My Shemale Stepmother
- 3 years ago
- 31
- 0
100% fiction!
After an hour, Mom and I sat in the living room in front of a roaring fire. We lay together on the soft carpet, her on her side, leaning on her elbow with me on my back, leaning my face against her stomach. We looked together into the fire for the most part but there were times when I couldn't resist turning my face towards my mom's and watching the firelight reflect in her eyes.
We were both drinking wine. Mom never allowed me to drink her wine before but, then again, she had never let me suck her dick before either. These were strange times. We had both had our share of wine and then some. It's fair to say we were pretty drunk after a short period of time. Between the warmth of the fire, the power of the wine, and the sweet smell of my mother's body, I could not have been happier.
"You're a good son," she said to me abruptly.
"Thanks, Mom. You're a good . . . Mom."
"I really mean it," she said, setting down her wine glass. "I have been so busy lately that I know I sometimes forget to show it but I really love you, Beta. You're my entire world and I'm so proud of you. I know your father would be proud too."
"I know you're busy," I said, tearing up a bit, "but that's OK. And I know you love me."
"I promise that from now on, I'll devote more time to you," she said. "And I'm not just talking about sex, either. I mean I'll always be there when you need me."
"You're a great mother," I said as I switched positions. Now I was in the same position as her, facing her, with my back towards the fire. I leaned on my elbow and looked into my mother's face, admiring her bright eyes, her soft skin and lips, her elegant smile. "I think I'm afraid to show it sometimes, but I really do love you too."
"Why are you afraid to show it?" she asked.
"I guess this is my way of showing it," I told her, gesturing towards our naked bodies. "It's hard for me to say what I'm feeling sometimes, so I have to find other ways to show it. When we were together earlier, I wasn't the most turned on by seeing you naked or tasting you in my mouth, I was the most turned on by the fact that I was at last showing you how much I cared for you."
"Thank you, Beta," she said with tears streaming down her face.
"You brought me into this world," I said, "and nurtured me. You fed me, bathed me, clothed me. You gave me all the love in your heart. What more could a mother do?"
"Besides give you a lap dance on command?" she asked, grinning and wiping away the last of her tears.
"Don't I wish!" I exclaimed.
"You don't think I'd do it?" she asked.
"Come on, Mom," I said. "I can't imagine you . . . lap dancing."
"I bet you couldn't imagine me doing this either," she said as she grabbed my balls.
"No, no," I said. "I probably couldn't have imagined that either."
"Get on the couch, baby," she instructed.
* * *
I did as she said, crawling up on to the couch and sitting on the middle cushions with my arms spread out on the back of the couch and my dick standing straight at attention. Mom rose languidly to her feet with her back to me, clothed in wavering shadows. She looked over her shoulder at me and smiled. It was not her motherly smile, nor her mischevious, sexy smile. This smile was seduction. My heart immediately began pounding.
She began moving her hips in a circle in a way more graceful than I had ever seen her before, like her legs and stomach were joined with ball bearings. As she moved her ass, it would dip into and out of the light, offering me tantalizing glimpses of golden skin in the fire's glow. As she danced, letting the crackle of the fire be her music and the sound of my heart her beat, she ran her slender hands up and down her body.
Then she turned to face me, never breaking eye contact, and posed for a moment, allowing me to take in the full glory of her nude body. Her D cup breasts hung proudly from her chest, her big nipples hard and ready to be sucked. My eyes rolled down from her exquisite breasts to her firm stomach and at last her 10-inch cock between her muscular, yet feminine thighs. She began to dance around, slowly and sensuously, letting me admire every curve of her frame. I was so aroused by the sight of this transsexual goddess that I nearly forgot the goddess was my mother.
She walked slowly towards me until she was standing with her legs spread wide and her feet planted on either side of mine. Her penis was less than a foot in front of my face. I leaned forward, eager to have it in my mouth, but my mom pushed me back on the couch. Without missing a beat, her rhythmic dance continued. As her hips moved from side to side, her dangling penis moved back and forth like a pendulum and her large sack bounced up and down.
Then Mom spun around and sat down in my lap. Well, I shouldn't say she sat down, because her ass was several inches off my lap, but it was close enough that my cock rubbed against her bare asscheeks. She didn't seem phased, though. In fact, she began moving her ass in such a way that my cock would roll against it. She lowered herself until she was literally grinding her ass against my crotch. I leaned my head back and moaned. She tossed back her honey blonde hair and I buried my face in it, breathing deeply.
Mom stood up and then bent forward at the waist without bending her knees, keeping her legs wide apart. She bent down towards her right side, reaching for her right foot. I was amazed that she was able to bend so far she could put her face to her leg. Of course, I couldn't really pay attention to her face, since her dazzling, firm yet matronly ass was right in front of me. I could see her small, pink butthole winking at me eagerly. Her enormous scrotum hung down below her asscrack and I wanted so badly to kiss those two bulges at the back of her sack.
She turns arouned again until she was facing me, shaking her hips like a slow hula hoop. She stopped once we were facing one another and bent down towards me, letting me get a perfect view of her cleavage. She stood up again and I yearned to be close to those beautiful, saucer-sized nipples. Once she was standing straight up again, she tucked her arms under her hair, and then began writhing her body as if she was in the throes of ecstasy. As she writhed, her cock began to spin in a circle and her balls flapped freely.
Finally, I couldn't take it anymore, I grabbed her around the waist and pulled her right on top of me. She frantically turned her face towards mine and our lips joined. Then our tongues joined. I turned and pushed her over on to the couch so that her head was pillowed by the arm of the couch. I crawled on top of her and began kissing her neck, shoulders, and breasts for all I was worth. My mom placed her hand on the back of my head and sighed deeply.
"Still can't imagine me dancing?" she asked.
"Every guy I know would pay a hundred dollars to see that," I told her.
"And you got to see it for free," she said.
I leaned down with my head against her breasts. We lay there for a moment, me resting between her legs, her with her arms wrapped around my head, keeping my face pressed against her chest. I could hear her heart beating through her goosebumped skin and I was surprised to find it was beating just as hard as mine, if not harder. I felt her cock stiffening against my body. I was already rock hard.
"Mama," I whispered.
"Yes, honey?" she replied.
"I want you inside me," I said.
"Are you sure?" she asked.
"Yes," I told her.
"OK."
* * *
A few minutes later, Mom and I were sitting together on her bed upstairs. Mom had forced me to put on a pair of boxer shorts while she covered herself with her robe. According to her, she felt it was inappropriate that she teach me anything without our clothes on, since teaching was a mother's job, first and foremost. Of course, I couldn't keep my eyes off the curves in the fabric over her breasts nor could she be ignoring the huge tent I'd pitched in my shorts.
"Remember what I told you about watching each other pee?" she asked.
"That it shows trust," I replied.
