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Chapter 5
by
ErosApostasia
What's next?
Chapter 5: First One to Cum...Loses?
Continued from chapter 4:
"Whoever comes first, Elise and Ero, is the **** of the other for the rest of the weekend...under my supervision of course.”
She delivers spanks of the paddle in rapid succession as Elise shrieks with pain.
Here we go…" Ivy announces.
Elise's breath catches in her throat as Ivy slides the cold gel across her sensitive folds, the touch sending a jolt of electricity through her body. She tries to maintain her composure, but the way Ivy toys with her, teasing the vibrator just barely inside her, has her squirming despite herself.
"You wouldn’t... you wouldn’t actually make me compete with him, would you?"
Elise asks, her voice shaky, laced with both fear and something dangerously close to excitement.
Ivy chuckles, pressing the buzzing wand firmly against Elise’s clit, watching her reaction with cruel delight.
"Oh, I would. And you know why? Because you’re the one who started this whole mess, sweetheart. Now let’s see who breaks first—yourself, or him," Ivy declares.
Chapter 5:
“And Ero, as much as I want to pay Elise back by doing nasty things to her, I really want to have some fun with you. You are my boyfriend, and you were Elise's boyfriend too. I want Elise to help me have some fun with you, once she learns her lesson.”
Ivy punctuates her words with sharp spanks against Elise’s bottom. Each strike is met with a fresh wave of heat coursing through Elise, drawing whimpers from her lips as she fights to concentrate on me, her face glistening with tears.
The relentless paddling sends her into a frenzy as she works feverishly to suck me off, **** to finish before the punishment becomes unbearable.
“It’s not fair,” Elise gasps between breaths, her voice trembling with frustration and longing.
“I can’t... I can’t take it anymore, Ero.”
Her body shakes under the combined weight of pain and pleasure; the paddle’s cruel impacts and the vibrator’s relentless buzz against her clit coil tightly within her.
Ivy leans in close, her breath hot against Elise’s ear as she brings down the paddle once more, the sound echoing like a **** knell in the room.
“Come on, love. Show me who’s really in charge here.”
Ivy curls her fingers around Elise’s chin, forcing her to meet my gaze.
“Who’s going to break first? You... Elise? Or you, Ero?”
SPLAT!
Elise’s body aches, her skin burning from the relentless discipline. Her mouth feels numb from the intensity of her actions. Yet beneath the pain, a slow, simmering heat refuses to die. She looks up at me, her eyes glossy with tears and something darker, something dangerously defiant.
“I won’t break,” she breathes, her voice hoarse. “Not for you. Not for anyone.”
Then, with a sudden, feral shift, Elise grips my thighs and buries her face between my legs, devouring me with a hunger that borders on desperation.
Ivy steps back, a satisfied smile spreading across her face as she watches the spectacle unfold. Her fingers trace the edge of the paddle thoughtfully.
“Well, well... looks like someone’s got a little fight left in her after all.”
She returns the vibrating wand to Elise’s sopping wet folds, eliciting a moan from her friend as she resumes the spanking.
Elise kicks it into hyper-drive, each movement driving me closer to a sticky surrender. Ivy continues to paddle her, ensuring that the line between pleasure and pain blurs deliciously.
Elise's mouth moves with ruthless efficiency, her tongue swirling, her lips tightening around me with a desperation that borders on obsession. Every thrust of her head, every flick of her tongue, pushes me closer to the edge.
She isn’t just servicing me—she is claiming me, marking me, proving something to herself, to Ivy, to the universe.
"C-Come for me, Ero... come in my mouth... let me feel it... let me taste you..."
Her voice is raw, broken, but there is power in it—an unspoken challenge.
Ivy watches, transfixed, the paddle still poised in her hand as she observes the battle playing out between Elise and me. The wand causes Elise to gyrate her hips in the air like a bitch in heat. A slow, wicked grin spreads across Ivy's face.
"Almost there, baby. Just a little longer…" she murmurs.
I lie there, as Elise coaxes my orgasm to the surface, the satin holding me in place as I am helpless to stop her. I can only hope that Ivy can finish her before she finishes me.
After all of this paddling and stimulation, if I have to surrender, Elise is going to run wild on me. She has already spanked me this evening, and I feel like the second time is only going to be worse after everything Ivy has just put her through.
Elise can feel me tensing, hear the hitch in my breathing, smell the musk of my impending release. With a triumphant growl, she redoubles her efforts, taking me impossibly deeper, her nose pressed against my pelvis as she swallows around me.
