MILF Paradise System

Chapter 19: MILFs Helping Hand



"Just taste, sweetheart," Tiffany murmured, stroking her hair. "Get used to it."

Brittany's tongue darted out shyly, then braver, licking the head, moaning at the mixed flavor. She wrapped her small hand around the shaft, exploring the heat, the hardness, the way it throbbed for her.

Tiffany watched, biting her lip, then leaned down and licked the other side herself, mother and daughter tasting me together for the first time.

After long minutes of slow licks and curious strokes, Tiffany guided my cock lower.

She rubbed the head through Brittany's soaked folds, slow circles over her clit until Brittany was shaking, hips bucking, begging in tiny broken whimpers.

"Mommy, please—"

Tiffany kissed her forehead, then her cheek, then the corner of her mouth.

"First lesson," she whispered. "We make sure you're ready."

She spread Brittany's legs wider, settled between them herself, and lowered her mouth.

The first slow lick made Brittany cry out, back arching clear off the bed.

Tiffany licked her daughter gently, thoroughly: long, flat strokes, then little flicks over her clit, then soft sucking that had Brittany sobbing with pleasure. I watched, stroking myself slow, until Tiffany looked up at me, eyes glassy, and beckoned me closer.

She guided my mouth to Brittany's breasts again while she kept eating her pussy, both of us worshiping her young body until Brittany was a trembling, soaking mess.

Only then did Tiffany sit back, wipe her mouth, and take my cock in her hand again.

She lined me up at Brittany's entrance, holding me steady.

"Look at me, baby," she whispered.

Brittany's wide, trusting eyes locked on her mom's.

Tiffany's hand stayed steady on my hip, guiding me forward with the same gentle care she once used to lower Brittany into bathwater when she was little.

The head of my cock pressed against her daughter's untouched entrance, slick, swollen, impossibly small.

Brittany's breath hitched. Her thighs trembled. Her virgin pussy fluttered against me, so tight it almost pushed me out on its own.

Tiffany felt it too. She leaned down, kissed Brittany's forehead, then her wet cheeks, whispering, "Relax for Mommy, baby… breathe out… let him in."

I eased forward, slow, relentless.

The resistance was delicious. That perfect, untouched ring gave way only a fraction at first, stretching around the head with a soft, wet pop. Brittany's back arched high off the bed, a sharp, shocked cry tearing from her throat.

"Ohhh… Mom… it's too—"

"Shh, you're doing so good," Tiffany soothed, voice thick with tears and lust. She kept circling Brittany's clit with her thumb, faster now, slick sounds mixing with Brittany's ragged breathing.

Another slow push.

More of me disappeared inside the tightest heat I'd ever felt. Brittany's walls clamped down like a fist, fluttering wildly, trying to adjust to the stretch. Her nails dug into the sheets, then into Tiffany's arm.

"Mommy… it burns… but it feels… oh god…"

Tiffany's own pussy clenched at the sight, fresh wetness dripping down her thighs. She watched every millimeter disappear into her little girl, tears rolling freely.

"Halfway, baby," she whispered, voice shaking. "You're taking him so beautifully… just like Mommy taught you."

Another inch. Brittany lost it.

Her hips jerked up on their own, forcing another thick inch inside. A raw, broken moan ripped out of her, long and filthy, nothing like the shy girl who walked in twenty minutes ago.

"Fuuuck… Mom… it's so big… I can feel everything…"

Her virgin pussy fluttered and squeezed, trying to pull me deeper even as she sobbed from the stretch. I had to grip the base of my cock to keep from slamming in and ending it too fast.

Tiffany's thumb never stopped, rubbing perfect, relentless circles. She leaned down and took Brittany's nipple into her mouth again, sucking hard, giving her daughter every sensation at once.

Brittany's control shattered.

Her legs fell open as wide as they could go, heels digging into the mattress, hips rolling up in desperate little circles.

"More… please… I need it all…"

Tiffany looked up at me, eyes glassy, and gave the final push herself.

One slow, steady thrust and I sank to the hilt.

Brittany screamed, a high, trembling sound that turned into the filthiest moan I'd ever heard. Her virgin pussy clamped down so hard I saw stars, walls pulsing and milking me in waves.

She was stuffed full, stretched beyond what she thought possible, and her whole body shook with it.

Tiffany kept whispering, voice wrecked, "There we go, baby… all of him… you took every inch… Mommy's so proud…"

Brittany's eyes rolled back, mouth open, drooling a little, completely gone.

And only then, when she was impossibly full and trembling around me, did I start to move, slow, deep, gentle strokes while her mother held her, kissed her tears, and rubbed her clit until Brittany's first real orgasm crashed through her like a storm she never saw coming.

I stayed buried inside Brittany, completely still, letting her virgin pussy flutter and adjust around every thick inch. She was impossibly tight, hotter than anything I'd ever felt, her walls pulsing like a heartbeat, squeezing me in slow, wet waves. Little whimpers spilled from her open mouth, tears of overwhelm and pleasure streaking her temples.

Tiffany lay beside her, one arm under Brittany's neck, cradling her like a baby, the other hand still rubbing slow, slow, perfect circles on her daughter's swollen clit.

"That's my good girl," Tiffany whispered, voice raw, kissing Brittany's damp forehead, then her cheek, then the corner of her trembling lips. "You took every bit of him. Feel how full you are?"

Brittany could only nod, eyes glassy, hips giving tiny, helpless rolls.

I pulled back an inch and slid home again, slow, deliberate, letting her feel the drag of every ridge. Her back arched hard, a broken "oh fuck" tumbling out.

I did it again. Again. Slow, deep, claiming strokes that made obscene wet sounds filled the room each time I bottomed out.

Tiffany leaned down and caught one stiff nipple between her teeth, tugging gently, then sucking hard. Brittany's pussy gushed instantly, fresh cream coating my cock, leaking down my balls, soaking the sheets.

"Yes… yes… Mommy…" Brittany sobbed, fingers clawing at the bed.

Tiffany switched to the other breast, biting just hard enough to leave little marks, then soothing with her tongue. Every bite made Brittany's cunt spasm and squirt a little more, until the bed beneath her ass was drenched.

I leaned over her other side and took the first nipple into my mouth, sucking in rhythm with my thrusts, slow, deep, possessive. Brittany's hands flew to the back of my head and Tiffany's, holding us both to her tits while she writhed between us.

The room smelled like sex, sweat, and the sweet musk of two women completely lost.

I kept the pace slow, almost torturous, pulling almost all the way out so she felt every inch leave her, then sinking back in until my hips kissed her clit. Each time I bottomed out she let out this high, keening cry that turned filthier with every stroke.

Minutes blurred into one long, wet, perfect rhythm.

Then Brittany's legs moved on their own. They lifted, wrapped high around my waist, ankles locking at the small of my back, heels digging in.

Her arms followed, wrapping around my neck, pulling me down until our chests were crushed together, her hard nipples dragging against my skin.

"Faster," she begged, voice wrecked. "Please… I can take it… I need it harder…"


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