0 comments/ 21629 views/ 0 favorites The Landlady By: Problem Child The sun felt good on my chest and legs as I lounged on the second-story deck of my rented townhouse. It had a been a long week at work, and a few hours if doing nothing was exactly what I needed on this beautiful Saturday morning in late May. A light breeze ruffled the leaves on the trees and tinkled the windchimes hanging from the eve. I had my shirt off, trying to get some kind of a tan before summer really started. I had been working out over the past few months and had managed to keep my stomach pretty flat. Not bad, I thought (a little vainly) but I needed more of a tan and this beautiful lazy morning was the perfect opportunity. I wore my old pair of cutoff army fatigues, the most comfortable shorts I owned, and an old grungy Kansas City Chiefs ballcap pulled down over my eyes. I reached for the Bloody Mary on the deck next to my lounge chair and felt a little guilty about drinking at ten in the morning. I had gone out with some of the guys last night and overdone it a little (maybe more than a little), and the booze was smoothing my mild hangover out just right. Just one I decided, then a little yard work, and maybe take the dogs for a run later this afternoon when the hangover was completely gone. Right now though, I was feeling pretty good as the alcohol crawled over my brain, and it and the sun made me feel very, very drowsy. This ain't half-bad, I thought contentedly. Now if I could only get rid of this little headache. I decided that a nap would do me good right about now. I settled back in the lounge chair and felt my eyes close...... She rocked her hips back and forth on top of me in a powerful motion, taking my cock all the way up inside her and pounding her pelvis into mine with every downward thrust. We were both at that plateau where we knew we had gone past the point of no return and were enjoying it immensely, knowing that we were in a beautiful rhythm together, reading each others minds sexually. I arched my hips in perfect time with her squats, lifting her up and causing her to moan with the deep penetration and pressure on her clit. Her eyes were closed, and a faint smile was on her lips as if she was conflicted between the simple pleasure of how good my cock felt buried inside her and the focus she needed to achieve a really mind-bending orgasm this time. I was holding myself back now, waiting for her to come, and was enjoying tracing circles with my tongue on her breasts as they hung in front of my mouth. God she had beautiful breasts for a fifty year old woman. In fact there wasn't much about her body that I didn't love. She had kept herself in marvelous shape. Her stomach was flat and she even kept her pussy shaved, which really turned me on. Her pussy was... "Mark...Mark, are you sleeping?" I opened my eyes and saw Patty standing over me. My first thought was less than eloquent: "Oh shit". I had been fast asleep and dreaming about burying my cock in the woman standing next to my lounge chair - the same woman to who I had been handing over rent checks for the last three years. I tried to gain a little composure by sitting up, and quickly noticed that I had a huge hard-on. Luckily I had fallen asleep with my drink in my hand and covering my crotch. Maybe she hadn't noticed. "Oh, hi Patty." I sat up straight, shielding the sun from my eyes. She wore a blue halter-top, which showed off her breasts very well. She was already very tanned from working in her garden from the first days of spring, and the top of her breasts were lightly sprinkled with freckles, which I found incredibly sexy for some reason unknown to me. Her white shorts had a high waist and accentuated her lovely ass and flat stomach. Her legs were very toned, and her shoulder length brunette hair had only a very few strands of gray, which she refused to color. Today she had it tucked up under a ball cap and I caught myself staring at her bare shoulders and graceful neck. Her eyes were a deep blue that seemed to give her the ability to look straight through my soul. It was a strange contradiction because she was outwardly a very happy person. It had always seemed that something was missing in her life, but of course, she would never tell me what it was. We had grown fairly close over the last few years. Our relationship had grown from one of merely landlady-tenant to almost one of mother-son. She had invited me next door to eat dinner many times with her and her husband Frank. Their kids were all grown, and she had a son who was 24, the same age as me. When I was around both of them, I sensed that Frank had grown bored with his wife. I had seen pictures of Frank as a younger man, and he was quite the stud in the "old days". But he had gained a lot of weight over the years, and didn't seem to pay much attention to her. He had long since let her assume