10 comments/ 74530 views/ 26 favorites Sold! Ch. 01 By: ArachnisRoyal Sold! One Butt Cherry. I looked down at the woman on her knees in front of me. She was middle-aged with crow's feet at the corners of her eyes and had short, dark hair. She had been pretty and was still attractive now but was no longer pretty. She was wearing her jeans. They were loose across her wide hips, ample butt and chubby thighs, thanks to the weight she had lost recently. Her blouse was off, as was her bra. Both were over the back of one of my dining room chairs. Her belly was not as flabby as it had been in the past but it was still soft and pudgy. Her tits were big, floppy fat girl titties with big dark areolas. Her name was Samantha. She was a social worker with a gambling problem, an old flame of mine from years and years ago; and about this time three to five times a month she was in this position with her head in my lap sucking my dick. Her spendthrift ways and her bad luck at the slots always had her strapped for cash. She had two kids and a good for nothing husband to support and I got a kick out of giving a member of The Department of Family Services money to blow me. Why she had stopped blowing me before I got my nut was puzzling. Sure she hated it when I came in her mouth but she had learned to live with it and took her mouthfuls of hot cum with only mild looks of disgust on her uptight face. "What the fuck?" I asked her. "You're not done!" I reached for her head. Every once in a while she has an attack of conscience and I have to force feed her my dick until she comes back around. "Wait", she said. "Please, I have something to ask you." "It better be good." I put my hand on top of her head. I tilted her head back and laid my dick across her lips. It bounced on her mouth as she talked. She looked absurd which I found to be hilarious. "Speak." "I've got a bigger problem than usual. I need more money." "I don't know what to tell you", I said. "I'm not paying any more for you to suck my dick and your pussy is not worth it. I've been there." "Come on, Hal. I'm desperate." I shook my head and tapped the head of my dick on her lips. "Please, Hal? We could call it down payments on future blowjobs." "I don't know. Hell, I might get tired of your middle-aged mouth before they're all used up." "Please, Hal. I'll come over whenever you call. I promise. I'll come over and blow you whenever you want me to. Come on, Hal. I'm going to lose my car." I put the head of my dick in her mouth. "Lick." I considered as her tongue swirled over my sensitive tip. "How much do you need?" When she told me I whistled. "Oh shit! No way! No fucking way! I ain't paying that much in advance. You ain't fucking worth it." "Come on, Hal! I'm desperate! I'm going to lose my car!" "Fuck. Get that cock back in your mouth while I think." Samantha's lips slid up and down my dick. While my dick is not huge, it is an impressive eight and a half inches with a wide girth, more than a mouthful for most women. Samantha was no exception. She could not reliably deep throat me but she managed good depth and lots of head bobbing speed. Besides it was a thrill having some other guy's wife and a mother of two on her knees pleasuring my cock. Still, I wasn't paying any more for her blowjobs. Why pay more for what I was already getting? Unless I could get something else I wanted. Something she wouldn't normally give up, something she had never given up. "There is something you've got that I'd pay for." She popped my dick out of her mouth. "What?" "But I'm not going to pay for just one shot at it. I want a whole night." "What?" She was starting to sound nervous. I bounced my dick on her mouth. "You're desperate, right?" "Y-yes." Definitely nervous. "All the money you need and I get an entire evening with you." "What do you want to do?" Her voice wavered. "I want the one thing I've never had from you, that anyone has ever had from you." "What?" "Your ass cherry." Samantha's face went pale. She had always been deathly afraid of anal sex. She hates the very idea of any kind of pain and, her oral skills notwithstanding, she was a prude when it came to sex. The possibility of a dick in her asshole was not even a chance with her. Until perhaps now. "That's what I want. An evening with no holes barred." She didn't say anything. Since she wasn't using her mouth, I did. I pulled her head back down, slid my cock in and guided her head up and down at a leisurely pace. "How soon do you need the money?" "Soon, real soon. My car payment is late." She had raised up to speak. I pressed her head back so she could continue sucking me off. She hadn't actually agreed to do anything but I discussed the topic like it was a done deal. I mean, what else could she do? She needed the money and either she peddled her fat ass or she lost her car. "Can