CrystalVeeyantXXX
05-18-2026, 03:30 AM
NOTE: This story was written over a decade ago using the adult industry terminology of the time. As a transwoman for many years, I grew up with these labels and even used them as my own in the adult industry. I still regard them with affection. Please read them in the context they were meant...
* * *
1537250
I lay in my warm bed, naked and fully erect. I hadn’t been jacking off; it was pure anticipation, knowing she’d soon enter my bedroom. She always came in right after she got off her nightly long-distance call with Dad. We’d have at least an hour of sex and then cuddle for a half hour afterward. We were as hot for each other as much as we loved each other. After all, we were mother and son.
Well, to be completely accurate, stepmother and stepson.
She always came in horny, because the calls with Dad usually concluded with some very intense phone sex that put her in the mood. Her entrance was often a surprise: hyper-sexual lingerie, or silk kimono, or bra and panties, or stark naked.
“Hello, Jerry,” Sherry said as she entered my bedroom.
Tonight, it was panties alone. I looked at her crotch and my boner got even harder seeing how big her cock bulged against the see-thru fabric. I couldn’t wait to go down on her, and for her to go down on me. To see her was to lust after her as well as love her.
At thirty-four, Sherry was nine years younger than my dad and sixteen years older than me, but her body and skin were that of a twenty-two-year-old. Long, full red hair draped over her shoulders and framed a slender face. Blue-green eyes, a button nose, and plump red lips gave her the looks of a model or a movie star. Hers was an hourglass figure with large, high breasts peaked with meaty nipples I loved to suck.
“Hi, Mom,” I said. “God, you’re so sexy!”
Even before we’d first made love, she’d encouraged me to call her “Mom.” When she got to fucking me really good, she liked being called, “Mommy.”
She sat on the edge of my bed. “Mmmm,” she sighed, fondling my eight inches.
I gasped in pleasure. “Please, Mommy. Now.”
“Of course, baby,” she said.
She stood and pulled down her panties. She stepped free of them. Her half-hard cock, all twelve inches of it, hung in front of my face. I opened wide and took my stepmother’s cock into my mouth. Her large, soft hands gently held my face as her hardening shemale cock began slowly fucking my wet lips.
Back when we first met, I had no idea what Sherry was…
* * *
My dad, Sam, was always a horny guy. I saw him ogle my babysitters when I was younger. Mother always had her suspicions but only managed to catch him in the act eighteen months ago. I’d been given a choice and picked him to stay with. Not only did I love him, and I could learn much from a man who could get laid anywhere.
Given how terribly handsome Dad was, anyone could see how he’d be like a total chick magnet. We’re talking, like, Johnny Depp handsome—almost pretty, really. That is one thing I had in common with him: being a rock-star pretty dude. It seemed kind of odd to me how different I otherwise was from him. At six feet, he towered over me at five-three, and he had red hair where mine was black.
Still, he was my dad and a good one.
After the divorce Dad dated, fucked dozens of girls but never met any new wife material until a business trip to San Francisco. He brought back Sherry, saying that they were married and that she was thrilled to have a young man to look after.
It didn’t bother me at all that Sherry was a lot younger than my dad. I was just glad he was happy. It was kind of weird how tall she was but I didn’t think anything of it at the time. Honestly, because Dad spent so much time on the road, I was delighted to have her to keep me company. Not to mention she was a total sexpot.
What if she gets pregnant and I get a little brother or sister?
The very next week, Dad left for a week-long business trip to New York. Dad gave Sherry a passionate kiss on the doorstep and a manly hug to me, then he marched to the cab waiting to take him to LAX. Sherry curled a friendly arm around my waist and we both waved to Dad as the cab sped off.
“Well,” Sherry began, pulling her arm away and preceding me back into the house, “let me fix you some breakfast, baby.”
“Sure, Sherry,” I said.
She threw a lovely smile over her shoulder, “Please, call me, ‘Mom,’ okay?”
“Yes, Mom.”