the burden of keeping up their several rentals, and seemed mostly interested in ESPN and beer. I thought she still might love him, but that she was saddened by the fact that he no longer seemed to pay attention to her. He had begun to ignore her - one of the worst things a man can do to his wife. I felt embarrassed at the dream I had been having. I really cared for this woman as a friend and appreciated all she had done for me. Still, I couldn't help having the kinds of deep sexual feelings I had for her. Maybe deep down inside I was in love with her. I didn't know; it was too confusing and slightly taboos a subject to think about for any length of time. For Christ's sake, she was twice my age! The oldest woman I had slept with so far was 27, and I even thought of her as an older woman. I had to push these thoughts out of my head and concentrate on what she was saying. "Yes, I was taking a little nap. Nice day isn't it?" "Oh gosh, it's gorgeous today. I'm sorry that I woke you, but I need your rent Mark. You're a little late with it again." "I'm sorry about the rent, I'll get you a check." I couldn't stop myself from fantasizing about her even as we were talking. Goddamn she had beautiful tits. 'Stop it; concentrate', I thought. "Well, you sure look comfortable. I hate to bother you about the rent right now, but I really need it from you." "No problem. I'll just get my checkbook in the house." As I began to stand, I heard frank yelling at her from their yard. Frank was yelling something or another about going to the store for beer. Big surprise. She turned to answer him, and I settled back in my chair, entranced by the outline of her female form. I wanted her so badly. I stared at her calves, the back of her thighs, her beautifully sculpted butt, her shoulder, and the soft nape of her neck. I was so caught up in studying her that I was unconscious to her conversation with Frank. Suddenly she turned, as if she could feel my eyes on her and caught me adoring her. My face started to burn as I looked to see what her reaction would be, if any. She was expressionless for a moment, and then a small, almost imperceptible smile crossed her lips. We watched each other for a long second and then I made one of the most momentous decisions of my pathetic young life. "Come on inside Patty, and I'll pay you." "Sure Hon, let's do it. Hon - I loved it when she called me that. I got up and started toward the sliding glass door. My cock was still stiff, but with my newfound bravado, I didn't really try to hide it. She had probably already seen it, and if she hadn't, I sort of hoped she would now. Besides, it was a good hard-on. Just hard enough to show I was interested, but not totally pitching a tent. That was a good thing, I decided. "What are you drinking this morning?" She asked, following me into the kitchen. "Bloody Mary." I hesitated; "Would you like one?" Nothing to lose now, in my mind at least. "Sure. I'm in the mood for something spicy right about now." She smiled again, and I prepared her one of my super tangy specials. I handed it over the counter towards her. To my mild surprise, she got up and walked around the kitchen island to take it from me. "Thank you." She took her cap off and shook her lovely auburn hair down around her shoulders. "You're welcome," I said, trying not to let my voice betray the nervousness I felt at having her so close to me. She took a drink and put her hand on the counter over mine. We both new something was about to happen, but wasn't sure which direction it would go, or how far. I left my hand there, letting the electricity of her touch run up my arm. She responded by setting her drink down and taking my other hand in hers. She gently pulled me closer to her. "You know that Frank doesn't love me any more, don't you?" "Patty, I...uh...." "You have noticed the way he ignores me. You must have, haven't you Mark?" "Yes." "I know something else." "What?" "I know that you've been watching me. I see the way that you look at me. I can tell that you want me. And I...I want you, too." My mind was spinning out of control. I had no idea I was so obvious. I had always striven to be respectful and just nice to her. I was sure no one knew my dirty little fantasies but me. She pulled me close and kissed me slowly, tenderly; her soft tongue parting my lips meeting mine. I could feel her nipples harden against my chest, and I let my hand slide down over the curve of her ass. She broke the kiss and moved her lips close to my ear. "I haven't made love to anyone in over two years. I want you to fuck me; I want you to do anything you want with me baby." Her hand went to my crotch and started massaging my cock through my shorts. I kissed her hungrily, and cupped her breast through the thin material of her halter top. She wasn't wearing a bra, and her nipples stimulated my palms like small pebbles. I had