Watching Jenna IV By MadQuill free porn video

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Watching Jenna IV By MadQuill Please remember this is a copyrighted work and all legal disclaimers apply. I appreciate that the poor grammar may take away from the tale. Thank you for your comments. The plot of this story includes the relationships of seven women and is tied to "Watching Jenna". "Watching Jenna V" is underway. Scene Sixteen It was an awkward Saturday morning with Tony sleeping to nearly Noon. After I told her about the drive home the night before Tony saw that her car was outside. She quickly departed leaving Leyna and me to spend the afternoon watching old movies on Tmax and veg'ing out. I purposely stayed clear of discussing the night before until Leyna inadvertently hit the DVD player and 'Jenna' again appeared with the large cock buried in her bottom. "Let's not watch her dance right now Leyna," I said as I grabbed the control. "Yeah, I'll get you an IPA though. Dinner?" We ordered Chinese and continued to watch several Hepburn and Tracy films. Leyna left early Sunday afternoon for home. She texted me after she had gotten on the train. 'Tony was wonderful thanks for the introduction Keith' I stopped the car and called her. Leyna giggled as she told me that Tony had met her at the train station and the two were traveling north together. "Tony has decided to stay over Monday with me since she doesn't work tomorrow," so they would have some time together. The changes for Leyna were exciting and I hoped it meant her lessons could stop. I clicked off the phone. Leyna didn't need me with her friend Tony showing her the ropes. On the train the two were considering which car to sit in. The conductor had taken their tickets as they boarded the very long train. He said as he punched their paper stubs, "We're transshipping these cars back northward. The last ten cars are empty. Sit ahead of those." Tony made for the rear of the long train. "Tony he said we couldn't sit in those cars," Leyna whispered. "But he didn't actually. He simply said 'sit ahead of those' and see this door is open. Come on Leyna. The back cars tends to roll about like a wave." They made their way to the tail of the train and found the seats were looking out the back of the car. They sat for a few minutes enjoying the rolling action as the train sped up and the urban landscape zipped passed. They sat holding hands when Tony reached to touch Leyna's leg above the knee. "You enjoy wearing pantyhose?" Leyna felt the finger's delicate touch. "Yes Tony but many days the work requires them. I've grown accustom to the feel and don't tend to go naked except on really hot days." Tony turned to kiss her sexy girlfriend. The seduction was easy as they were alone. "See what I mean, the sensitive roll of the train. It's making me want you Leyna." Their kiss began gently but Tony was ardent. She wanted this woman, here on the bench seat of the train heading north. Her tongue teased across Leyna's lips as her fingers continued to rise. With her other hand Tony reached behind and retracted the zipper of her lover's dress. There was no resistance as their tongues licked, sucked and probed each other's mouths. "Oh yes Tony, I want this so bad," Leyna moaned. Leyna felt the clasp of her bra being released as Tony's fingers reached about to touch her sensitive nipple. The other hand was now atop the nylon fabric covering her pubis and Leyna shifted as the Tony's fingers pushed the waistband of the pantyhose downward. Tony's hand found the lacy top edge of the pink thong panty and though tight she pushed her fingers down to touch the little nub of Leyna's penis secreted between her legs. Leyna was moist. "I want you in my mouth Leyna," Tony moaned as she paused her kiss and moved to pull the stockings and panty to her lover's lower legs. "Kiss me some more please," Leyna asked. "I love how you play with my tongue," she breathed in the aroma of Tony's excitement. Leyna continued, "like I am yours." Their kiss continued as Leyna reached to caress Tony's breasts through her top. Tony had moved her hand to cover the girls tucked little nub as Leyna sighed. "I wish I could make that scent, you smell so good Tony." Tony was aroused and moved closer and covered her lover's mouth and her tongue pushed inside as the train moved along. Her fingers held Leyna's penis as their kiss continued. "Now, I," Tony mumbled, "need to kiss your body Leyna," as she moved to her knees. "Wow Tony you want me," Leyna signed as Tony bent down and licked her soft little cock. Leyna closed her eyes as Tony's moist mouth caused her to stiffen slightly. The last time with Tony she hadn't climaxed but the patient woman sucking her now was determined. The little penis she had did become almost hard with Tony's attention but when Tony's long middle finger entered her bottom Leyna became erect, all two and a half inches. "Now we're getting somewhere," Tony mumbled as she continued to lick Leyna with her fingertip slipped inside the warm bum to the first joint. "Oh god Tony, never." But Leyna couldn't speak as the woman loved her body with her mouth and now pushed inside her bottom deeper. A moment later Leyna moaned and Tony felt the small release fill her mouth. "Your stuff tastes good Leyna," Tony said as she shifted up to kiss her lover. The two held each other but Leyna's body was more exposed with her thong now near her heels. She reached but Tony stopped her. "Please let me look at you. No one can see us." The rolling train was sweeping past farm fields as Tony stood with her back against the train door smiling at her lover. Leyna moved forward and began to remove her dress over her head as Tony smiled and her hand slipped into her jeans. "You are so beautif-" But just then the rear train door gave way and Tony slipped. "Tony!" cried Leyna. She jumped up and toward Tony. Tony's hip had released the latch and the door swung open and she fell down onto the deck. The roaring sound entered the train car as Leyna tried to reach her lover's feet. "Oh my god, fuck," Leyna swore as she lunged and grabbed Tony's feet just as Tony hit the dirty metal outer platform. The wind whipped Tony's loosely clipped hair and then the clip blew off and away. Leyna held both of Tony's ankles now as Tony bent up at the waist. The air rushed across the two women and Tony's hand reached to hold Leyna's. "Now I can see you quite well Leyna." For Leyna was bent and her groin was completely exposed as her dress hem flew up to cover her face. Her panty was wrapped about her ankles. Tony looked backward and saw the edge of the train deck just beyond her right elbow. "Close, but I'm fine honey." She slid on her butt toward Leyna as the train continued to rumble on. Her pants were covered in dirt but she was otherwise okay and she pulled herself up and reached to close the door. "No," she heard a voice and looked up the cabin to see a different conductor. "You two shouldn't be in the back cars. Come away. I'll get that door closed, and locked." Leyna reached and pulled her panty upward while she was still concealed by the tall seatbacks. The man walked nearer as she straighten her dress. "You could have been badly hurt Miss. Dave was supposed to check those doors. He'll be reprimanded now." The Conductor slammed the door shut and with a key locked it as Leyna