The Sissy Scholarship

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Ever since Ben Hughes was a child, he’s been fascinated by the idea of public nudity.  He thought the risk was always the motivation for doing it, the fear of what could occur if someone caught him.  So, Ben played at exposing himself outside, seeing how far he could go, which followed him into later life.  He experimented with exposing himself on webcam, uploading his dick pics to Reddit and other websites, but the novelty of it wore off.  There’s just no danger in it.  Everyone just called him a sissy because of his body.

The young man has a figure that some say is more female than male.  His hips are too broad, his dick is too small, and on top of that, his scrawny chest and narrow shoulders really made him look like a ninety-pound weakling.  Well, he’s not really comfortable with his body.  However, he finds if he wears female undergarments, he feels OK.  His father is also small and slim, so Ben guesses he got it from him.

Ben became an exhibitionist.  It’s not an uncommon fetish and certainly not something one would consider life-changing.  At the very worst, he always imagined the consequences of discovery to be merely humiliating.  Actually, he has often found the masturbatory contemplation of this in itself to be arousing.  Perhaps he’s also submissive.  Anyway, as Ben discovered about a year ago, his pastime was nowhere near as harmless as he had previously believed.

*****

During early winter, the early onset of darkness supplied many opportunities for experimentation.  Bear in mind his experiments in exposing himself at this time were pretty limited and nowhere near as adventurous as other exhibitionists.  For example, he might go to a local park and let his tiny dick free under cover of darkness.  Ben told himself he didn’t want people to see him naked, but why else was he doing it.  As he did this more and more, he became bolder.

Things changed dramatically when, one night, he set out for the high street from his home on the pretense of buying a Blu-Ray movie from a local store.  The latest Avengers movie just released.  Out of sight, he slips into the shadows of a garden to tend to the business at hand.  Tonight, Ben’s dressed in girl’s skinny jeans with a belt, his sister’s red blouse, no underwear, and a black knee-length coat.  After carefully unzipping the coat, his trembling fingers grab at his pants.  Years ago, the boy discovered a neat way to expose his genitals while keeping his pants on.

Leaving the belt done up, he undoes his pants, unzips them, and then pulls the two flaps of his pants aside.  This exposes his bald genitalia.  Yes, Ben likes to keep them smooth as the day he was born.  The belt holds the pants up, but with them open, everything that’s usually covered is no longer.  The boy cannot convey the excitement of this act, even under cover of darkness.

Cold air floods his groin, and Ben’s already erect dick springs out to savor it.  Ben enjoys the sensation a moment, then slips his hand underneath his hard dick to cup his tiny balls.  This done, he gently frees them as well, until his genitalia protrude.  He has no doubt he appears ridiculous, his small dick and balls sticking out for the world to see.  But the embarrassment turns him on even more.  Ben’s so hard tonight his dick reaches a good four inches.  It’s pretty thin too, he’s a genuine pin dick.

Once he has adjusted them to his satisfaction, Ben re-zips his coat, carefully covering himself.  The small lump made by his boner made what Ben’s doing obvious, as did his walk.  The cold metal zipper presses uncomfortably into his skin, and the rough fabric of his coat rubs against his cockhead.  Needless to say, the walk to the store took some time, and with every step, the wind rushes upward to chill his tender arousal.  But the teen made it there eventually to find the shop on the point of closing.  Apart from a black male, there isn’t a person in sight.  Even the street outside is empty.

Heart pounding, Ben makes a pretense of studying the Blu-Ray’s available, all the while surreptitiously masturbating through his coat.  In due time the manager goes out back to answer the phone, and that was when he makes the worst mistake of his life.  Unable to contain himself, Ben fumbles frantically with the buttons of his jacket and hastily jerks it open.  So, there he is, standing in this shop with his tiny dick out and erect, the opportunity is too good to be true and far more daring than anything he has tried before.

Standing in plain view, the teen grips his dick and begins jerking off furiously.  He intended only a few strokes, but the pleasure is so intense he has to get off, and moments later, an orgasm overtakes him.  He thrusts violently into his palm and, with an audible gasp, shoots a stream of hot white jizz onto the floor.  That is the moment Ben realizes his predicament, so he hastily wipes his hands on his shirt and stuffs his semen-covered dick back into his pants.  Ben can do nothing about the jizz on the floor but doesn’t really care.

The black store manager comes out, and Ben asks him about the newly released Avengers movie he thought would here.

