Ian’s New Job free porn video

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Wendy moaned as her husband slowly licked around her pussy. She grabbed the sheets in her ecstasy. An orgasm rising excruciatingly slowly in her.

Ian was great at cunnilingus. He practiced often on his wife. Delighting in the way his tongue could give her pleasure.

In high school his second girlfriend had made fun of his small penis. She had actually laughed at him when they had sex the first and only time. After that he always tried to start his lovemaking by going down on his partners. Not that there were many.

He was lucky to have Wendy. Ian was a quiet, unimposing man. Where Wendy was beautiful and outgoing.

They met shortly after college. She saw something in him, a gentleness and love none of her other boyfriends had. They were soon married.

After they both graduated they moved back to her hometown, where he didn’t know anyone but her friends and felt trapped in a job he didn’t like.

When his tongue slid between her netherlips, Wendy’s orgasm began approaching much faster. When he started rubbing her clit it broke.

Ian lapped up his wife’s juices as her thighs trembled and she moaned loudly.

He kissed his way up her body. Past her downy pubic hair. Across her soft tummy to her large breasts. Ian was a breast man and he loved Wendy’s massive E-cup tits. At twenty five they were still full and perky. Wendy loved having them played with, too. She could occasionally have a small orgasm just from playing with her tits.

Wendy put a hand on the back of her husband’s neck as he gently squeezed and kissed her tits. She rubbed her silky thigh against his side. Her wet pussy was ready for its next round of bliss.

Ian grabbed his cock. Fully erect at three inches. He rubbed the tip against his wife’s pussy, especially her clit. Wendy spread her legs for him. A loving invitation for his sexual intimacy. They both groaned in pleasure as he entered her. His small penis didn’t penetrate her far, but it delighted the nerve endings at the opening to her love canal.

Ian didn’t last long. He never did. His little prick drizzled it’s jizz into her as they kiss passionately. Most of it drizzling out as he pulled away.

“Love you.” Wendy said as she stood up and crossed to the bathroom. He watched her go. A beautiful woman. She had a curvy, athletic body. She couldn’t get six pack abs, just a little too soft. But that translated to a sweet round ass and big tits.

Wendy looked at herself in the mirror after a quick wash up. A round friendly face with a cute button nose, and long lustrous brown hair. It was wavy and fell well past her shoulders. Her satisfied reflection smiled back at her.

Then she moved to the bedroom door. Ian lay on his side smiling at her. He was cute, in an effeminate way. Short, only five five to her five seven. She rarely wore heels when they went out.

He wasn’t athletic, but he had a cute round ass. A girly derrière, she sometimes liked to tease him.

She slid onto the bed and they snuggled to sleep.

Mr. Franks was a slave driver. Ian didn’t like his boss. the man only cared about quotas. Not people. Still the young man tried to work hard. They needed the money. If they wanted to keep their nice house.

It was two stories and in a nice neighborhood. A great place to raise a family. Which they would as soon as they were a bit more secure.

Ian worked in ‘The Pen.’ It’s what Mr. Franks called the room where his twenty two direct underlings worked at their desks. Facing the usually closed door to the big man’s office.

‘The Pen’ where all the fucking pigs did their work.

“Morton! Get in here!” Ian heard his boss shout. Others looked up from their desks, glad it wasn’t their names called. “Little fuck.” The big man mumbled. He probably thought it was under his breath, but everyone in The Pen could hear him.

Ian walked to the front of the room. His head lowered in shame and fear. He couldn’t help it. He felt like he was being called to the principals office for a paddling.

“Do...do you want me to shut the door, sir?” He asked when he stepped into his boss’s office.

“Don’t bother.” The big man said as he stood up. He was greying at the temples, but still intimidating as he stepped close to Ian. “We lost the Green account.”

“Lost, Sir?” Ian’s voice was barely a squeak.

“Someone made a mistake. A big goddamn mistake.” The big man straightened Ian’s lapels on his button up shirt. In full view of anyone who wanted to watch. “Do you know who made that mistake? You limp dick, milk sop?”

“N...no. Sir?”

“Why, you did. You little pansy. How the fuck you can go home and fuck your wife as such a pathetic failure is beyond me.”

“S...sir.”

“Shut up, cream-puff!” The man ordered. Ian wasn’t sure why, but he had to shift positions a little as his tiny prick got hard.

“You’re fired.” The big man said.

“B...but, sir?”

“No buts, except your wife’s hot round one, and your little sissy one. No mistakes. Period.” the cruel man taunted.

Ian couldn’t stop the disturbing image of the big boss telling him all this while fucking Wendy from behind. Bent over the drinks table at the holiday party. Her nice red, velvet dress pulled up to her waist as the sweaty man pounded her pale ass from behind. Ian could clearly see himself, naked and kneeling on the floor next to them. His hard little penis getting slowly squeezed in a nutcracker.

in his vision, Mr. Franks would reach up, yanking down the top of Wendy’s dress. Her big tits tumble out as an orgasm overtakes her. Her face a mask of ecstasy as...

“Fuck. You halfwit. Are you even listening?” The big man interrupted the vision. “Get out.”

Ian turned to leave. His cheeks red with humiliation. His eyes glassy, near tears.

“Hey! Fuckwit! Don’t forget to leave your badge.”

Ian tossed the security badge on his...the company’s desk as he stumbled past in a daze.

That night Wendy comforted him on the couch. Holding Ian close as he sobbed.

“What are we going to do?” He moaned.

“We will get through this. As long as we are together.” She assured him.

“But...the house.”

“It will be fine.” She gave him a brave grin. “Feel better?”

“You make everything better. I love you so much.” He gave her a weak grin back.

“How about I comfort you in a way only a woman can?” She gave him a sly smile and pulled off her shirt. White cotton bra covering most of her big breasts.

She led him upstairs. They stripped next to their bed. Then crawled to each other and hugged.

Ian frowned when his little dick stayed soft. How could he fuck his wife? Not even Wendy caressing and tugging at the sad little thing could get it to wake up.

“It’s ok, it’s ok.” She assured him. “We can just cuddle.”

She lay down and pulled his head to her big breasts. Hoping that might get him started.

Instead he was soon snoring softly.

She lightly rubbed herself between her thighs. Hornier than she has been in months. But without any relief. She didn’t want to do anything that might wake him.

The next day at her own work, Wendy closed and locked her office door.

She couldn’t tell Ian, but she was definitely left unsatisfied from last night.

She pulled up some pictures of buff men in speedos. Then hiked up her skirt. Her hand slipping into her white cotton panties.

Wendy’s fingers rubbed her quickly wet pussy. The slender digits touching her in much the same way as her husband’s little cock.

