PIXIE Sissy Stripper Ch. 03

Darryl Powers was on his way to one of the two popular nightclubs he owned. His new sissyboi, Benji, was beside him. The boi looked pensive and vulnerable, especially sitting next to Darryl.

At 6'5 and a muscled but well-sculpted 230 pounds Darryl dwarfed the, for lack of a better word, 'petite' college boy sitting next to him. Anyone seeing the two pass by might have mistaken the cute boi in the passenger seat for a teen boy and not the 19 year old he actually was.

Benji had been through a great deal over the last 24 hours. The world he'd known was gone. Thoughts of his new life both terrified and excited him. Everything he thought he'd known about himself and his place in the world had been turned inside out and flipped on its head.

Darryl Powers had been the one doing the turning and flipping, and not just in the bed they had shared the night before.

The powerful man didn't say a word as he drove. He just let his new boi process it all.

Less than 24 hours earlier Benji had been sitting at a table in The Velvet Pussycat, a club Darryl owned. He'd been set up and then abandoned by his friends. He'd been stuck with a huge tab he couldn't afford to pay. It had been a horrible prank with far reaching ramifications.

Benji just wasn't aware of just how far reaching those ramifications were but things were started to slowly sink in.

It had also been the perfect setup. One Darryl was going to take full advantage of, especially considering Benji had displayed classic sissy behavior.

The boi had been scared and desperate and willing to do anything to make amends. It was the 'anything' part which intrigued the handsome black man. A pretty white boi who was willing to do anything to make amends? It was just too good to be true.

Sometimes 'anything' can be 'everything' as Benji was soon to learn. Sometimes 'anything' meant abandoning your masculinity and accepting your new role in the world as a sissy. Benji had turned faster than any sissy Darryl had broken in before. There'd been hardly any resistance at all as the pretty boi surrendered everything to the Alpha male.

Benji looked down at his clothes. His fingers touched the soft velvet of the suit he was wearing. It did feel nice. As did the panties he was wearing. Then he looked at the handsome man sitting next to him.

Darryl Powers loved sissies. He loved fucking them and seeing them kneeling before him, their soft lips wrapped around his cock.

He loved to hear their whimpers and cries as he broke them with his thick ten inches. He loved the way they looked at him after their first dose, begging with their eyes for more.

Now here was Benji, his new plaything, sitting next to him dressed as an effeminate sissyboi in a classic Lord Fauntleroy suit. No real man would allow himself to be dressed in such an outlandishly sissy outfit.

Benji wasn't a real man, though. Never had been and certainly never would be again.

Darryl had chosen Benji's current ensemble carefully. From head to toe the petite college student's appearance screamed puerile sissiness. His new wardrobe was also intended to reinforce his new status in the world. Even the way Darryl had combed his hair, parted down the middle and brushed straight back, screamed sissified adolescence.

Plus he just looked so darn cute!

Benji's velvet suit was tight and showed off his soft, slender body. He was wearing a delicate white blouse with a Peter Pan collar and ruffled sleeves which hung past the sleeves of his jacket. The bolero styled jacket had five pearl buttons on it.

Darryl remembered standing behind Benji, his body pressed into him, as he showed his new boi how to properly tie the big floppy bow which completed his sissy look. He also remembered how the boi had leaned into him, instinctively pushing his cute bottom back into the erection he felt as a powerful Alpha male reached around and tied the sissy bow under his chin.

After all, what else are daddies for?

The rest of Benji's sissy ensemble included white knee socks with bows at the top. On his feet a pair of black, little girl flats with a one inch heel. And they were little girl flats, no doubt about that. No boys would wear such cute, obviously feminine shoes.

Sissy bois would wear exactly that type of shoe though, especially if they were told to do so by their daddies.

Benji's brown hair had been parted down the middle and brushed back behind his ears. He had watched silently as his new Daddy put a small amount of spray on it just to keep it in place. He didn't like the way it looked. He thought it made him look like a little kid who was going to have his school picture taken.

What he didn't and did like no longer mattered. He stood quietly, pouting a little (which only made him look more juvenile and even cuter) and let his daddy do what ever he wanted to do.