you show up here tomorrow night at six?" "I was going to dinner with my husband and kids but I could get out of it. But I'm not--." I cut her off by pushing her mouth back onto my dick. She made a slight noise of displeasure that I squashed by started her bobbing with a firm hand on her brunette head. "Okay, here's the deal. You show up here at six dressed for work. Skirt, heels, hose, blouse with Family Services emblem. You stay until I'm done but not longer than nine and I pay you when we're through." "I'm not sure if I—." "In that time I get you to use as a big fuck doll, any and all holes." I rubbed my dick head on her lips. "That's the only way I'll do it", I told her. "Go somewhere else and see if you get a better deal. You won't get that much all at once but if you're willing to work that mouth for it I can put you in touch with some guys I know. They might not be as discreet as I am and it will take quite a few blowjobs to raise the kind of money you need." I guided her head forward and she opened her lips. "That's a good cocksucker. Suck it dry." She licked her soft tongue all over my shaft and, opening her warm, wet mouth, engulfed my dick. She pumped her head up and down using lots of tongue and making the slobbering noises I love to hear. "Fuck yeah", I moaned. "Suck that dick. Work for your cum. Work for your money." I leaned back in my seat to get a better look at the face of the married mother of two bouncing up and down in my lap. She may have been past her prime but Samantha sure looked good with my dick sliding in and out of her mouth. "Suck it, whore. That's what I pay you for!" Samantha backed up until only the head of my dick was in her mouth. She sucked on it until her cheeks caved in and then she pulled it out of her mouth with a loud popping sound. She did that several times because she knows I like it and then went back to driving her mouth up and down on my cock. I thought about the husband she had at home. Did she work as hard at sucking his dick as she did on mine? I highly doubted it. I don't think he gave her the proper incentive. "Fuck yeah! Work that whore mouth!" My balls had started to stir and reminding her of what she was sped up that wonderful tingle. It was almost time for Samantha to get her mouthful and her money. Back when Sam and I were a couple—way before hubbie and the two kids—she had refused to swallow my cum. She was a good cocksucker even back then but every time she tried to swallow a load she choked on it and spewed it all over the place. She would let me cum in her mouth and then run for a trashcan afterward. But when we entered into our current arrangement I wouldn't pay unless she swallowed my load and money is a good motivator. Of course I had to refuse to pay on our first two meetings but eventually she learned to force the sperm down and keep it down. I'm sure she didn't do that for her husband. "Here it comes! Earn your money, whore!" I grabbed her head in both hands and drove my hips forward, driving my cock toward the opening of her throat. She opened it as much as she could and swallowed rapidly. She swallowed as fast as my spunk filled her mouth but as fast as she gulped it down she couldn't prevent the taste from filling her mouth. She hated that taste and once asked me for mouthwash when we were done. I lied to her and told her I was out. I like for her to drive home with my cum on her breath. "Swallow, whore, swallow!" I finished cumming in her mouth and fell back in my chair. Samantha put a hand over her mouth and threw her head back. Her throat worked furiously as she forced the sticky wad down. When it was down for good she wiped her lips with a finger and looked at me expectantly. I pulled my pants up and reached for my wallet and she went for her blouse and bra. We met at my front door. She was dressed and I had her money in my hand. "You earned it", I said, handing her the bills. They disappeared into small black purse. "See you tomorrow", I said. Samantha couldn't look me in the eye and slipped out without saying a word. At ten minutes to six her car pulled up in front of my house. She sat there until two minutes of and then started her car. It idled for nearly a minute before she turned the engine off and got out to fast walk to the front door. She knows I hate it when she's late. A precisely six she knocked on my door. I opened it with my best I told you so grin. I led her to the bedroom, admiring how surprisingly good she looked. Her face was made up well and her sagging middle-aged tits were cupped nicely in a good bra and her light blue blouse shirt curled under their nice curves. As per my instructions it was a state issued blouse and the Family Service logo over her left breast. Her legs were clad in black hose, looking chubby but trimmer than usual. Her ass though was still big