Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 41 by Minski Minski

To your work day

Receptionist - Cucking the Billionaire.

Your morning at the reception desk runs smoothly and without unusual events. Granted some people might call the habitual kissing and hugging and groping by visitors and workmates – unusual, but you really don’t. Not any more, you’re not just used to it, you more than appreciate it.

You have ample spare time to reassess some more for your lunch date. You’ve had a vague idea about cuckolds when you were a man, but of course, tough Alpha male that you were, you never would have allowed yourself to even look into that more. You snicker. You have enough distance to Alexander at this point to look back at his self image with objectivity and it doesn’t age well. You were an insecure little man, most of your sexual encounters were awkward and/or paid for. You penis was – no need to deny it – quite small and your sexual stamina less than stellar. With your female experience you honestly doubt, Alexander ever managed to satisfy a woman. And you enjoyed watching, strip club regular and porn aficionado that you were. To summarize: you were more or less a prime candidate to become a cuckold… your sharp laughter fills the lobby and you only barley find it weird how little respect you have for the man you used to be. You click on the picture of a tiny dick in a metal chastity cage and imagine your former self naked, wearing one of these. The thing excites you enough to make you touch yourself. You're not sure how much of that excitement is your male side, agreeing he should have been this or your female since who just enjoys men like Alexander put down to their place.

Then you imagine your current real life cuck in one of these. You think it would suit him. You wonder why he’s not wearing one. Of course there are all kinds of different cuck scenarios, not all involving **** chastity, but for one so deep into the lifestyle as him it would fit. Maybe because he doesn’t have a single hot-wife but a bit of a harem, no one to hand the key to? If this goes somewhere, you may want to do something about that…

You smile and keep touching yourself, not caring about whether the people entering the lobby notice, until you’re shadowed by the hug figure of your lunch date.

You jump a little and look at the clock on your computer. Time flew by this morning,

He smiles down at you, looking at your hand between your legs.

“Hi, Lexi. I hope that means you're looking forward to our date!”

He winks at you, and you immediately get wetter. You could just carry on but **** yourself to take your hand up.

“It does, big guy.”

You walk around your desk and he hugs you - surprisingly gentle for a man of his size, he confirms your assumption he has a lot of practice handling smaller women with care.

“Your boss isn't here.”

“Only in spirit. He meant it when said he doesn't bother me with my first dates. He gives his women time to get to know me while he sits alone in his hotel room and gets regular date updates.“

“And jerks off over them!”

“Arguably.”

You both laugh heartily.

“If this works out between us - which I REALLY hope it does, I like you a lot, Lexi, he of course will be present more often. But not always, he enjoys being cucked in his presence but he also loves it when you go to him after your dates and tell him all about it.”

You chuckle.

“That sounds.… interesting…”

He joines in you chuckle.

“You’re new to this lifestyle, right?"

You nod.

“You did really well yesterday. Great insults and improvisation. I could see he likes you just as much as I did. If you enjoy being a hot wife you could be – a special one, even for him... Maybe not his exclusive one… but then again, who knows, even he has to settle down, eventually...”

You blush. Someone has made some quite big plans for your life. While you’re still unsure if you want to even be a woman.

Are you? Why…

You shake your head. Live in the moment.

“Alright big guy, let’s go.”

He offers you his strong arm to link and you do so as he leads you out the door.

“We have as much time as we want, by the way. He made up on his promise - more or less made your presence today a condition to the sealing of the deal.”

You smile.

“I assume he implied I’m dating him?”

Which makes him grin.

“For someone as wimpy, he’s quite keen on his public image as a stud, yes.”

“Pathetic wimp!”

Your bull laughs.

“You don’t have to insult him for me when he’s not around, you can save the act for him."

“That – wasn’t an act. Just my honest opinion. I’d have some respect for him if he stood up to what he is, but playing the big strong Alpha for the public and then sitting at home wanking his tiny pecker while the woman that makes him hard gets taken by a real man…”

You nestle up against his strong arm.

“Good point, babe. Maybe you can teach him a lesson or two, you're really a good match for our little – family…”

You arrive at the car – the biggest limo from the boss’ production line, complete with a chauffeur who holds your door open as you enter the backseat. Your date sits down next to you before taking out a phone and kissing you passionately on the lips while filming it, his free hand firmly on your tit. Types a message and sends the whole thing.

“That should do to give him a little boner!”

He smiles.

“And how about you?”

You wink at him and put a hand on his crotch as the car starts. It did, a large bulge in his pants proves his interest, You open his fly and let it out, still surprised at how huge it is despite expecting it. You let both hands slide up and down, you have to, one wouldn't even be close to enough to handle it - and make him moan. You spend the whole trip to the restaurant with this quite pleasant occupation – of course your cuck gets a report – “just a picture for now, he doesn't deserve video footage this early in a date”, your black bull explains and you chuckle.

