Lebbo and CharisseStory by WamSam1224Posted 12/31/25 650 views
Lebbo had been a clown at the circus for 6 months now and always kept his eyes on her.
He had been clowning for most of his life and was pretty good at it, but there had always been a certain type of smile he chased after. One that he had inspired in particular girlfriends who had appreciated his craft before, but none that had fully captured what he was looking for.
Something in the glint of her eye told him she was different. 'She' being, of course, the head acrobat at the Garaman's Circus Extravaganza, the one who signaled to the other acrobats during special routines and who always stood on top of their pyramid. As her gaze swept out over the adoring crowd, it always lingered on Lebbo. Charisse was gorgeous, and she knew it. She walked around with a confidence like no other woman Lebbo had ever seen. It wasn't that she had an exaggerated hourglass figure or ginormous breasts (she was quite slim), but her aura attracted him like a magnet. During the climax of his performances, he swears she gazed like a lioness as he bowed, often covered in slosh pies or with his pants around his ankles.
On a calm Wednesday afternoon, Lebbo discovers a handwritten note near his equipment. His heart immediately flutters with excitement that tight, loopy script has to be Charisse! He gathers some wildflowers in the field next to where the traveling circus lay camped while rehearsing what he would say to her. Previous attempts had provedfutile. He always seemed to start stuttering right when she walked past, or the object he had been leaning on would fall away, leaving him on the ground with both his butt and his ego bruised. She was always swept away by whoever was with her, but if he could just speak with her alone for five minutes, he knew he could fully ignite the spark between them.
He announced his plans to his troupe with bravado as they snickered. He knew most of the acrobats had plans to practice an intense routine on Wednesday afternoons, but Charisse had claimed she had trained enough that week and needed to rest. So, he put on his smallest polka-dotted bow tie and his cleanest pair of baggy pants with a fresh white bib while giving himself a pep talk in the mirror.
Lebbo walked up to the acrobatic costume tent and paused to take a deep breath. Hands shaking ever so slightly, he pushed aside the opening flap and stepped inside. "Charisse?" he squeaked out. Embarrassed already, he cleared his throat and tried again. "Erm, Charisse!"
He allowed his eyes to adjust to the dim lighting inside the tent as he heard her respond with a chirpy, "Yes?" His eyes scoured amongst the various room dividers and curtains strung up throughout the massive tent. Clearly, the acrobats were favored by the costume department and needed plenty of space. "Uh, it's me, Lebbo" his voice trailed off.
Charisse slinked out from behind a curtain in a barely-there sheer robe with a deep red matching set underneath. She modestly finishes tying the string around her waist before posing with her hands on her hips; Lebbo felt his first (but certainly not his last) pulse of arousal in his baggy trousers. Her eyes dart down to the already-wilting flowers in your hand. "Oh? Are those for me?" She bats her eyes innocently and giggles behind a delicate hand.
"Y-yes, they are, I picked them just for y- woah!" he stumbles forward to present them to her, but trips over his own floppy shoes and faceplants in front of her. Charisse laughs out loud, then bends over provocatively as he gazes up at her on hands and knees to pluck them out of Lebbo's hand. "Oh, how sweet!" she gushes in a saccharine voice. "Why don't we put them over here, on my makeup stand?"
Lebbo scrambles to follow her around a thick curtain to reveal a large bouquet of red roses already in a large glass vase on her makeup stand. Sticking Lebbo's into a standard drinking glass, she fluffs them up and arranges them in an attempt to make them look fuller. "There we go, aren't they...sweet!" she gushes. Then she turns to face Lebbo and caresses her slender frame. "Now...I'd like to thank you for bringing me a present!"
With one hand, Charisse unties the flimsy knot and the thin robe falls away to reveal her lacy lingerie. Lebbo's tongue flops out of his mouth as he practically pants like a cartoon wolf. He can't believe his luck! He just knew she had a tender spot for him in her heart!!
Lebbo stepped forward, reaching out to take her hand to kiss it romantically when out of nowhere, he felt strong hands grab and twist one arm behind him. The hands twirled him around and pushed him into headfirst into a pillory. Before Lebbo understood what was happening, the top part came down and locked him in; a large, muscular man walked around and raised Lebbo's chin with one finger to look him in the eye. Lebbo gasped it was Alexander, the lion tamer! He flashed his winning smile and stood up straight. Charisse giggled and flounced over to kiss Alexander.
Lebbo craned his neck up in despair, "But...but I thought you liked me? I brought you flowers..." he trailed off as the handsome pair laughed. "Oh sweetie," Charisse cooed, "did you really think you could compare with a large, blooming bouquet like Alexander's...?" They smirked, then pulled down the largest curtain in the center of the room to reveal a wide floorspace usually reserved for practicing tumbling and stretching; the rest of the circus started hooting and applauding once they saw the predicament you've stumbled into. Two of the acrobats each push out a cart full of large whipped pies.
