0 comments/ 228545 views/ 41 favorites My Secretary Jennifer Ch. 1 By: NiteWriter This is intended for adults 21 and over only. If you are offended by graphic descriptions of a sexual nature, please, don't read this or download it. If this is illegal where ever you are reading this stop now. * * * * * Let me tell you a what happened to me at work about a month ago. I'm self-employed and have a small office primarily for telephone soliciting. I have three women working for me. Two of them work on a part-time basis a couple days a week and the third works full-time as my secretary and assistant. Well this story is about my secretary, Jennifer. Jennifer is a beautiful young lady of thirty three years old. To look at her you would say she was twenty or maybe twenty two years old. She really does look that young. When she had told me her age I actually found it hard to believe. I've never seen such a gorgeous woman before. I wondered what she looked like when she really was twenty. She's an absolute knockout with her five foot 5 inch tall petite body. She's got shoulder length kind of a strawberry blonde hair. She's not really what I would say a redhead, yet close to it, but her hair has a slightly reddish natural tint to it, that's why I call it a strawberry blonde color. Her hair is always perfect, that is to say, it is never out of place. And what a gorgeous face with a perfect complexion. There isn't a flaw on it. You could stare all day into her lovely blue eyes and never get tired of looking at her beauty. Jennifer's breasts are nothing more than average, about a thirty-six inch chest, but they're perfect too. At least I imagine they are visualizing them through her clothes. I'm sure her lovely breasts are firm and full which any man would be dying to caress, squeeze and of course suck on them. When she'd wear a sleeveless dress I'd always manage to catch a glimpse of her full firm breasts through her open sleeves. Even though they were clad in one of her many sexy black, red or white bras, I knew how full and gorgeous they were. Often I'd walk by her for no other reason than to get another look at her chest through her dress. Then there's Jennifer's legs. What an incredible sight. She almost always wore a dress or a skirt. When she would sit down nearly half of her thighs would be exposed. I've often fantasized about reaching up under her skirt to pull her stockings down those beautiful legs. I imagined feeling her up, running hands up her silky soft inner thighs until I reached her moist panties. I'd tug then down in order to caress and squeeze her soft behind. Once she was aroused I would strip the rest of her clothes off and go down on her. How I so desperately desired to bury my face between those lovely legs with them wrapped around my head while I eat out her warm juicy cunt. I daydreamed of orally bringing her to a tremendous orgasm, then afterwards she would beg for me to fuck her. Of course in my fantasy I could do whatever I wanted with her. So of course once Jennifer had my cock in her pussy for awhile, I moved to her tight little asshole, which I assumed to be virgin. There was no way this young beauty had ever been anally screwed. I could only imagine how wonderful that would be. Jennifer, my secretary, taking my cock in her asshole. Just thinking about it makes me hard. Of course I'd love to play with her lovely round tight ass too. I could spend a day kissing and fondling that cute butt of hers. She definitely possesses the most delicious ass I've ever seen. I'd have no problem dining on her behind. Her whole body is the ultimate of perfection. And when she speaks, she has the most lovely soft sexy voice that makes you dream about her. Unfortunately, Jennifer is married. I don't know much about her husband, but he sure is one lucky guy. To be able to get in bed with this lovely creature every night can only be the ultimate in pleasure. It's been almost a year now that she's worked for me and I've gotten to the point she's all I can think about. What would it be like kissing her and touching her gorgeous body. How wonderful it would be to have a sexual encounter with her. I'm making it sound so innocent when in fact I'd like to fuck this beautiful woman in every hole she's got. That would be the ultimate pleasure for me. Well, it all started one Saturday morning. Jennifer is the only one that works on Saturday. The other girls are off. I needed to leave the office for while to run to the store. I figured I'd be gone a half hour or so and told Jenn I'd be back shortly. I got to my car and realized I had forgotten the list of things I needed to pick up. So back I went upstairs to the office. As I was ready to enter the door, I looked in through the small window and saw Jennifer sitting at her desk with eyes closed and her hand between her legs. From the side view I had, Jennifer's dress was up to her waist and she was masturbating herself quite intensely. She had no idea I was now her audience watching her stimulate herself. I was amazed. Here I thought Jennifer to be this quiet, shy young lady. Instead in front of me was a young woman who secretly must be unsatisfied at home and needed to masturbate herself for fulfillment. I figured if ever there was an opportunity to get into this gorgeous creature's pants, so to speak, this was it. I opened the door quickly and locked it behind me. The expression of horror filled Jennifer's face. She was caught in the act of masturbating herself. Her face literally turned white as the blood drained from her. As I walked over to her she was speechless. She couldn't find any words to say. She looked down in embarrassment while quickly straightening her dress pulling it back down around her legs. I walked right up to her and stood there waiting for her to look at me. I knew how embarrassed and shameful she must feel. At this point I probably could have done anything to her and she wouldn't have stopped me. But I decided to play this out slowly. It seemed like hours as I stood there next to her waiting for her to turn my way. When she finally turned and looked up at me, I leaned down and kissed her full on the lips while grabbing at her tits through her dress. I kept our lips pressed together forcing my tongue in her mouth and squeezing her soft breasts with my hand. Then I slipped my hand up her dress and stroked