Yes

---Sorry for the change in POV, I find that I write better like this.---

My father has planned this night out thoroughly. He would not have planned this 'secretive reward' if he didn't want my brother to strive to get it and eventually actually get it. It is obvious that performing any action that goes against your father's wishes would be more than bad for me.

The problem is that my brother is a virgin, and my father knows this. He likely even knew it before he walked him in here, and even if my father didn't, his keen mind certainly didn't miss it when my brother outright said I would be his first, which was long before my father brought up the reward.

My perverted father has offered my brother a challenge that he knows he can't win without me helping him. He actually expected him to win, but my father and I both know that he is going to cum down my throat the moment I start sucking on his dick. My skin crawls as I come to grips with the fact that my father expects me to help make my brother make me cum while his cock is in my throat. This is just another thing that I will have to go to therapy over at a much later date.

At least this wasn't the first time I had made myself cum for a man. As any woman knows, men have an ego about being able to make a woman cum. As a result, I have become quite skilled at making myself cum with unskilled men without them taking noticing. I have used that to my advantage to get multiple expensive things out of men.

With my brother's cock loosely lodged in my mouth, I notice my father, who has a firm grasp of his own meat, intently staring down at me. I don't have time to think, so I quickly take action, and His eyes follow my hand as it slides down my flat stomach and towards its destination. I inch it over my naval and down past my mons pubis before it runs into my brother's clumsy nose, which was nowhere near where it should have been, prompting him to say, "Dad, what is she doing?"

My father laughs as he strokes himself. "Don't worry; she is just trying to help you make her feel good. Just follow her lead; she knows what to do." As a result, my brother lifts his nose and allows me to slide my fingers down to my clit. I begin working it like a mad dog as he licks carelessly around my fingers.

I only start sucking on his cock when my pussy heat has thoroughly radiated throughout my body, and my legs begin to uncontrollably shake, and I feel my orgasm coming. If only by a matter of a few very short seconds does my own orgasm come before his, and my orgasm is quickly cut short as I start **** on his warm, thick, salty cum, forcing me to lose focus. His thick sticky semen flooded the back of my throat before backfilling all the way to my teeth.

It was so thick that I was still having trouble breathing, let alone swallowing the cum, even after he pulled his dick out. His cock continued to drip his excess cum down my body as my father laughed at me, struggling with his son's thick sperm. "That a-boy son, I am impressed."

My brother pulls his head out from my legs, which had just let up on their **** grip on him.

He looks at my father and says, "It's not like I did much; she did most of it."

My father chuckles, "Yeah, but that just because you made her really want to cum."

"Is that what whores are?" My brother asks as he moves away from my bound-up body.

My father answers him while he starts working on the bindings that are holding me still, "Not exactly, but I am beginning to believe that this woman is whore."

If I could have gotten away with slapping him, I would have. He must know that it's not that I wanted to cum while having my own brother lick me; it's just that I didn't want to face his wrath for going against his plan. But my train of thought was interrupted by my brother asking, "So what's my prize?"

My father had just finished unbinding me, so I thought I was free to go, but the moment I tried to move, his hand pressed into my naked tits, holding me in place. "Well, since you won, you get to fuck her raw… In the ass."

Before I signed the contract, I wouldn't have known whether the 'raw' or 'in-the-ass' part of that reward was worse due to the risk that goes along with unprotected vaginal sex. But since I am already being **** to have my father's child, and I have already accepted that I am likely going to be **** to have my brother's child, currently, the ass part of that reward is much, much worse. That is because, before today, the biggest thing that had ever touched my asshole was my ex-boyfriend's pinky tip, and that was because I wanted a very expensive necklace from him, and I knew he would get it for me if I let him slip the tip inside. Needless to say, it was unpleasant, but at least it didn't last long, and I love how the necklace looks around my neck.

However, this time, there is no necklace at the end of it, and I can't help but notice that his cock head is at least ten times the size of my ex's pinky tip.

I look at my father and silently beg him not to allow this as he crawls on the bed until his knees are on either side of my head. I whispered, "Please, Dad ...no." I had to say it quietly enough so my brother wouldn't hear me, so he either didn't hear me, or he just ignored me because it didn't stop him. His cock flops behind my eyes, with his cock head landing on my top lip as he reaches forward, grabs my knees, and pulls them towards his chest. Only stopping when they are straight up in the air, leaving my naked ass a few inches off the ground and facing my blindfolded brother. I tried to turn my head so that my father's smelly cock would not be over my nose and poking into my mouth, but his knees won't let me.