"Right," she said, "because you feel so vulnerable while peeing or . . . well, pooping, it shows trust that you would allow your partner to witness you in that state of vulnerability."
"OK," I said.
"anal sex is the same way," she explained. "Allowing a person to enter the most sensitive part of your entire body is an act of trust. You show that you trust the other person enough to open yourself completely. So, before we can begin, I need to know that you trust me enough to let me penetrate you."
"I do trust you, Mom," I said.
"You swear?"
"Are you going to make me shit in front of you to prove I trust you?" I asked.
"Beta!" she exclaimed, startled by my swear. "No, I'm not going to do that. Your promise is enough."
"I promise I trust you."
"Good," she said. "Now this is how it's going to work: I'll show you something to demonstrate how it's done and then you do the same to me for real."
"Gotcha," I said.
"Now roll over on to your stomach, sweetie," Mom said, "I'm going to eat out
your butthole." .
When Mom saw that I was partially erect, she encircled my cock with her left
hand and with her hand .
"Mom, it's cold," I blurted out.
I happily flipped over on to my stomach. Of all the things Mom had left to teach me, this was one of the things I looked forward to the most. I'd always been turned on by images or videos of analingus and had fantasized about giving and receiving it many times. Of course, my own mom was never the person I fantasized about doing it WITH but who better to teach me?
As I lay on my stomach, Mom grabbed the hem of my boxer shorts, and pulled them off me. Then she spread my legs apart until my ass was a fully-exposed target, directly in her sights. She scooted forward on her knees and ran her hands up and down the backs of my thighs, each time moving a little farther up my leg until her fingertips brushed the flesh of my butt.
"I've always thought you had a cute butt," she said.
"Mom," I said, feigning indignance. "You shouldn't be checking out my butt."
"Give me a break," she said. "You think I never noticed you checking out my ass or my boobs before?"
"I never . . ." I tried to protest but, when I really thought about it, I checked her out more than I was willing to admit to myself before our incestuous relationship had begun. Perhaps I had done it on an unconscious level but I did it nonetheless.
"What else did you think about?" she asked.
"What do you mean?" I replied.
"Did you ever imagine me squeezing your cute, tight butt?" As she asked this, she began doing it. Her hands gently worked the flesh of my rear end like a bread-maker kneading dough. An involuntary shudder of pleasure ran through my body at her touch.
"Did you ever imagine my lips kissing you back there?" As before, she didn't wait for an answer, but instead leaned forward and planted a kiss directly on the center of my left buttcheek. It wasn't just a quick peck but a deep, loving kiss. I could ever feel her tongue running along the goosebumped skin. She began planting kisses all over my entire ass, wherever she wasn't massaging.
"Did you ever imagine my fingers, all wet and slippery, sliding into you?" She popped a finger in her mouth and then spread my cheeks with her other hand. The tip of her fingernails touched my tense asshole and I flinched a little. After giving me a moment to calm down, my mom began pushing her finger inside my ass. At first, it only hurt, but as her long, slender finger passed my reluctant sphincter, I began to find the pleasure behind the pain.
"Did you ever imagine your mommy sucking your sweet, little asshole?"
"Please stop teasing . . ." I begged.
"Did you ever want to fuck your mommy?" she asked.
"No, I . . ."
"Don't lie to your mother. Now tell me. Did you want to fuck me?"
"Yes," I confessed. "I wanted to fuck you. Please lick it. I can't take it . . ."
"That's my good boy," she said. Then she leaned over me, pressing her semi-rigid cock against my ass, and whispered into my ear. "I always wanted to fuck you too."
With a giggle, Mom moved on to her hands and knees, once again between my legs. She leaned over my ass and began kissing the base of my spine, then working down, until I could feel her breath against my ass crack. She grabbed the flesh with both hands and spread my cheeks apart. She leaned in closer and blew on my hole, making it pucker involuntarily. I was almost crying with anticipation when she finally began.
I felt Mom's warm, wet tongue as it glided over my asshole, lubricating it. She repeated it several times until I could feel saliva running down my crack and over the back of my balls. Once I was wet, she began probing my asshole gently with her tongue, pushing it in only a fraction of an inch each time. Soon, as I became more loose, she went deeper with her tongue. Then she began using her fingers as well. She would insert a finger into my ass as she licked the rim around it, sometimes pausing to kiss my butt or lick my scrotum.
It continued for . . . how long? I don't know. It felt like hours but even hours weren't enough. Being eaten out by my own mother was an experience I wanted to enjoy for the rest of my life. I had no doubt Heaven would be like this.
"It's your turn to do me," she finally said.
"Already?" I half-asked/half-whined.
"Come on, baby," she said. "You have to learn how to do it too."
I finally gave in. I sat up and turned to face her. She smiled and we began to kiss. As we did, I reached under her robe, and took her thigh cock in my hand. I began to stroke it gently as our tongues meshed in our mouths. For some reason, knowing where her tongue had just been made the kissing all the more erotic. We were crossing every line, breaking every taboo, and had no thoughts of going back.
"Are you ready?" she asked.
"I am," I answered.
"What position do you want me in? On my hands and knees? Or on my stomach like you were? Or I could even sit on your face if you wanted."
"On your hands and knees," I said, grinning.
With a grin of her own, my mom moved into position. She got into a doggystyle stance with her ass pointed directly at me, then reached behind her with one hand, and pulled the bottom hem of the bathrobe up, presenting her ass to me. My eyes took in every detail, from the soft skin of her butt cheeks, to the bright, pink hole between them, to the huge package hanging down between her thighs.
"So what do I . . . how do I get started?" I asked.
"You have to lick it first," she said, "to get it lubricated."
"Will it taste bad?" I asked.
"Of course not, silly," she told me. "I'm a very clean woman."
"You're the dirtiest girl I know," I told her. Mom laughed.
The room was silent. My mom was waiting for me to begin, but this was so unlike anything I had done before that I had no frame of reference for what I was about to do. It took me a moment to get my bearings and remember that, yes, this is what I wanted. I moved on to my hands and knees and crawled over to Mom until her ass was directly in front of my face. I sucked on my tongue to get it wet and then slowly, nervously, slipped my tongue into the crack of her ass and dragged it over her pulsing hole. She sighed as my hot spit coated her anus.
"That's perfect, sweetie," she said. "Do it some more."
I took another breath and licked my mom's asshole a second time. Like she had promised, it didn't taste bad at all. Actually, I kind of liked it. After I made that revelation, I began licking with more gusto, lapping hungrily at Mom's pristine butthole. She alternated between sighs of delight, moans of pleasure, groans of ecstasy, and giggles of amusement as I tantalized her most forbidden orafice.
"Now put your middle and forefinger inside," she said. "Just shove them in and wiggle them around."
"Both of them?" I asked.
"Don't worry, baby," she reassured me. "I can take it."
