Milf in Trouble - Copied

[hirarandi]

Holy shit! I look just like a slutty teen!" Mary said, surprised, and turned on at the same time.

"Yes, you do! Now, remember, take one for the team, Mary and make me proud." Shelby said as she led Mary back to the boys.

Mary was in a cloud of lust and dizzy from the combination of excitement and humiliation as she walked over to Ron. She snapped out of it as she approached the boys.

Ron had a chair set up facing the sofa. All the boys were lined up on the couch staring at the contrite teen walking up to Ron. She looked the part as she approached.

"You are late again, young lady, and where is your bra? Your tits are hanging out like a slut!" Ron said, and he slapped a ruler in his hand.

"Sorry, I forgot to wear one again. The boys don't seem to mind." Mary said, surprised at her own words.

"You have really fucked up this time! You upset the whole team with your attitude and your teasing. You use your tits and ass to get what you want, but this time you will not get away with it!" Ron said to play the part to the fullest.

"I didn't mean to. I am sorry, daddy, but the boys are easy to tease, and I can get them to do whatever I want. Please don't be mad!" Mary begged, with real tears in her eyes as the accusations were not far from the truth.

"It's too late, little lady. No bra. Bad attitude. Acting like a little kid. Being a major brat to everyone and constant interruptions, by acting like a slut, is making the team fall apart." Ron said as he walked up to Mary. I one swift motion, he moved his hands up and ripped open her blouse, untied it, and threw it on the ground. Mary was caught off guard.

"You're an asshole! That was my favorite shirt!" Mary screeched.

Ron slapped both breasts hard and then pulled up on both barbell piercing.

"And when did you get these. You have metal through your nipples!" Ron admonished.

"Yeow! What was that for! My friend gave me these!" Mary replied lamely.

"I don't even want to know what you gave him in trade. Whatever, you deserve a real spanking young lady." Ron said as he let go of her nipples and sat down on the chair. He motioned Mary over.

Half-naked with red handprints on both tits, burning in pain, and tears streaming out of her eyes, Mary walked over to Ron and bent over his lap. Her tit's hung down on one side of his lap and her legs the other.

The performance riveted Shelby and the boys. It seemed so real like Mary was a rebellious teen. A sexy as hell rebellious teen. Her massive DD tit looked almost too good to the boys who were all rubbing her cocks through their pants.

Ron lifted her skirt and pulled her lace panties up her ass crack. He then enjoyed soothing his hand all over her sexy well-shaped ass. This made Mary cringe as it just reinforced the pathetic situation.

"Please, Daddy, I'm sorry! I thought I was doing a good thing. It won't happen again!" Mary cried. It seemed to Shelby that Mary was getting it. She seemed genuinely sorry for all the shit she pulled.

"Oh..you will be sorry," Ron said as he spread her legs to give the boys a better view.

The guys on the couch all had raging hardons. Shelby gave them the high sign that it was ok to jerk off while watching. She could not get enough of this, and her pussy was leaking hot juice at this point.

Ron started with half-hard slaps on each butt cheek in quick succession for a couple of minutes. Mary squirmed around at first, but the pain quickly mounted.

"Ouch, Daddy! Oww! It really hurts!" Mary said while her massive tits swung back and forth as she kicked her legs in protest.

Her ass was painted with red handprints all over at the point.

Ron gave her ass a final soothing rub before he started to punish her for real.

Then Ron gave her a really hard smack right in the middle of her red ass.

"That's for being such a brat!" Ron said.

SMACK!

"Yeow!" Mary screeched.

SMACK!

"That for wasting all of our precious time!" Ron continued.

"I'll be a good girl from now on daddy; please stop, it is really hurting!" Mary sobbed. Real tears of pain and embarrassment pour out of her. She was a mess. Shelby unconsciously had moved her hand down her skirt to rub her little clit as she watched her boss get her ass beat.

All the guys were transfixed by the show. It was so real to them! Mary WAS a little girl getting punished!

"You are not close to being done. Only unforgiven brats get spanked this hard." Ron said as he continued.

"Hold on stop! I have something to say...please hear me!" Mary begged. It sounded so real that Ron stopped, and the whole room was silent beside Mary's sobbing.

Mary gathered herself together after a bit as Ron could not help but rub his hands all over her red ass hot from the spanking. Ron loved the feeling of dominating his bitch boss.

