Chapter 5: Panty Whipped

Continued from chapter 4:

“Tell you what, Ero,” Juliette begins, her voice sultry and challenging.

“If you can make me cum before I make you cum, I'll impale myself on you and fuck you silly. But if you come first, I'm dressing you in my panties—girl panties this time—and I'm going to flip you over and paddle you. Real punishment, with real pain, and real tears. Do you want to take that bet, Ero?”

Ero nods, his tongue working feverishly, trying to gain any advantage while she speaks.

Juliette shudders and gasps as Ero's tongue explores her depths, probing and swirling within her slick channel.

“Ooh, playing dirty, are we?” she teases. “I like your spirit, Ero. You're on!”

She braces her hands on the table, grinding her hips more insistently against his face.

“But don't think you can win that easily. I've got tricks up my sleeve too.”

Juliette increases the pace of her strokes, twisting her wrist as she pumps Ero's throbbing shaft. The hand with the panties continues to whip away at his purple tip.

“Mmm, you're so hard already. Does the thought of being punished in lacy panties excite you that much? Being flipped over and spanked until you cry?”

Chapter 5:

She traces the tip of her tongue across her slit, teasing and taunting.

“Focus, Ero. You need to make me cum harder than I ever have before.”

She's close; Ero can feel it. Her arousal drenches his face, but it's her slick hands sliding up and down his cock that are starting to turn the tide in her favor. Not to mention the whisper of satin and lace, her panties that she continues to whip the tip of his penis with.

Ero can't believe he's about to orgasm so fast after the last one. It is her teasing words that give her the edge as they both plummet towards intense climax. Who will be first?

Juliette cheats. She leans forward and takes him into the warm, wet velvet of her mouth, her tongue swirling. With a slick finger, she tickles his anal bud, and then slides into him, gently curling the tip of her finger against his pulsing prostate. He erupts into her as she moans with pleasure, clenching her fluttering walls around his tongue to prolong her orgasm, so he can have his first.

Ero lets go of a primal scream into her gushing sex as rope after rope of creamy white jets fill her mouth. She swallows it all. His scream pushes her over the edge, throwing her head back with a keening moan as her orgasm crashes over her, waves of intense pleasure radiating from her core.

His orgasmic scream pushes her over the edge,

“Fuck, Ero! I'm cumming! Don't you dare stop!”

Her pussy clenches and spasms against his mouth, gushing her release as she rides his face desperately. She plunges her head back down and screams around his orgasm as she cums again and again, his face soaked with her release.

Ero lies still, looking up at her glistening, quivering lips in defeat. She has beaten him, and she is about to make him pay dearly for losing. I really need to stop gambling, he thinks to himself.

Panting heavily, Juliette carefully dismounts Ero's face, giving his softening member a few final strokes.

“Mmm, looks like I win our little bet, doesn't it?”

She scoops up some of his cooling cum dangling from his penis and pushes it past his lips. He suckles, the semen coating his mouth, as Juliette smirks wickedly, watching him suckle her fingers clean, savoring his defeat.

“Such an obedient little semen swallower, keeping your word like a good boy.”

She retrieves her discarded panties, holding them up triumphantly.

“Time to pay up, Ero. Put these on for me. I want to see that cute ass of yours framed in delicate lace.”

Juliette pats her lap invitingly. She is holding a small hand paddle made out of thick wood.

“Over my knee, now. Let's remind this naughty bottom who it belongs to.”

Her other hand cracks a sharp spank against his barely covered cheeks.

Juliette helps guide Ero's trembling legs into the delicate lace panties, smoothing the silky fabric over his hips and ass. She steps back to admire the sight, biting her plump lower lip.

“Mmm, I knew those would look perfect on you, Ero. So feminine and dainty, hiding that big, manly ass of yours.”

She gives the lace-covered globes a playful squeeze, relishing how they jiggle enticingly. Tapping her thigh impatiently, Juliette fixes Ero with a stern glare, the wooden paddle resting menacingly in her palm.

“Over my knee, now. No more dawdling, naughty boy. You lost the bet fair and square, so it's time to accept your punishment like a good little slut.”

Ero bends over her knee, wearing panties for real this time—Juliette's panties. They are a deep rose red, satin, trimmed with pink lace and pink satin bows. He looks ridiculous, and what's more, he's getting spanked again, with a paddle this time.

He won't even have arousal on his side, like a cloud of pleasure to dull the pain. All of it will be pain. There's nothing to do but just lie still and let her spank him.

Juliette giggles wickedly as she admires the sight of Ero draped over her lap in her lacy satin panties, his pert bottom presented so perfectly for punishment.

“Oh my, don't you just look precious! Like a naughty little schoolgirl caught misbehaving.”

