8 comments/ 266535 views/ 40 favorites Caught Jerkin' By: geminimission A few years after I married I went to work in my father's business. Both my in-laws worked there and the office was located in a converted house in a small town. The upper floors were now small apartments. Occasionally, I would have to go into them to check on them for my father in-law since he owned the building. The second floor apt. was a small efficiency. The tenant had his bed in the center room which happened to be directly above my office on the first floor. He was a single guy in his late 40's at the time, divorced with a couple older kids who lived with his ex. His name was Chuck and he was a friendly guy and used to stop in our office regularly to say hi to my mother in-law who served as our office admin and receptionist. We would see him come in the front with his girlfriend on their way to his apartment up the stairs. A few weeks after he started seeing this woman, who worked not far from our office, I started hearing Chuck up in his apartment around lunch time. He would come in around 11:50 head up the steps to his apartment, for lunch I guess. Then several times a week, I would hear someone else head up the steps around noon and his apartment door open again. I could hear the occupants walking across the floor and muffled voices on occasion. At about 12:15 or 12:20 I would hear them get on the bed, I could actually hear the springs squeaking. Usually after about 10 minutes or so I would start to hear the slow rhythmic squeaking of the springs. This would go on pretty steady for anywhere from 5 to 10 minutes and then the pace would increase as did the force of the squeak. I could hear muffled moans and groans and a minute or two later after reaching a crescendo, the bouncing bed noises would stop. Typically, I would then hear one person open the door and head down the steps about 10 minutes later and then another 5 or minutes or so the other person would leave the apartment and I wouldn't hear anything till the end of the day when chuck returned from work. I began to imagine what the two of them looked like while they were upstairs fucking during their lunch hour. Was he on top of her missionary style, pounding her hard, muffling her moans with deep kisses on her mouth as he pistoned his hard cock in and out of her? Or was she on top riding his cock like a cowgirl riding a bucking bronco? I knew what both of the looked like clothed but I would try to imagine them naked and fucking. Chuck was a stocky man, about 5'9" tall, probably about 190 or 200 pounds, but relatively fit. His lady was about 5'6", no supermodel but in decent shape. I would definitely have fucked her. Most days I would be going out to lunch, but after I heard the noon time show the first time, I began to take a later lunch out of the office or eat at my desk. When I would hear him come in, I would start to get excited hoping I would hear her follow a few minutes later, knowing they would be fucking within minutes. I would get rock hard listening to the sounds of fucking taking place over my head and on occasion, after it was over, I would go into the powder room, in our office (remember it is a converted home) and jerk off. This became a practice for me after the first few times I sat there and listened to the show. After a while, I became a little bolder and would take my cock out of my pants while I was sitting behind my desk. It was only mys and me at the time working there and my father in law's office was in the front of the house while my mother in law sat at a desk in what used to be the middle or dining room of the old house. My office was past her desk toward the back of the house and I did not have a door on it. It was actually a pass through to the powder room, as there was a door in the back of my office too. There was another pathway to the back of the house on the other side of my office wall and normally my mother in law would take that route to the powder room. However, once in a while, she would come into my office on her way there to drop something off on my desk or give me a message etc. I became more bold after awhile and would jerk off and cum into some napkins or tissues right at my desk while I listened to the tenant fuck his lady as I visualized the action. Normally I could hear my mother moving towards my door way and I knew I could slide my chair in under my desk to hide my hardon if she came in so I felt comfortable taking my hard cock out of my pants to rub it while I listened to the show if she was in the office. However, one day I was particularly enthralled with the tenant above me and his nooner. He must have been plowing his lady hard that day as the bed springs were creaking loud and furiously and I was hearing low moans. I was furiously fisting my cock as I listened, sitting in my office chair slightly pushed back from my desk. I was so engrossed in what I was doing that I didn't hear my MIL approach my door. There I was flush faced looking toward the ceiling, hearing the sound of sex with my right hand sliding up and down my hard dick. My MIL poked her head around the corner, presumably to tell me that she and the FIL were going out to lunch and heading out the front door (rather than through my office or the pass through to the back door). She started to talk and then stopped abruptly. I looked away from the ceiling and could see a surprised look on her face. I froze and looked right at her eyes. My face I'm sure was turning redder by the second. I didn't want to move but knew I should try to slide my chair in under the desk in case she came into my office. She kept her eyes on me and moved through the doorway toward the front of my desk. I am not sure if she could see my cock, but she knew my hand was in my lap and I am sure she saw my arm moving when she first poked her head around the corner looking in my door. I was excited and scared at the same time. This was my mother who had just caught me masturbating in my office. She was about 50 at the time and although she had a few extra pounds on her, she was a stunning woman, a former beauty queen. I had fantasized about fucking her before and I was wondering what she and my father in law did in the bedroom. She pretended to be a bit of a prude, but I think she has a wild side too. Amazingly, my cock stayed hard, I thought it would shrivel but it didn't. She stopped right in front of me and said pretending she didn't see me. "Dale (my father in law) and I are going out to lunch, are you staying in?" Her face was a little flush as she looked at me, almost trying not to look in my lap. As she finished her sentence