking advantage of her. Lisa dropped to the floor in front of him, her chubby little hand was now holding his bare penis. She began stroking it and he couldn't help but get hard as a rock. He just relaxed for a moment and enjoyed the slow strokes. Then he looked at her and it seemed wrong again. "Lisa, don't" "I want to." She said as she lowered her head towards his cock. "Stop." Randy said as he started to push her away. "I can do it. I can be like those other girls for you." She said as she began to cry. Randy pushed her away and zipped up his pants. Lisa slumped to the floor and sobbed. "Lisa, I don't want you to be like those other girls. You're better than them." "You don't have to be nice. I'm no beauty queen, I'm too fat. You can say it." "I don't think you're fat. I think you're perfect." "Yeah, right." She said as she started to make her way toward the door. Randy ran after her and stopped her in the hallway. He grabbed her and gave her a hug and Lisa sobbed into his chest. There was something different now. Randy wanted to kiss her. He thought about it and he knew it wasn't pity. He also knew it wasn't about sex. She really was beautiful and seeing her sad was breaking his heart. Lisa looked up and this time there was no kiss on the forehead. Their lips met and it was different than anything he ever felt before. They kissed again, slowly, deeply. Randy reached down and picked her up, carrying her to the bedroom. He laid Lisa down on his bed and undressed, now wearing only a pair of boxers. Lisa looked over his body, and smiled. "Are you sure about this?" She asked. "I've never been more sure." Randy replied with a smile. Lisa began to undress but she was hesitant. She was very self-conscious about her body, knowing that her chubby frame was far from the barbie dolls Randy usually dated. Randy sensed it and kissed her then removed her bulky sweater. Lisa crossed her arms in front of her breasts trying to cover herself. Randy put his hand on her belly then gave it a kiss. She wasn't skinny but she certainly wasn't fat either. Over the last few months, Randy had been with many full figured women and he actually started to prefer them. He liked feeling their soft curves instead of the tight muscles of the skinny women he used to date. Slowly, Lisa started to relax. She could tell that Randy liked what he saw and she let him undress her fully. He finally had a view of her large DD breasts that she kept hidden under layers of clothes and he began to lick and suck on her hard nipples. Randy climbed on top of her and aimed his dick at the entrance of her pussy. He looked into her eyes and gave her a kiss. "It's my first time." Lisa said. "You've never done this before?" Randy asked. "My mother always warned me about guys just looking for sex. I was waiting for the right one." "Are you sure about this?" "I've never been more sure." Lisa smiled. Randy kissed her one more time then placed the head of his penis at the edge of her pussy. He slowly pushed forward as Lisa gasped, her walls tightly grasping his shaft. "Shhh, just relax." Randy said into her ear. He just stayed inside her without moving, waiting for her to get used to him. Lisa relaxed and her hands began pushing against his ass. Randy moved slowly, letting her control the pace with her hands on his ass. She started to move faster and so did randy, now they were finding a pace. Lisa was moaning, it was starting to feel better and better. She pulled him close and kissed him deeply while he increased the pace. Her body started to tense and she came. The grip on Randy's cock was incredible and he knew he wouldn't last much longer. "I'm close." Randy grunted. He started to pull out but Lisa grabbed his ass and pulled him deep inside her while looking into his eyes. Randy erupted deep inside Lisa's warm wet pussy. Randy just held Lisa and stroked her hair until she fell asleep, but there wouldn't be much sleep for him that night. He wanted out of Ms. Figgis' web for a long time but now it was different. He couldn't stand for Lisa to find out about it. He had to get the tape back. The tape of him having sex with Shay was Ms. Figgis' power over him. He had to get that tape if he wanted to be with Lisa. To be concluded shortly...