her pussy through her panties. At first she resisted, but within seconds she responded kissing back, putting her tongue in my mouth. Maybe it was the guilt she felt making her respond or maybe she was afraid to resist in fear I might tell someone what I saw or perhaps it was just the pent-up lust that she was trying to relieve when I walked in on her. In any case, she was kissing me back and allowing me to feel up her gorgeous body. Our kiss broke apart and I softly told her, "your the most beautiful woman I've ever seen." She replied, "God I'm so embarrassed I just want to die." "Don't be," I replied. "Instead of you masturbating yourself, I'm gonna do it for you. Let me take care of satisfying that beautiful body of yours." "I've never ever done anything like this with another man." She said nothing more. So I kissed her gently again and began removing her clothes. I stripped her down to her bra and panties and started running my fingers between her legs. Not once did she try to stop me. Her crotch was soaking wet. The built up sexual tension in her must be tremendous I thought. Her juices were flowing from only kissing her. I was beginning to feel that she was allowing my advances on her body because I caught her in the act of what she thought was something dirty or nasty. Was she letting me do this in hopes of what I saw would be our secret? Was this payment for my silence? I wasn't really sure. She wasn't saying anything. It was kind of like blackmail I thought. I wondered how far she would go. I looked at her still sitting in the chair as I continued fondling her breasts and probing with my hand in her crotch and suggested, "take my cock out and suck me." She got a scared look on her face. "I've never done that before," she replied. I couldn't believe what I heard. Here was a gorgeous young woman of thirty-two and never had a cock in her mouth. "I don't even do that for my husband. We just have intercourse, but I never put him in my mouth." "Jennifer," I said. "It's about time you learn to try new things and how to enjoy different feelings your body can give you. There are many ways to have sex. All of them can be pleasurable. You just have to let yourself go and experienced them. And what's this "intercourse" talk? Say what you mean. You just like to fuck and that's it. You obviously aren't satisfied at home if you have to masturbate here in the office." The embarrassment came back over her as I mentioned what I caught her doing. I unbuckled my trousers and dropped them to the floor. "Now c'mon." Take my cock and suck it into your mouth." She looked at me for a moment, then pulled my underwear down exposing my already hard ten inch cock. She looked up at me again, hesitated for a moment again, and placed my cockhead to her lips. "Go ahead, don't be afraid. Do it." Her mouth opened and she took me in about two inches. "Put your tongue on it and lick." She did as I told her and while she tongued my cock I grabbed her head and pushed a little more in. What a wonderful feeling. Her mouth was so warm and wet and seeing her beautiful face in my crotch sucking my cock was such a turn on. While she sucked me we inched our way down on the carpet until she was sitting on the floor with me standing over her feeding her my cock. She was getting into it. She was getting turned on and was actually giving me a pretty good blowjob for a first timer. "That's it Jenn," I complimented. "Your a great cocksucker." I pulled out for a second and she smiled, "I didn't think I would like it, but I do." She took me back in and started sucking me faster and deeper. She actually took me to the back of her throat. I figured it was time to take a step further. "Jenn," I said while she continued sucking. "I'm gonna push it down your throat. Just relax and hold your head back." Amazingly enough she obeyed. I don't think she knew exactly what I was about to do. But she tilted her head back keeping my cock in her mouth as I stood directly over her. I had a straight path to push my ten inch cock all the way down her throat. I squatted down and slowly began impaling her. She was incredibly tight. She starting gagging or maybe it was gurgling, at least I knew she didn't know how to handle the invasion to her throat. Her hands clutched my upper legs instinctively in an attempt to push me away and stop the intrusion into her throat. I couldn't blame her, in fact I expected it since she'd never done this before. "No, no," I reprimanded. "Don't push me away. You can do it. Relax and let it slide down." She amazed me because she listened to what I said. Her resistance stopped and she let me push further into her throat. I've never felt anything so pleasurable as shoving my cock down Jennifer's tight sweet throat. The sounds of her gags made it an even more incredible turn on. "Aaarrgghh."..."Gggaahh"..."Awwwggg"... I was totally dominating this goddess by making her swallow my hard cock and she was choking on it. It made me want to cream right then down her throat. I continued on squeezing my way down her hot throat until my balls were resting on her chin and she was looking up at me from between my legs. My cock felt so unbelievably good in her. "Your incredible Jennifer. You swallowed my whole cock." I left it down her throat awhile so she'd get used to it. Then I grabbed her head and slowly started pulling out. But in the process, I couldn't resist fucking her throat in and out a few times to feel the wonderful tightness of this young woman's mouth and throat. Then I withdrew. She sucked in a lot of air and I fully expected her to started screaming at me for making her do such a nasty thing. Instead, she took my cock and started sucking and sucking again. She was giving me an incredible blow job. In fact, she was sucking my cock like a whore you'd pick up on the street. "Oh my God, Jenn. You're fantastic. What a cocksucker." She swallowed up my cock on her own taking me into her throat again with ease. She deep throated me over and over until she was out of breath. Then she literally began begging. "Give it to me," she exclaimed in a frenzied voice. "Give it to me." Then she swallowed my ten inch shaft again. I backed off letting her come up for air again only now I made her lie down on the floor. I just had to fuck that delicious cunt. I spread her legs and positioned myself between them. As