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SissyMandy - Sherry's Cuck - Part One

"After using me as a sex toy, Sherry lays down a new set of conditions"

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Author's Notes

"Hi Mandy fans... Sorry it's been a while, but stuff happens in real life. This is a long chapter, but an important one in Mandy's life. <p> [ADVERT] </p>Therefore, I'm publishing it in two parts. Part two will be submitted as soon as part one is approved. ~~ Enjoy!"

Mistress has a magical way of calming me when she's pushing me into doing something I would never do on my own. She's already pushed me so far down the sissy rabbit hole, I doubt I will ever find my way out. Some would call it forced feminization, but I guess it's not really forced if I've consented to all of it.

Not that it matters if I feel forced into it or not, because Mistress knows that eventually, I'll always consent. And so it was this morning when Mistress introduced me to the kinky world of bondage. She knew I'd submit because she's been grooming me for it for the past few weeks.

She calmed me to the idea by showing me light bondage hypno-videos at first. Then every night, they kept getting more and more explicit. As I began accepting the images as normal behaviors, Mistress kept suggesting that it might be fun for us to try it sometime. On top of that, I text with my sissy-sister Marci a lot. She's always telling me how much she's into bondage, and that most of her sissy friends are into it, too.

So when I woke up this morning, still in a euphoric state of mind after feeding on dick the night before, Mistress knew I was ripe to be taken. By the time Sherry came home from an all-night lesbian date, Mistress already had me blindfolded, gagged, and bent over the bed with a vibrator buzzing in my ass. This excited Sherry so much that she ran to their bedroom to get her strap-on. For the next hour or so, I was bound so tight I could barely move, while Mistress and Sherry took turns with my ass.

The best part was afterwards, when they unlocked my clitty. Sherry sucked me off while Mistress sat on my face! Holy… fucking… shit…!

I'll submit to anything Mistress wants if she allows me more experiences like that. We then got into some very heavy three-way kissing, with Mistress kissing me in ways that for a brief moment or two, she wasn't my Mistress, but my lover.