“Oh, sorry,” the man said in a deep voice.  “There’s a delay in shipping across the country.  They’ll be here next week.  If you leave me your cell phone number, I’ll text you when they arrive.  I’ll set one aside for you.  Just come to the counter to get it.”

So, Ben writes his first name and cell phone number on the paper the store manager provided and headed home feeling pretty pleased with himself for what he did.  The present he left, the manager needed to clean, and Ben manages to suppress a chuckle at this.  ‘Imagine that big black guy cleaning the cum from a little white dick,’ Ben thought, walking home happily.  Going into a local park, he heads for the dark spots where there are no streetlights.  The teen undoes his coat and lets his dick free again.  He sees people in the distance but knows they can’t really see him.  So, he wiggles his little boner at them.

*****

A week goes by, and a text message appears on his phone from the store telling Ben his movie is now in stock.  He goes straight there.  This is during the day, so he had to behave.  A lady store manager sells him one that had his name stuck on it.

“Thanks for saving it for me,” Ben said with a smile.

“I’m sure you’ll like it,” the Asian lady said with a smirk.

But his happiness ends sharply when he returns home to open the case.  Inside is certainly not the latest Avengers movie.  Instead, there lies a blank DVD and a cryptic note.  ‘Friday, 9:00 PM,’ it reads.

Ben knew what it was even before he played it.  He simply didn’t think of the security cameras a store like that would have.  But there the teen is, in living color, clearly jerking off in the store.  His heart hammers in his chest, and he feels short of breath.  ‘What will happen to me now,’ Ben wonders nervously?  ‘Will they send the footage to the police?  I’ll go to court and be in local papers as a pervert.  This is just awful.  My family and friends will disown me.’  Ben almost breaks down in tears, but he manages to keep a grip long enough to go to the shop at nine pm that Friday evening.

*****

The sign on the shop door reads closed, but the lights are on.  Steeling himself, the teen plucks up the courage to enter and sees the same black store manager he saw seen that night he jerked off here.  The burly man sits behind the counter.  His face was expressionless and cold.  Ben can honestly say this is the most intimidating moment of his short life, and he finds he cannot meet the black man’s gaze.  A few moment’s silence extends to eternity.  In a desperate attempt to avoid that stare, Ben focuses on every other detail.

His nametag read ‘Darnell,’ and the man is well over six feet.  Clearly older as well, possibly mid-thirties, and muscular.  There’s a faintly arrogant twist to Darnell’s mouth, obviously an unconscious expression.  Ben puts the DVD on the countertop and grimaces.  His petite body trembling, he feels he may pee himself.

“Can you explain this?” he said suddenly, picking up the DVD.

Ben glances at the man to see his brown eyes boring into him.

“Um, I’m sorry, OK,” Ben murmurs.  “God, I’m so embarrassed.  I just don’t know how to explain it….

Darnell cut him off with a sharp gesture.  “Explain?” he snarls.  “Do you have any idea of how I felt when I had to clean up after you?   You little pervert.”  He throws the DVD back onto the counter with an audible crack.  “I can have you arrested for this.”

“Oh, please don’t,” Ben groans, tears forming in his eyes.  “I’ll leave and never come back.  I promise.”

“Oh, sure, and how will that compensate me for what I had to do last week?  I had to touch your fucking cum, and I intend to get a little payback for that,” Darnell growls.  “Don’t think for a moment that I wouldn’t love to expose you to the rest of the community for the sissy pervert you are.”

He pauses for a moment, the unspoken ‘but’ clear to Ben even in his disturbed state.

“What is it?” Ben said, visibly shaking.  “What can I do to make everything OK?”

“Just a minute,” Darnell said.  “First, I want you to explain to me why you did what you did.  Second, what made you jerk off in my store, practically in front of me.  Maybe you’re gay, is that it?”

“No, I…”

“Shut up.” Darnell’s getting into his stride now.  “Maybe you were jacking off to me.  Do you like the idea of me having to touch your jizz, you little dick shit?”

“Stop it, stop it,” Ben begs, now in tears.  “I’m not gay.  I just like the idea of people watching me…seeing me.  It’ll never happen again.”

Silence.  Ben stands there, tears streaming down his face, breathing heavily.  Slowly he gazes up to see Darnell watching him intently, his black face unreadable.

Then the black man barks, “Take your clothes off, bitch.”

Ben gasps.  “W-What?”  he asks, barely able to understand the request.

“You heard me, strip off.”

The skinny white boy can’t believe it.  In his wildest nightmares, he never expected this, and he can think of nothing to do except stall.

