Please read Parts 1 - 4 first so you don't miss one steaming minute of this raunchy mommy-son sex! The bottom of each part links to the next!
https://www.reddit.com/r/sexstories/comments/1fqv8he/stepmoms_sissies_part_1/

Part 5 starts from the viewpoint of Daisy/Chazz, and then to her mom, Louisa...

As I ate Mom’s pussy, Ed the biker kept fucking my asshole, and I felt the other biker’s mouth engulf my sissy clit one more time. The way I felt I’d be pumping cum into his mouth very soon. I also knew that as long as I could lick my mother’s twat like this, every guy in this bar could fuck my ass twice and I wouldn’t object.

I was exactly where I belonged, between Mommy’s thighs.

***

I was the happiest mommy in the world. My adorable, darling son was now my beautiful sissy daughter. She leaned between my legs, her large hot tongue lapping my vaginal folds like it was the sweetest ice cream treat in the world. Her hungry licking made my clit throb and my pussy juices flow. Sometime in my mid-thirties oral sex alone had become less likely to bring me to climax, but my Daisy’s eager tongue and the reality of my adopted child eating me out heightened every sensation. I couldn’t wait to cum for her, and I could tell I was going to!

In the delirium of sexual ecstasy rumbled a conflicted train of thought. The deeply perverse part of me wished that Daisy had been my actual child, and had come out of the vagina she was so contentedly licking. However, the mother in me was grateful we weren’t actual mother and son. The taboo against true incest was a heavy one that could eventually screw up my Daisy with regret. I loved her too much to wish that. But I loved what we had now!!!

Elena and I had to maintain the charade of true sisterhood, which had proven its advantages—the sight of us kissing and masturbating each other greased the rails for this appearance of child-on-mother cunnilingus. In our girls’ tipsy, carefree state it would take them to sexual heights they had never known. They might never again have such intense, wanton kinky sex as they were right now.

Elena agreed it was important she soon leveled with Pansy, because the fatherless eighteen-year-old was even more vulnerable than Daisy. We had to be sure our sissy girls knew how critical it was that nobody else knew we weren’t blood relations. Eventually my father’s estate would wind its way through probate and Elena would get the money I wanted her to have, taxes already handled. Then the secret wouldn’t be so important.

I smiled thinking we could mutually keep up the charade even after our girls were told. We could keep pretending it was all incest as long as we all knew the deep down core truth. I wanted my sissy daughter’s hard dick inside me as much as Elena wanted to couple with Pansy, but the truth would have to be revealed first.

At some point I’d also reveal that this afternoon was a setup. Ed, Kurt and Charlie were real, but most of the men here in the bar were professional porn actors who’d all been tested for STDs and presented me with clean bills of health—as had Ed and his pals. I wanted an unforgettable time for our girls but I wouldn’t compromise their safety. All of them were getting five hundred dollars for two hours of gangbanging.

I looked at my new daughter’s lovely locks as her head slid up and down between my labia. I was so thrilled her hair was already long to begin with; I couldn’t wait for it to grow out even longer so we could have it professionally styled. I had so many ideas for her, and I hoped she would be receptive. I hoped she would want to live as a young woman full time. I wanted to buy her expensive breast implants. I wanted to take her shopping and salon trips as mother-daughter. Most of all I wanted to make love with her every night.

And I wanted to make her my sex slave. That would be next!

That last thought pushed me over the edged. A knot of orgasmic fire kindled on my pelvic floor, contorting my vaginal and PC muscles. My feet and legs went rigid and the pleasure rolled like a tidal wave from my clenching twat all the way to the top of my head and the tips of my toes.

“Oh baby!” I screamed. “Mommy’s cumming! You’re making Mommy cum!”

Seconds later as I babbled and shuddered in the throes of my orgasm I heard my sweet Daisy grunt and cry and quake as she shot a load into the mouth of the porn actor who’d been chosen based on his reputation for blowjobs in shemale films. I made damn sure he wasn’t in any of the tranny porn I’d left for Daisy to find in that storage unit.

Maybe someday I’d admit that to her as well.

All in the Family

As I watched Daisy go down on her mom without any hesitation I looked into the gentle, loving eyes of my beautiful mom, eyes that wanted me—begged me—to go down on her gorgeous pussy. I tried to think of her as some hot woman who’d been pretending to be my mom all my life for whatever reason she would do that.

“There’s a lot you don’t know.” She just said that. Could it be…

My mom could have meant anything by that. So maybe I should just let wishful thinking take over and eat her out to the fantasy that she’s not me real mom? Maybe that was why she could have lesbian sex with my aunt… because they were only friends and not sisters? Either that or she was really mom and a serious pervert who loved sex with her own sister and her only son.

If that was where I came from, then what about me?