and round. It was too big for most men—me included—but my eyes couldn't stay off it. Her black skirt was tight across her fleshy rear and the high heels she wore gave the chubby globes a seductive roll. That big butt was virgin territory and I was about take it by storm. That virgin ass was mine. I was paying good money to pop that big butt's cherry. I halted her just inside my bedroom door and sat on the bed facing her. "Let me get a look at what I'm buying", said to her. She had lost some weight, could stand to lose some more but wouldn't. She never did. She would always be my chubby girl. "Turn around so I can see the ass I'm paying so much to tap. That's it. Push it out. Yeah, that's it. Damn, that's a big ass!" I had her face me again and began to ask her questions, to interview her. She was too nervous to wonder why, that and she was used to strange behavior from me. She knew I liked to drag things out, to torment her. She knew this but yet she always came back. Sometimes I was not always sure it was the money she came back for. I didn't pay her that damn much. I started my questions for the cameras I had hidden around the room. "What is your name?" "Samantha Rice." "Where do you work?" "Department of Family Services, Child Welfare Division." "And why are you here to see me this evening?" At that question she fidgeted and flashed me an annoyed look. "You know why I'm here." "Yes, but I want to hear you say it." "Hal, please? Can we just do it?" "No. I'm paying so we do what I want or you can walk that fat virgin ass to somebody else and peddle it to them. Do you want to do that?" "No", she replied with lowered eyes. "Then answer me. Why are you here?" She sighed resignedly. "To sell you my anal virginity." "So, you're a social worker peddling her big round virgin ass." "Yes." "And what does that make you?" She frowned. Hearing me call her the name was one thing but admitting it by saying it aloud was too much. "Say it. What does that make you?" Her tongue fumbled but got the word out. "A-a whore." "Again." "A whore." "What are you? Say it as a sentence." "I'm a whore." "Again." "I'm a whore." "Is this the first time you've sold you body?" "No." "What else have you sold?" "Blowjobs. My mouth." "So, you've been a mouth whore and now you want to be an ass whore. Is that right?" "Y-yes." "Then let's get you out of those clothes and get my dick in your butt. Put down your purse and get out of that skirt." She put her purse on a chair and unzipped her skirt. She stepped out of it and laid it on the back of the chair. She stood, awaiting further instructions. She knew me well enough not to do anything without being told to do so. "Lose the hose but keep your high heels on." She slipped out of her hose and stepped back into her heels. I glimpsed the front panel of black panties but her blouse hid them. "Put your back to me and take off your blouse and bra." She did as she was told and her big panty clad butt came into view. It was wide with overfull cheeks but it was virginal and it was mine. "Take your panties off slowly. Bend over while you're doing it. Show me what I'm buying." She bent and her panties went down. She stepped out of them but stayed bent over, wearing nothing but her high heels. I stepped close and rubbed those pudgy cheeks. They wobbled under my fingers. "Too fat. I wouldn't give you a dollar to fuck this ass if it wasn't virgin. I pinched a plug of flabby butt flesh between two fingers, squeezing hard and twisting. Samantha yelped and I laughed. "Reach back and spread your ass open", I told her. "Let me see that tight little target." After a pause she reached back with trembling fingers and told her butt cheeks in hand. "Spread them, whore!" She did, exposing her anus. She may have had a fat ass but her butthole was a tiny pink dot easily covered by a fingertip. Getting my sizable dick in there was going to take a lot of effort and she didn't know it but I wasn't planning on using much lube. I wanted her to feel the pain. I pulled her up by her dark hair and pressed her face to the wall. I rubbed her big butt. I slapped a pudgy cheek and watched it wobble. I smacked her again harder, hard enough to leave a red mark on her left butt cheek. Samantha yelped again. "I'm going to pound my big cock up your ass", I hissed in her ear. I tapped her butthole. "I'm going to make you scream." She whimpered and her little puckered anus contracted even more. "But you need to be properly labeled first. Get me the red lipstick from your purse." She got it for me with a questioning expression on her face. I took the tube and put her back against the wall. "Face the wall and stand still." I uncapped the lipstick and wrote one word on her back in big, red letters. WHORE In the small of her back I wrote the amount I was paying for her butt cherry. Underneath