0 comments/ 10225 views/ 1 favorites The Red Hat By: lovedreammassacre Darlene paused, placing her hand on the door. Why did I think I should go to this? A new intern at the office, she had only worked there for several months, and thought it would look bad to skip the company's Christmas party. Darlene had always been seen as the shy girl, and she was used to that role at this point. Who was she trying to impress by just appearing at this party? Shouting over dance music to co-workers was not her thing. She pushed the door open; her cute, petite nose caught the scents of burnt cinnamon and whiskey drinks. She looked around, not seeing anyone she knew, but then no one was calling attention to her. Noticing a second party room, there was a dance floor and a Santa Clause making the rounds. She was happy to blend into the crowd, at least for the moment. The Santa was dancing with other people, trying to grind with different girls as they walked by. She noticed some of her co-workers, but most of them already seemed paired off. She was surprised everyone was already dancing so close, it was only 9:30. One of her bosses, already obviously drunk, was talking with one of the other interns. Darlene made her way to the punch bowl, and then continued towards the boss to put in her appearance. ~~~ Josh was beside himself. He had gone to parties before, but always felt like just another guy, wishing some girl would notice him. He had had a good year. This, his first real job, at which he was quiet, but liked. He decided that for this party, he was ready to be noticed. He dressed the part. A few drinks loosened him up, and it seemed like every girl was ready to talk to him. He wasn't used to this much attention, but could quickly adapt. He walked over to where two girls were kissing on a red couch. What kind of work party is this? he thought. Everyone seems so uptight all the time, I guess they just need to get wasted. On of the girls waved him over. "What do you want for Christmas, Santa?" "Well, young lady," he replied and leaned in. The girl began kissing Josh. Slowly. Then faster—the girl's tongue working itself over his mouth. His hand went up and he cupped one of her breasts. They continued for a few more seconds before the other girl pushed him off. "Mine," she said. "Better luck next year, Santa." the first girl replied, and the girls returned to making out. ~~~ At least this isn't a totally dumb work party. Darlene thought, as she scanned the room. It seemed like everyone was making out at this point. She looked back at the two guys she was standing with, and tried to appear interested. Only 22, she had fooled around with guys at college parties, but she was usually pretty drunk at that point, and never really knew how it got started. Her eyes landed on the two girls making out. She couldn't tear her eyes away, but didn't want to get caught looking. The girls had become more aggressive, and while still in their party dresses, they were obviously petting each other down below. Darlene felt a trickle of moisture as it formed between her legs. The guys in front of her were her theoretical boss and Jeff, another intern. Her theoretical boss was a middle aged hack who had managed to float along in the art department. Jeff was kind of cute she thought, but too busy sucking up to ever notice her anyway. Darlene thought again of the girls, and wondered exactly where their hands were at that moment. She could feel her nipples rub against her bra, as she turned for another glance. Obviously getting turned on by them, she felt excited, but a little scared. As she turned to look, she thought she saw a flash of tweed—a jacket. No, he would never come to something like this, she thought. ~~~ Josh had never thought it would work like this. He'd already danced with several of the hottest girls in the office, and now this girl was practically shoving her tongue down his throat. He felt her breasts, and massaged them with both of his hands. Running a hand down over her waist and thighs, he could already feel a certain dampness. She asked, "Will you fuck me, Santa Clause?" Josh was still surprised he had gone through with any of this. New job, new apartment, new life; he had decided to go all out for the party. Yes, holiday parties being kind of a campy affair, but he considered renting a tux, or just wearing a good suit, with an elf hat, or something like that. But he was trying to set himself apart. Josh had decided to dress as Mr. Clause himself. ~~~ Darlene made her way across the room. She was sure she felt someone grab her butt as she passed, and that she could press charges, but she decided to enjoy the attention. She stifled the squeal she almost emitted, and continued across the room. There he was, Richard. Probably 20 some years older than her, no man in the room stood out to Darlene like him. Perhaps it was her own father issues, but Richard had been a reassuring and strong presence for her, since she had started working in the office. No one seemed to know what exactly Richard did at the office, but it was behind the scenes, with a strong hand, and no goal, or deadline was ever missed. Having consumed several glasses since discovering the mulled wine, Darlene felt her lips start to go numb as she approached him. Richard looked sagely forward, not at first appearing to notice her, as he surveyed the increasingly salacious crowd. "I'm very glad you could make it Darlene," He said in his low, well-measured voice. She blushed and could feel the dampness returning between her legs, as he finally looked over at her. "It's good to see you too," she managed. ~~~ Josh worked his hand between the girl's legs, tracing the elastic lines at the bottom of her panties. His own erection was straining below, inside of his red pants. They had started kissing out on the dance floor, but quickly made off on their own. They found a darkened, unused room in the restaurant, but which had high counters. Josh ran his hands along the girls waist as she girl hissed, "Saaaaanta." She dropped to her knees, tore open his enormous black belt, and immediately had the red pants down. She put his cock in her mouth. She was good. The girl swirled her tongue over his member, quickly, and then slow, seeming to love it. He thought about taking off his glasses and beard, but that's not what this girl wanted, he thought. He couldn't help, but start moving his hips and playing with her pony tail, as the girl tried to take his entire length down her throat. ~~~ Darlene knew Richard was what she wanted. She looked up at his well- trimmed beard, and the sparkle in his eyes that lay just beyond his wired frames. But moments, gave way to minutes, and she realized with Richard, this was not going to happen. She yearned for his mature arms to unnecessarily boost her onto a hotel bed, or better yet his own. She imagined he had constructed his own home by hand—somewhere remote, but near the city. But, after a few minutes of actual conversation outside of the office, she learned about the wife—despite him not wearing a wedding ring. The son in college, and how Richard himself had hoped