The Adventures Of Cheryl And Karen Chapter 3 - Double Teamed The Hard Way free porn video

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Double teamed... The hard way I hurriedly finished applying all of my makeup as Showtime was rapidly approaching. "Your makeup looks beautiful, girl! Get a move on... Chop chop. You had better be ready!" Karen exclaimed. "I'm still working on my lips! Help me for a second and put my necklace on," I was brushing on my lip color ever so carefully making sure they look their best. Karen took my necklace from the dresser before walking behind me and placing it around my neck. It was one of my favorites, and I wanted to look my best for Jerome and Marcus. It was an elaborate work of 2 pounds of pure platinum studded throughout with dozens of half carat diamonds. I heard Karen snap it on in the back before she released the weight of it. The front of it fell down toward my cleavage. I screwed the brush back down into the lip color and reached for my lip liner. I looked carefully in the mirror and made a final view touches before putting the top back on it. I turned my face left and right and blinked to my eyelashes several times making sure everything looked perfect. I reached for the perfume and gave it a spray at my neck. Next I sprayed the back of each one of my knees. I felt pretty satisfied that everything looked perfect. I stood up and stepped into my Fuck me pumps and Karen quickly dropped to her knees to fasten the straps around my ankles. I lifted my tits up seductively and looked at myself in the mirror. I was good and ready. I breathed out nervously. "Don't worry, you're going to do great! I think you're going to like these guys," Karen said. "But you made them sound so difficult..." Then Karen cut me off. "DEMANDING... I said. Just do as you're told..." "Right, do as I'm told..." I thought to myself. My nipple rings were sparkling and the necklace looked amazing. "You are great, baby, now jump up on the bed and show me your ass. We've got to you lubed up back there. You're going to need it!" Karen instructed. I climbed up on the bed and rested on my knees while Karen went to the small refrigerator to retrieve a lube insert. With the insert in hand she quickly moved back around the bed to me. I bent over and exposed my ass and tender pink cunt to her. She pressed the insert into the entrance of my asshole with a firm pressure. My tunnel instinctively began to open instinctively when it felt any kind of penetration. She kept steady pressure on the egg shaped insert. In no time it had slipped inside my rectum. Karen fed two of her fingers in my hole to press it all the way home. It reached my inner sphincter. It to quickly began to dilate from the penetration. Karen kept pushing until the muscle open fully and the insert suddenly jumped away from her fingers and shot up in through the top of my rectum into my colon where it would begin dissolving to lubricate my snatch. I began to get down off the bed when Karen stopped me. "Wait a second!... I got another one." "Another one? Isn't that a bit of overkill?" I asked her. "Trust me... You're going to need it!" She pressed it the other insert into my hole again and it accepted it greedily. Again, she pressed it deeper with two fingers. It jumped through that inner muscle to join the one already inside me. My rectum squeezed shut behind it and they both begin dissolving. Karen gave my left butt cheek a loud kiss and I stepped down off of the bed. I looked at myself one more time in the mirror and breathed out. "They're already in the living room talking with Mistress!" Karen whispered to me. I quickly walked over to the double doors and stood waiting to be called. I checked my high wasted garter belt and made one final inspection of all eight of the garters to make sure everything looks just right. "Gentlemen, Sissy Cheryl!" Mistress announced me with a loud voice before clapping her hands together. Karen winked at me one time and opened the double doors. I began walking seductively to the center of the room where mistress stood with two handsome black men. They were both over 6 foot tall and were dressed smartly in black slacks and buttoned down shirts. They studied me as I walked towards them. I swayed my hips seductively with each step. I finally reached the three of them. "Yes, Mistress," I said loudly. "Sissy Cheryl, this is Jerome and Marcus. I'm sure you remember them from yesterday. They have requested you specifically for today and have a lot of plans for you. I'm sure you'll keep them entertained," Said Mistress. "Yes Mistress, as you desire," I replied looking straight into her eyes. "Now get down on your knees!" Mistress shouted loudly. I immediately dropped to my knees as ordered. "Alright man, let's get started on her," said Jerome. They both unzipped their flies and pulled out their flaccid cocks. They moved in closer around my upturned face. "Get working on these Dicks!" shouted Marcus. I reached my hands up and grabbed each one of their cocks. I began jacking them quickly before I turned my face toward Jerome's and stuffed it into my mouth. His tool quickly came to life and hardened in my mouth. He easily swelled up to fill my jacking fist. I was able to get about 5 inches of him in my mouth. I drove my face back and forth across his now swollen cock. I had been jacking Marcus with my right hand and he had also cum to life. He felt about the same as Jerome and I was eager to taste him. I turned my head to the right and immediately stuffed his tool in my mouth. Marcus was a much darker skinned man. I watched his cock disappear in my mouth as I sucked him. I jacked his remaining length while still jacking Jerome. I blew him for a few moments before going back to Jerome. They were both at full mast now. "She is a good girl..." I heard Marcus say. "I'm going to get up in that ass!" A shot of electricity went from my cunt up to my heavy tits. They both sort of stepped back from me so I released my grip on their cocks. They both began getting undressed. I grabbed each one of my boobs and massaged them slowly while I watched them disrobe. I twisted my nipple rings just a little bit to get my sex primed. My cunt was twitching looking at these hot guys. Mistress opened the double doors leading to the pool patio. "Get over to the lounge!" Mistress ordered loudly. As I walked by her to go outside she winked at me. I was following her commands, but she knew that I was loving it. I smiled as I walked by her. I swayed my hips back and forth seductively as I