I placed my cock near her hole she raised her legs up to allow me easy entrance to her cunt. She wanted this. She wanted me to fuck her. I drove right into her. Her cunt was so wet, my cock slid into her body with ease. Jennifer then wrapped her arms around me pulling my body fully on top of hers. I began my fucking of the most beautiful lady I've ever known. I was in my glory. It felt so good fucking this princess. Her hole was so hot and juicy as I buried my cock over and over again into her body. Jennifer moaned in pleasure non-stop with an occasional "It feels so good," and "oh, yes," comments of ecstasy. I fucked her about ten minutes when I realized I better take it easy. I didn't want to blow my load just yet. I wanted to prolong my taking of Jennifer as long as possible, especially since she'd become so willing. So I dismounted her and quickly straddled her sixty-nine style. I knelt down over her face letting her take my cock once more into her hot mouth. While she sucked me I spread her lovely legs and began eating at her cunt. Was she ever wet after my fucking. She was dripping with juices that actually were running down her inner thighs. I began lapping them up. She moaned over and over as I licked her cunt stopping at times on her harden clit and occasionally sinking my tongue inside her wet hole. I had her going crazy and I knew she was getting near to an orgasm. Then I started moving my hips up and down fucking her mouth slowly at first till she got the rhythm down. Then I began longer and faster strokes sinking my cock down her throat completely, over and over and over. She laid there taking it, swallowing my cock while I licked her. I pulled her legs up higher toward me allowing me to move further back with my licking. I wanted to get toward her asscrack. With each lick I went further back until my tongue was slurping in between the soft crease of her buttocks. Her moaning increased and became louder even with my cock in her throat. Then I reached the spot I was looking for. I gently spread her beautiful ass cheeks apart. There it was, Jennifer's magnificent little puckered asshole. I wondered what her reaction would be feeling my tongue there. Down I went and my tongue lapped at her cute anus. I licked it, tasted it, probed at it. Jennifer was going nuts with my tonguing of her anal hole. Once I got her puckered hole nice and wet I put a finger on it and pushed it in. Jennifer tightened up a moment then quickly relaxed. "How do you like that," I asked. "Like it in your ass?" She didn't answer and I didn't expect one. I pushed my finger all the way in and wiggled it so Jenn could feel that I had invaded her most private hole. I began finger-fucking her asshole, jamming my finger in and out while I returned to licking her cunt. I thought Jennifer was going to swallow my cock whole. "So you like me playing with your asshole, huh?" She couldn't get my cock deep enough down her throat. Her lips were plastered in my groin. My fingering of her asshole was putting her over the edge. Her whole body tensed and tightened. She was cumming. Her whole body was exploding into an orgasm. Seeing what was happening to her made me lose control too. I was going to cum either in her mouth or down her throat. I could hold back any longer. Her cocksucking was just to incredible. "I'm gonna cum Jenn," I bellowed out. "I'm gonna cum in your mouth." She pushed me out of her throat to speak. "Yes, yes give it to me. Give me your cum. Do it in my mouth." This was unbelievable. A half hour ago this shy young lady was totally inhibited sexually. Now, she was willingly waiting for a mouthful of my sperm. She kept sucking and sucking on the head of my cock until finally I exploded. Cum burst from my cock like I've never experienced before. She had me so turned on heavy streams gushed into her mouth. She backed off slightly after feeling the gooey substance hit her tongue, but she kept her mouth open taking several more shots of my jizz in her mouth. Then a cum string landed across her cheek and upper lip. Finally sperm just dribbled from me as she jerked my cock trying to milk all of it from me. I could see the cum all over the inside of her mouth. She was moving her tongue around playing with the thick white stuff. Having never experienced a mouthful of sperm she must have been curious as to what it felt like. She looked up again kind of in an asking way what to do now. "Swallow it," I quietly whispered. She closed her eyes, then closed her mouth and I could see her throat move as she swallowed. Damn, unbelievable, I thought. She swallowed my sperm. Beautiful Jennifer ate my cum. She open her eyes and got a grin on her face as she took my cock back in her mouth sucking the last drops from me. What an overwhelming sight to see Jennifer's beautiful face covered with my cum. What a tremendous turn on. My cum was running down her lovely silky smooth face as she licked her lips. To Be Continued... My Secretary Jennifer Ch. 2 This is intended for adults 21 and over only. If you are offended by graphic descriptions of a sexual nature, please, don't read this or download it. If this is illegal where ever you are reading this stop now. * * * * * Monday afternoon at the end of the day Jennifer came right into my office before going home. Not a word had been said all day about our activities on Saturday. "I can't believe what we did on Saturday," she remarked. "I can't get it out of my mind. What you must think of me now." She was obviously upset. "Did you enjoy it?" I asked. She didn't reply. "When I saw you masturbating, I saw a young woman in need of a sexual outlet to satisfy her body. I figured you masturbate yourself because your husband is not satisfying you. Either that, or you won't let him satisfy you the way you really want deep down inside. I think you really enjoyed Saturday, being a nasty young girl, acting like a slut. Didn't you?" Again no reply. She just looked down at the floor. I'll prove to you exactly what I'm saying. I started unbuttoning her dress. She didn't stop me. She let me undo every button as she watched until it fell to ankles and she stepped out of it. "Take your stockings off!" I ordered. She obeyed like a little schoolgirl getting reprimanded. I took her by the hand to the couch in my office. I pulled her panties off, unhooked her bra and sat her