I didn't want that moment to end, but like everything, eventually it did. Mistress quickly reasserted her dominance over me by promptly locking my clitty, and keeping the key. She did promise, however, to unlock me again if I continue to be a good little submissive for her and Sherry. She then left to take a shower, leaving Sherry and me kissing by ourselves.

~~~~~

"Wow, babe," Sherry giggles, "Eleven o'clock in the morning feels like eleven o'clock at night."

"I know, right…? I wasn't expecting to have a sex romp like that so early in the morning."

"Oh, baby… you looked so hot all tied up like that. I'm amazed at how receptive you're becoming since Brenda had you bred at the sissy resort."

"Well, you haven't exactly been around all that much, you know. I only see you for a few minutes in the mornings before I go to work, and you're always gone when I get home."

"I know, babe, I'm sorry I haven't been here for you. It's just that having all this sexual freedom is so wonderfully new to me that I've gone a little overboard with my hotwife dating. I'm starting to figure out how many regular partners I want to sleep with now, so I think I'm about ready to slow it down a bit.

"And you know…? After all the catting around I've been doing, I've realized that the person I most want to have an exciting sex life with… is you… followed by Brenda. Everyone else is just fun sex to me, but you two… I'm in love with."

"That's good to know," I sigh. "I got worried about us when Mistress told me how many hotwife dates you've been doing."

"What were you worried about, honey? You know I'll always love you with all my heart and soul."

"I guess what worries me is I'm afraid that we'll never have the same relationship we had before Brenda moved in with us."

"Well, sweetheart, I'm afraid our old relationship is dead. It died months ago. We'll never again be like we were, and why would we want to? You know our marriage sucked. We both knew it."

"You weren't thinking about leaving me, were you?"

"No babe, I never did, and I never will. Wedding vows are forever. But I was so scared for us when we found out we couldn't have kids. We weren't having fun anymore. Sitting around in the living room watching TV every night is a shitty existence. And because we hardly ever talked, our sex life just died. I was stuck alone in this house all day, and it was driving me fucking crazy."

"How did you cope?"

"Well, it's pretty obvious by now that I'm attracted to other girls, so I started having lesbian affairs during the day, while you were at work. You'd be surprised at how many housewives are closet lesbians. Once word got around that I was in the market, so to speak, I was in bed with a girl two or three times a week. I told myself I wasn't cheating on you, because I was only doing it with women."

"How many girls were you doing it with?

"Ummm…. let's just say there are many."

"And that's how you met Brenda?"

"I met Brenda through one of my lesbian friends. I didn't expect to fall in love with her like I did, and I never intended to get in bed with her boyfriends. But once I did, I knew that I had definitely crossed the line into cheating territory.

"God… I was so worried about it that I couldn't think straight. Brenda told me the only way to stop worrying about it, was to tell you about it. For better or worse, we knew we had to get everything out in the open. That's why we let you catch us in bed that night when you came home from work."

"Shit, I remember that night," I recall. "I was so fucking pissed at first."

"Yeah," Sherry giggles, "you were pissed until we fucked you."

"I know," I kinda laugh, "I don't know why I let you talk me into it."

"It was Brenda's idea. She saw us at a party about a year ago, and the moment she saw you, she knew you were a sissy. She's had her eye you, babe, and she's wanted you for herself ever since. She also knew the reason our sex life sucked so bad was because we weren't living our natural roles. So at least now, we know that I'm a hotwife, and you're a sissy."

"Maybe she's right, cuz look at me now. It seems like every day, I feel more like Mandy, and less like Mark."

"That's my point, babe. She is right. You are more Mandy than Mark. I connect with Mandy in ways I never could with Mark."

She's getting me confused. In my weakened state of mind, after they've just used me like a sex toy, my resistance is almost non-existent. My sissy brain is soaking up everything she's saying as my weak, rational brain tries to resist.

"So… w-what do we do now?" I ask in my confusion.

'Click'… she snaps her fingers, the way Mistress does when she's giving me an order.

"Well, you know we've both changed, sooooo…. you're probably realizing that things can never again be like they were, aren't you?"

"Yeah, I guess that's pretty obvious."

'Click'… she snaps her fingers again.

"Yes, it's very obvious. It's obvious that we need a very different marriage arrangement. One that fits with who we are now."