it I drew an arrow pointing down. I turned her to face me and under her fat, drooping tits I again wrote: WHORE. Above her tits I wrote the price I paid her to suck my dick and drew an arrow pointing to her mouth. Samantha's pubic hair is a compact triangle of very dark densely woven hair. It always looks trimmed but I've never known her to manicure it. Above it I wrote WORTHLESS and drew an arrow pointing into the tight curls. I turned her to face the tall oval mirror in the corner. She let out a small gasp and her face colored when she saw her reflection. "Don't look down", I said to her. "Look at it." I pointed to the word under her tits. "What are you?" "A whore." "Say it." "I'm a whore." I spun her around and had her look over her shoulder at her painted backside. I pointed to her back. 'What are you?" "I'm a whore." "Good girl. I'm glad that you've learned your place." I undid my belt and whipped it through my belt loops. I came out with a whizzing sound and I wrapped it around my right hand. Samantha looked at it and emitted a quiet gasp. "Shush. Be quiet or I'll make you cum while I'm spanking your fat ass." I reached around her with my left hand and ran a finger through the dark curls of her pubic hair. I pressed on the tender button hidden there and Samantha bit her lip to keep from gasping even louder. She rarely orgasms, can only do so after intense clitoral stimulation. For some reason this embarrasses her tremendously and she usually doesn't cum or fakes it. As far as I know I may be the only man she has ever had an actual orgasm with. Tonight however was not about her orgasm. It was about mine, so I took my hand away and smacked her on the big butt with the belt. Samantha yelped and her butt cheeks clenched. She clamped her mouth shut when I smacked her the second time and I hit her again and again. I lashed the belt across her butt ten times, leaving ten red stripes on her big round curves. She was trembling and holding in tears by the last one. I paused a moment and then gave her ten more lashes. She whimpered loudly once at slap fifteen but kept quiet after that. Her butt was rosy red and radiating warmth. I dropped my belt and touched her butt. She flinched at the touch of my fingers on her pain reddened cheeks. "The best that ass has ever looked", I said. "Get in your knees and do what you're good at." I undid my pants and had my dick out as her mouth dropped and engulfed it. "Aaaahhhh." Her lips slid up and down my shaft. Her tongue caressed its length. She worked her whore's mouth like the expert cocksucker she was. "Oh my god, you missed your calling. Anybody can be a social worker but not every woman is a natural born cocksucker." Her head bobbed rapidly. She slobbered loudly. "If you need some extra money after this let me know. I'm sure I can pimp that mouth out for you." I put my hand on her head and shoved it down on my dick as far as she could take it. There was still more dick so I pushed until her lips was pressed into my pubic hair. Samantha flexed her hands at her sides as she began to choke. She wanted up but I kept her down where I wanted her. Her face creased and her throat convulsed. I jerked her mouth completely off my dick and spit in her face. My loogie landed on her forehead. She flinched and looked disgusted. This was the first time I had ever spit on her, but then tonight was a night of firsts in our bizarre relationship. I laughed at her discomfort and spit again, hitting her on her right cheek. I dragged up a good sized of spit blob and splattered her nose with it. "Open your mouth, whore." Samantha let out one of her characteristic whines but did as she was told. I spit past her open lips. "Swallow it. Oh yeah, that's a good bitch. Now wipe the rest of that spit on your face up and stuff it in your mouth." She cleaned her face as instructed and waited for further directions. I took her by her short hair and pulled her to her feet. Sammie is barely over five foot and I towered over her. "Time to give up your ass, girl." I bent her over the foot of my bed. She was short but her high heels made her just the right height. I moved into position behind her and she squeezed handfuls of the bed covers and pressed the side of her face to the bed. I set the saliva slick head of my dick to her tiny puckered opening. She whimpered in anticipation of the coming anal invasion. "Don't tense up", I said. "Relax and it will go in easier." If she relaxed I couldn't tell it. I leaned in, pushing with my hips. Her butt hole was a tight little knot. I drove into it, indenting it but not getting in. "Damn it, Sammie girl, stop fighting!" Frustrated, realizing that I was going to have to resort to lube after all, I rammed my cock at her closed hole. "I'm no-oooottttt!" Samantha's puckered opening finally and my cock shot up her