Benji's hair, styled the way it was now, hair framed his face nicely and he looked totally adorable, totally fuckable, Pendik Fetiş Escort and most undeniably like a young sissy. Darryl knew the boi's hair could be better and he knew exactly who was going to accomplish that. He had plans for his new boi. Oh, yes he did indeed.

The handsome black man stopped at a red light and studied the 19 year old's features: sloppy shoulder length hair, beautiful eyes with long lashes and a face as pretty as a girl's. His soft lips had looked so sweet wrapped around the head of his cock and he smiled. No boy had lips that soft. His new boi sure did though.

Benji wasn't athletic but he was toned. He had a slender neck and skinny arms. He was a little soft around his belly but in a cute way. His waist narrowed slightly. He had smooth coltish legs with very little hair.

Darryl was a butt man and Benji's didn't disappoint. Benji's ass was the kind of ass Darryl liked on his sissies.

It wasn't the typical flat butt you'd seen on a 19 year old guy. It was both cute and sexy. Benji's bottom had a roundness to it. Not muscular, mind you, but round and perfectly smooth.

Darryl had first studied Benji's sissy bottom that fateful night at the club. He had allowed the boi to walk in front of him as they headed to his private office. Darryl had noticed a slight swish in the boi's step. It was very subtle but Darryl picked up on it. He knew a sissy walk when he saw one, no matter how subtle it was. He recognized what Benji was.

He knew every inch of Benji's bottom now.

Less than ten hours earlier Benji had laid himself across Darryl's lap for a good old fashioned over-the-knee spanking. It had taken no time at all for Benji to recognize Darryl as the Alpha male and submit to him without so much as a "Go fuck yourself."

He'd had simply laid across Darryl's lap and waited to be spanked like a petulant child. He'd put up very little fight when Darryl pulled his ugly boy underwear (the last pair he'd ever wear) down to his knees and exposed his white, round globes.

No real man would ever do that. A sissy would though.

Benji was most definitely a sissy. His spanking was one of several of Darryl's 'Sissy or Not Sissy?' tests and the boi had passed with flying colors. Which didn't surprise Darryl at all. He had a good eye for potential sissies.

The light turned green and Darryl drove on. He was still thinking about the previous night.

He remembered running his hands across his new plaything's pink cheeks feeling his smooth, white skin. Darryl loved the contrast of black skin and white skin, especially fair, white skin like Benji's. He found it incredibly sexy. He knew, deep down, so did Benji.

Seeing Benji stretched across his lap, his girlish bottom slightly raised, quivering in anticipation, had made Darryl as hard as a rock. He knew the boi could feel his growing erection under him.

That's what had made the spanking more exciting for the both of them.

Darryl loved the way Benji's bottom jiggled when he delivered the first spank. The blow from his large hand had caused a shock wave across those pink cheeks. Benji had let out a quiet moan.

Hearing the boi whimper like a nervous puppy excited Darryl even more because he knew the sissy on his lap was surrendering so much more than his bare bottom. Darryl remembered feeling Benji's heart beating faster.

Then he spanked him again and again. Those once white cheeks were now turning a light shade of pink. Sissies look good in pink though.

The boi sniffled and protested. He tried to squirm himself out of the powerful man's grip but Darryl held him firmly with only one arm. A sissy was no match for him. His other hand was still free to continue spanking.

Benji ass wasn't the only thing Darryl liked about Benji though. Benji had a very talented mouth. He was a natural born cocksucker.

He was so good in fact, Darryl actually wondered if the boi had lied when he said he'd never sucked cock before. The way in which Benji had enthusiastically and expertly gobbled Darryl's ten inches made him think maybe the boi had prior experiences.

Maybe it was a best friend's cock during a moment of exploration while at a sleepover? Maybe it was a friend at sleep away camp? Maybe it was just a guy he knew when he was in high school?

Or maybe Benji had been telling the truth.

Maybe Darryl's ten inches were the first Benji had ever held in his delicate hands. Maybe Darryl's plum-sized mushroom head was the first Benji had ever looked at so up close and personal.

Maybe that's why he took his time licking around it and under it.

He'd looked so content as he wrapped his sublime lips over the purplish head. He had closed his eyes and smiled a little as he capped it in his warm, wet mouth. Like a kid with an ice cream cone, Benji took his time licking and sucking Darryl's thick cock. He'd done his best but it was a challenge. Darryl's cock is not an easy fit in any opening Pendik Gecelik Escort but the boi had given it his all. He didn't want to disappoint the handsome black man he was kneeling before. He didn't exactly know why though.