walked. When I reached the white leather lounge I turned back toward Mistress and the men and waited for them to cum join me. "Get your ass up in the air!" Marcus ordered. I quickly got up onto the lounge on my knees. I bent forward and rested my forearms on the warm leather. Next I spread my knees nice and wide looking ready and inviting. Mistress came and sat beside my upturned ass she draped her left arm across my waist and began swatting alternately at my ass cheeks. I jumped a little bit at each stinging slap. She Swatting at me over and over again. "Oh, your ass is so red now!" Mistress teased. She then alternately grabbed each one of my butt cheeks and gave it a shake. Next I felt a couple of mistresses fingers pressing their way into my cunt. I sighed loudly as she finger fucked me for a few moments. "She's ready, gentlemen," Mistress announced. Before standing up she swatted my left ass cheek one more time. Marcus was eager to get inside me. He knelt behind me and jacked his cock with his left hand. With his right hand he kind of spread my cheek and examined my hungry ready hole. "Oh yeah, she's all ready up in there." With that I felt him pressing the head of his cock into my inviting snatch. My muscles involuntarily loosened and welcomed his large manhood inside. He began fucking himself into me back and forth and inch at a time ensuring that his cock was completely lubed up. I breathed deeply as he worked himself up into me. I sighed loudly when I felt his balls pressing firmly into my perineum. Jerome stood close by. His light complexion was a big contrast to Jerome's dark skin. He was jerking himself slowly as Marcus started fucking me. He withdrew leaving only his head inside of me and then bucked his hips forward thrusting himself back inside firmly in my lube slick ass. It Caressed his oversized black cock with each thrust. "Oh shit... That's good up in there!" Marcus marveled out loud. "Oh yeah..." I cooed and wiggled my ass around his cock beckoning him for more. "Oh, you like that, you little slut?" Marcus asked with a laugh. "Oh God yeah..." I groaned. He wrapped his hands around my waist and my garter. He withdrew his cock one final time and then it was off to the races. He began pounding into me violently at about two strokes a second. His hips slammed firmly into my ass causing my necklace to start rocking and my heavy tits to start jumping. He was fucking me like a champion. I kind of yelped each time he slammed himself home. It wasn't a yelp out of pain, it was a yelp of pure pleasure and lust. I let him pound me for a good while before I started contracting my muscles around his cock to start teasing his pre-cum out. "Oh shit... What's she doing to my Dick?!" Marcus marveled. He slowed his fucking and slowly started pumping in and out of me. I smiled and continued caressing his cock as he slowly fucked it in and out of me. I smiled in satisfaction knowing I was doing such a good job on him. "Man, you got to try this," Marcus said. He drove into me firmly one more time before pulling his cock out and stepping away from my ass. He slapped both of my cheeks loudly as he dismounted. He came around to the front of me and reclined onto the lounge. His cock was in front of my face. "Suck it!" he commanded. I kind of repositioned my elbows so I could get my hands around his cock. I grasped it and stuffed the head in my mouth working my tongue around in circles before teasing the underside. I could taste his pre-cum mixed with the tangy saltiness of my asshole. I was kind of proud of myself. My asshole always did a good job of getting the juices flowing. I felt Jerome kneeling at my ass. I squeezed my muscles a few times making my dilated hole wink at him invitingly. I then felt the head of his cock start to enter me and a hand on my left butt cheek. I arched my back and readied myself for the new rider. "Oh yeah... She's all wet up in there," Jerome remarked as he steadily fed his hard tool deep up inside of me. When he was all the way inside I groaned around Marcus cock. "You like that... You like that you nasty little slut?" Jerome asked wickedly he began swatting at my ass cheeks firmly. I squealed as I continued sucking and jerking on Marcus. "You like that?!!" Jerome asked again loudly. I kind of hummed in the affirmative. I felt him gripping my waist. I relaxed the muscles in my asshole and readied myself for his pounding. He began in earnest and in no time his cock was slick with lube and was soaring in and out of me. I held on to Marcus cock to steady it in my mouth while Jerome violently fucked me. I took the time to let Jerome make himself at home in my cunt before I started squeezing at him. Just like Marcus he immediately took notice. "God damn... That's fucking good!" Jerome said loudly. He slowed his thrusts just like Marcus and rode me slowly while my asshole twitched and pulled at his cock. He fucked me slowly and deeply. Each stroke I felt his cock head slip past the top of my rectum where the lube inserts were still sitting in place melting providing a continuous amount of lubrication for the length of my love tunnel. I'm sure that he could feel them with the head of his cock. He didn't give any indication that he felt them. He was too busy concentrating on my milking snatch. I was practicing my skills of sucking cock properly while being fucked. You can be good with one or the other, but doing both at the same time took a great deal of work and dedication. It was definitely paying off. Marcus pre-cum was flowing steadily now. About every 30 seconds or so I would have to swallow as more and more of his seed started flowing from his balls. Jerome was still marveling at my anal skills. I squeezed and milked his out strokes in perfect time. "That's it you nasty little sissy. Keep sucking my Dick like that... Keep sucking my Dick like that," Marcus encouraged. These guys were loving it and I was so proud. I felt Jerome press his cock in all the way and suddenly I felt it snatch inside of me. I had got his juices flowing to, as his contraction told me he was spilling his pre-cum deep inside of me. I kind of smiled around Marcus cock. "Oh Fuck yeah that's good!" I heard from behind me. Jerome was in heaven. I thought to myself, "Pleased to make your acquaintance, gentlemen." I fucked the two guys like that for a couple more minutes. "I'm gonna get back in that ass," Marcus announced. I looked up into his eyes with lust for a moment before I pulled the head of his cock out of my mouth with a loud pop. Jerome pulled free from my