moved head of Tony. The conductor saw the dirt on Tony's bottom, "You would have hit the rails at over forty miles an hour young lady." Tony smiled as she watched Leyna's bottom shimmy as the tap of the heels resounded in the empty train car. My sister called me Tuesday morning. "Keith it was wonderful to be with someone who shared her body so willingly. Tony was amazing." I asked Leyna to keep the specifics light. "But without your help it would have never happened. So you needed to hear at least that brother. We played for hours." "Leyna, okay but, to much information." "Oh, then I won't tell you about the train either, but Doctor Claire is quite pleased. She still wants me to find a male to sleep with but she feels that sleeping with Tony was a major step forward." Having my sister happy was good and she turned the conversation to her next trip south. Her doctor would let it rest though. I needed to resolve some other issues before Leyna's next visit. Scene Seventeen Cathy called me later the same day with her special request. She asked me to meet her for lunch near my office on Wednesday. I wondered what she needed to speak in person about. I did not share this with Leyna though. I little past one on Wednesday we found a table and I ordered some coffee while Cathy asked for some white wine. She looked about. "Is everything okay Cathy?" She moved closer and told me that she was worried about losing her lover, "Michaela is great Keith," but she was unsettled with their relationship. "How can I be of any help?" I asked a bit dumbfounded. She whispered, "I don't want to lose Michaela and thought-" I looked at her carefully. She was anxious as she spoke quietly again. "You don't know Keith, that Michaela is a transwoman like your sister." I was floored but somehow didn't react in a negative way. I sat listening as Cathy spoke but I was in my own thoughts as I considered this news. I had thought of Michaela for weeks as I masturbated. "I feel that if." Cathy put her hand over her mouth a brief moment then continued, "my girlfriend really likes you Keith, and, well, I thought that you could have a chance to-" Now I was alert and knew what she was after and I interrupted, "Cathy what are you suggesting?" She wanted me to sleep with Michaela. "She needs to have sex with a man Keith. You are a good candidate and " "You are asking me to do what Cathy? Fuck your girlfriend?" I said as I pushed back away from the table and almost caused the waitress to spill her tray as she walked passed. Cathy hesitated but then spoke quickly looking at my eyes, "Yes Keith. I needed to share the request with you. She is not a genetic woman and Michaela like Leyna needs to experience safely having sex with a guy." She told me that Michaela had dropped a hint regarding her conversation with Leyna on Friday night. I couldn't believe this statement but spoke slowly, "Cathy, I have had years to understand the world of my sister. I am officially surprised by your news of Michaela as I am about the request. Are saying that Michaela has asked you to prepare this rendezvous?" "No Keith, well maybe a little." Cathy was smirking. I shook my head, "I cannot see a 'boy', no way, Michaela too?" Now she smiled, "You're kidding Keith? Really? Even the name, the chokers she wears. Now I won't believe you." I had certainly spent time looking at her girlfriend but since she had cancelled our date weeks ago I tried to keep my mind on other things. As Cathy talked I was distracted by these thoughts. "So I feel she needs to experience." Cathy stopped talking. "Keith, are you listening?" I apologized, "It's just a crazy idea Cathy. My sister and now Mich." She paused me, "Keith, they are both women, okay? Don't go there. Leyna is, I mean I would never have thought she was a male, " I spoke quickly now, "Disregard that Cathy. What you want me to, I just cannot see how that will benefit your relationship." She stared hard at me. "Who said anything about me? I want Michaela to be happy. Right now I think she isn't but it may not be just about having a man. She may need more than I can provide and I want her to feel complete." I still had an interest in Michaela, well now there was a small resistance. Cathy's statement did seem possible as I reviewed my memory. "So you read Leyna the other night?" I asked thinking that I knew the answer. She glanced down to her lap. "No actually. Michaela let it slip on the ride home." Now I wondered if Cathy had guessed what Leyna had sensed about Michaela the other night. I didn't feel her attraction but my sister was unequivocal. Cathy started to tell me about the past weekend. How on Sunday afternoon Michaela had went to visit Florence and Celone for lunch. Cathy had an assignment to complete so she stayed behind. She told me more about her job and how sometimes her Sunday afternoons were partial workdays. She had needed to address a legal document. Cathy told me how welcoming Florence had been. Michaela stepped in and saw Jamey as Florence stood at the door. Michaela had worn a simple blouse, a skirt with pantyhose and tan wedge heels but she saw that Jamey was dressed in a LBD, sexy heels and full seamed hose. Florence had kissed Michaela on the cheek at the door. "We're doing some dress up. Jamey just received this dress yesterday from the brown truck. She, well, I think she looks great." Cathy continued her description of the afternoon in a near whisper so I had to pay close attention. "Florence was wearing a simple print dress but she had spiked heels on and her face was full glam too. Michaela thought she had under dressed as the group moved into the house. "But when Celone came into the Foyer. She was barefoot and her cotton top was white with ruffles and she had on a loose pair of girl shorts. Michaela said that she could see Celone's nipples for the top exposed her breasts as she walked over to greet Michaela. Jamey told Michaela, "The girls keep buying new outfits for me." And it distracted Michaela for a moment. "Then Celone kissed Michaela and they all walked out to the sun porch." Cathy seemed very focused as she continued, "Michaela explained to them that she had needed to step away from me, she needs some space." After that Jamey brought in the wine and was serving when Celone said, "Jamey has been eager to experience something we can't give her." Cathy told me how it began, "Celone walked to the chair where Michaela was sitting. Celone slipped down to sit on the armrest of Michaela's chair as she continued to explain what she meant. "Jamey was quite turned on by Keith the other night and she wants us to help get her a big guy to sleep with her. Maybe it will be Keith, maybe someone else," Celone suggested. As Cathy told me the story she didn't include all of the details of what happen next but she did explain that Celone asked Michaela if she had been penetrated yet. "By a hot cock I mean?" Michaela moved back into the chair and pushed at Celone's hip to get her to move away. "Excuse me Celone but that's a bit too personal, " Cathy told me that she knew how powerful Celone could be. "Celone is used to controlling the group and she had slipped to her knees next to the chair as she slowly lifted Michaela's dress hem and exposed her lingerie. I watched Cathy, her eyes looked moist as she spoke of the event, "Celone then looked up at Michaela's face and