to be a writer when he was Darlene's age. She made and excuse, and walked towards the hallway. Stopping by the cauldron of warm wine, she quickly downed two glasses. She felt so stupid, but making sure to allow no tears, she stumbled on out of the room, and towards the women's room. ~~~ Five minutes into the blow job, and Josh was starting to get there, but the girl seemed to be slowing down. He felt a wave of sobriety come over him. He took a sip from the bottle of wine they had grabbed at their exit from the party and looked down to her for answers. She was clearly falling asleep. No, no, no, this is not happening. This is not supposed to end like this, he thought. He tried to wake her, but her mouth and tongue had stopped moving, and all he could do was help safely lay her all the way down. She was absolutely drunk and asleep. He looked at his watch, it was only 10:50p. He looked at the girl and took another long pull from the bottle of wine. He sat for a few moments before taking another. He felt so stupid now. He wanted to take off the Santa beard and glasses, and throw the red hat away, but he didn't want to risk being recognized at this point. One more sip of wine, and he decided he'd go back to the party for a while, and come back to wake up the girl right before the party ended. The wine was beginning to hit him again. He made sure his pants were pulled all of the way up. He tightened his belt, straightened his beard, and snugging down his hat, he quietly slipped out of the room. ~~~ Just as Darlene stepped out of the party room, there he was. Her head spun from the mulled wine, and she thought it must be a dream at first. Facing her, stepping into the hallway opposite her, was the most emblematic and giving man of all time. Josh looked and caught her eyes, just at that moment. She blinked, clearing her eyes of unyielded tears, and knew he was really there. She reached forward, and ran her fingers over his white beard. A fear, but warmness flickered from within his eyes. Josh was motionless, unsure of how to proceed, but then he cupped her chin in both hands, and they began to kiss. Gentle at first, as if neither were believing it. Who was this beautiful girl, who had wandered right up to him, completely unaware of the situation he had just left. She felt like she was glowing. Already vindicated, walking right from Richard, into this situation. Their tongues darted into each other's mouths, as she felt a warming feeling below, for the third time that night. Josh took her in his arms, as they fully embraced. Surely this thing could not continue, he glanced around, for anywhere they could go. Sensing his nerves, Darlene regained her senses, and realizing the women's bathroom was just next to them, led him in, and towards the largest stall. He almost slammed against the wall, the second they were inside. They had never met before, but as everything was coming together, he wanted her now. Darlene had wanted to be thrown around all night, and this didn't disappoint. He began to paw at her breasts, but she noticed he definitely had a method. She began experimenting, and as she'd more forcefully put her tongue into his mouth, he would massage her breasts harder. She grabbed onto his beard, and pulling him closer, began to rub her crouch against his leg. Josh reached behind her back, unzipping her dress, and then unfastening her bra. Pulling her dress down in the front, he lightly held her throat with one hand, resting her head against the wall as he began to lick, and suck at her nipples. Her nipples totally hard at this point, Darlene let her eyes close, and the pleasure descend through her body. His lips could feel heat coming off of her body, and he began teasing and biting at her panties. From an angle she never had imagined, she massaged his scalp through his red hat, as he kissed down the length between her legs, introducing several fingers, and playing with her wet opening. He slid her underwear down, but continued lightly sucking and, as she carefully lifted each foot so that it could be removed. Not wanting to risk their time together, Josh stood, and gently repositioned her so that she could brace herself against a handrail that was along the wall. Darlene looked back at him and smiled, even as she saw him finally remove his red hat, which shed drops of sweat. He lifted up her dress, observing her well-formed bottom. Running his hands down her butt and thighs, letting his fingers tease between her legs, the lips of her vagina slightly puckering out in hands. He undid the oversized black belt, and lowered his red pants, letting his cock lightly stroke along her wet vaginal lips. He tore open a condom wrapper with one hand, and his teeth, and was quickly ready. Maneuvering his dick around, first touching to confirm that she was ready, he slowly pushed himself inside of her. Their bodies still for a second, he ran his fingernails lightly over the small of her back, and slowly began moving inside her. She was very wet, and he slipped in an out easily, grabbing her shoulders to hold himself in place. He reached in front of her and massaged her breasts, as he started using his hips in a circular motion. Faster. A little faster. Darlene was beginning to let out a quiet, high-pitched whine, as she thrust herself back against him. Harder and harder, taking in his entire length over and over. He grabbed one of her thighs and placed his other hand on her butt, guiding her up and back, maximizing his deep penetrations. When the moment actually came, both their legs tensed at the same time, again they were almost motionless, as they each let out a small cry. ~~~ Returning to the party, Darlene wore the red hat, letting it flop over her face. She knew her flushed skin screamed of sex, and she did mind obscuring herself. Josh told a waitress that she might need to check on some sounds in one of the back rooms and they began to make their exit. Darlene looked back to see the art department hack pontificating to Richard, who was solemnly looking forward. The lesbians were nowhere to be found. Josh and Darlene made their way outside and into the year's first snowfall. The Red Hat Ladies I really need to get a different job. NO I mean it, I HAVE to get a new job. You see, mine involves flying two to three times per week, and I hate flying. The crowded, noisy terminals, the bad food, and of course being treated like cattle in the long lines at security. And don't get started on being in the plane. We PAY to be stuffed into incredibly tiny seats, elbow to elbow with strangers who smell, spill over into my seat, talk to me incessantly, or have to get up to go to the bathroom every thirty minutes. Want to bet if they wash their hands after? I won't take those odds. And yet I am in a cab heading to the Reagan National airport, to catch a flight to another God forsaken hole, just to try and sell some more useless things to asshole people. Do I sound bitter? I hope so; otherwise I would be afraid I was not getting my story across to you. So I paid the cabbie, camel jockey, no surprise there, and went into the terminal to start another