cunt with a deep groan. "I want to Fuck those big titties!" he said. Marcus then got up and the two men started changing positions. I couldn't Fuck his cock with my tits and get anybody in my ass doggie style. I flipped over onto my back. My legs were bent at the knees and I spread my thighs to invite Marcus back inside. I heard mistress's voice "Put this under her ass so you can get in her all the way. Mistress handed Marcus a white throw pillow. I lifted my butt up off of the lounge and he positioned the pillow under me. Jerome threw a leg over my chest and mounted my cleavage. I knew this was going to take some careful positioning if both men were going to be on my body at the same time. I spread my knees really wide. "Oh yeah, girl. That'll work." And with that Marcus began muscling his cock back up in my hole. He began fucking me and long slow steady strokes. I reached up and grabbed my tits up in both hands and wrapped the soft flesh around Jerome's lube slick tool. He began fucking himself in and out of my cleavage with long steady strokes. The lube on his Dick had things nice and slippery and no time. The head of his cock slid up out of my cleavage and onto my heavy necklace. I just held my tits together firmly and looked down to watch him Fuck me. This didn't require a lot of concentration. Jerome was just enjoying the softness of my cleavage so I could concentrate on working my ass muscles on Marcus cock. All I had to do for Jerome was to keep steady pressure on my tits so that he didn't pop free. We fucked like this for about 10 minutes. Occasionally Jerome would pull his cock out of my cleavage to let me suck on the head for a few moments. I would release my grip on my tits to let him position it back between them again before smothering it once more and he could begin fucking them once again. I finally felt Marcus drive home really deep and his own Dick kicked around inside of me letting me know that my ass was doing its job and he was depositing a little bit of his load up inside me to join what was left of the lube inserts and the pre-cum that Jerome had sprayed inside of me. As he had been fucking me, Marcus had been bumping my love button with each stroke. My own pre-cum was oozing out of my tiny cock and it was building me to an orgasm. "Look out, man," Marcus said to Jerome. "I'm gonna Fuck this sissy good." Jerome began to dismount my chest. I released his cock from my boobs. He took up a new position kneeling beside my face. I gripped his tool with my left hand and began kissing and licking the length of it. Marcus began to pull the pillow out from under my ass so I lifted myself up. He tossed it aside and put his hands on the back of my knees bending my cunt up toward him. He was able to guide his cock back in place with just his hips and in no time he was buried back to the hilt. He rocked his knees left and right a little bit to get into position and began fucking me violently. "Oh shit!" I yelled at the renewed pounding in my hole. I began breathing heavily while I continued licking on Jerome's cock. I gripped him firmly just to keep it in front of my mouth as Marcus was really drilling me. Mistress began walking around us with her phone and I could hear her clicking pictures. I couldn't wait to see what I looked like later. For now I was too busy with this hot guy fucking the daylights out of me. In between the pops of our bodies slamming together I managed to squeak out "oh my God your gonna make me cum... Your gonna make me cum!" Jerome stood up and let Marcus Fuck me to orgasm. I started groaning in rhythm with his pumping when my orgasm finally overtook me. My little cock started to spurt up onto my tits. All I could do was look down and watch it starts shooting. My asshole started twitching in rhythm with my orgasm. Marcus felt the contractions and slammed himself all the way home. My asshole went crazy milking at him, beckoning him to give it his cum. I kept cuming around him. My contractions began to slow and finally abated. My gripping hole finally released his cock and he pulled it out. As the head came free it jumped up. His cum had been flowing good now and a thick drop sailed through the air and joined the puddle of my own cum onto my belly. Jerome and Marcus began changing positions so I took the opportunity to massage my cum into my belly and my breasts. Marcus knelt beside my face and I began kissing and licking him clean while Jerome fed his cock back in my ass. Jerome slowly reamed me deeply with his exquisite Dick. He pumped me in and out with steady but firm strokes. I was still recovering from my orgasm, so I just relaxed my ass for a bit and concentrated on teasing Marcus cock with wet kisses and licks from my tongue. Again, I could taste the exotic flavor of my ass mixed with his pre-come. I would occasionally suck on the head of his tool to keep him good and hard. I held the base of his cock with my left hand and reached my right hand up to my right nipple. I grasped it and gave it a firm twist. I was getting extra horny again and I began bucking my asshole up to meet Jerome's thrusting cock. "You want some more that you dirty sissy?" he teased. "Oh yes... Come on and Fuck me good. Let me make you come," I beckoned. He kind of grunted and turned into a human jackhammer. He was drilling me relentlessly. My body lurched every time he drove into me. Like I had done with Jerome earlier, I held on to Marcus cock to keep my mouth on it. My tits shook wildly from the violence. I squeezed that Jerome's manhood with my hole occasionally and it always produced a moan from him. He fucked me like that for a few more moments before he pulling his hips far back withdrawing himself from my asshole. "Get on your damn knees!" he ordered. I gave one last suck on the head of Marcus cock and turned over onto my knees as commanded. I arched my back inviting him back inside. He began swatting at my ass alternating left and right. Each swat produced a searing stinging pain on my butt cheeks and down through the back of my thighs. I knew that my ass had to be completely red, but I didn't care. The pain had translated into pleasure to me. My sex was begging to have him back inside of me. I didn't have to wait much longer he knelt back into place at my rear so I arched my back again for him giving another invitation. He accepted this time and sank himself balls deep inside of me. "Let me get in front of this bitch," Marcus said. He settled down onto the lounge in front of my face so I could suck his cock while Jerome took his turn