My eyes couldn’t help following her heart-shaped ass and how the terrycloth shorts clung to them. She might be my stepmother but that wouldn’t stop me from beating off thinking about her. I decided I didn’t want to wait. The thought of her asscheeks parting, her juicy twat and puckered asshole…
“I think I’m going to take a shower first,” I said, my voice shaking a little. I hoped she didn’t see my boner pressing against my cut-off bluejeans.
“That sounds like a lovely idea, Jerry,” she said. “I think I’ll take one at the same time. See you back out here in about fifteen minutes.”
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
Before I had discovered shemales, in my most feverish fantasies—when I was close to cumming and needed something to push me over the edge—once in a while I had fantasized about taking an androgynous guy’s cock in my mouth. TS porn expanded my fantasies to suck girl dick and getting fucked, but never until this moment did I think I’d ever go through with it. I was still surprised to learn my dad loved shemale sex!
Despite being rock hard and throbbing, my stepmom’s dick was soft and velvety smooth. It felt so wonderful on my lips I took the head into my mouth without any hesitation. The plump, hot crown of her dick felt so sexy resting on my tongue. The flavor was incredible. I slid it deeper into my mouth.
“Oh, that’s so good, baby. Mommy loves the feeling of you sucking her dick. Be Mommy’s good little cocksucker. She has so much to teach you—cum-drinking and deep throat and ball licking—mmmmm. Suck it, baby.”
I’m sucking my stepmother’s dick!
Soon her twelve-inch cock was running a steady stream of precum into my mouth. I gulped it down as she lovingly stroked my head and called me “son” and “baby” over and over in a voice that got me rock hard.
“I can climax any time you want me to, Jerry. Do you want Mommy to cum in your mouth… son?”
“No, I breathed. “I just want to taste you a little more, get your dick good and slippery… so…”
“So—what, baby?”
“So you can fuck me in the ass… Mom.”.
“You’ve made me very happy, sweetie. Get on all fours and spread ‘em wide.”
My shemale stepmother got behind me on the bed as I assumed the position. I shuddered at the feel of her hot breath on my anal cleft. I gasped at the hot, wet feel of her tongue bathing my puckered anus. My mom was rimming me! I felt it start to loosen up and get all horny.
***
I got excited when I felt the young man’s asshole loosen under my tongue, as if him willingly call me “Mom” over and over didn’t turn me on enough. His moans and whimpers filled my ears. I had to fuck her stepson’s ass right now! I told him so.
“Yes, please, Mommy,” he whined. “Fuck my slutty ass with your big shemale dick. Fuck your horny son real good!”
I knelt between my stepson’s spread legs and touched the fat tip of my throbbing boner to his saliva-covered hole. My dick was slippery in my fingers from his spit. I was so excited by the notion of fucking my husband’s eighteen-year-old son that I pushed in my dick a little forcefully.
“Ow! Sherry!” he protested.
“Sorry, baby, sorry. Mom doesn’t mean to hurt you. Push down on your rectal muscles like you’re trying to take a shit and see what happens!”
A moment later all twelve inches of me slid easily up his butt. He groaned deeply with pleasure. My long cock was all the way up the boy’s ass and he was loving it. He began whining how good it felt in a girlish kind of voice. It turned me on to hear it, to hear my young stepson sounding like a sissy.
My plans are going perfectly!
“Oh, fuck me, Mommy! Fuck me, Mommy!” the teenager squealed.
It got me so horny to hear that. I would have to take me time but I knew that the big picture I had, ever since I married his father, would come to fruition soon enough. I thought I would try testing the waters a little bit even as I was fucking him.
“You sound like such a sexy girl when you say it like that, baby!”
“Mmmmm! That’s ‘cause you’re fucking me like I’m a girl, Mom,” he panted. “I love feeling like your girl!”
Perfect! Only in my wildest dreams…
“It turns on Mommy so much to hear you say that,” I moaned, fucking him harder and harder. “I think I could cum right away it I tried.”
“Mmmmm, yes Mom! I want you to cum. It would make me so happy!”
“Do you want me to cum up your ass, baby? Or—”
“On my face and on my tongue,” my teenage stepson panted. “I want to taste your hot fucking cum!”
He’s making this too easy! “Lay down face up, baby,” I instructed.