She didn’t last long as her fingers played. She bit the back of her fist when she came. In an attempt to keep quiet.

Ian didn’t like parties. Especially with his wife’s friends. She would bounce from person to person chatting and happy. He would sit in a corner. Forgotten by everyone.

Even the love of his life.

It didn’t help that she tended to dress sexier than usual. He doubted she even noticed. But he did.

Wendy wasn’t prone to wearing provocative clothes. Only on the rare occasion that they went out for a date night.

She had on a thin tank top. It did little to hide her red lace bra, and was cut off to show her tummy. It was matched by tiny workout shorts.

No doubt she would have just said it was something comfortable to wear hanging out with friends. But Ian was pretty sure the looks the boys gave her when she wasn’t looking were less than friendly.

It didn’t help that her friends were the ‘boys’ she hung around with in college. Wendy had told him that she hadn’t dated any of them, but he still felt a strange twinge of insecurity when they were close to her.

They were big men. Real men. Hunters and builders. Men into sports. Alpha men.

Ian was none of those things.

“I hear you lost your job.” Grant said. Sitting down next to the smaller man and handing him a beer. “That’s rough.”

Grant Boothe was ruggedly handsome, charismatic, and successful. Everything Ian wished he could be. The man owned his own international business at twenty six.

“Real rough man. What are you going to do?” The bigger man asked.

“I dunno.” Ian sighed. “Go on unemployment I guess.”

“What about the house?”

“I got to get something quick or we lose it.” The little man admitted.

“I may have something.” Grant told him. “My assistant left recently. The pay is probably close to what you were making. Certainly better than unemployment.” Grant gave him a smile. “It’s basically secretary work, but it would just be temporary. Till you find something better.”

Grant patted him on the shoulder and stood. “Think about it anyway.” Then he wandered off waving at a late comer.

Tonight there were six of the boys at the party. Plus three of their wives. Chunky women, but not unattractive. Chosen as partners more for their big tits than any other reason.

Ian watched morosely as the night drew on and the boys got more drunk.

He waved his hands and refused to play when they started up a game of partners pong.

“We’re going to be odd teams then.” Ben insisted. His smiling wife leaning on his arm. Already a couple sheets to the wind.

“Are you sure honey?” Wendy asked. “We used to play in college when we had enough people.”

“No. I’m ok.” In truth he didn’t like to drink much. It always made him feel fuzzy and weird.

“We can be partners, Wendy.” Hank offered. One of the other boys. Ian couldn’t remember if the man was married or his wife just hadn’t come.

“Ok.” The brunette clapped her hands excitedly. She gave her husband a smile as they walked outside.

Ian followed to the patio. Suddenly nervous. He didn’t want to be there. He wanted to beg his wife to leave, but that would be too awkward.

Two couples stood at either end of a ping pong table with cups laid out. Certain cups were different colors, Ian noticed.

The game began. Everyone soon drinking. Until hank got a ball in an odd colored cup.

“I pick...Tilda.” He said with a grin.

Something dropped in the pit of Ian’s stomach as the chubby wife pulled off her shirt, giggling.

She had a nice rack. Double-D’s held up by a black velvet bra.

Is was a matter of moments before Ian’s wife grabbed the bottom of her shirt and pulled it over her head. She got a few whistles at her impressive cleavage.

Ian’s little cock stirred as his wife was ogled by their friends. Attention that she didn’t seem to mind.

Her shorts went next as balls hit the proper cups. She bent over and slipped them off giving everyone a good show. ‘Just playing along’ she would probably say. Now down to her red lace panties. Only half covering her wonderful, round ass.

Soon the other two wives were down to their bras as well. Then it was Wendy’s turn again.

“I doubt anyone wants to see someone else’s wife naked.” Grant said with a smirk. Much to Ian’s relief. “How about penalties. Opposite woman gives a little spank.”

Wendy bent over the table. Giggling in her tipsiness. Tilda giving her lace covered ass a dozen swats as the brunette gasped.

Gradually all the wives were stripped to their underwear. Each was spanked a couple times before the game was over.

The end of the game seemed to be the end of the party. Ian started to collect their things.

“Oh, oh. Honey! Let’s stick around.” Wendy stumbled up to him. Definitely drunk. “Hank invited everyone to use the hot tub.”

“I...I just kinda want to go home.” Ian protested.

“Aw. Don’t be a pooper. Please?” She begged. He nodded despite himself.

They walked back out to the patio. Out to the deck. Hank was waiting. Some others were already in the tub. Grant, Ben, and his wife Tilda.

“We...we don’t have suits.” Ian insisted.

“Don’t be silly.” Wendy smirked. She simply stepped in. Wearing her underwear. Grant helped her down. Letting her set next to him.

“Real men go naked, buddy.” Hank said, pulling off his jeans. Ian’s eyes boggle at the man’s huge cock. Easily twice as big as his and it wasn’t even hard.

“C’mon Ian, honey.” Tilda called. “I’ll go topless if it makes you feel more comfortable.” The chubby blonde pulled off her bra. Big tits floating in the bubbling water.

His face going red, Ian stripped nude. The group went silent when they saw just how small he really was. He couldn’t look anyone in the eyes as he slipped in next to his wife.

Ian felt as if his little penis was trying to hide back up inside his body. Just a little nub proving he wasn’t a man. In front of these obvious Alphas.

Mercifully no one said anything about his penis.

The boys talked about some great times in college. Pranks and parties long forgotten.

Finally, mercifully, Grant announced that he had an early day. The group broke up. Ian struggled to get his drunk wife dressed then home and to bed.

In the end Ian didn’t have much of a choice. It was not a great area for people in his business.

Grant gave him a big smile when he came into work a few days after the party.

“I think you will enjoy working here, Ian.” Grant told him as he showed him around. “As I said it can just be temporary.”

Ian’s desk was in the reception area right outside Grants big office. His desk was shiny and modern. As was reception. Where as Grant had a giant mahogany desk. Tall dark bookshelves. A leather couch and a pair of leather, high backed chairs next to a table in a corner.

“This is Amy.” The handsome man introduced him to the only other person working in the office. “She takes care of the computers and makes sure our internet is running,”

Amy was fat. Easily three hundred pounds and unattractive. She had greasy skin and little bristles of hair on her blobby face.

“Well, you’re a little bit of nothin’ ain’t ya?” She said cheerily. Wiping Cheeto dust on her jeans and sticking out her hand.

“Uh, pleased to meet you.” Ian said, shaking. ‘She must have to get her bras custom made.’ He thought. Her tits were enormous.

Soon he was at his desk with a list of tasks to do.

“Let’s start you out simple, hey buddy?” Grant told him.

