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Language:
English
Series:
Part 71 of TM
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Published:
2024-08-12
Words:
1,449
Chapters:
1/1
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4
Kudos:
33
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Third Time's the Charm

Work Text:

Greg’s bedroom is dimly lit, gently flickering candles littering tables and shelves. A large navy towel sprawls across the bed on top of the duvet, Greg’s pillow taking its place at the head of the bed. Next to one of the candles on the bedside table sits a large bottle of lube, a smaller bottle of massage oil, and a neatly folded flannel. As Alex guides him into the room, Greg looks at the setup and sighs.

“Trying this again, are we?” he asks Alex, rounding on him.

Alex shrugs. “If it doesn’t work, it doesn’t work. But I’ve done my research this time.”

Greg looks like he’s about to say something, but Alex interrupts him.

“If it doesn’t work, I promise you’ll have a good time anyway.”

“Hmph.” Greg brings one of Alex’s hands up to his lips and presses a kiss on his knuckles. “With you, anything is a good time.”

Alex smirks. “I’ll remember that the next time I take you for omelets.”

Greg playfully shoves Alex away, grinning. “Fuck off.”

After Alex regains his composure after stumbling, he gestures to the bed. “Clothes off, and on your stomach, please Greg.”

“Right.” Greg busies himself by stripping off his socks, bending down to remove his jeans and pants, and grabbing the hem of his shirt to lift it with both hands over his head, revealing his expansive belly and chest. Naked, he sits on the edge of the bed, then swings his legs onto it, positioning himself so he’s laying face down on the towel, his head turned to the side on his pillow so he can breathe. He closes his eyes, and grunts when the pressure and weight of Alex’s body – naked, he can tell – settles on the top of his arse. Greg’s back tenses up when he feels cold liquid splattering like raindrops there.

“Fuck’s sake, Alex!” he says, the pillow muffling his speech as his cheek is squished into it. “Give a man a warning next time.”

“Sorry, Greg,” Alex says, and then Greg feels his long, slender fingers working the massage oil into his back and he forgives Alex instantly. Months of knots unravel under Alex’s fingers, pressing and kneading the soft flesh. Greg moans, his exhales helped along by the pressure Alex puts on his back, forcing his lungs to expel air. Alex works Greg’s shoulders, his back, his sides, the dimples above Greg’s arse, his arms. As Greg’s muscles relax, so too does his entire body, his whole being. His breaths deepen, the creases on his forehead fade away, and he’s almost falling asleep when he feels Alex come gently to a stop.

“Feeling okay, Greg?” he asks softly, rubbing his hands slowly down Greg’s sides.

“Mm,” Greg affirms, too tired to open his mouth properly. He thinks he might be drooling on the pillow. He grunts as Alex shifts his weight, relieving a large amount of pressure that Greg misses instantly. He listens as Alex flaps open the flannel, the end of it brushing gently against Greg’s back. It tickles. He squirms under Alex, and then feels Alex’s hand rest on his lower back.

“Move your left leg up for me?” Alex asks softly, and places a hand under Greg’s thigh to help him move. Greg bends his leg at the knee and moves his leg up and to the side with Alex’s guidance. He rolls his shoulders as much as he can before shoving both arms under the pillow for extra support. He lets out a sigh as Alex’s weight returns, this time on top of his outstretched leg. He hears the pop of a lid being opened, then a wet slick sound above him. He feels his arsecheeks being gently spread apart, and then Alex’s finger is at his entrance. Greg flexes his arms and squeezes the pillow under him, biting down on it to stop a whine from escaping his throat. Alex only teases for a moment, then enters, and Greg relaxes once again as Alex works his finger slowly in, slowly out. He adds a twisting movement occasionally which causes the tip of his finger to brush against Greg’s prostate, and when this happens Greg doesn’t attempt to stop the whine from coming out. He breathes harshly through his nose, squeezing his eyes shut. He bites his lip when Alex adds another finger.

“Fffuck…” he whimpers into his pillow. He swears he can hear Alex chuckling behind him.

Alex goes slowly, deliberately, as he thrusts two fingers into Greg, twisting them, and then slowly pulling almost all the way out. It’s as if he’s giving Greg a massage again – an internal one this time. It’s methodical, purposeful. Unlike the last few times they’ve tried this, which were heated and lustful and entirely too fast. Alex adds a third finger and Greg can feel the pressure when his fingers go in all the way to the knuckle. He buries his face in the pillow and pants harsh breaths, but leaves the rest of his body as relaxed as he can. Fingers go in, twist, come out. In, twist, out. A steady and repetitive pattern that feels like too much and not enough at the same time.

More lube is added, and Alex asks Greg if he can take more. Greg wordlessly responds, nodding his head. He feels Alex pull his fingers out, then a few seconds later he’s slowly coming back in, with all five fingers this time. He goes slowly, so slowly, and Greg feels every centimeter of it. Greg lifts his arse a bit to find a good angle, and then Alex’s whole hand is settled inside, not curled into a fist just yet, but with his fingers all together.

“Wow…” Alex breathes, and Greg can’t help but laugh. He feels something hard against the leg that Alex is sat on, and realizes that Alex must have an erection.

“You can move,” Greg says mushily against the pillow, but when Alex starts to move his hand, Greg says, “Against my leg, Alex. Give me a minute.”

Alex’s hand steadies and rests within Greg, warm and tight. He begins to move, grinding his erection against Greg’s outstretched leg, and Greg can feel the precome cooling on his leg hairs. The hand that isn’t inside of Greg is resting on Greg’s back, firm and protective. After a few minutes, Greg feels he’s ready.

“Okay, I’m good.”

Fingers curl inside of him as Alex tries to form a fist. Greg sees stars, and bucks his hips involuntarily toward Alex. The fingers unflex and move, slowly and deliberately, and Alex rides Greg’s leg while Greg rides the wave of pleasure. Alex curls his fingers several more times, stretching Greg from the inside until he can finally form a fist. Greg isn’t sure, but he thinks Alex may have half his arm up Greg’s arse. It feels amazing.

Now that Greg’s stretched out and used to Alex inside of him, he wants more. “Faster?” he asks weakly, and hears Alex utter a strangled sound behind him.

He knows his right leg is going to feel like absolute hell later with the way Alex is riding it, but right now Greg couldn’t care less. Alex’s hand does pick up speed, but not a lot. Greg feels every inch of it. Alex’s hard cock drags across the back of Greg’s thigh, faster and more desperate with every moment that passes, and Alex gasps when he comes. Greg feels the sticky wet heat coat the back of his leg, and he doesn’t know if he can handle the stimulation much longer anyway. Alex’s fist comes to a standstill as he breathes through his orgasm, and when he begins to move his hand again Greg cries out, a small strangled noise in his throat.

“Alex,” he pants, biting into the pillow again. “I think I’m done.”

He feels Alex still once more, then winces as Alex unfolds his fingers and slips slowly out of Greg. He takes a minute to compose himself, then rolls over to face Alex, who’s sweaty and red and breathtaking.

“That was amazing,” Greg breathes, getting used to the feeling of emptiness inside him.

“You’re amazing,” Alex says, the tips of his ears bright red.

Greg grins a silly, happy, goofy grin. “You did it! I’m so proud of you.”

“Hmm. We did it, I think.”

“Only took three tries.”

“Third time’s the charm?”

“Seems like it. Now come here and kiss me.”

Alex hesitates, looking down at his hand, drenched in lube and likely other substances.

“Let me wash up first?”

Greg sighs dramatically and rolls his eyes. “If you must.” Then grins at his beautiful, blushing boy.

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