His cheeks had puffed in and out as he learned to breath stiffly through his nose. He only choked once but powered on with the task at hand. He pumped the thick shaft in his hand gently. He noticed the difference in their skin color and he liked it. It was...sexy.

All sissies have innate cock sucking skills. Maybe his new boi was just exhibiting his. Darryl liked that. He liked knowing he was the one to tap into Benji's X-man sissy powers.

The look in Benji's eyes as each inch slid past his soft lips told Darryl everything he needed to know about the boi kneeling before him. Benji had even taken his small hands off of Darryl's cock and had reached around to grip his muscular ass. As he sucked he pulled Darryl to him taking more cock into his throat.

Benji liked cock. That was clear. He didn't know it but he'd be addicted to black cock from that point on. Which was a good thing because there was a lot more to come (wink wink) in his future.

As he bobbed up and down on the man cock he was holding, worshipping, Benji had looked up at Darryl. His eyes seemed to be asking whether or not he was doing an okay job. Darryl patted the boi's head and smiled.

"Yes, Baby," Darryl had told him, "You're doing great."

That's all Benji wanted to hear. Hearing the Alpha male call him 'Baby' made him feel good. He didn't know why, he just did.

That he wanted Darryl's approval as he was sliding his soft, wet lips down that heavily veined black shaft was a sure sign of sissy behavior. Another box was checked.

Benji really wanted to show Darryl he was a good cocksucker and worthy of the big man's praise. He had planted passionate kisses all over it. He had licked along the shaft like a kid with a lollipop. Then he turned his attention to Darryl's lemon-sized balls, bathing them with kisses and taking each into his mouth.

Darryl hadn't told him to do any of those things. Sissy instinct had. Benji hadn't been repulsed by the strange man's cock he was holding, just the opposite, really. He had held Darryl's cock and studied it, genuinely curious about the size and thickness, smell and taste of every inch of it.

Darryl knew Benji was comparing his thick ten inches to his own baby cock. There was no comparison. The cock he was holding was a real man's cock. A real man was standing before him. He wasn't a real man. The skinny five inches he had between his legs wasn't a man's cock. It was a sissy's clit.

Benji had made happy kitten noises as he licked, kissed and sucked every inch of Darryl's black beauty. He worshipped it for the wonder it was and when Darryl finally exploded into his mouth, he'd done his best to swallow every drop. He had even licked his lips after.

The he did something which sealed his fate as a sissy. Benji, after undressing and allowing himself to be spanked across a man's lap...after sucking that man's cock and filling his belly with an enormous load of man seed...all because he had been told to...had ejaculated onto the floor in front of him. And he hadn't even touched himself! It wasn't a thunderous explosion like his daddy had experienced. It was more a leaking or a wetting. Sissies didn't cum. Sissies wet their panties and Benji had a lot of wet panties in his future.

There was no doubt Benji was a sissy. There was no doubt at all he was also a good little fuck. He had taken ten inches of thick, black cock and squealed like a girl as Darryl took his virginity.

He had called Darryl 'Daddy' because he was told to do so. He had begged his new Daddy to slide his black cock back inside him. He had referred to his asshole as his 'boipussy' because he was told to and he had gladly offered his boipussy to his new daddy for more of his treatment.

Luckily his new daddy was more than happy to oblige him....several times...in a variety of positions.

Benji's round ass had felt so good in Darryl's hands.

He remembered gripping the boi's slender hips and pulling him into each of his hard, deep thrusts. He loved seeing his thick cock sliding into Benji, stretching his tender pink ring. He remembered feeling himself slide deeper and deeper with every push until his heavy balls were slapping the boi's tender bottom.

Darryl loved hearing his new plaything's moans and whimpers. He loved being called Daddy. He loved how the pink lips of his new boi's pussy stretched and gripped around his thick black shaft.

Benji had a the perfect sissy butt. It was spankable and fuckable and looked amazing in panties. It was good he looked so good in such girly things because that's all he was going to be wearing. There was so much more than pretty panties in his future. He could be even cuter, prettier, though and Darryl knew exactly who to enlist in Pendik Genç Escort his latest project.

