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Stepmom's Sissies - part 3
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Please read Part 1 first and don't miss one hot minute of this mommy-sissy sex!
https://www.reddit.com/r/sexstories/comments/1fqv8he/stepmoms_sissies_part_1/

We start Part 3 from the viewpoint of Louisa, Chazz's mom, and then Woody, Elena's son...

“I see your dick is hard as can be, Woody. Do you love rimming your aunt? Do you love the taste of my asshole? Do you love being an asshole-licking sissy slave and a cocksucker?”

With great triumph I heard the muffled moan of “yes” between my asscheeks. My nephew was ready for the next step.

**\*

Aunt Louisa’s asshole!

Plenty of times I had beat off to close-ups of porn model asses and fantasized the anal pucker belonged to my aunt. I’d spent hours hypnotized by the photos and videos of sissies rimming dominatrix butt. Now I was licking a real woman’s asshole and not just any woman but Aunt Louisa! I was worried at first when she ordered us to do it, worried about grossness and stuff, but her butt looked as clean as any porn star I’d every beat off to.

Just in case I had held my breath when I put my tongue there and started licking, but the first thing I noticed about my aunt’s anal hole was the sharp salty flavor, like it was all sweaty. I started licking harder and harder when she threatened to use me as her toilet paper and that’s when the puckered muscle began to loosen up. A dank flavor, slightly sweet and slightly bitter, began to fill my mouth.

I’m tasting Aunt Louisa’s ass!

Oh what a dirty thought, what a dirty thing to do! But I didn’t have a choice, so I surrendered to rimming my aunt and tasting the flavors and being her sex slave. The idea started getting me horny: I was a helpless slave who’d do any perverted thing I was ordered. It deeply humiliated me to be excited by this degrading act—licking butthole and tasting ass and swallowing the musky-acrid flavor.

You love it! Yes, I love it!

For a brief moment I hoped she would make me her toilet paper. That’s when I got fully erect and moaned my abandon into her soft, round buttcheeks. I couldn’t help how turned on I was by my debasement, my degradation at the hands of my aunt and my very own mom who was corrupting my cousin by my side. When Aunt Louisa asked if I was nothing better than an asshole licking sissy slave and cocksucker, I truthfully answered, “Yes!”

Aunt Louisa turned around and sat in the chair she’d been bracing herself in. Her legs were spread wide and her pussylips glistened with exciting juices. My beautiful aunt’s pussy! It was all too unreal but it was happening. As afraid as I was how far they might take this, I felt so free at how low I’d just been dragged. Besides, my dick was pulsing it was so hard. Aunt Louisa too my chin and looked deep into my eyes.

“You love the taste of my ass, don’t you?”

“Yes, Mommy,” I moaned in surrender.

“If I asked you to be my toilet paper, you’d do it willingly wouldn’t you?”

My breath caught in my throat and so I had to whisper, “Yes, Mommy.”

“I can’t hear you, sissy.”

“Yes, Mommy,” I moaned aloud.

“Say it… no beg to do it. Beg so that your cousin can hear who you really are.”

“Please, Mommy,” I whined, burning with shame. “Let my tongue be your toilet paper. Whenever you want.”

“Oh, God!” I heard Chazz cry out between my mom’s asscheeks. The sounds coming from there sounded like he was licking bunghole as hard as I had been.

“How do you love the taste of my asshole?” my mother asked.

“I love it… I love it,” Chazz whimpered.

“Mommy,” she prompted.

“Yes, Mommy,” my cousin whined. “I love the taste of your asshole!”

“Are you also nothing better than an asshole licking sissy slave and cocksucker?”

“Oh, yes Mommy!”

“Your dick is hard isn’t it, sissy?”

“Yes, Mommy!”

My mom sat down in the other chair and brought her face up to Chazz’s. “Do you love the taste of my asshole enough to beg like your cousin did?”

Chazz was brick red with shame and tears formed in the corner of his eyes as he nodded. A huge, glistening drop of precum formed on his raging boner.

“They say it.”

“Please let me be your toilet paper, Mommy. That’s all I’m good for.”

