Time to deflower that asshole

Brandon returned from his bath smelling like Axe body spray. (We were definitely going to take him shopping soon.) He stood in the living room holding a towel around his waist awaiting my next command and hoping it involved his promised release. I admired his shimmering physique for a while from the couch before standing and addressing him.

"I don't recall giving you permission to wear a towel. There's no reason for you to wear anything but your ribbon unless I dress you myself."

Brandon let the towel fall to the floor and gazed down shamefully at his still neglected erection wrapped in the pink ribbon.

"It must've been **** not being able to take care of that yourself in the tub, huh, big guy?" I teased him verbally as I started to play with his balls again.

Brandon swallowed hard and struggled to answer. "I'm... Yeah, it was hard. But, you promised and I trust you."

"You should trust me, Brandon. I would never lie to you. Everything I say is the truth. You know that, don't you?"

"Yeah, everything you say is the truth. You never lie."

"Never. That's why you know I'm going to let you get off... eventually. But, it's only fair that I should have my fun first. Right?"

"Yeah, you should have your fun, too… first, I mean."

"Good lad. Now, pick up that wet towel and follow me."

I led him back into his bedroom. The walls were decorated with posters of slutty blondes with big tits and some Bruce Lee-type shit, none of it in frames, all just tacked up with push pins. He did have a king sized bed that I had envied since I moved in.

"When was the last time you got tested?" I asked him.

"Two weeks ago," he replied. "Clean as a whistle."

"Yeah, but how many random people have you been with since then?"

"Not too many, just three or four."

"That's what I thought. I assume you've got condoms around here somewhere. What about lube?"

"Sure, sure. I've got you covered, bro." He pulled a shoebox out of a drawer in his dresser and held it open. It contained a strip of condoms and some K-Y jelly among some other goodies.

"Good work, slut. I can see you're prepared for all kinds of situations." I took the box from him and tore off a condom. "Go ahead and assume the position on your bed. I'll be wearing a rubber until we get you tested again, but that won't hinder your enjoyment too much."

Brandon crawled onto his unmade bed and willingly presented his virgin hole to me. I squirted some lube onto my fingers and started warming him up gently while I whispered in his ear.

"Just relax and loosen up back here. I want to show you a secret. You've got a secret button up here and I'm gonna help you find it. When we do, I can press it for you, if you want. But, you'll have to ask me real nice. Well, what do you think?"

I was already knuckle deep inside him with two fingers and started adding a third while he answered.

"Oooh! Ooo-kaaay! Yes… I want to know the secret. Show me the button. Please, show me! I wanna find it. I wanna press the button. Please, push my button, Asher!"

"Alright, just relax. I'm almost there."

Now that I was three digits in, I started probing until I felt the back of his prostate. His sphincter seize reflexively when I made first contact. I started moving the tip of my middle finger back and forth. Brandon moaned into his pillow and pushed back with his hips trying to **** my fingers deeper within.

"Yeah, that's the button alright, but I can't reach it. You're gonna need something bigger, aren't you?"

Brandon looked back at me disappointed as I pulled my fingers out of his ass and wiped my hand on his sheets.

"What should I do? How do we reach it?" he asked desperately.

I opened the condom and unrolled it over my dick. Then, I sat on the bed behind him and pulled him back towards me as I guided him onto my pole.

"Now that I've shown you where it is, can you find it again?" I teased as he continued to ease back until he was sitting on my lap with my dick completely submerged within.

"Uh huh," was the best response he could muster as he devoted his entire attention to his present mission.

Once he found the spot again, he started bouncing gently while rocking back and forth. I enjoyed watching his self discovery and my dick very much enjoyed all his efforts to milk himself. The speed of his rocking increased and he started grinding harder and faster inviting my dick further inside of him. He started making these adorable soft squealing noises.

"Be careful you don't push that button too many times. It might get stuck," I teased. "I'm going to cum soon and you're going to lose your mind when you experience your first real orgasm from getting fucked. Tell me you love it, Brandon."

"Uh huh! I do. I do! I love it. Oh, God! I love this! Uh huh… uh huh… Thank you! Thank you, Asher! I can't… I can't… believe how good this… uh... feels! Oh, God! Fuuuu--"

He froze for a second and held his breath, but I could still feel his asshole fluttering madly. Then, he exhaled sharply and his dick started twitching and spurting everywhere. The first squirt was so strong it shot back onto his chest and some even landed on his chin. He leaned back and rested against me catching his breath.

"I promised, didn't I?" I wiped the jizz from his chin and put my finger up to his mouth. "Now, tell me it was worth the wait."

Brandon instinctively licked my fingers clean. If he remembered they had just been up his ass, he didn't react. I scooped up more cum pooled on his chest and fed it to him. He looked up at me and smiled sheepishly.

"Thank you, Master. That was the best orgasm I've ever had. You were right. Of course, you were right. You're always right! Thanks for not letting me touch it. Thanks for making me wait. Thank you for teaching me about my secret button."

Brandon paused in thought and cleaned the last pool of jizz from his belly, scooping it into his own mouth without any prompting. "Do you think you can push my button again?"