#restless

Whumpril 2025 - Day 7 - Restless

masterlist simon riley masterlist

summary: Sleepless and restless, you lie in the dark, feeling every thought and heartbeat. Simon senses your unease and what begins as quiet comfort unfolds into an intimate night of trust, closeness and desire.

Simon Riley x f!reader

A/N: first time publishing smut- well, I hope you'll like it

wc: 1.3k

You’d been tossing for what felt like hours.

Turn one way too warm.

Turn the other too aware.

Every breath felt too loud in the dark bedroom, every twitch of your legs a reminder that you were awake and he was sleeping beside you.

You tried,honestly tried, not to wake him.

But Simon always knew.

The sheets rustled behind you. A warm hand found your hip even though you hadn’t heard him move. His voice came a second later, rough with sleep, vibrating low in the quiet room.

“…What’s wrong, love?”

You froze. “Didn’t mean to wake you.”

His hand squeezed your hip gently. “You okay?”

“I just… can’t sleep.”

You swallowed, embarrassed. “Feels stupid.”

“Not to me.”

His thumb stroked your hipbone once slow, reassuring.

Then, quieter: “Do you want me to help?”

Your pulse stumbled. “Help… how?”

He shifted behind you, sitting up just enough that the mattress dipped. You felt his warmth at your back before his hand slid from your hip to your waist.

“However you want,” he murmured. “Could hold you… talk to you…”

His breath brushed your ear– warm, intentional.

“…or touch you.”

Your heart slammed against your ribcage.

He didn’t push.

Didn’t crowd.

He waited.

“Can I?” he asked, voice low, firm, controlled. “I need you to tell me yes.”

You turned your head on the pillow, breath already shaky. “Yes. Please.”

His exhale was quiet relief and something darker.

“Then let me see you,” he whispered.

With one slow, steady motion, he guided your hip, turning your body until you were on your back beneath him. He hovered over you, bracing himself with one arm beside your head, the other sliding up your stomach beneath your shirt.

His weight didn’t pin you but you could feel the heat of him everywhere, his shadow covering you, his breath skimming your lips.

“You look so fucking pretty like this,” he murmured.

Your cheeks burned. “Simon…”

“Shh.” He dipped his head, kissing you slow, deep –his tongue brushing yours with deliberate, claiming strokes.

He tasted warm, weighted, still half asleep in that way that made him unfiltered.

His knee nudged your thigh open.

“Is this okay?” he murmured against your lips.

“Yeah,” you breathed.

His hand slid higher under your shirt, palm over your ribs, then over your breast. He cupped you through your bra, thumb teasing slowly over the peak until your back arched.

“God… you’re sensitive tonight.”

His voice was dark amusement, warm and heavy.

He kissed your throat, open mouthed and hungry, teeth grazing lightly.

You inhaled sharply as he pressed himself lower, his hips lowering toward yours just enough that his hardness brushed your inner thigh.

You gasped.

Simon’s breath stuttered. “Is that okay?”

“More,” you whispered.

His answering groan vibrated through your chest.

“Say less.”

He lowered himself fully, chest brushing yours, his cock pressing against your thigh through the fabric of his boxers. His hand moved beneath your underwear, fingers sliding through your heat.

The moment he felt how wet you were, he tensed above you.

“Fuck…” His forehead dropped to your shoulder. “You’re soaked.”

Your hips lifted into his hand, his breath caught.

“You want this bad, don’t you?” he murmured.

You nodded, breathless. “Couldn’t sleep. Kept thinking about you.”

He growled a low, rough sound. “Spread your legs.”

You obeyed instantly, and his body followed yours down, his chest pressed to yours as he kissed you hard, deep. His fingers slid over your clit in slow circles, your wetness slicking his fingers. He watched your face as he touched you, pupils blown.

He pushed one finger inside you– slow, deliberate.

You moaned under him.

“That’s it,” he whispered. “Let me hear every sound you make.”

He thrust his finger slowly, curling it just right, your back arching, your hands sliding up to grip his shoulders. His muscles flexed under your palms, solid and hot.

“Simon–”

“What do you need?”

His lips brushed your cheek, your jaw, the corner of your mouth.

“Tell me.”

“Another,” you gasped.

His second finger slid in beside the first, stretching you, filling you and your breath broke.

Simon watched your reaction, eyes burning.

“That good?”

You could barely nod.

He fucked you with his fingers slow but deep, his body hovering heavy over yours, his hips grinding subtly into the mattress to ease the ache between his legs.

“You’re gripping me so tight,” he groaned. “Christ, you’re close already.”

“Simon” You clutched his shoulders, hips shaking under him.

“Come for me,” he whispered. “Right here. While I’m lookin’ at you.”

His fingers curled once, perfectly and that did it.

You came with a cry muffled against his shoulder, body trembling beneath him. He breathed through it with you, murmuring praise into your ear.

“Pretty girl…”

“Just like that…”

“I’ve got you. I’m right here.”

And when your body finally stilled, he kissed your neck softly.

But he didn’t pull away.

He lowered his hips until his cock pressed against your entrance through your underwear and his boxers. His voice came out strained.

“Can I…?”

He swallowed.

“Can I be inside you? Tell me now if you’re too tired.”

Your legs wrapped around his waist in answer. “I want you. Need you.”

His control snapped.

He pushed your underwear aside, shoved his own down just enough and dragged the head of his cock through your slickness. The sound he made when he felt how soaked you were was nearly a groan, nearly a curse.

“Fuck… You’re perfect.”

And then slow, thick, deep, he pushed into you.

Your gasp met his broken breath as he bottomed out, chest pressing to yours, forehead dropping to your cheek.

“Christ” he stuttered. “You’re… fuck, you’re tight.”

He pulled back just an inch, thrust in deeper and your moan nearly undid him.

His thrusts didn’t slow, deep and steady, each one hitting that perfect spot that made your breath hitch. His other hand found yours and with a quiet, almost tender command, he laced his fingers through yours, gripping tightly.

“Look at me,” he whispered, forehead brushing yours, gaze dark and intent. “I want to see you, love.”

You could barely nod, heart racing, body already trembling. The combined weight of him above you, the slick friction inside and your fingers intertwined made everything feel overwhelming.

His thumb pressed over the back of your hand, gentle but grounding, as his hips drove in harder. Every movement was deliberate, calculated to push you higher.

“Simon” you gasped, nails tracing the line of his shoulder.

“Shh,” he murmured, voice low and broken with want. “I’ve got you. Come for me. Right here. Right now.”

You met his eyes and he thrust again, deeper.

He kissed you with every movement, slow and consuming, his body covering yours, his hand sliding under your neck to cradle you as his hips set a slow, deep rhythm.

“Is this what you needed to sleep?”

His voice was low, wrecked.

“My cock deep inside you?”

Your nails dug into his back. “Yes”

Your back arched instinctively. The grip of his fingers in yours, the press of his chest, the steady rhythm inside you it all built until you couldn’t hold back.

You came again, body shaking violently, hips clenching around him as a cry escaped your lips. He groaned deep and guttural, feeling you tighten around him, fingers still entwined as he held you through the peak.

“Fuck… there you go,” he rasped. “Just like that. I’ve got you. Always.”

He followed moments later, spilling deep inside you with a rough groan and for a long moment you stayed like that– hands intertwined, bodies trembling, breaths mingling, hearts racing.

Finally, he eased down beside you, pressing a soft kiss to your temple. “You feel unreal,” he whispered. “You did so well for me.”

Your fingers relaxed in his, still linked and you let yourself melt into him, warmth and love and lust all tangled together.