she took her eyes of me and she looked up at the ceiling of my office. She heard the sound of fucking going on up there too. She didn't say anything and stood there for 20 or 30 seconds. Her face showed and almost lustful look as she continued to listen. My father was still in his office in the front of the building. He would be coming out any minute and I am sure he would not have approved of what I was doing or that both his wife and I were listening to the 2nd floor tenant having sex. He is very conservative and would never think of such a thing. My mil stood there and continued to listen. I was so fucking hard and horny I thought I was going to come right there. I began slowly to rub my cock and MIL could tell. She glanced quickly at me and then back up to the ceiling. The pounding that was going on above us was getting more furious now with the bed squeaking loudly. It was obvious they were getting close to a climax. I moved to get the napkin from the top of my desk with my left hand and moved it into my lap to catch my load that was about to rocket out of the tip of my steel hard cock. I moved my chair slightly back knowing full well my cock was now exposed to my MIL's view. She was now no longer looking at the ceiling but staring right at my cock. She watched intently as I quickly stroked my prick just a few more times. We both heard a moan from above as the mattress squeaking stopped. I couldn't take it anymore and with one final stroke of my right hand to the head of my cock started to shoot. The first glob overshot the napkin I held in my left hand to catch it and landed on my desk. I quickly moved it up to catch the next three powerful squirts. I watched as my MIL's eyes widened and she continued to stare at my rock hard now red prick. A few seconds after I shot my last glob of white cum into the napkin, we both heard my father stepping out of his office, calling out to my MIL, "are you ready dear?" We stared at each other for a split second, almost freezing out of fear that he would come into where we were. She quickly called out, "yes, I'm coming". "Lock up if you go out "she said to me as she turned, we shared one final glance. She then headed out of my office and she and Dale headed out the front door of the office. I couldn't believe it. I had just been caught jerking off in my office by my mother, and she watched as I finished the job and shot a huge load in her direction. She also found out about my secret sex show and why I had been taking late lunches. We also avoided an awkward moment when she had to leave without having a chance to question me about the whole thing for fear that her husband would catch her watching me jack off. Life at the office was about to get even more interesting! Caught Jerkin' Ch. 02 My Previous chapter ended with my MIL watching me jerckoff behind my desk just before she and my FIL left the office for lunch. When they returned I was nervous as to how she would act towards me. Did she tell my FIL what happened, woud they fire me? They returned and my MIL Sharon, acted as if nothing had happened. I was releived and stayed in my office until the day ended and I went home. I was so horny that night, I couldn't think of anything else. The next day it seemed like it was before I got caught jerking off at my desk. Chuck, the upstairs tenant did not come home for lunch and there was no noon time show. Mys frequently went out to lunch and today was no different. I was there alone again, but with no nooner happening above it was no fun and no masturbating for me. Things went along fine for the next week or so. The upstairs tenant was in fucking his lady at lunch time twice, both times my in-laws were already gone so I was free to take my cock out and jerk off without fear of being caught. Life was back to normal. About a week later, my FIL was going to be gone all day at a meeting about and hour and half drive away. I was in my office doing paperwork around mid morning and my MIL came in with some papers for me. She stood there and made small talk and I couldn't help but notice she looked a little different. She was wearing a more revealing outfit than normal, lower cut top and a tighter skirt with nylons. As she turned to walk away I stared at her buxom ass and felt a twinge in my cock. When I looked up I saw her head was turned and she saw me staring at her ass. My mind started running scenarios of how I could get her out of that skirt. I envisioned her bent over the desk with the skirt up over her hips and her stockings pulled down around her knees or ankles. My cock was rock hard now!! Around noon, I heard the buildings front door open and someone walked in and up the steps to the apartment above my office. I knew it was Chuck. I was hoping his girlfriend was coming over today and that I would be treated to another audio sex show. As luck would have it, I heard the door open again and footsteps up the stairs about ten after noon. I hoped they would be fucking soon and I knew my MIL had heard both people head up the steps. Not 5 minutes later, my MIL poked her head around the door of my office and asked me what I was doing for lunch. I told her I kind of liked heading out a little later and that I was probably going to go out around 1:00. "You're welcome to join me," I offered. "I think I might like that," she replied as she headed back to her desk. A few minutes later I heard the sound of the bed squeaking in the apartment above me as Chuck and his lady got on it. I knew they would be fucking soon and even though my MIL was in the next office, I was determined to jack off while I listened to them fuck. Normally I just unzipped my pants but this time I actually undid my belt and unzipped and pulled down my pants to my knees. I imagine my MIL heard the sound of the zipper and the belt buckle jingling, and I was hoping it got her attention. Another minute or two passed and the rhythmic sounds of someone getting fucked on a squeaky bed had begun. My cock was in my right hand now and I was stroking with an even pace. I know by this time that my MIL could probably hear the couple above us fucking too because they were pretty raucous today. I heard her get up from her desk and head toward my office door. I was fully ready for her to 'catch me' jerking off again. This time we were the only ones in the office and my FIL wasn't due back for 3 or 4 hours. She peered around the doorway and I looked right at her. We locked eyes and then she looked down at my lap. I stood up and let my pants fall to my ankles. There was my rigid cock in all its 7" glory bobbing out in front of me for her to see. She stood there and stared