descent into Dante's inferno. I REALLY have to find a new fucking job. Curbside check-in, hope they don't lose my samples bag. Wish I could carry it on but it's too big. Fucked up airline rules. Go to Asshole Air ticket line; stand in line for too long. I look around at the other people in line and notice that most of them are old women with those stupid red hats on. Great, just what I need, a bunch of cackling old broads. Liver spotted crackling skin, sour old woman smell, and I don't want to imagine the deflated balloons they call tits. At least the flight is on time. Stop at Starbucks, pay too much for not that great a coffee, and eat a stale scone. With this kind of business, how do you have stale food? Did they plan it just to piss me off? Then comes one of my favorite parts, security screening. The long lines, hoping I haven't violated some new fucking rule TSA has put in this week. They must post their job 'want ads' in Monkey Weekly, because all their employees are idiot orangutans. Finally get to the screening machine, take off my shoes, for fucks sake, and go through the metal detector. BUZZZZZZZ. Christ, the machine goes off when I step through. The ugly woman manning the machine asks me in a foreign accent to go back and try again. BUZZZZZZ. Shit, ain't life grand? I pat my pockets, take off my belt, and try again. BUZZZZZZ "Fuck!" That got some dirty looks from the other passengers in line. Two more TSA monkeys, a guy and a girl, come take me into the back screening area. "Sir, we need to do a complete screening of you. Please raise your arms out to the side," the TSA woman said. She used the hand wand and scanned my body. BUZZZ. Of course it would be right at my crotch! Shit! "Sir, we need you to step behind the screen here and remove your outer clothes," the TSA woman ordered. "What the fuck could be setting off the detector? I don't have anything metal down there, bitch!' I spat back at her. Not like I have any stupid piercing like the idiot girl I banged last month. Why would you get your nipple and pussy pierced? They think that shit is sexy? Made me want to rip it out, see how that feels bitch. But I wanted to get laid so I didn't. The TSA bitch was speaking into her radio as I went behind the screen and took off my shirt and trousers. I better not miss my fucking flight! Both the screeners came into the room, with a third person, a large black woman. The black woman walked up to me and frowned. "Sir, my name is Ms Brown, I understand you are not cooperating with us. Federal regulations require that you cooperate in the security procedures here at the airport. If you resist, you may be arrested!" I was standing there in just my boxes, cold and pissed off. "Look, I didn't do anything wrong, your stupid screeners don't know what they are doing or their machine is broken. I don't have any fucking metal on me!" She brought out a second wand and ran it over my body. BUZZZ. GOD DAMN IT! Of course my crotch again. "Sir, please remove your boxers!" "No fucking way bitch! I'm not getting naked for your view, or anyone's view!" "Detain him!" Ms Brown said The man and woman grabbed my arms and the black woman lowered my boxers to the floor. They all smirked as they looked at my shrunken cock and balls. The supervisor wanded me again, really concentrating on my ass and groin. BUZZZZ! "Lay him over the bench. I will do the probing for contraband," Ms. Brown smiled. I was roughly dragged over to a padded bench and bent over it. "Bitch, I will sue your ass off if you touch me!" I tried to snarl, but this was getting out of hand. I pulled my arm away from the woman holding me and turned to the man to fight him off. I hate fighting naked, so hard to be intimidating. "Sir! Stop or I will be forced to use the stun gun on you!" I looked over at the supervisor and saw she had a stun gun aimed at me! Shit, could things get any worse? Oh yeah, the cavity search! I knew I was about to get arrested if I continued, so I decided to cooperate and see how that went. Couldn't hurt right? "Okay okay, I'm sorry. It's just been a bad morning. I will cooperate," I said leaning over the bench as the two other agents held my arms down. The black woman snapped on rubber gloves and put some lube on them. I hate anything touching my ass! She probed my asshole and slipped a finger inside. Oh fuck, that felt sexy for some reason. PLEASE don't let me get aroused with all these people here! She probed deeper, sliding in and out of my ass. I could feel my erection pushing hard against the bench. "I can see this asshole likes having his asshole fucked." WHAT did I just hear? No! Couldn't have. Two fingers went in and out of my ass. My cock pulsed. "Lilly, look at this pitiful excuse for a man, likes to have his ass fucked," Ms Brown said as she pumped into me. This was surreal. It couldn't be happening. I struggled but was held firmly. "Dan, do you want to fuck him in the ass? I bet that would really thrill him." Both the other agents laughed at me. "Turn him over on the bench, I am not finished with him!" she snarled. I was roughly laid back on the bench, hard cock waving in the air. Since I was so scared, why was I still hard? My legs were pulled apart. Ms Brown sat between my legs and pushed a finger up my ass again as she roughly grabbed my erection. "Listen asshole. You are about to be dragged, 'handcuffed and naked' with your pitiful weinie waving in the air, through the terminal, for all to see, back to my office, where you will be arrested and jailed. Do you want that to happen?" All the air left me. "No maam" I said meekly. "You are an asshole and really need to be taught a lesson. So listen carefully. Do what ever I say, and you will get on your flight without being arrested. Hesitate and you will regret it for a very long time. Understand?" "Yes Maam" "Ok Dan, do you feel like a blow job? Asshole here would love to do that for you." NO, oh fuck, I didn't hear that did I? Please let me wake up from this nightmare! Ms Brown had removed her fingers from my ass and was holding the stun gun. Dan was unbuckling his belt. I can't tell you the details of the next 20 minutes, but just say that none of the three people in that room had the best genital hygiene. I felt disgusted and sick. And Ms Brown took great delight in fucking my asshole as I performed on the other two. The pictures she took of my sucking cock were to insure I didn't report them. As if I would repeat to anyone what happened to me! They let me get dressed, but Ms Brown kept my boxers for a 'souvenir'. "And Asshole, take a lesson here. Be polite and cooperate and life will be better for everyone. Be an asshole and get fucked by DA WOMAN," she laughed. Even though it was morning, I found the bar and got a drink. OK several drinks. And I still had the flight to enjoy. Boarded the plane and found my seat. Between two red hatted ladies, on a plane full of red hatted ladies! At least the day can't get worse than it started. Finally in the air, I settled back and tried to relax. Why I got an erection from having my ass played with kept turning over in my mind. I was actually embarrassed by