Brandons Humiliation

Story Info
Brandon is faced with "Humiliation Day" at M.A.M.A.
14.2k words
4.08
29.7k
19

Part 3 of the 6 part series

Updated 10/05/2023
Created 12/13/2021
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

The M.A.M.A. Initiative - Brandon's Humiliation

Brandon awoke to his phone alarm going off, opening his eyes to a bright room with a high ceiling and large windows. He lifted himself up in the king size bed and began stretching his arms. Glancing to his right, he saw there was no one in the large bed but himself. Another glance down and he saw he wasn't wearing any clothing and had a very stiff morning erection.

"Babe?..." he yelled out towards the open bedroom door, but there was no response.

He slid over to the edge of the bed, planted his feet on the floor and stood up facing the large windows. The middle windows were actually French doors. He walked up and opened the doors to what turned out be a Juliet balcony. The weather was warm with a slight breeze. The balcony overlooked what appeared to be a large lawn with a garden. Almost like a garden in a palace. There were even a few gardeners working. He stood there for a minute taking in the fresh air and enjoying the view.

"Good morning handsome," said a familiar voice holding a cup of coffee.

Brandon turned around and it was Heather standing in the bedroom doorway. She was dressed in black lacy lingerie.

"Where were you babe?" asked Brandon. "You know my morning wood needs your attention every day."

"I was just getting you a cup of coffee babe," she replied. "Here you go. Fresh from the pot."

Heather walked over to Brandon in front of the balcony and handed him his coffee. She then immediately dropped to her knees and began sucking his cock. Brandon began to moan in pleasure as she worked her lips and tongue all over his cock and balls. He took a sip of his coffee looking out at the view.

Suddenly the light in the room began to get dimmer until it was completely dark. Brandon was confused as to what just happened. All of a sudden the room was pitch black and he was in the bed again. As his eyes adjusted he came to realize he's still in his room at the M.A.M.A facility.

"Fuck!!! It was just a dream," he thought to himself. At the same time he felt an amazing sensation between his legs. A nice tingly feeling. He glanced down at the center of the bed and saw someone kneeling beside it, but the persons head was under his blanket. Brandon tried to shift his position to get a better look, but then a hand gently touched his chest and held him in place.

"Who's there? Who are you?" Brandon asked nervously.

"Shhhh..." she said. "Just relax and don't move until I'm done"

Brandon recognized the voice. "Head Mistress?" he asked.

There was no response. The tingly sensation continued. Brandon's erection was massive. He attempted to lift the blanket but Head Mistress immediately pulled it down.

"I said don't move!" she said sternly.

Brandon could feel that whatever she was doing down there, she was doing to his balls. He felt kisses and licking and gentle sucking all over his loose scrotum. It felt amazing. But it was also very frustrating as his cock wasn't getting any attention. And of course he wasn't allowed to touch it.

"Start licking," Head Mistress commanded.

Suddenly Brandon heard lapping sounds coming from behind her. He didn't realized there was another person in the room. Another guy kneeling behind her ass. His face was buried in her ass working his tongue on her nether areas. Head Mistress began to moan with one of his balls in her mouth. It added to the simulation. He began to let out moans of his own.

About 10 minutes past and Head Mistress was still working her magic. The clock on the wall read 11:13pm. Brandon's cock felt like it was going to burst. It felt so good. He was still confused as to why this was all happening. Just hours ago, the same woman was crushing his balls under her feet. Even though they were now being pleasured, they were still swollen and sore from earlier.

"Oh God... Please don't cum," he thought to himself.

Suddenly Head Mistresses moans got louder. She managed to stick both of Brandon's balls into her mouth as she approached orgasm.

Brandon got very nervous having his balls trapped in her mouth like this. "What if she bites down during her orgasm?" he thought. He tensed up at the thought of it.

"Mmmmm... mmmm... hhmmmm..." Head Mistress moaned intensely into orgasm with a mouthful of Brandon's balls. The other male in the room managed to successfully pleasure her. But he didn't stop.

Head Mistress released Brandon's balls from her mouth but continued to kiss them thoroughly. Brandon wasn't complaining, but he wondered how long this was going to go on for. He was pretty tired and wanted to get some sleep. He had a very rough day, and it will probably be the same tomorrow.