Aunt Louisa didn’t get off the hook either. She was the older sister so she should know better. Maybe that was the reason for her little pep talk earlier—to convince everybody this wasn’t wrong. I had to concede that she had been pretty convincing with her “family values” speech a few minutes ago. She sure convinced Daisy, who was deep into licking her moaning stepmom’s dripping snatch. I was a little drunk. It was hard to think.

Mom reached up and caressed my face. “You know I would never do anything to hurt you, don’t you darling? I promise you everything will be okay. I promise that. Can you trust me on that, Pansy?”

It hurt a little to look into the naked sincerity on her face mixed with a deep love and a passion I had long hoped to someday see on a lover’s face. I adored my mom so much. I didn’t want to disappoint her.

“There’s a lot you don’t know.”

Before I could debate it any further I lowered my tongue to my mother’s lovely cuntlips. I took in both the aroma and the flavor. Oddly the first flavor was the mild saltiness of sweat yet somehow sweet. I had braced myself for “fish” but if anything it was more like a fruit that had only a trace of sugar. Her shuddering moans convinced me to keep going. The more I licked the folds of her pussy and the more she writhed and cried out, the hornier I got.

I’m eating out my own mom’s pussy!

She moaned loudly what a good girl I was and not to stop. A savage, pleasurable shiver rippled through my body and I suddenly felt high instead of drunk. I had run track in high school, so I recognized it as a rush of endorphins like when an athlete hits a “wall” of pain and suddenly it stops hurting. Was it possible embracing this sex with my own mother released some kind of hormones that made me feel good? Could tossing aside guilt and fear allow me to feel good about pleasuring the woman I most loved in the world?

She continued to moan and groan and cry and even weep how much she loved me, and how badly she needed this, and how she would never ever let anything bad happen to me. And so I licked my mom’s pussylips, lapping up the steady trickle of salty-sweet cuntal juice.

Wanting to do everything I could I probed the lower folds of her inner labia and found the tight hole of her pussy. I was amazed how easily my finger slid up into my mom’s twat and I steadily finger fucked her while I licked her pussy. I was so gone in my lust for her I was less connected to the pleasure of Kurt’s huge dick pounding my asshole and another biker’s sucking mouth on my cock. I kept at it until Mom had cried out in orgasm.

Mom lay back on the pool table and I pulled off the Kurt’s boner to crawl into her arms. She held me to her sweating body, breathing hard and still shaking. She held me tightly and stroked my long hair.

“I love you so much, baby,” she cooed. “I love you and want to take care of you for as long as you let me.”

“Forever Mommy,” I murmured. “Forever.” And I meant it.

I was only then aware that Daisy was also in her mother’s arms. How long we lay there like that I will never know. She and I were sissy cousins in the warm and loving embrace of our mothers. What was left? Fucking them? I was totally up for it at that moment. If Mom had asked me to fuck her I’d have tried everything I could to get my cock back up one more time.

I became aware of Daisy moving and I cast a contented eye in her direction. I saw her smiling lasciviously at her mom and realized my little minx of a cousin wasn’t done yet.

“Mom,” she said. “I think there are ten guys here who haven’t gotten off yet. Would it make you happy to see me being an obedient, generous slut?”

“Unbee-lievable!” I moaned, but with a smile on my face. “She goes down on her mom, gets the fucking of the century, and she’s still not satisfied?” I winked to let my cousin know I was only teasing. The truth was I was still a little drunk and high as a kite on endorphins and sexual thrill.

“Pansy, the first rule of being a good sissy is you never leave a cock unsatisfied,” she grinned back. “You want our mommies to be proud of us, don’t you?” She hopped off onto the floor. Two bikers brought in the cocktail tables again so out moms could have front row seats.

I gave my mom a deep kiss and then propped up on my elbow. “Then I guess I’d better be a good cousin and help out, huh?”

My mom looked at me with such adoration. “Just when I didn’t think it would be possible to love you more than I do right now…”

“Ahem!” my sissy cousin announced. There she was bent over at the little cocktail table, arms braced and legs spread. “Are you coming or what, Pansy?”

“You mean,” I laughed, getting off the table, “Am I cumming again?”

Ten seconds after I had reassumed the position at the other little table, I shuddered as a beefy, slippery finger went right up my ass with no effort. “Mmmm, yes,” I moaned without looking to see who was back there. “Fuck me, Daddy.”

I looked over to see Daisy already had a cock in her ass and Ed had taken up position in front of her, getting the lube cleaned off his dick in a hungry blowjob. Kurt had moved in front of me wanting the same and I gladly opened my mouth to him. The lube was sweet and so was this slight tinge of flavor from my ass, so I sucked him like I wanted every bit of his cock juices in my mouth. Our moms sat on the edge of the table once again, sweaty and nude, their nipples still hard, and held hands as they watched us back in action.