at it for what seemed like minutes. She then stepped into my office taking two or three steps toward the front of my desk. She briefly looked up at the ceiling. We could hear the full fledge pounding that was going on above us. Chuck's girlfriend was moaning and moaning and I was listening to her get fucked hard as my MIL was staring at my cock. I began to stroke it slowly up and down. MIL watched me intently, her eyes darting back and forth between my eyes and cock. I was on fire with lust and so was she. Her face was flush and she looked so hot and horny, like I have never seen before. She moved closer to me and continued to watch me. "Why don't you join me?" I whispered, not wanting to let Chuck upstairs know we were down below listening. "Pull your skirt up, you're looking at mine, I want to see yours" I said. She shook her head no but her face said she was really wanting to. I moved around the side of my desk and out closer to her. She stepped back slightly but stopped. She could not take her eyes off my dick. "Come on" I said, "it's only fair, you've seen me twice now! No one will see us; we're the only ones here." The moaning was getting louder above us and I could tell by the look in her eyes that she was super horny now. She slowly pulled her skirt up until it was above her hips. She slightly spread her legs and I immediately focused on her crotch. She was wearing nylons with no panties underneath. I could see a wet spot between her legs and could tell there was a thick dark hairy bush under the material. I moved even closer to get a better look as she began to touch her self through the nylon material. Her finger was moving back and forth along the furrow of her pussy lips. The moisture in her crotch was spreading and I could tell she was really hot. "Pull down you stockings" I insisted. "I want to really see it!" She didn't respond right away and continued to rub herself through her stockings. I moved right in front of her and put my hands on the waist band. We were now looking in each others eyes and we were both on fire with lust. I grasped the nylons and pulled them down to her knees. Her black pubic hair was glistening with her pussy moisture. I stood back up and looked her in the eyes. I started to stroke myself again and she put her fingers on her pussy and started to rub it. We watched each other, she was staring at my cock and I was watching her, now fingering her own hot hole. I could smell that musky pussy juice and it smelled so good! I love the smell of an aroused pussy. Suddenly, she reached over with her other hand and took hold of my cock. She started to stroke it back and forth, somewhat clumsily at first. I let her continue and moved my right hand to her hot hole and started to massage her clit. I put my other hand on her ass and began to knead it. By this time the fucking session in the apartment above us had stopped, we barely noticed as we stood there masturbating each other. I was so turned on and horny I knew I wasn't going to last long. I was concentrating on her hard nub and I could tell she was enjoying it as soft moans were coming from her mouth. She picked up the pace on my cock and I couldn't hold back any longer. With a sudden blast, my first shot of hot spunk erupted from my cock and landed right on her lower stomach. The next spasm sent a string of cum right onto her hairy bush. The third and forth globs landed on the carpet between us. The hot jism hitting her skin and my furious rubbing of her clit sent her over the edge. She began to convulse slightly and almost lost her balance as her orgasm overtook her. She shuddered and moaned in a low voice for 20 seconds or so until her climax subsided with her eyes closed and her mouth slightly open. When she opened her eyes again seeing me a look of horror came across her face. "We shouldn't have done that" she said almost shouting and about to cry. She dropped her skirt and waddled with her stockings around her knees through the back of my office into the powder room behind it. The water started running immediately as she cleaned herself off. I grabbed some napkins and wiped off my cock and cleaned the carpet. MIL stayed in the bathroom for several more minutes. When she emerged she said "I'll be back later," and grabbed her purse and left. ________ MIL was gone for more than an hour and while she was out my FIL, Dale called to say he would be staying later to have dinner with the client and that I should tell Sharon, my MIL that he would be back later in the evening. After I hung up the phone I wondered what he would say or do if he knew that his wife and I just masturbated together in my office. What would he say if he knew she took hold of my cock and jerked it for me till I shot my load on her stomach and furry black bush? What would he think of me fingering her hot hairy cunt and rubbing her clit till she shuddered in orgasm? She returned and came in the back door from the parking area and went through the other side of the office to her desk at the reception area. It was about 2:30 by now and I called out to her from my office. "Dale called, he said he will be staying to take the clients out to dinner and probably won't be back until 9:00 or so." "O.k., thanks" she called back to me. Her voice was slightly trembling and uneasy. There was an awkward period, I wanted to go talk to her about what happened but I could tell she was feeling guilty about what happened. I decided not to press the issue but I wanted our new relationship to progress further. My mind was racing now. I was still super hot and horny from the events earlier and now knowing her husband was not coming back till late that night, I thought I had a chance to capitalize on the progress I had made so far toward my goal of fucking my mother. We normally locked the office door around 4:30 pm but the three of us would normally be there until at least 5:30 or 6:00 each day. My wife did not expect me home until 6:30 or later each evening, so I knew I had some time this afternoon to try to achieve my goal. Things were quiet for the next few hours, normal client calls and issues to handle. Sharon stayed at her desk and did not come to or through my office. I could not concentrate on work at all and had a perpetual hard-on for the next two hours as I schemed in my head how I was going to make it happen. Around 4:30 as usual, Sharon my MIL got up from her desk and closed the front office door and locked it. At the same time, for safety, I got up and went through the back storage room and locked the back entrance to our office from the parking lot. Just in case my FIL plans changed and he came back