down on the edge of couch. I stripped all my clothes off and stood in front of her. "Go ahead, suck me. Get me hard." Jennifer began sucking my cock into her mouth. It didn't take long watching that beautiful face sucking me to get my cock hard. "Okay, sweetheart, your gonna try something new again today." The way Jennifer acted on Saturday and the fact she just let me take all her clothes off, convinced me that she would do anything and try anything. She lacked sexual variety in her life for so long that her body was craving for it. She needed some sexual satisfaction and this office affair was just what the doctor ordered. I wasn't sure just how far she would go, but for now I was satisfying her sexual appetite and she wanted more whether she was admitting it or not. I had her kneel on the couch with her butt in air. I postioned her with some pillows so she'd be nice and comfortable. She was going to be in this postion for awhile. First I licked up her inner thighs gradually going higher until I reached her asscheeks. I kissed and licked her ass for several minutes, then slowly began spreading her asscheeks apart. I pull her soft buttocks apart as wide as I could without hurting her. Even looking at her spread open asscrack and seeing her tight puckered asshole was a turn on. This young woman was gorgeous everywhere on her body. "You got a beautiful asshole Jenn," I complimented. I kept licking her ass working into her crack until I was actually lapping my tongue through her asscrack and across her tiny puckered hole. I know it may sound like a pretty nasty thing to do, but I was consumed with the beauty of this woman. There wasn't anyplace on her body that I wouldn't kiss or lick or eat. I began concentrating just on her asshole, licking it, burying my face between her asscheeks and kissing it, then probing it with my tongue. I was having a wonderful time eating out her asshole and from the soft moaning coming from Jenn I knew she was too. "Ohhh!... Ohhhh!... Ohhh!" I played with her cunt while I ate her, arousing her emotions to the point where I knew the next step. I was going to fuck her in the ass. My sweet gorgeous Jennifer was going to experience her first cock up her asshole. I used to daydream of fucking her ass and now I was going to get to do it. My cock was really hard from eating her puckered hole. I had worked myself into a sexual frenzy and Jennifer was pretty delirious from the anal licking I was giving her. I figured she was ready. I know I was. I stood up positioning myself behind her. With her kneeling on the couch my cock had perfect aim for that cute little asshole. "Jennifer," I said. "It's about time that cute little asshole of yours gets a cock in it. I'm so hot for your asshole, I just have to fuck it." I hoped she was lubricated enough from my anal licking. I didn't want her to experience any pain for her first time. I spit a couple times on my fingers and smeared it in her crack. I probed into her asshole slightly with a finger to lube up her anal ring. Then I spit again and wiped it on my cock. I place my cockhead on her puckered little hole. She looked back over her shoulder and just watched and waited for me to penetrate her. I could feel the tight pucker of her anus against the head of my cock. Slowly I began applying pressure to gain entry into her ass. Her muscles flexed and relaxed as she tried staying calm. I continued to push on her tightly closed anal hole harder, then a little harder yet. I could feel her asshole start to spread open ever so slightly. "Ouuuuuuuu," Jennifer whimpered out. It wasn't so much from pain, but from a new experience of feeling her asshole being stretched open by a hard cock. Once again I applied a liitle more pressure and her tightly puckered anal hole spread apart to take in my cock. My cockhead slipped inside Jennifer's ass and was immediately gripped by her tight anal ring. She took a deep breath to relax. "It's so big," she moaned out experiencing a cock for the first time in her behind. I started pushing inwards, driving my cock into her ass. I looked at her face still turned toward me. She had her eyes closed and made a gratifying facial expression while she whispered, "Oh, God it feels so big." Then I penetrated her deeper, pushing through her asshole another couple inches. "Ohhhh! Ohhhhh!", she continued moaning as my cock scraped through her incredibly tight bunghole. I was so excited seeing my cock sliding between Jennifer's beautiful soft asscheeks and dissappearing inch by inch through her asshole. Slowly her backdoor ate my cock up as I leaned into her to fully penetrate her rear end. I couldn't believe it. I was actually doing it. I was fucking Jennifer in the ass. My cock was inside her rectum and her asshole had a tight grip on me. I couldn't stop telling Jennifer how terrific her ass felt. "Your ass is so hot and tight Jenn. It feels so good inside you. I've wanted to fuck your ass for so long." Then finally I was all the way in. I began moving my hips back and forth. What a tight asshole. Fucking her rear end was beyond belief. I looked at Jennifer's cute ass as I fucked it, admiring its' beautiful shape and curves. As I pulled outward from her asshole the flesh of her anal ring hugged my cock tight and stretched outward until I fucked back into her. Her ass was so hot inside and it felt so good. "My God, Jenn. Your ass is so fuckin' tight. I dreamed about this day of fucking your beautiful asshole." I could have cuddled up to her for the night with my cock inside her ass. I slid in and out of her slowly at first then began fucking her hole a little faster and harder. My cock was literally gliding through her bunghole. She was taking it like a pro. It was hard to believe this was her first anal fuck. But, there was no way I could keep this up long. I was too aroused fucking my dream goddess in the ass. When I was getting closer to cumming, I decided to see just how far Jennifer was willing to go. Could I really get her to do anything now? Well, I was about to see. "Now I'll show you what good assfuckin's is all about." I shoved my hard cock back in Jennifer's asshole hard slamming my balls against her ass. She moaned out loud. "Ahhhhhhh..." I pulled out almost all the way then slammed her ass again. "Ahhhhhhhhhhh..." And then again I backed out and let her feel my full ten inches fuck through her asshole. The friction of my cock ramming her butthole was unbelievable. She was so damn tight. I kept going, shoving my whole length in and out of her ass as fast as I could. "How's that Jenn? Like my cock up your ass? Do I make you feel like a slut?" She moaned out,"Oh yessss...fuck me, fuck me, fuck my asshole." I obliged her request by giving her asshole a real good reaming while I coaxed her into begging for more and more. "You like getting fucked like a cheap whore, don't you, Jenn?"