I pulled out of my stepson’s asshole and then straddled his chest when he lay down. His mouth and eyes were wide open as he looked up at me. I felt him beating off furiously as I pointed my slippery dick at his face and began pounding. I had purposefully not cum for three days, saving it up for this moment.
“I’m cumming, baby!” I gasped. “Get ready!”
“Give me your jizz, Mommy!”
My balls drew in on themselves, an intensely pleasurable ache that traveled from the pit of my groin and down the length of my cock. Even though I knew how much I could shoot, I was still astonished by the huge, white jet of spunk that arced through the air and splattered from his forehead to his chin to his cheeks. Most of my cum covered his lips and tongue.
He gulped it all down with ease, rapture on his face. He just barely got his mouth open again in time and I bent in and shot my second spurt all over his lips and into his mouth, half-filling it.
“Mmmm. Don’t swallow it, son,” I told him.
I bent down and plastered my mouth to his. I felt my third and fourth jets of cum spurt all over my hanging tits as I shared my cum with my stepson, our lips so sticky with cum meeting each other again and again as we shared the glob of semen like lovers, drinking it down together.
There's more to this story and a lot more content like it on my FREE Substack (https://auntcrystal.substack.com/p/transsexual-stepmom)!
* * *
1537250
I lay in my warm bed, naked and fully erect. I hadn’t been jacking off; it was pure anticipation, knowing she’d soon enter my bedroom. She always came in right after she got off her nightly long-distance call with Dad. We’d have at least an hour of sex and then cuddle for a half hour afterward. We were as hot for each other as much as we loved each other. After all, we were mother and son.
Well, to be completely accurate, stepmother and stepson.
She always came in horny, because the calls with Dad usually concluded with some very intense phone sex that put her in the mood. Her entrance was often a surprise: hyper-sexual lingerie, or silk kimono, or bra and panties, or stark naked.
“Hello, Jerry,” Sherry said as she entered my bedroom.
Tonight, it was panties alone. I looked at her crotch and my boner got even harder seeing how big her cock bulged against the see-thru fabric. I couldn’t wait to go down on her, and for her to go down on me. To see her was to lust after her as well as love her.
At thirty-four, Sherry was nine years younger than my dad and sixteen years older than me, but her body and skin were that of a twenty-two-year-old. Long, full red hair draped over her shoulders and framed a slender face. Blue-green eyes, a button nose, and plump red lips gave her the looks of a model or a movie star. Hers was an hourglass figure with large, high breasts peaked with meaty nipples I loved to suck.
“Hi, Mom,” I said. “God, you’re so sexy!”
Even before we’d first made love, she’d encouraged me to call her “Mom.” When she got to fucking me really good, she liked being called, “Mommy.”
She sat on the edge of my bed. “Mmmm,” she sighed, fondling my eight inches.
I gasped in pleasure. “Please, Mommy. Now.”
“Of course, baby,” she said.
She stood and pulled down her panties. She stepped free of them. Her half-hard cock, all twelve inches of it, hung in front of my face. I opened wide and took my stepmother’s cock into my mouth. Her large, soft hands gently held my face as her hardening shemale cock began slowly fucking my wet lips.
Back when we first met, I had no idea what Sherry was…
* * *
My dad, Sam, was always a horny guy. I saw him ogle my babysitters when I was younger. Mother always had her suspicions but only managed to catch him in the act eighteen months ago. I’d been given a choice and picked him to stay with. Not only did I love him, and I could learn much from a man who could get laid anywhere.
Given how terribly handsome Dad was, anyone could see how he’d be like a total chick magnet. We’re talking, like, Johnny Depp handsome—almost pretty, really. That is one thing I had in common with him: being a rock-star pretty dude. It seemed kind of odd to me how different I otherwise was from him. At six feet, he towered over me at five-three, and he had red hair where mine was black.
Still, he was my dad and a good one.
After the divorce Dad dated, fucked dozens of girls but never met any new wife material until a business trip to San Francisco. He brought back Sherry, saying that they were married and that she was thrilled to have a young man to look after.
It didn’t bother me at all that Sherry was a lot younger than my dad. I was just glad he was happy. It was kind of weird how tall she was but I didn’t think anything of it at the time. Honestly, because Dad spent so much time on the road, I was delighted to have her to keep me company. Not to mention she was a total sexpot.
