✈️ Sky High Confessional #2 – The First Time I Bottomed Properly

By my second year of uni, I’d started going out to gay bars around Melbourne — finally feeling comfortable exploring that side of myself. That’s where I met this sexy guy. We kissed a bit at the bar, swapped numbers, and a few weeks later he invited me to a jacuzzi party at his place with some of his friends.

We’d had a few drinks, the music was playing, and things got a bit cheeky — at one point I ended up sucking one of his mates’ dicks in the spa. 😛 Later that night, I stayed over at his place, and that’s when it happened, the first time I really bottomed properly.

What made it special was that I didn’t expect it to happen. The moment just felt right. Up until then, I’d always felt a bit anxious about bottoming I didn’t really know much about preparing, so it always seemed like complete chance whether it would be ok or not. But that night, with a few drinks, low inhibitions, and just the right connection, everything flowed naturally.

He had a thick, beautiful dick, and I remember riding him, completely in the moment — no nerves, no second guessing. It felt so good, deep and full, like my body finally knew what it wanted.

We used condoms, and when he came inside me, I just lay there thinking, wow, something’s changed. My ass felt like it was never going to be the same again — opened up in the best possible way. It was hot, a bit scary, and so damn naughty… but it felt right.

Confession time

What was your first time bottoming really like? Be honest…

Best answer gets a personal reply from me 😈✈️