“Why w-would you w-want that?” he stutters.  “Besides, I j-just can’t, not here and now in your s-store.” Ben glanced toward the front windows and said, “Someone might see m-me.”

Darnell laughs coldly.  “This is what you like, isn’t it?  Having someone see you and your baby dick?  I had to watch you pleasure yourself last week, so you owe me.”

But…  But…

“You said before you liked flashing your pin dick around.  Perhaps this might cure you.”  Darnell laughs again.  “A bit of tough love to make you think twice in future before you whip out that pathetic excuse for cock you have.  It’s either this or I take this CCTV footage to the cops.  That’ll definitely cure you, I suppose.”

There’s nothing for it, no escape.  The teen’s hands are shaking so severely Ben almost can’t undo his shirt.

“That shirt looks like a woman’s blouse.  Are you a crossdresser too?” Darnell asks.

“I-I like girl clothes,” he admits.

The big black man smiles.  “Perfect, keep going, princess.”

All the while, Ben’s painfully aware of the massive window behind him. So late as it is, someone might pass by and see his utter humiliation. First, his woman’s shirt drops to the floor in front of Darnell, followed by his shoes and socks.  Then, finally, his skinny jeans and then his mom’s panties he was wearing, leaving the teen standing naked before the black man.  Ben straightens, embarrassing though this is, and he can’t bear to think of what might happen next.

“Damn, boy, you almost look like a girl,” Darnell said with a smirk.  “You even have a clit.  How big is that thing you call a dick anyway?”

“It grows to four inches,” Ben said, his face beet red.

“Make it hard for me.  I wanna see this hard clit,” Darnell orders.

Ben glances to the enormous window at the front of the store and shudders.  Then he starts to jerk off his soft dick that’s barely a nub on his bald balls.

“Whose panties are those?” Darnell asks.

“My mom’s.”

The black man bursts out laughing.  “Damn, boy, you really are a loser.  Go stand in the display window at the front and jerk off for the public.  That’s your thing, right?”

N-No, please…

“Go on, do it.”

Ben moves slowly to the front with a gulp, stands in front of the window, and jerks off.  Cars drive by, and he hears the odd tooting of their horns, obviously seeing him in the window.  The feeling is growing in his body as his nakedness is visible to all outside.  The boy’s legs tremble.  Then, with closed eyes, he shoots a load all over the inside of the window and his fingers.  Darnell is having the time of his life watching Ben humiliate himself so publicly.

“Lick your cum off my window and carpet.  I don’t wanna see a drop, you pervert,” the black man barks.

Ben first licks it off his fingers, then he gets on his knees and licks it from the window and the drops on the carpet too.  Eventually, he stands and turns to face his tormentor.

“It’s done,” he said, red-faced.

“Good, boy,” Darnell said patronizingly.  “Now, why don’t you come back here, pick up your clothes, and get over here behind the counter with me.”

“You really don’t think this will cure me, do you?” Ben whimpers.

The black man sneers.  “I know have CCTV footage of you jerking off naked in my front window.  I’m sure the cops will act fast to cure you.”

Ben sighs.  He has no choice but to obey.  The relief Ben felt from leaving this public display of nudity dissolves when he goes behind the counter.  Darnell’s pants bulge with a massive erection.  The man smirks at him, casually ogling Ben’s naked figure.

“Now, sissy,” Darnell whispers.  “I think it’s time you demonstrated a little hand and mouth action.”

No, please no, don’t make me do this,” Ben begs.

But to no avail, this terrible man is unmoved.  “Give me a blowjob, bitch.”

Ben reluctantly dropped to his knees before Darnell and paused, unable to decide what to do next.  An angry intake of breath on the part of Darnell spurs to him new heights of creativity.  He reaches out and undoes his pants.    Just this simple act is unbelievably alien to Ben.  To touch another man in this manner is beyond description.  The black man’s zipper slides down at a gentle touch, releasing his massive hard-on.

Darnell’s member appears to be around eight to nine inches long and really thick.  Outlining the shaft are dark throbbing veins clearly on its surface.  The partially withdrawn foreskin reveals a dark pink, almost purple cockhead.  The smell of pre-cum and piss is overpowering, and crystal-clear slime beads on the tip of this mammoth black phallus.  Ben starts to grasp it, but the black man stops him.

“No, sissy, I want you to kiss my balls first,” he orders.

