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 (video games, cartoons, comics, etc.), so it’s not uncommon for him to be 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 out and to 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. 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 just see a perfect little boy. And funny 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 cut 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 out. I sat him down and pulled down my pants, giving him a view on my underwear and how a grown man’s looks in grown man briefs.
Looking at his face, he didn’t turn away. 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 thump thump of my pulse, preventing me from thinking clearly. In a moment of bravery–or possibly stupidity–I offered to let him touch it.
The room was silent and my heart stopped as I waited for Austin to respond. He didn’t blink. He just lifted up his tiny hand to my crotch. I felt his little fingers trail against the curve of my growing shaft, covered only by the thin layer of cotton and spandex.
I couldn’t believe what was happening, or that it continued to happen. Austin seemed to like it. To feel his old man’s cock in his hand. I kept getting harder, and he did not stop. In another moment of bravery, I asked, “Do you want to touch it?”
Austin looked at me and smiled. He replied softly, “…Yeah.”
I pulled down my underwear, giving him the first look at my cock he’d ever had. His eyes were focused hard, staring straight at it, studying every part of it. His hands gripped it gently, stroking it as it became hard as steel in his hands.
The moment seemed like it was lasting an eternity. Me, standing there, underwear down at my ankles, while my boy sat on the edge of his bed, holding me in his hand, and feeling the warmth of my arousal. I didn’t expect this to happen, but here we were, no turning back.
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