“Well, you can’t. We want to able kiss our sissy daughters from time to time.”

Aunt Louisa exchanged a significant look with my mom. “I’d say that’s the end of their manhood, wouldn’t you, Sis?”

“Time to turn them all the way into our sissy daughters,” Mom agreed.

They must have had this all planned because they brought out a low portable table and set up a pair of lighted portable vanity mirrors. They had us kneel on the mirror side while they leaned across and applied heavy, whorish makeup. They told us to pay careful attention because we’d be doing our own makeup from now on. My hardon had not softened one bit the whole time and Chazz’s hadn’t either.

When our moms were finished, I was stunned as I looked in my mirror and my cousin’s. Both of us had already been androgynous, but the cosmetics our mothers applied to us had turned us into girls as hot as any I’d ever seen in school. Our dominatrix moms announced it was time for sissy lesson number two.

From a bag under Aunt Louisa’s bed they pulled out a plastic shopping bag that was filled with sexy lingerie. The talked us through putting on the bras and garterbelts and stockings, finally sliding on super stretchy, see-thru white nylon panties. The final touch were high-heeled pumps, which we both staggered around in for the first few minutes.

“Those are only three-inch heels,” Mom said. “We’re going to let you get used to walking in them before we get you in higher heels. You may thank us now.”

“Thank you, Aunt Elena—I mean, Mommy,” Chazz said.

“Thank you Mommy. Mommies,” I said.

“Good, follow us,” Aunt Louisa ordered.

They stood us in front of the huge mirrors that covered the sliding closet door. My mind was blown, and Chazz echoed my thoughts by softly saying, “Wow.” We were every bit as sexy as any of the shemales and sissies in Chazz’s porn collection. We had been fully transformed. Our dicks fully tented our panties, which had wet spots from the leakage.

“Meet your new selves,” my mom said.

“There will be no more male pronouns used in this house,” Aunt Louisa ordered. “You will not think of yourselves as he’s and him’s. You’re not men any more and you’re certainly not women. You are sissies. Our sissy daughters. Is this clear?”

“Yes, Mommy.”

“Excellent. Elena, have you picked a name for your sissy daughter?”

“Woody, you will now be called ‘Pansy.’”

“And my Chazz is now ‘Daisy.’ Do you like your new names, girls?”

“Yes, Mommy Louisa,” I said.

“Yes, Mommies! Very much!”

Aunt Elena’s smile turned wicked. “Now you have to earn them. Go bring those chairs over here and set them up together facing the mirror. About three feet away.”

One minute later we’d done so, and our moms ordered us to stand three feet from the backs of the chairs, bend over and steady ourselves holding the backs. That was when my mom got behind me and Aunt Louisa got behind Daisy and pulled our panties all the way down to our ankles. It was clear they’d carefully selected the underwear because when they ordered us the spread our legs the material stretched far enough for our feet to be far apart.

Our moms strolled into the master bathroom where much giggling issued. Soon they came out wearing—oh my god, they were wearing dildo harnesses, and the latex cocks attached to them looked to be at least nine inches long. Each of the sisters held a tube of KY Jelly, with which they coated the huge rubber dicks. Bent over the chair like this, my ankles more or less bound by the panties. I was so helpless.

My nervousness at the sight of the strap-ons was nothing compared to the shock I felt when my own mother got behind me and Daisy’s mother got behind her. All of a sudden I was grateful for the chair to hold onto because I felt dizzy. I swayed a little. Then I felt my mom’s slippery finger swirl around my asshole, gently rubbing it. I shuddered at the thought of actual incest!

“Is there a problem, Pansy?” Mom asked me.

“Mom,” I moaned. “It’s wrong. I’m your son.”

“No, you’re my daughter now. Or you’re about to be, anyway.”

“But, it’s still incest!”

“May be. But…” Aunt Louisa interjected turning to her sister.

It blew my mind when they kissed deeply as lovers, and my aunt’s middle finger slid right up into my mom’s wet cunt. I knew right then there would be no rules, just whatever these two sexy MILFs decided. It exhilarated me as much as it worried me.