The rest of the week passed quite nicely. Ian was even able to get erect for a bout of lovemaking over the weekend.

Then Monday morning happened.

“Ian, buddy. You made some mistakes on this form.” Grant set a paper down on the receptionist desk.

“Oh? Oh, sorry.” Ian responded. It was true there were a pair of grammar errors.

But grant wasn’t finished. “This isnt like your last job. I want to cut you some slack. But I don’t have much to give you. You little wimp.” Ian’s eyes went round at the casual insult. “So, do better.”

But unfortunately just after lunch, “I’ve seen your nothing prick. So I’m sure you are a failure in bed. Don’t be here ok?” It was another grammar error. “Honestly I don’t know how a guy like you got to be with Wendy in the first place. Can you tell me that? Never mind I think I’d just be depressed.” His new boss turned to go back into his office. “I can’t imagine why she would stay with a twink like you.”

Then again, just before the close of business. Another paper on his desk.

“Do you even want this job, peanut?” Grant demanded. “I can just dump your sissy ass back out on the street. Do you want that?” The man asked sternly.

Ian just shook his head. Tears in his eyes, not able to trust his voice.

“Repeat after me: I’m a sissy, fluffer and my wife deserves better cock than my peanut bump.”

With horror at what he was doing, Ian’s mouth opened. “I...I’m a sissy...sissy fluffer. My wife deserves better cock than my peanut.”

Grant was nodding along. “Your nothing peanut bump. Say it.”

“I...I have a nothing peanut bump.” Ian admitted obediently.

“Great. Hey buddy. I forgive you. But you need to go home and decide if you really need this job.”

He did go home that night. He really didn’t have a choice. He had been sending out resumes, but received no interest.

That night he thought he would have a problem getting hard again, but he didn’t.

His little dick was hard as a rock when he went down on his wife. Though he couldn’t get Grant’s words out of his head.

They repeated over and over, especially the bit he forced Ian to say. His little penis throbbed with each mental repeat. ’Im a sissy fluffer. I have a little peanut bump.’

The verbal insults continued the rest of the week. Ian began to dread each time Grant came out of his office.

Then came Friday. His boss seemed cheerful all day. No insults or anything. Even though Ian got back a couple reports with small errors on them.

Then grant called the smaller man into his intimidating office just before closing.

“C...can I do anything. S...sir?” Ian implored.

Grant stood and walked around his desk. “You’re still here. So apparently you want the job.” Ian nodded sorrowfully. “But you keep making mistakes. I need to have something from you to make up for that. That’s fair isn’t it, Ian?”

“Uh...I guess.”

“If you were a misbehaving little girl I’d spank you, Ian. Perhaps we should start there.”

“W...what?” The smaller man stammered.

“If you want to keep your job, drop your pants and bend over my desk.” Grant said coldly.

With a sniffle, wishing he was anywhere but there, Ian shivered as he unbuckled his slacks. Letting them drop to his ankles.

“Unimaginative. White cotton briefs?” Grant scoffed. “That’s what a little boy would wear.”

It’s what Ian had always worn. He bent over his boss’s desk. Resting on his elbows, much like his wife did on the ping-pong table. His ass presented to his boss.

Ian let out a meek little grunt with each stinging strike, more like a whine. He hadn’t been so humiliated in a long time. Grant’s strong hand firmly paddled his round sissy ass.

If Ian was a real man he wouldn’t stand for such treatment. Instead tears freely trailed down his cheeks as he gasped to each stern blow.

“You enjoyed it Ian.” Grant chided when he finally stopped. The sissy shook his head, no. “Your peanut bump says otherwise.”

The bigger man slid a hand between Ian’s thighs. The weeping man clenched them, but was unable to stop Grant’s fingers from lightly, almost lovingly, caressing Ian’s little hard-on.

“If you are going to enjoy it, I will have to get more inventive. Spread your legs wide.”

“Please...please, Grant.” Ian begged as he obediently spread his legs. still bent over the Alpha’s big desk.

Ian squealed as grant swung upward. Slapping the sissy’s sensitive scrotum. Each strike sent shocks of pain through Ian’s body. His sight flashing red.

His cock and balls clench with each spank. Soon Ian is cumming in his underwear. Though it doesn’t feel like any orgasm he has ever had. It isn’t even pleasant.

“There you go.” Grant announced pleased. Stopping the punishment.

Ian pulled his slacks back on. Worried that he would get in trouble if he asked permission to clean himself up. Then he left. His gaze downcast. Not able to look Grant in the eyes.

He had to drive home like that. Cum drying in his underwear. His ass sore against the seat. His tiny balls throbbing with pain.

That night he couldn’t get hard for Wendy again. She asked him what was wrong. He just told her it was the job search.

After she dozed off he couldn’t help thinking about the spanking. His little prick getting hard under the covers. His hand stroked his little nub next to his sleeping wife.

Thoughts of his boss’s punishment driving him to cream his shorts again. Ashamed, he went into the bathroom to clean up.

On Monday Grant motioned Ian into his office as soon as he got there. “I honestly thought you would be more of a man than to show back up.” His boss taunted with a smirk. “Well, if you are going to be the office sissy it’s time to start acting like it. Take off your shirt and pants.”

Ian wasn’t sure what was going to happen when he came in that morning. But this wasn’t what he imagined. “But...But, I didn’t do anything.”

“No. It’s not what you did. It’s what you are.” Grant stepped close. Looming over the smaller man. “You are a beta sissy. And you will be treated as such. Strip!”

Quickly Ian got down to his briefs.

“Just pathetic. Here you can wear these for now.” Grant told him. The big man pulled open a drawer in his desk. He handed the sissy a pair of new red, silk boxers. “Put them on. Then bend over.”

Ian stripped out of his tidy-whities. Blushing as he revealed his tiny penis again. The little thing throbbing to an erection despite the awful situation.

Ian pulled on the silk boxers. Then he bent over Grant’s desk.

Ian gasped through a dozen sharp spanks then was dismissed.

“M...my clothes?”

“You’re wearing them. You can get your things at the end of the day.” Grant told him.

Dejected, the sissy walked out to his receptionist desk. Hoping that there wouldn’t be any visitors today. He kept having to pull up the silk boxers as they were too big for him.

Around ten in the morning Amy came into reception. That was a rare occurrence. She spent most of her days sitting around her desk in the computer room watching porn.

“Boss says your the office sissy now. Git your skinny ass over that desk, boy.” She ordered him.

Ian’s eyes went wide at the thought, but he does as told. The fat woman laughed as her meaty hands beat a staccato rhythm on his round ass.