I sucked on my two fingers until they were coated with saliva, the way my mom had done for me, and then pressed the tips of my fingers against her rectum. Her hole widened instantly, as if on command, and I slid my fingers inside. I met with resistance at the sphincter but kept on pushing until my fingers were in her up to the knuckles. Then I began moving them around in a circle.
"Now lick it while you do that," Mom instructed.
It was tricky at first, to fit my face into that small space with my hand, but I finally worked out a good position. While my fingers penetrated her, pumping in and out rhythmically, I constantly moved my tongue in a circle around my fingers, stimulating the rubbery skin of her anus. Occasionally, I would focus on other areas, as she had done. But, at one point, I became a little too interested in sucking her nuts, and she scolded me for not paying attention. A couple seconds of licking quickly brightened her mood, though.
I thought RECEIVING a rimjob had been great but GIVING one was even better. Every time my mom squirmed or wriggled or thrashed in response to the pleasure she was feeling because of my performance, I couldn't help but get hotter and hotter. My dick was painfully erect and ready to cum when Mom finally stopped me.
"That's enough, sweetheart," she said.
"Alright," I said reluctantly, and moved to an upright kneeling position. She turned until she was facing me and knelt upright as well. She looked at me with an expression of deep love and devotion. I tried to keep a straight face but couldn't help but giggle. Somewhat incensed, Mom asked me what was so funny. I pointed out that her now fully erect cock was poking out from between the folds of her bathrobe.
"Beta!" she exclaimed.
"It's your fault, not mine!" I said.
"I thought we were having a nice, mother-son moment, and then you go and giggle."
"I'd say we've had plenty of nice, mother-son moments over the past twenty-four hours."
"Well, yeah, I can't deny that."
* * *
The only lights in the bedroom were two bright candles on the nightstands that flanked mother's bed. Mom looked stunning. Gone was her gypsy costume and the turban. Instead. In her hands were the new bag I had given her and something I had never seen before—a pack of Pall Mall longs. As she approached the bed, she slipped out of her bag, mounted the bed, straddled my head from the rear with her legs. At the sight of my erect cock she exclaimed, "Oh Beta, you've prepared him beautifully."
Mom took her pack of cigarettes and lighter out of her purse, she took the long white cigarette from the pack and placed it between those lips that I just kissed, her dark pretty eyes staring directly at me, I was lost for a second but then realized she waiting for me to give her smoke. As the flame ignited the end of her cigarette and she took a long deep drag, my cock started its rise. As I set the lighter on the table I again leaned towards her kissing her while her exhale went into my mouth.
Watching mother light her cigarette was an erotic delight. She never looked so
beautiful as when she hollowed her cheeks to draw the flame of the candle into
her cigarette. Mother's mastery of a holder was perfect, never inhaling so hard
that her lips curled inward. Gently caressing my lips and bending over my head
she blew a delicious stream of creamy white smoke into my mouth.
I ask.”Mom how could you have to smoke”
“after I change my sex I fell into this habbit’ replied Mom.
"When did you do this?" I asked, incredulous.
"Every night. ."
"Your beautiful cock and the beautiful holder you gave me are the perfect
Christmass presents. What I could ask for more? They need to get acquainted."
"So . . ." I said after a moment of silence. "What's the next lesson?"
"I think you know what it is, big boy," Mom replied, smiling.
"Anal sex with mom 101?"
"Right on the money, honey. If that's what you want, I mean."
"I do. So bad, it hurts. But first, you gotta lose that robe."
Mom looked down at the petticoat she was wearing. Then her hands moved to the knot of the cord which held it together. She carefully untied the knot and pulled the petticoat up to revealing her flat and toned stomach, her ten-inch erect cock, and her egg-sized testicles in their pink pouch. Despite all that Mom and I had done together recently, I was still stunned by her beauty.
"I love the way you look at me," she whispered.
"Why?" I asked.
"It makes me feel so sexy," she said. "I haven't had a man look at me that way in a long time."
"We shouldn't have waited this long."
"No, we shouldn't have. But let's not worry about that. Let's just make the best of it. Now lay on your side."
As Mom had ordered, I lay on my left side, leaning my head against my hand. My mom, now with her petticoat and saree completely discarded, lay down beside me in the same position. We were in a spooning position with her directly behind me. As she moved into position, our bodies locked together, and I could feel the penis of her cock running parallel to the crack of my ass. Likewise, I could feel her huge breasts pressing against my back, the nipples poking me. For a few minutes, we simply lay in that position, satisfied with the intimacy of it. Mom kissed my neck softly and nibbled at my ear. I ran my left hand up and down her long, smooth thighs.
"Are you ready?" she asked, whispering into my ear.
"Yes," I replied.
"It's going to hurt at first, so I need you to be brave, but remember that I won't give you more than you can handle.
"I trust you, Mama," I told her.
"Thank you, Beta. Now just lie still. I need to loosen you up a bit first. Give me some spit."
Mom reached over and presented her right middle and forefinger to me. I sucked them into my mouth until they were wet, then she drew them back out again. Her hand deftly moved from my face to my butt and I could feel the fingers prying me open. As before, she gently inserted her fingers into my waiting hole, slowly at first but then harder once she was inside. It didn't hurt as much as before. Apparently, I was still pretty loose from the earlier finger fucking.
Soon, she was finished, and withdrew her fingers from my anus and pushed me back the freshly lit cigarette dangling from her lips. Mom took a deep drag and exhaled a long white plume towards the ceiling and asked are you ready to be my fuck toy? I gulped and said yes... "Fuck me baby, I need to feel you deep in me."
She took her enormous cock in her hand and positioned the head between my ass cheeks. (In fact, Mom's dick was so larger that she had to move her hips away from me just to make room.) She reached under the pillow with her free hand and removed a Condom from packet which she proceeded to placed directly on the tip of her fully erect penis and unrolled . Once it was fully covered, she gave me one last kiss on the cheek, She took the cig from her mouth and ashed it,and began to enter me.
At first, the pain was intense. Her fingers had been one thing, but her cock was like the bottom end of a baseball bat. I simply wasn't prepared for the feeling of ten inches of hot, hard meat penetrating my bowels. She moved quickly, however, and once the tip of her cock was past my sphincter, the pain diminished considerably. From years of experience, she knew that the first few inches are the most painful, and to get them inside as speedily as possible. Once she was inside, it was simply a matter of easing the other seven or eight inches of her girly dick inside me. Once it was in all the way, she stopped, and let me get used to the feeling of her inside me. and strated stroking it with her cigarette laden hand
"Anal sex," she said, "is all about power. Now that I've got my cock in you, I
have all the power. Before I entered you, the power was yours, to say yes or say
no. The greatest love a person can show to another person is to willingly give
up that power and let themselves be penetrated in the most sensitive and
tightest hole on their body. When I enter you, it all changes. My penis is in
your ass and I am in complete dominance."