at my asshole. I grabbed Marcus lubed up ebony tool and licked at the head a few times before I started pumping my face up and down on him. Jerome was good and ready. He gripped my waist and began pounding me firmly again. I yelped even with a mouthful of cock every time he drove into me. He felt amazing. Every thrust landed with a loud wet pop. He wasn't interested in my anal skills at this point. He was just using my ass as a soft warm place to masturbate in. That gave me the opportunity to suck Marcus cock as good as I possibly could. I held on to Marcus Dick like it was a handle to steady myself from the brutal pounding my body was taking. I jacked and twisted him with my right hand while my tongue danced around the head of his cock before sucking him inside. His pre-come really was flowing. It wouldn't be long before he was ready to come. All in good time, I thought. I just enjoyed my work and continued pleasuring him. All the while Jerome fucked me and was building his way to orgasm. Finally, Jerome slowed his his rapid pounding and settled into long slow and deep thrusts. It was time to put my muscles to work back there. I started squeezing him on each stroke. "Oh damn, that's what you were talking about!" Jerome said to Marcus. "Yeah man, she's a bad bitch!" replied Marcus. "Fuck yeah... Fuck yeah!" Jerome kept repeating while he sodomized me slowly. I was concentrating carefully to make sure I pleasured both of them well at the same time. This is what all the practice was for... To multitask in both holes. I was getting hot again. My own body was preparing for another orgasm from the stimulation in my ass and the hot cock in my mouth. They had both started swelling up indicating they were getting ready to blow their loads. Jerome buried himself deep one last time before pulling his cock out of my gripping cunt. After doing such a good job he swatted my ass red several times. I was sort of getting the idea of what Karen meant when she said that they were demanding. Marcus also pulled himself free from my mouth. They both stood beside the lounge and started jerking there cocks. "You ready?" Marcus asked Jerome. "Yeah, let's nut on her pretty white face," Jerome said. I was a little disappointed, as I preferred that all black men unload in my ass hole. However, what I wanted was insignificant. Karen and I were trained to do exactly what we were ordered to do and how they wanted it done. That also meant I was going to be denied my second orgasm. I thought to myself..." In due time I suppose." I quickly got off of my knees and sat on the edge of the lounge. They both drew closer to my face. I reached up and put a cock in each manicured hand and began jacking them. I started sucking on Marcus for a few moments before turning my head and repeating the process on Jerome. Back and forth I went, over and over again. I finally heard Jerome started moaning loudly and released my grip on both men. He took his cock back in his hand to finish himself off. I wrenched my head back, open my mouth and stuck my tongue far out to accept their come. I also reached down to gather up my tits and squeezed them together like an offering to catch any come that missed my mouth or my face. Jerome jacked himself a few more times before finally moving in even closer. I stared up into his eyes and then heard him grunt. His first rope of come shot across my field of vision and straight over my head. He aimed his cock head down a little further to put it more on target. Large forceful jets of semen screened out of his balls, shot through the slit in his cock head and began landing all over my face and in my mouth. He ejaculated for a good 10 seconds and then just stroked his orgasm out. Marcus had been jacking his cock as well and was also kneeling toward my face I turn my body a little bit to face him. Jets of come started shooting out of him at this point. He groaned loudly as he jacked shot after shot onto my face. After about four good blasts he dropped the head of his cock on to my tongue and I instantly put a lip lock on it. He continued ejaculating in my mouth. My tongue dancing on the underside of his Dick kept his orgasm throbbing in my mouth for a good 20 seconds. I swallowed intermittently to make room for more. He was finally spent. Both men backed away from me and then kind of collapsed onto two of the chairs around the glass table. I just smiled and then looked down at the damage. Quite a bit of come it spilled onto my cleavage. Some of it has landed on my heavy necklace. I hefted up my left tit and licked up with my tongue could reach before repeating the process on my right mammary. Mistress had been squatting in front of me and clicking away with her phone the whole time while the men came on me and as I cleaned my breasts. "Tara, you've got 2 bad bitches up in this place." Marcus breathed heavily. "You got that right," Jerome concurred. "Yes, we're very proud of them. They never fail to disappoint," said Mistress. I released my boobs and placed my hands in my lap waiting for my next instructions. "Are you guys good? Can she do anything else for you?" Mistress asked both men. They both just kind of shook their heads and breathed heavily. "Very well then. Your excused, Cheryl," Mistress said. I got to my feet. "Thank you, Mistress," I said and then strolled my way back in the house. As I walked toward the bedroom, Karen was standing in the doorway in her typically white robe. "Was I right?" she asked. "Demanding?" I asked. "Yeah, I think that's a good word for it." When I got close enough she was able to inspect the damage. "Those guys love coming on a girls face," Karen said. She could sense my disappointment. "I'm sorry, baby. No deliveries in the rear this time." I kind of gave her a pouty look. "Don't be sad, sweetheart," she said. "It's not like there won't be others." I gave her a wicked grin and said, "Yeah, lots and lots of others!" She gave me a quick peck on my lips and helped me out of my stockings and garter belt. She also took off my heavy platinum necklace and laid it on the dresser. "Were going to need to clean that..." she observed. Turning back around to me she had the ring tool in her hand. She released the captive bead on each nipple ring before twisting each ring free from my big nipples leaving a large vacant hole through each one. "I'll clean all of these up for you in a bit, but first let's get you cleaned up!" Karen said. With that she took off her silk robe and laid it on the bed before grabbing my hand and leading me into the bathroom.