that. The rest was just disgusting. Damn, I was getting hard remembering her fingers. I was snapped out of my daze when the stewardess came to my seat. She was a very attractive, young black woman. "Mr. Bard? I am Tanya, your flight attendant. I have a message for you, from Ms Brown. She told me you would understand," she giggled. Oh shit, oh fuck. NOOOOO. I opened the note. "You will do everything my daughter Tanya tells you to do, or those pictures will be exposed. And remember to be polite! Have a nice day ASSHOLE!" I looked up at Tanya in shock. She batted her eyelashes and left. I must have looked crushed, because one of the red hat ladies asked me what was wrong. I started to tell her to shut the fuck up, none of her business, when I thought better of it. Didn't want to start any trouble. "Thanks for asking, but it's just been a bad day," I told her. Being polite might have been the wrong move because the old lady started in on this longgggg story about how much she missed her husband, how lonely she was and how young people didn't think old people needed affection any more and how wrong that was. Maybe I could ask for a different seat. I had noticed an empty row of seats in the very back, and I asked the other stewardess if I could move. She smiled and took me back. I sank gratefully into the vacant row. Just as I was getting comfortable, Tanya came back to me with a soda and some pretzels. She took the can of soda and poured it over me! I bolted up and yelled at her, "What the fuck are you doing?" "Mr. Bard, calm down, I accidentally spilled on you, sorry. But please no profanity!" She smirked as she daubed at my wet clothes. She handed me two blankets and told me to take off my shirt and trousers, that she would dry them as best she could. I looked at her in shock. "Umm, that's ok I don't mind being wet." "Mr Bard, I asked you politely, now do what I said! Don't worry; you will still have your underwear on. Oh wait, that's right, you DON'T, do you?" Oh shit, oh fuck, it was still going on. I tried the best I could to remain covered as I took off my clothes, handing them to Tanya. The women across the aisle watched my gyrations and were laughing. Of course they wore Red Hats. Tanya came back and leaning over to me, whispered, "Remember be nice and cooperate. Or else!" She then leaned over to the two red hat ladies and had a long conversation with them. Their eyes kept shooting in my direction with shock and something else in them. Lust? One of them came over and sat beside me. "Hello young man, my name is Sylvia. From what that nice young stewardess told me, you need to be taught a lesson. She also told me you like to get it in the ass. Is that right?" My shock and confusion must have been obvious. Did this old lady just say that to me? She shook her head and said in a louder voice, "I asked you if you like to get fucked in the ass young man! My husband liked it too, so I know what that is about. I am waiting for an answer!" I heard many whispers around me as the little old lady's hand gripped my cock. This was surreal. "If I don't get an answer, we will just find out for ourselves. Agnes, Doris, come help me!" She had tugged off one of my blankets, but I clutched the other to me tightly. Her two friends, also Red Hats, came over to my seat and giggled. Tanya shot me a look as she came down the aisle. "Is he giving you ladies any trouble?" Tanya asked . "Well, he didn't answer my question, but no matter, we were about to find out for ourselves. He does seem attached to that blanket. Could you take it away for us?" Tanya looked sternly at me and held out her hand. Oh shit, oh fuck, why was I such an asshole to people? I handed it to her and everyone looked at my nakedness, with my old lady still holding the beef. Sylvia, who had my cock in hand, told me to stand up and face the front of the plane. I saw a sea of eyes, topped with their red hats, staring at me. "Give me some hand lotion Doris, I don't want to hurt him, too much," Sylvia said. I jumped as I felt a cold bony finger probe at my bottom. A few forays around the rim and then a deeper delving. Her now lotioned other hand re-gripped my hardening cock. "See girls, he DOES like it. I am getting a reaction already. Oh this is a sensitive one. We will have fun here." In spite of the embarrassment and who was doing this, I was now fully at attention. "Wait a second Syl, I thought we were punishing him, not rewarding him. It looks like he is enjoying this too much. I have an idea," Agnes laughed. She whispered in both the ladies ears and they giggled and blushed. What were these old women up to? Sylvia still had that slow stroke going on both sides of me, when she ordered me to lie down on my back across the three seats. I admit I was very aroused and at this point just wanted my orgasm, no matter who gave it to me. But the ladies had a different idea. Agnes had bunched up her long skirt and was tugging her wide cotton panties down and off. She moved over to me and looked down. I could see her gray pubes, sparsely covering her flapping pussy. "It has been a very, very long time since I had someone lick my pussy, so you had better do a very, very good job young man!" Oh shit. Oh fuck! I only dated women at least 10 years younger than me. I liked them slim and fit, no sags, no lumps. Only tight 20-something pussy for me. Until now.... I think the expression is 'did a train' on me. Who knew that old women still liked that sort of stuff? I never ate so much pussy in my life. My jaw ached, my tongue was about to fall off. The smell of stale talcum powdered pussy invaded my brain. Enough! PLEASE! I looked up at the next woman in line. Her dress was pulled up like the others. My eyes were closed as she squatted over me. Then a cock slipped into my mouth! Oh shit. Oh fuck, not again. Of course someone had to pick that moment to fuck my ass again. HATED having that in my mouth while I had a rock hard erection. Hoped the red hat tranny was too old to have an orgasm. Looked up to see Tanya was the one fucking my ass. Like mother, like daughter. She was laughing at me with the slowly hardening cock in my mouth. Tanya picked that time to really start stroking my cock as she ass fucked me. "Gather round for the big finish girls! Get out your cell phone cams. Come on I know you girls are modern women." Sure enough, I could see and hear the clicks of pictures being taken. I was getting close to cumming, so I stopped sucking. The Red Hat took her cock in her hand and stroked it in time with Tanya. Her cock slapped my cheek with every stroke. Tanya must have taken lessons from mom, because she had me on the brink in a minute. Red Hat was getting close too. I came first, my hot goo spurting out in the cold cabin air, burning my skin with shame. Then Red Hat orgasmed, her cum adding to my mess and humiliation. I awoke with a surge out of bed. As I fell to the floor, joyfully realizing it was all a dream! Not a dream, a nightmare, a fucking nightmare of epic proportions. Where had that crazy dream come from? What had possessed me to think those disgusting thoughts? I needed therapy or