early, we would have some warning that he was trying to get in. I was back to my desk and I heard one of the tenants enter the foyer by our front office door and head up stairs. It was Chuck again, the guy who lived above my office. I heard him walking around above me but I wasn't expecting him to put on another show this afternoon, since he plowed the shit out of his girlfriend at lunch time. This got me thinking. It was now almost 5:00 and Sharon knew Dale was not coming home for dinner and she was still at the office. She didn't rush out at the end of business hours. Was she hoping something else would happen too? She knew we had at least an hour or two alone in the office. I was playing back our encounter in my head, remembering the musky smell of her pussy and the feel of her hand on my cock. I still had her pussy juice on my fingers and I sat at my desk smelling the wonderful scent. I decided to start to play with myself. I stood up and completely removed my pants and underwear. I know she heard the sound of my zipper and the jingling of my belt buckle, because the office was totally quiet. I sat on my chair and began to stroke my cock slowly, envisioning her with her skirt up around her waist and her nylons at her knees. MY cock was rock hard and I began to formulate my plan. I decided I would just walk in to her, nude with my hard cock in hand and see what she would do. I got up and unbuttoned my dress shirt and removed it and my tee-shirt. I was now totally naked and my hard on was bobbing out in front of me. AT the time, I was about 32 years old and I was still in good shape. I am stocky but athletic, with big strong thighs and calves. My shoulders are broad and at the time I had quite a developed chest and set of arms. I didn't have a six pack but I was trim. My chest is hairy as are my legs. My MIL was probably 55 at the time and my FIL was a few years older. He's a handsome guy but not quite in good physical shape at the time. I had a feeling my MIL liked looking at my body. I walked over to the door way of my office and stepped out into the reception area. There were no windows into this area so I didn't have to worry about being seen from the street or the outside. I stood there totally nude just leaning up against the wall, slowly jerking on my prick. My breathing was heavy and my MIL immediately noticed me. She looked up and just froze, staring at me not saying a word. I knew I had her then. Her eyes had the lustful look in them that I had seen earlier as I was fingering her cunt. She was hot still and it was apparent she wanted more too. She didn't say anything just stared at me, studying my body from head to toe, then focusing back on my dick. She sat there and stared at it for a while so I began to walk towards her desk. The whole time she just stared at me with a wanton look on her face. As I approached the side of her desk, she turned her chair slightly sideways to face me. I positioned myself directly in front of her chair and moved my feet between hers, forcing her to spread her legs. My cock was now right in front of her face; her desk chair height put her mouth at perfect height for sucking me. We didn't say a word as she looked up and looked me in the eye with a flushed face betraying how hot she was for this. She began to stroke me slowly with her right hand and like a women experienced in cock sucking, grabbed my nut sack with her left. After a few strokes, she moved her head in and put the tip of my cock between her lips. She almost always wore lipstick and her lips looked so sexy. She slowly took my 7" cock all the way in until her lips were brushing my pubic hair. She reversed course and slowly pulled off till she was back at the tip. She repeated this for several minutes and each time she pulled back she would use her right hand to pump my hard cock while her tongue danced around the head of my dick and tickles the slit on the end. All the while she was massaging my nuts and alternately using her left hand to knead my right ass cheek. I was getting so hot. She started to pick up the pace and was now bobbing feverishly up and down on my cock. She was looking up at me with this hot look on her face; I loved looking at her when she was on fire with lust. She's a beautiful woman and it made me so hot to stare into her eyes as she bobbed up and down on my dick. I knew I wouldn't last too long with her tongue dancing all around my cock so I pulled my dick from her hot hungry mouth and pushed her head toward my nuts. She licked my ball sack and alternately took my nuts into her mouth sucking them gently. Wow, she obviously had some experience with this. She always acted so conservative and almost prudish before this, but now a lusty MILF had been unleashed. I decided that I needed to switch positions and return the favor to her. I wanted to get her hairy snatch in my face so I could inhale that wonderful musky smell and taste her pussy juices. Her desk was small and quite full of stuff so I stepped back and grabbed her hand, leading her out of the reception area to my office. No words were spoken during this whole time so far, just looks of lust. When we got to my office I turned her around and moved her to the front of my desk. It was a big old executive style desk with just a blotter in the middle and a couple mail trays on one side. We were now face to face and I moved in and kissed her hard on her mouth. She opened her lips immediately and accepted my probing tongue. It was so good and hot. We kissed that way for several minutes while her hands ran up and down my back and hips and ass. My cock was pushed up between us, rubbing her belly. I wanted to see her in her naked glory so I stepped back and unbuttoned the top of her skirt and undid the zipper. If fell to the floor and she stepped out of it and slid it aside with her foot. I pulled her blouse up over her head and as I did, leaned in to kiss her hard again. She was now standing in her heels, nylons and bra. As I mentioned before, she had a few extra pounds on her belly and ass, but I love a pleasingly plump woman. She looked so hot. I looked down at her crotch and could see a fresh wet spot, which told me how hot she was. I pushed her back up onto the desk so that she was sitting with her legs over the front edge. I spread them apart and knelt in between, inhaling the pungent smell of an aroused female sex. I began to tongue the crotch of her nylons, tasting her juices in the fabric while putting pressure on her outer lips. God it tasted so good. She grabbed the back of my head and pulled me into, a groan escaping her lips. I continued to lick up and down her stocking