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Lizs introduction to Cheryl Masters way

When Jeff called me and told me him and his wife Cheryl would be in town this evening through Friday because he had business meetings, I insisted they stay with me. I hadn’t seen them in over a year when Jeff’s company transferred him out of the state. After trying to argue, Jeff finally agreed to stay at my house. I was excited to see them and catch up and really wanted them to meet Liz. I knew Cheryl would love her. Cheryl was always the life of the party, flirted heavily but we all knew how...

Seduction
1 year ago
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A Routine EnslavementChapter 38 Cheryl and Denise

Two years after the events previously related, since Stephanie still owned Tom Jenkins, she was still maintaining general oversight of his involuntary sex therapy. She would visit the psych lab at Masterson Automotive about once a month and Paul Gregory would take her into the lab where Jenkins would be restrained naked on his back with the plethysmograph device attached to his penis. I accompanied her on some of these visits where I would see the lovely female technician stimulate his visual...

3 years ago
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Growing Up A MasterChapter 12 Capturing Cheryl

Things continued as they were at the Harrison household, though now Helen started bossing her mom around more when I was present. Sometimes, Cheryl did what she asked, at other times I intervened. It began slowly, but soon Helen demanded to know why I was interfering with her mother. "I like your mother. If I can help her, I will," I told her. "By getting her to disagree with me?" she asked. "By helping her avoid doing what she does not want to do," I replied. "You can't help Ken,...

3 years ago
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Growing Up A MasterChapter 13 A New Cheryl

The next time I was over at Helen's house, things were definitely different with Cheryl. The first thing that I noticed was that she had gotten a new hairstyle. Her blonde hair used to fall just below her shoulder blades. Now it was sculpted close to her head. "Nice haircut," I told her. "Thank you," she replied. "I'd hoped it would be to your satisfaction." "My satisfaction?" I asked. "Yes, that it met your requirements," she responded. "What requirements?" I asked. "You...

2 years ago
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The Adventures of Karen Her First Lesbian Experience

For the record, Karen is a real person,whom I have known for quite some time. She is a very pretty redhead with a figure that stirs the imagination. While this may be a work of fiction, if it were up to me, it would be highly biographical! === Because of our work schedules and the demands of working retail, we usually meet up at her favorite watering hole. Last Tuesday was just such a night. Both of our stores had decided to close early. Since nobody buys men’s suits or women’s lingerie to...

First Time
2 years ago
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Aunt Karen and Her Niece Andy

Aunt Karen and Her Niece AndyMy name was Andy now it's Amy. This is my story.When I was twelve, I became fascinated by women and their clothes. I still don't know what caused my fascination. I do know that my interest increased with each passing day. Maybe it was puberty, or an imbalance of hormones or as I've recently come to believe, I was a person born genetically different. All I'm really sure of is ... I'm glad it happened.The initial stages of my quest for feminine knowledge took...

1 year ago
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Aunt Karen and Her Niece Andy

Aunt Karen and Her Niece Andy By Kresha Matay When I was ten, I became fascinated by women and their clothes. I still don't know what caused my fascination. I do know that my interest increased with each passing day. Maybe it was puberty, or an imbalance of hormones or as I've recently come to believe, I was a person born genetically different. All I'm really sure of is...I'm glad it happened. The initial stages of my quest for feminine knowledge took the form of comparing...

2 years ago
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Cheryl Marriage made in Heaven

My wife, Cheryl, and I had been living together for over four years and during this time we had enjoyed what most peopled would consider an open relationship. That is, we had both agreed that we could date others. However I never really felt the urge to see other women while Cheryl frequently went out with other men. I was a virgin when Cheryl and I met and I had always been quite shy around women. Cheryl on the other hand had been quite promiscuous throughout her high school and college days...

4 years ago
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The Adventures of Karen

I went out the other night with some of my fireman mates and met a bunch of wild and crazy girls. One in particular caught my eye: a sexy redhead named Karen. Damn, she was hot! I really hadn't planned on hooking up with anyone, even though my girlfriend Missy was out of town. Something about a girls weekend. She said, “What happens in Toronto stays in Toronto! Don’t ask! Don’t tell.” So I figured, what’s good for the goose is good for the gander! Karen and I had such a good time last night....

Quickie Sex
1 year ago
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Cheryl

Cheryl's back ached. She did not know why she continued to work now that she was almost eight months pregnant. Cheryl and were excited about her first pregnancy. Although encouraged Cheryl to stop working, she just could leave the law firm where she worked. Cheryl felt she was doing okay until this past month.Now with her stomach so large, Cheryl's back constantly ached and her feet were always swollen. Now Cheryl just wanted the pregnancy to be over. In the beginning it was fun with all the...