something. Then I remembered, I have a flight today. The airport, the crowded plane, all that was ahead of me still. Then I laughed. I would be the most polite motherfucker in the world. TSA would never get cooperation like they got from me. I didn't even wear a belt to the airport. The cabbie got a great tip. Say one thing for me, I know how to learn a lesson! The Red Headed Goddess Megan was a stunning red head that always came to the bar and restaurant I worked at. I had a crush on her since I was about 16 years old. She was defiant of aging; she looked no older than 25 at the age of 35. She had the appearance of the ultimate cougar, yet she would never take any young, lustful man home. She was a tease, an expert flirter who could manipulate any man into buying her a drink. She would show up at the bar in a white blouse, showing miles of cleavage. Her breasts were not large, but she always managed to have incredible cleavage. She would wear black slacks, hugging her sumptuous ass and running down her endless legs, and a pair or sexy black sandals. She was a vision. I had fallen victim to her seduction; except all I got out of it was thank you for the four drinks. She would lead you on to the brink of insanity, and then disappear with no concern. But the next time you saw her, you were holding your wallet out again. She was addicting, and the juice was never worth the squeeze. I went into the bar around 10:30 and bought myself a drink. It was a slow Wednesday night, a few stragglers drinking away their daily misery. I took two sips before Megan walked through the door. The sight before me was epic: a dark red dress, gripping the curves of her body and sending me over the edge. She was alone, a very rare occurrence. "Hey, Jack?" I turned to the bartender. "What's up?" "Shot of tequila," I looked at Megan and waited for her to see my eyes. Jack looked at me, and then her. "Two?" He asked me, waiting for me to cave in to her teasing visage. I looked back at her and then Jack. "No, one is fine." I looked at Jack. I wasn't going to give in to her seduction of my wallet. And I wanted to make sure she knew I wasn't caving. I put the shot back as Megan approached me. "See we're taking out the tequila early tonight, huh Mike?" God her voice was sexy. My knees weakened with her smile, and I could feel her sucking me in. She was incredible. But my recent success with older women has left me feeling confident. I had never felt so confident in all my life. Tonight I was going to raise above her little games. I wasn't going to be her pawn tonight. "It is a Wednesday." I said, a stupid joke that we both fake laughed at. "I just had the worst date ever." She said as Jack handed her a drink. "Is that so?" I said, acting aloof. She went on to tell me about her pitiful date, a pushover of a man that killed her with kindness. And then it daw ned on me. Her beauty and flirting always lead to men bending over backwards to get her attention. But she was just like most women, and rising above her games and posing a challenge would bring her to me. I acted indifferent all night, and didn't offer to buy her a drink once. I could see her caving; she followed me out for a cigarette, she touched my hand more than often, and began talking in more depth about her life. She usually avoided talking about her life in the bar, yet she was telling me everything. She was hitting on me, but not for a drink. She even offered to buy me a drink. She began complaining about her love life, and I could hear my opportunity knocking. "He was such a cold lover. He never really made me feel like a woman. It was like he was never really into it. I just-" I cut her off there. "Not into it? Have you looked in the mirror Megan? Not being into it with you is called homosexuality." "Oh yeah? You think so?" She was obviously fishing for a compliment, but my cockiness began to dwell inside of me. I was going to tell her something that would catch her completely off guard. "You want me to be honest?" I asked, giving enough time for her to nod. "I would savor every inch of your body. I would make you feel more like a woman than you ever have in your whole life. I don't care if it would take me all night." Her face was stunned, completely caught off guard. She was either completely into me, or I was about to be slapped. I didn't give her the time to, and I got up and walked outside to have a cigarette. I lit it and watched her staring at me from inside. I knew that look in her eyes; it was lust. I felt my body rush with excitement. I figured out Megan. I watched her take a shot of tequila and walk to the door towards me. "You talk a big game Mike." She said, lighting her cigarette. "I prefer the walk better than the talk." I said, taking a drag through my smile. She smiled back, almost laughing. I could see she was thinking about something. Suddenly she flipped her cigarette, and turned to me. "So let's walk." Her voice was seductive and I felt my heart flutter and then try to catch up. My body was racing as she took my hand and we began walking to her car. "I have to pay Jack fast." I said. I was completely overwhelmed with what was happening. "I took care of it." Her voice filled with lust and impatience. "Okay, where are we going?" I asked, trying to get some control on the situation. "My place." We got to the side of the car and I grabbed her waist. I turned her towards me and pressed her back against the side of her silver Honda Accord. I kissed her hard and she kissed me back. I finally felt the ass I have been wanting for so long, and it was amazing. My cock was hardening already, and I pressed it into her as she bit my lower lip. She moved out from underneath me and got into her car. I got into the passenger seat. Once in, we began making out again. She wasted no time getting the car in drive and leaving the parking lot. I ran my hands up along her thighs and could feel her writhing in her seat. I kissed and sucked on her neck for most of the drive. "I can't wait to taste you." I whisper into her ear, and slowly suck on her earlobe. She moaned, and I could feel her pressing harder on the acceleration pedal. "I have a surprise for you." She said, her voice getting sexier by the second. "What is that?" I said, caught up in the moment. "I'm not wearing panties." She said and turned towards me. Her blue eyes filled with raw sexuality. My hand immediately reached for her soaked loins. My mind went crazy as I felt her wetness. She was soaked. We got to her house and got out of the car immediately. I ran my hands all over her body as she unlocked her door. Once in, she immediately walked to her bedroom. I closed the door and took off my shoes; I looked around at her house and wandered in the dark for a moment. A light went on down the hall and I walked towards it. I found her lying on her bed, stripped to her skin. She was waiting for me, and I wasted no time taking off my shirt. I took in her body, the lightly tanned skin with random freckles, the perky breasts with small nipples, the definition in her stomach, the precisely trimmed public hair, her perfect legs, and the list goes