smiled as she said unequivocally, "Is it though dear? I have slept with Cathy and know a thing or two about her interests," as Celone slipped her hands upward and caressed Michaela's pantyhose covered thighs. "Michaela was surprised by Celone's actions Keith. Jamey and Florence had also moved closer, on either side of the chair. Then she felt Celone quickly shift upward and she kissed Michaela on the mouth. The other two watched as the kissed became more passionate and Michaela surrendered her anxiety." Cathy looked concern and glance away as she stopped for a moment. "It was no longer subtle Keith, but not aggressive. Celone was french kissing my lover!" Cathy wept softly as she told me, "Michaela said that she did not touch Celone nor try to stop her caress as Celone's hands explored her body but as they kissed Celone reached down to her inner thigh. "Michaela felt that Florence was near for she whispered as Celone's kiss continued. "My sister isn't trying to push you Michaela. She only wants you to enjoy our loving." Cathy had tears in her eyes as she continued, "Celone held Michaela and a moment later she grasped Michaela's small penis." "Celone told Michaela that she was smaller than Jamey, "but Jamey doesn't want to fuck you she wants to be with a man." Cathy's voice trembled as she continued, "Michaela's head was spinning and her arousal grew strong as Celone played with her genitals. She later told me that she had anticipated that Florence and Celone might make a pass that afternoon but the reality of the seduction had overpowered her. She heard Florence's talking softly. "My sister wants to fuck you though," Florence said. Cathy meekly told me what Celone said, "she told Michaela that they had all felt that something wasn't good the other night with me and they wanted to make Michaela feel welcome; to offer a safe place to stay. To leave me, " "This is Florence's house," Celone told Michaela. I looked at Cathy as she spoke with her head down. She was hurt by this but she wasn't finished with her description of Sunday, "Michaela told me when she came home that the idea of being with a man was incontrovertible in her mind after the seduction by Celone." "Celone told Michaela that, Jamey and Flo want to be helpful too. They feel that they may aid her adjustment." Cathy explained to me, "As Celone moved to kiss her again Michaela tried to move away, she turned her head to stop Celone's kiss and she reached to pushed the fingers playing in her panty away but now Florence and Jamey had taken her arms and gently restrained her. Cathy continued, "She tried, Michaela tried to get up. Maybe she wasn't attempting to leave but to distance herself, but she asked why they were holding her? Why was Celone seducing her?" Cathy then spoke with a quiver, "She saw it then, Celone had a strap-on about her waist and she exposed it to Michaela. "Celone," Cathy now cried loudly, "she told Michaela that she seemed beyond my sex games when she had watched her with me the other night." Cathy was nervous as she told me the story that her lover didn't feel trap but she needed to move away and to get some space. The sound of Cathy caused a look from the waitress, but she continued quietly, "Celone helped her stand as Flo pushed her panties down," Cathy said, "and then Celone turned Michaela as the others held her and they slipped her onto her tummy resting atop the chair's armrest. Then Celone moisten her toy and rubbed it slowly along Michaela's body." I could now understand that the three women clearly were interested in fucking Michaela but Cathy's story was confusing. So I asked her directly, "Did they rape Michaela?" Cathy stated strongly, "No Keith, she wanted it. Michaela admitted that she had asked for this, for Celone. In her mind she knew she needed more than I could offer. She told me at home how she had enjoyed having Celone fuck her and loved the attention of Florence and Jamey as well." I saw that Cathy's mascara was smudged. She was weeping as she covered her face. "She wanted to cause me some kind of hurt Keith. Later that night when she returned to the apartment we discussed the afternoon and then she asked me to reach out to you. She said that she would decide about us afterward." I was now aware of the background but was still paused by the facts of Michaela's gender change and the lascivious behavior Cathy had described. Cathy calmed a bit and spoke of her lover's hometown experiences as she felt I needed to understand as much as possible about Michaela including her teacher and the aggressive boys. "When she met Leyna last Friday night something clicked," Cathy told me. "Michaela knew she wasn't alone, not totally. There were other women like her. Your sister and her barely spoke but they clearly had shared a moment Keith." I didn't need any more details of Celone's afternoon with Michaela and wanted to seem supportive of Cathy but I wondered if I could sleep with Michaela, I wasn't sure so I held my thoughts. Cathy saw my muddle, "Will you at least consider the request Keith?" I then quickly realized that there was still something attracting me to Michaela and I wanted to find out whether she and I could become something. Cathy reached across the table and took my hand as I blurted out, "When do you see this happening?" There was of course selfishness in my suggestion but I had not pushed this to happen. Michaela's gender conditions now seemed unimportant especially after the past weekend with my sister. "Well, really Keith, I would assume anytime Keith." I looked away and considered my needs and whether there was a spark, Leyna had seen something. When I looked back Cathy had wiped her face and she saw my resolution. "So you will meet her? I meant to say, you will come over, you know?" she asked. I looked at Cathy and thought about what I was actually suggesting. "No, it has to be a date. Only then does my head see this clearly Cathy." She squeezed my hand. "Just be yourself Keith." I wondered if she even knew I had desired her girlfriend these past few weeks. Maybe Cathy had forgotten how I had first met Michaela. No, she just was trying to help. My head had crashed hearing the erotic story from Cathy and something crazy was stirring in me about Michaela. Scene Eighteen My sister wouldn't understand the context so I didn't call her for a few days. On Friday morning Michaela sent me a simple text: 'our date could be tonight Keith' So I arrange a table and the car service and I called her. "Let me take you to dinner Michaela." It was that simple. I cleared my desk early and headed home to tidy up and chill the champagne. An odd realization came to me as I got ready. She was just a girl that I liked a lot and therefore I was going to, well I would attempt to seduce her. She already liked me and she had created the opportunity for this date. But wasn't it more of a liaison? Maybe I was hoping for something more than what it actually was, an affair. Her lover had asked me to sleep with Michaela and I had agreed. Now, tonight, I wanted to find out if there was a way that Michaela and I might have a relationship. I wasn't thinking of Cathy now. I recalled the difficult conversation with Cathy two days ago; I had been hard the entire time. The date was really just a shag; I was going to somehow 'complete' Michaela's sexuality. I stopped that thought as I shaved. I