2 years ago
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Second Chance At LovePart 6 Cheryl

About a week later I heard that Bruce Johnson had broken up with his long-time girlfriend Cheryl Albright a few weeks earlier. I knew Cheryl a little from English class. She had a nice personality and sense of humor. Cheryl was about 5'-7" with short black hair. She was a little overweight, but not too big. I hadn't been with a girl in five weeks. I was getting desperate. I decided to ask Cheryl to pizza and a movie on Friday night. After English class I walked with Cheryl as we left the...

2 years ago
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Cheryl p2 business dinner

Cheryl freely indulges her desires for other men, while at the same time, she insists that I remain absolutely faithful. Some people might think that Cheryl doesn't truly love me but as a matter of fact she says she couldn't have dreamed up a more ideal marriage, what with the freedom to act out her kinkiest fantasies with other men, but with the security of a faithful, loving husband waiting patiently at home.As for me, this variation on the traditional marriage suits me perfectly. Part of it...

1 year ago
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Cheryl and the bet

One day Cheryl and I was talking and Cheryl was talking bad about Gregg the old football coach of her son. Cheryl at one time wanted to fuck Gregg and I said that was ok. I told Cheryl that I think she was upset because Gregg didn’t want to have sex with her. Cheryl said Kevin all I had to do was call him and he would fuck me if I wanted him too. I told Cheryl that he wouldn’t Cheryl told me Ill bet you he would and if I called him he still would and he called me once already. I told Cheryl I...

Group Sex
2 years ago
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Cheryl8217s First Sexparty

The evening was not going well and Cheryl knew it. Only 18, she had almost passed out when a college junior had asked her here. Telling her mother and father that she was going to a girlfriends house for the night, she met her date, Billy, at a convenience store near her home. Just getting in the car made her feel much older than her years. Now, several hours later, sitting on a couch in a crowded fraternity house, she was feeling like fifteen again. A bunch of guys had made a...

4 years ago
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Quarantining with Cheryl

“Oh, don’t worry. She isn’t that bad, and it’ll be good for her to have someone else in the house. Even agoraphobs need company every now and then.” Rob wasn’t thrilled with the idea of being his Aunt’s therapy dog, but for what was essentially free room and bored he couldn’t say no. Growing up he had only seen Cheryl a couple of times. Since he moved to the same state as her, he only saw her twice at the holidays. He’d always thought she was a little weird but she was nice enough. When...

1 year ago
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Cheryls New Video Camera

I know that Cheryl is and always will be the woman for me. My wife is a petite redhead with a firm ass, pert tits and a sexy, adventurous personality that never fails to arouse my desires. From the start Cheryl was always the more dominant of the two of us but only recently has she given full rein to her domineering nature. I guess I've always been rather submissive and I truly believe that my obedience to my wife's commands was one of the things that initially attracted her to me. At my recent...

2 years ago
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Cheryl And Karl Have A Quickie

Cheryl Bancroft did not sleep well because she was jealous that some other woman in town was now bedding the young hunk Karl, she did not know his surname, that had walked into her shop a few days before and offered to give her a good fucking.The eighteen-year-old Karl had certainly done that, in fact, he had given her a few, but Cheryl had not seen him since and her effort to connect with him via mobile phones had led to the discovery that he was then servicing another woman. The sex had been...

Mature
3 years ago
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Am I Cheryl

Am I Cheryl? By Heather St. Claire I rapped softly on my boss? door, then opened it. ?Dan?? I said. ?I need to talk to you. It?s important.? He smiled slightly, then said, ?Come on in Cheryl, sit down.? I could feel the tension in my stomach, my heart beating heavily; it was a feeling of intense anxiety I hadn?t known since the early weeks of our great exchange. I took advantage of his offer, smoothing out my skirt and casually crossing my legs. This was, just five years ago,...

4 years ago
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Cheryl

It all started innocently enough last Friday afternoon when my boss announced that he wanted me to work late that evening. This announcement came as something of a surprise because although we frequently work late at my office, Friday night had always been the one night we would leave at 5:00. My boss explained that a certain client of ours needed a particular financial statement early Saturday morning, however, and so I resigned myself to a late night at the office.Unfortunately, I had...

3 years ago
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Cheryls Box

At last it was finished, and ready to use, if only Cheryl could ever pluck up the courage to do so. she had spent three years designing it, and a further two years building it, in her basement, after work and at weekends.But now. it was ready, and all the pipes and tubes glistened under the bright cellar lights. Cheryl had read about something on a story site some five years ago, and had wondered if it were possible to design a machine that could, and would, make it a solo effort, no-one...

2 years ago
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Young Whore Cheryl Ann

When my daughter Cheryl Ann turned thirteen years old it was a great moment in my life and in my wife’s life too. We had been looking forward to have a teenager for a daughter. At first we gave her a new wardrobe, more spending money, and allowed her more freedom. In essence we started treating her like an adult. That was our mistake! About three months later Cheryl Ann came home very late and very drunk. She had been dropped off on our front porch and the doorbell had been rung....

