The fall of a CEO

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
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Re: The fall of a CEO

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The fall of a CEO.

PART 5

Alex looked up at her wide eyed you're not really going to put that around yes Robin interrupted him you are going to be led around by your balls literally Samantha told him stay where you are and keep your legs spread nice and wide the helpless Alex did as he was told, and Robin moved it down to the base of his penis the end going around his penis was about an inch wide and had Velcro so they could make it as tight a fit on him as they wanted and it fit around the base also getting his balls as Robin pulled it tight Alex gave out a loud grunt the entire length of the leash was about six feet maybe a little more Robin gave the leash a sharp pull to be sure it stayed secure to Alex which it did and Alex gave out a sharp yelp as the leash pulled on his penis and balls up pet Robin said and gave the leash a hard pull as Alex quickly got to his feet to relieve the pain in his genitals. Chelsea told the rest of the women to have a seat in the dining room and pet Alex would begin his serving duties. The women took their seats, and Robin took up the slack in the leash and gave it a sharp pull as she headed in forcing Alex into a fast walk to ease the pain in his penis and balls when everyone was seated Alex was told he would serve each woman one at a time and that woman would have control of his leash and if he was moving to slow a yank on the leash would be his signal to pick it up and if he did something to upset them Robin looped the slack in the leash over this makes a nice belt and gave his ass a smack with it.

The stinging shot to his ass with the leash let Alex know he better not mess anything up even though he knew it wouldn't matter his ass was still going to feel the sting of the leash Robin handed the leash off to one of the EXs as Alex would serve each of them first when he hesitated a moment before starting, she quickly gave his ass a slap with the leash and he got moving if she felt he was putting too much or not enough of something on the plate he got a sharp yank sending a shot of pain in his penis and balls. As the leash was passed from woman-to-woman each gave him specific instructions on what he was supposed to do anytime he messed up even slightly he got either a hard pull on the leash a slap on the ass with it or both in one instance it was three pulls and three slaps with it.
When Alex did the unforgivable and spilled some wine the woman holding his leash gave it a two-handed pull forcing him to drop to his knees while crying out in pain, he was then ordered to stand up as the rest of the women took the leash and gave his cock and balls a pull after getting through that he was then told to bend over and grab as ankles as woman took the leash and wacked his ass when he finally finished his serving duties Chelsea who was sitting at the head of the table had his leash pulled him next to her chair and told him get on his knees and stay there till told to get up.
As the woman ate, they enjoyed the sight of Alex completely naked on his knees with a leash around his penis and balls loving that he had been reduced from a big shot and egotistical ladies' man to naked servant/plaything to now basically the women's pet he makes a really good dog was one comment and very obedient another added maybe you should give him a treat for being such good doggie Chelsea said and tossed her the leash she tugged on the leash telling here boy as Alex started to stand up she told him uh, uh on all fours knowing he had no choice the humiliated Alex dropped to all fours and crawled over and she feed him a piece of meat several others repeated this patting him on the head telling him good boy about thirty minutes later they decided it was time to have the room service ladies back to get everything and called down to have them sent up.

Given his first encounter with the room service women Alex was dreading their return knowing about Alex and his state of dress and that he was at the women's mercy room service arrived quickly as they were let in both women burst out laughing when saw Samantha holding a leash with the other end secured to Alex's penis and balls oh my god one cried out this is even better than before we thought you would enjoy this Samantha told them she looked at Alex and asked aren't you enjoying this when he didn't answer she gave his ass a shot with the leash and he quickly responded yes I'm enjoying it. We thought you might like to have him do the cleaning up under your supervision Samantha said and tossed them the leash we can do that they said the other woman grabbed ahold of the leash and they pulled him back to the dining room and ordered him to begin clearing the food off the table and back on the carts the women took great pleasure in pulling him around by his penis and slapping his ass with his leash when he didn't do something to their satisfaction or just because they felt like it.
As Samantha, Robin and Chelsea watched them work Alex Chelsea whispered to them their EXs better hope these women don't get them in the situation we have Alex in he was next ordered to clear the dishes he was told to clear them in the order of dishes, silverware then glasses picking something up in the wrong order got him a leash slap to the ass as he was finishing up with the wine glasses he made the mistake of dropping one even though it didn't break for his carelessness he was bent over the back of a chair and each woman gave him five strokes on the ass with the
leash. With everything cleared off the women thanked Samantha, Chelsea and Robin for one of the best work nights they have had in a long time and headed out.

