Evening training session

Alex sits in his bed just staring at the ceiling fan trying to keep his mind in anything but cumming. He hears a knock at his door. "Be right there" he says as he quickly gets dressed and opened the door. It's the familiar girl in the red jumpsuit. She smiles at him "it's time for your final training for today." He smiles and followers her down the hall. He is in a better mood than before since he knows he is going to cum in this session.

"Thanks for telling me about what to expect this time" he says to her. She smiles "don't get used to it, I could get in trouble if they found out I told you. But you just looked so pitiful" she said. "Well I'm very glad you did, my name is Alex by the way, if there is something I can do you return the favor just let me know" he said. "Sasha" she said "and I will think about it, but for now you owe me one."

They stopped at a door. "This is you" she said as she knocked on the door. "Come in" a voice said from the other side. He walks in the door and sees a room very similar to the one he was in this morning but the person seated at the desk is different.

She is a light brown complexion about 5’7” tall with long dark hair and glasses. She is wearing a tight black tank top with nice cleavage showing and a short black skirt. She stands up and extends her hand “I am your trainer for today. My name is mila” she said. He shakes her hand "Alex." She says "have a seat" he does. Alex watches as she walks back to her desk, as if in slow motion her with each step her skirt bounces revealing a quick glamce of the bottom of her big booty jiggling.

Her back down at her desk "Tell me, how has your day? How are you feeling?" she asked as she picked up a pen and started writing. "I'm doing ok" he said. She looked up "tell me the truth, it important that you tell me how you are doing so I can note it and changes can be made to your program if needed." He sits there for a second then says "I'm very frustrated, I want to cum so so bad. I was edged a lot this morning then worked out and edged some more. My balls ache, my dick gets hard at the slightest thing, and when that happens I leak a river of precum. When will I get to cum?"

She smiled and makes some notes and says "you will get to cum in this session but first I need to check your penis and balls. Stand up and remove your clothes." He does so quickly not caring that he is hard. She walks to him and places her hand under his balls and lifts them up just slightly. Next she feels them before says "you are correct they feel nice and full." She grabs his dick and strokes it a few times slowly "and I see you are ready to go as while. That's very good" she takes her hand off. A long stream of precum connecting her hand to his dick. She looks at it and smiles "a nice thick consistency, the process is working."

She walks over and picks up the device that he is very familiar with and puts it on his dick. "You can sit down now" she says as she goes back to her desk. She starts the machine his dick swells bigger than ever before. "I'm sure you have questions or have something else to say now is your time during the warm up" she says messing with the controls. Alex feels a tight asshole on the head of his go slowly down and up. He enjoys it for a moment then asks "when will I get to cum?"

She smiles "soon" he waits for her to say more but she doesn't. "Will I have a different trainer each time?" He asked as he reached the edge the machine hold he there as she said "you have a team of trainers that each have something they focus on. Brogan is your main trainer, she is in charge of your training as a whole. Anne is responsible for your physical strength and conditioning. Myself and mandy are responsible for your dick size, stamina and load size. Every once in a while you will be trained by someone else but we are your main team."

The machine stoped, Alex said "that makes sense" the machine started back up. The machine continued its work for about 5 minutes. Mila turned the machine up to a fast speed and said "I know you have been a naughty boy." He is confused "what do you mean?"

"You tried to cum in your room when you were told not to" she pauses and looks at him. Right as he is about to say something she cuts him off "multiple times in fact" Alex just looks down "how did they know" he thought to himself. His feeling of sadness and confusion didn't last long as soon he was brought back to focusing on his dick. He quickly reached the edge but the machine focused on the head of his dick. He couldn't stop the sounds from exiting his mouth it was so intense.

"The plan was to warm you up, then maybe play with you a bit for fun" she laughed "then I would let you cum. But since you have been a bad boy I'm going to have fun with you." Alex's eyes widened as he didn't know what she meant by that. "How does that feel on your sensitive cockhead? How long should I keep it on like that?" She said with an evil grin on her face.

"Please I will be good and do as you say" he pledged. "That's more like it" she said and after a few more seconds she turned the machine off. Alex let out a long sigh of relief. She slowly walks around him talking aloud to herself. "How should he make up for being a bad boy?" She stops behind him and starts rubbing his shoulders "I got it." She sits back down at her desk.

"Your punishment will come later but for now let's carry on." She turns the machine back on at a fast speed. "The machine will get you to the edge and hold you there for 10 seconds then give you a small 5 second break then repeat. That process will last for 5 minutes. Then if you are good I may allow you to cum."

Alex nods his head in agreement. Mila starts the machine and Alex reaches the edge pretty quickly. She watches as the machine does its work. After 5 minutes and countless edges she changes the controls on the machine and it keeps him on the edge until she changes it. Alex looks at her begging with his eyes and says "please please I need to cum so so bad." She smiles and presses a button. Finally he is pushed over the edge, he cums harder than he has ever came in his life. It was so forceful he thought it meant cause damage to his dick. The machine collects it and stops.