covered slit for a minute or two but wanting to get to the main course now. I stood up and grabbed the waistband of her nylons and pulled them down and off her legs. I tossed them aside and quickly knelt back down to get my face back into her hot hairy pussy. My senses were overloading, the smell and the taste were spectacular and I couldn't get enough of it. I had to get myself in check and not go too fast. I began to work slowly on her outer lips, lightly flicking them up one side then down the other. I then reached in with one finger and parted her outer lips and slowly slid a finger into her hole. It was so warm and wet in there, I wanted to climb in. Now that the lips were apart, I began to slide my tongue up and down the inner lips and then alternately putting my tongue into her sweet hole, trying to capture as much of her juice as I could. She was dripping wet now, with juice flowing down her inner thighs toward her ass crack. My cock felt like it was going to explode it was so rock hard and standing straight up against my stomach. I reached up with both hands and grabbed her where her thighs meet her hips and pulled her into my face. I began to tongue her covered clit and tried to dance my tongue around it and then back down to her opening. She now had her left hand on my head pulling me into her, moaning and panting. I then put all my efforts on her clit, almost sucking it like a mini cock. I was now hard and exposed and she began to shudder and convulse as I focused on her love button. She was cumming and her juices were flowing all over my face. She held my face in her pussy and I continued to lap up her juices as her climax subsided. She finally released my head and I stood up and helped her to her feet. I was now about to perform the act I had envisioned in fantasy so many times. I was going to fuck my mother from behind over my desk. I stepped back and said, "I have to fuck you!" "Yes, you do," she said with a smile. I told her that I had fantasized about this and I wanted to take her from behind. "I love it that way" she said. I spun her around and she then bent over the desk resting on her elbows. She spread her legs and pushed her ass back at me slightly. I stopped for a second. I wanted to burn this image into my memory. Her wide ass looked so good and I could see her juicy red pussy lips, open and inviting my hard cock inside. I ran my fingers over her hole and then took one final look at her bent over my desk. I moved in closer and placed the head of my cock at the opening of her steaming hole and paused for a second. I wanted to savor this but I couldn't wait either. I felt like my whole body was buzzing with electricity. Caught Jerkin' Ch. 02 I pushed forward and sunk my cock into her pussy to the hilt. I held there for a few seconds. This happened over 15 years ago yet I remember every detail as if it was yesterday. Her pussy was so hot and wet yet still tight around my cock, like the tightest glove. I remember thinking, this woman in her 50's still had a tight pussy, and I had never been with an older woman and envisioned that they might be a little loose, boy was I wrong! It felt so fucking good!! I pulled out slowly savoring the feeling and then plunged in again. I repeated the slow assault knowing that if I wasn't careful I would blow my load into her before I was ready. "Ughh, that feels so hard in me" she said as she began pushing back against me meeting my thrusts. She moved one arm off the desk and then reached between her legs with that hand to grab my balls each time I pushed into her. I stopped and let her play with my nut sack for a minute or two, grinding my pelvis around in small circles. "Please fuck me hard now, fuck me hard!" she commanded. It was then I started to pump her again and this time I picked up the pace. I was plunging my rigid cock in and out of her cunt. I could feel her cunt muscles trying to grab my cock each time I withdrew it. My thrusts became a little more violent and she had to put both her hands out in front of her on the center of my desk to steady herself. She continued to push back and meet my thrusts. She was moaning 'yes' each time I hit bottom and her breathing was loud and shallow in between the moans. I grabbed both of her hips and started to pound her from behind as hard as I could. The wetness of her pussy made a slapping noise each time my hips and thighs crashed into her ass and legs. I'll never forget that sound and the feeling of her gorgeous hairy pussy as I plunged my steel hard tool in and out. I was getting close to cumming now and although I thought briefly of trying to stop and extend the session, I knew I would blow my load anyway so I just went for it. She was not moaning louder and almost chanting 'yes' as I was hitting her spot with the final thrust she almost shouted "oh yes"! as she began to shudder. I knew she was cumming and I was right behind her. I felt the first jet of semen leave my cock and hit her inner canal. I continued thrusting and with each time I hit bottom another jet left my prick and filled her hole. I must have had a multiple orgasm because it felt like I shot 7 or 8 streams into her when my normal load was only 4 or 5 jets. With my final thrust I hit bottom and stopped, holding her hips and looking at her back. She was weak kneed and collapsed down onto the desk with her upper body. My cock was still rock hard, I was so excited by this whole scenario, a fantasy realized. I had fucked my mother and she was way hotter than I imagined. I stepped back, pulling my cock out and some of our mixed cum followed, hitting the floor below. I took one more step back and admired her plump round ass and could see her now used pussy, soaking wet with my cum and hers. It was beautiful. She stood up and turned around to look at me. I stepped forward and kissed her hard again. I let my hands wonder down her body until I found her ass cheeks. I pulled her to me and continued to push my tongue into her mouth. I was still not sated and I wanted more from my MIL. I reached up and undid her bra and it fell off her shoulders. I stepped back to remove it. I wanted to see her totally naked. She was hot. Her tits sagged a little, but she had these big round areolas and pink hard nipples in the middle. I pulled her to me again and we kissed some more with her tits rubbing on my hairy chest. I wanted this encounter to continue and I think she did too. But it was now almost 6:30 and I was due at home. I knew this was the start of something and I couldn't wait for another chance. Caught Jerking She comes home early, and finds him stroking his cock. That affords her an opportunity