..."C'mon, tell me how much you like it up the ass." "Ohhhh! Yesss"..."Fuck me"... "Fuck me"... "Fuck my asshole"... "Oohh"... "Oohh"... "Oohh"... "Oohh"... She was screaming in delight as my cock gouged in and out of her tight bunghole. I was making her go crazy as my hard cock pistoned in and out, as my balls slammed against her asscheeks. "Oh God"......."Oh God"........"Oh God Yess"......... "Fuck me"...... Oh please fuck me".......... I slammed her bunghole again. Jennifer's breathing became heavier. She started moving her ass meeting my thrusts into her. She was losing control totally and could only think of my cock fucking her ass. She was enjoying this buttfucking and didn't want it to stop.. "Ohhhhh!... "Ohhhh!... "Ohhhhhh!.... "Don't stop"... "Ohhhhhh! Ohhhhhhhhh! "Feels good up the ass, don't it Jenn?"... "Yesssss"... "Yesssss"... "Oh God yesss"... "Ohhhh! "Ohhhh!... "Fuck me"... "Fuck my asshole"... "Harder"... "Harder"... She was screeching for me to ram her asshole harder and harder. I don't know how she was able to handle the brutal fucking I was giving her up her virgin asshole. But she was doing it and begging for it. I knew she had to be on the verge of an orgasm, she was literally out of her mind as I was slamming her ass. "Oh my God"..."Oh my God"..."Oh my God"..."Fuck me".."Fuck me"... "Ohhhh"!..."Ohhhh"!..."Ohhhh"!..."Ohhhh"!... "That's it Jenn, just let yourself go. Your my whore now. Your a cum eating, ass fucking, filthy dirty whore. And you like it, don't you. You like acting like a filthy slut? Don't you, Jenn?" "Ohhhhh! God, Yessss"..."Just fuck me harder"... "Fuck my asshole"... "Ohh!..."Ohh!"..."Ohh!"..."Ohh!"..."Ohh!"..."Ohh!"..."Oooohhhhhhhhhh!" Her body went into a tremendous orgasm as she twisted and convulsed kneeling on the couch with my cock slamming in and out of her ass. She cried out over and over in her pleasure. "Ohhhhh, Fuck me. Fuck me Yess, Fuck my asshole." Her screams and begging was just too much. There was no way I could kept this up regardless of how it felt. I was ready to cum. There was just no holding back. "I'm gonna cum, Jenn. And I want to cum in your mouth. Now suck me. quick. Suck me and take my cum." I pulled out of her ass and Jennifer quickly turned around and sat on the couch in front of me. She quickly began masturbating her cunt with her fingers as she stared at my hard cock. My cock was rock hard, ready to burst and there was a pretty nasty looking film of slime covering it from being buried deep in her ass so many times. There wasn't much doubt what it was coating my cock. It was a thick tanish mucous from all my spit and the excrement from inside her rectum that I disturbed from ramming her so deep. But she was going to do it. Without any hesitation and as quickly as she turned around, she took my slimy dirty cock into her mouth. She didn't seem to mind at all. She sucked me right in enjoying it. Jennifer was hungry for my cock expressing her enjoyment with "Mmmmmmm Mmmmmmmmm" as she slurped and sucked. Then I felt her orgasm begin as she sucked me deep in her mouth. My dirty cock hit the back of her throat and squeezed down. She swallowed my cock. Then she sucked on it more enjoying her dirty deed. "Mmmmmmmm.... Mmmmmmm....." Then down her throat it went again until she had cleaned off all the dirty scum that had coated my cock after being deep up her ass. Then again she swallowed me down her throat and repeated it over and over while she enjoyed her own orgasm. Jennifer was like a bitch in heat. Lust had still consumed her as she kept swallowing my cock rapidly over and over and over. It was all I could take. "Oh, Fuck." I'm cumming Jenn," I warned. She backed off waiting for me to flood her mouth with my cum. And cum I did. I blasted several tremendous streams of thick cream into her mouth. She was really enjoying this. "Give me your cum..." ""Mmmmmmm"..."Mmmmmmm"..."More"..."More"... She swallowed my cock again, cum and all. Then a few globs spit out from me onto her face which I smeared around. She was slurping and eating cum and cock. She just couldn't get enough. Never had I ever had a woman suck my cock like Jennifer did, especially after having fucked her in the ass so deep and hard. But it didn't seem to matter to her. She learned that she liked assfucking and like sucking cock and swallowing sperm. And now she was going to make up for everything she's missed over the years. Finally my cock just dribbled sperm as she sucked me trying to get the last bit out of me into her mouth. When I finished she sucked me back down her throat for a thorough cock cleaning. I was totally drained. Jennifer sat there licking her lips enjoying the remaining taste of my sperm. As I watched beautiful Jennifer with some of my cum still gistening on her face sitting there trying to regain her composure, I just had to ask her. "I guess you liked sucking my cock after it was in your ass.?" "I didn't care where you cock was," she replied. "I just had to have your cum in my mouth." She paused for a moment still catching her breath. "You really fucked my ass hard didn't you? "I sure did," I replied. "You like my ass don't you? And you liked fucking it?" She asked. "I sure did my darling Jennifer. You're a great fuck and you got a great ass." To Be Continued... My Secretary Jennifer Ch. 3 This is intended for adults 21 and over only. If you are offended by graphic descriptions of a sexual nature, please, don't read this or download it. If this is illegal where ever you are reading this stop now. * * * * * Well the tone was pretty much set after two days of fucking Jennifer. I was enjoying myself more than you could imagine and I know she was too. I was positive I could do just about anything to my cute redheaded secretary. The next day, Tuesday, before I went to the office I picked up a few things at the store. Once