As you arrive, you plant a kiss on the cock's head before he puts the rod pack into his pants – you're surprised it fits, he didn't cum, it’s rock hard and huge, but his pants seem to have quiet a stretch to it and he has the technique down. Guess you have to adapt to living with such a monster between your legs. Of course the bulge is clearly visible for everyone to see, but he doesn't seem to mind. He sure does have every reason to be proud of it.

He strolls into the fancy restaurant that you never herd more of than the name – he was right, best place in town, for all you know. Most expensive one, for sure. Which, of course he probably just googled. He doesn't walk in like he owns the place, but self confident enough – especially as there aren't many black people in here as you notice with a pang of white guilt. Not your fault, obviously, this isn't the social class you're usually moving in, either, but you can’t help it.

Can’t help but think about how stupidly sheltered your life as a man has been. You were at the same time persuaded women complaining about sexism are just making a fuss, while objectifying and looking down on women yourself, without making any connection between those behaviours. And now you feel the need to consider or attitude towards race.

You had black friends as a man. Of course. Sure. So you yourself couldn't have been racist, right? You were not a part of the problem, so why should you have gone to protests or actually talk to your black friends – who may have considered you an acquaintance at best – about their experiences or what you could have done about it.

You sigh and look up to the big black man at your side. You decide you have some things to learn and are determined to do so. You hold his arm tighter and try to give the best impression of loving white eye candy who has absolutely no qualm about being seen with her black lover in public because why the fuck would you – that you can do as you walk up to the Maître d’. Who raises an eyebrow at the sight. You want to kick the ass in the balls.

“Yes… Sir?”

“We have a reservation for two.”

“Indeed? What name?”

He drops not his but the boss’ name and his position as his Associate and the mood shifts in a heartbeat.

You get of course the best table and a flock of waitresses at your beck and call – just women you notice, all white, all very pretty. The house is trying to make an impression, taking the guest's obvious preferences, as represented by - well – you – into account.

But your bull is a good host – he’s very polite and respectful to the staff – a lot better behaved than you could expect it from your cuck in public, but beyond that, he only has eyes for you.

You feel giddy and exited – the atmosphere in this place is like nothing you’ve ever experienced, but that’s not even the main part. Apart from the high class setting, his feel like a first date of teenagers. Not the awkward type, the type of teens who are lucky to have found someone to be comfortable AND giddily excited around. You feed each other the whole time during the multi course meal, you giggle at his jokes and blush at his displays of affection - groping and kissing, mostly, while he smilingly accepts yours: foot-play under the table, long kisses above it. You do get some attention from the other guests, some smiling amusedly, other leering at your hot kisses, few quite obviously displeased with this – whether it's a general displeasure with PDAs or is based on the colour of your skins - you hate to even consider it but can't rule it out. You'd love to flip them off, but you behave yourself. In that respect. You certainly don't hold back on giving them a good show with your host whether they like it or not. There's no risk the staff will interfere, not with the name who made the reservation behind you.

In the end you get brave and you have dessert by sitting on his lap feed him like bird, mouth to mouth, sharing a kiss after each bite. This strong black man makes you fell all soft, tingly, and feminine and the male side of you is buried deep under hormones and happinesses, drowned out completely.

He’s been taking picture of every course. And of your affection and sending them all the time to a lone white man in a hotel suite.

After about an hour of feasting and draining the company credit card - he pays enough for a the lunch to feed you for a month - the tip alone might serve you for a week – and you get up and leave, his big hand firmly on your ass, as you pass the eating guests deliberately slowly outside and to the waiting car.

You’re all over him in the backseat - an hour of teasing has made you wet like never before in this body and you need release – your male side might call you names now, but it is still buried.

“Hold it, just a second, babe.”

He puts his phone into a stand that seem installed at the ceiling for just this purpose and starts filming.

“That goes live to the company server. Accessible only to...”

You scoff.

“Don’t say his name, mentioning that pathetic wimp would just ruin the mood!”

You look directly into the phone’s lens, quite certain he wouldn't miss a second and is already watching

“Right you are.”

He chuckles and you lean forward, against his broad chest and kiss him. The chauffeur turns around, obviously used to the sight.

“Any particular goal, Sir?”

He breaks the kiss and shoves your had down.

“No, just drive, we’ll get busy right here. Enjoy the show, but mind the road.”

The driver grins.

“Don’t I always?”