wanted to be with her but this confounded me. I had to remember what Leyna had told me, how she was a woman and therefore so was Michaela. Even if what she wanted was to be deflowered I hoped to be her lover. This act wasn't to sully her for it would be with her consent. I recalled the last time, just four days ago, that I had dreamed of Michaela. That was before Cathy had shared her story and the request. As I finished my shave I knew I would be okay sleeping with Michaela. I was semi-hard as I re-focused on my hair. Michaela had insisted that Tony would drop her at the restaurant and when I arrived I saw Tony's car pulling away. I saw the beauty walking toward me and smiled. Michaela kissed my cheek. "She was a bit of a security blanket Keith. I'm looking forward to this. The kitchen does great seafood." I felt better sensing her nervousness. It matched my own. Michaela was dressed in a sexy dress with naked legs and heels. Her nails were colored a soft blue which matched her eyes. Her hair was an updo with a purposeful messy twin braid. The dress looked expensive, silk with a translucent buff color but her shoulders were bare; no bra and then I saw her slightly protruding nipples. I got slightly stiff thinking how sexy she was. She again kissed my cheek as I pulled her in close for a hug. "Wow Keith, we're finally going to do this, I mean our date of course." Her breathe even excited me and her scent was musky but with a hint of vanilla. "You look so good, and the perfume is?" I asked. "Tocca's Colette." She smiled. I had read a translation of Colette's story collection the "Vines of the Vine" in a college seminar on women authors. Now Michaela was in my arms and we would be together without the others. I asked her if we should sit in the bar or take our reserved table. "The bar sounds loud. Let's sit at the table now so we can talk Keith." After we had ordered our dinner the Chardonnay arrived and we talked quietly as the setting sun fell across the marshland to the southwest. She told me of her acceptance at the College and her intention to study Literature. "It may not be as practical as a profession but I have always wanted to write." Michaela talked of her home without mentioning the bad issues. She spoke of her goals and desires to complete at least a degree at the College. I just listened and looked across at her. I enjoyed her beauty and her expressions. Though she was with me tonight I saw the pearl choker she had received from Cathy. The meal was good and the shared wine was just right. After dinner we walked to the terrace as the Moon was near the horizon. She looked at me and we kissed. "I'll call the car okay?" I asked. She turned and simply smiled. Ten minutes later we were at the apartment door and we kissed as she wrapped her arms about me. My hands held her bottom through the thin silky material of her dress as our tongues explored each other. We slowly realized that we needed to be inside, in bed, together and I fumbled with the door key. "Please don't turn on the lights Keith, I want to undress for you right here with the moon glow from that large window." I sat on the edge of the sofa arm as she reached to release her garment. It fell to the floor as I looked at her perfect moonlit breasts. She reached up to her nipples and pinched herself as she smiled at me. She didn't remove her panty nor her heels. "Now you please," she said softly. I stood and removed my jacket as she step closer. I then untied my tie and started to release the shirt buttons. As she moved closer she asked, "May I do those Keith?" She stood but was barely at my nose wearing her heels. Except for her panty she was naked. Michaela kissed me lightly as she finished with the shirt but left it open as she moved her hand across my chest. "Ummm, you are smooth." Then her fingers went lower and the belt fell with a soft bang. "I want to fellate you first Keith. A warm cock is what I want now okay?" I just smiled as she slipped to her knees and reached to pull my boxers lower. I looked into her eyes as she touched my stiff penis that first time. How I hoped this would go on forever. She was so beautiful and sensual as her tongue reached the tip of my penis. "Yes Michaela," I finally said. "That is what I have wanted you to do all these past weeks." As she played her tongue up and down my shaft I noticed her pearl earrings. Her eyes transfixed me as she continued to lick me and yet she would look up to my face. Her hand moved along my soft but erect dick as her lips covered me completely. I had never been sucked off like this. She seemed quite practiced at this for someone not accustomed to men but I just enjoyed her attention as her soft lips played with me. Each time she took me into her mouth deeply I marveled at the feeling at the entry of her throat. "Oh damn Michaela, your mouth feels so good, oh-" She smiled as her finger lightly played up and down the shaft as her tongue licked about the head of my cock. This was extraordinary and I wondered how, somewhere she had been practicing this. "Oh, god, I'm so close Michaela, I'm going to-" She reached up and her long finger shushed me. I moment later I erupted and flooded her mouth as she pumped my slippery shaft with her hands. I leaned back as she played her tongue across the head of my still hard penis. Looking down at her smiling face I was about to speak but again she silenced me with a finger to her lips. "Practicing has helped me Keith, and Cathy introduced me to a friend named Jenna but your hot dick is the best thing I have ever put between my lips," she said quietly. I smirked but didn't mention Leyna's discussion. I just looked at this beauty. I didn't see her penis for the throng was still about her hips. Helping her up we hugged each other as my mouth found hers. Over her shoulder I saw that I had failed to shut the door. "We were a little distracted huh?" she said. I moved to close the door as she came behind me and we kissed as the door shut. "Now I want to see you naked Michaela, okay?" She giggled and turned to skip in her heels to the bedroom, "Wow, you do huh? Maybe when we get to the bed." I watched as she stopped and bent at the waist and rolled her sexy bottom at me with her hands on her knees. The thin fabric disappeared between her tight cheeks. Then I saw her resemblance to that Jenna chick, skinny but wide enough hips and a smooth backside. "Do you want to play with my tight hole Keith?" I stood several feet back watching her. She looked at me and gave me a come here motion. "Let's get to your bed Keith. I want your body to fill me please." I walked to where she was as she stood and took her hand. "The moonlight is perfect," she said as she seized hold of my penis. "It seems that you still want me Keith," Michaela whispered as we slipped onto the bed and my seduction began. I wanted to fill her but also to show how she was more to me than just tonight's main event. I had enjoyed our dinner conversation and had just stared across the table. She was beautiful and intelligent even though she felt she was less; she wanted to educate herself. I was certain the degree was in her future. She had told me of the reading list she had prepared and I found her views on the economy to be clear and informed. Her work life didn't include a need to be aware of the larger nature of retail competition but she was