With a movement the sissy exhibitionist has so often performed on himself, he grabs the black shaft and pulls it aside.  It’s hot and thick in his hand.  Lowering his head, Ben’s nostrils fill with the smell of the man.  A musky, heady odor that combines sweat, piss, and the remnants of their last wash.  However, there’s more to it than that.  Ben feels this smell signifies authentic masculinity, and it’s something he lacks so severely.  The naked sissy hesitantly kisses these big black hairy balls.

They’re warm, and the pubic hair is rough against his lips and cheek.  Darnell moans at the sensation, and in response, Ben extends his tongue to lick these two bulbous spheres.  He runs his tongue quickly over the surface, lightly brushing them with his teeth, then cups one entirely in his mouth.  The black man’s cock flexes in the sissy’s dainty hand at this, and a trickle of pre-cum oozes down its length.

Rub it,” Darnell orders.

So, Ben slides his hand further up, its progress slick with the man’s juices, and begins to massage the head.  ‘It rests perfectly in my palm, almost as if it’s made for it,’ Ben thought, ‘or I’m made for it.’  The sissy shudders at this grim thought, and his tormentor seems to sense his distaste.

“Look at me,” he commands.

So, Ben does, on his knees with Darnell’s testicles in his mouth, to meet the man’s gaze.

“You were made to worship cock, bitch,” the black man said, confirming Ben’s own thoughts.  “This is not the cure.  This is only the beginning.”

It’s then that his shame is at its peak.  Unable to withstand it any longer, Ben turns his concentration back to Darnell’s balls, lapping at them and taking one and then the other in his teeth.  Then comes the time to quicken the pace.  Ben rises to regard the black cock for a minute, which he has been slowly stroking while sucking his balls until now.  Finally, the naked sissy eases back the foreskin to expose Darnell’s blood-engorged cockhead completely and kisses it.

He tries to get the man off quickly now, but Darnell insists Ben takes it slowly, forcing the sissy to make long lapping motions from his base to the tip.  This done, Ben finally takes the throbbing black cock in his mouth, playing his tongue across the pulsating head in his mouth.  The salty, slimy taste and feel of the man’s pre-cum intoxicates Ben even further.  The naked teen repeatedly gulps, trying to swallow as much as he can, but manages only about four to five inches before gagging.

Darnell doesn’t care.  The man grabs the sissy’s head in both hands at this point and begins thrusting violently into his face, throat-fucking Ben.  The teen’s breath comes in short gasps as the store manager’s thighs slam into him.  Needless to say, Ben cannot resist the temptation to try to fight Darnell off, but there’s no stopping him with his orgasm this close.

Then it happens.  Darnell jerks deep into Ben with a great cry, and the sissy feels his throat fill with scalding semen.  He keeps pumping his jizz inside the teen, making Ben’s cheeks bulge. Then, thinking he’ll never breathe again, Ben gulps automatically, swallowing the bulk of Darnell’s sperm.  But some escapes, only to slide down the black man’s quivering shaft and lie glistening in his heaving groin.

When Darnell’s done, Ben’s forced to eat the rest of the jizz that escaped.  Another man’s semen now covers Ben’s face, and, at the finish, the sissy thought he’d die of shame.  Cheeks burning and his stomach in knots (partially from his recent meal of black cock), Ben begins to dress.

“What are you doing?” Darnell asked mockingly.  “Don’t think I’m done with you yet.”

Ben’s heart sinks.

The store needs a vacuum.  You’ll find it out back,” Darnell said with a smirk.  “Once you’ve finished that, the front window needs washing outside and inside.”

Ben is trembling.  “Please let me put my clothes on,” he begs.

Darnell picks up Ben’s clothes.  “OK, you can wear your mom’s panties, and that’s all.  I don’t want you attracting the cops here.  You’ll get the rest back when you’re done.  Hurry, I don’t have all night here.”

For the rest of the evening, the store manager takes sadistic delight in the abuse of the sissy, and his lust grows increasingly demanding.  Darnell takes every opportunity to put his cock or balls in Ben’s mouth, and the teen quickly becomes little more than a whore.  The panty-wearing teen completes all the tasks Darnell orders him to do.  When Ben’s finally allowed to leave, he flees the shop sobbing, traces of semen staining his face and clinging to his hair.  The taste of it, of Darnell’s masculinity, lingered in his mouth for several days, and his knees ached from the length of time he spent kneeling before the black man’s cock.

However, despite his now sizeable self-disgust, nothing could prepare Ben for what his Darnell plans next.

*****

This is a free sample of Max’s latest story ‘The Sissy Scholarship.’ Buy the eBook to read the rest or join our Members Area to read all our stories (including some unpublished beauties).

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