@borealisocelot I just came across your post. I'm also in Zone 9b, but I'm in San Jose. There are a ton of options for you and many of what are considered annuals in other places, will actually be perennials in our zone.
My new favorite plant that I'm going to us in a pot as a creeper is aptenia or baby sun rose. It's a tiny ice plant succulent with little hot pink reddish flowers that open and close when it's light/dark/cloudy/sunny. Really easy to grow. People use it instead of lawns for ground covers here. If you can get some cuttings, just stick them in soil and they'll grow.
You can also grow morning glories, which will bloom in winter, same for trumpet vines - if you want something that will vine and drape down.
If you have bigger containers, and a spot that is not too hot in summer (not in full sun), camelias bloom in winter and they're gorgeous. Also, bougainvillea will bloom all year round for you. Again, a bigger plant and it has thorns. But, you can keep pruning it to keep it smaller.
What you could do is go to a local nursery now and see what is blooming to see what looks good to you. As far as whether or not you can grow anything all year round in zone 9b and have flowers - no. Some plants just don't like the nighttime low temps even in zone 9b and they will either die or they sort of go dormant - like lavender. They just don't bloom much unless it stays warmer here.
Not sure if any of that was very helpful. But, if you like succulents, I think you'd like the aptenia. It will spread and hang down over the edges of a pot. I'm going to plant mine as a ground cover in the big pot I have my Zuni crepe myrtle in on my balcony. The cuttings are growing in a south facing window inside right now, and will get transplanted outside when it warms up some more.
The morning glories and trumpet vines will take over the world if you don't keep cutting them back - just a word of warning there.