leading our discussion on the tax disadvantages of the latest election. "I have a subscription to the 'Economy' and read it cover to cover. Soon I hope to travel to London." Cathy had suggested the magazine would help her understand the views beyond our borders. As I lay near Michaela she was on her tummy with her chin on her elbows. Her breasts hung in that position and mesmerized me. I shifted near and we kissed. "You know Keith, you do like me a little bit." Her hand had moved to my cock and she held me as our intense moment neared. She had not removed her thong. "Can I climb above you Keith? I would love to slip onto you like that." I kissed her just as she rolled and allowed her to straddle my waist as she moved the slim fabric to the side and my dick kissed her ass. She bent to kiss me again and said, "I think I'm ready," but I considered the need for lube. She saw my concern, "No Keith, I am okay," as her fingers reached to position her body's opening. I wondered but I felt the ooze of my semen as she moved my dick back and forth over her hole. "Look at me Keith." And she slipped down atop the tip of my hardness. "Oh yes god, ohhh, yes," she moaned looking at me intently. But then she smiled and reached around to hold my dick as she looked down at me on my back. She was quite still with her hips high but my cock tip inside the tight rim of her ass. "Stay here, just so Keith, stay still with me," she breathed rapidly as she closed her eyes. "Stay there honey." I could only reach to kiss her nose but then she moved and ravaged my mouth. "This is so perfect, perched atop you Keith," then she slowly lower herself, "Oh, oh yes, yes, honey, yes! Oh sweet god, you are inside me. Your warm prick is, oh oh, oh Keith-" I held her as her breasts moved across my chest and her hand was on my hip, controlling the penetration. "Yes lover, please fuck me," she whispered as I held us together with my dick deep inside her bottom. She kissed me and pushed her tongue into my mouth. "But slowly Kei, Keith, the heat in me is incredible. My tight ring-" She squeezed me with her body and I thought I might shoot off. "Oh no," she saw my worried look, "You need to just move back and forth in my tight snatch honey. Yes, like that, wow, so good." My hands came to support her bottom as her one leg shifted to her knee and together we slowly fucked each other. Her mouth and tongue never leaving mine. I heard one of her heels fall to the floor. "Keith, is it possible?" she was now panting and I saw the flushed skin of her face. "I'm coming? From your cock? Oh god I knew it was possible; god fuck me, oh damn, you feel perfect. Fuck me a bit faster Keith. Oh, fuck yes-" I looked into her eyes as she bit her lip and her other hand came around my shoulder. She rode up and down on me. "Ahh, ahhh, yes, like that." But her eyes were shut as she began to moan. The sound was soft and I increased my thrusts into her body as I felt my own release coming. Her tight ass, hot about my cock was going to be filled. My own breathing was sharp now as I lifted her up as we rolled to her back. "Michaela I love fucking you," I screamed as her nails dug into my back and our mouths loved each other. She seemed to go still and her fingers relaxed and released my skin and she began to shake. "Oh yes Keith, ohhh!" Her bottom received the jets of semen of my orgasm but I slipped out of her body with my final thrusts. "Oh god yes Michaela, I've fuc, fuck, fucked you!" I was gasping strongly. The gooey cum shot onto her belly as I fell to her and my mouth again found hers. Somehow my dick found her hole and I slid into her again. We stay like this for several moments kissing. As we rested I rolled to my back. We held hands but Michaela bounced up onto her knees. "I want to eat you up lover," as she bent to lick my tummy clean. I was flaccid but she smiled and moved her hips atop mine and sat on me. I lay with my eyes closed as her warmth and subtle attention caused me to stiffen slightly. "I want you again Keith but let me continue this," she whispered as her hips rolled atop my softness. "You have treated me like a Lady Keith," she said as I became slowly hard and she reached behind to allow the easy penetration. "Your are so slippery now Michaela. Wow!" I said. She didn't speak and in the dim light I saw that her face was content and her eyes were closed. She used her warm hole just as a woman would to milk my dick and after a few minutes she was bouncing off of my hips as my penis move in and out of her body. She reached around to keep me from leaving her canal as her movement overcame me. My dick was on fire as she clamped down to squeeze me. Now with her eyes open and her right hand playing with her breasts she said, "This is so much more than her toys Keith. I could get used to fucking you." I pulled her into the kiss that I hoped would let Michaela know I wanted her more now than yesterday. I wanted to be her sole lover but I felt it should not be said. "Oh god Keith fuck my ass, fuck me big boy, fuck me like a slut!" The cream I shot was still enough to fill her. Afterward she lay atop my chest and we slept as it oozed to cover us. I held her as she snored softly. Near morning I felt her get out of bed and she kissed me lightly after dressing. I heard the door closed and I got up noticing her absence. I walked to the large window naked to see her get into Cathy's BMW as they drove away. I knew she had enjoyed the sex but her calling herself a 'slut' had told me I wasn't the one. I was just the first. She would need time. She might need me again and soon but for now Cathy could keep her sated. I went to pee and saw the note on the mirror. 'Keith, I love your cock but Cathy 2' I awoke late on Saturday to find a thank-you note on my E-Mail from Cathy. 'she told me she loved being with you but now knew I was for her' I heard the following week from Tony that Michaela, who was unaware of Tony's budding romance with Leyna, had agreed to marry Cathy. My heart sank but I was also happy for her. Tony didn't pick up on my disappointment and I wondered if I had been stupid to think Michaela was interested in me romantically. "Michaela mentioned that she had had a liaison with a man and she became convince afterward that she was into women. She said somehow a penis just 'tangled up relations' whatever that means." I wondered if Michaela had withheld our meeting, our 'date'. The following week Cathy called me to assure me that her lover's affair was just between us. I got the feeling she was happy that it had been me to help settle Michaela and not a stranger. When I next saw Leyna she obviously had some word for she pressed me about Michaela. I told her of the date and their marriage plans. "I just knew you could help her Keith." So it might have been my sister who had kindled the notion with Michaela? Scene Nineteen That Saturday Leyna had invited Tony as well as Florence, Jamey and Celone to stop by the apartment. I had considered telling Leyna of the sex play the three had had with Michaela but it was only hearsay. I hadn't discussed the Celone affair with her. "Tony would be spending the night with us, okay Keith?" Leyna had agreed to withhold my date with Michaela from Tony and the others. Again I was the sole man with these five women. Leyna had prepared several appetizers and I had made the chilled margarita