Another 20 minutes passed by. Brandon's scrotum and taint were soaked in saliva. His cock had drooled a substantial amount of precum all over the sheets. Again her moans began to grow louder and she sucked both his balls back into her mouth. Another orgasm approached.

"Mmmmm... hhmmmm... hhmmmm... Uhhhh...." Head Mistress moaned intensely then released Brandon's balls. The other male in the room stopped licking and stood up. It was the first time Brandon was able to get a good look at him. He vaguely recognized him from the cafeteria. He always ate near Head Mistresses table.

Head Mistress gave Brandon's balls a few more tender kisses then she also stood up and put on her panties. Without saying anything they both left the room and shut the door.

Brandon was left lying there cruelly teased with a massive erection. He wanted to cry that he couldn't just finish himself off. The frustration brought a tear to his eye as he lay there trying to fall back asleep. He so desperately wanted to get out of this place but more desperately wanted to cum. The clock on the wall now read 11:40pm. He went back to thinking about his dream with Heather hoping when he falls back asleep it would continue where it left off. About 30 minutes later he drifted off.

*****

Several hours later Brandon was awoken by the morning alarm. His cock is still hard. He crawled out of bed to use the toilet. In addition to the regular reminders there was a large notice flashing on the TV screen.

"YOU'RE NOT PERMITTED TO DEFICATE THIS MORNING. DOING SO WILL RESULT IN SEVERE PUNISHMENT"

Brandon stood hesitant in front of the toilet. "Does this mean I can't sit to pee?" he thought to himself. Deciding not to risk the consequences he knelt down on all fours and lifted his leg to aim his engorged cock into the toilet. Doing this task with an erection introduced a new level of humiliation. It was almost like he was fucking the toilet bowl.

After a lengthy push the urine started to flow, and his erection began to subside. He did the usual shake and was finished. He made his way over to the shower stall. Last night's encounter with the Head Mistress was still on his mind. She spent so much time lapping at his nut sack, he could still feel it. Just as he was about to enter the cold shower when the door swung open. It was Heather. Bare breasts and all.

"Good morning handsome," she said with a smile.

Brandon paused for a second. That was exactly what she had said in his dream. Then he snapped back to reality, dropped to his knees and kissed her feet like he's supposed to.

"Good morning, Mistress Heather," he replied. "I'm not quite ready. I was about to take a shower."

"Sure, go ahead. I'm a little early I know. I wanted to come watch you shower," she said with a giggle.

Brandon walked into the cold stream of water and began soaping himself up as fast as he could. He hoped he could get in and out fast enough to prevent shrinkage in front of Heather. But it didn't work.

"Don't forget to get all that saliva off your ball sack," she said giggling.

Brandon had just finished and stepped out to dry himself off. Of course, to his dismay Heather was looking directly at his shriveled dick and tight ball sack.

"I take it you know what happened last night Mistress?" he asked. "I was a little surprised myself. It was completely unexpected."

"Don't feel special or anything," she said. "Head Mistress does that to one of the males almost every night."

"Really!" Brandon said in shock.

"Yeah. It's her main fetish. Balls. She loves balls," she replied. "She likes busting them, but also like to worship them. Particularly a nice, large and clean-shaven pair... like yours," she continued. "And since she's in charge around here and has access to dozens of fresh young nut sacks each week, so she indulges herself every night before she goes to sleep.

As Brandon listened he couldn't help but gaze Jillian's beautiful nipples. It's almost impossible not to.

"And she does it late at night because that's when men's balls are hanging loose and relaxed," she continued. "She enjoys them more that way."

"Wow," Brandon said. "I would have never guessed it. Especially after she beat our balls so bad yesterday. Mine are still sore"

"So you better be extra good today then," she said smiling. "Wouldn't want to earn another ball busting punishment."

Brandon gave a nervous look.

"Anyway, get your knee pads on and show me your ass," Heather commanded. "Brace yourself for the butt plug."

Brandon scrambled to get his pads on and Heather lubed up and slid the plug into his anus. They were about to walk out of the room when Brandon had a question.

"Um... Mistress Heather..." he said hesitantly. "Can I ask you something?"

"Sure, hurry up," she replied.

"It's just I noticed something yesterday...." he said pausing. "Maybe I shouldn't ask. I'm sorry."

"What is it Brandon?" she said. "You're not going to get into any trouble for asking a question."