What if she gets pregnant and I get a little brother or sister?
The very next week, Dad left for a week-long business trip to New York. Dad gave Sherry a passionate kiss on the doorstep and a manly hug to me, then he marched to the cab waiting to take him to LAX. Sherry curled a friendly arm around my waist and we both waved to Dad as the cab sped off.
“Well,” Sherry began, pulling her arm away and preceding me back into the house, “let me fix you some breakfast, baby.”
“Sure, Sherry,” I said.
She threw a lovely smile over her shoulder, “Please, call me, ‘Mom,’ okay?”
“Yes, Mom.”
My eyes couldn’t help following her heart-shaped ass and how the terrycloth shorts clung to them. She might be my stepmother but that wouldn’t stop me from beating off thinking about her. I decided I didn’t want to wait. The thought of her asscheeks parting, her juicy twat and puckered asshole…
“I think I’m going to take a shower first,” I said, my voice shaking a little. I hoped she didn’t see my boner pressing against my cut-off bluejeans.
“That sounds like a lovely idea, Jerry,” she said. “I think I’ll take one at the same time. See you back out here in about fifteen minutes.”
I stripped down in my bedroom. I had started for the shower when all of a sudden I got a daring idea. If I snuck quietly into the master bedroom, I could get a look at her stripping down. I’d have a fully nude image of her to take into the shower—and into bed with me at night. I made the bold move of going on my peeping mission totally nude. If I was careful she wouldn’t catch me!
Before I could chicken out, I zipped to their bedroom. The door was wide open and I could hear the sound of her turning the shower taps, the splash of water hitting the shower floor, and finally the sound of the shower door closing. This was it!
I tiptoed into the bedroom. All I had to do was clear the edge of the bed and I’d have a clear line of sight into the bathroom. I was so intent on the bathroom door it didn’t even occur to me to look elsewhere, so when she cleared her throat I shrieked. That was when I saw the closet door was open. She was standing behind it.
“If you want to see me naked, why don’t you just ask?” she said, amused.
I started to stammer an apology when she pushed the door shut and stepped into full view. I gasped twice. The first was one of awe at the sight of her perfect D-cup breasts, all firm and perky. The second gasp was of deep shock.
“Y-y—you have a dick!” I whispered hoarsely.
She grinned. “Very observant of you.” She looked pointedly at my own cock, which was still hard in spite of my shock. “You have one too. And it’s hard.” She smiled seductively as she slinked over. “Did you get that thinking of me—your mom?” She chuckled. “What a sweet boy.”
Her seductive gaze riveted me to the spot, even when she got to her knees in front of me. I whimpered with embarrassed lust and she curled her soft, warm hand around my boner. She held my eyes as her mouth engulfed my erection. As I felt my cock slide into that hot, sucking wetness I momentarily forgot the surprise of seeing my new stepmother was a shemale.
I surrendered my mind to the deep, intense erotic sensations swirling around my dick and making my nuts ache with deep satisfaction. I felt her throat close around the head of my cock and start swallowing—something none of the girls I’d ever fucked had been able to do. Then a part of me woozily remembered my stepmother was no ordinary girl. My mom was a transsexual!
The reality of who was giving me a blowjob—and what she was—took me into a maelstrom of wild and delicious thoughts. I thought of the TS porn I’d discovered online almost as soon as I started browsing the internet. I thought of the fantasies I had jerking off late at night, when the cheerleaders at school grew dicks in the porno films playing in my mind. Cassie and Dawn and Amber went from shaving dripping pussies to massive throbbing dicks spurting fountains of cum on my face and hair, and in my mouth. The cheerleaders turned shemale fucked me up the ass with two-foot long boners and pumped my bowels full of their hot, sticky jizz. But this was no fantasy now and this woman was not a cheerleader—
My mom is a shemale! Mom is sucking my dick and I want to suck her dick and I want her to fuck me up the ass and cum in my mouth and over and over…
I got so dizzy with lust my knees got weak. Sherry’s hands had cupped my ass, so she felt me wobble. She eased my cock from her mouth and looked up into my eyes with such wanton desire. I looked down and saw those eyes, that beautiful face, and her dick hard as could be.