When she was finished, his rear was red and sore. “He also said you got a teeny pecker. I wanna see it.” She grabbed at his borrowed shorts as he stood.

She tugged the silk boxers down and laughed “Boy ain’t nuthin’ there.”

It was basically true. Soft he was less than in inch. Just a little bump. His balls were his only proof of manhood. Though they were tiny too. Like shriveled raisins.

“Ooop! Little turtle is gettin’ brave!” She laughed. His cock seemed to be getting hard at her derision.

Ian gasped when the grotesque woman grabbed his tip. He whined as she squeezed painfully and pulled it as far as it would go.

“Yup. That’s tiny.” She slapped his sissy bump back and forth a couple times before blowing him a kiss and heading back to her work area.

The next two days continued like that. Ian would receive two or three humiliating spanks a day. Sometimes from fat Amy.

Always wearing those silk boxers.

At night he still couldn’t get hard for his wife.

Then it was Thursday morning.

“Hey sissy! Get in here.” Grant ordered when Ian arrived. His boss and his fat co-worker were waiting.

“Amy will take you to get waxed. Body hair is something a man has. Not you. When you get back your new work clothes will be waiting."

Humiliated, Ian followed Amy out of the office. His head hanging low.

Ugly Amy grinned at him as they got in his car. "Lets go." She ordered.

The Fat woman directed him to some hole in the wall massage parlor. Apparently run by her sister.

In a small private room Amy had him strip down. Ian hesitated, uncomfortable with the whole thing. Then Amy casually reached out and slapped the sissy’s ass. Reminding him of his place. "Get to it."

Ian quickly got nude and on the table. Amy herself did the hair removal. Backside first, then the front. Everything below eyebrow level.

Ian cried out with each strip of hot wax. It felt like his skin was coming off.

Amy had him flip over and took great cruel enjoyment out of stripping around his hard little peanut. Especially the pain from stripping his balls.

After an hour, Ian's body was bare. Grinning at the smooth pansy, Amy asked, "You ever cheat on your wife?"

"No, of course not." Ian responded, trying and failing to sound firm.

The ugly woman quickly stripped off her clothes. a big, pear shaped blob of naked woman. She hopped on the table. Hairy, moist, twat straddling the sissy's crotch.

"Please I can't."

"We both know that's not true. Your sissy dick is just asking for mama's sweet cunt."

It was true, the pain and humiliation had given his penis a raging three inch boner.

The ugly woman easily slid it in. Ian closed his eyes feeling the fat woman move her cootch up and down his tiny cock.

Soon, without wanting to, Ian shot a load into the messy cunt. Amy grinned at the sissy as she too orgasmed. "Aaah! That was great."

When they got back to work Ian found lingerie laid out on his chair with a note. ‘Put it on Sissy’

He frowned down at the white lace corset, matching thong panties, and white thigh high stockings. A stark contrast to the dark upholstered chair.

Black high heels lay on the floor beneath.

Resigned to his fate, Ian stripped. Taking off his men’s slacks and dress shirt, in preparation for wearing the woman’s lingerie. His tiny penis grew hard at the very thought.

He started with the panties. Stepping into the sensual underwear designed for women. He slid the thong up his newly smooth legs. The tiny back settled between his feminine ass cheeks. Immediately feeling awkward. Like a punishment for being a sex object. In the front, his penis fit snugly under the white lace. Even hard it stopped just short of peeking out.

Ian stood for a moment wearing just the panties. His skin tingled and a shiver rolled through him. He knew he should just walk out. Leave. There was no way he could accept this.

Next the lace corset went on. He struggled to get all the hooks to catch. Minutes passed as he worked it. Standing in reception. Only the lacy thong to cover his shame.

When he finally had the corset properly on it felt strange against his skin. Sort of scratchy and tight. Like he was bound in a cage.

The cups at the top stood empty. They were only for B-size breasts, but he didn’t have anything to fill them with.

Then he sat. Reaching down he slid the first silky, white, stocking up his sissy leg. His body shivered as it slowly engulfed him. His tiny prick throbbed under its lace cage.

He thought putting the stocking on would be like putting on socks. But this was much more intense. Something about the stocking made Ian feel especially feminine. He felt lightheaded as he pulled the second one on. They stopped just short of his ass. The way they hugged his thighs made him want to fuck. Or...or be fucked.

He sat for a moment, rocking back and forth on his nearly bare ass. Strangely savoring the feel of the lingerie on his body. Little shivers of excitement seemed to roll through him, settling in his tiny prick.

Carefully he attached the suspenders dangling from his corset to the tops of his stockings. He could see his reflection in the window. For a moment confusing himself with a strange woman.

Then he sat. He easily slid his dainty, stocking covered feet into the high heels. They had a strap that snapped around his calf and he didn’t like the way they felt on his feet. Like his ankles were always pointed down.

Ian spent the day typing up reports. His strange excitement never abating as he waited for his boss to call in him.

Just before the end of the day, Grant gave him a buzz. Feeling awkward in the high heels, Ian stumbled to the man’s door. Then into his office.

“You...you wanted to see me sir?”

“Come in, pussy. Turn around so I can get a good look.” Grant ordered.

Ian stumbled to the center of the room. He took a moment to steady himself. Then he raised his hairless arms and slowly spun around for his smirking boss.

“Good. Very good. You need more practice in heels though.” Grant told him. “Now come here.” His confidence palpable, Grant crossed the room to one of the high backed leather chairs in the corner. Patting his thigh. He watched Ian slowly, carefully approach.

The bigger man made the sissy lay across his lap. Ian’s face pointed down, his round ass in the air. Nearly bare and vulnerable.

The sissy could smell the old leather of the chair. It’s scent was strong. Masculine. Dominant. One of Grant’s hands rested on the small of his back. Almost comforting. As if Ian belonged to the Alpha male.

“You know why you are being punished?” Grant asked calmly.

“I...uh. Because I’m a sissy?” Ian guessed.

“That’s part of it.” Grant said.

Ian’s eyes went wide at the first spank. More a light tap on one asscheek. Grant was only swinging from his wrist.

A few more swats and Ian was moaning quietly at each one. Pink handprints appeared on the sissy’s rear then faded before the next swat.

Grant paused. “We both know you don’t deserve Wendy. Don’t we?”

“Y...yes sir.” The admittance sent a dark shiver through the helpless sissy. He didn’t want to believe that.

Ian gasped as grant swatted harder. Pale flesh starting to stay pink. His tiny cock throbbed with each spank.

Again grant stopped. “Who does she belong with? You pathetic wimp.” The handsome man asked.

“Uh...you?” Ian whined. The Alpha smiled. Then he swung his arm wide. Ian’s ass jiggled at the hard slap. The sissy squealed from the pain. He gripped the leg of the old leather chair.

