Sky High Confessional #8: How I learned to love my (small) dick size 🍆

I think there comes a moment in every guy’s life when he realises where he sits in the spectrum of penis size. For me, I always kind of knew I was on the smaller end. Not just from stats, but based on pretty much every guy I’d hooked up with. I’m about 5” hard and 3.5” soft. But it wasn’t until I was dating a doctor who casually confirmed I was medically below average that it really landed.

For a while, I was self-conscious and when I was topping, I felt pressure and wanted to look bigger. I tried pumping for nearly a year and thought that was what would make me feel more confident and desirable. In the process, I became kind of obsessed!

But at the same time though, something else was going on…Back in the Tumblr days, I used to be fascinated by muscle morphs. I was especially drawn to the ones with huge, jacked bodybuilders who had tiny, shrunken bulges. That contrast felt powerful and kinky in a way I didn’t fully understand yet. When I started getting into bodybuilding myself, I was still mostly topping. But around that time, I also started getting curious about bottoming. And slowly, those two threads began to connect.

Once I began embracing bottoming more seriously, maybe about 3 years ago, everything started to shift. I became curious about the idea that my hole was the centre of pleasure. It wasn’t about what I was packing up front. It was about what I could offer from behind. The idea of having a small dick, or even a clit depending on the play, started to feel sexy. It made sense.

Posting my nudes on Twitter etc really brought it all together. My butt, my dick, my hole: putting them out there became more than just exhibitionism. I started to notice a theme. Some tops weren’t just okay with my size. They were into it. My small dick highlighted my energy as a bottom. It enhanced the dynamic. And suddenly the thing I used to feel insecure about became something that guys craved.

It was in those moments, chatting with a few of them, that I really learned to love it. Not just tolerate it. Not just make peace with it. But genuinely love it. Because it wasn’t a flaw. It was part of the fantasy, AND a unique part of me.

And funnily enough, I’ve still done topping scenes. While I personally prefer a bigger dick when I’m bottoming, I’ve never had a single complaint from the bottoms I’ve fucked. I’ve learned how to show up with confidence and pleasure in other ways too.

But that, my friends, is a story for another confessional.

What about you? Did it take you a while to feel confident about your dick size? Tell me your story in the comments or shoot me a DM. ❤️