He picked up his phone, being careful to keep his eyes on the road, scrolled down his address book, selected a name and sent a text.

Darryl knew Benji loved his panties as well. Not just the way they felt but the way they looked. He couldn't admit it, not yet, but in time he'd become a panty boi. Sissies love panties, all kinds of panties.

Covered in panties or not, Darryl knew Benji's ass was going to drive other men crazy. Men like him love sissies in panties, all kinds of panties. They like the way their pretty clits sit in panties and how they make their round apple bottoms look. A boi is panties a sight to behold.

It was as if Fate had brought the two of them together.

Then again, Darryl Powers was the kind of man who created his own fate.

***************

THE CLUBS

The very first club Darryl Powers opened was The Velvet Pussycat.

The VP, The VEEP, as locals referred to it, was your typical high-end strip club and featured some of the hottest, sexiest girls you'd want bending over in your face and grinding on your lap.

Darryl opened his second club, The Pink Boy, because he was a savvy businessman. He saw a need and filled it. The need I speak of? Sissies, of course.

You heard me right. See, there were drag clubs and there were gay clubs. No doubt you could find a pretty twink, in either of those kinds of places, shaking his bubble butt on the dance floor or perhaps serving you a cocktail while you fantasize about thrusting your cock into his tail.

The sissies who performed at The Pink Boy were certainly twink-ish. They weren't drag queens though. Maybe Drag Princesses?

They were all smooth, slender and decidedly more feminine than male. Their wrists bent limply and their milkshakes could bring even the straightest boys to their yard.

And the boys, men that is, came to The Pink Boy in droves.

The Pink was the only club of its kind and had a reputation for having the cutest and most effeminate sissy boy dancers, strippers, bartenders and waitstaff. They were, with a doubt, the hottest, sexiest, sissiest bois, fembois and pantybois you'd want bending over in your face or grinding on your lap.

It was anything goes at The Pink Boy but the club was a class joint. Darryl Powers tolerated no bullshit.

The rules were simple. Look don't touch. Pay the right amount though and you could do both. If there was a certain fetish you enjoyed, the staff at The Pink would do their best to accommodate you. As long as you were into hardcore, rough stuff. The most physical you were allowed to be, aside from oral and anal, was spanking. The sissies who worked at The Pink all had round, very spankable bottoms.

The place was clean and so were his bois.

It was a genius idea when you think about it because a very large number of straight men and gay men loved pretty bois in panties and other girly clothing. It was a known fact: the power of sissy sexuality couldn't be denied. A sissy could make any man hard.

Both gay men and straight men frequented The Pink. If you were to look at the actual numbers you'd find the number of straight men was much greater.

I know you're not surprised. Men, straight men to make my point, love sissybois. To them they were the forbidden fruit.

Sidenote: The Forbidden Fruit is going to be the name of Darryl Powers' next sissy club.

The sissies who worked at The Pink were captivating creatures, who were a magical mix of boy and girl, somewhere in the grey area between male and female.

Simply put the Darryl's sissies were stunning. Boyishly beautiful, girly and effeminate sirens who brought in big crowds. Ministers and politicians, judges and respected doctors, local newscasters and prominent businessman all frequented The Pink.

Darryl had many regular local customers. He also knew of men who traveled from out of state just to spend the evening with his sexy bois. Most of the men who he saw downing drinks and balancing cute sissies on their laps were straight. Most of those men were married.

The men who frequented The Pink dropped large amounts of money to see Darryl's pretty and very talented bois dance and strip. They would flirt and Darryl's sissies would flirt back. Not just because it was their job but because Darryl's sissies loved men, all kinds of men, and craved cock, all kinds of cock. Flirting was just a means to an end.

They would strut and tease and bat their lashes and purse their lips. They would sit on laps, knowing all too well the cocks under them were hard and begging for release.

Sissies liked to be spanked and tickled. The customers they waited on and performed for were always patting and spanking their butts as they worked their way around the club.

Despite all the playful contact, Pink Boy customers never got out of hand. Darryl and his bouncers made sure of that.

Customers were allowed to pull sissies onto their laps and talk with them. They could kiss and tickle them. They could pat or spank their asses. They'd promise the angels anything if they'd only relieve the pent up tension and frustration the men were experiencing between their legs.