Lebbo's eyes widen as the realization of what's about to hit him dawns. "Wait...no...what's going on??" he sputters.
Charisse tosses her head back and laughs triumphantly. "Oh Lebbo, poor, sweet little Lebbo..." she bends down to meet your eyes, which unintentionally flit to her cleavage. "We're here to tell you to stay in your lane. You think you can hit on me ME without repercussions??" She smirks as laughter ripples through the room. She stands back up and twirls over to one of the carts. She lifts one big, creamy pie with a delicate hand, then twirls gracefully back in front of the pillory. Lebbo squirms, suddenly aware of a bulge growing in his pants.
"Silly little clown....you wanted something from me, didn't you?" Charisse questions as she teases the pie just below his chin. She tickles the bulge, making Lebbo jump and cross his legs. "Oh don't worry, my slutty little stooge, I'll give you EXACTLY what you deserve!"
With that, she pulls back her arm and slaps the pie right in his face.
The room erupts with hooting and applause. Lebbo hadn't realized he had even been holding his breath, but he let it out and globs of cream dripped from his face. Droplets fly from his lips, landing on Charisse's slim thighs. She mock gasps and shows the crowd, whose cheers quickly turn to shocked whispers and giggles.
Alexander steps up to the cart and grabs a pie; he intends to rectify this injustice to his lady!! He announces as such before he winds up his arm and throws with perfect aim. The splatter arcs both into the air and down across Lebbo's shoes. The crowd roars as the poor schmuck who thought he could woo such an elegant lady gets pelted two more times by the handsome lion tamer. He finally feels satisfied, takes a bow, and gestures to the cart.
One by one, circus members take a pie and either gently smush it into Lebbo's face or attempt to toss it from a few feet away. The blobs that fall from his face are replaced until his face is unrecognizable. Once it fills up, one of the clowns goes around, pulls down his baggy pants, and spanks him with a pie.
Once the pants come down, it's impossible for Lebbo to hide his excitement. More than one gorgeous acrobat fondles him to make him squirm even more. Some members even take selfies with the helpless clown. Several even grab two pies and sandwich his face, in a phony attempt to cool off his red cheeks. Lebbo struggles to see and hear, with only muffled laughter getting through. All the while Charisse and Alexander stand off to the side, smiling and occasionally giving each other pecks on the cheeks. They only step in just before someone grabs the very last pie.
Charisse whispers something into Alexander's ear that inspires a large grin; they look at the poor, messy fool and laugh. Charisse captures the attention of the room. "Alright everyone, are we ready for the grand finale?" They all cheer, curious as to how this could possibly get better. She waltzes next to Lebbo and makes a big show of peeking down his underwear before yanking it down, revealing his hard-on. Poor Lebbo tried to cross his legs again to hide the shame, but to no avail. Alexander hands her the last pie as she gently takes Lebbo's cock in her hand before unbuttoning his own pants.
Charisse begins to stroke, occasionally grabbing a clump of cream off the floor to use as lube. Meanwhile Alexander pinches Lebbo's big red nose until he opens his mouth wide enough for Alexander to shove his dick in his mouth. He angles himself until he's comfortable, guiding the clown with his words, "That's it, open a little more, good slut take the whole thing, you know you want to; c'mon, show everybody what a stupid cock-loving whore you are!" He starts to pump more. Charisse spits on Lebbo's pathetic pencil dick and after barely a minute, Lebbo adds his own cream to the last pie.
Alexander continues pumping until he is swollen enough to finish himself off; but he pulls back and instead unlocks the sloppy stooge from his pillory. Lebbo stands up to stretch his back before desperately trying to grab his pants but Alexander pushes him in front of the pillory, where he kneels in a pile of cream. His cock hangs pathetically, limp after being drained onto the pie Charisse holds so close to his face.
"Now Lebbo," Charisse croons, "since you're such a sucker for pies, how does one more sounds?" Lebbo nods, too humiliated to speak. "Speak up!" she commands.
"Y-yes, please," he mumbles, spitting cream onto the floor.
"Please what?" Charisse taunts.
"P-please give me another pie," he admits.
She grins. "And why should I?"
Lebbo gazes around the room, at all the faces eagerly staring back at him. His natural showmanship rears its head, and he can't help but spread his hands wide and ask:
"For our second date, may I take you out to dinner? Just us two - dessert is on me," and smiles charmingly. She looks deep into his eyes before the SPLAT! and the room erupts into laughter again.
Alexander tips his chin up with one finger and spread his cum all over Lebbo's face. Utterly defeated, Lebbo sits back on his haunches lets the humiliation wash over him.