For support? For comfort? He didn’t know. All he knew was the pain Grant unleashed on his ass.

Flesh turned from pink to red as Grant dominated the pathetic sissy.

Ian’s ass clenched with each burning strike. He couldn’t take it anymore. His arm flailed back trying to protect his sore bottom.

Grant just grabbed the man’s wrist and pinned it to his back. Against the lace of his corset.

He spanked the weeping sissy’s ass to a dark red. Grinning at Ian’s ineffectively kicking legs. Clad in their white stockings. like a damsel in distress.

Finally, mercifully, the Alpha relented.

Grant stopped the spanking. He ran his fingertips in circles around the sissy’s throbbing derrière. He could feel the heat rising from the punished bum.

“Who else should Wendy belong to? Answer you fucking cock sucker!” Grant demanded. He Grabbed Ian’s short hair and painfully yanked his head up.

“Unh! Uh...everyone? Wendy belongs to everyone. She...She should be treated like a whore. Fucked...fucked by any real man who wants her cunt.” As the words spilled out of Ian’s mouth, cum drizzled out of his pathetic cock.

He wasn’t even sure where the words had come from, but they seemed to be what Grant wanted. The big man let him up.

Ian stood before his boss dressed in lingerie. His sissy head lowered. Cum soiled his lace panties. His hand rubbed his warm, red, sore ass.

“Thank me for revealing your truth.”

“Th...thank you sir.” Ian simpered. Tears in his eyes and running down his sissy cheeks.

“Looks like someone made a mess.” Grant chuckled.

Ian looked down. They could both see his stained panties. His tiny prick was soft again. Covered in cum. Resting in its lace crib.

“Clean it up, sissy.” There was a menace in Grants voice. One that Ian had no will to defy.

With a lump in his throat and a weight in the pit of his stomach, Ian pulled off the soiled panties. Lifting them to his face. He could clearly see the pale slime.

He grimaced as he brought them to his lips. Slurping up the disgusting, bitter mess. Tasting cum for the first time. His cum.

He could hear Grant chuckle, but not see him. Not through the lace as he cleaned it throughly.

“Good enough, you sop. Get changed and go home. From now on you dress in your new uniforms as soon as you arrive. Understand?” Ian nodded. “And you stay shaved. Or else Amy will help you again.”

Ian stumbled out of his bosses office. Nearly twisting an ankle in his strappy high heels.

“Practice more.” The laughing Alpha called after him.

The next morning Ian found more lingerie waiting for him when he got to work. This time the theme seemed to be pink.

Pink stockings with little blue bows at the top. A pink silk panty. And a sheer cropped nighty, also pink. There was also a thin headband with a big pink bow on it.

Almost eagerly, Ian stripped. He couldn’t take his eyes off the lingerie as he quickly unbuttoned his shirt. He tossed his business clothes into a pile under his desk as they cane off.

Sitting, his first act was to pull on the pink stockings. Covering his smooth legs in femininity. His little prick got hard with excitement. His ass clenched in anticipation of the day to come.

Ian stood admiring his reflection in the window. Too girly to be a real man. Pink stockings with their little blue bows high on his thighs. Little prick standing to attention.

He grabbed the panties and pulled them on next. Not a thong this time. Though the back only covered about half of his round bum. The hips had cute little ruffles, and the silk felt cool and smooth against his hairless crotch.

Next Ian slipped on the high heels. Light blue to match the bows on his stockings. This pair wasn’t shiny. The material almost felt like velvet under his fingers. Once again they made his feet and ankles feel weird.

The nighty made him shiver as he pulled it on. There was lace where a woman’s breasts would be. Offering just a little more modesty than the rest of the sheer cloth. It was tight and scratchy against his skin. His nipples hardened from the sensation.

Finally he placed the bow on his head. Sensing that, more than any of the rest was announcing to the world that he was a sissy.

Ian sat at his desk doing his paperwork. Though he would get up every half hour and walk around the room. Practicing in the high heels. Getting more confident in them as the day wore on.

Early in the afternoon the front door chimed as it opened. Ian’s eyes went wide as the delivery man rolled a stack of boxes in.

“Gonna need you to sign these.” The young man said. A handsome twenty something. Blonde with a chiseled jaw. Ian was always a bit intimidated by him. He reminded Ian of the type of jocks that bullied him in school.

He grinned when Ian stood and crossed to him.

“Costume party? Lose a bet?” The young man asked.

"No sir." Ian timidly responds. "My new uniform."

"Huh." The man said thoughtfully. "Tough job market." The sissy couldn’t meet the younger man’s eyes.

"Yes sir."

"Makes you look like a fucking bitch." Ian could feel his little sissy penis twitch at the Alpha's scrutiny.

The delivery boy reached down and grabbed Ian's little dick through the silk panties. "Looks like you like being a bitch though, don't you?"

Ian wanted to scream 'No! No I hate it. I'm a man damn it!'

What he says was, "Yes sir."

“The bow does a great job of announcing that you are a little cock sucker.” Ian shivered at the man’s words. “You should tell your boss to get you a little choker though. Complete the look.”

The young man grinned at him. “I’m in a hurry today, though.” He squeezed the little prick hard enough to make Ian moan. “I’ll have to catch you next week.”

Then the Alpha was gone. Back out the door.

Grant came in to reception a little later. Taking a moment to admire his handiwork. “What a little fuck wad.” He smirked.

He had Ian stand and bend over his secretary’s desk. Lightly swatting the sissy’s rear as he gave him instructions.

“We will have a customer in later today. I want you to offer the man coffee and to give him a nice curtsy. Understand?”

“Unh! Yes...yes, sir.” Ian had a hard time thinking about anything other than the stinging swats on his silk covered ass.

Ian's hart skipped a beat when a swarthy middle eastern man came in. Giving the secretary a confused look.

Ian sent a message to let Grant know his appointment had arrived. Then he got up and carefully walked over to the man. He grabbed the bottom of his nighty and pulled it away from his smooth chest as he bent his knees slightly stepping back with one foot.

He had watched a bunch of videos on curtsying after Grant had instructed him. Practicing till he felt he was doing it right.

He was actually a little proud as he stood before the man.

"May I do anything for you." The sissy dutifully asked.

"Humf. Coffee, I have an appointment.”

Ian brought the man his coffee and asked, "Is there anything else?"

The man just shook his head and waited.

Soon Grant was ready, and the man disappeared into the office.

Just before close on Friday, Grant called the sissy into his office. Ian walked over to the desk. More confident now in his blue high heels.

The taller man grinned and moved to sit on his couch. “Come over here, and get down on your knees." Trembling, Ian did as he was told.