we reached lunch time I told Jennifer to come into my office while the other girls were out to lunch. She had on the sexiest short skirt with black mesh stockings. She sure looked hot today. "Pull your skirt up," I ordered her. When she did I pulled her panties and stockings down to her ankles. "Squat down," I commanded. Jennifer obeyed wondering what I had in store for her this time. I had a banana which I peeled into front of her. Then I reached between her legs and positioned it on her slit. Then I began inserting the long piece of fruit into her cunt. I pushed very slowly so it wouldn't break and I would get the maximun penetration into her hole. Jenn closed her eyes while I filled her lovely twat with the banana. Only a little was left sticking from her hole, so using my thumb I gently pushed the rest in. "You can stand up now," I replied when finished. "You'll work the rest of the afternoon with it inside you. See me at the end of the day." With that Jennifer pulled her panties and stockings back on, fixed her skirt and returned to her desk. On a number of occasions throughout the day I could see how uncomfortable she was but not once did she go to the ladies room. At the end of the day Jennifer hurried into my office after every one had gone. ""I'm so horny you just got to fuck me," she begged. "Take your clothes off," I ordered. Jennifer stripped immediately. When she slipped her panties down those gorgeous legs I noticed how stained they were from the banana. There was a slimy mess stuck in the crotch of her delicate underwear. I grabbed them showing her the glob of slime in her panties. "You've been a naughty girl. You made a mess in you panties." I leaned to her, kissed her, then whispered, "open your mouth." She obeyed, but reluctantly. I took her dirty panties and wiped the stained mess onto her tongue. "Eat it." I ordered. " Jennifer swallowed it down. "Now lay down on the desk," I requested next. She laid back on my desk spreading her legs open for me. I pushed a finger in her cunt and I could feel the gooey banana. I knew it would be pretty well mashed up after being inside her all day. My cock was rock hard anticipating fucking her stuffed cunthole. So I grabbed my cock and shoved it into her. What a mesy fuck it was. As I penetrated her hole, a thick slime oozed from her as I pushed in deeper and deeper. Then I started fucking her. Her cunt was slippery yet sticky and the banana was seeping out all over her crotch. After five minutes of fucking, Jennifer went into an orgasm. Seeing her cum made me lose control, so I quickly pulled out, crawled up on the desk and kneeled over her face shoving my cock in her mouth. Like a hungry whore she sucked off the banana coating from my cock while I came in her mouth. Then once she finished eating my cum I climbed off her. Holding her cunt open with one hand and probing with my fingers of my other hand I started scouping out the remains of the banana from inside her hole. She was so excited from having the banana jammed up her twat most of the day she went into another orgasm almost immediately. As her body convulsed, out oozed some of messy remains of the piece of fruit. It was a warm, slimy and gooey mess mixed with Jennifer's cunt juices. With a big glob of it on my fingers, I reached to her mouth smearing it across her lips, feeding it to her. What a horny bitch she was becoming. She lapped from my hand and swallowed it right down. I returned to her cunt shoving two fingers all the way in. Then I worked in a third and fourth finger and began jamming her hot sloppy hole over and over while she was still cumming. She screamed out in pleasure as most of my hand slid in and out of her gooey messy hole easily. "Ohhhhhh! God...Yessss..." "It feels so good..." She clutched my hand between her legs as another climax built within her body and yet again Jennifer had an orgasm. As she held my wrist I backed out of her slightly and then began pushing into her again. Only this time I began inserting my whole hand into her. Slowly I pushed as she felt me penetrating her body. She was letting me do it. She was going to let me do it, fistfuck her tiny little twat. "Your're a nasty little whore Jenn," I remarked as I shoved deeper. "That's it, take it up your tiny cunt." I pushed hard and her soft cunt spread open and gobbled up my hand as it disappeared inside of her hole. "Ooouuuuuuuuuuuuuuuuuuuuuuuuuuuuuuuu..." Jenn let out a long moan as my fist passed through her tiny opening. I had fisted her. Beautiful Jennifer in the midst of a tremendous orgasm had my entire fist inside her body. "You're a nasty slut, Jenn." I pushed in deeper. "Take it way up in your fuckin' little cunt." I jammed her deeper feeling the depths of her hole. I was making her squirm as I felt around inside her lovely body as I continued to speak nasty to my darling Jennifer. "I'm gonna make you cum again, you fistfuckin' whore." I started fucking her hole, enjoying the feel of her hot little cunt. She was so hot. The inside of her body was on fire. She squirmed and moaned continuously as I fist fucked her cunt over and over and over. "Ohhhhhhhhhhhh! Ouuuuuuuu! Ouuuuuuuu!" "Ouuuuuuuu! Ouuuuuuuuuuu!" My fingers probed and explored deep inside her, feeling the soft warm flesh of her inner body. After five minutes of ravishing her tiny fuckhole I sunk my fist deep up into her body. Then I leaned down to lick her throbbing clit and cunt to get a taste of her. I sucked on her hard clit and she went into a violent orgasm, her whole body shaking and shuddering endlessly. Once her orgasm subsided I gently eased my hand from her throbbing hole. Jennifer was pretty exhausted, afterall she had been carrying around a banana inside her cunt all afternoon and now had been fist fucked for the first time and I lost track of how times she came. Yet once she dressed, she kissed me deeply as we embraced each other and she literally smothered me with her love. Jennifer was one horny hot bitch. What an obedient slave I've made her into. I was totally convinced I could get her to do anything. I'd actually turned her into my personal whore. On Wednesday the other two girls were off for the day. I planned on having another fun filled day with Jennifer since we'd be in the office alone all day. Before heading to the office I stopped off again at the supermarket and