"Yessss... give it to me, Ero... I want it all... every last drop..." she demands.
Sensing the critical moment approaching, Ivy intensifies her **** on Elise's sensitive flesh. The paddle strikes a rapid staccato rhythm against her reddened ass while the vibrator buzzes mercilessly against her swollen clit.
"That's it, Elise... cum for me... cum NOW!"
Ivy's voice is a commanding bark, brooking no disobedience.
I break under Elise's mouth. My hips come off the mattress as I pull against the satin, but I can't get free. Pleasure rockets up my shaft as rope after rope of semen erupts from my tip and into Elise's hungry mouth.
She shrieks around my spurting shaft in triumph, head bobbing, tongue swirling, as she milks me for every last drop. Her eyes go wide with surprise, and then relax into a smile as she leans into her own release under Ivy's paddle and wand.
The combined onslaught of sensations proves too much for Elise to bear. With a strangled cry, her body convulses, back arching as a powerful orgasm rips through her. Her walls clamp down around nothing, fluttering and clenching as wave after wave of intense pleasure crashes over her.
"AAHHH! FUCK! IVY!!!" she screams.
Triumph flashes in Ivy's eyes as she witnesses Elise's surrender. Ivy spanks Elise all the way through her orgasm. The paddle falls from her grasp as she reaches out to steady her friend's shuddering form.
"Good girl. You took your punishment so well," Ivy praises.
Her mouth still working to swallow my warm, sticky, mess, Elise shudders, her own climax crashing over her in intense waves.
Her body goes rigid as she erupts in her own orgasm, her sex clenching greedily around the vibrating wand, lips fluttering with electric currents of pleasure. She swallows greedily, determined not to waste a single drop of my essence as her body convulses, juices gushing around the buzzing wand.
When it is finally over, she pulls off my softening member with a lewd pop, licking her lips in satisfaction.
"Mmmm... delicious as always, Ero. Looks like you're mine for the weekend now, babe," she gloats.
Ivy sets aside the paddle and wand, admiring her handiwork. Elise's ass glistens with a sheen of sweat, the curves of her flesh marked by the intense play. A slow, predatory smile curves Ivy's lips as she stalks towards the bed.
“Well, well... it seems our boy here has some lessons to learn about self-control,” she purrs.
She glances at me, a wicked smirk playing about her lips.
“Looks like you win this round, Elise. Ero is all yours for the rest of the weekend, but under my supervision"
Elise, still panting from her intense orgasm, crawls up my body. She straddles my hips, her triumphant grin widening. Leaning down, her hair falls around me like a curtain as she whispers huskily in my ear,
“Mmm, all mine, huh? I wonder what kind of trouble I can get into with you as my personal plaything for forty-eight hours.”
Her nails rake lightly down my chest, sending shivers through me. She grinds against me, already feeling herself stir with renewed desire.
“First things first, though... I think you owe me some serious worship, pet. That tongue of yours better be ready for action,” she commands.
I am still tied to the bed, helpless and exposed. Elise, grinning wickedly, turns to face away from me. She lowers her heart-shaped ass, still marked with a reddish hue from Ivy's paddle, onto my waiting mouth.
“Let's start with you eating my ass, Ero. And then, we'll see... I want your beautiful lips kissing my rim, your tongue penetrating me deeply. You have nowhere to go, sweetie. Just let the satin hold you and feast upon my tasty booty.”
She reaches back to spread her own cheeks, revealing her intimate flesh to me. I see her puckered entrance, dusted with a fine brown fuzz, lowering itself inexorably down to my mouth.
Ivy, not wanting to be left out, retrieves a jar of lubrication and a pillow.
“Lift your hips up for me, Ero. I'm going to work on this end while Elise gets your mouth.”
To be continued in chapter 6
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To All My Girlfriends, Past and Present
Chapter 1:
Ero is determined to bury things in the past with his ex-girlfriend, who just so happens to be his current girlfriend's best friend, and will stop at nothing to earn her forgiveness...
- Tags
- ffm, forgiveness, slow burn, romance, offering to be spanked, femdom, spanking, humiliation, arousal, panties, feminization, oral, spanked during oral, orgasm, two girls one boy, toys, ff, a naughty wager, paddle, tears, surrender, fm, paddling, bondage, satin, bdsm, competition, vibrator, face sitting, prostate milking, anilingus, threesome
Updated on Mar 3, 2026
by ErosApostasia
Created on Mar 2, 2026
by ErosApostasia
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