dreamed holding her this way since the day I had signed the lease. I unbuttoned her shorts and let them drop to the floor. To my amazement she wasn't wearing panties. Her pussy was shaved except for a small patch right above her clit. For a second I thought I was dreaming again, and then realized this was not a spur of the moment encounter. I put my hands on her waist and lifted her up onto the kitchen counter. Her pussy lips were swollen and glistening wet with her arousal. I pushed her knees apart and spread her gently open, inhaling her musky scent as my face got closer to her cunt. She looked at me with a sultry, erotic gaze I had never seen before. Her eyes were half closed and her lips were slightly parted. Her breathing was quick and shallow. I slipped two fingers into her soft hole and began fingering her as she pulled off her top. Her breasts were gorgeous; heavy and large, but still firm with medium size cone-shaped nipples just a shade darker than her natural skin tone. I stared at them as I worked my fingers in and out of her. "I need your cock inside me now," she whispered, barely audibly. I dropped my shorts and pushed my briefs down under my balls, allowing my cock to spring out. I stroked it as I kissed her, anticipating the feeling of having her snug pussy swallowing me. A large drop of clear precum formed on the head and dripped down the underside as I stood between her open thighs. I felt her warm fingers wrap around my cock and pull me toward her. I stopped as the head of my cock touched her lips and placed my hand over hers. I wrapped my arm around her neck and pulled her head close to mine and made her watch me as I rubbed the head of my cock up and down her slit. Small shudders vibrated through her every time the head brushed her clit. "Are you positive you want this?" I said. "Oh God Mark, don't tease me like this. I've been waiting so long." I released my grip on her hand and pulled her to the very edge of the counter, and she guided my swollen cock inside her. I put my hands on her hips and pulled her as deep onto my cock as I could. "Oh my God, that's SO fucking good!" she said as she wrapped her legs around my waist. Her arms and legs imprisoned me and she moaned softly in my ear as I thrusted into her tender pussy in a steady staccato rhythm. "Harder," she whispered. "Harder....fuck my pussy, make me cum baby." The tempo gradually increased and I could feel her beginning to tense up and start to moan loudly. We were both so close, every muscle and nerve straining to experience the bliss of mutual climax. Her breathing became very rapid and I could feel her nails digging into my back. Her pussy gripped and released my cock over and over in spams as she came. I could see her juices flooding the shaft of my cock as it pumped in and out of her cunt. Her body relaxed and her breathing slowed, but my arousal was still on the ascent and nearly at its peak. She grabbed my neck and pulled my ear close to her mouth. In a hot breath she whispered: "I want to taste your cum babydoll." Those words were the impetus I needed to send me over the edge. She pushed me back away from the counter and knelt on the kitchen floor, and took my cock in her hands, stroking it and licking the head. I grabbed two handfulls of her soft hair and held them firmly, as my ass tightened and I raised up on my tiptoes, involuntarily preparing to fill her mouth with my semen. I felt the base of my cock tighten and then colors and flashes in front of my closed eyelids as hot come surged from my member. I opened my eyes to see this sexy woman, old enough to be my mother, hungrily sucking and licking my cock clean. She savored my taste, letting it fill her mouth and then spill over her lips onto her ripe tits, taking my cock and rubbing it's slippery hardness against her lips and cheek, milking every drop out and tasting it with the tip of her tongue. She rose slowly, kissing and licking my belly and chest as she did. I put my arms around her and caressed her, bringing our mouths together. I could taste my semen in her mouth as we kissed deeply, drunk with the passion of what we had just experienced. We slept together in my bedroom for a few hours. I was awakened by a kiss on the forehead. "Thank you. I've wanted to be with you since you moved in here." She smiled, "I was aching to know what your cock felt like inside me." "I don't know what to say." I blushed again. "May I ask you a question?" "Yes." "Do you normally not wear panties?" "Do you really think I came over here today just to collect your rent?" she asked me, rhetorically. I just smiled and kissed her. "Oh, and by the way, if you're short on cash, don't worry about the rent. I think I can do some creative accounting if you can keep it a secret." The Landlady My name is Dave. I'm twenty year old student and cashier and I'm in love with an Internet porn star. Her