3 years ago
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Cheryl Christine Together

My sister-in-law, Cheryl, is the sexiest woman I have ever known. At the time this happened, she was about 35 years old and I was 32 or so and had known her for about ten years. She stands 5’9” tall and has long, dark hair, a gorgeous face with full, pouty lips and a creamy complexion. Cheryl is on the slender side with long, beautiful legs and a perfect ass. As I have described before, though, I am totally a breast man and it is her tits that are world-class. She has perfect 38DD...

2 years ago
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Cheryl enjoys another motel adventure Pt 1

Cheryl’s hot motel date“I put your outfit on the bed, I’m ready to go when you are,” I called out to my wife who was just finishing her shower. I had arranged for a hot date for her at a local motel, but not exactly what she thought the date would be.I shared her now for over a year, mostly at the adult theater, but at a few hotel and motel meets with friends and strangers. Cheryl was used to two or three males over an evenings fun, but this motel date would be very different I planned a nice...

1 year ago
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A Simple AffairVic and Cheryl

It has been one year since my divorce from Elaine was final. A lot has happened since then, so let me fill you in on all of the changes. First off, Cheryl and I couldn't be happier. We are deeply in love and it shows in everything we do. We talk about everything, we go to movies, galleries and museums and there are always subtle displays of affection flashing like sparks between us. Our sex life has been great since I moved in and now we are beginning to experiment. Cheryl has some things she...

Love Stories
3 years ago
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Cheryl 3some

My work friend Cheryl organised a threesome with her boyfriend and myself. He chose to do it at a holiday house an hours drive away. When I arrived we had a few beers on the patio. He was a bit jealous and overbearing. He tried to be rude and aggressive but I just ignored it. I was friends with Cheryl and wanted to fuck her hot sexy bikini babe body. When the drinks kicked in, he asked Cheryl "So do you want to fuck this guy and me" Cheryl held up her glass and said "sure...

2 years ago
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Charley into Cheryl

Charley Into Cheryl by Cheryl Grey Chapter 1: The Beginning One year ago, my name was Charles Schmidt; I was a lawyer, just out of law school, working for a large firm in Los Angeles. This is the story of how all of that, plus many more things, changed. It began when I met Karen in June of last year. It was at a singles bar I had gone to a few times. I was sitting alone at the bar when in came a breathtaking woman: tall, about my height of 5 Feet 8, long brown hair, big...

3 years ago
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The Adventures of Karen The Camping Trip

As much as Karen loves the outdoors, I was surprised to find out that she had never gone tent camping before. She seemed quite excited when I proposed the idea, so I went ahead and collected a tent, two sleeping bags, a Coleman Stove, and enough food and drink to feed us well for the weekend. So, off we went, to a remote part of the northeast Kingdom of Vermont, not far from the Canadian border. I smiled as she said how much she was looking forward to “communicating with nature “as her hand...

Group Sex
2 years ago
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The Adventures of Karen Threesome

Rebecca looked over at me and said, “Get over here, Grey! We need cock! “Yes Mistress.” I answered, standing up, her panties still draped over my stiff prick. I walked over to the two prone women and added. “Might I suggest that we retire to my bedroom?” Grabbing my silk encased cock, Rebecca replied, “An excellent idea, Grey,” and she led us to my boudoir, indicating that I should lie on my back in the center of the bed. Finding a shirt and tie draped over a chair, she proceeded to bind my...

Group Sex
1 year ago
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Ex GF Stepsister Cheryl part2

Sorry a little late writing a another chapter about my ex girlfriends cock teasing stepsister ( Cheryl) and how we ended up fucking. Now on to the story. Well as you probably know if you read my first post on her that Cheryl had been teasing me for sometime and we ended up finally fucking. Well Cheryl and myself have been fucking for a good 6 months up to this point and it was the best 6 months a guy could ask for. Cheryl would be waiting for me to get home from work at times and we would...

2 years ago
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Cheryl 3some P2

I got a text at 11pm from Cheryl “hi its me Cheryl” I ignored the text in case it was her boyfriend playing games. 2 minutes later a second text “You probably think this is him, but its me. You fucked my ass while I sucked him, you scraped his cum off my tummy into my sloppy seconds cunt, its really me” I texted back “prove it” Seconds later a pic of her open wet cunt with a vibe appears on my phone. The pic date time was seconds ago. I believed it was her. I...

4 years ago
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Prurient ParishionersChapter 10 A Show for Cheryl

Barbara went to sleep immediately after her husband confirmed that he had taught her sister the lesson she much needed. And Barbara awoke before five in the morning with a vague sense of unease. A vague sense that quickly became unambiguous. He had been close to her sister in a compromising situation and he hadn't immediately thereafter fucked her, his wife. The twenty nine year old woman lay there agonizing over what had happened or, more precisely, what had not happened. Had John gone too...

3 years ago
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Cheryl gets me to do it

Cheryl and I were having dinner with Lisa and her boyfriend, Mark and they described the sexy see-thru lingerie Lisa had purchased and they were really enjoying. Cheryl and I talked about it and the next weekend Cheryl went shopping with Beth. They came back from the store and Cheryl told me she purchased some HOT lingerie similar to Beth’s. Mark was there with me and we sort of teased them to model it for us. Cheryl was sitting on my lap and she looked at me and I said: “I’d like to see...