"What kind of different do you mean?"

'Click'… "I've been giving it some thought, babe. You know your tiny cock a serious flaw in your manhood, but isn't your fault. And I've never held it against you, have I?"

"No… and I've always been grateful for that."

'Click'… "But at the same time, a woman needs her cock. Now that I know what it's like to get good cock, I'm never giving it up."

'Click'… "You love cock as much as I do, don't you?"

I just stare at her with a blank expression as my confused brain tries to process what she's telling me. My ass, still throbbing after an hour of strap-on abuse, knows she speaks the truth. My mouth, salivating as I remember all the cocks I sucked last night, also knows it's true.

She keeps clicking her fingers like Mistress does, taking me into a trance-like state of mind where I become submissive to any suggestion.

'Click'… "Well…?" She breaks me out of my stupor. 'Click'… "Do you love cock?" 'Click'… Or don't you?"

"Y-yes, of course I do," my sissy brain responds. "It's all I think about sometimes."

'Click'… "And of course, since we both love cock so much, you're probably more of a girlfriend to me than a husband, isn't that right?"

"Y-yes. I know I'm not a very good husband."

'Click'… "In fact, Mandy, you're not much of a husband at all. Not in bed, anyway. 'Click'… I've always suspected that you were a sissy." 'Click'… "You were never like the other boys when we were growing up. You were always so kind and gentle, more feminine than masculine, and now we know why."

'Click'… "And that's what I love most about you." 'Click'… You've always been a great companion to me, my best friend since fifth grade. I'll never want to give that up."

'Click'… "But a husband…? No, not anymore. I want you as a girlfriend, not a husband."

It takes me a minute to respond to that. A few minutes ago she said marriage vows are forever, and now she doesn't want me as a husband? But she wants me as her girlfriend? Did I get that right?

"Y-you mean," I mutter, "l-like me being… M-Mandy all the time?"

'Click'… "Yes, Mandy, except for when you go to work and when we have family functions. You're so much happier as Mandy." 'Click'… "Your pathetic penis is of no use to me, or any other woman, for that matter." 'Click'… You know that," 'Click'… "don't you?"

"Yes…" I shamefully admit, "I know I'm happier as a girl. I know I'm better in bed as a girl. I wish I had a cunt, cuz sometimes I think I really am a girl."

'Click'… "You're not a girl, Mandy, you're a sissy, and a very beautiful sissy at that." 'Click' "I want you to be a total sissy." 'Click'… "A total girl at home," 'Click'… "my lesbian lover at home." 'Click'… "I have no use for your cock." 'Click'… "but your tongue," 'Cilck'… "your sissy tongue can satisfy me, baby." ''Click'… "We'll train your tongue to satisfy me and my friends," 'Click'… "I'll teach you more about everyday girl stuff, like makeup and clothes."

'Click'… "Wouldn't it be fun going out on dates together?" 'Click'… "Like two hot, hungry bitches, on the prowl for cock?" 'Click'… "Wouldn't it be fun to get in bed together with a man," 'Click'… "and get fucked together?" 'Click'…"On the same bed?" 'Click'… "By the same cock?"

'Click'... "What do you think, sweetheart?" 'Click'… "Would you like an arrangement like that?" 'Click'… "You and me?" 'Click'… "Married girlfriends?" 'Click'… "What do you say?" 'Click'… "Do you think you could be my girlfriend…?" 'Click'… "Instead of my husband?" 'Click'… 'Click'… 'Click'…

Sherry's becoming as clever as Mistress when it comes to manipulating me. She's got me totally mesmerized with a million tempting possibilities, just like Mistress does when she's pushing me into something. She easily bends my weak little bimbo-brain to accept this new marriage arrangement. I don't even think about it before I consent to it.

"I think I'd like to at least try it," I say, as if I'm actually making a free choice. "What else can I do? I do love cock, and I wanna do everything I can to make you happy."

"You've just me very happy! All you gotta do is be your natural, sissy self. We'll start by taking a girlfriend shower together when get ready for our date tonight!"

Knowing she's just manipulated me into accepting an arrangement of her liking, she rolls over on top of me and overwhelms me with her femininity. Using her nipples to nurse me, she then whispers hypnotic suggestions that make it impossible for my sissy brain to ever back out of the situation I've just agreed to.

With my ass still throbbing after an hour of bondage, sucking on her hard nipples puts me in a heavenly state of mind. Once Sherry firmly implants the conditions of our new arrangement into my mind, she straddles me and rubs her pussy in my face. She moans with a dominant female passion as I submissively writhe under her, eagerly lapping up the sweet nectar secreting from her depths.