She slowly began to withdraw her organ from inside me, pulling out about seven inches, stopping just before her cock head reached my sphincter - the danger zone, so to speak and placed the cigarette between her lips and grasped her hard cock and placed the tip at my hole. Again, she moved back inside me, this time more easily than before. She repeated this process many ten or twelve times, each thrust becoming harder, but sliding into me more easily. Tears fell from my eyes but they were a purely physical response to the aching in my body. There was no sadness or regret in my tears.
At long last, my mom really began to fuck me. In and out, in and out, she thrust her incredible dick inside her son's virgin ass, deflowering me, making me a man and a woman all at the same time. I tried to speak, to vocalize the intense, wonderful feeling she was giving me, but I could only create guttural moans.
Our bodies fell into sync and I began pushing my ass against her crotch even as she plunged her penis into me. The friction was intense and the heat inside me was rejuvenating. It spread its blessed warmth throughout my entire body. Everything seemed brighter and more beautiful. I turned my head to face Mom and opened my mouth, offering her my tongue. She eagerly accepted and remove cigarette from her lips and sucked voraciously at it while she continued pummeling my hungry bottom.
She took a deep drag on her cigarette and exhaled saying easy baby, as the pain subsided an immense feeling of pleasurable pressure began building up in me, I said ok and she withdrew slightly and pushed again instructed me to once again bear down and let it out, as I did my ass pulled her deeper into me and she moaned and told me what a nice tight fuck hold I had... She took another drog and blew it in my direction and repeated the slight withdraw and then pushed in again... while it still hurt, my passion was taking over and my cock was as hard as a teenager's.
Mom took another long drag and bent in kissing me and exhaling into my mouth again... her erect nipples were grazing my chest and here tongue was once again slashing at mine.
"You're much looser now," she said, after we broke the kiss. After a minute Mom straightened up and put the cigarette back between her lips and She was panting heavily now but still continued the lesson despite her physical exertion. "It doesn't hurt anymore, does it? Now it's feeling good. But, the thing is, no matter how good it feels to you right now, I can promise it feels a thousand times better to me. The power is back in your hands once again. If you tell me to stop, I will have to end this pleasure before my orgasm comes, and a little piece of myself will die.
Through the haze of cigarette smoke and ecstasy I became aware of a loud constant moan which I quickly identified as coming from my own body, I was in paradise and my Mom was taking me to sensual heights I never imagined possible.
Do you want me to stop, Beta? Do you want to take the power back?"
"Don't stop, Mommy," I pleaded. "Don't ever stop."
"I'm going to cum soon, baby," she whispered.
"No. Please."
"I have to. Here it comes . . ." She had lost control of her body. Every ounce of energy she had was poured into fucking me. Every muscle in her body was put to this one task. She was still speaking, but her words were mixed with grunts and screams of rapturous pleasure. "Here it comes . . . oh sweetie, tell me how much you love me!" Between deep drags exhales on the cigarette hanging from those sexy lips she was moaning and talking as dirty as any sailor I have ever heard.
"I love you, Mommy, with all my heart and soul!"
"Tell me again!"
"I love you, Mommy! I love you!"
"Oh God, baby, I love you too! Mommy loves you . . . so . . . much . . ."
Her words trailed off as she broke into a shuddering cry and rammed her cock deeper inside me than I thought possible. I was amazed to find myself crying out with her. I came to believe at that moment, and still believe to this day, that when that moment of orgasm hits between two people who truly love one another, their souls temporarily become one.
Finally, she exploded within me. Mom thrust in again and another wave of her precious semen surged into me. She thrust a third time and I could feel as she jizz was forced out of my ass, around her penis. My body simply couldn't take any more of it. Still, Mom kept at it, until her body gave out at last. Then Mom collapsed on her back, her breasts rising and falling rapidly as she fought to catch her breath.
Mom pull her cock out. She stood up with her cock sticking out in front of me. The Condom was all stretched out and hanging down from her cock. The large tip was full of the cum. Mom pulled the Condom off with one hand and flung it out.
"You can at least clean my cock off." Mom said moving towards my head.
That's when I first really saw Mom’s cock. It was uncut and huge. Large veins ran down the shaft. The head of the thing was just peeking out of the cum covered foreskin and was so black it looked purple. The pee slit was so large it looked like I could stick my finger inside of it, a large drop of cum hung there. Mom pushed her cum covered cock up to my lips. I looked at it for a second and then quickly sucked Mom’s penis into my mouth. Big veins, foreskin and all disappeared into my lips. Mom pulled her clean cock from my mouth with a pop. Mom placed a hand on the back of my head and ran her fingers through my hair as I did so. When she was clean again, I cuddled up against her, with my face resting on her breast.
As she stood over me quaking she dropped the cigarette into the ashtray which somehow had not been overturned during our wild fuck session. Her now softening cock pop out of my freshly fuck hole and I felt a rush of air and then an emptiness. She collapsed on top of me her breasts landing in the puddle of cum on my chest from my own earth shattering explosion.
"How was it?" I asked.
"I think that ties my wedding night for the best orgasm I've ever had," she replied.
"Thank you," I said.
"No, thank you, honey."
"So who has the power now?"
"I do. I'm your mother. Your mother always has power over you."
"You big meanie," I said, laughing. She giggled.
"Do you want to get cleaned up or something?" she asked.
"No, I'm good."
"But you're all full of . . ."
"I know. I like it that way."
"Suit yourself."
We lay together in that position for a while, content and happy in the silence. Mom needed time to recharge and I needed time to recuperate. My legs felt like strings of wet spagetti. So, I lay there quietly, enjoying the sensation of my mother's warm semen coating the inside of my colon. The only sadness I felt was knowing that I could never be the same again after this experience. I would never stop wanting to feel this way. My mother's sex was a drug and I was addicted.
"Beta?" Mom finally said.
"Yes, mother?"
"Your little buddy looks like he's ready to go."
"He is. But I can wait, if you need more time."
"It's time to finish the lesson. What position do you want me in?"
"On your back, I think. I want to look you in the eye while we make love."
"That's beautiful, sweetheart."
"So are you."
"Come on. It's time for you to fuck your mother."
I finally broke away from her. I moved to a kneeling position with my mouth not far from her face. I told her I needed some lubrication, but my mouth was a little dry. Happy to oblige, Mom opened her mouth, closed her eyes, and swallowed my cock, coating every inch of it with her spit. Once she was done, I pulled it out, and she let go a little reluctantly, but then smiled up sweetly.
I moved into position between her legs, spreading them apart, and placing one ankle on each of my shoulders like I had seen in porn movies. I took a moment to admire the splendor of my mother's body, laid out before me. Her penis was lying flat against her stomach with the underside facing up. Her nutsack drooped down low. She bit on her thumbnail, a nervous habit, as she looked up at me. I finally took my eyes away from her flawless form and kissed her right ankle, then moved slowly down her leg, kissing every inch, until I came to her delicious cock. I licked her penis all the way up and down before proceeding to her left leg and giving it the same treatment as the right, in reverse.