At one point Daisy realized the men getting the blowjobs kept our moms from seeing the action so we all turned sideways. Two bikers stood back-to-back between the cocktail tables, feeding their hard dicks into our mouths as we bent over those tables. Two bikers fucked us from behind. It was perfect!

With Daisy’s cock-muffled moans to my left, and our moms playing with each other and watching the sissy orgy from the table, my last thought before fully giving myself to this wicked double penetration was what a deliciously perverse family I had.

I woke up in the back seat of Aunt Louisa’s BMW, which was moving at highway speed. I don’t exactly remember leaving the bar, but I do remember doing a final shot of tequila in celebration of the most amazing afternoon of my teenage life. I lay with my head sideways on Mom’s lap, feeling her softly stroking my hair.

I turned and looked up into her eyes. “Hi,” I said with a tiny smile.

“Hi back, pretty girl.”

I raised my head and saw a mostly desert landscape rushing past on the left and farmland to the right. “Where are we?” I sat up and looked around.

“Thermal, California,” Aunt Louisa. “The interstate is about six more miles. And then about an hour more to get home.”

Daisy sat up front, looking at her mom with such love. I knew she would do anything for her. Daisy looked back at me. “Are you okay, Pansy?”

“Yeah, Dais… I’m just… a little blown away by everything.”

She smiled at me with ruefulness but also a sort of cheer. “You don’t know—”

“Chazz—I mean, ‘Daisy,’” her mom warned.

“I know, Mom,” my cousin said. “Pansy, your mom has something real important to tell you.”

I looked at my mom, who pursed her lips and nodded tightly. There was a little apprehension in her eyes. “Baby, I need you to listen and hear me out all the way. I hope you can understand.”

“Understand what?” I fairly snapped, a little annoyed to be the last one in on whatever everyone else knew. Deep down I already had an idea.

“First of you have to know, baby, I made a promise to your birth mom never to tell you, not even after you’d turned eighteen.”

And there it was.

The thing was, even as she sat there explaining all of it to me, I still couldn’t help but think of her as my mom. She had raised me from a baby. In a way it was a huge relief because I’d been jacking off to fantasies of her ever since I was sixteen and felt terribly guilty about them.

Now I was just finding she was a devoted woman who at twenty-one had made a commitment to a friend on her deathbed to raise me as her own. Whenever I asked what happened to my father she had always answered—truthfully it turned out—she didn’t know who my father was. I had always assumed she had been some kind of loose woman but now I felt guilty for assuming that.

Now that I knew the truth a bunch of realizations came to me all at once—mainly that she had given up any hope of a normal, young woman’s life to raise me. Her relationship with “Aunt” Louisa had been her only real family, her only real lover in almost twenty years. What a sacrifice she had made for me!

I began weeping at how tough that must have been for her. “Nobody to love you.”

“Now, now, baby. I had you. And your aunt. It’s only a three hour drive between us and even shorter by plane. You know how she’s always visiting on weekends and during the week.”

“My aunt, yeah,” I sniffled taking the tissue Mom handed me and wiping my eyes.

That blew my mind almost as much. They looked so much alike, had been together since high school, and they’d put on this charade the whole time because Louisa’s father never formally adopted the younger girl. Worse, he’d been too superstitious to draft any kind of will as a middle-aged man. For the two young women it had started out as merely the fun of pretending to be blood sisters and intensely exciting in bed. When their dad’s private jet crashed two years ago, all of that playacting was the only guarantee Elena had of getting a real share of the estate without the IRS grabbing half of it.

“So,” Daisy said, unbuckling her seatbelt and turning around to face me, “basically this car is filled with consenting adults who are not related by blood who all have the hots for each other. Now we’ve all done it. And I’m not sorry one bit.”

Her mom frowned at her. “Daisy Carson, I want that sweet little butt of yours in that seat and your seatbelt on this instant!” she said tartly.

“Yes, Mommy,” she said. As she buckled in, Daisy looked back at me. “Now I don’t know about you, cousin. But I don’t want to lose a hot mom and a hot aunt and a sexy cousin over a bunch of stupid technicalities. You can call it all a charade, or a fantasy or whatever, but this is the only family I’ve known, and after this day I never want to go back to how it was.”

Her mom reached over to stroke her cheek. “I love you for that, baby. Me too.”

My mom—I couldn’t think of her as anything but—gently took my chin and planted a soft kiss on my lips. “Me too… Woody.”

I looked my mom, my dear sweet, sexy MILF mom for a long moment before I broke into a huge smile. “Fuck that. My name is Pansy.”

Then I leaned forward and crushed my lips to my mom’s mouth in a kiss that could only be described as incestuous.