Training Emily – Taking More
By SassyinCali(sub female)
June 8, 2023
Monday morning, I sit in Professor’s office waiting for him. I’ve already placed my phone on the desk. I sit waiting for almost an hour before he comes in. He looks angry and I try to think if I did anything wrong. He locks up my phone and tells me to follow him. He leads me into a bedroom. He crosses to a tall cabinet and pulls out several items. Then he turns to me.
“Remove your panties.”
I slowly slide them down my legs, used to being naked in front of him now.
“Get on all fours on the bed and spread your legs wide with your ass facing me.”, he commands.
“Why?”, I risk asking.
“Do not test me today.”
I crawl up on the bed and get on all fours spreading my legs wide. I’m growing more nervous by the minute.
“Please, Professor, give me a chance to get wet.” I’m ashamed of how weak my voice sounds to my own ears. He puts a towel down next to me and I see him place a bottle of lube and a few different size plugs on the towel. My stomach flips and I try to put my legs down off the bed. He grabs me and puts my legs back on the bed. Then he pushes my chest and face down against the bed and holds his hand in the middle of my back to keep me in place.
“Stay still! Keep your ass in the air. Do you want me to tie you down? I will and you’ll have no chance to earn any pay today. Or maybe you want me to call a few of my men in here to keep you in place? Do you want that?”
I stop struggling.
“Please don’t. Please…I don’t want anything in my ass.”
He slaps my ass hard, and I cry out.
“You’ll take what I give you! Now, reach back and spread your ass cheeks.”
I feel tears start to form in my eyes, “Please don’t do this. Please, Professor.”
He slaps my ass again. The stinging is acute.
“Spread your ass cheeks now or I’ll call one of my men to spread them for you. They’d all love to get their hands on your tight little ass.”
My tears fall as I reach back and pull my cheeks apart as much as I can. I see him grab the bottle and then I feel cool liquid pour down my crack. He slowly works a lubed finger into my ass. It’s uncomfortable but does not really hurt. Then he adds a second finger, I feel some pain and whimper. He fucks his fingers in and out of me.
“Mmm, you do have a tight little ass.”, he says in a husky voice I’ve not heard from him before.
He removes his fingers and then I see him grab one of the plugs that is larger than the toys he had me ride. I want to fight and try to get away from what’s coming, but the fear of his threats has me forcing myself to stay still. I feel the tip of the plug being pressed against my puckered hole. There’s a flash of discomfort and throbbing in my gut as it enters me. I cry out and whimper again.
“It hurts!”, I cry.
“Breathe and relax. The more you tense, the more it’s going to hurt. You will take this plug. So, you can cooperate and let it in. Or you can tense and cause yourself pain. The choice is yours, my little whore.”
I take a deep breath and slowly let it out. He pushes the toy further. The discomfort is fading. I finally feel it pop into place and my hole close around the narrow part of the plug. It feels odd, but not unbearable.
“Stay there, don’t try to push it out and don’t move.”, he commands.
I hear him go into the bathroom and water running. My body is acclimating to the plug. He moves behind me and I feel his cock at the entrance of my pussy. Without thinking, I try to move away. He roughly grabs my sides and holds me still. I feel him push his thick cock inside my pussy. His dick feels even bigger with the plug in my ass. My instinct is to struggle, but I resist the urge. He moves slowly forward, stretching me. I let out another whimper.
“Fuck, little girl, you’re so tight.”, he growls.
He thrusts forward hard, and I cry out at the pain. Even though it’s uncomfortable, and I feel impossibly full, I can tell my pussy is growing wetter for him. I’m ashamed and relieved at the same time. Maybe it will hurt less if I’m wet. He pulls back and then thrusts in hard again. He continues to fuck me in these rough and deliberate strokes. I cry out each time he pushes deep. Reaching forward, he fists his hand in my hair and forces me to arch my back. His pace is steady as he fucks me.
“You need to learn an important lesson, little girl. These fuck holes are for my pleasure. I will use any of your holes any time I want!”, he growls at me and punctuates each word with a thrust.
After a long time of fucking me, he pulls out and my juices drip down my thighs. He releases my hair and I let my face fall back to the bed. He slowly pulls out the plug. I cannot hold back the grunt of discomfort. He grabs a larger plug and after a pause he presses it into my used ass.
I cry out, “Ouch! Fuck, that hurts!”
Professor commands, “Relax and take it!”
He pauses at the widest part, and I grunt at the pain. Then he pushes it in and once it is seated, the pain fades slowly. He pushes his hard cock back into my soaked pussy. I whimper as he begins the deep thrusts again. The fullness is unlike anything I have ever felt before. There is discomfort, but there is also a dark pleasure creeping up on me. After several minutes, he pulls out and tugs the plug out. I cry out again at the pain as the toy pops out. More lube is poured into my gaping hole. Then he presses his cock against my sore anus.
I tense up, “Please don’t!”
He holds me still with one firm hand. He presses forward.
The pain intensifies as he makes me take every inch of his thick cock. There is pressure in my gut when he filling me. He pauses and I want so badly to struggle. My ass is on fire. He is fully in my ass, and I breathe deeply trying to push through the pain.