to teach him a lesson, at least until things take a twist... This is a collaboration, for your listening pleasure, written and performed by WickedVoyce and MrBadDaddy. * * * * * Click Here to listen. (7.5 min/mp3) * * * * * Caught Jerking Off Marion eyes opened in dismay at the sight of her neighbor's son, Jeff. She wasn't sure if he had just turned 18 or 19, but that didn't matter just now. The dark-haired young man she had barely noticed in anything other than a passing way, was hunched over in front of his sister's dresser. Dressed only in a black bra and black panties pulled down to the knees, he was ravaging his young fist. He was in the final strokes of jerking off in front of the mirror. His right fist was a blur. The sunlight had penetrated the girl's bedroom window at just the right angle to flood the room with light, almost like a theatrical spotlight. It made the boy's pale skin even paler with a rosy glow. From her position in the window of her bedroom, she could see every detail of the lad's slitted eyes and slightly gaping mouth. His face was feminine with matchless complexion. His lips were full and pouted outward. His long dark hair, in this new context, completed the picture. Marion determined that his member was rather small, but rigid as only the pricks of young men can be. She wished she could see it better. She could almost feel his juvenile groans of pleasure as his slim hips thrust forward. He shot his load into a waiting tissue cupped in his left hand. Jeff was trembling with pleasure and gazed long and passionately into the mirror. He turned and posed with his round little ass facing the mirror. He looked over his shoulder at himself and made a few thrusts backwards as though taking a stiff cock up his ass. Then he stood up and carefully cleaned his prick before stepping out of the panties. He held them to this face and rubbed them all over. Next he fondled his balls with the crotch of his sister's panties held against his nose. Suddenly he jerked his head and stripped off the clothes, stuffed the underwear back into the drawer and scrambled into his clothes, dashing out even before he was fully dressed. Marion turned and saw Jeff's sister's boyfriend's car drive up the driveway. Denise, a beautiful dark-haired young woman of 21, leaned over and kissed her boyfriend with a lingering kiss. He took the opportunity to fondle a breast under her sweater. She didn't pull away as his hand seemed to move everywhere under her clothes. Then, with another quick kiss, she jumped back and skipped into the house. Marion watched the boy put his hand onto his cock and give it a squeeze before he backed out of the driveway. She knew that he would be off home to beat his meat. She tried to visual Ted laying on his bed pounding away on his boner. She moved back to her bed, lay down and slowly stroked her clit thinking about the events she had just witnessed. She was already saturated with vaginal fluid. It didn't take long for her to reach climax, rear her hips upward and grunt heavily-knowing she was totally alone. In fact, by Wednesday, Marion usually was in some real need of release. Her husband commuted to his job 250 miles away. Marion had said she didn't want to move to Detroit, and if her husband wanted to go, it would be without her. They compromised. So now Jim flew out every Sunday afternoon and returned Friday's. That meant that Friday night was a heavy sex night for them. Saturday was okay and Sunday morning was a leisurely fuck and suck. A few times Marion had knelt in front of him as he was ready to leave and sucked his cock so he could relax better on the flight. Recently, she had stopped this because he seemed to be already in the air as he waited for the limo to take him to the airport. This part time relationship had actually worked in favour of their relationship. Marion, conscious that her husband could easily find someone else, had exercised rigorously to maintain her slim and powerful body appearance. It also kept her large boobs from increasing beyond their current D cup size. She treated herself to regular manicure and pedicure sessions. So by the time Jim came home on Friday, he was treated to a very attractive package. The fact that she kept her pussy bare was a particularly sexy touch. So, by Wednesday she was getting horny. She usually gave herself a vigorous session of masturbation that began in bed before she got up, and was continued in the afternoon. It was just as she was about to start that she had seen young Jeff's performance. She had been completely naked as she witnessed his dramatic efforts. After the first come, she still had the image of the young boy in her head. She couldn't wait to see if he would repeat this tomorrow. Jeff did not disappoint her. Marion saw him hurry up the walk and disappear through the side door shortly after 3:30 PM. She was positioned a few feet away from her darkened bedroom window. She had set up her husband's expensive digital camera with the zoom lens attached. She had set the distance for focus and made sure the iris was set for wide open. The Field of view was inside the bedroom only. Like a precision clock Jeff entered and went straight to the underwear drawer and carefully dug out one of Denise's black bra's-possibly even the one Ted had felt yesterday afternoon. In his other hand he took up a pair of black panties. He held the panties to his face and inhaled sharply. He then swiftly stripped naked. His cock was already stiff. It stood pointing straight up. Marion clicked the camera and observed the shot in the small display screen. It was sharp with plenty of light from the convenient sunlight. Jeff gave his cock several quick and firm strokes. His cock bobbed as he released it. Then he put his socks into the bra cups and awkwardly put on the bra. He mugged into the mirror. Click. Marion got another dandy shot. Jeff slowly drew the panties up, stroking himself through the fabric, before pulling them snuggly up to cup his little balls. Since the panties were a low cut style even his tiny prick forced the head above the waistline. He then posed in front of the mirror. Click. He faced away and admired the way his slim ass looked. He was small enough that these tiny briefs gave better coverage than they would have for Denise who had a more womanly shape. Jeff was acting like a coy young girl to the image in the mirror. He teased the panties down. Then, to Marion's surprise, Jeff gave his little prick several stinging slaps. This made his cock dance and vibrate like a tuning fork. He then turned and gave his bare ass a firm slap, then he gave the other cheek a good hard