The EXs also thanked them for a great night telling them learning of Alex's new status and embarrassing and humiliating him tonight will be the highlight of the year for them as they left each one took the leash and gave his cock and balls one final hard yank with their guest gone Chelsea removed the leash from his sore throbbing penis this was a fun night Samantha said but I'm ready to get home Chelsea and Robin agreed Robin said she would handle the bill and Samantha and Chelsea could escort Alex to the valet parking and have the car brought around as soon as he puts his chauffer's uniform on. Alex started looking for his clothes after a couple of minutes a grinning Chelsea held up a duffel bag saying in here, but you won't be wearing them, but you can't send me out like this he please I'll be arrested oh don't worry Samantha told we have a spare chauffer's uniform for you and picked up a small bag and pulled his new uniform out Alex jaw dropped as he saw what they expected him to wear.
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But I will be practically naked I can't wear that in public it's better than completely naked and being arrested Robin told him the choice is yours knowing of course he had no choice Alex pulled the humiliating thing on good let's go Samantha said as they left the room each woman pinched his exposed ass and Alex prepared himself for what he was sure would be the most humiliating walk of his life.
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Re: The fall of a CEO

Post by Jeepman89 »

Love that he has to wear that out in public. Will it stay on though? LOL
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Re: The fall of a CEO

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The fall of a CEO

PART 6

As the four made their way to the elevator Alex tried desperately to get the women to change their mind telling them they had already embarrassed and humiliated him beyond belief tonight and to please not make him go in public wearing just this tiny little thing while all three we’re enjoying his begging it was also becoming tiresome after a few more minutes of it Samantha had enough and told Robin since Alex doesn't want to wear his sexy little mini thong take it off him Robin pulled it down and off him in about two seconds she then turned to Chelsea get his leash out.
Alex was horrified at hearing this no please not that just let me wear what I drove you here in don't make me do this he pleaded I will make this very simple Samantha told him you either go down to the lobby wearing this she said as she twirled the little mini thong around or you go down with this leash around your penis and balls as we pull you around these are you only choices so choose having to choose the slightly lesser of two humiliations he choose the skimpy thong and Robin tossed it to him as Alex pulled it on Samantha hit the elevator button as they waited Alex sense of dread was on the rise.
As they entered the elevator it was empty, and Alex hoped it would stay that way though he knew that was highly unlikely they had gone down only a couple of floors when it stopped as the doors opened two women in their mid-thirties were waiting their jaws dropped as they saw the nearly naked Alex as the women entered Chelsea asked what floor the surprised women said lobby as they started back down one of the women pointed to Alex so what's this about? Samantha said oh he's our chauffer as if that explained everything the second woman looking at Alex asked not that we aren't enjoying the visual but he's barley dressed like this why Robin told them it's his new chauffer's uniform looks nice the second woman said really highlights his assets and gave his butt cheek a quick squeeze.
No need to be shy Samantha told them you can be hands on if you like Alex doesn't mind right Alex of course Alex knew what he had to say no of course not the two women took no time in accepting the offer and both were quicky squeezing and pinching his ass as well as running their hands over his chest and abs and even up and down his legs it didn't take long for all this to have his penis expanding inside the miniscule thong Alex had lost track of how close they were to the lobby with all this going on when they elevator bumped to a stop everyone looked and noticed they had stopped at the sixth floor and the two women stopped the fondling of Alex. When the doors opened a woman in her late twenties exclaimed holy hell when she saw the almost naked Alex Chelsea politely asked her going down, he's clearly not she said looking at Alex fully erect penis straining against his little thong as she stepped on the elevator so can anyone join this party she asked?

Of course, Samantha told her our obedient chauffer is your obedient chauffer as the original two women began groping and fondling Alex again the newest arrival slowly ran her fingers down his chest and abs, she looked at the other and said you know there is one part of him that looks like it really wants some attention and without another word grabbed the front of Alex mini thong and yanked it down freeing his erect cock from its confinement. With the thong pulled down Alex penis shot straight out and up nice the new woman said wow impressive the other two commented and all three quickly began fondling and stroking his penis and balls moments later Robin announced lobby in a moment ladies the three reluctantly released his penis and Alex rushed to get his raging erection back in the thong before the doors opened.
As the doors opened Alex felt hands on his ass pushing him forward out of the elevator Alex was at the moment hidden from view by the other women who had exited the elevator with him but that was ending as the group spread out. There were several women roaming around the lobby who began to take notice of Alex as Samantha, Chelsea and Robin led him to the valet parking followed closely by the three women who joined them on the ride down. As the group continued Alex started getting whistles and comments about his hot body and great outfit of course some approached them to ask about Alex and his state of near total nudity with Samantha telling them he was their chauffeur and this was his uniform the women took pictures of him as well as posed for pics with and there was the almost non stop grabbing, pinching and slapping of his exposed ass which ensured his penis remained fully erect.
When Alex and his increasing female entourage made it the valet station Alex saw it was manned by a woman of course he thought why wouldn’t it be the woman at the station exploded in laughter at the sight of Alex as he handed her the ticket for the car through her bouts of laughter the woman asked may I see some ID please? Alex looked to Robin who had the bag with his clothes she took her time getting his driver license out which the valet lady had no problem with as walked around Alex checking him out she like the other women felt free to grab and slap his ass after slowly checking to see the name on the ticket and ID matched she handed it back to Robin and called on the radio for a valet driver.
A few moments later a college age girl arrived wow she said when she saw Alex he’s the chauffeur the woman at the podium told her and that’s his uniform looks a little to big the grinning driver replied the driver was handed the ticket and told just bring the car she looked at the ticket and said it might take a little time because of the three high schools that won awards in the cheerleading competition are having a weekend celebration here I had to park it in the auxiliary lot that’s fine Samantha told her we’re in no rush.
Alex was praying to himself please let me be out of here before some high school teens show up less than two minutes later he heard a female voice call out hey girls come see what I found you’re gonna love it.
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Re: The fall of a CEO

