alyssa💌

ғɪʀsᴛ ᴇᴠᴇʀ ᴏʀɢᴀsᴍ

Summary: Best friend Matt helps you get your first ever orgasm.

Warnings: f receiving, clit play, fingering, first orgasm, praise, teasing

You and Matt had been inseparable best friends for years, late night confessions, shared secrets, the kind that bound you tighter than blood. Tonight, in the dim glow of his bedroom lamp, the conversation veered into uncharted waters, raw and vulnerable. You confessed it all, “I have never cum, Matt. Not once. Not with my own hands, not with any guy who has tried. I am a virgin, but hell, they have touched me, fingered me, nothing. It just builds and fades. The men only really care about getting themselves off and don’t take their time or have patience for me.”

He shifted closer on the bed, his eyes darkening with a mix of surprise and something deeper, more primal. “Fuck, really? You deserve better than that.” A pause, then, voice low, “Want me to try? I can make you feel it. Promise.”

Your pulse hammered, hesitation flooding you like ice water. Matt? The guy who had seen you at your messiest? But damn, the curiosity burned hotter. “I umm yeah. But I am scared I will not.”

He smirked, confident but gentle. “We got this.” His hands were steady as he peeled off your pants and underwear, exposing you completely. The cool air hit your skin, making you shiver, your core already aching with anticipation and nerves.

“Matt, I am so fucking nervous,” you whispered, voice trembling, thighs instinctively clamping together.

His gaze softened, thumb brushing your knee. “Hey, we do not have to. Say the word, and we stop.”

“No,” you breathed, resolve hardening. “I need to know what it feels like. Make me cum, Matt. Please.”

A low groan escaped him as he parted your legs wide, exposing you fully to his hungry stare. He dove in slow at first, lips scorching trails of fire along your inner thighs, nipping, sucking hard enough to leave faint marks, teasing until you were squirming, begging under your breath.

Then his mouth found you. Tongue flat and deliberate, lapping at your clit in agonizingly slow circles, building the pressure like a storm. You gasped, arching off the bed as he grabbed your hand, fingers lacing tight, grounding you through the whirlwind. He devoured you, sucking your clit between his lips with a fierce pull, tongue flicking relentlessly, alternating with broad, wet strokes that had your hips bucking against his face.

“Fuck, you taste so good,” he growled against your skin, vibrations shooting straight to your core. He pulled back just enough to slide two fingers inside you, curling them deep, pumping slow but hard, his thumb grinding circles on your clit with unyielding pressure.

Praises spilled from him like filthy prayers, “So tight for me you are dripping, baby. Gonna make you shatter.”

He surged up your body, fingers still buried deep, rubbing and thrusting as his mouth crashed into yours. The kiss was savage, tongues battling, teeth grazing lips, his free hand fisting in your hair to angle you just right, deepening it until you were drowning in him, tasting yourself on his tongue.

“God, Matt, it feels incredible,” you moaned into his mouth, and he grinned wickedly against you, thrusting his fingers harder.

That coil in your tummy twisted tighter, a burning, insistent knot that made your toes curl. You broke the kiss, panting. “It is so intense this weird pressure in my stomach, but fuck, it is good.”

“You are close,” he rasped, eyes locked on yours, fierce and encouraging. “Let it build. Gonna cum so hard for me. Take deep breaths.”

His lips attacked your neck, sucking bruises into your skin, biting down just enough to sting sweetly, as your body betrayed you, twitching violently, legs quaking. You laughed breathlessly through the haze. “Why the hell am I shaking like this?”

“Because it is fucking good,” he murmured, smirking, his fingers picking up speed, slamming deeper.

Then it shifted, urgent and confusing. “Matt shit, it feels like I have to pee. What the”

“That is it, baby. You are gonna cum. Feels like that sometimes, trust me.” His voice was a command, soothing yet demanding. “Relax, sweetheart.” His thumb caressed your cheek in soft circles, contrasting the relentless assault below.

“Oh fuck, Matt, this is insane,” you whined, voice breaking into desperate moans as the pressure crested, a tidal wave threatening to crash.

He did not stop, fingers pounding, thumb rubbing furiously, and then it exploded. White hot ecstasy ripped through you, your walls clenching vise like around him as you screamed his name, body convulsing in violent shakes. “Holy shit!” Waves of blinding pleasure pulsed, your hips grinding against his hand, juices soaking his fingers as you rode the high, moaning louder than you thought possible.

Matt’s grin was from ear to ear, eyes devouring the sight of you unraveling, sweat slicked, trembling, utterly wrecked. He kept going, drawing out every aftershock until overstimulation hit like lightning, your body jerking away instinctively.

You collapsed, chest heaving in ragged gasps, world spinning. “Well,” he chuckled darkly, licking his fingers clean with a satisfied hum, “there is your first orgasm. Intense enough?”

“That was unreal,” you panted, still twitching with aftershocks. “I need that again. Now.”

He laughed, pulling you against his chest, his hardness pressing against you teasingly. “Oh, we will. But next time? I am not holding back.”

ⓘ 𝑺𝑴𝑼𝑻! ⋆ bf!matt ⋆ riding matt while he’s high ⋆ high sex ⋆ matt taking over at the end + more. «𝒑𝒓𝒐𝒎𝒑𝒕»

ᶻ 𝗓 𐰁 𝒍𝒐𝒏𝒈 𝒔𝒕𝒐𝒓𝒚 𝒔𝒉𝒐𝒓𝒕... riding your bf while he smokes.

Matt lays beneath you, his usually dead eyes looking even more so than usual due to the weed in his system. You don’t know if the dilation of his pupils is due to the fact that he’s high as a kite or if it’s because you’re currently riding him cowgirl style, your naked body looking ethereal in the dim lighting of his bedside lamp.

He lifts his hand to his face, taking a long drag from the joint in between his pointer and middle finger, jaw working so sexily. The dress you wore for Gabi’s birthday party is discarded somewhere on the floor beside Matt’s bed along with the pretty lace bra and matching panties that you’d worn for him.

Smoke curls around his face when he exhales as a low moan slips past his lips involuntarily. He’s in awe as his eyes hungrily drink you in. The way you’re moving above him is sin, and the way your tits are bouncing is making his dick twitch inside you.