"Now show Mommy what you've learned," she said.
"The KY Jelly?" I asked.
"I don't need it," she said. "Besides, I prefer it the natural way."
Who was I to argue with nature? With one hand, I moved her scrotum out of the way. With the other, I guided my dick towards her asshole. I pressed the tip against the hole and it felt tight. Then, all of a sudden, the hole seemed to open and my penis head was sucked in almost before I realized what was happening. I came to the realization that Mom could open and close her ass at will, probably a trick she leaned from years of anal sex.
I imitated my mom's behavior and quickly pushed my way past her sphincter. Despite her experience, I saw her wince and bite her lip as my cock pushed past the tightest spot. Once it was inside, however, she visible relaxed, and began breathing normally. Nothing had prepared me for how good the inside of her ass would feel as the slick, wet walls wrapped themselves around my penis and began massaging my penis. Another trick my mom had up her sleeve.
Beyond the physical pleasure I was receiving (and it was more than I can possibly describe) was the mental, emotional, and spiritual pleasure I was feeling. I had never felt more alive, more complete, and closer to some force of pure love that you can call God or anything else you want. All I know was that I felt its touch that night as Mom willingly gave her power over to me. Lying on her back, her legs wide open, she was in a position of complete servitude and submission.
"Don't be afraid, darling," she whispered. "Make your mama proud."
Gripping her thighs, I pushed myself in as far as I could, and then slowly withdrew. I wasn't as adept as my mom, so I had to watch her face to gauge how I was doing. When I saw her grimace in pain again, I knew I had pulled out too far. I made a mental note of it and pushed back inside. The next time I pulled out, I could stop before I hit the danger zone. Mom sighed blissfully and smiled at me with the radiance of an angel.
At last, I began making love to her in earnest. I moved my hips forward and backward faster and faster, until I developed a steady rhythm. Mom fell into sync with it, as I had done before when she was fucking me, and we moved as one person. She closed her eyes and tucked her arms behind her head, moaning luxuriously as the well-trained muscles of her sphincter tightened and loosened around the skin of my cock, sometimes so tightly that I felt I would never get it out again (not that I minded.)
I wanted the experience to last as long as possible. I wanted to spend hours this way. Sadly, I was far too worked up from the day's events, and there was no way I could last more than ten minutes. I comforted myself by reminding myself that there would be many more nights like this one. Tonight wasn't about slow technique. It was about passion and raw love.
Still, I tried to hold on. I rammed my cock deeper and deeper into Mom's ass and she wailed in pleasure, begging me to continue, to do it faster, to do it harder. I put everything I had into fucking her. Time meant nothing. The world meant nothing. All that mattered was the exquisite joining of our bodies and the melding of our souls. My balls pounded against her ass, making a loud flopping sound as I did. My mom's cock, now as rock hard as mine, bounced up and down on her stomach. I reached out and began to jerk it. I wanted us to have our orgasms together, as we had our first night together.
"Mom, I'm gonna cum!" I cried.
"Shoot it in my ass, darling!" she replied.
"God . . . I'm cumming . . . Mom . . ."
"Do it, baby! Cum for Mommy!"
"Oh . . . God . . . Mamaaaa . . ."
The last syllable deteriorated into a groan as I spilled my seed inside my mother's bowels, just as she had done for me. I kept pumping her, giving her more and more of my semen, until my cock was literally swimming in thick, sticky cum inside her body. As I came, I jerked her harder and faster, and she erupted with her second orgasm. The white, puffy liquid splattered across her breasts. Without even thinking, just hungering for it, I wiped it up with my hand and licked it off. Mom sat up quickly and forced her mouth against mine so she could taste her cream inside my mouth.
At last, my dick popped out of her, but I barely noticed. Mom had her legs wrapped around my waist and her arms around my neck. She pulled me on top of her as she fell back on the mattress. I straddled her body, kissing her as hard as I could. She kissed back with equal fervor, sucking the semen and saliva out of my mouth, where it was sucked back by me a moment later. At last, the kissing came to an end, and I swallowed the last of her sperm down my throat.
* * *
I lay down on the bed. This time, my mom curled up against me.
"That was amazing," she said. "You're a brilliant pupil."
"I had a great teacher," I said. "How did you learn to do that thing with your ass?"
"I'll teach you someday."
"Mom, there's something I have to ask you."
"Hmm?"
"Will you marry me?"
She opened her eyes and sat up. She stared down at me with a look of disbelief.
"Marry you?"
"I mean, I know we can't do it right now," I explained. "But when school is finished, we can move somewhere else. We can go to another state where no one knows us. We'll just say we're husband and wife. We won't tell anyone that we're mother and son. If they don't know, it won't harm anyone."
"But the age difference?"
"It doesn't matter. We'll just say it's a Mrs. Robinson kind of thing. So what do you say?"
"Beta . . ."
"I still love you as my mother and I always will. But I want to love you as my wife, too. I want to be able to kiss you in public and go on romantic cruises together and all of that. It would be perfect."
"It would be . . ."
"So?"
"Beta, I wish I could marry you. I wish we could go somewhere else and start new lives as husband and wife. We could adopt children and raise them together. It would be wonderful but . . ."
"But?"
"It's not right for me to keep you all to myself like that. It's a mother's duty to make you into a man so somebody you can find a woman to love . . . or a man to love . . . who will be with you for the rest of your life."
"But you are that woman."
"I'm your mom. I will always be your mom. Even if we pretend otherwise to fool the neighbors, I will know it in my heart. And so will you."
"I guess you're right."
"But thank you for asking me. It was the sweetest thing anyone has ever done for me."
I was disappointed, but I understood what she was saying, and I knew she was right. I held her hand and she gently lay back down beside me. I grabbed the blankets and pulled them up over us. It was late and we were both exhausted. Before I drifted off to sleep, I noticed Mom glance over at the clock. It said 12:01 AM.
"Beta?" she whispered.
"Mmm?" I replied sleepily.
"Merry Christmas, baby," she said.
"Merry Christmas, Mom."
THE END
My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the summer. He had bounced back quickly...
Note : This story is completely fictional! My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the...
Incest100% fiction! The Morning was so gray with clouds free that, when I woke up to the sound of my alarm buzzing at 8:00 AM, I barely realized it was morning. Groaning, I pulled my blankets closer to me, turned over, and tried to go back to sleep. No 19-year-old boy likes waking up for high school at seven in the morning, but it’s even worse on December 21st, two days before Christmas vacation begins. I had no desire to greet such an ugly day, so I decided to sleep until Christmas. Wearing only...