name, at least the name she uses on her site, is Sherry. She's somewhere in her forties, maybe even her fifties, but age has only enhanced her beauty. She has blonde hair and gigantic, swinging jugs that would give any straight man an instant, dripping hard-on. She loves watching men cum, spurting their seed all over her face and tits. I love watching her scoop up every last drop of cum from her body and swallow it. Ever since I found one of her ads during random net surfing, I knew I'd found my dream woman. I gladly shelled out money for her site every month, working long hours at several jobs so that I could pay the credit card bill on my own, rather than letting my parents see it. Anything to see more of her. I have literally never visited another porn site since then. Sherry gives me all I need. Besides, it would feel like cheating. So when I woke up in my dorm room with a big case of morning wood, the first thing I did was turn on my computer and head to my favorite site. She had a new video up. Sherry was dressed in an elegant black sleeveless dress and fine gold necklaces, bracelets, and earrings. Her hands were encased in black silk gloves that when up to her elbows. Her huge breasts bulged over the neckline presenting the perfect combination of elegance and obscenity. She knelt down before the man holding the camera, the camera filming every wonderful thing she did to his cock. Her gloved hand wrapped his shaft in a gentle silken grasp as she slowly stroked his shaft. Precum leaked onto the expensive silk. She stroked with one hand and teased his balls with the other. Another big drop of precum fell from the tip of his pens and onto the hem of her fancy dress. She brought the skirt up to her mouth and sucked it dry. Her breath grew shallow as she quickened her pumping, eager for another taste of a man's sperm. "Uhh...oh Sherry," the cameraman moaned. Sherry licked her lips and pointed his cock at her beautiful face, knowing that her prize would be coming out soon. "That's right, baby, cum for me. Shoot it all over my face and boobs!" Sherry gasped. At that moment, right when I was about to cum with Sherry's lucky boy-toy, I first noticed the clock in the bottom corner of my screen. "Oh shit, I'm late!" As rivers of cum ran down Sherry's face onto her breasts and over her dress, I started throwing on clothes, stuffing my unrelieved erection down one leg of my boxer shorts. I could feel my testicles heavy with cum. I could feel the first drops of semen filling my shaft and leaking into my underpants. Sighing in frustration I ran out the door to my car. This year was the last year I would be given on-campus housing and I was in the process of finding housing for next year. I was already late for an appointment with someone offering a room in her house for rent. The woman I was meeting was also named Sherry. At the time, I didn't make any connection. Driving with my lust-clouded mind, I was surprised that I didn't hit anyone. By the time I reached my destination, my now semi-hard cock had shrunken to a manageable size. I hoped this Sherry wasn't as sexy as the one that dominated my thoughts. I got out of the car, walked to the house's front door, and rang the doorbell. The door opened and I was greeted by a very familiar pair of tits. Looking up at the woman's face, my jaw nearly fell to the ground. It was her! THE Sherry! My wilting hardon came back with a vengeance. Sherry seemed to notice this and gave me the sly, horny smile that I knew so well. Sherry let me inside and gave me a tour of the house. However, I was already familiar with it. I saw the couch she had laid while getting a HUGE blast of sperm in my favorite facial movie. I saw the kitchen where she had been bent over the counter, her big, soft breasts flattened against the wood, while she was fucked from behind. And there was the living room where she had shot the video I'd watched just that morning. The camera was still on the table. Her jizz-soaked dress and gloves were still draped over the sofa! By now I was afraid that even a slight movement of my leg against my dick would trigger a massive orgasm. I was sure that there was an embarrassing little wet spot on the front of my pants. And I was sure that Sherry had noticed, considering the sly grin that never left her face. She licked her lips the same way she always did when she knew her efforts were about to be rewarded by plenty of delicious sperm. Finally, we sat down on the living room couch, inches away from where she had soiled an expensive dress with a man's seed, and she told me about the particulars of the contract. Rent would be nine hundred dollars a month but I would have gladly paid a million to spend every day for a year in her presence. When she finished describing contact terms and house rules, she said, "Dave, could you hand me that camera please?" My heart skipped