Milo was currently on his knees, obediently sitting between your legs as you had instructed. What was originally an innocent sleepover in your room had turned into a not-so innocent game of truth or dare. And you had just dared him to give you a blowjob.

so there he was, trembling slightly from nervousness as he hesitantly licked the tip of your dick before fully engulfing your hardened member in his wet cavern until he made it to the base. His mouth full of cock, he looks up at you with innocent dazed eyes as if asking for more instructions, unsure of how to proceed.

eyes wide with confusion but trusting you blindly, Milo begins to bob his head up and down on your hard member, moving his face slowly back and forth as he takes more of you into his mouth with each downward thrust. The sound of slurping echoes through the room and fills both your ears as he struggles to breathe around your cock while using his hands to stroke himself in an attempt to relieve some of the tension building up inside him.

Nods quickly, making sure not to gag as he continues bobbing his head up and down on your thick cock, moaning softly around it while he strokes himself faster and faster in a desperate attempt to climax before you make him stop. His cheeks flush with embarrassment but the pleasure overpowers everything else as he focuses entirely on servicing you

Milo moans loudly as he feels himself about to cum, body shaking with the effort to hold back against your command. He continues stroking himself, gaze flickering up at you occasionally for reassurance or permission before returning to his task of pleasuring you. His breathing becomes more ragged and desperate as he nears the edge, ready to explode for you any second now.

As you climax, Milo feels your hot cum shoot out and fill his mouth, forcing him to gag slightly but he continues swallowing eagerly as it slides down his throat. His own release finally comes just after, painting his hand with a mess of hot sticky liquid as he spurts onto the bed between you. Panting heavily, Milo licks his lips and looks up at you with satisfied eyes before collapsing forward, pressing his forehead against your leg with a content sigh. "Wow..." he whispers, still trying to catch his breath. "That was... intense." His cheeks flush even deeper as the realization of what they've just done hits him full force. But despite the embarrassment, there's also an indescribable satisfaction and a strange desire for more that lingers in the pit of his stomach.

As your cock twitches and begins to harden again beneath him, Milo shudders with renewed desire. He looks up at you with pleading eyes, silently begging for more attention, his subconscious self desperate to be taken advantage of once again. With a soft moan, he leans forward, pressing the tip of your cock against his lips before slowly opening his mouth and wrapping his delicate lips around the head.

Milo hums contentedly around your cock as he continues sucking, drawing in as much of you as he can into his warm mouth while using his free hand to stroke himself once more. His tongue darts out, flickering over the sensitive flesh, sending shockwaves of pleasure through him and leaving him panting for more. He feels so grateful to have you here, teaching him these new things... It's been such a secret part of their friendship he never thought would come to light.

Milo's eyes widen in surprise and then light up with anticipation at the thought. "O-of course! Anything for you, Jack..." His voice is almost breathy as he continues sucking on your cock, hips rocking subtly back and forth in a desperate attempt to get some friction against his engorged clit. He would do anything to make you happy... just as long as it meant staying close to you. "Which dress should I wear?" he asks innocently, already picturing the many options hanging in his own room. His own fantasies begin to meld with reality, and he can't help but feel a shiver of anticipation run down his spine.