He says, “Your ass is mine. You will take my cock or whatever else I decide to fuck you with. You will learn to crave this. Before long, you will beg me for it. Now, let’s turn you into my anal whore.”
Then he starts to fuck me in long and firm strokes.
“Remove your panties.”
I slowly slide them down my legs, used to being naked in front of him now.
“Get on all fours on the bed and spread your legs wide with your ass facing me.”, he commands.
“Why?”, I risk asking.
“Do not test me today.”
I crawl up on the bed and get on all fours spreading my legs wide. I’m growing more nervous by the minute.
“Please, Professor, give me a chance to get wet.” I’m ashamed of how weak my voice sounds to my own ears. He puts a towel down next to me and I see him place a bottle of lube and a few different size plugs on the towel. My stomach flips and I try to put my legs down off the bed. He grabs me and puts my legs back on the bed. Then he pushes my chest and face down against the bed and holds his hand in the middle of my back to keep me in place.
“Stay still! Keep your ass in the air. Do you want me to tie you down? I will and you’ll have no chance to earn any pay today. Or maybe you want me to call a few of my men in here to keep you in place? Do you want that?”
I stop struggling.
“Please don’t. Please…I don’t want anything in my ass.”
He slaps my ass hard, and I cry out.
“You’ll take what I give you! Now, reach back and spread your ass cheeks.”
I feel tears start to form in my eyes, “Please don’t do this. Please, Professor.”
He slaps my ass again. The stinging is acute.
“Spread your ass cheeks now or I’ll call one of my men to spread them for you. They’d all love to get their hands on your tight little ass.”
My tears fall as I reach back and pull my cheeks apart as much as I can. I see him grab the bottle and then I feel cool liquid pour down my crack. He slowly works a lubed finger into my ass. It’s uncomfortable but does not really hurt. Then he adds a second finger, I feel some pain and whimper. He fucks his fingers in and out of me.
“Mmm, you do have a tight little ass.”, he says in a husky voice I’ve not heard from him before.
He removes his fingers and then I see him grab one of the plugs that is larger than the toys he had me ride. I want to fight and try to get away from what’s coming, but the fear of his threats has me forcing myself to stay still. I feel the tip of the plug being pressed against my puckered hole. There’s a flash of discomfort and throbbing in my gut as it enters me. I cry out and whimper again.
“It hurts!”, I cry.
“Breathe and relax. The more you tense, the more it’s going to hurt. You will take this plug. So, you can cooperate and let it in. Or you can tense and cause yourself pain. The choice is yours, my little whore.”
I take a deep breath and slowly let it out. He pushes the toy further. The discomfort is fading. I finally feel it pop into place and my hole close around the narrow part of the plug. It feels odd, but not unbearable.
“Stay there, don’t try to push it out and don’t move.”, he commands.
I hear him go into the bathroom and water running. My body is acclimating to the plug. He moves behind me and I feel his cock at the entrance of my pussy. Without thinking, I try to move away. He roughly grabs my sides and holds me still. I feel him push his thick cock inside my pussy. His dick feels even bigger with the plug in my ass. My instinct is to struggle, but I resist the urge. He moves slowly forward, stretching me. I let out another whimper.
“Fuck, little girl, you’re so tight.”, he growls.
He thrusts forward hard, and I cry out at the pain. Even though it’s uncomfortable, and I feel impossibly full, I can tell my pussy is growing wetter for him. I’m ashamed and relieved at the same time. Maybe it will hurt less if I’m wet. He pulls back and then thrusts in hard again. He continues to fuck me in these rough and deliberate strokes. I cry out each time he pushes deep. Reaching forward, he fists his hand in my hair and forces me to arch my back. His pace is steady as he fucks me.
“You need to learn an important lesson, little girl. These fuck holes are for my pleasure. I will use any of your holes any time I want!”, he growls at me and punctuates each word with a thrust.
After a long time of fucking me, he pulls out and my juices drip down my thighs. He releases my hair and I let my face fall back to the bed. He slowly pulls out the plug. I cannot hold back the grunt of discomfort. He grabs a larger plug and after a pause he presses it into my used ass.
I cry out, “Ouch! Fuck, that hurts!”
Professor commands, “Relax and take it!”
He pauses at the widest part, and I grunt at the pain. Then he pushes it in and once it is seated, the pain fades slowly. He pushes his hard cock back into my soaked pussy. I whimper as he begins the deep thrusts again. The fullness is unlike anything I have ever felt before. There is discomfort, but there is also a dark pleasure creeping up on me. After several minutes, he pulls out and tugs the plug out. I cry out again at the pain as the toy pops out. More lube is poured into my gaping hole. Then he presses his cock against my sore anus.
I tense up, “Please don’t!”
He holds me still with one firm hand. He presses forward.
The pain intensifies as he makes me take every inch of his thick cock. There is pressure in my gut when he filling me. He pauses and I want so badly to struggle. My ass is on fire. He is fully in my ass, and I breathe deeply trying to push through the pain.
He says, “Your ass is mine. You will take my cock or whatever else I decide to fuck you with. You will learn to crave this. Before long, you will beg me for it. Now, let’s turn you into my anal whore.”
Then he starts to fuck me in long and firm strokes.