"What does my spoiled bratty bitch of a daughter have to say!" Ron jeered, thoroughly enjoying Mary's humiliation. He knew that every word out of this mouth was like a dagger.

"Thank you, daddy. I know I deserve my ass beating, but I will offer you something that I know you have always wanted if you stop now. Something mommy won't give you. How about I let you fuck your sweet young daughter in the ass. Would that make things better, daddy? Would you like to shove your hard cock into my tight bratty butthole?" Mary said as she wiggled her butt back and forth.

Mary knew the plan was to have Sandeep's thick cock stretch her ass, but she was gambling that Ron would take the bait and play the part of daddy to the fullest.

"Daddy would very much like that! But I think the team needs a shot at your ass before daddy takes your butthole." Ron said, he pulled her off his lap and made her stand in front of the boys with her tits hanging down, tears in her eyes and a flaming red behind. Her white calf-high socks, pleated skirt and pigtails and her acting made her seem like the bratty bitch girl she pretended to be. The boys loved it. They all stopped jacking off and stared up at her. She felt overwhelmed at this point, but did not see a way out but to play this to the end. Being spanked by the team was not part of the plan, but Mary, overly excited at this point, could only comply.

"I think you have something to say to the team, little girl. Like you are sorry for acting like a little kid and being a spoiled brat, but I want you on the floor when you apologize," Ron chided then directed Mary to get on her knees, bend her over facing away from the team with her face on the carpet and her ass sticking up in the air. Ron then kicked her knees wide open to spread her, so her asshole and lockup pussy were on full display facing the team. Mary thought about protesting, but her leaking pussy had other ideas.

Her face was turned sideways to address the team, which she could no longer see as her pussy and ass faced the sofa. The whole team had a front and center view of Mary's lady parts, only a couple of feet from the sofa where they all sat. Ron was in heaven as Mary began to speak.

"I am very sorry for acting like a brat. I was only trying to help you, but I now admit that I enjoyed teasing them, and I got off on it! I will leave your junior members along from now on. Please spank my spoiled ass." Mary added this last part. The team could not help but notice the pussy juice leaking down her thighs.

Shelby finally came, quietly but strongly, by rubbing her hot clit as Mary assumed her submissive position in front of the team. She hoped they did not notice. She was pretty sure they were all locked onto the view of Mary's ass sticking in the air to see her orgasm.

"Finally, some payback!" Sandeep said as he got up and smacked each of her butt cheeks. They were not overly hard spanks like Ron, but still hurt Mary as she winced audibly after each one. This was as much about humiliation as anything else at this point.

"Thank you! Sorry for being a brat!" Mary said after Sandeep finished. Sandeep also smoothed his hand over her red ass as Mary squirmed under his hand. The smoothing hands were almost worse than the spanking to Mary. It was like a child being spanked and then coddled.

Each team member came up and swatted her ass twice. Each time she thanked them and apologized for being a spoiled brat and acting like a child.

After each team member spanked her bratty butt, Ron was ready to ream her ass.

The boys went back on the couch, and they all had their cocks out waiting for the main event.

Ron kept her on the carpet with her ass, facing the team, stuck up high in the air, front and center facing the sofa.

"Spread your ass cheek for me, brat, and get ready," Ron said as Mary complied. She reached back and spread her cheeks wide until her asshole was fully exposed to everyone. They could all see her chocolate star puckering in anticipation. Her wet, chastity cage covered pussy was just as visible.

Ron's hard as a rock penis was aching for action since he started spanking Mary. He moved into position by stepping over her ass and straddling her hips so each foot was bedside, each of her knees facing away from the team, and lined up his lubed up cock to her asshole.

"Well...I am waiting, brat!" Ron teased.

Mary realized what he meant and swallowed what was left of her pride.

"Please...I beg you...teach this spoiled brat a lesson...fuck me in the ass!" Mary finished through gritted teeth anticipating the pain that always went along with taking it the butt.

Cocks were being stoked at a mad pace as they all witnessed the most mind-blowing sexual display they had ever seen. No porno could even come close to watching their boss get what she so richly deserved. It was every employee's dream of revenge.

Ron was non-to-gentle as he pushed slowly, but without backing out, until his head popped in past her tight sphincter.