cocktails. During the evening we learned that the following week Jamey would be in surgery. "The size is important right Keith?" Tony asked me as we enjoy the second round. I told the girls that I was into smaller breasts but Tony didn't believe me. She pushed, "Whose are the right size then Keith?" and the five women stood up beside each other and presented their chest, without removing their outfits I must say. I moved along from Leyna, "to small for me," but she was my sister and they all laughed. Tony had the largest and I found them excessive. Jamey was of course wearing her falsies but they were quite nicely shaped. "Jamey, I think yours look nearly perfect on you." But the other four scolded me. I looked at Celone carefully for the first time and then stepped to Florence. The two sisters were both beautiful but Celone wearing her heels was an inch shorter than Florence yet her breasts seemed perfect to my eyes for her height and figure. "Celone has to be have the best pair here today," I said. "See, to some guys big isn't best Tony." Tony smacked my hand away as I reached for her. Celone hugged me as the others moaned. She whispered, "Maybe I'll show you them up close Keith." The conversation turned to the planned trip with Jamey to Singapore, "We travel in three weeks. That will allow Jamey at least two weeks of rest." Celone came over as the girls continued to discuss the surgery, "They will be married while visiting our mother," she told me. I told her it seemed a bit fast, "Florence feels that Jamey is the one. I agree with your assessment Keith. I'll be moving out next week before the trip. Nowhere to stay, lonely too." She was seducing me now! "You could come stay with me for the week before the trip. Nothing permanent you know. The spare room is available when Leyna heads north on Monday. "Tuesday," Leyna called out. My sister had heard us talking. I saw her cheeky smile. It was settled, I would have a roommate for at least six weeks until Celone's new condo was ready. When Celone arrived I had already placed her temporary wardrobe boxes in her room. She shared the news of the hospital visit. "Jamey is in heaven. Her bruising is subsiding and it should be imperceptible by the flight to Singapore in ten days. She explained the trachea and nose work, "Jamey will never be mistaken for a boy, that's for certain. Flo is over the moon happy." We barely saw each other the first few days due to her getting ready for the trip and my work requirements. I received a text from her around four on the third day of her stay. 'can we share some nice wine tonight?' That evening I wasn't thinking of her but she had a plan. When she arrive back at the apartment she found me watching an on-demand show, but she came in dancing wearing only a sexy slip, stockings and heels. "Leyna told me about the Jenna incident Keith." She was dressed like Jenna with similar tall white heels and lacy brasserie and hose'. I wasn't surprised since the girls were all on a common text group. "She should not have told you about that." Her kiss stopped me. Her velvet tongue entered my mouth as her hands pulled at my shirt and belt. "We both need this Keith. We can fucked, beautifully." There was something about her sense of control I enjoyed. My pants were quickly off and she had stepped up atop the coffee table. I came and nuzzled her white thong-covered pussy with my nose. "You smell just so." I pulled the thin lace material away and my tongue slipped along her vulva. I pushed my fat tongue inside her as my finger came to her soft breasts. I removed the soft flesh from the cups of her bra. "I meant it the other night, perfect, in my hands now." I caressed and pinched her nipples slightly. She moaned. "Oh baby this will be a night," she said as I helped her off the table and kissed her as we fell to the sofa. I pushed the thong down her thighs and played my stiff prick up and down her moist slit as I looked into her eyes. She was beautiful with a small tuff of hair shaped like circle. I slipped inside and she sighed. I kept only my fat helmet inside of her moist pussy, "Please push in deeper Keith, oh a warm cock is special," she told me of the toys she had as I slowly fucked her. She smiled and said, "Me atop okay?" and she rolled to straddle me as our mouths met. "I love the way you are thrusting, yeah there, yes Keith." Then she straightened up and hooked her heels under my knees and took over fucking us as I smiled. "You are amazingly, a non-dominant Keith. That is not to imply you are not aggressive. It's that you can allow me to lead while giving me a sense of submission. Cool for a guy and not typical behavior." Celone bent to kiss me, "Michaela is happy because of you Keith," she told me. I guess they all knew now. "She had to be fucked and you were there for her." Her mouth was on mine as she spoke, "now you are inside me and I know what she meant." The kiss continued. "I haven't had a warm cock for weeks," she whispered as she moved to nibble my ear. She must have been with Jamey. She continued to move up and down on my hard dick. I would soon splash inside of her womb. "Michaela said that you were strong but caring as you fucked her bottom. Do you want my ass too?" I smiled and wasn't upset that the word had gotten around about the Michaela date. I said softly to her, "I am fine right where I am Celone." "Michaela loves Cathy but she enjoyed being with you. There will be a time for you two again I feel," Celone offered. I heard this and closed my eyes. "It won't be the same though will it?" Celone paused on my hips. "Keith, you like her more than I knew." "It's of no matter but you and I are together right now," I said and pulled her to my lips. "I want you to come inside me Keith, I am sterile. I have been since I was fifteen. I caught the mumps. My mother had thought I had been vaccinated for the disease. We were both exposed but Florence was a little older and didn't get sick." We looked into each other's eyes as I felt her orgasm begin and she squeezed me. She looked upward and moaned as she began to roll from side to side atop me. I heard her as she breathed loudly. Celone's sound as she came was almost a 'huff, huff' as she was now loud and bouncing on my thighs. As she finished she released a rush of air from her mouth as I felt her pussy spasm and some liquid spilled onto my legs and the bed. My climax started then and she bent to hold me, her breasts on my chest. "Yes Keith, fill my pussy. Oh yeah baby!" Afterward Celone snuggled against me. "You are the first guy who I have ever squirted with Keith. My sister has caused it several times but never have I released with a man." It wasn't a whole lot of moisture and it didn't bother us as we fell asleep quickly. It was nice to sleep comfortable with a woman. I awoke with a missile and she smiled and licked me to orgasm. I thought of Michaela' semen cover lips as Celone had a small dribble on her cheek. The thought disappeared quickly because Celone seemed quite comfortable with her body. Most of the girls I had been with would run to the bath after making love, especially having released like Celone did but she and I just peacefully slept. Celone had invited herself into my world. I was happy and sleeping with a new lover but I knew it wouldn't last. And I wondered about Michaela. To be continued... By MadQuill