My aunt broke the kiss, pulled out her finger and sucked my mom’s pussy juice off of it. “Incest is best. Isn’t it, Sis?” With that she began massaging her sissy cousin’s asshole with her forefinger.

“Mmmm-hmmm,” my mom said. “Loosen up her sissy hole.”

“Mom—Mommy,” Daisy said to her mother.

“Yes, baby?” she said, rubbing my cousin’s sissy hole more firmly.

Daisy moaned in pleasure before she asked, “Why, Mommy?”

“Because mother knows best. And this is the best, baby.”

With that my aunt slid her lubed finger all the way up her new sissy daughter’s asshole. She was rewarded with a groan that promised her eighteen-year-old sextoy stepchild would very quickly forget how wrong this all was.

***

I didn’t know what was weirder—being called “her” and “Daisy”, or having my own mother fingerfucking me.

Louisa is your stepmother!

It didn’t matter how I tried to deny it. I’d been calling her “Mom” for two years. She’d been very generous not only with gifts and even money, but she’d been equally giving of her attention and respect and affection. While I never forgot I hadn’t come out of her body, she was my mom in every other way. Calling her “Mom” came a lot easier than I was willing to admit. So it was especially weird she had her finger all her way up my ass and massaging my prostate.

“Does that feel good, Daisy?” she asked.

“Yes, Mommy,” I murmured, as horny as I had ever been.

I heard a gasp of delight and saw that Woody—Pansy—was now getting fingered deeply by her own mom. That had to be weird! Her actual mom! And yet my sissy cousin was moaning and whimpering like a bitch in heat.

“Are you ready to earn your sissyhood?”

“Oh, yes please, Mommy!” I cried. “Turn me into your slutty daughter!”

She pulled out of my ass and I felt the slightly cool rubber tip of Mom’s dildo rub against my tingling butthole. I shivered at the thought of what my mom was about to do to me that I was going to gladly accept. In that moment I wished it had been her asshole I had been licking earlier. Then I realized there would be many opportunities for that. I wanted to do it all—lick her pussy, rim her asshole, suck her toes and even fuck her beautiful cunt. I had no shame, only lust.

“Baby I want you to relax and take a deep breath. If it starts to hurt just bear down like you’re on the toilet and it’ll open up your anal muscles.”

“Yes, Mommy,” I sighed, suddenly delighting in the perversity of the incest, even if it wasn’t strictly the real thing. Hell, she was my only mom now, so it might as well be. “Fuck your sissy girl, Mommy. I want you to fuck me so much!”

The first few seconds ached so pleasurably and then the sheer diameter of the dick, at least an inch and a half wide, began to sharply pinch my rectal flesh. I gasped and whimpered in pain.

“Push, baby, push,” Mom breathed in my ear.

I beared down with my rectal muscles like I was trying to shit and suddenly I opened wide up. The dildo pushed deeply up into my anal chute until Mom’s hips were pushed against my ass and her soft, flat belly rubbed against the small of my back. I gasped again but this time in pleasure, breathing hard as Mom’s dick filled me up. I fantasized my mom was a shemale and she was fucking me with a real tranny cock. I moaned in ecstasy.

“Oh Mommy,” I breathed. “I love your cock in me. Please fuck me hard. Fuck your sissy girl so hard.”

“I intend to,” she hissed in my ear.

Mom fastened her mouth onto where my neck met my shoulder and starting biting softly and sucking hard enough to give me a huge hickey. At the same time she slowly pulled the dildo out of my ass until only the tip was in my sphincter and then she slowly, deliberately pushed it all the way back in until her tummy and her breasts rubbed against my back.

It was a raw, lewd feeling as that huge dick slid back and forth through my anus, the naughty friction of my rectal walls being caressed and plundered by the cock my mother wore. All of a sudden I understood why women cried out with passion when they got fucked real good. My mother was fucking me real good. I was her daughter, her horny little bitch.

I began crying out “Mommy” in between my gasps and cries of pleasure, moans that I couldn’t control. My looks had been feminized beyond recognition, and I was being fucked by my own mother’s strap-on dildo. I was happier and hornier than I’d ever been in my life. I steady drip of seminal fluid dribbled from my rigid cock, probably from my mom pounding my ass deep enough to milk my prostate. I was going to cum soon just from getting fucked.

