Mr. Armstrong & His Boy Austin
Big Boy Underwear

Austin’s small for his age! People think he’s much younger than he is. I try to help him dress and act more grown up, but it’s a constant struggle! Not just for him, but for me as well. Given his size, he can’t always shop in the adult’s section. I know Austin still enjoys many things from his childhood like video games, cartoons, and comics, so it’s not uncommon for him to be wearing a boy’s shirt with a superhero on it…

He’s at an age where he should dress older, but I admit, I think it’s cute! Seeing the little guy in his little clothes with his favorite characters all over it — it brings a smile to my face, too. Besides, he does look great in them… But what kind of role model would I be if I didn’t try to help my boy become a man?

It knew it would be hard, but I decided one morning to talk with him and give him some new underwear to try. We had to start small. Little steps… And — if I’m being completely honest — I wanted to see him in them!

Austin seemed to balk when I told him to change in front of me. The little guy has always been somewhat shy and self-conscious given his stature, but when I look at him, I always only see my perfect little boy… And funnily enough, a little boy with a grown man’s dick!

As he tried them on, I found myself seeing him in a different way. The underwear style fit him perfectly, making him so much more handsome than I expected. It caught me off-guard, but I started to get a little aroused. Seeing him filled me with pride and joy, and suddenly, my dick started to move!

I could see he was uncomfortable, so I thought that maybe by undressing as well, it would prove that there’s nothing to be embarrassed about. I sat him down and pulled down my pants, giving him a view of my underwear and how a grown man’s looks in adult briefs.

He seemed curious. He could see the large, growing bulge and I could tell he wanted more. My heart raced, excited by the moment, but also unsure of what exactly to do. My ears were deafened by the thud of my pulse, preventing me from thinking clearly. In a moment of bravery — or possibly stupidity — I offered to let him touch it.

I felt his little fingers trail against the curve of my growing shaft, covered only by a thin layer of cotton and spandex. I couldn’t believe what was happening! Austin seemed to like it… I kept getting harder, and he didn’t stop.

I couldn’t resist… I pulled down my underwear, giving him the first look at my cock he’d ever had. His eyes were focused and his hands gripped it gently, stroking it as it became hard. As I looked down, I could see my boy’s cock in his new underwear. His package was cupped perfectly to reveal a growing bulge as well! I smiled and stood him up, wanting to feel for myself…

“You’re starting to get hard, too,” I said playfully, running my hand over his hardening cock. I’d never seen him in this state. My boy was literally growing before my eyes!

I held him close to me, his hands on my shaft as I played with him. When I put my hands under the waistband of his underwear, I could feel the soft, smooth skin before the tips of my fingers hit the base of his shaft. So thick, so hard… I couldn’t help but be proud!

“Big boy… You’ve got a great dick.” He let out a soft chuckle. Feeling his body open up to me, I pulled down his underwear, seeing his smooth cheeks pop out. “Cute little ass, too!”

I bent him over the bed, placing him on all fours. I could feel his body shaking. I didn’t know what he was thinking, but his eyes implored me to continue. Looking at his beautiful butt, I couldn’t help but feel my mouth water. It was so perfect… Like a soft, pink peach! I needed to taste it. I slowly moved my mouth forward, not sure if I would have the guts to do what I wanted.

Building courage, my tongue escaped my mouth and made contact with my boy’s beautiful hole. I felt this incredible pleasure growing inside me as if something had awakened in me that hadn’t been there before… Meanwhile, Austin let out the most precious moan I’d ever heard him make. Once I realized what it was, I knew I had to keep going!

It was a pleasure… A deep carnal pleasure! Unlike anything he’d ever known. I couldn’t believe that I was the one to give it to him. At that moment, I knew I was going to truly make a man out of my boy…