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bMy Secret Pleasureb Part 1 Pleasuring Jenna

Introduction: This is my first story so please feel free to make recommendations and pointers and let me know if you enjoy it!! I hope you have a good time reading it. Enjoy Jenna waited in the car looking at the time, which told her it was just about 2 a.m., her fingers tapping against her steering wheel impatiently waiting. She had been looking forward for this whole thing between her girlfriend Stacey and her. It was hard for the two of them to have alone time since she had an annoying...

3 years ago
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Will and Jenna Meet at Sun Valley Nudist Resort Part I

Will Lather and Jenna Towns met during their first year of teaching at Waterbury High School.  Will was hired to teach PE and coach the cross-country team.  Jenna taught math and sponsored the “mathletes” academic club.Will and Jenna are now in their third year of teaching.  They both have become comfortable with their teaching and were quickly becoming very popular teachers among the students and their colleagues.Will has been running practically since the time he could walk.  A towering...

Straight Sex
1 year ago
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Alex and Jenna

*Note* This story is totally fictional and a complete work of my imagination. It is also my first submission to this website and I would love some feedback. I apologize for it being so long, but I tend to be particular about details. Hope you enjoy! Jenna bounded down the stairs and paused for a moment to examine her reflection in the hallway mirror. She was wearing a very short jean mini skirt and a new white halter top that showed off her tan perfectly. Satisfied with her hair, makeup, and...

Incest
3 years ago
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Saras and Jennas long lasting love

Sara standing in front of the bed no bra when two arms are wrapping around my waist from behind. "How was your night," Sara whispers into Jenna's ears, nibbling my earlobe. Jenna turn around and look at Sara, Jenna said "Well it was my first time...you know" Jenna blush. "It was my first time to" Jenna said "it was"." Yep I was my first time it was amazing" Jenna blush."Really?" Jenna said she says with smirk, closing the gap between us Sara plants a gentle kiss on my lips. "Yes I need you I...

4 years ago
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bMy Secret Pleasureb Part 1 Pleasuring Jenna

She glanced at her watch again thinking Stace was running really late. Not that she was complaining since she needed time to calm her nerves from the excitement. She told herself before she left that she was going to stay cool headed but knew she got a little carried away with what she was wearing. She usually stuck with jeans but tonight she was wearing a white miniskirt with a red buttoned up cardigan and some cute heels to go with them. She even let down her bouncy blonde curls. She...

2 years ago
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Lexi Jenna and the cabin in Vermont

I came home early one afternoon because of a gas leak at the studio and well, do I really need to tell you the rest? Do I really need to tell you that I found my husband fucking some random whore in our bed? Do I need to tell you that I wasn't shocked enough to yell? I saw enough through the crack in the door to realize that my exit strategy was the only thing I had in my control. As they fucked, as she moaned his name, I packed the few items I had left in the dryer downstairs and slipped out...

Group Sex
3 years ago
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My best friend Jenna

"Mmm, yeah baby, fuck me!" I moaned into my pillow as I slid my dildo in and out of my tight little pussy.Suddenly I hear a knock at my door, which is closed thank god, that scares the crap out of me. "Sweety, dinner's ready.""Alright, thanks, mom," I reply.I get up from my bed and walk over to dresser to put some clothes back on and hide my dildo. I see my reflexion in my full size mirror.I stand there and examine my tight 17 year old body. To me I'm perfect. My long dark brown hair reaching a...

Lesbian
4 years ago
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Jenna Joins In

I had grown up a lot since Florida and even had a girlfriend. She was a beautiful girl. Dark hair, hazel eyes and olive skin made this fully Mediterranean girl a true work of art. She was 5’8’’ and although she weighed just under 140 pounds, there was no possible way that anyone could confuse her for being overweight. She did have a small amount of fat on her body but it was mostly deposited in probably her second best feature, after her face, her size 36 D chest. Just in the interest of...

4 years ago
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The night we met Jenna Haze

So a few years back I had heard on the radio that Jenna Haze was going to be dancing at a local strip club, Club Risque. Now to say that I'm a fan is an understatement, she has always been one of my favorites. Think it was a Monday when I found out, she was doing Risque Philly on Friday night and Risque Bristol Saturday night. Having been to both, I decided on Bristol as it's a bit smaller and thought it would be more intimate. I couldn't wait to tell my wife! When I got home that night I was...