picked up two of the largest cucumbers I could find. They were at least ten inches long and a good three inches thick maybe more. I thought what lovely dildos they would make for Jennifer's tight little cunt. Jennifer was already in the office when I arrived. I went right into my office and prepared for another stimulating day with Jenn. I laid the cucumbers out on the desk then called Jennifer into the office. "Well Jenn," is my hot little slut ready for some more fun today." She smiled and began removing her clothes anxiously. Once she stood there naked she noticed the cucumbers on the desk. "What are those for me," she asked. "They're for you, my dear." I grabbed a cucumber from the table and ran it up between Jennifer's legs. "Ten inches," I commented as I wiped it across her slit. "And look how big." She knew what I was about to do and she was eager for it. She bent over and leaned on my desk offering her body for what I had in mind . "Spread your legs apart more," I ordered. When she moved them apart I placed the cucumber at the entrance to her cunt and began pushing it around her slit picking up some of her juices on it. Then I began pushing. She closed her eyes as the hard cylindrical object began entering her body. It spread her pussy lips apart wider and wider to make room for the thickness to pass through. I pushed more making Jennifer's cunt expand wider than ever before as the cucumber slowly fucked into her cunt hole. Once the thickness stretched her hole wide enough, I pushed about three inches in. "Ooooooooouuuuu!" She moaned out loud as I twisted and wiggled it in. Then I pushed it more penetrating her hole deeper. Jennifer grunted softly from the discomfort of having such a big object open her tender vagina. Five inches in and I kept going. "Easy," she whispered. "Please go easy." I pushed on it until at eight inches I encountered a little resistance. The cucumber was about as far in as it would comfortably go. "Only two more inches, baby." I remarked. "I want you to take it all." Then I pushed harder and I could see the discomfort growing on her face. But that didn't stop me and Jennifer wasn't stopping me from forcing it inside her either. Again I pushed and the cucumber began to disappear between her legs, up into her body. Only a tiny piece of green was visible within the soft folds of her pussy. With two fingers I pushed on it and forced the remaining end up into her cunt and her sweet young fuckhole closed up around it. "Ohhhhhhh! Ohhhhhhh! Fuck. It's so big." She cried out. "My God Jenn, you took it all." She moaned and moaned while placing her fingers on her cunt feeling that the entire thing was inside her. "You're so nasty letting me do that to you, Jenn" "Stand up," I ordered. Jennifer obeyed, but I could see how uncomfortable she was trying to straighten up with the hard cuke inside of her. "Slut," I called her. "Yes," she answered. "Keep it inside of you until I say you can take it out. Is that understood? Yes, Yes, I understand." She answered in a trembling voice becoming more uncomfortable. "You like having things stuffed in your cunt, don't you? Yes, oh yes," she answered. "Maybe you'd like something in your ass too?" Let's see if you like both holes filled at once. Now kneel down so I can fuck you in the ass." She was so obedient. Immediately, she inched her way down on her knees, holding the cuke inside her with one hand. I knelt down behind her and fingered her anus. It was incredibly tight. She was so tensed up trying to hold in the cucumber. It was going to be tough getting my cock in her asshole while her cunt was so stuffed. So I reached under her to her cunt and told her, "relax. Let it come out. Let me get my cock in your ass first, then we'll stuff your cunt again. With that the cucumber started to appear and I pulled it out of her hole. It was wet and shiny coated with all her cunt juices. I handed it to her and returned to her ass. I placed my hard cock at her anal entrance and shoved hard cock in penetrating her asshole. She gave a quick little grunt from my abrupt penetration. Once inside her ass I pushed and buried my cock all the way up inside her rectum. "Okay, slut. Shove the cuke back in and fuck yourself with it." She reached underneath herself putting the cuke at her cunt and pushed it in. As she shoved it in deeper I could feel the hard cuke penetrating as it pushed on my cock on the other side of the membrane separating her cunt and rectum. "Okay, now fuck yourself with it. Fuck youself like a horny little slut, Jenn." And she did. She completely let herself go. She fucked the cuke in and out as I started fucking her asshole at the same time. She began crying out in pleasure as her self cunt fucking became faster and faster. "Oh, God... Fuck me.. Fuck me...." I didn't know what she liked more, shoving the hard cucumber up her cunt or my hard cock in her ass. In any case she was masturbating herself vigorously sliding the ten inch cucumber in and out of her little cunt. If she kept this up she certainly would be on the verge of cumming soon and I was getting close myself. "Harder... Fuck me harder..." she cried out. Well, I didn't want to cum yet. I was having too much fun. I pulled from Jennifer's ass and grabbed the other ten inch cucumber. I placed it on her asshole and started twisting it, slowly working it around her just fucked bunghole. The cucumber was gigantic. I squeezed it between her asscheeks at the entrance to her tiny little puckered hole. She knew what I was going to do. I almost couldn't believe I was going to shove this huge vegetable inside her ass. And Jennifer made no effort to stop me either. I pushed and twisted it and her asshole began opening up ever so slightly for the giant veggie. She let out a little whimper. "Oooouuuuuu" I pushed harder and harder knowing the pain must be growing. "Ooooouuuuuuuuu Ouuuuuuuuu" Finally I pushed a little harder stretching her asshole open enough to penetrate her ass with the big cuke. She let out a long loud grunt while sucking in a lot of air trying to cope with the pain of her asshole being pryed open so wide and the cunt fucking she was giving herself with the other cucumber. "Uhhhhhhhhhhhhhhhhhhhhhhhhhhhhhh! Uhhhhhh Huuuuhhhh Uhhhhhhh Huuuuhhhhhh Uhhhhhhhh Huuuuuuhhh" Slowly I pushed the cucumber through her asshole into her gorgeous rectum, three