Chapter 5
VALENTINA
The flicker of fear over my babygirl’s face has my heart pounding so hard I swear I can hear every beat.
Some Littles need a Mommy who is sweet and gentle and nurturing. A Mommy who scolds only when needed and only punishes her Little one if it’s absolutely necessary.
I would not be a good Mommy for those Littles.
But my little princess is not one of those Littles. She loves it when I’m strict. Even more so when I hurt her, when I take her to the edge of what she thinks she can handle and often beyond.
She is absolutely going to love what I have planned for her tonight, even if she isn’t yet willing to admit it.
“Um, is someone else coming to play, Mommy?” That hint of fear echoes in her voice as she warily eyes the rocking horse.
“Oh, no, baby. Those cocks are just for my little princess. Up you go.”
The fact that I’m tall enough to easily lift my babygirl always gives me a thrill, and tonight is no exception. A familiar excitement courses through my veins as I pick her up and help her onto the rocking horse.
“Gentle now, baby. You don’t want to go too fast and hurt yourself.”
June’s brows draw together in a scowl. “If you didn’t want to hurt me you woulda picked smaller cocks.”
She has a point, so I don’t bother to argue as I help guide her into the correct position to take both rubber dicks in her little holes.
“Owie, Mommy,” she whines as she begins working herself down onto the cocks, the smaller of the two—though not by much—stretching her open in ways she hasn’t been stretched in a while.
Or perhaps she has. While the Velvet Collar is strictly dedicated to Dommes, the other club where Junie plays is more eclectic. She could have a Daddy there who enjoys fucking her sweet little bottom.
The thought does not sit well with me.
Shoving it aside, I focus on my babygirl. “I know it hurts, baby, but you were very naughty tonight, weren’t you? Teasing Mommy by flirting with someone else on our night. Such a naughty, naughty baby.”
Her whines pierce the air as I force her down, slowly, helping her take each and every inch of the cocks inside her sweet little holes.
Halfway down, she stops, sweat breaking out across her brow as she shakes her head. “I can’t, Mommy! They’re too big! Please, it hurts!”
“Aw, my poor baby,” I coo at her, letting her have her moment as I stroke her hair. “Are your poor bottom and your sweet little cunt so very full? Too full for you to take any more?”
“Y-yes, Mommy,” she says with a pitiful sniffle.
“That’s a shame. Because my good girl would take it all for me. My good girl would do whatever her Mommy tells her to. But maybe you aren’t my good girl tonight.”
Tears sparkle on her lashes, and I have the fleeting thought that perhaps I should feel bad about the guilt trip I’m laying on her.
But I don’t.
With another loud whine, she works herself further down onto the cocks, so I give her a tiny bit of praise as a reward.
“Much better. Keep going, princess. You’re almost there.”
It seems like forever before she’s finally perched on the saddle, her holes having swallowed up both of the rubbery dicks. Running my hand over her hair once more, I press a kiss to her forehead before taking a step back and tapping the end of the crop against her thigh.
“All right, my naughty girl. Time to ride.”
Juniper
Ow, ow, ow.
I’m so full. Too full. Usually when Mommy fucks both my holes, she uses a much smaller cock for my bottom than the one she’s chosen tonight.
She must be more upset than I realized.
That thought brings with it a painful sort of hope that unfurls in my chest. If she’s feeling that possessive, maybe there’s hope for more than just our Wednesday-night meetups.
Ugh. Stupid Pen, putting ideas in my head. Before my conversation with her a couple nights ago, I’d managed to convince myself I was perfectly happy just getting my Daddy/Mommy fix a few nights a week at the club. That I didn’t want any more than that.
Now here I am, my pussy and bottom burning from Mommy’s punishment, and all I can think about is whether or not she might want to take me on a date.
“Juniper Skye, are you listening to me?”
Uh-oh. I wasn’t, not really, and judging by the hard glint in Mommy’s eye, I’m going to pay dearly for my distraction.
“Sorry, Mommy. It’s hard to focus.”