2 years ago
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Jennas Gift for teacher part 1

It was everything Jenna could do to keep from moaning. She was practically biting her tongue off to keep from screaming out as her fingers slammed into her soaking cunt. Sitting at the back of her English class she knew no one could see her, but if she let out even a squeak someone would look back and see her huddling over her desk, red-faced and sweaty. Almost every day she found herself caught in this battle to maintain balance. Fore- and middle fingers probed her dripping pussy as her thumb...

3 years ago
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The Elusive Jenna Aftermath

Jenna's Story I laid there on the bed in my room at the resort. I was naked except for my wedge platform espadrilles that were still laced to my feet. I was face down on the bed, spread eagled, my mind was blurry. I remembered how it all started. I had come to this resort on a girls' only trip. The only problem was that my two friends were coming from another town. The tropical storm that had gone over their area made sure they would not be able to travel but I learned that too late. I was...

3 years ago
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Jenna Teaches Girls Sex Ed

"Okay everyone, please open your books to chapter eleven, page two hundred fifty two, today we're going to be discussing condoms and when we should be using them. Now, how many of you use condoms when engaging in sexual intercourse, please raise your hands." Surveying the response of the class Jenna went on. "Well, that's almost all of you, but a few of you didn't raise your hands," she continued, "and I think it would be helpful if those of you who don't use condoms tell us why, so...

3 years ago
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Seducing Jenna

As I slowly woke from my slumber the first thought in my mind was that I was incredibly horny. This was nothing new as my libido had been in overdrive lately. What was somewhat surprising was that I had spent an hour the night before fucking my needy pussy with my longest, thickest dildo. Monster Max, as I called it, had gotten me off so many times by the time I drifted off to sleep I was lying in a puddle of my own juices. Now my insatiable pussy was wanting more. I opened my eyes, squinting...

4 years ago
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Jenna and Keith

Keith: The first time Jenna and I were away from each other was our freshman year in college. I got a baseball scholarship to State, while she went to Atlantic for its fine arts program. I missed her dearly; we called and emailed each other all the time, just to see what the other was up to. We kept no secrets from each other. Jenna: I always thought about Keith. When we were kids, we did everything together. On my first date, I insisted he and his girlfriend come along with me. He’s my twin...

Incest
4 years ago
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Jenna and Jake

When Jake caught Jenna naked on the floor with Duke, they were both embarrassed. He promised not to tell, but she knew he’d want payback. It was just a matter of agreeing on the price. Jake knew what Jenna was trying to do and was hurt that she wanted sex with Duke after rejecting him. Over the next few days, he convinced himself that if she wanted Duke to fuck her, she shouldn’t mind letting him use her body in the same way. In his mind, it didn’t seem like a big deal, and he desperately...

3 years ago
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Ms Jenna

My best friend, Eddie, has been my friend ever since I can remember. And his family has always lived across the street from me for that long also. Eddie's mom, Jenna, is one of those "kool-aid" moms, that is one of those moms that are really cool and all the k**s hang out at that house during the summer and she serves kool aid. Eddie and I hit puberty at the same time so we were always thinking, talking, and looking at girls. At the store, the pool, school, it did not matter where we were we...

4 years ago
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Jenna and Theodore

I really hope he isn’t going to be much longer. That was the thought running through Jenna’s mind as she stood and waited for Theo to show up. She was leaning against the bar, hoping that she didn’t look too conspicuous. She was wearing a tight fitting, black velvet dress. It was backless and its hem ended just above her knee, showing enough of her shapely legs to make her feel sexy. The decision had been made to dispense with tights or stockings and a pair of black stilettos complemented the...

4 years ago
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Jenna and Theodore

I really hope he isn’t going to be much longer. That was the thought running through Jenna’s mind as she stood and waited for Theo to show up. She was leaning against the bar, hoping that she didn’t look too conspicuous. She was wearing a tight fitting, black velvet dress. It was backless and its hem ended just above her knee, showing enough of her shapely legs to make her feel sexy. The decision had been made to dispense with tights or stockings and a pair of black stilettos complemented the...

Straight Sex
2 years ago
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Jamie and Jenna Siblings in Love

Jamie I'm Jamie Jackson, 17 years old, a high school senior, son of Tom and Virginia Jackson. Dad is a successful architect, and Mom is an English professor at the local college. I have a beautiful sister, Jenna; Jenna is 15 years old, and a high school sophomore. Our folks are fairly well-to-do; we live in a large home, designed by my dad and me. Yes, I'm a budding architect as well. Our house has some oddities, designed in by Dad and me. For instance, Jenna and I share a bathroom, which...

4 years ago
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Jenna and Juan

My husband and I are in Vegas. He went to play poker while I was shopping. We were to meet at our room at 730PM to gout for dinner and dancing. I am ready in my room as he comes in but to my surprise he is accompanied by 3 latin men. They are dressed well but seem a bit rough. My husband Tom introduces only one of them "This is Juan and his friends. I became friend with them while playing. We are going to have some drinks with them. I hope you don't mind" "But honey we have...

3 years ago
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Nerdy JennaChapter 3

"What did Don want?" Paola asked as Keith stepped into his lab. "He wanted to give me this." He showed her a gift certificate for dinner at the Parkside. "For figuring out the tank car problem. It was a happy ending for all. The customer accepted the other nine tank cars, our plant will remanufacture one tank car and the railroad will reimburse us for our trouble. Happy for all but the railroad, I guess." Paola stared at him, mouth agape. "This is so typical. I did the work and you...

2 years ago
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Life with Jenna

When we grew up she married twice and had one kid. Both her husbands were handsome, they both were charmers, I liked them both, but they both turned out to be cheaters. I was married only once, but I had two kids. My wife came from a family of heart disease victims, and she died very early. It took a while for me to get over it, but the kids helped. I knew I had to be there for them. Jenna was through with men after her second marriage. When I say that she was gorgeous, she was...

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