"It's just.... I couldn't help but notice that Head Mistress and Mistress Jillian and you have smelly feet," he said nervously. "I don't mean to be disrespectful, but you all seem so hygienic. I was surprised at the odor. Almost like they haven't been washed in days".

Heather looked at Brandon with a smirk. "That's intentional Brandon. And you'll find out why soon enough," she said. "Now let's get to breakfast."

They made their way down the main hallway with the others and into the cafeteria. Jillian was there waiting with Janice and her male. Brandon kissed both their feet before kneeling. Shortly after, the Head Mistress entered the room. She didn't even glance at him. Almost like last night didn't happen.

The servers brought the food out. It was the usual deal, plates on the floor eating like a dog. Minutes later Brandon felt a tingle in his penis. A very pleasant tingle. He began to get a boner.

"Shit shit shit," he thought to himself.

"And we're off," said Jillian smirking down at the males. It turns out all the males were getting an erection.

All the males started to shift in their places as their cocks became engorged. Brandon was very confused as to what was happening. He was now rock hard. He looked up at Heather who was smiling down at him. She gave him a wink.

Head Mistress stood up to make an announcement. "In case you boys are wondering what's going on, I will enlighten you. Your breakfast today was laced with Viagra. Hence the reason you're all hard right now," she said. "Today is Humiliation Day. You will kick off the day fully erect. This dose should last for hours." She paused with a smirk. "Try your best no to ejaculate!"

All the mistresses stood up and began to leave the cafeteria guiding their males by their leashed balls. It was quite a site. A few dozen young men crawling around naked with raging boners.

"It would be really fun if this was done while they were all wearing spiked chastity cages," Janice says to Jillian as they walk out.

"I know. They'd all be whimpering on the floor right now. Betrayed by their own anatomy," Jillian replied.

Brandon and Janice's male looked at each other as they overheard the conversation. Brandon never got his name since they aren't allowed to talk to each other. He could only imagine the types of torment a mistress like Janice puts the poor guy through. He's only been at M.A.M.A two full days, today will be his third, but he feels like he's got it a little easy with mistresses like Jillian and Heather. In his mind they seemed more forgiving or gentle. But then again, he didn't have anyone to make a comparison other than the Head Mistress, who just yesterday squished his balls around with her feet for hours with a smile on her face the entire time.

Suddenly Brandon remembered something. He made promises during his initiation. Promises to Jillian, Heather and Head Mistress. Things he would have to do for them in exchange for being released from his torment. His heart began to race at the thought of doing the things he agreed to do. "Maybe they will forget about it?" he thought to himself. "Hopefully."

Jillian and Heather led Brandon down a different hallway that led to a staircase. They went up two flights to much a nicer floor. The hallway resembled a hotel with a nice carpet, fancy trim and wall sconce lighting. They came to a door numbered "Suite 6" and they entered. It was a very nice suite, very bright and clean. Everything looked brand new. They entered directly into a large living/dining/kitchen area. Brandon looked at the large windows illuminating the room. He just realized he hadn't seen any sunlight in a few days.

"Ok. It's time to have some fun with you Brandon," Jillian said with a smirk. "Welcome to my suite!"

Both ladies stared at Brandon while he examined the room in awe.

"Look at that gigantic erection. It's magnificent. You must be extremely horny. Are you extremely horny?"

Brandon knelt there in front of the two beautiful bare breasted women and nodded his head "yes mistress." There was a string of precum hanging off the tip of his cock.

Heather then did something unexpected. She got on all fours and slowly crawled over towards Brandon. His heart started pounding and cock started twitching as her face came closer and closer to his manhood. She stopped only inches away from the top of his cock and blew a soft puff of air on it.

"Ooohh Heather," Brandon blurted out loud closing his eyes and tilting his head back as the sensation of her warm breath on his cock head sent him into ecstasy.

Both Jillian and Heather laughed. And Brandon realized he forgot to address her as mistress. "I mean mistress Heather," he quickly corrected himself.

"Too late," Jillian chimed in. "You'll pay for that one later"

Brandon wanted to hit himself at his stupidity. This is his second offense towards Heather like that. The punishment will be worse than the previous. The first time she squeezed his balls hard for 15 agonizing seconds. He didn't even want to think about how she can top that.

"I'm so sorry mistress," he said frantically crawling to Heathers feet and kissing them all over. "Please show me mercy later... kiss...kiss...kiss..."