Incest100% fiction! I woke up the next morning feeling warm and contented. I opened my eyes to find myself lying in my mother's bed, completely naked, covered by soft, do wny blankets. I looked at the clock. It was nearly ten AM! I was going to be late for Office! All at once, the memories of the previous night struck me. I remembered my mom and I watching a shemale porno together, masturbating together, bathing together, and finally sleeping together. If this could be called normal, that was...
IncestI know there is a similar story similar to these but be assured, the other story only served its purpose as a catalyst for this one. This is a pure fantasy, the top fantasy that has been lingering in my mind for several years..here it is....I am 35 years old and had always been living with my mother, who is almost 50 since my father left us 20 years ago. I am not sure of the reasons but I do know that my mother is an average looking woman with nice looks and a not so fantastic body. Her pear...
Do you get off to looking at porn picture galleries? I have heard this question come up in several discussions, and usually, there are sides. Some people think that pictures are a thing of the past, yet there’s another side that still appreciates good smut in the form of images. Personally, I prefer videos, but what are videos if not moving pictures. Besides, I’m dedicated to providing all perverts with their preferred smut.This article is for dudes that enjoy jerking off to shemale galleries....
Shemale Porn SitesHave you ever heard of NudeVista? Of course, you have! The porn discovery engine has been around for over 20-years. Originally a place to visit if you wanted to find porn pictures, the platform has evolved to offer videos, model pages, and so much more!That includes finding shemale pornography that will make you cum your goddamn brains out! Don’t believe me? Well, how about checking out NudaVista.com/Shemale. Here, you will discover all kinds of amazing shemale pornography bound to get you off....
Shemale Porn SitesShemales are fascinating humans, especially when they have a bigger dick than you have. I can’t say that I don’t enjoy a good tranny film, but I’m not too fond of watching women with a larger pecker than I have, and you guys know that I’m well endowed. Well, I can only imagine how it is for you with your ghost penis. But, hey, I’m not here to compare dick sizes.On the contrary, I’m here to point you in the right direction if you are looking for some hot shemale action. Sxyprn.com is a great...
Shemale Porn SitesShemale porn videos have been part of my fapping sessions for a long time now, and I know I’m not the only one. You lot love watching these whores with dicks, and perhaps for different reasons than I do. I do it because, with a t-girl, you always know what you are going to get: any day is anal day. But I bet you do it for the humiliation vibes you get from watching a girl with a big dick than yours. I’m not here to judge, though; I just want to show you where you can find the good content.Well,...
Shemale Porn SitesHi readers. I’m Aryama. This is my story of how I became an to my wife and our shemale bull. We have been married for a year, but we have no children. The reason is my small 3-inch cock. Even though I used my cock in various ways, I could only use my fingers to make my wife moan. During the first year of our marriage, my wife cum from me only once. Let’s see about my wife. She’s a fair-skinned 5’9 Tamil Goddess. She has D-cup boobs and a huge bubbly booty. If she started walking in the middle...
anal – shemale – transgender – transsexual – oral – pantyhose – first time – stockings – wedding – lesbian"You can stay with Robert if you wish," Mary said on the phone.I looked up from my laptop where I was pretending to be working when, in reality, I was reading, for the hundredth time, the brilliant novella 'Shemale School: a Teacher Seduced'. The story had created a new obsessive fantasy I had never even considered before: to be with a Shemale.I even contacted the authoress to tell her how...
A married man is seduced and taken by a friend of his wife's. "You can stay with Robert if you wish," Mary said on the phone.I looked up from my laptop where I was pretending to be working when, in reality, I was reading, for the hundredth time, the brilliant novella 'Shemale School: a Teacher Seduced'. The story had created a new obsessive fantasy I had never even considered before: to be with a Shemale.I even contacted the authoress to tell her how much I enjoyed it, and have since became one...
I think the allure of spending time with hotties that have that something extra swinging between the legs is the ultimate frontier in porn. Long gone are the days when this fantasy fetish was kept a tightly guarded secret. Personally, I find it quite intriguing and I don’t give a fuck about some of the conservative feelings some of you may have. Ladyboys may come across as weird or queer, but I always find the idea of beautiful faces, plump tits, and big cocks in a single package to be really...
Shemale Porn SitesMarilee’s fists tightened in despair as she sat at her secretarial desk and listened to the muffled moans emanating from the office of her boss, JC Wyatt. JC was one of the youngest and most famous casting agents in Hollywood and was the most blatant offender of the “casting couch” which degraded women. The young actress, a stunning blonde who couldn’t have been more than sixteen years old, had looked so hopeful when she had entered that office only twenty...
NOTES for story; “Young shemale with Mature Woman” These are notes to the story entitled “Young shemale with mature woman”. Therefore, you’ll need to read said story to properly understand these enticing notes. Wife and young Ben have been enjoying each other’s company for three days now. Freely walking around naked at our cottage and pond. Ben is finally relaxing about the size of his privates as you’ll recall his penis is only 2.5 inches when erect and his ball sack is tiny. Fortunately, he...
Hi Myself Jimmy here I am back after 2 years with new encounters occurred in my life, going to narrate you the same, I am living in Bangalore now, in south Bangalore, I will tell you how I became a male prostitute with the help of a Hijda/Hijra/Shemale/Ladyboy, In my layout there was a beautiful girl with very attractive eyes whose name is Manju may be 24 to 26yrs, lived with her family and would go for house hold work, my age is 28, unmarried and just go a good job and was leaving alone in the...
I’m Kami, and I’m a thirty-something blonde who mostly has a preference for other women, which if anything has been heightened by my boyfriend’s recent obsession with T-girls. Secretly though, while I’m busy licking out my gorgeous young flatmate Amy, or my landlady Jess, my mind often wanders towards she-cock, something that through my boyfriend’s sessions I’ve been lucky enough to taste and experience in my pussy a few times now.The other night, I got my first taste of an actual gay and...
What is it about Shemale Vids that makes them so goddamn enticing? Honestly, it might be a question for the stoned philosophers and horny social scientists of the world. Me? I’m just your friendly neighborhood PornDude. I may not be able to tell you why you’re so attracted to pretty girls with bigger sausages than your own, but I can certainly turn you on to some good pornos starring the well-endowed broads. Some dudes consider themselves ass men, others are fond of the titty, the thigh, or the...
Shemale Porn SitesMy name is Amanda Johnson and I am a 38 year old post operative transsexual and owner and headmistress of a rather unique school, a school that turns troublesome and reluctant boys into shemales. This is the story of St Judes academy for shemales. My own transformation happened over 10 years ago when in my mid twenties I decided to transition from male to female. Being the son of a world famous actress, my gender change was largely kept secret and only a select few of my parents...
She-Male Shopping Spree featuring Chelsea and Victoria, two gorgeous chicks with dicks - and an attitude! by Mistress Tawny Suede "Oh god, I feel so incredibly horny!" said Victoria. "Well, sugar, if we hurry back to the apartment, I've got just the cure," said her best friend and roommate, Chelsea. Victoria looked the stunning black girl in the eye and giggled. "Actually, I haven't been able to get that cute little salesgirl out of my mind," she said as she and Chelsea left the...