Father: "Son, reach forward." My brother does exactly what my father says, and his hand lands right in the middle of my pussy lips. "You feel how wet that hole is; I am holding her legs in the air, so that is where her pussy is now. You ARE NOT TO GO IN THERE, You understand?"

My brother groans, "Yes, Dad, I understand."

Father: "Good, now drag your fingers downward." He follows my father directly and drags his fingers down over my pussy and to my ass. "Good, that is her ass; that is the hole you will be fucking."

I give it one last attempt to beg and try to say, "Please, Dad, no!" but the moment I open my mouth to say the letter P, he plunges the large head of his dick straight through my lips, quickly replacing the salty taste of his son’s cum that lingered on my tongue with the sour taste of his manly flesh and precum as it silenced me. With a cock stuffed in my mouth, I could feel my brother's cock head blindly following his hand to my rosebud, and at that moment, I knew my own brother was going to unwittingly steal my anal cherry, and with my legs dangling helplessly in the air and my father’s cock forcing my head downwards, there was nothing I could do to stop it.

He tries to push, but my tight rosebud naturally resists its intrusion. "Ah, Dad, it's too tight."

Dad laughs. "It is going to be tight; it is her ass; after all, you're just going to have to **** your way in, don't worry about her; she is a whore, after all."

I looked between my legs and at my brother as he grunted and thrust forward with all his might, but the best he got was maybe the tip of the tip, squeezing inside. “Dad, it’s not working.”

Father, frustrated now: “Fuck it, son, you have to be a man and **** it to work… Here, let me help.” With eyes full of fear, I watch as my dad reaches down and pulls my ass cheeks apart. And on my brother’s next thrust, his cock slips all the way in, tearing open my tight virgin asshole. I have never felt so much pressure and pain in my life. Due to my dad cuck muffling me, my screams must have sounded like moans because dad says, “See boy, she likes it.”

“Yeah, but it’s still so tight that I don’t think I can last long.”

Dad: “Go ahead, boy, fill her up, I am sure you’ll be able to go again right after, you’re my son after all.”

I could feel his cock filling my gut with so much of his cum that I believe I am going to be shitting it for a week. Even at that, he shows no signs of slowing down, leaving me unable to do anything but experience the pleasure/pain of having my anal cherry stolen with my father's cock head poking in the back of my throat.

He continued fuck my ass for a full fifteen minutes, coming about once every 2 minutes or so until he got tired and left the room, leaving me lying on the bed with his cum freely running out of my ass and quickly dripping down the crack.

The next day, I followed my father's orders and went back to work. It was like the last week never happened, except for the fact that Uncle Tom no longer worked at the company. Dad went back to fucking the other employees that signed his stupid contracts while never laying a finger on me.

Four days later, on a Tuesday, it was announced over a mass company-wide email that "Effective that day, my brother was replacing my uncle as VP." There were cries of nepotism from the men, but none of them would openly say anything. They didn't want to risk their paycheck and the 'benefits' that dad gave this company's males. The woman didn't dare even secretly to talk negatively about it out of fear of retribution from their contracts.

My brother's first task was to become familiar with all of Uncle Tom's old contracts. He had 12 private deals, 14 through the company and then mine, making a total of 27 contracts.

My brother finds me during my lunch break and sits directly in front of me. "I am starting to believe everyone that works here is a whore."

After being **** to take his virginity, I couldn't bring myself to look him in the eye. So I pretend to ignore him as I take a bite of my salad.

My brother continues, "I can't believe that 27 women willingly signed a contract that made them basically a 'free use prostitute' to our uncles."

I wanted to slap him and scream that 'most, if not all, of those women were either tricked or **** into signing those contracts.' Almost none of them willingly signed those stupid, perverted contracts. But I know if I do say that, it will only cause more trouble, so between bites of my salad, I say, "Well, don't judge; you don't know their stories."

My brother gives me a twisted smile. "You have to be joking; You realize that one girl happily agreed to have both dad's and uncle's child, and now that I have taken uncle's job, she is going to have mine happily. Dad and uncle only ever hired whores. I bet you I could knock up at least seven women off the list of contractees, and they all would be happy about it. "