ass. My dick plunged into her bowels in one lightning fast drive. Her tight unplumbed rear tunnel was stretched wide open in an agonizing instant. The sudden painful shock drove the air from Samantha's lungs. And I still a couple of inches of dick to shove up her tight ass. Sold! Ch. 01 "Fuck!" Sam slapped the bed with both palms. "Fuck, that hurts! Fuck, that hurts!" I heard tears in her voice. "Out! Out! Out! Out!" She pulled away as much as the edge of the bed she was bent over would allow. She dislodged my dick a few inches and I seized her big hips. I smacked her right butt cheek. "Damn it, Sammie, quit it!" She cursed back at me. "It hurts! It hurts! Oh my god, it hurts!" My dick was nearly out of her ass. All that was left inside was the head. The shaft protruded from her butt, stretching the tight anal ring with its girth. "Stop it or I'll send you home without any money!" "Can't help it", she grunted. "Not trying to fight you. It hurts so bad. More than I thought..." "Well, it's going to hurt worse! Now stop fighting me and earn your damn money!" Her body was tensed but she went still. I held her wide hips and pressed her to the bed. I stared at the word written on her back and set my hips to drive forward. "Here it comes!" Samantha whimpered. "Take it all, bitch!" I rammed my hips at her, rocketing my dick deep into her bowels. "All the way!" Samantha cursed as my cock filled her tight back tunnel. "Fuck! Fuck! Fuck! Fuck!" "Oh yeah!" I drew back and began to fuck her hard. My thighs mashed her chubby butt cheeks as I pounded my thick, hard dick up her butt with all the force of a jackhammer. Samantha, my social worker whore, cursed into the bed clothes while I ravaged her ass. "Fuck! Fuck! Fuck!" I grabbed her shoulders and jerked up to me as I sheathed my cock to the hilt in her pain wracked bowels. I focused on the red word and worked her fat ass over, sweating and grunting as my thick meat stretched her rectum. And, damn, that girl's rear tunnel was tight as hell. I've plowed more than a few back fields in my time but none as tight as Samantha's virginal rear. Maybe that's because it was virgin or because she was so nervously clenched. I don't know. But whatever the reason her snug tunnel had me a lot closer to orgasm earlier than usual. I wasn't ready to cum yet so I slowed down and leaned my weight on her back. I short stroked her, keeping the head of my dick deep in her bowels. Samantha grunted in pain as I hit the apex of each piercing thrust. I put my lips next to her ear. "How does it feel, whore?" "Hurts! Hurts bad! Please finish, Hal, please?" I laughed in her ear. "Do you know what happens when I do finish?" "No." "You have to clean my dick with your tongue." "Oh god no, Hal! Not that! Please?" "Yes, that. And don't argue. You know you'll do it, you'll do it because you'll get paid to do it." Samantha groaned in frustration, knowing that she would do it no matter how much she hated it. To bring on the moment I straightened and squeezed her wide hips. "Since you want it so badly I guess I'll just have to give it to you." I drew back until my dick was nearly free of her ass. "You want it, you're going to get it!" I rammed my cock all the way up her ass. I threw everything I had into long stroking her ravaged butt tunnel, drilling her from nearly all the way out to all the way in on each jarring thrust. I pounded her pudgy ass like a madman, slamming her to the bed and making her squeal in agony at each piercing stab of my thick cock. "Take it all, bitch!" The familiar tingling rippled across my balls, bigger and faster than normal, telling me that an exceptionally big orgasm was coming. "Here it comes!" I stabbed my cock up her butt and held it there as I fired a blast of hot cum into her bowels. I drew back and then slammed her again as I fired the next shot and the next and on and on until it felt like I had emptied my insides into Samantha's fat ass. "Aaaahhhhh...." I backed out of her butt and dragged her off the bed and to her knees. I shoved my cock in her face. "Take it in your mouth and lick it clean." She opened her mouth to either protest or plea but I didn't give her the chance. I stuffed my dick in it. "Clean it!" Samantha's face was lit by pure disgust with my dirty cock sticking in her mouth but she resorted to what she knew and began to bob her head. She worked her tongue all over the shaft, slobbering loudly. "Oh yeah, that's it. Suck it clean." She backed up and ran her tongue all over the head and then held my dick in her mouth while it went soft. She knelt there with closed eyes, looking rather serene...and incredibly sexy in a pliable fuck toy kind of way. I was more tired than usual from an orgasm but I was not about to let my whore have any rest. I pulled my dick out of her mouth and spit a thick wad that splattered