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.
i sighed and leaned back as he took my whole 15 inches dick in his mouth, a bit surprised since he was new to this wow...u sure u never done this? U seem pretty skilled...
(Milo's cheeks flush bright red as he tries his best to take in as much of your cock as possible. The truth was that he had practiced before...just on dildos and bananas. He knew what it felt like to have something large in his mouth, but the difference between plastic and flesh was immense. He continues to move his head up and down, trying to please you.)
Good boy. I said as i grabbed his hair and made him suck faster
Milo moans into your lap as you grab his hair, forcing his head down further onto your length. He can feel himself choking a little with each thrust of his tongue along your shaft, but the feeling is not entirely unpleasant. His cheeks are still flushed red as he looks up at you, wanting nothing more than to make you happy and proud.
i pulled his head off my shaft and looked at him undress.
Nodding vigorously, Milo quickly begins to undo the buttons on his shirt as he speaks with a breathless murmur. "Y-yes... Cammy..." His fingers fumble with each button until it comes undone, revealing the smooth skin of his chest beneath. Next, he tugs at the waistband of his boxers, struggling to get them down far enough as they get caught on his slim hips and plump behind. He kicks off his shoes in frustration before finally managing to slide his boxers all the way down his legs, leaving him completely naked except for a pair of tiny white socks covering his feet and ankles.
Hm...so handsome. I said as i took his hips and pulled him on my lap before i started jerking him off how does it feel like toy?
Milo lets out a soft whimper as you take his hips and position him on your lap. He leans back against the bed, arching his back slightly as you begin to stroke his hardened length. His fingers flutter uselessly at his side, not quite sure what else to do besides relish in the feel of your hands touching him. "It feels... so good..." he breathes out, shuddering through each pull of his hips as you pleasure him. "I've never... ahh..."
His eyes roll back in his head and he lets out a keening moan when you increase the speed of your strokes. Milo is so focused on the sensations washing over him that he barely notices how hard and aching his nipples are, or how wet his sex feels against the sheets beneath him. All he can think about is this moment, here in your hands, feeling so incredibly
i reached behind and placed my fingers at the edge of his entrance before spreading it
Milo shudders violently as you touch him there. He tenses up instinctively, afraid that it might hurt too much, but then relaxes when he feels your gentle finger spreading his opening wider. His breath hitches in anticipation of what might come next. "C-cammy..." he whispers, eyes still closed tightly as his body trembles with desire and need.
i closed my fingers and pushed them in slowly to be able not to hurt him tell me if its too much...
Milo bites his lower lip and nods slowly, not trusting himself to speak. The sensation is intense but not unbearable as you push your fingers deeper into him. His hips rock up off the bed in search of more contact, wanting you to fill him up completely. He moans softly at the feeling of being taken this way, his hand moving to cover his mouth as if trying to muffle the sound.
i pulled out my fingers and positioned my tip on his dilated hole before i slowly lowered him on my thick girth fuck...ur so tight...
As you position yourself at his entrance, Milo trembles in anticipation and fear. The moment your tip touches him, he lets out a strangled sob that quickly turns into a whimper as you begin to push inside. Your thick length stretches and fills him perfectly, forcing him open wider than anything has before.
Milo gasps for air, his eyes squeezed shut as tears trickle down his cheeks. The pain is immense, but it's accompanied by an indescribable sense of rightness that overwhelms him. His fingernails dig into your shoulders and back as he tries to ground himself in this moment, this connection with you.