Submissive, in feminine lingerie and on his knees he looked up at Grant. Handsome and powerful in a dark blue power suit reclining on a black leather office couch.

"You know what to do sissy." Grant said, smiling down at the kneeling man.

Ian gulped heavily. The moment he had been dreading had arrived. How? How can Grant expect him to do this. He isn't gay, hell, neither is Grant. When he looks up he just gets an impassive look in return.

Ian looked at his boss's crotch. An obvious bulge in those pants. He didn’t want any of this. Didn’t want to be a sissy.

Yet, he couldn’t seem to refuse Grant. The Alpha seemed to know just how to push him. Plus he needed the job. Otherwise he and Wendy could lose everything.

Oh god, Wendy! What would she think.

Ian couldn’t bring himself to reach forward. To do this disgusting, degrading act.

About to say something, Ian looked up at his boss. SLAP! Grant open palm slapped the wimp across the face.

Something in Ian crumbled. A barrier to something important. His manhood.

Ian reached forward running his palms up Grants muscular thighs. His fingers finding the man’s shiny leather belt. He unbuckled then unzipped his boss's pants spreading the fly open. Feeling lightheaded and floaty. The office air was cool on his lingerie clad body.

Black silk boxers covered the big hard cock underneath. So muck larger than his own pathetic nub. Grant was probably eight inches, maybe even bigger.

In a daze Ian ran his fingers along the shaft, smooth through the silk. He could feel where Grant’s dick flared at the tip. He could see the outline in the shiny cloth.

Ian pulled the boxers down. The hard cock springing to the ready. The sissy’s fingers lightly slid up and down the shaft. Finally stopping at the tip, his thumb and forefinger massage the helmet-like end. His gaze is drawn to a drop of pre-cum. His thumb spread the glistening liquid in little circles.

Ian leaned forward, his body trembling. For the first time in his life, he tentatively stuck his tongue out. Touching the hot veiny shaft of Grant’s big dick. Giving it a little lick.

With a quiet moan he ran his tongue along the length of the penis. The sissy lightly kissed the tip when he reached the top. Ian could taste the bitter pre-cum. Then he kissed his way back down to Grants balls.

Part of him wanted to run away. To end this horror that had gone too far. His eyes blurred with tears as he sucked one hairy ball in his mouth, then the other.

The sissy’s little prick grew hard with the degrading act. Grant moaned above him as Ian thoroughly cleaned the man’s scrotum with his tongue. Rolling the balls around in his mouth and gently sucking on them.

Ian licked his way up Grant’s thick shaft again. Gripping the base of it with one hand he sucked the head into his mouth, tickling it with his tongue. Squeezing the shaft as Grant ran his fingers through the sissy’s hair.

“Mmm, your a good little cock sucker. Aren’t you, peanut?”

Ian just moaned as he took more and more of his bosses dick into his mouth, all the way to the back of his throat till he started to gag. Pulling it all the way out he gave the tip kisses as he pumped the thick shaft with his fist.

Ian swallowed the cock again, all the way back. This time holding it a bit longer. His eyes watered as he gagged. Finally pulling it back out.

Ian ran his tongue from balls to tip. Planting more kisses on his boss's dick head, while he pumped him with his sissy fingers.

He could feel that strange lust inside him. The one he got when he put on his stockings. Ian wasn’t gay...but...he needed this. Needed to please this man. To worship his cock.

On his knees, Ian rolled his hips. As if he was fucking the air. Wishing for his own relief.

Sucking the cock back in his mouth, Ian sucked hard while vigorously pumping the shaft. With his other hand he lightly squeezed the bigger man's balls.

He could feel when Grant’s balls began to pump. The cock in his mouth twitched as it shot bitter cum at the back of Ian's throat.

Stream after stream filled his mouth as the twink desperately swallowed the disgusting warm slime.

Ian coughed sperm as he pulled his mouth away from the big dick.

"Make sure not to leave a mess, sissy."

After swallowing, Ian leaned forward to lap up any cum he missed. Kissing the tip of the softening dick as he tucked it away.

Standing back up Ian asked, "May I go home now, sir?"

Grant simply waved him away.

That night when they went to make love Wendy was surprised at Ian's lack of hair. He explained that it was supposed to be a sexy surprise.

The beautiful woman knew something was troubling her husband and thought this might be part of him trying to deal with it. He had been having a hard time getting erect. Probably from the stress of losing his job. They hadn’t even tried to make love since last weekend.

Wendy had an orgasm from Ian going down on her. When it was time to fuck, though he couldn’t get hard again.

“It’s ok.” She assured him. Heartbroken at the sad look on his face. “Is...is there anything I can do?”

“I...I don’t...could you spank me?” Ian requested. His cheeks blushed with embarrassment.

Wendy took him over her lap and gave him some light taps on his cute ass. Nothing like Grant’s cruel beatings. “Uh...naughty. You are very naughty.” She said.

His little prick got hard anyway. Humiliated by his wife treating him like a petulant schoolgirl.

As he lay there getting spanked, Ian felt like he wasn’t a man even in his beloved’s eyes.

Ian felt wonderful thrusting into his wife, though. Laying between her spread thighs. The couple moaned together as they made love.

His orgasm came quickly as he thought about how humiliating it was that he couldn't just get hard for his wife. Ian knew that it was because he was a beta. He knew betas didn't deserve to fuck such beautiful women.

Wendy was definitely a beautiful woman. Long brown hair. Kind round face with a cute nose. Amazing breasts, and a sweet body with curves.

Ian's little beta prick had no business being stuck in a woman like that.

Ian found that when he thought of his wife there was no problem getting hard. It was just when it came time to preform. His sissy penis knew it shouldn’t be allowed.

The customer returned on Monday. The older, swarthy man. He obviously disapproved of Ian.

The sissy wore a green one-piece thong. It was lacy and hugged his body. He had matching stockings and the strappy, black high heels.

He curtsied for the man and got him coffee.

An hour later the man stepped back out of Grant’s office, and walked to Ian's desk.

"Mr. Grant says you are no man. "

Nervous, humiliated, and not sure how to answer Ian admitted, "Would a man allow himself to be dressed like this?"

"No!" Was the man's stern reply. "You will service me, then." It was a command, not a question.

Ian didn’t even protest as he followed the man over to the couch. Passively accepting his place, on his knees between the man's legs. Ian took out the hairy gentlemen's cock.

Still limp, he slurped the man noodle into his mouth. Sucking and licking till it grew hard. The taste of pre-cum a strong reminder of what was about to happen.