on. I stripped the rest of my clothes and got on top of her. I kissed her. "You ready?" I asked her. "For what?" She responded. But I never answered. I kissed my way down her neck, and collarbone. I worked down further, taking her nipple into my mouth. I sucked it, nibbled it, and ran my tongue over it again and again. She moaned lightly as I rubbed her other nipple with my fingers. I continued on down her stomach, biting her lightly on my way down. As my lips reached her pussy, I was suddenly victim of her heavenly scent. I licked between her lips slowly, letting her feel the texture of my tongue. She was soaked, and I continued to slowly lick up and down between her pussy lips. As I wrapped my lips around her clit, her body jumped, and her back arched in pleasure. I pressed the tip of my tongue against her clit and heard her moan. I fluttered my tongue on her clit, and her moans grew louder. I sucked on it lightly, and pressed my tongue into it harder; her hands moved through my hair. She subconsciously raised her legs, as she prepared herself for her first orgasm. I continued to attack her clit with my tongue, and not planning on stopping until she came. "Oh go-, Oh go- Oh God I'm cuming." She panted; her legs shaking and hips moving as I tasted her wetness seep from her pussy. I lapped it up, moaning at its delicious taste. Her legs rested back on the bed, her muscles finally relaxed as she caught her breath. I licked her pussy again, as her body jerked and she smiled. She tried to get up but I pushed her back down to the bed and leaned in to taste her pussy again. I sunk my tongue deep inside her, tasting the inside of her pussy. I began fucking her with my tongue, sliding it as deep as I could inside her. Her hips began to thrust up to my tongue, and I could feel her wetness allover my lips. I sucked on her pussy lips and then plunged deep inside again. She gasped, and I began licking between her lips over and over again. Her hands gripped the sheets, and I could feel her cum again on my tongue. "Mmm, Mike, that was so good." She was rubbing her body all over. It was an incredible sight. She tried to sit up again, but I pushed her back down again. "I'm not done." I said, looking up at her as I licked her clit. She put her head back in ecstasy and then lifted it again to watch me. I lifted my head and watched her expression as I slid a finger inside her dripping pussy. She exhaled slowly, writhing her ass, and I lowered my lips back to her clit. I looked up and watched her as I fingered her g-spot and sucked on her clit at the same time. She threw her head back again. "Oh, fuck Mike!" She yelled out. She bit her lip and looked back down at me. She moved her hips up and down, the motion driving me to the brink of premature ejaculation. Her moaning increased, she began lightly panting as she pressed the back of my head into her pussy. I licked as fast as I could around her clit. "I'm going to cum again! Oh yes! Yes! Yes! Yes!" She came again; her legs were shaking a lot this time, as if she lost control. I loved up and kissed her hard, letting her taste herself on my tongue. We broke from our kiss and she looked at me with eyes flushed with passion. "That was good." She said, catching her breath. "Now I get to taste you." With that she reached down and began stroking my cock. Her hand wrapped around my cock and a jolt of pleasure coursed through me. "Mmm it's thick, and the skin is so soft. You want me to suck it?" She asked, getting dirtier with each lustful moment. "God yes!" I laid my head back as she moved down and took my cock head into her mouth. She sucked the head, swirling her tongue over the tip. She moved lower and licked my balls. I almost lost it. "Your balls are so big and nice. I have never seen any look this clean and shaven. I have to have them in my mouth." She sucked the big orbs into her mouth, pulling on my sack, making me moan. She stopped sucking and licking me and laid down on the bed, wiggling her beautiful ass in the air. I climbed on top of her, my thick cock prodding the bottom of her ass. I thrust forward, allowing the tip of my cock to penetrate her pussy. She gasped as I penetrated deeper and deeper. She grabbed hold of my right arm and nestled her face against it as I filled her completely. I began nibbling her ear as I slowly thrusting in and out of her. I whispered as I sucked her earlobe, "How does that cock feel Megan?" "Oh, yes Mike." She grunted back. "Harder!" I quickened my pace, my hips slamming against her ass, my ass clenching with each pump. Her moaning grew louder, her ass pushed back harder against my thrusts, and I could feel her orgasm coming. I kept my pace, feeling my body sweat in the heat of the night. I looked down to see her neck glistening with sweat. I leaned down and licked the sweat from her neck as I pounded my cock inside her harder than ever. Her hips collapsed beneath me as she quivered in orgasm. She looked over her shoulder and I met her with a kiss, slowly working in and out of her still. "You going to fuck me all night or are you going to give me that cum?" She asked lustfully. The sexiness of her voice almost made me cum immediately, "What do you want?" I asked playfully. "I want that cum." With that I began thrusting deep and rhythmic, squeezing my ass together as hard as I could. "That's it, harder, deeper, make that cock cum Mike!" I pulled out, stroking it hard, getting ready to cum allover her back as she flipped over. Her eyes gazed as I stroked my cock, waiting for her creamy reward. Our eyes made contact as my orgasm struck, and I could feel the load of cum traveling up my cock. I pumped again on my cock as cum came shooting and oozing from the tip. It showered her, landing on her chin, her neck, her pussy lips, and everywhere in between. I panted, staring into her eyes. "Mmm Mike, wow. That was a lot of cum," She looked down to see her naked body covered in my cum, and ran her fingers through the puddles. "It's so warm." She brought her cum covered fingertips to her mouth and sucked them clean. "Mmm so good." She said as she smiled. I watched intently, feeling my depleted sex drive filling again. "Let me give you my number Mike, I think you deserve it." The Red Herring Author's Note: This is the first story I've posted to Literotica and, for some reason that defies all of my intuitive reasoning, I have decided to lead with a non-erotic story. Oh well! This one turned out differently than I had planned when I sat down to write it, and didn't exactly work out with the ending I originally wanted. To that end, I think the ending may end be found to be too "out-of-left-field". If you feel like braving a somewhat choppy story though, please do! I hope you enjoy my first foray into the Literotica community! Thanks for reading! :) -~-~-~-~-~-~-~-~-~-~-~-~-~-~-~-~-~ How do you begin a lie? To tell a lie is easy; you need only a few words, though no words are best—for the best lies are told in the fewest words. But lies do not begin when they are told. Even the most innocent of lies, like children, are not without fathers or mothers—but where does it begin? "You