~~~~~

We lie in bed kissing and cuddling for the longest time after that, until Mistress comes in and interrupts us.

"Hey, you two lovebirds… I'm taking off for the rest of the day, and probably all night."

"Where ya going?" Sherry asks.

"Janie and I are going shopping, then we'll go to dinner and see what happens after that."

"You know what's gonna happen, Bren," Sherry laughs, "you two are gonna be sixty-nining all night long."

"Shit, bitch," Mistress laughs and jumps up on the bed, "I can't keep anything from you!"

"I know you too well, you slut," Sherry snickers.

"Fuck you, bitch," Mistress playfully gives her the finger. "Of course I'm a slut, I'm living with you, aren't I?"

"Oooo… great comeback," Sherry laughs. "Well played, Bren, well played."

"It just goes to prove who's the cleverest bitch around here," Mistress chuckles. "But seriously… you two have fun tonight, okay?

"Mandy, don't forget to take your sissy pill, and make sure you clean yourself out real good before you go. Keyshawn only fucks bareback, and he won't fuck a sissy unless she's squeaky clean."

"I'll be clean, but I'm not his sissy, I'm you and Sherry's sissy."

"When a man has his cock in your ass… subby… you're HIS sissy, until he's finished with you.

"Anyway, it's proper etiquette for a sissy to be plugged when she's on a date, so I bought you a special date plug last night while you were in the glory hole room gorging on cock."

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My eyes open wide as Mistress hands me a petite, chrome-plated butt plug, with a sapphire jewel on the end that matches my belly ring jewel.

"Stick this up your butt before you leave. It's designed for comfort, and it'll constantly remind you of why you're there."

"Now, my two beautiful lovers, have fun getting to know each other again!"

~~~~~

Great sex can really satisfy the soul, but it does nothing to nourish the body. After indulging in sex instead of breakfast, Sherry and I are famished as we go into the kitchen to get something to eat. We're disappointed to find our refrigerator lacking the bare essentials needed to fix much of anything.

"Oh, wow," Sherry says as she scans the empty fridge, "I should have gone to the grocery store this week."

"Well, it's not like you've been home enough to see that we've run out of just about everything."

"I know, Mandy, but since you and Brenda work every day, it's my job to be the homemaker, and I've let you down. I really need to cut down on my hotwife dates and pay more attention to what's going on here at home."

"You wanna just go out for breakfast?"

"No, it's way past noon already, and Keyshawn is expecting us by seven. There's a couple eggs in here, and I'll make some toast to tie us over. After we get ourselves all dolled up, we'll go out for a nice dinner. A girl needs a full stomach when she's with her stud."

"I'm not going into a restaurant dressed up like a girl!"

"I don't care what you want… Subby!

"Listen, bitch, and listen good. Just because we're girlfriends now instead of husband and wife, it doesn't mean that you'll ever be anything more than a sub to me and Brenda. We truly love our sub, but we won't hesitate to punish her if she tries to get sassy with us. It's for your own good, darling, so you might as well get used to being in full-time female mode, because we'll never let you be a man again. Is that clear?"

"Yes, Mistress," I submit with a pouty face.

She warmly embraces me as she explains, "You don't have to call me Mistress, babe, you just have to respect that I own you as much as Brenda does. I'll treat you as an equal girlfriend, but your place in this household has already been established. Accept it and enjoy it, because we're treating you to a sex life that most 'real' men can only dream about."

As we eat our light breakfast, Sherry tells me she's sorry she had to put me in my place, but that it's necessary to discipline a submissive when she's getting out of line. I tell her I've accepted my place in the sexual hierarchy, but I'm so afraid of someone we know recognizing me if I go out in public dressed as a female.

Sherry says that in a big city like Sacramento, the odds are very low that anyone we know will ever see me cross-dressed. She then assures me that when I'm made up as Mandy, I don't look anything like Mark, so even if we did run into someone we know, they probably wouldn't even recognize me. I'm not as confident about that as she seems to be, but I have no choice but to go along with her.

~~~~~

After breakfast, we spend a delightful hour soaking together in a tub of aromatic bubble bath before rubbing almond-scented moisturizer into every pore of our skin. It's so wonderful running my hands all over Sherry's soft body and appreciating her beauty.

Before Brenda turned me into a sissy, I never saw her like this because I was always trying to prove the manhood I never had. Now I'm able to see her as the beautiful goddess she's always been.

We lie on the bed after that, painting each other's toenails and kissing each other's feet. When it comes time to do our makeup, Sherry lets me watch in the mirror as she makes up my face the way she wants me to look.

I thought I did a pretty good job doing my own makeup last night, but Sherry's work puts mine to shame. All I can do is stare into the mirror and watch Mark's face fade away as Sherry creates the most beautiful Mandy face I've ever seen. It's way better even than anything Mistress has done.

Just when I think she's finished, she glues on some wispy cat eyelashes that give my eyes a seductive look that I instantly fall in love with. As I'm gazing at myself in the mirror, Sherry glues glittery nail extensions on my fingernails to complete my glamorous image.

"There you go, Mandy-girl," Sherry says as she fits my blonde wig over my boy hair. "Any man would be proud to have a date with a good-looking girl like you. I know I'll be proud to go out with you anytime."

"M-my face… it's beautiful. How did you do that?"