"Owww..oh god...slow down...my poor ass...you are too big!" Mary moaned as she removed her hands and clenched the carpet in pain and utter humiliation. Her cunt continued to drip; however and Ron did not miss this obvious sign.

He gave her ass a good smack as he drove his cock in deeper.

Mary winced in pain again but not as loud this time. She grunted and groaned in time with his cock driving into her, to the delight of Shelby and the boys.

They had a great view of Mary's ass, stuck high in the air, as Ron's cock delved deeper into her ass.

Ron bent his knees lower and lower as he started to fuck her with full strokes from balls deep to the tip and back down again.

Several times he rammed down hard, then smacked her ass while grinding his cock around in circles so she would feel it deep inside her bowels.

Shelby started to masturbate again. She could not help herself. It was too erotic!

After a full five more minutes of ass-pounding, Ron finally drove his cock down and deposited a huge load of cum deep in Mary's abused bowels.

"Arrgh! Take that brat! May this be a lesson you will not soon forget!" Ron said and pulled out roughly and gave her ass one final swat.

Mary yelped in pain but was glad it was over. She was actually close to cuming but held off.

Shelby, waiting until Ron was done, gave them a sign that they could cum on Mary.

Shelby came over and held Mary in place as the boys shot cum on her upturned ass one-by-one until her red ass was plastered with spunk.

Cum covered and exhausted, Mary, got up off the floor. Her legs were stiff from being fucked for so long with her ass in the air.

To the surprise of everyone, Mary snapped back to her manager persona. Mary felt she needed to keep these little shit in line, or she would be taken advantage of in a worse way in the future.

"Just so we are clear," Mary said, trying to look serious in a pleated skirt with cum on her ass and her tits still hanging out, "We have a deal now, and I expect you all to make up for the lost time with your respective teams. I want a full update from each of you asap. Remember, we still need each other to finish the project. Don't kid yourself that this little show softens my resolve. Test me on this, and you will be sorry."

Ron and the others were shocked out of their fairy tale. Mary may be standing in front of them, looking like a freshly fuck slut, but her words still had an impact.

"Yes, Ma'am, you did give us a show we will never forget. We will live up to our part. Count on it. You will get the reports on time." Ron said for all the others.

"Good, now clear out I need to get cleaned up," Mary said with a dismissive wave of her hand.

Shelby was amazed at the way Mary switched from slut to boss and actually pulled it off. The boys cleared out, and then Shelby helped Mary collect her clothes and clean the globs of cum off her ass and back.

"That was truly impressive, Mary, so you are a great actor. All the guys were transfixed, but I must say you did need to do something drastic. You almost blew it with them, and you need them as much as they need you. It seemed like you enjoyed playing a little girl, though...am I right?" Shelby said as she wiped Mary's back.

"Well, yes...I knew my pussy was leaking like a sieve, and everybody could see that. They all know I have slutty tendencies, but I need to keep them in check, and if that means I degrade myself, then so be it. When I make partner, and they all get huge raises this will not matter anymore." Mary finished as she got dressed.

"Well, at least now I can give you some good news! Kelly is leaving on a business trip today and will be gone for three weeks. While she is gone, she wants to give your new piercing time to heal. They really look inflamed, and I told her you could not keep roughing it up, or it will get infected. To that end, you get a break, but she still wants the team motivated. Stay home for the first week to give your jaw, ass, and pussy a break; then, you only need to come in long enough each day to suck cock. Once you have swallowed six loads each day, you can go home as long as she is on her trip. I can keep an eye on the team and collect the reports, review them, and give you a summary. The overseas board meetings are not starting again until Kelly gets back anyways." Shelby said, knowing that Mary would love the news.

"That is good news! My pussy is killing me as these rings are not close to being healed. Glad you made her realize that she needed to give me a break. I have sucked more cock in the last month than in my whole life, and these new piercings are a bitch to deal with, not to mention what just happened to my poor ass," Mary said, feeling good. Kelly could not torture her for a while now.

"If she only knew what Kelly had in mind!" Shelby thought.

Mary, very relieved, packed up her stuff and headed home. She was again, totally exhausted.

Mary drove home feeling light-hearted, even with her pussy locked up. At least she would not need to suck cock or potentially be fucked in the ass again for a while.

