Brandon makes him beg for it.

Brandon looked down at Nathan rhythmically sucking him off like he was performing a prayer ritual. From this angle, it wasn’t hard to picture Nathan as an attractive woman. His long black hair covered any definition in his back and shoulders and his thin waist and bubble butt were not very masculine features. It didn’t hurt that his body was virtually hairless except for the dark bushes in his pits and around his crotch. Brandon briefly considered finding some lipstick to accentuate those pouty lips, but he decided that would just leave a mess during the next blowjob or the inevitable rimming ahead.

“Okay, ease up now, sweetheart.” Brandon pushed Nathan off his dick and down to the floor. “Someone’s got another hole they could be offering up for my gratification. Don’t you want me to be satisfied?”

“Yes, sir!” Nathan replied frantically. “All I want is for you to be happy. I’m honored to let any part of me be used for your pleasure alone.”

“Shut up and bend over, slut.”

“Yes, sir!”

Nathan eagerly spun around and pulled the panties the rest of the way down to his ankles, then droppex to his knees and lowered his head to the floor. He wiggled his little bum in the air suggestively and looked behind him to evaluate Brandon’s level of interest.

Brandon called out to me towards the hallway. “Asher, grab the lube from my room and get back in here.”

He sucked on his index finger, then started lightly fingering Nathan’s asshole. “I know you love the idea of getting fucked by an alpha, like me. I want to know if your tight pussy is gonna loosen up enough to let me pound you properly?”

“Uh-huh!” Nathan sounded **** to be accommodating. “I promise, I’ll be everything you want, Master. Please let me show you.”

I returned to the living room with the tube of lube from Brandon’s sex box to witness Nathan wiggling his ass in the air and begging to be fucked. He moaned softly as Brandon continued to trace around the edge of his sphincter. He briefly looked up at me from his task and motioned for me to bring him the lube. I stepped closer and handed him the tube, transfixed by Nathan’s asshole fluttering and spasming around Brandon’s touch. Without thinking, I sat down on the arm of the sofa next to him and continued to watch silently. He squirted a dollop of the gel on his finger and placed it softly at the entrance that was formerly an exit only.

“It’s time for you to show me how wide you can open your little chute, princess. I’m gonna turn it into a sloppy mess eventually, but I know your first time is gonna be special.”

As he spoke, he slowly pushed his index finger into the relaxing sphincter and continued until he was knuckle deep. Nathan gasped but didn’t recoil. On the contrary, after the initial shock, he immediately relaxed and leaned back onto the intruding digit, smiling blissfully with his eyes closed. Brandon withdrew his lubed index finger and applied another dollop, this time he plunged into Nathan’s ass with two digits and curled up within him to feel for the prostate. I found it amusing that I had just shown him this trick the night before and he was already teaching another. I couldn’t help but feel a bit proud. Nathan let out a joyful howl when Brandon’s tickling fingers finally reached their destination.

“There we go!” Brandon looked over at me as he continued to finger fuck Nathan. “Looks like this pussy is finally purring. Time to give her a proper test drive.”

He wiped some of the remaining lube on the head of his erect dick and leaned forward to line it up with Nathan’s now **** asshole. Brandon pulled him close, grabbing his throat and softly pinching the tip of his four and a half inch erection. Nathan squealed as pre-cum spurted out.

“Now, tell me what you want. Beg me!”

“Yes! Please!” Nathan cried at the top of his lungs. “Own me! Fuck me! Make me your ****!”

“Alright then, you asked for it, didn’t you?”

“Uh-huh!” he panted and pushed his lubed ass further onto Brandon’s dick.

He guided his eight inches into the pleading sissy’s hole. He stopped halfway and let him relax briefly, then continued the rest of the way until he was balls deep. Nathan took it all in stride and beamed triumphantly as he sat on Brandon’s dick like he had just won a gold medal.

“Listen, sweetheart, if you wanna sit on top, you’re gonna have to do some of the work.” He cupped Nathan's light brown cheeks and lifted him up slightly, then dropped him back down on his fuck stick.

Nathan got the message and started bouncing rhythmically on the eight inch pole up his arse. He soon found a comfortable pace and position that allowed him to rub his prostate against the massive dick inside him. Within just a few seconds, Nathan started shooting off a massive load without touching himself. He looked down shamefully at his four and a half inch erection which remained hard and pulsing within the magical pink ribbon as more jizz slowly leaked out, running into his bush and down his balls.

“Looks like someone was too impatient to wait for me.” Brandon teased him.