I looked over at my cousin Pansy and was thrilled to see her face glowing with sexual bliss as her mom fucked her while her dick was also dripping precum on her chair too. She saw me looking at her and smiled seductively. She was just as weak and helpless with lust as I was. She blew me a kiss that I returned, and I hoped our mommies would want us to put on a sissy lesbian show for them. I wanted Pansy’s cock in my mouth, her cum.

“Mommy, I feel like I might cum,” I warned my mother. “Your fucking feels so good I can’t control myself!”

“You just cum then, Daisy,” she said kindly.

She reached around with her left hand and jacked off my hard dick, making me groan deeply. I felt her right palm cup right under my dickhead. I hoped I knew what she was going to do next. I cried out, shuddering like an earthquake as I pumped what felt like a full ounce of cum into my mom’s waiting hand, which she brought to my lips. Meanwhile she continued to fuck my sissy asshole.

“Hungry, baby?”

The smell of my jizz tweaked my nostrils, sharp and tangy. I’d smelled my own cum plenty of times from a distance when I jacked off, never forgetting that time I’d brought a handful to my lips but chickened out before I’d licked up much. There had been a hint of an acrid, salty flavor but I hadn’t the guts to dive in.

Now I couldn’t wait. I lowered my tongue into the pool of semen in my mom’s hand and deliberately lapped up at least a teaspoon full. It was so strong and musky I almost gagged but I forced myself to hold it in my mouth. I got used to it and found myself savoring the thick, stickiness and the salty-sweet bite. I swallowed it down and lapped up even more, slurping it down. I pressed my lips to my mother’s palm to smear my jizz onto them and then turned to my cousin Pansy to blow a sticky kiss.

She looked back at me in awe.

“Want to kiss your sissy cousin?” her mom asked.

“Yes, Mommy!” Pansy squealed.

I leaned toward her and she leaned toward me and we kissed passionately, savoring the spunk on my lips and tongue. Pansy began whimpering and I saw it was because Aunt Elena was beating her off into her waiting palm. The force of my sissy cousin’s orgasm pulled her away my mouth, which was just as well because my mom was still fucking me deeply and I wanted to lose myself in the feeling.

“Time to finish cleaning up my hand,” my mother said.”

“Yes, Mommy,” I sighed, looking at her with adoring eyes.

I lapped up the remaining jizz from my mom’s palm like a little kid licks the bowl that cake frosting is mixed in. Soon her hand was completely clean but my mom didn’t take it away. Instead she folded in her fingers except for her forefinger—the one that her been up my asshole.

“One more thing to clean,” she smiled, still slowfucking my ass.

“Yes, Mommy,” I wept with joy, thrilled at how much she was making me hers.

I gladly closed my lips around the fragrant digit, and sucked the musky smell off of it. It was surprisingly sweet from the lubricant and only a little acrid. I supposed I had gotten lucky because I know that I would have done anything to please Mommy. I mewled with satisfaction at my debasement at the hand of my mom, and I was ready for whatever she wanted to do to me.

Family Outing

Louisa and I sent our sissies to go take a bath together in the monster sunken tub my sister has in her bathroom. We ordered them to use bath salts and moisturizer, and to scrub each other well. They had our permission to hug and kiss, but nothing overly sexual. My adopted sister and I stood in the bathroom doorway, and we watched our sissy sons locked in a deep French kiss in the middle of the tub. With a wink I took her hand and led her out to the bed to wait for them.

“I’ve been dying to make some serious love with you ever since we got here.”

“Me too,” my sister smiled, “so just think of how good it’s going to feel when we get to do it like we planned.”

We pulled our naked sweaty bodies together and kissed deeply, taking advantage of our privacy.

“I can’t wait to see the look on their faces when they see us get into heavy lesbian action—lesbo mommies!”

“It’s kind of hilarious when you think about it,” Louisa chuckled, lowering her voice conspiratorially. “The appearance of incest all the way around here and not one of us is actually related by blood.”