She took it easy and did little more than read books and watch tv, needing the rest badly. After a few days of rest, she inspected the chastity cage and found that her labia, where the rings pierced, were still really red. She called Shelby and sent her a picture. Shelby agreed that it looked terrible and released the cage remotely through the ap. With relief, Mary removed it for her sore Vulva. That made her even happier.

Later that evening in bed, she broke out her most colossal dildo and started to play with her pussy. She hadn't felt a penis in her Vagina for a long time, and she missed the feeling. She had to be gentle as the rings made her labia very tender. She thought back to the humiliation and how it turned her on. She got out of bed and moved to the hardwood floor in front of her full-length mirror. She stared at her reflection and saw OFFICE SLUT on her pussy and lettering, I LOVE TO (on her right breast) and SUCK COCK! (on her left breast), and got turned on even more. It seemed like she was staring at another person. She stuck the eight-inch dildo to the floor with the attached suction cup. The dildo stood up proudly, waiting for her.

"Please don't make me sit on it! Not in front of everyone!" Mary thought to herself as she imagined her team standing around her, waiting for her to impale herself on the thick tall dildo, with Kelly above her, berating her to perform for the team.

"Sit on sit slut! I know your pussy is hungry for cock, even a fake one! Do it now, or I will whip your slutty pussy!" The imaginary Kelly jeered.

She knelt with one knee on the floor and lifted the other, so her wet pussy was positioned right above the tip of the dildo. She lowered herself down, imaging Kelly forcing her pussy onto the dildo. Her labia protested, but she was too turned on to care.

"Oh god, does that ever feel good!" Mary sighed as the dildo slid into her tight cunt that had been empty for so long. She stared at her reflection, seeing a slut impaled on a colossal dildo. Mary moved her other knee down and sat back on the dildo, feeling her Vagina expand. Then she moved her thighs up and down, fucking herself while twisting her nipples piercing. It felt like heaven. A scene played in her head as she saw the whole team jacking off to the sight of their manager fucking herself in front of them. She raised until just the tip was inside her, then rammed it back down, pretending that she was forced to fuck herself harder.

"Please don't make me! It's so thick!" Mary moaned as pussy juice ran out from the side of the invading dildo and onto the floor, forming a small puddle as she continued to impale herself.

"God, this is so much better than taking it in the ass!" Mary thought as she continued to lift up and then ram her hungry pierced Vagina back down.

She looked at the wonton slut in the mirror, fucking the shit out of herself. It seemed like another person, forced to perform. Finally, after many minutes of gliding her pussy up and down the slippery shaft, she drove herself to orgasm. She slammed her pussy down one last time and ground her Vagina hard in circles at the base, and came on the dildo.

"Oh...fuck ya...sooo good!" She yelled as she came hard and squirted as she lifted off the dildo, sending a stream of fluid rushing out of her cunt. It hit the mirror, running down in long streaks as she sat back on the floor, not regretting her orgasm.

"Take that, you sick bitch!" Mary thought as she stared at the mirror and looked at her well-used pussy. It sat gaping open from the thickness of the dildo. She could see it pulsing with post-orgasmic bliss. Her pussy rings were wet from the fountain of cum that shot out of her. After a few minutes, she got up and dried them off.

"They can't very well heal, soaked in pussy juice!" Mary giggled to herself.

She fell asleep quickly and contentedly.

The rest of the week went by quickly. Mary did little more than view her email to head off any fires at work, check in with her team to make sure they stayed on track, and kick back in her house.

She marathoned a Netflix show called Californication. It was a hot show, and she went through the whole six seasons in two days. It made her wet watching the main character, a good looking guy, fucking all those women. Still, after her intense masturbation session with the dildo, she laid off her pussy to give it time to heal. The new piercings really could not take all the abuse and moisture from jacking off or vibing herself. Besides, the reality of getting off on humiliation by squatting on that dildo and imagining Kelly, forcing her to cum in front of the whole team, scared her.

Sunday rolled around faster than she would have liked. She knew that for the next two weeks, her breakfast would switch from cereal to a large protein shake in the form of cum shot down her throat by the team of six. They would fill her belly every morning from now on. Part of her missed blow jobs, so it wasn't that bad. She got wet just thinking of sucking cock! There was just something about having a rock hard shaft slide down her throat that sent her over the edge.