Ok but. Harry Castillo? THE Harry Castillo? The one whos got a nutrionist and dietician and physical trainer, to make sure he keeps the strictest physical health possible to perform his best? And all of it adds more stress to his mind.
So when you start gifting him little treats, just a little kind gesture to make his day, he doesnt record those on his intake tracking sheet. It starts with adding a little bowl of choclates to your desk, holding one out for him as he passes by on his way to his office. Always with a warm smile. Its the best first thing in his morning: a little bit of sweetness to unravel like a tiny treasure and kick off his day. He hums and savors the taste in his mouth. It had been years since he had something unfiltered like this: everything he eats is stripped of sugar and processed gooeyness. It excites him to enjoy this one little secret.
But then, youre offering him one every time he leaves for a lunch, comes back from a meeting, shaking hands out in the lobby. You always seem to be perfectly in stock too: when one disappears, another is replenished within the hour. It heats your cheeks every time he gives you a kind smile when snatching one off your desk.
You started taking on his lunch orders too. Of course, everything was perfectly curated by his personal chef. He hadn't order takeout in a long time. So while he eats his bland meal, you also bring him a little extra bite: a burger or plate of fries. Perhaps a milkshake when a deal closes or a few cookies and slices of cake when he's there past 5.
You always leave it on his desk. He' usually busy on a call, but when he swivels to see you standing there clearing room on the table for his tray of goodies, his face lights up, licking his lips as he mumbles an excited "ah huh" into the receiver. You watch as he rushes to end the call before diving in. Whereas before, he'd take nibbles while entirely focused on work, now he slams his laptop shut and dedicates his entire attention to his treats. He lets out happy groans and hums with each bite. Wipes the cream or crumbs from his eager lips and sucks his fingers clean. Always after cleaning the whole plate, he'd sit back and sigh, smiling gently to himself.
You're clearing out the tray when he heaves himself up and trying to change for a new meeting. Harry lets out a grunt, undoing his belt and latching it to the widest hole possible. He frowns in the mirror, staring back as he shifts.
"You look wonderful, Mr Castillo," you tell him softly. He grins and nods, ignoring the new weight settling in stomach and thighs.
His doctor had questioned how his weight had increased so quickly. Harry assures him its temporary stress but hes keeping up with his routines. He doesnt bother to hide the fact that the food has made him less stress than ever before. In fact, his mood had improved tenfold. He was indulging and enjoying food again, and it made him more motivated to keep going.
He was embarassed to ask you to schedule him a tailor appointment for new suits. His clothes feeling tighter must all be in his head. A couple extra treats here and there surely wouldn't have made a noticeable difference on the outside? No, it was just bloating from having foods he'd repressed for decades.
He stops telling himself that when he finds himself cupping your ass in your pencil skirt, seated across his spread lap as you dip another choclate covered strawberry into his mouth. This had become a weekly to nightly occurance. Late hours resulted in late hour munchies. He felt bad keeping you after hours but you insisted if you could parttake, you wouldnt mind all. He thought that meant getting a bite to eat along with his orders, not... this.
He finishes chewing and swallows, humming as you rub his large belly. You had helped unbutton his shirt and pants to help let his gut fall out more natutally. There was no reason to be strung up in uncomfortable clothes when no one was here, you told him. A few glasses of wine didnt hurt either. It felt nice to have the heat of your body against his chest and thigh. He pet your smooth legs curled up against his knee. Your body felt fantastic, especially your thighs. When drunk he had fewer pretense to worry of how it might look, having your boss run his palm up your thigh, above your skirt line. It felt nice for both of you.
You held a cup of chocolate, dipping various snacks layed out on the table, and feeding him one by one. You leaned against his chest and kissed his cheek and neck, listening to his struggled breath trying to keep his arousal at bay. The food piling in his stomach only added pressure to his already hard cock.
You could sense his discomfort. He whined slightly when you sat up. His disappointment is replaces by raised, excited eyes as you unclasp your blouse, revealing your push up bra that accentuated your breasts and cleavage. "Thats better," you hum. "Now you."
He nods as you take over to pulling his hardened length out. It sprung free, slapping the curve of his stomach. "My my, Mr Castillo. I knew those rumors were true."
He blushes. Yanking you back to his lap, you begin to jerk him off with one hand, proceeding to feed him again with the other. Harry is enamoured, his eyes lidded and lust filled, panting as you encourage another bite. You had made a mess of chocolate over his dress shirt, not that he minded one bit. His member throbbed violently in your hand. Your craddled his head to your chest, pumping his length faster. He dipped his finger in the chocolately mess and pressed it to your lips. Your moan sang with praize as you sucked his finger off, enough to make him cum with a yelp all over your hand.
Harry proceeded to have breakfast, lunch, and dinner at the office. You were rarely at your desk those hours, instead grinding on his belly beneath you atop his lounger, or getting fucked against the closet wall, or sucking his cock and licking the sticky mess left all over his chest and stomach under his desk. He fired his irrate physician and dieticians. He'd never felt more alive and healthier than he has with your invaluable assistance.