wouldn't dream of it!" My wife of seven years sneered, and I began to wonder just how her professional career had flourished as well as it had. A trained therapist herself (though not quite smart enough or motivated enough to have become a psychiatrist), I would have imagined her comprehension of such a situation to be more grounded. Here is a man of wealth and status, standing naked on a $2,000 couch, a red petrol can lying on the floor beside him, emptied of its contents only moments ago. On the table in front of him, his clothes are neatly folded and stacked, his cell phone beside them. He holds in his hand a packet of cheap matches, which he could strike to life at any moment and turn the room into an blazing inferno. It would an absurd scene to any onlooker, with her draped in a fur shawl and evening gown by the door, and him, naked but for a book of matches. And yet, she does not see the direness of this situation—of my situation. It is an ornate library, one that we built, decorated and kept together. It is the most beautiful part of the entire house, with two floors of books and furniture, and bay windows that catch the sunrise on one side and the sunset on the other. It is like a heart where we put all of our treasures, all of our memories—all of our secrets. "Oh, I would, I would!" I told her matching her sneer with equal devastation, and shaking the matchbook in my hand. "I would see this whole house burned down to the ground before I left any of it to you!" I could see a kind of recognition in her eyes then. It was a distant kind of recognition, perhaps toying with the idea of an insignificant memory; perhaps it was a recognition of the room we both stood in; or perhaps it was the passing recognition of my body that she once knew better than me, now naked and slick with gasoline, glistening in the room's soft light. Perhaps she was inebriated—she told me she had been attending a gala, or a social, or some kind of well-to-do, "Save the Something" event that night. Whatever she recognized in that moment, it changed her. "John ... " she whispered. "This is not how we should be discussing this. Please. Put the matches down." "You tell me, Andrea—you tell me where you were tonight!" I touched the match to the strip, showing her just how serious I was. She took it as an invitation into the room, her hands outstretched towards me, as though trying to calm me—as though I, her husband, was one of her patients! She continued moving towards me like Cruella de Vil cornering a helpless Dalmatian. "I know where you were!" I told her, as she took another step closer. "I know where you go—to that bar. I know you go with him. I know what you do!" "John, you need to put the matches down and we can talk," she spoke again and took a few more steps towards me, her eyes flickering towards the matchbook. Her voice was soothing. Despite how it might have looked, I was no loony. I knew everything. I knew she was involved in a particularly torrid affair with a doctor from the hospital where she worked. I knew his name was Conrad and his address was local; I knew his wife was named Pepper, and his daughters Maggie and Sophie. I knew they had met at the Red Herring, a respectable bar for married singles looking to shed the inauspicious vows of wedlock. I knew, during seven years of marriage, she had been faithful for two. I knew she loved him, and I knew she planned to leave me very soon. "Just—just tell me why!" I demanded in my most frantic of tones. "It's okay, Johnny," she whispered to me, moving closer and closer—she was near enough to touch. "Everything's okay, just put that down and we will talk, okay? I'll tell you whatever you want to know." She was at least calming to listen to. I looked far beyond her, into the empty black bay window. It was dark outside, only a single street shone, somewhere far in the distance. There was no moon, no stars—and then suddenly, a glimmer of light—a sign!—and I knew exactly what had to be done. "No!" I yelled, startling her. She was less than a meter from me and lunged at me with an uncanny proficiency. Andrea grabbed me by the waist and wrestled me onto the floor. The matches flew from my hands and slid across the carpet, well out of my immediate reach. I clawed and kicked at her, and she scratched at my naked body. I could smell alcohol emanating from her as she fought with me on the ground. I managed to move out from under her for a brief second and lunged towards the matches. At every second, she clawed and scratched and struck my body, trying to get an advantage. She was much stronger than I imagined, or perhaps simply had a much stronger rush of adrenaline than I. In the chaos of struggle, amidst her barrage of kicks and scratches (and I think there was even a bite) she wrestled me to the floor again. She sat on top of me, trying to tie my hands with a nearby electrical cord. I could feel the burning of skin where she had scratched and clawed at my body. My nose was bleeding and I and could already feel bruises developing across my body from the fall to the floor. "Help! Help!" I yelled, as she scooped up the matches and rose to her feet just out of my reach. "Help me!" I could hear the pounding of footsteps, and shouting from distant figures. "She's going to kill me!" I yelled louder. I looked up at Andrea, at my sweet wife, and our eyes met. At last, she understands. From my view on the floor, the smell of gasoline and the sound of gunfire, the memory of what happens next is obliterated. All that is clear to me in the next moment is my wife—my darling wife—lying calm and still on the gasoline-soaked carpet. Her mouth is agape. Her hand, outstretched, clutches at an open book of burgundy matches. On the inside, it reads: Conrad (347) 555 1205. And on the outside: The Red Herring, Bar & Grill. Oh, my darling wife—you should know I think of you often. I keep your matchbook tucked away in a corner of our library. This place is like a heart, my love. This is the place we keep all of our treasures, and our memories; this is the place where we keep all of our secrets. The Red High Heels Tally stood in front of her full-length mirror and smiled. As she spun around her dress barely moved. It was clinging to her body in all the right places and she loved it. Tally was five and half feet tall with long blonde hair. She had curled her hair and the beautiful blonde ringlets framed her face perfectly. She had dark eye make up and the perfect shade of pink lipstick. When she licked her lips, the tiny stud on her tongue was visible. Her shoulders were bare as the dress has tiny spaghetti straps. Her skin was a golden brown, perfectly tanned from the summer at the cottage. Her ample breasts were pushed together and revealed a large amount of cleavage. Her red dress barely made it past her hips and snugly hugged her thighs. Her hips were in perfect proportion to the rest of her body and when she turned, she saw the back of her dress barely covered her backside. The edge of the red material was millimeters from the edge of her panties and she knew that if she weren't careful the black material of her thong