"Sit up Brandon!!" Jillian said sternly. Brandon immediately complied. "Let's go into my playroom."

They guided Brandon down a hallway right off the entry foyer area. There were three doors. The first door they passed appeared to be a bathroom. They proceeded and entered into the second door which was a room with the essentials of BDSM related equipment similar to the punishment room downstairs, but not as much of it.

"Kneel upright," she commanded. Brandon complied. His rock-hard cock protruding perpendicular to his body. "Now get behind me, put your hands behind your back, burry your face in my ass and slip your cock between my calves."

Brandon crawled behind her on his knees in an upright position and pressed his face into her beautiful heart shaped ass, and slowly pushed his cock in the tight space between her calves. His precum smeared onto her spandex.

"Now start humping my legs," she instructed. "But you're not allowed to cum. Understand?"

Brandon nodded with his face in her ass and slowly began to slide his cock back and forth between her calves. His cock felt like it was going to burst with the first few movements. He was extremely aroused by the situation. It was humiliating yes, but quite arousing having his face in her spandex covered ass. He tried to change his focus to avoid cumming without permission, but it didn't work. He approached the edge, and he stopped humping.

"I didn't say you can stop!" Jillian said in a disappointed stern voice.

Brandon mumbled into her ass "I'm about to cum mistress"

Frustrated, Jillian steps away from Brandon and turns to face him.

"Suit yourself. You will be punished later for your failure to comply with my instructions," she said. "Heather get the cream."

"Please mistress... I'm sorry.... I tried to hold back.... Not the Icy Hot..." Brandon began to plead.

Heather reached into a drawer and pulled out a cream labeled "numbing cream".

"I would love to smear Icy Hot all over your cock and balls," said Jillian giggling. "But today is about humiliation... not pain."

Heather put on a pair of latex gloves, reached down and began to lightly rub the numbing cream on Brandon's engorged cock. Within seconds his cock started to numb. He couldn't even feel her hands. Jillian walked over and poked his cock head with her finger.

"Can you feel this?" she asked.

Brandon was shocked that he had absolutely no feeling in his penis. Almost like it wasn't there.

"N..No mistress," he replied nervously. His cock was rock hard from the Viagra, but no tingly feeling or sensation in his glans whatsoever.

"Ok good," she responded. "Now let's do something else. Clearly you were enjoying having your face in my ass too much."

Brandon didn't know what to say. Yes, he's always liked nice heart shaped butts. But he didn't know he would also enjoy pressing his face into one while humping her legs like a dog. The humiliation factor sent his brain into overdrive.

"Real men who like butts just want to bend us over and pound us hard doggystyle," she continued. "But not you right Brandon? You just want your face in our asses."

Both Jillian and Heather giggled at him.

"N..No mistress...." he responded.

"No to what?" Jillian asked. "You just showed us how horny you got with your face in my ass."

"I mean...." Brandon paused. "I mean I would also like to...do...you...doggystyle," he said looking at Heather.

The jaws of both women hit the floor at that statement.

"Oh, you're just on fire today Brandon," said Jillian. "You'll pay for that comment... dearly."

"No wait. I didn't mean it like that mistress," he replied frantically. "I was just answering your question mistress. Please...please... I'm sorry. I misspoke. I meant...."

"It doesn't matter what you meant Brandon," Jillian said cutting him off. "What matters is what we heard."

Brandon leaned forward and frantically started kissing both their feet begging for forgiveness. Both Jillian and Heather laughed at him. They knew it wouldn't change anything, but it was still amusing for them to see a young male begging at their feet.

"That's enough Brandon. We are wasting too much time," said Jillian. "Heather go grab Lucille."

Heather goes to the closet and pulls out a life like blowup doll and puts it right in front of Brandon.

"Say hi to your date for today," Heather says giggling.

Brandon gave a shocked look. "They can't be serious," he thought to himself.

"As you can see this is the Cadillac of blow-up dolls. It's firmer, with a lifelike texture, and she's proportional to an actual woman," Heather continued. "Her tits, mouth, ass and pussy all have a real life feel to them."

"Have at it sailor," Jillian said grinning. "Start with her mouth. Give us a good show."

Both ladies took a seat on the sofa in the room to watch Brandon. He took the doll and slipped his hard numb cock right into her mouth. Balls deep. He felt nothing other than his ball sack pressing up against the doll's lips. He slid his cock back and forth.