inches, four, five, six. Another long moan and grunt began as I continued stuffing her ass. "Uhhhhhhhh Huuuuhhhhh Ohhhhh God... "Seven inches, eight, ...."Uhhhhhhhhhhhhhhh Huuuuuuuuuuuuuhhhhhhhh" Uhhhhhhhhhhhhhhhhh!" Nine inches, ten, "Uhhhhhhhhhhhhhhhhhhhh! my God!" Only a little tip remained visible protruding from her asshole. She was nearly delirious. Her reactions were partially from the pain inside her ass and the nearness of her orgasm from stuffing herself up the cunt. Irregardless I was consumed in a lust myself from what I was doing and seeing. "How's that my sweet darling slut? Like big things in your ass?" I remarked. She didn't answer and I didn't expect her too. Her moaning had become not that of discomfort but now of pure pleasure from having both of her holes stuffed with such large objects. She was jamming that cuke nearly its full length in and out of her hot cunt now, while I held the other deep in her ass. And she was begging for her precious ass to be fucked with it and hard. "Ohhh! Ohhh! Fuck Fuck me." It was more than I could handle seeing this gorgeous young woman doing such a nasty fucking to herself. I began pulling the cucumber out of her ass and started fucking her asshole with it. She screeched in pleasure each time I jammed it deep up her ass. "Ouuhh! Ouhhhhhhhhh! OUHHHHHHHH!" "Like having your tight ass fucked, don't you, you little whore?" I swore at her. "OUHHHHH! OUHHHHHH!" "C'mon Jenn, CUM. I want you to CUM." I rammed it up her ass. "Ouhhhhhhhhhhhhhhhhhhhhhhhhhhhhhh!" "I'm gonna make you cum, you horny bitch." "I'll make your asshole cum like a fucking slut." Again I pulled it out of her bunghole and shoved it back deep in her ass. "Ouhhhhhhhhhhhh! Ouhhhhhhhhhhhh! Ouhhhhhhhh!" Her moans and screams were out of control. There was no stopping her. She was going to cum real soon. After about ten minutes of furiously fucking her anal hole, I pulled it out and quickly shoved my cock back up her ass. The quick change in her ass set her over the edge. Her asshole gripped my cock as her whole body convulsed in a tremendous orgasm. She screamed for more as I buttfucked Jenn while she came. "Fuck me. Fuck me up my ass. Oh, God Fuck my asshole." She was nearly in tears as her tight ass made me ready to burst. I was ready to explode with cum and I wanted to feed it to her again and I knew she would eagerly eat it up. In my frenzy, I called to her, "I'm going to cum." I quickly pulled out and she knew what to do. With the cucumber still in her twat she spun around as I just said, "take me." She took me in her mouth again without question. Even though she was so hot and horny and cumming herself I know she knew what she was doing. She liked doing nasty things like sucking my cock after I assfucked her. And it really aroused both of us. She sucked me in her mouth. Then I held her beautiful head in my hands and fucked my hard cock right down her throat burying her face in my crotch. I looked down and saw her lips plastered against my groin while she shoved the cuke all the way in her cunt again. She began moaning with my cock down her throat. She was cumming again. Another orgasm rocked through her body. Beautiful Jennifer masturbated herself to another orgasm while I held my cock in her throat waiting to cum. Suddenly, she let go of the cucumber and it slowly slid out to the floor. She grabbed my buttocks and tried forcing more cock down her throat. My cock started throbbing flooding her gullet with sperm. She pulled off as I kept cumming, shooting thick gobs all over her beautiful face. She coughed up the sperm from her throat. What a sight. I could see all the white creamy sperm in her mouth. She was panting heavily trying to catch her breath, but begged for more. "Cum, more cum"... "Mmmmmmmmm"... Gorgeous Jennifer with my cum running down her face was sucking up my cum like it was candy. "Eat it up. Jenn, swallow it, " I coaxed her on. But she hardly needed encouragement to eat from my ejaculating cock. She had no plans of wasting any. I had turned my secretary Jennifer into a cum hungry whore. Another blast of jizz from my cock went right into her open mouth. She swallowed it and began smearing my cock around her face as more cum dribbled from me. Jenn then licked me clean sucking my cock in and out of her sweet mouth making sure she got every drop of my sperm. Ten minutes later we finally recovered after laying there on the floor. "You're such a nasty little cunt," I whispered to her. She smiled at me in a way I knew she enjoyed every second we're together. Jennifer got dressed and gave me a kiss goodbye. Already I'm thinking of what I'll do to her tomorrow. It's been almost a month now since that first Saturday when I caught Jennifer masturbating. It's hard to believe what we've done since that day. Jennifer has actually become my personal whore. She's does anything I tell her to. I have yet to reach her total fulfillment sexually. One day when the other girls were out to lunch, Jennifer wanted to give me a blowjob. She said she needed to taste my cum again. She was particularly horny that day. So instead of making it easy for her and just letting her suck me off, with her still fully dressed in her nice skirt and jacket top, I stripped down, sat on the sofa and first let her suck me hard. Then I made her lick my balls and suck them into her mouth. Afterwards, I told her if she wanted my cum she had to lick my ass and slide her tongue in my crack. I told her I expected her to lick and suck on my asshole. She did it and did it happily. First she licked my entire asscrack giving me a thorough cleaning. Then she buried her face between asscheeks and her tongue worked on my asshole like I'll never forget. Somehow she managed to get her lips on my anus and sucked on my asshole. What a feeling. I called her an asslicking whore when she did that. That turned her on more and she forced her tongue through my pucker. I could feel it sliding in and out of my ass as she tongue fucked my anal hole. That made me cum, so she quickly had to stop to eat my sperm. She never passes up getting a mouthful of my hot jizz. What a fucking whore she was that day. Well that's my secretary Jennifer. I often wonder how long this will last. I wonder what she does at home with her husband. How could she have any energy left for him after our daily escapades.