her right between the eyes. It ran down her nose and along the left side of her mouth. "Wipe that up with your hand and eat it", I told her. With her eyes pressed closed she swiped up the spit with her fingers and put her fingers into her mouth. "Open that whore mouth. And your eyes. Look at me." With Samantha staring up at me from her knees, I worked up a big loogie and spat it into her open mouth. Reflexively she swallowed and then looked disgusted. "Get that mouth back open!" I spit past her lips again. "You'd be surprised how much fun that is." I laughed and did it again. "Go get me a beer." Glad to have something nonsexual to do Samantha jumped up and left the room. "Pour it in a glass and bring the bottle", I called after her. She returned and handed me a glass of beer and the empty bottle. She let out a noise of surprise as I took them. "What?" I asked. "I can feel it moving. Your cum. It's sliding. It's coming out." She looked very distressed and confused. She was tensed to keep my sperm from running out of her butt hole. "I need to go to the bathroom." "No. Wait here." I went to the kitchen and returned with a saucer. I set it on the floor. "Squat over that and let it come out." Samantha grimaced and whined. "Oh come on, Hal. Just let me go to the bathroom. Please?" "Who's paying for this time?" I asked in a stern voice. "You are", she admitted. "And what are you?" "I..." "Answer me! What are you?" "I'm a whore." "And I'm paying for you so do what you're fucking told!" Her shoulders were slumped as Samantha squatted over the saucer and relaxed her sphincter. She released the cum from her bowels and turned her face in disgust when I picked up the saucer and showed it to her. "Look at it', I told her, shoving the whitish mess in front of her face. "That's the cum from moments ago when I busted your ass cherry. And what do you always do with my cum?" "Oh, please, Hal? Don't make me do that. It's been up my..." "Yes it has but it is still my cum and what do I pay you to do with my cum? Say it." "Swallow it." "Exactly." I set the saucer on the floor before her. "Get down there and suck it up. Don't lick it up. Purse your lips like you're drinking from a straw and suck it up. I want to hear you slurping." Samantha bent and put her lips to the saucer. I drank beer and listened to her sucking up the cum that came out of her ass. I'm not sure which was better: the slurping, slobbering noises she made or the way she retched to force the mouthful of anally ejected sperm down her throat. When she looked up at me next her lips were shiny and turned down in revulsion. "Lick your lips clean and get over her and kiss my ass." I drank beer while my personal whore pressed her lips all over my butt cheeks. I set my glass down and bent over the bed. "Spread my butt cheeks and lick my hole, whore." Like a good paid slut Samantha slapped her tongue across my butt hole and licked and slobbered for all she worth. She did it with such gusto that I was tempted to think that she liked it. Most likely though she just wanted to get it done with. Either was it sure as hell felt good to have the soft, moist tongue of a married mother of two sliding up and down my ass crack and bathing my butt hole in her saliva. My tired dick was already beginning to stir. "Oh shit, that's good. You're one hell of an ass licker. Now, get that tongue up my ass. French kiss my ass hole, whore." She didn't balk at that even. Just pressed her face in and stabbed her tongue in my bunghole. "Oh shit. That's good! Eat it, girl! Eat my ass!" Samantha licked and slobbered and probed like the pro she was. She worked her expert tongue and lips so well I had to adjust my position on the bed because my dick began to stretch to full length. "Back up, ass licker." I pushed her face out of my ass and straightened up. My rigid cock was aimed at her face. Samantha looked at me expectantly. I grabbed the empty beer bottle and handed it to her. She took with a question in her eyes. She didn't like my answer. "Fuck yourself with it. Lie back, spread your legs and fuck that bottle." Samantha hates the very idea of masturbation and claims never to have done it, so using discarded beer bottle as a dildo was particularly humiliating for her. She didn't dare resist me but she wanted to. Her mouth stayed turned down as she lay back and opened her thick legs. She positioned the mouth of the bottle at her opening, worked it in and slowly moved it in and out of her pussy. "Deeper", I told her. "I want the whole neck in your cunt." I picked up my glass of beer and took a deep drink. "Faster. Pick up the pace or I'll press your buttons and make you cum with a bottle in your snatch." She closed her eyes and jacked the bottle neck in and out of her pussy fast enough that I left her alone until I finished my beer. "Give me the