She runs a possessive hand over the satin-clad curve of his ass, squeezing and kneading the supple flesh.

“These panties were made for a woman's curves, but somehow, they suit you too. Framing this sexy bubble butt so deliciously.”

Juliette punctuates her words with a series of sharp splats to Ero's sit spots, the paddle leaving behind scorching heat and pain, the delicate fabric bunching and riding up with each impact.

“Let's see how many spanks it takes for you to earn your tears this time, hmm?”

It doesn't take many. Ero notices a full-length body mirror in front of him, and he takes in the absolute humiliation of his position as she peppers his pantied bottom with another barrage of spanks, teasing and scolding him. His eyes water with shame, and the first tear runs down his face.

Juliette continues the relentless **** on Ero's lace-clad bottom, the sharp cracks of the paddle filling the room. She targets the sensitive undersides of his cheeks and the tender junction where they meet his thighs, determined to extract maximum penance.

“Oh dear, it looks like tears” she scolds, when she notices Ero’s wet face, soaked with tears.

“You didn't think a few measly spanks would be enough to earn forgiveness, did you? Nuh uh, not nearly enough contrition in those pretty eyes of yours.”

She punctuates her words with a particularly vicious swat, the **** of the blow causing the delicate fabric to rip slightly, exposing more of his reddening skin.

“Look at yourself, Ero,” she commands, nodding towards the mirror, as she continues her relentless **** on his tender bottom.

Tears roll down his face as he gives himself to the pain of the paddle and Juliette's beautiful face laughing at him as she spanks him to surrender.

“Aww, is someone feeling a bit overwhelmed? Embarrassed to be dressed like a naughty girl and spanked like a misbehaving child?”

She delivers a particularly harsh volley of slaps, watching the lacy panties ride up to fully expose his reddened cheeks. He cries, she watches, spanking him and giggling, teasing him all the way through his tears, until she feels he has had enough.

Seeing the tears flowing freely down Ero's face and hearing his muffled sobs, Juliette finally relents after reducing him to a sniffling, tear-streaked mess, his bottom a vibrant shade of red visible through the stretched lace. She sets the paddle aside and gently lifts Ero off her lap, cradling his tear-stained face in her hands.

“Shhh, there there, sweetheart. Shhh, there there. You took your punishment so well, my poor baby.”

She helps Ero up, cradling him against her chest as she strokes his hair soothingly.

“All done now. No more spanks, I promise.”

She croons softly, brushing away his tears with her thumbs. Juliette guides Ero to sit on the edge of the massage table, mindful of his tender bottom. She stands between his legs, cupping his face tenderly as she gazes into his eyes with a mixture of dominance and affection.

“You're such a good boy, Ero. So obedient and submissive for me. I know it wasn't easy, but you endured it beautifully.”

Ero looks up at her, his eyes filled with a newfound understanding and gratitude.

“Thank you, Juliette, I came here for a massage, but I learned so much about myself today. Thank you for being such a strict and talented teacher. I want to submit to you, I want to embrace this, embrace wearing panties, embrace spankings. I hope I get many more opportunities to be pantied and spanked by you…”

Juliette smiles warmly, her eyes twinkling with satisfaction and affection. She cups Ero's face, thumbing away the last of his tears.

“I'm so glad you enjoyed your lesson, Ero. And I must say, you're a natural at embracing your submissive side. The way you looked in those panties, all teary-eyed and red-bottomed... mmm, absolutely delicious.”

She leans in close, her lips brushing against Ero's ear as she whispers,

“I have a feeling this is just the beginning of your education, my pet. We're going to explore so many delightful ways for you to serve and please me. Panties, spankings, bondage, sensory play... oh, the possibilities are endless!”

Juliette pulls back slightly, a mischievous grin playing on her lips. She helps Ero to his feet, steadying him as he wobbles slightly in the unfamiliar underwear.

“For now though, let's get you cleaned up and dressed. Can't have you walking out of here in just my panties, tempting as that might be.”

She winks salaciously. Juliette helps him clean himself up, and helps him dress in his original clothes, but leaves her panties on him, keeping the ones he wore in for herself.

Juliette assists Ero in cleaning up, gently dabbing at his tear-stained face with a soft cloth. As she helps him dress, her nimble fingers linger on his skin, savoring the warmth and closeness.

“There we go, all put back together. Well, mostly,” she adds with a sly wink, giving the lacy panties peeking out from under Ero's waistband a playful tug.

“Consider these a special memento of our time together. A reminder of your submission and the pleasures—and pains—to come.”

She walks Ero to the door, her arm wrapped possessively around his waist. Leaning in, she presses a surprisingly tender kiss to his cheek.

“Until next time, my sweet Ero. Dream of me... and of what I might have in store for you.”

The End