Ian's sissy head bobbed up and down on the strange man's hard dick. The tip tickled the back of his throat. He slid his hand in the man’s boxers. Cupping a pair of sweaty, hairy balls. Massaging them with his dainty fingers.

Soon the man roughly grabbed Ian by the hair and, with a few forceful thrusts, shot Ian's mouth full of his disgusting jizz.

Ian swallowed it all, and licked the man's dick clean.

Ian wiped tears of shame from his eyes. "Anything else sir?"

"No! And you are no man."

"No sir." The sissy whispered, mostly to himself. Still on his knees as the man swiftly walked out the door.

Ian could smell the man’s ball sweat on his fingers the rest of the day. No matter how often her tried to suck them clean.

Ian spent the week sucking Grant’s dick in the morning and the swarthy man in the afternoon. If he showed up.

Wednesday Ian was wearing a short, taffeta, fairy skirt. Pink lace thong. Black garter with matching stockings. A pink A-cup bra that he couldn’t stop tugging at. And strap on fairy wings.

He practically felt like he was fluttering through the door when he was called into Grant’s office.

Grant was standing in front of his big desk. The sissy’s prick twitched. A frightened shiver passed through him.

"Bend over the desk cream-puff." Grant ordered.

"Did...did I do something wrong?" Ian hadn't been spanked all week.

"Don't talk back, sissy."

Ian obediently bent over. Elbows on the hard dark wood. His skirt was so short that his bare ass and panty covered crotch were revealed. Vulnerable.

Grant rubbed the sissy’s little cock, then flicked his balls through the lace. Then he grabbed the waistband of the submissive man's pink panties. Ian's eyes went wide, as they were yanked down his round ass. Falling to the floor.

"Mmm, not perfect." Grant said, giving the sissy ass a swat. "Still it's tight and sweet." The big man gave the ass another playful spank, as he pulled out his cock.

Grant pulled a tube of lube from his desk. Wiping it on his big dick he said, "Time for your next lesson, you sissy cunt."

Ian whined when he felt Grant’s fingers separate his ass cheeks. He shivered as a big finger rubbed at his tight anal flower. Lubing it. Circling the virgin hole. His whole world seemed to spin with the motion.

Ian hissed as the finger pressed inside him to the first knuckle. Painful and intrusive. Then it was gone.

Grant leaned into the sissy. Grabbing his hair and yanking his head painfully up. His big, lubed dick rubbed against Ian’s round ass.

“Time to truly make you my little bitch.” Grant hissed into his ear.

Then with no more fanfare he took the last of Ian's manhood. Spreading apart the wimp’s asscheeks and pressing the tip of his cock to the sissy’s clenched pucker.

Ian squealed as the cruel dick pierced him. Like it was drilling into his soul. His ass spread open in a burst of pain. Sissy tears pit-patted onto the wooden desk.

Grant grunted in pleasure as his big dick painfully jackhammered into the tight pansy ass.

Through clenched teeth Ian begged "N...god no! Please! Uuunh!"

As the man’s big cock hammered him, Ian's own penis got hard as well. It slapped up and down into his sissy tummy, as Grant fucked him from behind.

Ian was reduced to painful grunting. His body tingling all over. He couldn’t help pressing back into the man violating him. Helping the Alpha painfully ram home. He could feel Grant’s balls slapping against his thighs he was so deep.

With a smile Grant triumphantly fucked the sissy secretary. Now seemingly a willing participant in his own anal violation.

Soon Ian was coming all over the front of his boss's desk. His sissy cum drizzling down the front.

Grant had his own orgasm soon after. Filling the twink ass up with his masculine cum.

Pulling out he spun Ian around, pushing the twink to his knees. Grant made him clean off his slimy cock. Ian slurped and licked Grant’s dick clean. His face grimaced at the foul taste.

"Now clean up the mess you made."

Panties still around his ankles, Ian crawled around and licked his own weak cum from the front of the desk.

"You must understand by now you aren't really a man. You are a beta, a wimp, a sissy. You are basically less than a woman. You were just made to serve real men, Alphas like me." Grant lectured to him from above.

Ian moaned while he licked up the jizz. Moaned because he knew it was the truth. Had always known. That was the inner wall that crumbled at his first blow job. The wall betas build to try to pretend they are men, when it's obvious they are not.

Thursday Ian wore a sheer grey gown. It covered him from neck to ankle. With a lace bosom and a slit up one side. Underneath his black thong and matching garter and stockings could be clearly seen.

He had started the day with Grant’s dick in his mouth. Then he was called back to see Amy.

The fat woman was already nude. Thighs spread, one hand already fingering her hairy cootch. A big grin on her face.

“Give mama’s cunt a good lick, bitch.” She ordered.

His shoulders slumped as Ian got to his knees. Pressing his face between her meaty thighs.

Her crotch smelled of vinegar and sweat. It was moist and hairy.

As he licked. The fat woman moaned loudly above him. Grabbing his hair painfully.

“Yes! Yes! That’s it! Lick mama! Lick that cunt!” The ugly woman had a strong orgasm. Rubbing her wet pussy all over his face.

“Ha! Fucking, bitch.” She shoved him away, and turned to the porn on her computer.

His head low, the submissive man walked back to his secretary’s desk.

Ian frowned later, when the delivery man came in.

The young man grinned, and motioned Ian over. He forced the sissy over his desk. He lifted Ian’s gown and pulled his panties down. The handsome man spit on his hand, wiping it on the hard dick he pulled out. The Alpha forcefully rammed it up Ian's pansy ass.

Ian grunted at the pain and intrusion. Every day his grunts sounded less like a man.

The Alpha reached around and gripped Ian's hard little dick. Grunting with his effort the man quickly pumped the sissy's cock as well. “We had beta-fluffer like you back in my fraternity.” The young man explained. “I know how you need to be treated.”

Ian cums first with the man stroking him. It actually felt nice. More than just a release.

Then the Alpha blows his manly load in the girly ass. Cum drizzling down Ian’s thighs as the man pulled out.

"Mmm, good. See you next Thursday." The delivery man said, zipping up and stepping out.

Ian hated the way his tummy fluttered with excitement at the man’s words.

Even with no one there the obedient twink licked his little cummies off the floor.

Friday, after lunch Grant called Ian into his office.

The sissy looked cute in his pink ruffled panties. Pink stockings with the little blue bows. Matching blue high heels. And the pink cutoff nighty.

Grant sat on the couch with Ian across his lap. The Alpha Male lazily spanked the sissy's ass as he spoke.

"Let me tell you a story cream-puff.

See there was a group of about seven guys in college. We had been friends for years. Almost like brothers.

Then along comes a hot piece of ass, lets call her...I don't know Wendy.

