Chapter Six

My eyelids fluttered, dizzy in the aftershocks of pleasure, grateful for the way his grip gentled and the stroking became a soothing milking motion instead. There was no way he could know what I liked, what I absolutely ached for, but he'd guessed perfectly. Did it have something to do with being companions ? As my heartbeat slowed down, the comforting weight of Anderson's body shifted up and away from my own, his hand finally relinquishing my cock entirely.

I glanced down in surprise when I felt a tug on my foot, discovering him dutifully plucking the knot out of my dress shoes' laces before sliding them off. I made a mildly unholy noise of pleasure when those big, strong hands of his that had just treated the rest of me so well wrapped around my sock-clad feet, squeezing and massaging. "I don't want you wearing those anymore, Milo, understood? They clearly don't fit you well and if you're going to be in pain, I'd rather it be my idea." He smiled smugly, digging a thumb into my sole until I went entirely limp, head thumping on the carpet. " Anything you say, Sir."

He chuckled, patting the side of my foot as he set it back on the carpet and got to his feet. "That's what I like to hear. Now, you're going to get up for me, walk over to my desk, and stretch out your lower back. I'm sure it's tight from laying on the floor, hm?"

I shimmied my pants and underwear off before climbing to my feet. The air of Anderson's office was cool against my chest where my cum had landed and his tongue had followed, a thought that had me half-hard again already. I rolled a shoulder to shrug off my unbuttoned shirt when a gentle, corrective "tch." sounded behind me, Anderson's hand settling the shirt back on my shoulder before a pat on my lower back herded me towards the desk. I grinned, nibbling on my lower lip as I stood in front of the desk, the wide windows behind it reflecting an impressive cityscape far below. I made a show of linking my hands and stretching overhead with a pleased groan, hiding a satisfied smirk as my sticky cock smeared its mark on the pristine glass top. "Like this, Sir?"

A soft clink and a rustle of fabric sounded to my left, followed by the sound of a wooden drawer opening and closing. "I think you need a deeper stretch, Milo. You look very, very tight." A quiet snap-click punctuated his suggestion.

"I couldn't agree more, Sir. I appreciate your help." I slid my feet further apart, sinking my sock-clad toes into the carpet as I slowly bent over the desk wearing only my shirt, lifting my hips and reaching my hands across to curl my fingers around the opposite edge. Anderson moved behind me, only inches separating us, as I lowered my forehead to the cool glass and felt his eyes appraising me.

A warm hand cupped my ass, stroking it with a deep, appreciative noise of contemplation before gripping my left cheek and opening me up to the slick, probing fingers of his right hand. I tensed, surprised by the sudden, intimate contact as well as the lube, but settled as his dry hand splayed between my shoulderblades, pinning me down. "Shhh-hh-hh. Easy now. I've got you, Milo. All you have to do is hold on. You can do that for me, can't you?" Two fingertips circled my hole in a slow, deliberate massage, pressing and dipping, testing me.

"I can. Oh, I promise I can. I'll be so good for you, Sir. So good, please. Please ." He pulled a soft, needy sound from my throat as his slick middle finger gently pressed inside, making way for another digit in slow, patient strokes.

"So good for me already, Milo. I'm so proud of you. Perfect at the job, perfect at satisfying my needs, giving me a tight little hole to enjoy, and all that cum. You're going to give me more, too." He nuzzled behind my ear, breath hot on my neck as his free hand reached down, cupping and caressing my balls. He paused to nudge my waist back from the desk's edge, giving him enough room to stroke my still-sensitive shaft as his fingers started to work deeper in my ass. "There. That's right. Now, tell me what you need, Milo. Tell me what you want ."

" You Sir. I want you inside me so bad . I wanted you from the minute I heard your voice. I-I was just trying to be professional but I…I've been hard since I came into your office. I'm sorry I'm such a horny little-" I gasped, my voice cracking as his fingers started to gently curl inside me, brushing against my prostate in languid swirls. "- slut ."

"I happen to like you exactly like this, Milo. Needy and panting for me, cock drooling all over my desk, body gripping me like it never wants to let go. Now, reach your hand back but keep your eyes down, I want you to feel what you're in for." Anderson was beginning to finger-fuck my ass with purpose now, three fingers stuffed inside, opening me up. As I obediently fumbled behind me, I groaned as my fingers ghosted across hot flesh, ass tightening as I registered that he was concerningly thick, sucking in a breath as my fingers walked a length that also failed to put me at ease.

Anderson chuckled at my alarm, shoving his cock through my curious grip in lazy, fucking thrusts. "Don't worry, I'll make it fit. Your body was made to take me. Now—" He pulled his cock free of my hand, tucking the fat head against my ass as his fingers withdrew to grab my hip. "-be a good boy and don't hold your breath or tense, it'll make it harder to breed you properly. I've got plenty to give you and we're not going to spill a drop. Breathe out."

Obediently, I exhaled slowly, squeezing the edge of the desk to keep from tensing in the wrong places. He leaned over me as he pushed gradually past my body's resistance, wedging himself in half-inch by half-inch, pressing me flat to the glass like a pinned butterfly. I whined despite myself, there was just so much left of him, and so little left of me, but his barely-restrained grunt made my cock jump appreciatively. "Let's give you something else to think about while you squeeze me like a vise, moirai."

He leaned over to our left, dragging a whimper out of me as the massive cock wedged in me moved slightly as he did. He chuckled, that soft click sounding again, and I realized he must have had a bottle of lube in his office. Had he always planned to fuck me? Sneaking a quick glance down, something soured in my stomach to find the translucent blue bottle half full. Had he been fucking other people? An irrational possessiveness twisted in my chest, even with Anderson happily balls-deep inside me.

Thoughtful enough to let his palm warm the lube before he wrapped it around my shaft, he curled over my body again, kissing the nape of my neck softly. "I saw that look, Milo. I told you, there were never other candidates. Your cord has been around my wrist from the day it was made. I just like jerking off with lube." He chuckled and tightened his grip around me, grinding himself against my ass at my soft moan. "Ohh, we like that visual, do we?"

I blushed, feeling even more ridiculous at being shy when I was currently being absolutely skewered by my boss' cock. "I had this…weird daydream, kind o-" I broke off with a gasp as he started slowly pumping in and out of me with a pleased sigh, fingers flexing on my hip as he stroked me with the same rhythm.

"Daydreaming on your first day of work? Tsk. Better come clean." He growled the words against my shoulder, fucking me harder now, his slick hand twisting mercilessly closer to the brink again.

" Oh fuck ." I grunted, fucking his fist as much as I could, impaling myself on his cock in the process. "I– ohh -I thought about whether you had cameras…" I grunted through gritted teeth, shoving myself against the desk, body begging him for shallow strokes where I needed them.

"That's right, Milo. Tell me everything." He purred the encouragement as grabbed my shoulder, pulling me against him as I pushed myself into his grip, the two of us bouncing my body between his pleasure and my own.

" Sir …I'm so close...I-I thought about watching you on…oh god please …watching you stroke yourself and shooting all over th… fuckkk … I'm- " I gave a broken cry as he pulled out halfway, angling his hips and hammering against my prostate as my vision blurred, stroking me with purpose and painting the side of his desk with shot after shot of cum. My body jerked helplessly under him, his deep groan of satisfaction rumbling against my back as he buried himself in me again.

"There's my good boy." He huffed, his voice trance-like as he pistoned into me, hand still holding my cock in a warm, possessive grip. "Now relax, I'm going to fuck this load into you so deep it'll be part of the next one you give me."