a beat. "I might be willing to take some money off the rent if you help out with my home business." "You mean your website?" I blurted out before I could stop myself. Sherry paused, surprised, before she smiled lewdly. "So you DO know about it. I had a suspicion. So, will you be willing to...help me out?" She ran a hand over one of her large, cloth-covered breasts. "Yes!" I almost shouted. "Good," she said. "Let's start your training." She turned on the camera and handed it to me. "I think you know what to do." I pointed the camera at my crotch as Sherry knelt before me. She undid my belt and opened my fly. My erect cock sprung from its confines at last, flinging little drops of precum. She took off her top, revealing the braless, tanned breasts underneath. "Ooh," Sherry whispered in her perfect sultry voice. "I can tell this one's gonna be reeeaal gooood." She lowered her face to my crotch, filling her mouth with my dick. It was a miracle that I didn't cum right then and there. Her lips forming a tight O around my shaft, she slowly pulled back her head, stroking my cock with her mouth. She bobbed her head up and down on my cock. I ran my hands through her beautiful blonde hair, pushing her down on my dick. "Oh God, Sherry. I'm so hard for you. I've wanted this for so fucking long." Sherry took her lips from my cock to say, "I can't wait to milk all your seed from that cum-filled cock!" She put her mouth back on my dick and blew my harder and faster. In return I humped her face hard, desperate for the orgasm I craved. I felt the cum rising from my balls once again. "Sherry, I'm gonna cum!" Again, she took her mouth from my cock, replacing it with her hand. She stroked lightly, not wanting to set me off too quickly. Looking up at me with smoldering eyes, she asked, "Where do you want it? You can cum anywhere you want. On my face, my hair, my tits, my mouth, anywhere!" "On your face!" I shouted, uninhibited. "I wanna shoot my load all over your beautiful fuckin' face!" "Do it!" she shouted back. "CUM FOR ME!!!" And I did! I came and came like a fire hose, jets of cum splattering her pretty, smiling face. She jerked my cock wildly, sending jets all over her breasts, into her hair, and even over her shoulder and onto her back. I felt as if I'd emptied a whole gallon of cum onto her. As my orgasm gave its last spurts, Sherry returned my cock to her mouth and sucked, hoping to milk out every last drop of semen. Sherry returned to her spot beside me on the couch and turned off the camera for me. Casually fondling my wilted cock, she finished explaining the terms of the lease to me. Watching Sherry topless, discussing my contract normally as thick cum dripped down her body, was a simply mind-blowing experience. "So, that's it," she said. "Any questions?" "Yeah. Who was the last guy that would hold the camera for you in your videos?" "That was my last tenant, of course. He moved out." "What?!" I asked, surprised. "Why would he ever want to leave you?" "He's getting married. Some spoiled whore with a rich daddy. But that won't stop him from giving me the occasional visit." She wiped some sperm from around her eye so she could wink at me. I watched entranced as she wiped the cum from her body and sucked it into her mouth. She refused to let a single drop go to waste. When she finished cleaning herself off, she gave me a long kiss on the lips. I got the faint aftertaste of my own cum. "We're going to have a fun year together," she whispered to me. The Landlady The name's Tom Brody; living in this apartment for about a year, and a college student who prefers his own privacy rather than living in a dorm. It was quiet around here until the new landlady bought the building and we got to know each other better. Mrs.Tate, or Sandy as she prefers, was a widow and lonely. She had blonde hair and a pair of saggy tits; looking good for her age even though she was old enough to be someone's grandmother. One day I told her I was going to be a bit late with the rent; making a deal with me until it was paid full. At her place we fucked each others lights out. She was a wild animal who was starving to death and I was the fresh meat she craved. I enjoyed the arrangement we made; wondering if she'll act that way the next time I'm late with the rent. The following morning I was wide awake catching Sandy on the phone talking to her daughter, Jill. I stood there naked as a newborn, watching this perfectly matured woman move as she did and still good enough to eat; wearing a short silk robe and a pair of fluffy high heeled slippers. Quietly, I snuck up behind her and started kissing her neck. "Hmmmm, good morning", she said, purring like a kitten. "Morning to you, Mrs. Tate", I said. "Please, call me Sandy." "Well, Sandy, how about we pick up where we left off?" "Not now." The conversation with her daughter continued but I wasn't about