“Let’s get you to the bed before you fall down, baby,” she said.
“Yes, Sherry,” I said dazedly.
She stood and took my hand. “Won’t you please call me ‘Mom?’” she implored. She led me to the bed. “I want to take care of you in all the ways a mom should and shouldn’t take care of her big, strong son.”
All of a sudden I got it. I looked across into her smoldering eyes and understood how hot it would be for her—how hot it could be for me—if we could turn this into actual incest… at least in our minds.
“Yes, Mom,” I breathed, returning her look of desire. “Can we hold each other on the bed for a bit before we do any more?”
“Sure, baby.”
Being nine inches shorter than her, I easily cuddled into her body, tucking my face against her large, soft left breast. I heard the beating of her heart. Her soft hand gently stroked my hair. Her boner had not gone down and I could feel its heat and fullness against my thigh.
My stepmother’s cock!
“Is there anything you want to ask me, darling?”
“I guess… how did you meet my dad?”
“Sam was a regular from the very first time he called my escort ad. Every time he got in town he always managed to squeeze in at least two hours. He was in love.”
“Easy to see why,” I sighed. “You’re like fashion model beautiful. Smoking hot body… And that’s a dick anybody would want to have… Mom.”
She bent down and kissed the side of my face. “Such a sweet boy.”
“Your sweet boy.” I kissed her back. “So, Dad was a regular.”
“Uh-huh. Eventually he asked me to marry him. I was doing well financially but I guess I was getting ready to get out of it… and so few of my johns are as debonair or handsome as your dad. Even fewer have his money.”
I felt a little let down. “So… you married him for…” I bit off the question. I didn’t want to accuse her.
“No, Jerry. That wasn’t the real reason why I said yes. It was the same reason he asked me to marry him—you.”
“Me?”
“He feels so bad about leaving you all alone for so often. He wanted you to have someone to look after you. She tucked a finger under my chin and lifted my gaze to hers. “Someone to look after all of your needs.” She chuckled softly at my surprise. “He pays your credit card bills, Jerry. He knows you love shemales. You go to the same porn sites he does.”
“Oh.” I blushed at knowing my dad knew all about my kinks.
She looked lovingly at me. “When he told me he wanted me around for you, I was so moved I was tempted. Then I saw your picture and I fell in love.”
My shemale stepmother closed her lips over mine and slid her tongue into my mouth, equally loving and lustful. My stepmother and I clutched each other’s naked bodies, tender kisses intermingled with hungry tongue fucking, hands caressing and groping, teasing each other’s hard dicks.
I broke away from her. “I can’t wait any longer, Mom!” I gasped.
I slid down until my face was just across from her throbbing tool, twelve inches of hard tranny cock oozing precum. I had never sucked a dick before in my life and now nothing could stop me from taking hers into my mouth. I wanted to give her a blowjob, drink her cum…
Take her up my ass!
I paused to take in the sight of her huge tranny tool. It was smooth and pinkish with subtle veins a little less thick than an average-sized banana and tapering into a circumcised, helmet-shaped heart purple with erection blood. A fat, clear drop of seminal fluid was welling up at the cumhole. I stuck my tongue out and lapped it up. It was sweet!
“Mmmm, that’s it, baby. Suck Mommy’s cock.”
Before I had discovered shemales, in my most feverish fantasies—when I was close to cumming and needed something to push me over the edge—once in a while I had fantasized about taking an androgynous guy’s cock in my mouth. TS porn expanded my fantasies to suck girl dick and getting fucked, but never until this moment did I think I’d ever go through with it. I was still surprised to learn my dad loved shemale sex!
Despite being rock hard and throbbing, my stepmom’s dick was soft and velvety smooth. It felt so wonderful on my lips I took the head into my mouth without any hesitation. The plump, hot crown of her dick felt so sexy resting on my tongue. The flavor was incredible. I slid it deeper into my mouth.
“Oh, that’s so good, baby. Mommy loves the feeling of you sucking her dick. Be Mommy’s good little cocksucker. She has so much to teach you—cum-drinking and deep throat and ball licking—mmmmm. Suck it, baby.”