Post by Jeepman89 »

The high school girls are in for a treat!
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Re: The fall of a CEO

Post by Vader »

The fall of a CEO.

PART 7

Alex turned and saw a teen girl about 17 staring at him wide eyed and several other girls rushing to join her oh wow one said when she saw Alex standing there in his barley anything thong another said dam Abby you were right when you said looking around the hotel could be fun though I never dreamed we would find something like this Alex embarrassment was already on the rise standing there in front of six teenage girls ranging in age from 15 to 17 all but naked Alex knew his humiliation would soon be rising when Samantha asked the group what do you think of our chauffer? He works for you, and you let him dress like that one of the girls ask oh no we make him dress like this he dresses and does anything we tell him Chelsea informed them.
The smiling teens said really anything so if we asked you tell him to do something he would do it? Oh yes Robin now chimed in what would you like him to do one girl quickly responded have him turn around so we can check his ass out Robin looked at Alex, you heard her knowing his situation Alex turned around for them that's a really nice ass Abby said sure is the others agreed one of the girls said have him bend over and grab his ankles Samantha simply said Alex and he obeyed can we grab and slap his ass the group ask sure go ahead Samantha told them and Alex quickly felt hands grabbing, pinching and slapping his ass the girls marveled at how firm and tight his ass was. The attention his ass was getting was naturally getting his penis stiff when the girls seemed to tire of working on Alex's ass Robin asked them how they did in the cheerleading competition and the girls announced first place.
Chelsea noticed that even though Alex was standing upright now he had not turned around and she was pretty sure why and told him don't be shy turn around Alex braced himself and did so oh hell one of the girls exclaimed he's about to burst out of that thing as she and the others saw his huge erection straining against his thong at this point Samantha told the girls Alex was a cheerleader in high school maybe they could show him some of their cheers and he could perform them for the group. The girls loved the idea while Alex saw no point in telling them he had never been a cheerleader and would give anything to be anywhere else right now Abby who seemed to be the leader of the girls told them let's show him a cheer and see how he does the girls did a cheer with the usual rhyming, jumping about and kicks ok your turn Abby said as Alex was about to being what would a very embarrassing act Chelsea told the girls after school when the gym was empty Alex would practice cheers naked.

Alex stared at her with shock and disbelief while the girls unanimously agreed they had to see that and looked at Chelsea for the go ahead she told them by all means you can even help Alex out of his little thong if you want at hearing that one of the 15-year-olds raced over to Alex grabbed hold of it and yanked it down and off him before he could react his thong now removed Alex fully erect penis shot up and out to the delight of the girls. The girl who yanked his thong off took hold of Alex penis and told the girls this thing is harder and firmer than his ass naturally the other girls had to check this out for themselves, and all took turns grabbing and fondling his penis and balls when everyone had a turn Abby told them alright let's see what thing does during his cheer they showed him the cheer he had to do which of course had high kicks and jumps as Alex performed his humiliating act the girls laughed hysterically at seeing his cock and balls bounce all about.
One of the girls suddenly reached into a bag she was carrying and pulled out pom poms if he's going to do cheers, he needs these after giving them to Alex they had him pose for photos with them as this was happening the woman who went to get their car finally made it back and was shocked but delighted to see completely naked Alex posing for pics with the pom poms as this continued several more cheerleaders from other schools happened upon them and burst out laughing when they heard the story behind naked Alex.
The news cheerleaders got photos of the ever more humiliated Alex and then had him do some of their cheers instructing him not to cover his penis and balls with the pom poms before he began Robin said I'm surprised none of you are recording this oh shit your right Abby said and the girls moved into position to get a clear view of Alex and had him start when his performance was done they checked their recording which looked great and decided they need some more and had him do three more cheers for recording.
Samantha told the girls I’m glad you have had fun with Alex but we need to head out so give him back his chauffeur uniform the young girl who yanked it off said I don’t think he can get it on with that she told them point at the massive erection Alex was still sporting you know there is a way we can help him with Abby added Chelsea spoke up are you sure you want to do that? Abby had a confused look and Chelsea continued what would be more fun for you girls and humiliating for Alex here you girls taking turns stroking his cock and hoping he doesn't climax before you all have your chance or him jerking himself off to orgasm while you girls watch and even record him if you wish this was an idea the girls never considered and Abby told them we should discuss this.