She looks at the tube his cum is collected in. "20ml that is a good improvement" she looks at him "see there is a method to the madness." She walks over and takes the machine off his dick. "Now let's see if you can stay hard for me." Alex looks down his dick twitches it felt so good to cum but he is starting to go soft. He flexes his dick and it stops getting softer. "Very good you are learning" she says as she puts the machine back on his dick "your first load was good but let's see how much more you have hiding in there."

She turns the machine on, his dick is still sensitive from just cumming but he grits his teeth and doesn't say anything. "I have turned the edging mode off. It's up to you when you cum and when you don't. Let see how good your control is. Don't cum until I say so." He nods his head as he quickly feels the urge to cum again. She notices and says "not was fast let's see if you can last 20 seconds" he tries to hold his load back as hard as he can but it just feels too good. Luckily for him she says "now" and he immediately let's go and cums again. It somehow felt better than the first one. The machine stops, she checks how much he came that time.

"16ml not bad" she says as she takes the machine off. She asks him "How are you feeling now?" He replies "better, thank you so much" she laughs. She looks at his dick, it's going soft. "Come on now you did 3 rounds when you got here, surely you can do it again or are you telling me you think Brogan is sexier than me" He says "no no I'm not saying that I had a little bit of help staying hard between rounds". She raised her eyebrow "oh really, are you asking for some help?"

"Can I please see your perfect ass?" He asked sheepishly. She laughed but then thought about it for a moment. "You know what this could be interesting. What trainers has showed you their ass?" He thought about what to say, he could tell the truth but he didn't want to get miss Anne in trouble. He said "I have seen all of them in clothes but just Brogan's for a few seconds to get me hard again." She heard this and thought for moment "I will show you but you have to tell me who's ass you like more."

Alex agreed. She walks to him, turns around putting her booty at eye level with him. She slowly bends all the way over giving him a great view of her perfect ass. Her ass is bigger than he thought. As she does he can see just small patch of bright yellow cloth covering her pussy, surely she is wearing a thong but her big booty swallows it whole. She slowly stands back up and lifts her skirt slowly jiggling her booty side to side.

"Now tell me" she says. He stares at her ass for a moment then says "yours, I'm sorry Brogan" he says. Mila smiles, puts her skirt down and turns around. She looks down and sees his dick is hard again. "I'm glad you enjoyed the view now show me how much you liked it" she puts the machine back on his dick and starts it up. "Let's see if you can last 2 minutes before you cum" she turns her tablet around. It's got a timer for 2 minutes, she starts it.

His dick is sensitive and his balls are getting sore but he tries his hardest to focus. 90 seconds go by and he reaches the edge again. He tries his hardest but with 5 seconds left he cums again. The machine stops and she reads how much he pumped out that time 8ml. "Looks like your getting close to empty but I know you have more to give me."

She stands up and notices his dick is going soft. "Come on you can go again" she says. He looks at her "can you help me again?" She laughs and says "oh yes I have something for you." She walks behind him and ties his hands to the chair. She then pushes a prostate massager in his ass through the hole in the chair. His dick gets instantly hard and she starts the machine again. She looks at him and laughs. Quickly he cums again, it feels more intense than ever before, the machine stops.

"You only did 3ml that time I think you are about done" she says. Alex nods "yeah my balls feel drained." She smiles an evil smile then says "well we need to make sure and you did try to cum two times in your room today so I'm going to turn the machine on and leave it on until you cum two more times." Alex's eyes widen "but I'm empty already" he says. She laughs "let's make sure"

She turns on the machine and leans back in her chair. Alex is **** to watch as his dick grows harder and harder. He cums in 45 seconds, only 1ml this time. He holds onto the chair tightly as the machine doesn't stop but speeds up. His dick is so sensitive he thinks he may pass out. He begs for it to stop "think about this next you want to waste your cum and disobey orders" she says.

His thoughts race as he tries to find something to focus on. He feels the pressure build and he knows he can't take much more. He cums again but nothing comes out of his. The sensitively in his dick somehow increases. "I came again" he manages to get out. "Are you sure? Nothing came out" she asks. "Yes yes please stop it. I won't disobey again" he says almost in tears. "Good" she says and stops the machine.

Alex just sits there breathing heavy and tries to collect himself. After a few moments Mila takes the machine off him. His dick is sore and swollen. "You improved a good bit since yesterday." She said "you came more times and you pumped out more cum, 48 millilitres total. That means you almost doubled yesterday." Alex looked at her surprised, he knew he came more but to hear the actual numbers made it sound more impressive. He smiled and was proud of himself.

Mila removed the straps and said "you are making good progress but this is just the beginning of what you will be able to do. By the end you will be pumping out that much cum in your first load if not more." Alex nodded and started getting dressed. She used the radio and told sasha he was finished with his training session. Soon after he got dressed sasha opened the door and the two of them left the room.

Alex was walking dowm the hall with Sasha,

He was thinking of asking her to join him in his room tonight but decided against it, he needed to rest and he wasn't sure if she wanted to do anything like that. Once they got to his room he thanked her and headed in. Once in his room he took the pills and eat dinner. As soon as he finished he laid down on his bed and fell asleep almost immediately.