would be visible. Tally's eyes went down her body to her thighs. She was wearing red fishnet stockings with an edge of red ribbon around the top. It was tied in a cute bow, but she was nowhere near to being cute tonight. The dress covered the ribbon edging, but Tally knew that when she sat down the dress would ride up to reveal her smooth dark legs. Her legs were tapered and the red nail polish of her toenails blended well with the red of the stockings. Tally's eyes were glued to her feet and she could feel her pussy getting wetter. Her feet were small for her height and she was wearing the shoes he had bought her. They were red leather platform shoes and were so high she would be taller than him. They were open toe so her cute kissable toes were jutting through the space, covered delicately in the sexy stockings. The straps wrapped around her dainty ankles exactly right. Tally spun around again and slid the stiletto heel of her left foot up against her right leg. She loved the feel of her shoes and grinned. She imagined running her foot against his pant leg and was eager to see him. Tally waited patiently in the front lobby. It was decorated nicely with a high chandelier and expensive couches. The hotel was near the airport and the flow of traffic was enough that she would not be noticed. She crossed her legs and waited for him. She was breathing hard. He had told her to shave completely and as her pussy lips rubbed together, she felt the wetness pool in her panties. Her clit was pulsing and she was desperate to see him. Tally glanced down at her gold watch and saw that he was five minutes late. She squirmed in her seat, worried that she would leave a wet spot. She needed his cock inside her. She needed his large strong hands holding her feet up as he pounded inside her. She needed so much, but couldn't do anything but wait. Finally, he arrived. He was wearing his gray business suit with the black tie. He had his carry on bag over his left shoulder and was towing his suitcase behind him. Both pieces of luggage were part of a black matching set. Tally got up and waited. He was walking quickly and when her eyes glanced to his crotch, she knew why. He needed it as badly as she did. Instead of walking towards her, he turned to check in at the desk. Tally watched helplessly as the clerk took his time checking him in. Her man was restless, trying to speed up the process. By the time he had the room key in his hand, he was looking very agitated. Tally could only stand and watch. He thanked the clerk nicely and then walked towards the elevator. He wasn't walking fast nor was he walking slowly. He didn't want to look too eager, but he really needed Tally. Tally followed and they met as the elevator doors opened. They both stepped in. "My flight was delayed. I'm sorry I'm late." "It's O.K. Do you like my outfit?" Bryce grinned. Of course he liked her outfit. He had picked out the outfit himself and had it shipped to her a few days before he was coming in to town. Normally, they looked at outfits together, but he wanted to surprise her. "Of course I love your outfit baby. You look amazing. How wet did your pussy get when you opened the box?" Tally giggled. He looked so relaxed as he asked her about her pussy and she really had no idea how he was controlling himself. "Very wet Bryce. I had to use the vibrator for a while to get the edge off." "Mmm." Bryce imagined the scene in his head. He was about to reach over to touch her when the elevator doors chimed and opened onto his floor. He walked down the hall, looking for his room. He stopped at his room number and opened the door. He knew Tally was close behind and wondered whether she was wearing panties or not. The moment they both entered he spun around and pushed her hard against the door. "Fuck you look delicious." Bryce pulled down her dress and latched onto her left nipple. His hands ran down her legs and pulled them around his hips. He massaged the instep of her feet while taking the few steps to the bed. Once he was sitting down, he leaned her back on his thighs and held her left leg. "Rub your pussy for me." Tally could only nod as she felt his warm hands massage up and down her stockings. She loved the feeling of the stockings rubbing her skin. He massaged her foot and then pulled her foot to his mouth to kiss her toes. Tally arched her back and slid her hand under her dress and panties. She was rubbing hard as she watched Bryce suck on her toes. He kissed up and down the red leather shoe. He planted her foot on his thigh and felt the heel dig into his skin. He held her other foot and did the same routine. First he massaged the whole stocking and then sucked on her pretty little toes. As he glanced down, he watched as Tally laid back, her head hanging between his knees as she rubbed her pussy harder and faster. She was close to climaxing, but he knew her too well. She was waiting. After kissing her sexy heels, he placed her other heel on his thigh. Her knees were bent and he watched as her small fingers worked her clit. As Tally balanced on his thighs, he quickly undid his pants. First undoing the zipper and when his cock was released, he undid his belt and the button. His cock was standing at attention and was drooling with pre-cum. Bryce stood up and laid Tally on the bed. In one motion, he sank his cock into her waiting pussy and began to thrust. He grabbed the heels of her sexy shoes and worked his hips in circles. "Cum for me baby. Cum for me now." Bryce hissed those words. He had always been demanding and knew she would respond. Tally held her breath and tensed up. Bryce knew she was cumming because her pussy was gripping his cock and was pulsing. He leaned over and bent her legs over her head. The red stockings were a sharp contrast to her creamy breasts and Bryce licked the tan lines with the tip of his tongue. He rammed into her harder, his hands still holding her ankles. "Tell me where to cum." Bryce slammed into Tally so hard she slid up the bed a few inches. He grabbed her feet tighter and pulled her back. The stilettos were digging into his shoulders, but he didn't care. The heels were so fucking sexy and all he wanted was to cum. "On my tongue." Bryce's eyes rolled back in his head. He knew she was talking bout getting a tongue piercing, but hadn't noticed it. He knew that she was going to let him cum all over it. He let go of her pretty feet and pulled her up. She sat up on the edge of the bed with her mouth open, tongue out. Bryce gripped her hair with one hand as he stroked his cock with the other. "Cumming." Bryce came so hard that the first shot landed on the back of her throat. He watched as his hot cum pooled on her tongue, covering her piercing. He couldn't tell if there was a diamond inside or not, but as her mouth filled with his white cum he didn't care. When his cock was finished spewing his hot liquid, he let go of it and let go of her hair. "Swallow." Tally nodded and after swirling it in her mouth she swallowed. It didn't taste that bad, but she didn't care. She had loved every minute of it. "Good girl." Tally grinned. She loved making Bryce happy.