3 years ago
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The Creation of Cheryl

The Creation of Cheryl By Jessica Martin Author's note: The concept of a man buying makeup and women's clothing and 'passing' with no preparation or experience is similar to blindly investing in the stock market and making a killing - it's not going to happen. I considered adding sex to the story, but decided at the end that it was unnecessary. The concept of "forced compliance" won't happen and the actual conversion is (at least for a very long while) a fantasy, too. This story is...

1 year ago
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Cheryl after work

Cheryl walked through the front door of her apartment shuffling her bills when she found a plain white envelope addressed to her. Quickly tossing the others aside she opened and read the letter. It was an invitation to a party being thrown by one of her high-school friends, Mellow. Cheryl thought back to her younger days where she’d gone to parties every chance she got, she’d been wild and crazy back then. Every boy in school had wanted to get into her pants though only a few had ever gotten...

Erotic Fiction
2 years ago
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The Adventures Of Karen Being Cuckolded Part 1

There I was, standing at her front door, flowers in hand, my excitement level way up. It had been several weeks since our last meet, and I was looking forward to surprising her. Ever since we actually met, I had been smitten by her good looks, hot body, and especially her hair. I have a thing for redheads, and Karen surely fit the bill. In past visits, I always met her at her store, but this time for some unknown reason, I came to her house. I knocked, firmly. The door opened and she said,...

Cuckold
3 years ago
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The Adventures of Karen Being Cuckolded Part 2

I had just witnessed the woman of my dreams being ravished by another man’s finger, ending in an awesome orgasm. Part of me was disgusted that I did nothing to stop it and part of me was so turned on that I wanted to see it again. Karen had loved every second of it, to the point that she took his oversized manhood deep into her throat, and, sputtering and gagging over its size, gotten him to cum, filling her mouth with his seed. Again, I had dismissed the opportunity of stopping her...

Cuckold
2 years ago
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Cheryl 3Some P3

I texted my mate Nic a summary of the plan with Cheryl. Nic and I had once discussed a 3some with a hot chick he knew over a beer. Nothing had happened, but I knew he was keen. He asked for a few pics of Cheryl and was very enthusiastic when I sent about 6 pics of her to him. She was a hot sexy Bikini babe and her pics showed her slim athletic body off beautifully. Nic asked if there was anything off limits with Cheryl. I said I didn’t think so but he should ask her. I told him she...

4 years ago
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Cheryl has fun at the ABS

Off to the ABSI decided to change our plans for the evening, instead of the porn theater I thought we should go to the adult bookstore on the East side of town, near the airport. I wanted to show off my wife in a slightly different setting, maybe get her into one of the video booths there. If the book store was dead, then we could head over to the adult motel, just a couple of miles from the store.Cheryl was showering when I went upstairs to our bedroom, I did a short search through the closet...

2 years ago
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Bring Cheryl by loyalsock

Tommy knew he was taking an awful chance, but if he was ever going to fuck Cheryl, he just had to let her watch him fuck either Miss Parsons or Miss Williams!!! If she could see how much pleasure he gave them with his big pecker, he was that then she would gladly let him put his penis into her cute little box!!! The trick was getting her to join him in Miss Parsons' room after school, if she suspected anything, she wouldn't show up! Then it hit him, why not have Miss Parsons make Cheryl stay...

1 year ago
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Bring cheryl

Tommy knew he was taking an awful chance, but if he was ever going to fuck Cheryl, he just had to let her watch him fuck either Miss Parsons or Miss Williams!!! If she could see how much pleasure he gave them with his big pecker, he was that then she would gladly let him put his penis into her cute little box!!! The trick was getting her to join him in Miss Parsons' room after school, if she suspected anything, she wouldn't show up! Then it hit him, why not have Miss Parsons make Cheryl stay...

Erotic
2 years ago
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Fisting Cheryl

First impressions whether they be online or in person are not always accurate. I had posted online a thoroughly debauched tale of fisting and stretching – one of many. It is always good to get feedback and I often get asked if the stories are real or 100% fiction. The answer is a mix of the two. One of the stories elicited a response along those lines from a reasonably new user from the particular site I posted too. It is easy to become dubious of new posters that have profiles with very...

3 years ago
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Cheryls Return to the XXX theater

Back to the XXX TheaterWe were parked in the dimly lit parking lot behind the XXX theater, I stepped from the driver’s side and quickly moved around to the passenger side to let Cheryl out. As I opened the door I also extracted my cock from my loose fitting pants.“What the fuck are you doing?” She chuckled as she watched me begin stroking my cock.“Jacking off, slut, so suck the head of my dick while I jerk it,” I directed my wife as she turned, placing her feet on the ground, legs spread her...

3 years ago
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Misadventures of Karen

Wrote this for someone. Might be a small series, i dunno. Late in the Winter evening, Karen sat down at her computer searching through her email with a glass of wine as she did almost every night after a long day of work at the office. Strolling through her emails Karen noticed a peculiar one from a coworker titled "Busted!". Karen was curious and opened the email to find picture after picture of her dressed up in super revealing women's clothes and exposing her ass for the world to see....

2 years ago
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Cheryls Hot Maid Service

Yes my wife was a slut, like my other stories of our adventures, but this one is fiction. I put this together because she did do maid service, for our place, and did it in naughty outfits, acting out being a maid service that made the term "full service" a hot term. So I wrote this up about her, wishing she had become a maid service in Denver.“You are going to hate and divorce me,” Cheryl said as she sat down at the kitchen counter, her hair a mess, clothing in disarray, and stains all over her...

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