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Chapter 11
by AnonWriter
You woke up...
... bright and early.
Day II, Wednesday.
You woke up horny once again, and took care of your stiff member in the morning shower, with alternating fantasies of your old crush, Kara, and occasionally Jacob's cock. After you came you grabbed your razor and quickly eliminated any stubble that had grown overnight.
Don't want Jacob, I mean Sir, to get mad at me. Wait, why am I calling him Sir? He's not even here...
After a few minutes you finished and quickly dried off with a towel. You threw on a pair of boxers then some sweatpants and a T-shirt. You opened your front door but paused, remembering that you wouldn't have enough time to come home after classes before going to Jacob's. You ran back into your bedroom to grab the panties and bra and throw them in your bag.
Your day went by quickly once again, mostly overviews of how the rest of the semester would go, when exams were, what assignments were due when, etc.
It's only 3 days into the semester and it feels like its been months. I hope this won't go on too much longer!
The end of the day rolled around and you rushed over to Jacob's house, stopping first at a gas station to change into your thong and bra. He did say to have them on when I got there...
You opened the door and walked in. Once again, Jacob was playing a video game, although this time he seemed more into it. He didn't even glance at you as you stripped your top layer off and put the leash on. You knelt down and waited.
And waited...
And waited...
30 minutes passed by agonizingly slowly, as Jacob stayed focused on his game. He would occasionally swear at the screen, it seemed he was losing. Eventually Jacob ripped his mic off, cut the console off, and tossed the controller on the coffee table. "FUCK!" Jacob yelled out before leaning back into the couch cushions. "Pull those panties down, and come lay across my lap. NOW!"
Since Jacob already seemed upset you quickly obeyed. You had barely gotten settled, your chest resting on his legs, when you suddenly felt a strong slap on your ass. It stung more than any other strike he had given you and you let out an involuntary yelp.
"Fucking." SLAP, "Game." SLAP, "Fucking." SLAP, "Lag!" SLAP, he brought down a few more spanks, each harder than the last before he finally stopped and sighed. "Raise your ass up, arch your back."
His tone sounded softer, but you were still afraid so you complied. Tears were streaming down your face as you did and whimpers escaped your lips. You felt Jacob's thick fingers start to massage your red cheeks.
"How did you enjoy your visit with Kara?"
You heard him, and your mind acknowledged his question... but the pain was still too much to bear. Apparently he had decided that you had taken too long and slapped ass again, albeit lighter than the last few.
Stifling back your tears, you said, "She was nice and picked out something you'd like, Sir."
Jacob hummed, "Good... Good." You felt your cheeks spread and a finger poke your anus, "You ever put anything up here before bitch?"
"No Sir."
Jacob hummed again before one of his hands appeared in front of your face, his middle finger sticking out. "Get this wet for me."
You slowly parted your lips and got his finger in your mouth, running your tongue all over it to get it soaked as quickly as possible.
Yesterday was nothing compared to this! I wish I had never... mmm, his musk tastes pretty good actually... NO! NO! I'm enduring this, not enjoying it!
"You know, the male G-spot is the prostate right?"
Since his finger was still in your mouth, you assumed his question was rhetorical and continued your chore.
"The best way to get to the prostate is through the anus." He pulled his finger out of your mouth, continuing, "Some males get more pleasure from direct stimulation of the prostate. Recent research has shown that white bois, like yourself, are more likely to enjoy direct stimulation." You felt something poke against your anus, pushing past your hole's resistance and entering. "In fact, some studies have shown that white bois have better orgasms from prostate simulation than they do from touching themselves."
You felt Jacob's finger slide in and out of your anus. "Yeah... that's a tight pussy you got here. Can't wait to break this in."
You had to admit that what Jacob was doing felt good, as did your member. This continued for another half hour, with you intermittently moaning in pleasure. Eventually he withdrew his finger and stood up, suddenly dropping you to the ground.
"I was mad when you came over. You didn't do anything to deserve it, but I needed to relieve stress. You'll understand eventually..."
You crawled up from the floor and knelt in your now-routine position. Jacob sat back down, grabbing a blunt off the coffee table and sparking it up.
"Wear your panties to school tomorrow. Send me a picture before noon from a bathroom stall." He smirked and chuckled, "Kinda like how we met. Anyway, I'm done with you tonight. Get the fuck out of here."
And next?
BLACKEDmailed Into Being a Sissy
A young whiteboi's journey in becoming a slut
You are a college freshman, bright-eyed and eager to make a good first impression. Unfortunately for you, you end up getting blackmailed by a fellow student. It starts off mildly enough, but escalates as time goes on...
- Tags
- voyeur, cheerleaders, public masturbation, raceplay, BDSM, sissy, sissy training, humiliation, domination, submission, mild sadism, emasculation, dream, shaving, feminization, small penis humiliation, sph, femdom, QoS, Queen of Spades, crossdressing, BBC, gay, masturbation, public humiliation, Sadism, college
Updated on Nov 17, 2020
by AnonWriter
Created on Jun 17, 2019
by AnonWriter
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