Meanwhile you stay busy kissing and licking his cock. And sucking it a little but your ambition today isn't set on breaking oral records. Or your jaw. You giggle and suck the head, hardly any deeper than that. Your bull seems satisfied enough. You play with the monster in your hands for a while – also to gather courage. You’ve been thinking about this next step all night. You've also been calling yourself an silly nympho for even considering it. You've never tried it while you were a woman and have no idea of your body is naturally ready for it as it has been for admittedly quite a few other things. But you can't help it your new body and mind seem to demand you’re not letting the chance to use this cock that way pass.

You move up on his strong chest.

“I want it in my ass, big Boy”

He looks at you open mouthed.

“You sure about that?”

You smile - covering your nervousness, obviously.

“You and your boss made a lot of allusion to a bigger thing between us. I need to check out if we’re – compatible in all respects first, don’t I?”

He chuckles. I have honesty never met anyone as eager as you…”

He teaches into a compartment in the door and pulls your a bottle of lube. This cuck mobile is well equipped. You slip of your pants – they’re soaked, anyway.

He hands you the lube with a grin and you generously splash it on his pole, in fact emptying the small bottle completely while massaging the black cock.

"You want to sit on it and be in control?” he asks with a sympathetic smile.

You gulp and shake your head.

“I might get cold feet…. But I want this. Please pin me down and make me do it!”

He nods but also…

“I want you to have a safeword, then! I know you know this will hurt and I appreciate your eagerness to take it, but you wouldn't be the first to overestimate herself… don't want to hurt you. Any more than you like it, that is.”

“Gosh, you're so sweet for such a big guy!”

You kiss his lips and look directly at the camera.

“His name. You know if I ever call out a little white boi's name while fucking YOU something is wrong with me!”

He laughs a deep, roaring belly laugh and strokes his cock towards the phone's lens.

"Most logical safeword ever.!”

Then grabs your neck and shoves your face into the luxurious leather upholstery. You're glad this car is swanky as it is, you two have more than enough space to get into position, being in a cramped tight space would be the least thing you’d want.

You feel the hug head – it feels a lot bigger in that spot somehow – press against you, take a deep breath, try to relax as much as you can as it slowly but steady with great care but also great determination slides past your sphincter. You close your eyes. Huff, puff, gasp, moan, groan, grunt, scream as it enters you deeper and deeper, stretching your tight, sphincter to it absolute limits. It hurts, of course, but he is as gentle as he is firm and you like this pain a lot more than male you could have ever assumed – or admitted you could enjoy pain. It's the pain of self sacrifice, the pain of doing what your body was made for. And it is. Your mind is completely new to being the receiving end in sodomy, your body doesn't seem to be. You still don't understand how this curse works into this, but you’re definitely in no mind to think about it. Your body is as ready as woman's body can be to be ass fucked by a monster like that...

As ready means – not really ready while a the same time 100% fully ready, too. You grab your fingers into the leather eat and try to open more to welcome him. Impossible, realistically, given how stretched you are, but one way or the other it will open for him. You feel his balls against your skin as he finally stop shoving. You pant like a bitch in heat, and don’t mind admitting to yourself that you are.

“You alright?”, he asks warmly an you nod. Then grunt a barley intelligible.

“Yes. Don't stop. Fuck me!” which he gladly obeys. His cock slides out as slow as is slid in and your sphincter is about to get used to the incredible size it has to accommodate.

This is different than having him in your pussy yesterday. Not only is it even tighter, it also lacks the immediate satisfaction of having your most sensitive erogenous parts stretched. And yet, it’s not less pleasant. More painful, yes, but the act as a whole... it sends waves through your whole body and mind. Different than yesterday and yet similar. A different kind of the same fullness. You're way too far out to be able to name it, you just enjoy it more than you've ever enjoyed anything. This cock is doing things to you you cold have never imagined in any of your two lives.

It's beginning to fuck you steadily now, in and out, and in and out like a slow, reliable piston doing its work. You arms and legs tremble, your breath is heavy, your heart palpates like crazy.

Like yesterday, you don’t think you’ll orgasm and like yesterday you don't care. Being fucked by this monster cock is an experience that does not require immediate gratification in that form. Orgasms are overrated (another idea Alexander wouldn't have had in a million years) compared to this fullness that reaches beyond the body straight into your soul.

Of course, he orgasms – he’s a man, as kind, gentle and thoughtful as he is – so different from what you used to be. But men are after shallow, easy biological machines, tuned for short term gratification. He may enjoy his little orgasm, but he doesn't know what he's missing, compared to the orgasm free and yet almost spiritual experience your female body gives you. You don’t beguile him this simple pleasure as he holds onto your hips, grunts deeply and squirts a hot, huge load into your bowels. You pity him a little, he deserved this bit of pleasure a man can get out of your body, meaningless as it is next to the female experience.

He collapses on top of you in the seat, kissing the back of your neck and whispers into your ear.