It was my girlfriend Kami’s birthday. She had always been more into girls than guys and so I had arranged a surprise for her - and a treat for both of us. A girl I met earlier that week was to come over to hers that night, and I couldn’t stop the thought of the awesome threesome we were going to have from going round in my head.Kami was, like me, in her early 30s, but looked younger and had no problem attracting all the girls she wanted. And wow, she did get through a lot. Only a couple of...
This story is based on a dream I had about shemale porn star Meghan Chevalier around 15 years ago.I'm sitting up in bed. There is an empty glass on the nightstand; I know that I have recently drunk whatever was in the glass. I'm wearing a light violet silk robe, and nothing else. It seems quite feminine. Then I realize that my body has become quite feminine as well. The fat I've been carrying around for years is gone and my waist has tapered down to about 27 inches. My legs are long and slim....
What is it about women that gets you all fucking hard and drippy? Is it their pretty faces, or do your eyes go straight to their titties? Maybe you’re a leg man, or perhaps you love ass, and I’ve known more than a few dudes who love nothing more than a woman’s foot. Then there are dudes like you, whose favorite part of a broad is her penis. Have you checked out the Shemale section over at XVideos?XVideos.com is one of the net’s biggest sources of free smut. The site gets almost 2.5 million...
Shemale Porn SitesMy sex life with wife was becoming monotonous and we were looking for ways to spice it up. We explored different options which involved fantasies of both of us which we had not been able to fulfill. I had a long time fantasy of having a threesome with wife and a shemale which I shared with wife and after some discussion we agreed to go ahead with it. I had always watched shemale porn with interest. Recently my interest had increased and I was watching more and more of those videos that had...
Author notes: I wrote several stories back in about 1995 or so, but due to certain circumstances, I ended up purging them off of my computer. Over the years I have found those stories on the net and resaved them to my hard drive. The story you are about to read is the most recent story that I have found. It was harder to find because it has been posted to a site (Kristen's Archives) by someone else claiming it to be their writing. It is not. It is my story and I am now reclaiming it...
WELCOME TO CHURCH OF RUBBER - STOLEN STOCKING CONFESSION .the sign read above My study doorway.My transex very leggy young secretary nurse led the new prospect in to My parlor and knocked on my door and I said "COME"the heavy gothic arch door swung open and there stood the two stunning transexual stocking sluts in ultimate sissy wear. One happened to be My private nurse and secretary, the other was a specially chosen pretty thing who had been in communication with ME for some time now. My...
"LATE NIGHTS EARLY MORNINGS" FRIDAY NOVEMBER 27TH 2020 - SHEMALE ASKS ME FOR A FAVOR YEARS AGO .. I WROTE MY FIRST XHAMSTER LIFE EXPERIENCE STORY ON HERE. IF YOU HAVENT READ OR SEEN IT, I WOULD MAYBE SUGGEST YOU CHECK IT OUT FIRST BEFORE YOU READ THIS. HERE IS THE LINK FOR SOME BACK STORY OF MY OLD ROOMMATE AND THAI TS LADYBOY LOVER “ NINA “ https://xhamster.com/stories/what-a-week-anal-debauchery-at-its-finest-449485 But fast forward to a few days ago now, the following scripture is based on...
Autobiography of a Shemale Dominatrix By Barbi Satin Introduction Among many in the transgender world the term shemale is offensive. Transsexual in considered a proper, politically correct term. Transsexuals are persons born into the wrong gender and have the psychology and even brain structures of the opposite gender. They go...
While I am pretty sure that you already heard about xHamster before, I am not here to talk about that site as much as I am here to tell you more about a certain section that I really like on xHamster. This site is filled with many hot videos featuring the hottest trannies, and you are more than welcome to check them all out.So, do you think that chicks with dicks are hot? If you do, then you have come to the right section, because that is exactly what xHamster has to offer. Now, do not get me...
Shemale Porn SitesHey readers, This is Karan, back with another . I am sure that you guys will love it. I lost my asshole virginity to a shemale I met at a massage parlour. She took me to her place and fucked the wits out of me. So let me give you my brief intro again. I am 5 foot 10 inches tall, have a fluffy personality, and have a dark complexion, but attractive. I have a tool of 6 inches, and I am a pansexual from Hyderabad. I am shemale lover and would have sex with shemales only. I am flexible with both...
This one comes by popular request and is dedicated to all you naughty people who fe-mailed me and complained that whilst you enjoyed my stories you felt that I could perhaps be a little more filthy instead of being suggestive! Well, I've always said that I'll give you what you want, well, you got it and I hope you like it! Disclaimer; (seriously!) The following story does not reflect the writers personal tastes and depicts entirely fictitious characters and fantasy scenes of an...
Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to bed. It's the same thing you've heard from couples who have been married for ten years. The excitement level no longer exceeds sexual intercourse more then once a week. It becomes frustrating at times because I've always been the type who wants to try new...
Introduction: I didnt know what I was in for. But what a ride. I was always a sexually open individual. But in my world sexual expression wasnt really part of my routine. Im a 35 year old married man. My wife and I met back in high school and have been together ever since. Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to...
This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...
“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual.For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator).The community I live in has lots of shemale beauts; maybe that started my interest. One such ravishing creature has a gallery close to my office, and I fantasize every time I see her in the coffee shop. She also has an eye popping diamond on her ring finger.Once in a while I’d visit...
This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...
High speed internet has arrived at our cottage, fibre-optics! We own almost 500 acres with a very large pond, nice home with a pool in its backyard. Pond has a lovely beach but is a serious walk from our house/cottage, roughly 20 minutes via a trail through the woods. Seclusion is paramount, peace and quiet, love it!! We've decided to try living at our cottage and have a grown daughter with her husband and k**s live at our house. I went on an extended trip to Europe for business. Wife loved...
Hi friends yeh story meri, meri mummy aur shemale ke beech hai. Is story mein btaunga kaise shemale ko maine choda aur phir kaise shemale ne meri mummy ki chudai ki. Meri mummy jinka figure 34-30-36, bank mein job karti hai. Unka divorce hue 6 saal ho gaye hai. Mummy job ke karan kafi fit hai. Yeh incident 3 mahine pahle ka hai. Main aise hi net surffing kar raha tha.Tabhi ek din maine shemale wali video dekhi.Woh mujhe kafi achi lagi. Us mein shemale gand marwata hai aur marta bhi hai. Mujhe...
She had to make it good. It couldn't be just another gift wrapped cologne set, or a gift card to Ulta. She wanted this Christmas to celebrate her newfound lust with her k**s. She wanted David and Dana's presents to be fun, kinky and perverted. That's why, after a few weeks of thinking about it and a little searching, she had finally found David's gift.David had very open tastes. He was very in touch with his sexuality; he knew what he liked, and he was willing to explore new things to keep...