“True, but I’ve always thought of you as my real sister.”

“Me too, my beauty.”

“And Woody—Pansy, I mean—h-she… I’ve been the only mom ever she ever knew. I promised the real mom not to reveal the adoption, but…”

“Yes, I know, you want to fuck him—her.”

“And not just with a dildo. I want Pansy to fuck my pussy with her cock. I want to give her a blowjob and sixty-nine with her. I want everything a real mom shouldn’t do with her child.”

“If this goes the way I think it will,” she said, “our sissies will be so fully cured of shame we can all fuck as much as we all want and nobody will feel bad about it.”

“I guess,” I said, kissing my sister back.

“Look, if Pansy ever gets too wrapped up in guilt, then you can tell her the truth. Explain that you promised to keep it a secret. She’ll be so happy she can make love to you without shame she’ll fuck your brains out.”

“I hope so.”

For the next ten minutes we soul kissed, stroked and fingered each other while we discussed our plans for the afternoon. This would be Phase Two for our sissies, where their inhibitions would be further whittled away. Over the next few days their sexual restraint would be systematically stripped from them until they became fully sexual creatures content to serve us and live for our mutual pleasure.

We heard the tub start to drain, which was our signal to get up. Louisa and I would take brief showers while our sissy daughters put on fresh makeup and dress in the sexy clothes we’d set out for them.

“So… we’re all set at the bar?” I murmured in my sister’s ear before our slavegirls came out of the bathroom.

“Oh yes,” my sister smiled. “And it’s going to be even better than we planned!”

An hour later, we drove eastbound on Interstate 10 toward Palm Springs in my sister’s BMW. Louisa drove while I sat in the passenger seat. Our sissy daughters sat in the back seat wearing miniskirts, tight Lycra tops and three-inch leather sandals. Underneath they wore lacy, white satin three-piece lingerie with silk stockings. As I took my sister’s hand, I loved the amazed looks on our girls’ faces from seeing us do that. I smiled to myself thinking what we’d be showing them later.

“If you sissies are going to be any good in your new life,” Louisa said, “you need experience being out in the world as your girly selves. Today we’re going to combine that experience with a tour. Daisy had already planned to show Pansy around, so why don’t we all do it together as moms and daughters? Right, baby?”

“Yes, Mom,” Daisy said.

“I think we should start with the Salton Sea.”

In the middle of a stark, arid flatland, Louisa left the interstate. She turned onto a highway that ran through a haphazard patchwork quilt of crops and wedges of desert encroaching this valley. It was desolate yet somehow beautiful. It was also very hot, which was part of the reason all of us were dressed in very revealing clothes.

“Tell Aunt Elena and Pansy about the Salton Sea, Daisy.”

“Well, for one thing it’s two hundred feet below sea level, almost as low as Death Valley. Also, it’s a manmade sea.”

“Daisy,” Louisa interrupted, “this is a good opportunity to practice your girl voice. We’re not staying in the car the whole time so you better be able to interact as a girl. Use the trick on the website I showed you a while ago.”

“Yes, Mommy,” her daughter said, sounding much more feminine. “So anyway, it’s not a natural sea. A hundred years ago they dug canals from the Colorado River, eighty miles east, all the way here, so people could farm. But there was a flood that broke through the canals. Sent a lot of water that filled up the whole dry lakebed, five hundred square miles.”

“That was very good, Daisy. Both the information and your girl voice.”

“Thank you. Mommy,” smiled my sissy niece.

“Now, here’s a bit of history you don’t know. Eighteen years ago before I got serious about my career, I used to hang out with Coachella Valley bikers.”

“Where’s Coachella Valley?” my daughter asked.

“This,” my sister replied, gesturing to the terrain outside. “Anyway, there’s a funky biker bar on the western shore of the Salton Sea. The drinks are cheap, the crowd is friendly—if you’re a hot woman—and it gets pretty wild.”

I smiled to myself remembering what it had been like back then. “Wild” was a massive understatement for what it had been like, and for what would happen today.

**\*

Part 4 is coming, my sexy babydolls! How much naughtier can this get? You'll see!

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