“You’re the absolute best, I ever had. No doubt. Please say yes to his offer.”

You’re not fully back to your senses hardly comprehend what he says and just let the feeling inside you ebb down, as he begins to shrink inside of you.

The word seems inappropriate, even when totally flaccid, he still fills you out like a perfectly decent boner from anyone else until he pulls put. You sit up, shakily, feel your naked ass against the leather seat, and try to flex your asshole – it feels like it's gaping wide enough to drive this fancy electric car though it. He must have seen the expression before and laughs.

"No worries, sweety, it’ll not stay like this, it’ll become nice and tight again after the fist time. And even if we do it more often, you can train it. I can teach you.”

You giggle and kiss his cheek.

“Talking about doing this more often...”

You jump as a screen on the rear of the driver’s seat comes to live and you see the face of your cuck. You aren't too surprised he’s bursting in like this. His public persona and his submissive cuck nature are clashing, someone should take him down another peg…

He talks on.

“Sorry to interrupt you two. I really am. You’re a really cute couple and I'm glad you enjoy his cock so much more than you could ever enjoy mine, Lexi…”

“You bet your ass I do. Why are you interrupting, wimp?”

Nor even an act, you are mad about it.

“I'm sorry, Ma’am. But I think it’s time for my offer I have to make you. You're probably not going to be surprised by it any more…”

You snicker.

“You're not hard to see through, little man."

He he nods and lowers his eyes.

“I humbly ask you to join pour little family as my associate’s lover and possibly the mother of his children.”

You gulp. You had come to that conclusion but you kinda put aside the thought that it might be part of the deal. Of course it would be…

"My part would remain as it is, humble viewer, sometimes, and many others times nothing but the man who financed your dates and stays away completely. It’s what I deserve, I think we all agree."

You nod earnestly.

“Sure is.”

“So, what do you say?”

You take a breath. Have been thinking about this. And you’re not just going to sit here and accept it, that much is for sure. If this guy wants a strong woman for his hot-wife harem, he can have a strong woman.

“I won’t just let you little creep rule over my life like that. I have conditions if I'm even to consider it.”

He opens his mouth he may be used to outfight rejection or acceptance, but apparently not to women who are not just appalled by the deal or too star struck to make demands.

“Getting that royally fucked all the time isn’t enough?”

“It’s great - the greatest as a matter of fact. But it’s quite outbalanced by having to deal with a little piggy like you that comes with the deal. I won’t do this unless I'm sure you stay in your lane if I agree, cucky!”

“I can assure you…”

“I don't want your promises, I don't trust you further than you can shoot a load of spunk. Which I'm sure is not far!"

Your bull laughs – he's probably not used to THIS type of negotiation either.

“O...Okay, what you want?”

I want to be not just another addition to your hot-wife stable. I'll be the number one. The one in charge.”

“How…”

“Like this”

You reach into your purse, pull out your phone and hold a picture on it into the seat camera. A chastity cage.

“We can meet tomorrow to seal the deal, I will be this hunk's lover and your wet dream, but only if you let me put of these on you let me keep the key!”

His mouth falls open.

“Tha.. I’m not that kind of…”

“I know what you are, you're a dirty little pervert, play-acting the cuckold so you can wank off to dirty pictures of hot women having sex any time you want. Forget about that! MY cuck is real devoted cuck or none at all. You won't get hard and you won’t cum unless I allow it! Ever again!”

“I…”

“Oh, and I want you to make it official what you are.”

“What?”

“If I accept tomorrow, you’ll introduce me to the world as your girlfriend on Monday. But that doesn’t mean I’ll keep it secret that I really just fuck real men.”

“You want…”

“To cheat on you openly and publicly, yes. With your black employee. As reparations for how your family made your fortune!”

He gasping for air like a stranded fish. No one ever talked to him like that apparently, his hot-wives and bulls included. Did you overdo it?

[Lock In Event – this choice determines the ending of the Receptionist ark. Should you pursue this careerer path, the Receptionist Ark will be your only job and plot line plot on Friday and determine your fate should you not urn back into a man on Sunday.

If you’re still following one of the the modelling and/or strip club threads, you will get a final chance in each to those to overrule your daytime decision to lock in an event from your night time side hustles as your final destination.

(There will be skippable events on the weekend before you face the old woman again, giving you a chance to change your score some more, but they will not affect the potential endings determined by your choices today.)

Note: It is not required to chose any career or side hustle path to come to an ending., Should you refuse all he choices offered to you today, you’ll be transferred to your old cubicle job on Friday and face your fate from that point, keeping the experiences and points you’ve made.]

Will he accept?

Comments

      Want to support CHYOA?
      Disable your Ad Blocker! Thanks :)