See she dates one of the guys, but really all the boys wanted a piece of that fine ass. You know what I mean?"

SMACK! Grant punctuated his question with a particularly hard spank.

"Anyway she dates a guy called Franklin, but that eventually goes south. Now see the other guys, they turn their back on Franklin. Cause they all want a shot at Wendy.

Eventually they each try and she shoots them all down. Even me." WHAP! "That's fine though. We all stayed friends. But the boys never stopped lusting after her."

The spanking was interrupted by a knock at the office door.

"Excellent." Grant said excitedly. He pushed the wimp off his lap and crossed the room. Ian stood up nervously by the couch.

When Grant got to the door, he opened it with a grin. Letting Wendy step in.

"What is wrong with Ian. You weren't clear..." The beautiful brunette came to a halt when she saw her husband standing in sexy lingerie. Her eyes went wide with shock. A dark premonition shivered through her body. Something was really wrong.

This had to be a prank. Please let it be a prank. She thought desperately.

"What? What's going on? Ian?"

"Wendy, I..."

"Hush Ian." Grant interrupted the wimp. He turned to the beautiful woman. "Your husband came to me looking for a position and I gave him one. The one he was born for. Ian is the office bitch." The Alpha said with a smirk. "This is the sissy you married, I just taught him his proper place."

Wendy shook her pretty head. Not wanting to be part of this. "N...no. No he'd never agree to this. You...you forced him." The beautiful wife insisted.

"Sure, the sissy took a little coaxing. Once I showed him what he truly was, though. Hot damn he became a good little cocksucker." Grant taunted.

"Don't call him that. Lets go Ian." She took a few steps toward her husband. She could see the hope in his eyes. A small spark of courage returning to the man she loved.

"Not if he wants to keep his job."

"We...we don't need it." Wendy insisted, unconvincingly.

"Yes, you do. Slut."

"No! We are..." WHACK! Grant shut her up with a slap to her beautiful face.

What little hope and courage there was faded from Ian, as the red handprint faded from his wife’s pale cheek.

"Bend over the desk, whore."

Before this moment Wendy would have said that she was a strong, independent woman.

After the slap she felt obedient and humiliated. She wanted to run from the room crying, while her tingling body wanted to submit. To willingly give up all its secrets.

For a moment Wendy looked to her husband for support, hoping he could rescue her. All the sissy could do was look uncomfortably at his feet.

Submissively she walked to the desk. The men watched her bend over just enough to put her palms on the top.

Grant walked up behind her. Ian could see a look of disgust on her face as he slowly ran his hands up her sides.

The Alpha reached around her front. Wendy clenched her eyes shut. Trying to imagine herself anywhere else, as his hands wrapped around her chest.

The office filled with a ripping sound. Wendy gasped in shock. In one quick move Grant tore the front of her suit open, blouse and all.

She could feel his strong fingers reach around the cups of her bra. The first touch on her tits other than her husband in years.

Grant yanked her bra down, and Wendy’s large, magnificent breasts flopped out. She moaned a little as he roughly grabbed her wonderful orbs. "Do you know how long I have waited to play with these?" Grant asked, squeezing and jiggling her tits.

Wendy squeaked as his fingers tweaked, then pinched, then pulled her sensitive nipples. Each act sending thrilling shocks through her voluptuous body. Aimed straight at her, now throbbing, pussy.

Ian knew her breasts were super sensitive. He figured she might actually orgasm from the way her face was flushed. If Grant kept playing with them.

Ian wanted to look away. The sissy wanted to pretend he wasn’t so impotent. That his wife wasn’t being molested in front of him.

But he couldn’t. Ian watched the Alpha male took what was rightfully his. As a lowly beta, Ian didn’t deserve any woman, much less one so beautiful.

Grant gave both tits a light slap. Then pushed on Wendy’s back. Forcing her lower so that her elbows were resting on the desk.

Grant grabbed the hem of her skirt and slowly slid it up. Wendy, body trembling, let out a little moan. Mixed with excitement, humiliation, and shame.

Slowly her white cotton panties were revealed. Covering a sweet round ass.

With a frown, Grant swatted the woman’s ass twice. The sound causing Ian to jump and his little dick to twitch with excitement at his wife’s abuse. "You should be ashamed that your sissy husband wears sexier underwear than you." The handsome boss chided.

He grabbed her panties and roughly yanked them down. Wendy’s body shivering.

Finally her sweet bare ass was fully revealed. Unable to hold back any longer, grant quickly pulls out his hard dick.

He had planned to make her beg, but this was good enough.

He grabbed her ass and spread her pussylips open with his thumbs. Grinning at how wet she was. Then he shoved his rock hard dick into another man’s wife. The long sought after cunt of his friend, Wendy.

Her moans matched his as he sank all the way to his balls. Her eyes went wide at the unaccustomed intrusion. His dick touched places inside her that Ian could never hope to reach with his sad, nothing, bump.

"Aah, so good!” Grant gloated. “I've waited a long time to put you in your place bitch." Wendy’s pussy clenched his dick tight as he grabbed her long brown hair, forcing her head up.

Tears filled her eyes even as her body responded. She was willingly violating her wedding vows. Right in front of her loving husband.

Grant swatted her ass as he drove his fuck rod into her again and again. "Not too good for me now are you whore?" Wendy grunted from the rough fucking.

Grant reached up and slapped the side of her face from behind. "Are you!"

"Uh! No."

He slapped her beautiful face again. "No what!?"

"N...no, sir?"

"Ha that's right you slut." Grant slapped the whore’s face a third time.

Wendy’s big tits slapped together in time with the Alpha's deep thrusts. With his balls hitting her pussy, she could feel her orgasm building. As she looked over and saw her emasculated, weak husband she tried to hold back. The reality of what Grant had done to them pushed her over.

"Ah! Aaah! Aaaaaa!" Wendy’s orgasm was stronger than any she ever had with Ian.

"Would you look at that you cuck. Seems like she likes a real man's dick." Grant smirked at the sissy.

Ian's cock was hard. His body responding to a real man properly servicing his wife. His hand kept sliding toward his panties. He had to make an effort not to jackoff to his lovely wife’s plight.

Soon Grant was pumping Wendy’s eager twat with his strong Alpha seed. "Aah. That was as good as I imagined whore."

The Alpha slapped her ass as he pulled out. Grant’s softening dick was covered in glistening fuck slime. Ian hurried over obediently to lick it clean. Tasting both his boss and his wife’s hot juices.

When Wendy tried to stand Grant held her down. He slapped her ass and said, "Not yet bitch."

When the Alpha’s dick was clean, Grant grabbed Ian painfully by the hair. Forcing the sissy’s face into his wife's