"Don't worry about how I did that, sweet-babe, cuz you'll be doing it all by yourself, after I teach you how. Go into the bathroom now and clean your pussy real good, while I get myself ready.

"I'll lay the outfit I want you to wear on your bed. I want you to wear your c-cup falsies to dinner, so you'll look the part of the well-built, sexy girl I want to be seen with in public. After dinner, you'll change into a crop top blouse and one of your new Vickie's Secret a-cup bras, so you can show off your pumped-up titties and sexy belly ring.

"You know I'll be offering your ass to my man as a gift, to use as he pleases. Does that excite you?"

"Yes it does," I giggle, "it excites me very much."

"It excites me too, sweetheart. I wanna see the little slut Brenda has created."

A smile plays on my lips as I clean out my pussy and lube it up before inserting my new 'date plug'. There was something very erotic in the way Sherry just called me a slut, the way the words so naturally flowed out of her mouth, and the way my sissy brain so readily accepted it.

With my butt still throbbing after my violent bondage fuck this morning, sliding the cool, comfortable plug up inside me is yet another realization of how much my ass is becoming my dominant sex organ. I'm again reminded of it when I check out my rear in the mirror and see a bright red welt across my cheeks from where Mistress caned me. It still stings when I touch it.

I feel so giddy in the bedroom as I slip into my new Vickie's Secret panties and pull my nylons up over my smooth legs. The weight of my c-size falsies in my bra cups feels so sexy! I'm wearing my glitter-gold mini-skirt tonight, same one I wore for Rob when he bred me the first time. My clitty swells as I think about getting bred again tonight by a big black cock… in front of Sherry!

"Hey… hot bitch," Sherry comes into my room all giggly, "ready to be a hot bitch with me?"

I'm just zipping up my black leather 'fuck me' boots as I look up at her and just grin with anticipation.

"Your subby is ready, ma'am!" I say with excitement.

Words can't describe how we both feel as we head out the door. I feel privileged when she tells me to sit in the front seat with her after I open the back door of her car like I've been trained to do. Sherry takes me in her arms and plants a big kiss on my lips as I scootch next to her.

"This is the first night of our new marriage, babe. I've lost my husband, and I've gained a girlfriend that I love even more!"

~~~~~

All through dinner, we connect like we haven't connected in years. We're sharing the intimate details of our tiniest thoughts, about stuff we'd never even talked about before. Sometimes we just sit and stare at the happiness in each other's face.

We naturally start talking about sex, telling each other the things that turn us on the most, and the things we're not that crazy about. Sherry shocks me with how openly she's sharing the intimate details of her new sex life, and I realize that we've basically been travelling on two separate paths the past few months.

She tells me that she's been getting ass-fucked a lot, but it's not something she enjoys all that much. This is good news to me, because sissies love to be ass-fucked! I'll gladly take her place when our date wants the anal pleasures that I'm beginning to crave more and more.

We discover that we're both equally addicted to cocksucking, and talk about getting on our knees to worship cock together. Sherry admits she's not that good at deep-throating yet, and I tell her it's fun to learn 'on the job'.

We both giggle about the positive influence Brenda has been on our sex lives. I feel comfortable enough to ask Sherry a few things I've been wondering about Brenda, things I haven't felt worthy enough to ask Mistress myself. I don't know where she works, or why she always seems to have so much money. I don't even know how old she is.

Sherry is more than happy to fill me in. I find out that Brenda is thirty-nine, fifteen years older than we are. She's supposedly a very successful stock and futures trader for a major bank, which explains why she goes to work so early. The stock market opens at six-thirty, California time.

She's an only child, whose parents left her a hefty inheritance when they passed away a decade ago, which explains why she always has so much money. No wonder she's spent a small fortune on my sissy stuff without even batting an eye.

Sherry says Brenda owned a luxury condominium when they first met. She always took her there for sex. Brenda talked to her a lot about the lesbian lifestyle she was getting into, and about Brenda's obsession for sissies. Brenda's also heavily into black dick, but she'll take a lesbian over a hung black man every time.

After they fell in love, Brenda told her of her obsession to turn me into her sissy. The two of them then hatched a plan to seduce me into becoming their sissy, their sex slave, and basically, every man's bitch.

It should have upset me to hear about how they've played me, but it didn't. I'm so in love with both of them, and so addicted to cock now that I'm glad they did it. I feel wonderful being with Sherry as her girlfriend, and with the makeup job she did on my face, I'm feeling very comfortable being dressed in public.

As we're walking out of the restaurant, I notice a few men staring at us, and it feels so cool to know I'm attractive to them. I feel so pretty with my makeup on, and that makes me happy. And the way those men are looking at me makes me so very horny.

I feel the plug in my butt, and I wish it could be one of their dicks. I'm giggling inside as I wiggle my sissy ass for them, chuckling at the fact that they have no idea there's a caged clitty inside my panties.