one. He kept this up for about 15 or so slaps. Marion took about 8 more shots during this time. Finally he got to the main event. He posed with his ass facing the mirror and he pounded away like a fiend. Finally shooting his goo into the tissue. He then smiled at the mirror like a satisfied cat. But he had one ear listening for the arrival of his sister. He stood with his hands over his head, cock still hard almost like a slave girl waiting for the lash. Marion got this pose as well and knew that the young man was now going to be in her power. Just then, Denise arrived. Jeff hurriedly replaced everything and slipped out of the room. Marion was going to settle back on her bed for another session of masturbation when she saw Denise come into the room. She walked over to her dresser and opened the underwear drawer. She removed the same underwear that Jeff had used moments before and sniffed them. She smiled. Marion was surprised. Most sisters, if they thought their brothers were going through their things would go ballistic. Denise went over to her door and locked it. Then she came back and quickly stripped. She, too posed nude in front of the mirror. She fondled her tits with both hands, then went and lay on the bed. She teased herself for a few moments, but then got down to some serious whacking off. She writhed all over the bed letting her right hand pillage her crotch as though she was being forced open. Her other hand roughly groped her lovely tits. Marion quickly took several shots of Denise. Why not, she thought? That girl is one hot piece. In fact, Marion was so steamed up, she knew she would come if she so much as touched her swollen clit. As it was, she could feel the juice running down her thighs as far as her knees. Denise flipped over onto her back and thrust her gorgeous ass backwards as she continued to thrash her clit. Finally she thrust back and then jammed her hips into the bed as she came. She rested on the bed for a moment. Then she got up and put on a robe. Marion figured she was going for a shower. She wished she could join the girl. Although she was not a lesbian in the strictest sense of the word, she had had a number of girl friends at school who had found excuses to visit her and most had wanted to fondle her big tits. She had pretended reluctance, but secretly it was nice to have someone worshipping your body. She extracted a requirement that the girl of the day strip naked and play with her cunt until she came. The girls all seemed more than willing to jerk off this beautiful teenager. She also found it exciting to have the girls play with themselves as she watched in fascination. Once she left high school and went to college, the lesbian acts diminished and she started screwing guys. Marion called Jeff's mother around 7:00 PM and asked if she would let Jeff come over to help her with some computer glitch. She said that Jeff would be happy to help. At 7:15 PM Jeff arrived. He seemed a little vexed at having to come over. "My mom says you have a computer problem." "Yes. I remember her saying that you were an ace at this stuff." "Not really, but I guess I could look at your problem." "Come with me. It's downstairs." She led Jeff into the finished basement and then into a large office space with no windows. "I have a file or two that I'd like you to look at." The screen saver was active. Jeff hit the space bar and a Windows Explorer file list came up. "Click on that one, Jeff." She point to a JPEG file JO001.JPG. Jeff looked at her and double clicked. To his shock, a full screen image of him, cock in hand, panties pulled down and bra strapped to his chest popped up. His jaw dropped. He swallowed hard, then looked at Marion. "How did you get that?" "Boys who beat their meat in front of an open window deserve what they get. I think your parents are going to be very, very upset when they see these pictures. And I think Denise will be furious." "Huh? You're not going to show them to my mum and dad, are you?" "That's up to you, Jeff. If you're a good boy and do what I tell you to do, no one will find out." "What do you mean?" "Well, Jeff. I found it very exciting to see a young man like you playing at being a girl and jerking off. I'd like to watch you do it some more. Right here." "I can't. I have to go home." He started to leave. "If you walk out that door before I tell you to, your parents will have these pictures 5 minutes later." He stopped. "Why are you being so mean to me? I never did anything to you." He was about to cry. "Don't waste your tears, young man. Strip naked. Now!" Jeff gave her baleful look. There was no mercy in her eyes, just a hungry lust. He slowly started to undress. "Do you need help?" He shook his head and removed his shirt. He wore no undershirt beneath. Marion admired the smooth hairless chest. He dropped his jeans and stopped. "What are you waiting for?" He hesitated for a moment, then slipped his white Jockey shorts off revealing a slender penis that was at rest. "You look stupid with just your socks on. Take them off, too." Jeff did. Marion stepped around him to admire his pale little ass. As she took it in, she knew that this boy had to get fucked. She was going to buy a dildo to wear and she was going to plug him until he screamed. "Now play with your dick. Get it hard." Jeff was miserable. He took his prick and tried to get it aroused, but it wouldn't move. "Maybe you need some help. Bend right over." She folded him in half when he didn't move and gave him a stinging slap on the buttocks. She then delivered another dozen. To Jeff's surprise and chagrin, his cock was stiffening at an alarming rate. As Marion slapped him harder he was afraid he was going to shoot off. "Start stroking, Jeff, or this little ass of your is going to catch fire." Awkwardly, Jeff took his cock in hand and began the obscene act. Hunched forward he began to pick up speed until he shot his load. He automatically caught it in his hand and then was confused since he did not have his handy tissue. "Taste it, Jeff. It's your mess. In fact, I want you to eat it. Now!" Reluctantly, he licked the come from his hand and gamely swallowed it. "Done like a real lady. Don't move, yet. I want you to do it again in a minute." "I can't." "Oh, you will, Jeff, and you'll do it again after that. You are going to be a sperm machine by the time I get through with you." Marion opened her dress revealing her nude body. Jeff's eyes gaped open at the sight of the woman's body naked before him. "I want my cunt sucked, Jeff. Kneel in front of me and lick it. I'll teach you what to do." Jeff obediently fell to his knees and let Marion guide him. His