It isn’t the full truth, but it’s also not a lie. Sitting naked on a rocking horse with both my holes full of rubber really does make it a bit hard to concentrate.
Mommy smiles at my explanation, and dread curdles in my stomach. Those smiles never bode well for me, especially when I’m already in trouble.
“What a lucky Little girl you are,” she purrs, stepping forward to run a hand over my hair.
“I–I am?”
“You are.” Her fingers tighten in my hair, pulling my head back with a sharp stab of pain through my skull. “Because you have a Mommy who knows just how to help Little girls focus.”
Releasing her hold on me, she steps back, and before I can process what’s about to happen, a bright, stinging pain explodes across my bottom cheek.
Instinctively, I rock forward with a cry, as if I can somehow outrun the pain. But all that accomplishes is moving the horse beneath me, forcing me to fuck my holes with the dildos attached to the saddle.
“Again.”
Mommy swats my other cheek with the floppy end of the crop, and again I lurch forward, pleasure and agony mixing together inside me as I “ride”.
“What a good little rider you are,” Mommy croons, swatting me again and then a fourth time.
With every movement, my swollen clit grinds against the saddle, and a familiar pressure builds low in my tummy as I begin to move faster, more deliberately, chasing my release the way a real rider might chase a rabbit.
All the while, Mommy continues to spank me with the crop, until every inch of exposed skin on my bottom and thighs is covered in tiny welts.
“Mommy,” I whine when the pressure becomes close to unbearable. “I need to come, please, Mommy!”
“Oh, no, little one. Naughty little princesses who tease their Mommies don’t get rewarded with orgasms.”
Frustration wells inside me and I lean back on the rocking horse to slow the motions. “That’s not fair!”
Mommy cracks the tip of the crop against my skin again, layering a fresh welt over the existing ones. The pain makes me cry out, tears pooling on my lashes as I fight the urge to squirm in my seat.
“It is very fair, little girl. Now I suggest you keep riding before Mommy decides to add some naughty girl lube to those cocks.”
The naughty girl lube has peppermint oil in it, and it burns like crazy. Mommy’s only ever used it on a plug, and I can only imagine what it would feel like on the giant cock I’m currently being forced to fuck myself with.
Because I do have some sense of self-preservation, I rock forward again, trying my best to shift my weight so that my aching clit isn’t pressed against the wood.
But all that does is force me to take the cock in my ass even deeper, which does nothing to ease either the pain or the burgeoning pleasure washing over me.
“Please, Mommy.” I’m desperate. Begging. And I don’t even care how pathetic I sound, I only care that she gives me some relief from the ache between my thighs.
As I rock, Mommy places the tip of the crop beneath my chin again, forcing my head back. “Tell me who you belong to, Juniper.”
“You, Mommy!”
“Which means your pleasure belongs to who?”
“Y-you, Mommy.”
“That’s right.” Sliding the crop down my throat, over my clavicle, she lets the tip rest heavy on the top of my breast. “Your pleasure. Your screams. Your tears. They are all mine. You can come when I’m convinced you won’t forget again.”
Blinding pain shoots through my body as the crop connects with my hardened nipple. I barely have time to register it before she snaps the leather tip against the opposite breast.
“Mommy,” I sob, rocking forward desperately. “I’m sorry. I won’t forget again, I swear. Please, Mommy.”
More agonizingly painful swats land on my breasts. The tops, the sides, the nipples again. Until every inch is covered in the same welts as my bottom and thighs.
Through it all, I sob out pleas for mercy, the need in my aching pussy growing more and more insistent with every movement, every welt.
Just when I think I might actually die if she doesn’t let me come, she places a booted foot on the horse, stopping its rocking motion. Again she trails the tip of the crop over my exposed flesh, and I shiver in response.
“Are you ready to be Mommy’s good girl again, June-bug?”
Unable to even form the words, I bounce my head, tears streaming down my cheeks.
Mommy smiles again, and even through my tears I can see the wicked intent glinting there.
“Prove it.”