Kendra Sunderland makes you her cuck (cuckold) (mf) (humiliation)

– First time writer

After weeks of looking for a job in Oregon, you finally land a position as the personal assistant of one Kendra Sutherland. Yes, that Kendra Sutherland. You know her from her infamous library video and her booming porn career. As Kendra’s assistant, you drive her from place to place, managing her schedule and carrying her things. It’s your first day on the job and things are going smoothly. You and Kendra don’t talk much, just the usually polite small talk. Kendra gets your phone number so she can send you anything she might need. As the day unwinds, you’re instructed to take Kendra to a club in the downtown area. Hours later, when Kendra texts you to pick her up, she’s buzzed. In the car, as you drive, she grabs your phone, which was unlocked. As you struggle to keep your eyes on the road while also getting your phone back, Kendra finds something… your Pornhub account. She starts making fun of you a bit, really just light teasing, but the she looks at your video history. Dozens and dozens of cuckold videos cover your phone screen, even Kendra’s own Blacked cuckold series. Kendra covers her mouth in shock. Suddenly, that shock turns into a devious look. Kendra seems to send something to herself on your phone, then gives the phone back to you. You drop her off and quickly reach for your messages. Kendra sent herself your account info, saying

“You like being a cuck, huh? Well I have some experience with that. Get ready for the job of your life. Oh, and if you don’t comply… I’ll be able to send this account info to as many people as I want… ???”

The next morning, you go to pick Kendra up at your house. You’re terrified, hoping Kendra forgets all about the night before. You pick Kendra up at her house and everything seems to be going smoothly. Maybe she forgot! Until, you refer to her as Mrs. Sutherland. “Don’t call me that. From now on, you will refer to me as mistress.” You hesitate as your stomachs begins to feel sick. “Well? On with it!” You pause for a moment more before sputtering our a few words. “Y-yes, uh, mistress” Kendra smirks. “That’s more like it.” You drive Kendra to a yacht party, with everything seeming to be ok, other than the mistress bit. As she exits the car, you find yourself instinctively saying “Have a good time… mistress.” Kendra chuckles a bit to herself. “I will, slave.” The hours go by as your nervousness builds and builds. What could Kendra have planned? You get a text from Kendra, along with a picture. The picture shows Kendra, dawned in a revealing bikini as she holds two men dressed as ship captains’ groins. [Picture ](https://imgur.com/BXs32LZ) The text reads…

“Man, these guys feel big! Much bigger than you will ever be lol. They’re not really my taste though, I much prefer BIG BLACK COCK. But you’ll get know a lot more about that VERY soon ?”

When Kendra returns, she instructs you to take her to an address out of the city. She stays on her phone throughout the whole ride, smiling devilishly every so often. You pull up at a nice condo. “You’re coming in with me, slave.” You slowly get out of your car and walk behind Kendra into the condo. You notice how Kendra is taller than you at 5’9”. Suddenly, she whips around and looks down into your eyes. Her illustrious gaze causes you dick to harden slightly. “Get down on your knees, slave. You’ll crawl inside behind me.” You get down on all fours, right where Kendra’s wonderful booty lies. She is still wearing the skimpy swimming suit, with her bottom thong making it look like she has nothing on from the back. You crawl into the door as you notice a black man sitting on a couch inside. Getting a better look, you recognize this man as Julio Gomez, a notorious black pornstar. Kendra guides you through towards, Julio, who lounges on the leather couch. She places her foot on top of your back, her strength almost overpowering you as your knees buckle. “Slave, this is my bull, but he is your master. You will only refer to him as such. Your master will do to you whatever he wants.” Julio stands up, unzips his pants, and plops his gigantic flaccid black cock right onto your head. Julio’s low hanging big balls fall right into your mouth. “You right Kendra, he sure does look like a bitch boy. His dick tiny too? I bet.” Kendra smiles. “I haven’t seen his dick, but I’ve never even seen a hint of a bulge in his pants, so you can only expect so much. Slave, pull out your dick, lets measure it compared to your master’s. You may stand.” You quickly stand, feeling the surprising weight of Julio’s meaty cock on your head as it flops down. You’ve never measured your dick before, but you know it’s very small. But hey, at least you have a half-chub from looking at Kendra’s ass. You slowly look down at your groin, very hesitant to unzip your fly. After a few second, Kendra gets impatient. She picks you up by your sides off the ground, suspending you in the air. Julio unzips your fly and pulls down your pants, revealing a bulgeless pair of tights-whities. Kendra drops you as she starts laugh hysterically, Julio soon joining in. As you get up from Kendra dropping you, your mistress and master collect themselves as Kendra picks you up again. Julio pulls down your tighty whities, revealing your insanely tiny penis. Kendra covers her mouth with one hand, now wrapping her arm around you to pick you up. “I mean… I knew white guys were usually small but… this is by far the tiniest cock I’ve ever seen! Really, it should’nt even be called a cock! That’s the tiniest little baby dick I’ve ever seen!” Kendra continues to chuckle as Julio starts to line his monster cock up with your baby dick. The size is incomparable. Your dick isn’t even half as big as the head of his. And yours is hard! Kendra throws you down on the couch, Julio sitting down with you. “So, slave, since your dick is somehow hard, I’m gonna have to jerk your Master off to get him hard. You know, we have to be even here.” Kendra starts to jerk off, Julio, his dick immediately growing to full length. It’s twice the size as it was before, now the head of his cock being about five times the length of your baby dick. Kendra pulls out two rulers. “First, my bull’s.” Kendra puts the first ruler up against Julio’s cock, but it’s not big enough. Kendra puts the second ruler on top of it. “That’s about 14 and a half inches! You’re definitely a real man.” Kendra turns to you as you desperately try to jerk your dick to get it bigger. Kendra slaps your hand away from your dick and towards Julio. Julio grabs your hand and rest it on the base of his cock. Your hand can’t even get half around his cock! He crushes your hand in his grip until you plead for him to stop. Kendra puts the ruler up to your baby dick. “That’s about…” She squints and looks closer at the ruler. “Half an inch!” Kendra gets up with Julio. “Now, if you want to keep your job and not get your gross porn account leaked, you’re gonna be living here.” After all the humiliation you had faced. Getting a free condo didn’t seem so bad at all. “Tha-“ Julio whips his cock around, slapping you across the face with it. “You talk when we give you permission to talk!” You now your head. “Now say ‘yes master’” “Yes master.” “Good cuck.” Kendra continues. “You won’t be driving me around anymore or anything like that. I can get another assistant for that. No, your gonna be our personal cuck slave. Whenever we want to humiliate someone or make you feel like the little bitch boy that you are, we’ll just come her and do whatever we want to you. Maybe we’ll make you suck dick or watch us fuck… Hell, maybe you’ll get to eat my ass! Anyway, when we’re not here. You’ll be wearing a chastity belt so you don’t jerkoff. How does that sound bitch boy?” There is a pause. Julio speaks up. “Speak!” You raise your head, accepting your role as a baby dicked, white, bitch boy. “That sound amazing, Mistress.”

Source: reddit.com/r/Erotica/comments/codvmc/kendra_sunderland_makes_you_her_cuck_cuckold_mf