tongue licked eagerly over her bare cunt, finally lingering on her swollen clit. He let Marion instruct him on taking the clit entirely into his mouth and letting his tongue lick circles around it. He was a quick study and soon had the mature woman groaning through the most powerful orgasm she had ever experienced. She slumped over the boy forcing him onto his back. Her wet cunt pressed like a suction cup over his mouth and Jeff was gagging, but his cock had snapped to attention. He was muling and kicking his legs in fear as his breathing labored. Marion eased up enough to let him take a breath before slumping back and riding his face for a dozen or so strokes. Then she turned to press her big ass right over his nose. Jeff gasped as the large buttocks pressed over his nose. His cock was throbbing. Marion gave the diminutive prick a firm slap and watched it vibrate. She repeated this over and over again lifting herself up slightly from time to time to keep Jeff alive, but dropping quickly to keep him pinned. After 30 slaps the kid shot his load without touching himself. It was a meager puddle and it cooled quickly on his slim stomach. Marion got up and smiled at the boy who was nearly in tears. "Let's go. I want to clean up." She took his hand and yanked him up. Marion had to pull him along into the bathroom. "Get into the tub. Now!" She slapped his face hard. He obeyed with a sob. "Lie down on your back." She stepped into the tub and straddled him. "Open wide." She started to piss, aiming her stream at this mouth. He tried to move his face, but she dropped to her knees over him and held him in place until she had squeezed the last drop out of her urethra. Jeff was now crying with great sobs. "Shut up, Jeff, I want my cunt cleaned up." She shoved herself onto her his face and made the kid eat her to another orgasm. Once she had sated herself, she ordered Jeff to have a shower and clean himself up. As she watched him, she planned tomorrow's shopping trip. She imagined his tiny ass in the air, her new huge dildo driving up his shit spot. It was a fantasy that was soon going to come true. Chapter 2 "Perhaps I should call you, Jessica, rather than Jeff." The boy was not amused as he stood in front of Marion's full length mirror. He had had two days to try to figure out how to get out of his predicament. His presence in her room indicated his complete failure. He had not attended his sister's room yesterday. She had been waiting for him to get in from school this afternoon and had flagged him over to her house. She knew that his parents would not be home for hours. And his sister would not miss him. She had ordered him up to her room where he stripped in front of her. Rather than immediately abuse him, she had forced him to dress up in some lovely and very sexy lingerie. He had stiffened in the new panties. Marion took him into her bathroom and gave his face a complete makeup job, finishing with a long brown wig. The effects were unbelievable. Jeff stayed rock hard during the entire procedure. Once the wig dropped over his head, he was looking at a stunning young girl in the mirror. "You look like a little slut, Jessica. One who needs her bare ass whipped raw." Jeff turned to look at Marion. "Did you think that dressing up would change my plans? Jessica, I'm going to take your panties down and use a leather strap to teach you to keep your hands out of other peoples drawers. Then we'll do something else." Jeff was wobbly on the 5" heels. He tottered out into the bedroom as Marion observed his awkward movements. "Jessica. Please get the leather strap out of the drawer by the bed and bring it here." The boy slowly obeyed and once he had the strap in his hand, he couldn't resist stroking it. He knew that his naked ass would be the next thing to feel it's touch. Marion wore a leather skirt and a leather jerkin of a very shiny black leather. Jeff could smell the leather. Her huge breasts were pushed way up and swelled over the restraining cups. She wore black high heel boots. "Kneel in front of me, Jessica. Now hand me the strap. Tell what is going to happen now?" "I don't know." Her hand lashed his face. "I just told you, you stupid slut. I want to hear you say it." Jeff put his hand to his face. A tear formed and started to slide down his cheek. "I'm.. . I'm going to take my panties down so you can strap me on my bare ass." "Exactly. Well? What are you waiting for?" Jeff stood up and started to lower the panties. "Leave them at your knees for now. Bend right over. Just like that. Don't move an inch while I whip you." Marion carefully pulled back the strap and let the first stinging slap catch Jeff on the fullest part of his slim cheeks. He jerked and cried out. She followed with two more to punctuate her distaste at the noise he had made. "Not a sound, you little bitch." She then went to work with a will. She moved around and held him from time to time as she measured each blow. Crack!! Crack!! Slap!! The noise filled the room. Jeff was whimpering softly, but to his horror his tiny cock stayed rigid. In fact, he couldn't believe the fire that was building in his balls. He was afraid he would shoot his load without touching himself. The desire to grip his prick was almost overwhelming. He watched himself-looking like a beautiful young girl-getting her bare ass strapped to an angry red. Marion's huge breasts heaved in a way that thrilled the young boy. He couldn't help himself. Finally Marion paused, and though Jeff was relieved, he was disappointed in a way. He had been fascinated by the sight of the young girl getting strapped. He had become a voyeur at his own chastisement. Then Marion pulled off her leather skirt to reveal a large dildo strapped in place with large leather straps. Jeff stared at the plastic prick and suddenly knew what was next. He was too slow to move, however, with his panties at knee level and the heels making him almost helpless. Marion gripped him and forced him to his knees. She held him as she slid the pre-greased pole against his blazing cheeks, then forced them open. She managed to drive the cock head up his little rosebud about three inches. Jeff was in real agony. Marion stroked into him. She was not adept at this initially, but quickly found the rhythm. Jeff's asshole started to ease with the huge dildo coring him out. In fact, as he watched in the mirror he was reaching the point of no return. He grabbed his cock and wrenched it a few times, causing him to become spastic as the fluid shot out of his urethra. He almost screamed with a mixture of agony and ecstasy. Marion continued to hammer his ring as he pulsed in a near frenzy.