Samantha, Chelsea and Robin were enjoying the look on Alex face as he stood there totally naked waiting to see if the girls were going to stroke his cock or if he would have to do it himself while possibly being recorded after a minute or two of the girls debating Abby announced that Alex jerking himself off while being recorded was definitely the better option Alex was grabbed by his penis by the girl who originally pulled the tiny thong off him pulled to a stone display where was posed in front of it with one arm behind his heads his legs apart his other hand taking hold of his penis.
He was told to hold that pose while pictures were taken when that was done anyone who wanted a recording was ready Samantha told Alex don't rush through this take your time and do it right you finish to quicky you will receive a very serious spanking, but I don't know what you think is to quickly Alex told her we will let you know she said and told him get started. Alex immediately began stroking his penis being very sure not go to fast or to have to tight a grip on his cock slowly increasing his tempo and then slowing down feeling increasingly humiliated as he stared out at all the grinning female faces Alex continued to tighten and loosen his grip on his penis as well as vary the rhythm and speed of his strokes trying desperately not to climax before he was told to at one point Robin told him to pull his cock straight up so when he blew it looked like a roman candle.
Alex continued his masturbation show and he was increasingly getting closer and closer to losing it and was not sure how much longer he would be able to hold out and Samantha was showing no sign that they were ready for him to finish it had reached the point for Alex where he now had his eyes closed looking up trying to focus on anything to keep from going off Samantha finally decided he had enough and told him you can blow now Alex no longer caring he was being watched and recorded by teen girls wasted no time his grip on his penis tightened and his strokes went into high gear it took less than a minute for him to explode and it did indeed look like a roman candle as his load shot up and often he continued madly stroking himself till he had nothing left to blow.
The girls gave him cheers and applause for the great show and he was finally given back his little mini thong and for the first time tonight he was happy to put the humiliating thing on let's go Alex Robin said as he headed to the car the teens had formed two rows, and he had to walk between them to get to the car and his ass was slapped and pinched as he did so a final embarrassment before leaving he of course had to open the women's door before finally getting in the car himself he quickly started the engine and pulled out grateful to leave this place behind.

After they arrived home the thoroughly humiliated Alex collapsed on a couch the women let him have a few minutes before Robin told him he needed to change back into his servant's uniform Alex had no energy to argue and removed the thong and was now naked again Samantha said this was a very fun night looking at Alex she smiled and asked did you enjoy the evening? Not in the mood to pretend Alex said no he was surprised when the women didn't snap at him for that that's ok Robin told we did as well as your EXs all the those on your list as well as a number of women from work Samantha added they could see the confused look on his face and Samantha continued you see while we had you setting up the kitchen and dining room Chelsea here is very tech savvy set up some wireless cameras and gave your other EXs and a great many work women access to the live feed the horrified Alex said you don't mean Chelsea now interrupted that they saw and heard everything that happened in the penthouse yes exactly that and you gave them a fantastic show.
Alex stood there in shock as the reality that who knows how many women had seen him being ordered around as a naked butler as well as being humiliated even by the staff with spankings and worse being drug around by a leash tied to his penis and balls.
Don’t be sad Samantha told him you gave a lot of women you have been an asshole to a wonderful night and at least they didn’t see the cheerleaders stuff we won’t be needing you anymore tonight off to your servants room. With Alex gone Chelsea said we have had a lot of fun with him but it might be time we sent him on his not so merry way Samantha admitted she had been thinking the same thing we embarrassed, humiliated and emasculated him and left him broken and after awhile keeping him naked becomes routine and no longer embarrassing to him so what do you want to do with him Robin asked?
Chelsea told her he has never had to hold a real job and struggle to get by we now have the power, money and connections to put him up in some shoebox apartment and get him some menial job that might be more embarrassing for him than this Samantha looked at her and if he goes back to his asshole ways especially with women? I don’t think he will ever see himself superior to any woman again but we have the resources to keep tabs on him and if he does we can easily have him right back under our control the three agreed and would looking for the prefect low paying menial job for Alex in the morning.
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Re: The fall of a CEO

Post by Jeepman89 »

Great chapter, Vader! The teen girls had so much fun once they had Alex totally bare naked and forced to perform for them!
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Re: The fall of a CEO

Post by Vader »

Jeepman89 wrote: Tue Apr 01, 2025 4:57 pm Great chapter, Vader! The teen girls had so much fun once they had Alex totally bare naked and forced to perform for them!
Not sure if things are over for Alex don’t if he will wise up or go back to being his old self and need more lessons in humiliation.
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