bottle", I said once I set my empty glass down. "On your knees." I moved behind, squatted and put the wet mouth of the bottle to her puckered little anus. She let a low whine. I smacked her on one of her pudgy butt cheeks. "Shush." I inserted the mouth into her butt. I had her ease her weight back until the beer bottle was resting on the floor. "Lower your weight." She grunted as the neck disappeared up her ass. "Now be a good whore and do as you're told or I'll make your take the rest of the bottle up your fat ass." I walked around and presented her with my dick. "Suck, slut." She took my meat in her mouth but was distracted by the beer bottle in her butt. Her technique was off. Her mouth didn't go down was deeply or as fast as normal. I called her on it, telling her that she better suck dick right or that bottle was going farther up her ass. At that she thrust her face into my lap with better speed and gagged herself with my cock. "That's more like it", I said to her. "Good whore." I was ready for more of her tight ass though. "Get up on the bed." I had her get on her back and grab her legs under her knees. "Spread those fat thighs wide." I got on top of her my dick nudging her puckered anal ring. "Look at me. I want to see your face while I'm pounding my dick up your ass." Her butt hole was nearly as tight as before and her face wrinkled up in pain as I forced my thick cock up her constricted rear tunnel. It opened after lots of hard pushing and Samantha swore like a sailor as I began to fuck her ass with slamming thrusts that rocked her underneath me. "Do you like my cock up your ass?" I asked her. "No," she grunted in response. "Good." I ran a finger through her pubic curls and pressed the button there. Samantha squirmed and protested. "Hal, please don't!" "What? You don't want to cum?" "No! Not with your dick up my ass." "Why? Afraid you might like it?" Samantha whined in response. "Please don't, Hal. Okay?" "Shut up. I'm paying for this. I'll do what I want." To prove it I had her rolled back onto her hands and knees and mounted her tight ass from behind. I rammed my dick all the way in and slid a finger into Samantha's cunt. She wasn't wet but her pussy responded quickly and soon my finger was sliding in and out smoothly. Samantha cried out protests that I quashed by reaching around with my other hand and caressing her tender little clit. I touched her in all the right spots and after a few minutes her whines became moans. She was hating me for it but I soon had her on her path to orgasm city and when Sammie girl starts down that street nothing stops her. It may take a lot to get her going but when she begins to cum it is a long hard ride. Knowing that my hands were no longer needed, I grabbed her wide hips and began to pump her fat ass. Samantha cursed me as the heat in her groin fought with the pain wracking her tight butt tunnel. Her orgasm built and I matched it by increasing the speed that I slammed into her ass. I felt the contractions of her orgasming cunt through the walls of her butt tunnel and began to speed toward my orgasm as well. I squeezed her hips and pounded her pudgy ass for all I was worth and hit my orgasm seconds after Samantha started the subdued squeal that always signaled hers. "Cum for me, whore! I paid for you and I want you to cum for me!" I fired my sperm up her ass while Samantha squealed out her orgasm and lay on the bed spent and used. When she was cleaned up and dressed Samantha met me at my front door. Her eyes shone with the expectancy of being paid. I shocked her when I held out her payment. It was a stack of bills as expected but I had rolled it into a cigar shaped tube and stuffed it in a condom. "What?" Samantha stuttered. "I don't understand." "You will," I told her. "Turn around." She drew in a breath as realization dawned on her. "Oh, come on, Hal. No. Not that." As usual I was firm though and gave her no slack. "Turn around and bend over, whore. You're not done yet." "Shit!" Samantha cursed but put her back to me and bent at the waist. "All the way. Grab your ankles." I pulled up her skirt and yanked her panties hose down. "Here comes your money, whore!" I placed the tip of the rubber wrapped bill roll at her puckered anus and worked it up her ass. Samantha grunted as the money went in her rectum. I left the last inch of it out and pulled up her hose. I dropped her skirt back into place and smacked her on her chubby rear. "Now get out of here until you need more money!" I watched her stiff legged walk back to her car and laughed as she wormed the money out of her ass while stretched across the seats. And she did come back. She always did. She had to blow me several times before the month was out and a few weeks later she really needed some more money and I made her.... Well, that's a story for another time.