Deflowered

After the next workday concluded, Jackson asked you to stay late. But instead of doing actual work, he took you to a hotel. On the bed, he had laid out a pink jockstrap and matching kneesocks. He kissed you, and you were willing, as always.

"That big femboy ass of yours keeps getting bigger, Dani. It's time," he said simply, sliding his hand down to squeeze it. You swallowed.

"I mean, I don't know Mr. Reynolds --" you said, before you were silenced with a kiss. "I mean ... uh, geez. Yes. I want it." It was hard to admit deep truths, you thought.

You went to the restroom to clean yourself up, then you put on the kneesocks and the jockstrap. You looked at yourself in the mirror, and then took out your purse and applied some makeup. You went out, looking shyly at Jackson. He breathed out, staring at you.

"You are absolute perfection. The perfect combination of female and male," he gushed. You blushed hotly as he approached you. He picked up your smaller frame, his hands gripping your ass.

"Oh ... oh ... Papi," you said. He growled against you, putting you onto all fours on the bed. You looked at the cityscape of Miami, as you felt Jackson add more lubricant to your ass. It was really about to happen. You were going to be fucked by a man.

You felt his big cock rub against your asshole, and then the push, until the head disappeared inside you. You squealed.

"Oh fuckkkk," you whined. He put his big hands on your small shoulders.

"Calm yourself. You need calm for this," he said. Over the next half hour, he gradually worked himself until he was finally balls deep inside you. And then he started to fuck.

"Oh God," you grunted. And then a steady refrain. "Oh ... fuck ... oh, si Papi, si Papi, si Papi," you said, on repeat , your brain broken.

He pistoned in and out for ages, causing you to sissygasm twice. You were almost comatose now, gripping the sheets, just calling him Papi over and over.

He buried in one last night, howling like a beast as he started to cum. Your eyes went wide. Oh fuck, he was cumming...cumming inside you.