“Any objection to me licking you open before I fuck you?” I purr, nipping at the sensitive skin on the juncture of his other thigh. I wonder if he’d let me tattoo him right there, something small and intimate.
His cock jerks again and he nods, scrambling to roll over as he begs, “Please, please, please.”
While he gets comfortable, I grab the lube from the nightstand so I’ll have it on hand. We already had the conversation about condoms and agreed we didn’t need them. Imagining the tight, hot feeling of his bare hole squeezingaround me, paired with the sight of his thighs spread and his back arched with a silent plea for my tongue, has heat pooling in my gut and more precum leaking from my slit.
I grunt and palm his ass cheeks, squeezing them in both hands and parting them gently so I can get a better look at his hole. It’s so sweetly pink and already fluttering with need under my attention. Milo takes shallow, panting breaths, interspersed with strained whines.
“Do you think your pretty hole is ready for me?” I tease, leaning close to blow hot breath against his sensitive skin. He clenches and relaxes, thrusting his hips towards me and whimpering.
“Yes. Please, Ewan.”
How am I supposed to keep teasing him when he’s going to beg so sweetly? I grab the waistband of his jock like it’s a handle, twisting it tight around my fingers, then I drag my hot, wet tongue through his crease. His rim twitches against the flat of my tongue and he jerks his hips again, grinding back to meet my second lick.
Unlike the first time I played with his hole, he relaxes easily now, softening for me in just a few strokes. I fingered him while I sucked his cock before I let him out of bed this morning, so it doesn’t take much to feel him give enough that I can slip my tongue inside of him. Milo makes a keening noise in his throat and pushes up onto his hands and knees as I lick deep inside, feeling the flutter of his muscles around my tongue. The heat of him goes straight to my cock, precum drooling down my shaft now as I groan and growl against his hole.
“Oh god. Oh fuck,” he pants, rocking on his knees to fuck himself on my tongue, his head thrown back in the moonlight, his voice gravelly and desperate.
I reach for the lube and pour a generous amount onto my fingers while I lap at his hole and nibble on his rim. When I slipmy tongue out of him, he snarls and sobs, reaching for me and trying to drag me right back.
“If you want my cock, you have to be good and take my fingers first, baby,” I murmur to soothe him, planting kisses along the expanse of his perky ass cheeks.
“Yeah,” he says gruffly, his thighs trembling at the first touch of my lubed fingers to his spit-slicked rim.
“Breathe,” I remind him, even though he knows the drill by now. I think he likes it anyway, riding my fingers while I coach him and praise him.
Will we both still get off on that once he’s far removed from all of his inexperience? Will he want to role play like it’s his first time when it’s his thousandth? Or will we have different games and fantasies to explore by then? I can’t wait to find out.
I fucking love that I get to be his first, but I want to be his last too, and every time in between. I want sleepy weekend fucks and awkward shower blowjobs. I want to learn every possible way to make his breath hitch and his eyes roll back the way they do right before he comes.
I ease one finger in and Milo groans. He breathes deeply, just like I told him, and relaxes for me with ease this time, sucking my finger into his constricted heat. He curls his fingers around the bedsheets and rocks on my finger just like he did with my tongue, gasping and grunting as he fucks himself.
I palm my cock with my free hand and just enjoy the show for a minute, the way his rim grips my knuckle and then swallows my finger down over and over, the blush spreading over his skin, the quake and tremble of his muscles. I lean over him and lap up a bead of sweat forming on his spine before I kiss my way up to his shoulder blade.
“More,” he begs.
“You’re greedy tonight, baby.” I kiss the nape of his neck as I ease my finger almost all the way out and add a second. “Haveyou been fingering yourself too? Getting yourself off thinking about how full you’ll feel with my cock inside you?”
Milo sobs and nods. My cock spasms against the heat of his inner thigh and my mind fills with images of him with his fingers buried in his hole, panting my name as he makes himself come. I groan and drag my nose along the shell of his ear.
I work two fingers in and out, grazing his prostate and loosening his hole until he’s trembling and whining again. I drizzle more lube down his crease and then I add a third. Milo bucks and moans, his inner muscles clenching and spasming around my fingers.
I reach around and grab the base of his cock in a tight grip. I can feel the throb of his orgasm, the swelling rush of blood I cut off just in time to keep him from falling over the edge. He makes a sound like a wounded animal and falls forward to press his face into the pillow, his hips still in the air, his hole squeezing helplessly around my fingers.
“Shh, baby. I’ve got you.”
“Please, Ewan. Please, please, I need it.” His pleading is muffled by the pillow, but I can hear the desperation in his voice loud and clear.
I don’t think I can hold myself back much longer anyway. I slide my fingers out carefully and wipe them on the sheets, since I’ll need to toss them in the wash after this anyway. Then I grab Milo’s hips and roll him over.
“I want to see your face when you take my cock for the first time.”
His lips are slack and his pupils are blown. He already looks fucking wrecked, and I love it. He nods and spreads his legs, his jockstrap askew enough that his red, throbbing cock is half out, one ball hanging out the side. He looks so fucking debauched it should be illegal.
I shuffle into position on my knees, his thighs splayed open on either side of me. I fist my cock and drag the head along his slippery, open hole. The barbell catches against his rim and we both groan. I can feel him clench around nothing, tightening against the very tip of my cock, his hole so hungry to be filled that he can barely stand it.
“I love you, Milo,” I growl, then I push forward an inch, just enough to feel the next clench of his rim properly around the head of my cock.
His slicked muscles clamp down and his eyes widen with awe and surprise. His face flushes a pretty shade of pink and his mouth falls open, but he doesn’t make a sound. He just gasps out shallow breaths and squirms a little, adjusting to the first stretch of my cock.