Regret Between Men (750)

This is an entry for the

750 Word Project 2025

Max made sure to flip the bathroom light off with the palm of his hand, he'd just scooped up a gob of lube with his fingers as he walked into the bedroom and didn't want to raise Patrick's ire by leaving messes. He already found it difficult to look into those eyes as the old wooden floor creaked beneath his feet. It's not that he couldn't make noise, or leave messes- its just that Max wanted so bad for this to be perfect.

Patrick lay in bed half propped up against the headboard, his hand was working his shaft, making squishy wet sounds as he applied his own lubricant. Max was grateful for the consideration but was a little saddened to see he was wearing a condom. They'd both Prep'd, they tested regularly, they were-

He cast his eyes downward as he got to the foot of the bed, twisting his torso around so he could push the cold goo in and around his anus.

Delicately, Max kneeled onto the mattress and padded his way up to Patrick. He straddled his crotch and leaned over to grab a tissue off the side table.

Everything had been unsaid between the two of them. There wasn't really a need for talking anymore. They'd been together for three years, starting with a torrid affair while Patrick was still in the closet. Max had been in love from the moment they met, and couldn't control his youthful emotions. He had embarrassed himself many times chasing after the straight boy- often worried he was wasting college with unattainable men.

Max was meticulous with getting the lube off his fingers. He knew Patrick hated getting the gunk in his chest hair, and knew he was about to get jackhammered from below and would have to splay his hands on the older boy's chest to keep steady. He had hoped it would be that good.

Patrick locked eyes with his partner as he gripped himself hard and lined up their parts. Max rose up and lowered himself down, repeating the move until he could feel the girth stretch his sphincter and pull open his loins.

With one soft fall, the boys were connected. In unison the two went hazy eyed and breathed in the moment. Muscles relaxed, blood pumped and a memory made between them. Max tensed his thighs as he sat up, sliding along Patrick's shaft.

The pair began a familiar dance, with Patricks face loosening as he sank into the pillow. Max chewed his lip and he felt the penis inside him as it stabbed at his tiny button. Every movement in the slow stage was meant to be repeated perfection, hitting Max's g-spot and providing the same pleasure they'd always had together. It was a lot of strain on the younger boy's skinny legs, but Max always counted it as part of the delicious pain of sex.

Usually, Patrick would tease this out until Max was a broken rag doll and then thrust madly from the mattress into his limp body, relishing in the shrunken floppy cock as it bounced away on his belly.

But today Patrick showed no such patience.

He had scrunched up his face in concentration, and sunk his nails into Max's hips, causing his eyes to flutter open in shock and alarm. Patrick was going to get this over with.

Two more stiff thrusts and Max fell over, first bracing himself against Patrick's chest with his arms, then collapsing. The fucking continued hard and fast, causing Max to sob into Patrick's neck. Arms wrapped up the smaller boy, nearly crushing him in embrace. It was like Patrick was simultaneously comforting and punishing him at the same time. Tears fell.

Flesh smacked, sweat poured and cries were made as the men got lost in the violence. Max would feel his ass tear one second, then his prostate the next.

His synapses were on fire as Patrick groaned and filled the condom buried deep inside.

This would indeed be the last fuck between them. Max had now fully understood that. There was no turning back between them. They would never be together again in any capacity.

He had known he made the mistake, but it was a one time thing and he was sorry. He thought that Patrick would forgive him, having started their own relationship by cheating on his girlfriend. But he now understood that it wasn't hypocrisy, it was growth.

And that now his boyfriend was truly leaving him behind.