I’m sucking my stepmother’s dick!
Soon her twelve-inch cock was running a steady stream of precum into my mouth. I gulped it down as she lovingly stroked my head and called me “son” and “baby” over and over in a voice that got me rock hard.
“I can climax any time you want me to, Jerry. Do you want Mommy to cum in your mouth… son?”
“No, I breathed. “I just want to taste you a little more, get your dick good and slippery… so…”
“So—what, baby?”
“So you can fuck me in the ass… Mom.”.
“You’ve made me very happy, sweetie. Get on all fours and spread ‘em wide.”
My shemale stepmother got behind me on the bed as I assumed the position. I shuddered at the feel of her hot breath on my anal cleft. I gasped at the hot, wet feel of her tongue bathing my puckered anus. My mom was rimming me! I felt it start to loosen up and get all horny.
***
I got excited when I felt the young man’s asshole loosen under my tongue, as if him willingly call me “Mom” over and over didn’t turn me on enough. His moans and whimpers filled my ears. I had to fuck her stepson’s ass right now! I told him so.
“Yes, please, Mommy,” he whined. “Fuck my slutty ass with your big shemale dick. Fuck your horny son real good!”
I knelt between my stepson’s spread legs and touched the fat tip of my throbbing boner to his saliva-covered hole. My dick was slippery in my fingers from his spit. I was so excited by the notion of fucking my husband’s eighteen-year-old son that I pushed in my dick a little forcefully.
“Ow! Sherry!” he protested.
“Sorry, baby, sorry. Mom doesn’t mean to hurt you. Push down on your rectal muscles like you’re trying to take a shit and see what happens!”
A moment later all twelve inches of me slid easily up his butt. He groaned deeply with pleasure. My long cock was all the way up the boy’s ass and he was loving it. He began whining how good it felt in a girlish kind of voice. It turned me on to hear it, to hear my young stepson sounding like a sissy.
My plans are going perfectly!
“Oh, fuck me, Mommy! Fuck me, Mommy!” the teenager squealed.
It got me so horny to hear that. I would have to take me time but I knew that the big picture I had, ever since I married his father, would come to fruition soon enough. I thought I would try testing the waters a little bit even as I was fucking him.
“You sound like such a sexy girl when you say it like that, baby!”
“Mmmmm! That’s ‘cause you’re fucking me like I’m a girl, Mom,” he panted. “I love feeling like your girl!”
Perfect! Only in my wildest dreams…
“It turns on Mommy so much to hear you say that,” I moaned, fucking him harder and harder. “I think I could cum right away it I tried.”
“Mmmmm, yes Mom! I want you to cum. It would make me so happy!”
“Do you want me to cum up your ass, baby? Or—”
“On my face and on my tongue,” my teenage stepson panted. “I want to taste your hot fucking cum!”
He’s making this too easy! “Lay down face up, baby,” I instructed.
I pulled out of my stepson’s asshole and then straddled his chest when he lay down. His mouth and eyes were wide open as he looked up at me. I felt him beating off furiously as I pointed my slippery dick at his face and began pounding. I had purposefully not cum for three days, saving it up for this moment.
“I’m cumming, baby!” I gasped. “Get ready!”
“Give me your jizz, Mommy!”
My balls drew in on themselves, an intensely pleasurable ache that traveled from the pit of my groin and down the length of my cock. Even though I knew how much I could shoot, I was still astonished by the huge, white jet of spunk that arced through the air and splattered from his forehead to his chin to his cheeks. Most of my cum covered his lips and tongue.
He gulped it all down with ease, rapture on his face. He just barely got his mouth open again in time and I bent in and shot my second spurt all over his lips and into his mouth, half-filling it.
“Mmmm. Don’t swallow it, son,” I told him.
I bent down and plastered my mouth to his. I felt my third and fourth jets of cum spurt all over my hanging tits as I shared my cum with my stepson, our lips so sticky with cum meeting each other again and again as we shared the glob of semen like lovers, drinking it down together.
There's more to this story and a lot more content like it on my FREE Substack (https://auntcrystal.substack.com/p/transsexual-stepmom)!