to wait. So I decided to have a little fun with her, making it difficult for her to concentrate on the phone. "Yes, dear", she said, speaking to her daughter. I blew on her ear and she walked away. I kissed her neck again, leaving her frustrated and distracted. "Stop it", she said. "Stop what?" said Jill. "Not you. It's a fly buzzing around and being annoying." I was about to untie her robe; shoving me aside with a smile on her face. I was far from done. "He's a good boy" said Sandy. "Not now." "Come again?", Jill wondered. "I'm thinking out loud." "Is there someone with you?" "No, of course not." I lifted her up and planted her ass on the kitchen counter. She didn't know what hit her. "You're so strong", she said. "What?", Jill asked. "You're strong enough to approach him and talk to him. And if that doesn't work then beat him with a dick. I mean stick." I got down on my knees, slowly removing her pink undies. I removed her slippers and planted her feet on my back. "Don't you dare", she warned me. I'll kill-." My tongue dug down into her hairy pussy; this time there was no escape. Only the sweet sound of pure pleasure. "Hmmmm, please stop", she said. "What was that?", Jill asked. "Nothing. Please continue." My tongue lashing was getting more difficult to handle while still on the phone. The conversation went from serious to comical. "Aaaaah", she moaned. "Aah. Aah. Aaaah." "Mom" said Jill, "are you all right?" "I was about to sneeze that's all." "You have a fever?" "No, I'm wet. I mean my nose is dripping wet. It's no big deal." Sandy tried her best keeping it all in. Pounding on the counter and tightening her mouth shut wasn't going to do it. I licked every tasty morsel on that pussy and she was loving it. "You bastard", she said, covering the phone so her daughter wouldn't hear her moaning. "Hmmmm, oh shit. Fuck. Why now? You know I'm on the phone. Oh, shit. Hmmmm, that feels so nice. Aaaaah. Aaaaah. Ooooooh. Oh, shit. Oh, you're so good at that." I shook my head with my tongue still in her; making her giggle like a young lady. She knew I woudn't stop so now was the time to hang up the phone. "Jill, honey" she said. "Can I call you back? There's someone sucking, I mean knocking on the door." "Okay, as long as you're all right." "Don't worry about me. I love you, dear." Sandy dropped the phone and her moaning grew louder. She grabbed handfuls of my hair, keeping me pinned down and begging for more. "Shit", she said. "Oh shit. Don't stop. Don't fucking stop. Please. Please. Pleeeeeease. Oooooh, fuck. Hmmmmmm. You love my mature pussy so much. Hmmmmmm. Keep eating that pussy you dirty, dirty little boy." After that it was time to get dirty. I carried her to her bedroom, practically dropping her with enjoyment. I helped her off with her robe,tossing it aside. Since I was already naked and hard as a rock Sandy grabbed my cock and sucked on it. For an old broad she was good at it. She sucked and licked on it; caressing it all over her cheeks. The other night she told me how much she loved my young dick and couldn't get enough of it. It had to be rough for her not getting laid in a long time. My hard cock was now fucking her ass. In and out, back and forth I went; tearing her a big new ass hole. All she did was admire the size of my cock going in deep. She didn't care if she didn't sit down for a week. "Oh, shit", she said. "That's it. Fuck my ass up. Aaaaaah. Oooooh. Oh, that young dick is so hard. Fucking hard. Love the feel of young dick in my ass. Oh, yes. Like that you little bastard. Fuck!" Once I was done it was time for my cock to dig into that hairy pussy of hers. Even though it was a little hairy and a bit gray it was still a beautiful thing. I shoved my cock inside and Sandy was letting me know how good it was; music to my ears. "Oh, shit", she said. "Fuck. Love that young cock in my pussy. So hard. So fucking hard. Shit. Fuck me. Fuck me little boy. Fuck my mature pussy. Fuck me like one of your whores. Fuck me. I'm a whore. I'm a fucking whore! Fuck! Fuck me harder. Harder, you fucking bastard!" I was worried she would suffer a heart attack after all the excitement. Everything went smoothly; finishing up by squirting my cum on her face. The both of us was so worn out we both collapsed on the bed; laughing and feeling sweaty. "Wow", said Sandy. "What the hell was that about?" "Payback", I said. "I mean last night you were wild and out of control. So, why not even the score?" "Mr. Brody, you know how to show an old gal a good time. And a good fuck. But next time don't do that when I'm on the phone." "I can't promise that." "You bastard. I'm taking a shower." "You want company?" "No, I do not. Go home . And you better come up with the rent in full." "Yes, dear." Sandy looked at me weird and headed for the shower; all in her nakedness. I was already anxious for the next time I came late with the rent.