Hi I am Rohit,I am young,very fair and handsome,well educated decent person age 26 years almost 6 feet tall living in Hyderabad,India.I am a great fan of Indiansexstories.net site and always read the sexual stories.....and compliment the people who write so long stories......i always wanted to share my encounters......but alas i dint met a single encounter.....but recently.....met an exciting one....which i am going to reveal to you people......This is my first story and i request you people...
Hi dosto, mera naam Azim hai. Meri age 23 hai aur main ek bisexual mard hun. Mujhe sex ka bohut craze hai chahe aurat ke sath ya aadmi ke sath. . Aur yeh meri pehli story ek shemale ke sath hai jo kuch saalon pehle ki hai. Agar aap logon ko meri gay stories aur maid ke sath stories pasand hai toh zaroor yeh story bhi aap logon ko bohut pasand aaye gi. Yeh kahani 2 saal pehle ki hai jab main London mein padhai kar raha tha. Meri age uss waqt 21 thi aur yeh meri birthday ke kuch dinon baad ki...
****d (sort of) by a Shemale!I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable...
We are a family of four. Me, my parents and my sister. I am 23 years and my sister is 18 years old. She is very beautiful, fair and very sweet looking with small perky boobs and a very petite slender body. I, on the other, am a regular gym goer and have a very good physique, but the thing with me was that I was gay and loved gay and shemale sex. I have done gay sex a couple of times but have never been with a shemale. I always knew there was something different about my sister as I often...
Gay MaleLiving in the poshest parts of New York, Sherry was perfectly happy with every aspect of her life. She was ambitious and had a great job. She earned enough to lead a luxurious life in this part of the city. The only trouble was her hectic lifestyle and how it left her with no time to date. Her last breakup was rather messy. It has been three months since she broke up with her boyfriend. The only thing she misses now is the sex. She was not much into flings and one-night-stands so finding a...
ShemaleAbout an hour later my phone vibrated once again. It was from Carol. This time she had send me a picture of a shemale. The text read "do you think she's hot?" I responded with a YES! And I meant it. This shemale had beautiful big tits and a pretty big dick. In fact it may have been a bit bigger then mine. This was really starting to get interesting, just like Carol had promised. She was texting me dirty pictures and being really naughty. I loved it. I wanted to be naughty just...
Introduction: I didnt know what I was in for. But what a ride I arrived at work, walked into my office and settled in for the day. Just as I was checking emails on my computer my phone vibrated. I took a look. It was a text from Carol. In closed was a picture of her laying in bed totally nude with her legs spread. The text read, my tight wet pussy is waiting for you. I instantly got horny. I would never dreamed Carol would send me a picture like that. I texted back I cant wait to stick my dick...
A few hours later I was woken up by Carol. "Wake up baby this day is just getting started" she said. My eyes opened and I was like a kid on Christmas morning. I couldn't wait to see and "feel" what she had in store for me next. Carol instructed me to shower get dressed and leave the house for a few hours. My next surprise needed some set up. I did ask she told me. Before I left Carol came up to me grabbed my dick, kissed me and said "get ready for some fun". Having no...
Introduction: The Conclusion Basking in the glow of what just happened, I put my head back and just passed out from total bliss. I didnt know what else Carol had in store, but I knew I wanted to be well rested. A few hours later I was woken up by Carol. Wake up baby this day is just getting started she said. My eyes opened and I was like a kid on Christmas morning. I couldnt wait to see and feel what she had in store for me next. Carol instructed me to shower get dressed and leave the house...
Please note that this story is not written by me! It was stored in my computer for a long time now and decided to share it with you. The author's name as well as the site I found the story are not known... My introduction into the sultry, steamy world of shemales came (and I mean came!) at 35,000 feet, on a plane flight to the Northwest. I had been working myself to the bone, staying until ten or eleven at night, coming back in at six o'clock in the morning, and I guess the stress...
Hello people, Leviathan here with my first story. To describe me, I am an average looking guy with a pint of femme body and many have said I have a great ass. Jumping into the story, this is purely a work of fiction. I request you all forgive me for grammatical and spelling errors. I made up a story by mixing a few of my fantasies and pint of my imagination, and a lot of horniness! It was around 8 pm. I set off for a 16-hour long journey to native, my train just arrived. After a fuss, I managed...
Gay MaleSweet Julie Birth of a Shemale by Mistress Tawny Suede Chapter One Is It Just a Role? The dress rehearsal for the drama club's latest production was over. The curtain fell, the audience of excited parents applauded enthusiastically. The curtain rose and the performers stepped forward to take their bows. The curtain fell again and still the crowd applauded. The two stars, Troy and Julie, took their positions centre stage, holding hands as the curtain rose one more time. They...
I am a lonely man in his forties. I love to travel, dine and explore new places by myself. But I often wish for a partner. I got divorced early, so the little chance of being with someone was also ruined in my memory. So, each morning I would go to work, do my mundane bank job and visit my nearest LGBT bar. I am sharing my memory of sex with a Shemale and how I found pleasure in it. I am not gay or have any element of pride in me but what really fascinates me is Shemales. I believe they have...
ShemaleI repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...
I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...
A Shemale Vacation - Part One by Richard-to-Rachel I was eighteen, na?ve and horny. After graduating from school a group of us decided to head to Europe for a last trip before having to enter our real adult lives. It was a chance to get completely drunk and have lots of wild sex. At least, that was the idea in our simple teenage minds. As for me, wild sex was something I wasn't exactly familiar with. I was still a virgin and I was pretty determined that that...
I was a student by day and a firefighter by night. I had joined the team two years ago and was trying to get a college degree by attending classes at night. I often used to silently masturbate when I would go to the library, as I was alone in the evenings, at the almost closing time and it would take the edge off a bit. During one of these times, I saw the local librarian and oh she was hot. Perky tits, tight ass and a low cut blouse. Wow. She would probably feature in my fantasies for a while....
ShemaleI had met Josie at a bar and she had no qualms in letting me know that she was a shemale. We both were drunk and horny, so she let me feel her up. I had had gay encounters and considered myself bisexual, so I wasn’t afraid of touching another penis. It made me hard. I was too drunk for sex so I shared my contact information with her and when we met, there was a porn flick made on my camera while having sex with a shemale. Josie had arrived at my apartment on Saturday and we were having a few...
ShemaleTheir was so many areas I wanted to explore with her. I felt like a teenager again. I couldn't stop thinking about how naughty Carol was being. It was Sunday, and my only day off so I decided I would do something nice and bring Carol breakfast in bed. I went to our kitchen and made our favorite breakfast, bacon and eggs. As I began to walk up the stairs I could hear moans coming from our bedroom. They weren't Carols. I walked into the room to see Carol totally nude, with her...