I ran sudo port -v -b install flex and it appears to query to the pagekite archive, but port seems to want an older version of dependencies than what you have available. I'm unsure if it is skipping over because the version isn't exactly the same or if it even is truly connecting to the server.
View attachment 2598157
Also with tiger support dropping, it may be a better use of my time to get on 10.6 and take advantage of the work by barracuda156 on getting software to build.
It appears you connected from the server but the version Macports provides is older than the one PowerPC ports provides. You can always install those dependencies from source on Macports (provided they haven't broken them). Just do
sudo port -v install ld64-97
then
sudo port -v -b install flex
For anything where PowerPC ports has a newer version you will need a PowerPC ports repository to access that newer version as a binary because I don't have enough disc space to keep all older versions.
You could grab the PowerPC ports archive
https://github.com/macos-powerpc/powerpc-ports/releases/tag/2025.12
And then add a line to sources.conf pointing to that folder (once unzipped).
I had not heard that Tiger community support was being dropped from PowerPC ports (
@barracuda156 is that happening? I hope not). Support was dropped almost a year ago from Macports. However, if there aren't those of us in the community providing PRs and support to PowerPC ports for Tiger, it will never get better.
If 10.6.8 fits your needs better, then by all means use it. I am not in the business of convincing anyone to use Tiger.
In my mind, I think people go for different PowerPC operating systems as follows:
ARCHPower - Wants modern Firefox, has a G5
PowerPC Linux in general - Wants open source web browsers and other up to date open source software, does not need proprietary software.
10.6.8 - Wants up to date open source software other than web browsers, needs some proprietary software from roughly 2000-2011, can live without sleep
10.5.8 - Wants sleep, and reasonably up to date open source software other than web browsers, along with proprietary software from roughly 2000-2011.
10.4.11 - Needs proprietary software from roughly 1984-2010, and some open source software.
9.2.2 and earlier - Needs proprietary software from roughly 1984-2003, and needs it to work correctly.
MorphOS - Wants an up to date browser and email client, support, and possibly Amiga software/environment
(Sorry for not covering BSDs, I know little about them)
Go with whatever fits your needs, and have fun!