~~~~~

When we get out to the car, Sherry drives to a dark, secluded part of the parking lot so I can change into my sissy bra and crop top. Naked from the waist up, Sherry becomes obsessed with my titties and lays me across the front seat to suck and bite on my pumped-up nipples. Surprisingly, most of the soreness from the new piercings has gone away, and what little pain there is turns me on as I writhe under Sherry's dominance.

"Holy shit, babe," Sherry pants as we sit up after she's sucked on my nipples a good ten minutes, "you are so fucking hot!"

I'm basking in sissy ecstasy as Sherry french-kisses me for another five minutes. When she finally lets me put on my bra, she fits my sissy collar around my neck and attaches my leash.

"Okay, sweetheart," she tells me, "girlfriend time is over. The rest of the night, I'm your hotwife Mistress, and you're my slutty little bitch. That's how I'll treat you when we get to Keyshawn's condo. Just remember, this is all a sexy little game we'll play when we go out like this. Always know that I love and respect you with all my heart and soul."

"I know you love me, Sherry, and I know my place. I'll be your sissy-slut, to be used as you see fit."

She hugs me tight me and buries her tongue in my mouth again as I grab onto her tits.

"Oh… god-dammit, Mandy!" she squeals as she grabs my hand and puts it inside her panties. "You dirty little whore! Feel how wet I am because of you!"

"Oh… God…" I moan as I run my finger between her slippery wet lips.

"Finger me, babe. Finger me all the way there!"

~~~~~

On our way to Keyshawn's condo, Sherry and I are probably having the most fun we've ever had together. She's got her legs spread so far apart as I'm fingering her, I don't know how she's still managing to drive the car. At one point, I have to stop the fingering and just rub her pussy after she swerved and almost hit a parked car.

"Careful, babe," I caution her, "we don't wanna get into an accident."

"What's the matter, Mandy?" she laughs. "Afraid we'll have to call the cops and you'll get caught wearing sissy clothes?"

"No… I just don't want to wreck the car."

"We won't wreck, sweetie, cuz we're homing in on cock. I need one, like really bad."

"Yeah… Cock!… I hope Keyshawn has a big one."

"Oh… he does, babe. You have no idea. I'll be sharing him with you… after he fucks me first."

I'm still playing with her pussy when she stops in front of the gated entrance to an upscale condominium complex. Sherry can't stop giggling as she punches some numbers on the keypad and squeezes my hand as the gate opens.

"Key's condo is way in the back," Sherry says as we drive through a maze of buildings, "which is good. He'd rather his neighbors not see who comes and goes."

"Wow, these are ritzy condos. He must have money."

"I don't know where he works, but he's definitely not poor. I know he rents Daryl out all the time, and she's not cheap, from what I understand."

"She's a high-class whore?"

"Very high class. Pay attention to her, darling, she will teach you a lot."

I'm wondering what Sherry means by that as she pulls into a parking space. "Here we are, Mandy. This definitely won't be the last time I'll bring you here."

Jerking hard on my leash, she laughs, "C'mon… bitch!"

"Once we get in there," Sherry tells me as we're walking up to the door, "you'll be treated as nothing more than an owned bitch. Just remember, it's all a game. Make it fun, and it will be."

The hot stuff happens in part two!

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Written by Jilluvscox
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