23 year old, bought 'Kingdom' at 18. So where do we go from here?

Welcome to Basenotes! You have great tastes and Kingdom is such an amazing start! I am sure you'll receive lots of recommendations but I'd like to start with:
Black Aoud or Aoud Rose Petals by Montale. ARP is more feminine than BA but still wearable by a man.

Well, I am a girl too and I love the ones I recommended! And most of the ingredients you mentioned.
Another one I would add (and another one of my favorites): Feminite du Bois by Serge Lutens (originally by Shiseido)

petrol
'new car smell'
medicinal smells


Santa Maria Novella Nostalgia

Keiko Mecheri Cuir Cordoba would be worth trying if you can get a sample (Liberty stocks KM, but I don't think has the new ones in yet). It's soft skin-scenty suede, with iris and violet adding cool florals, elemi and sandlewood for a touch of woody resins. Very wearable but perhaps not quite as challenging as it sounds like you are up for!

I did not try all the perfumes you mentioned. I love both Cedre and Filles en Aiguilles.

The roses in Black Aoud are anything but prissy! Really worth sampling. It's nothing like a classic rose perfume. I prefer Aoud Rose Petals, but it is probably because whenever I wore it people would get a dreamy look and start talking about beauty and poetry.
You probably know this already but Kingdom is rose based too and quite naughty (I love it)!

How do you feel about iris as a note? There is a great thread on the Female board right now if you'd like to try some.

Oh, wow! Great thread from a new poster - it's fun to recommend you things to try.

Caron - L'Anarchiste

Very cool and spicy, cedar leaves, satsuma, and musk. There's really nothing else that smells like this, but unlike many from Caron, this isn't too hard to find.

Caron - Tubereuse

One of the odder tuberoses out there. Buttery and creamily floral, but overshadowed by a green, herbal, almost medicinal note.

Comme des Garcons - Hinoki

Minimalist cedar - woody, green, and rather comforting in an odd way. I really enjoy this in warm weather.

Czech & Speake - Oxford & Cambridge

Cool, minty, green lavender. Extremely clean-smelling, almost eucalyptus-like.

Domenico Caraceni - Domenico Caraceni

Frankincense, geranium, and cypress, yet, this strongly reminds me of the smell of new magazines, in a good way.

Frederic Malle - Carnal Flower

A number of people describe this as tuberoses left in a florists cooler, and that's quite apt. Cool, heady, serene tuberose with a green side. Quite a forum favorite around here, male and female.

Frederic Malle - Vetiver Extraordinaire

Grassy, green, powerful vetiver modified by an airy note throughout.

Laura Tonatto - Oltre

Smells like a cold, rainy day in a forest, by the sea. Lily-of-the-valley, pine, seaweed, and aquatic notes.

Montale - Aoud Cuir d'Arabie

Chilly, leathery, medicinal oud, leather, and rose combination that is one of the edgiest frags out there.

Santa Maria Novella - Nostalgia

Seconding this one. Very alien and synthetic-smelling, not unpleasant. Very much like new car smell.

Serge Lutens - Iris Silver Mist

THE iris fragrance to my nose. Deep, dark, cool, spicy, and earthy. It opens smelling like roots pulled out of the earth, and gradually becomes warmer and spicier in the drydown. There's nothing else like it.

Serge Lutens - Tubereuse Criminelle

Crisp, wintergreen-tinted tuberose. Given you like tuberose ( Cedre is loaded with it ), and chilly, medicinal smells ( as wintergreen is often perceived as such ), I think this one is must-try.

Serge Lutens - Un Lys

Cool, transparent, lightly spicy lily. One of the best lilies on the market in my opinion.

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Anyhow, some of the ones I've recommended are rather obscure, so if you need help locating samples of these, just let me know.

I also adore Kingdom. The Different Company Rose Poivree is somewhat similar but many consider it more wearable than Kingdom. Don't let yourself be scared off by the "Rose" in the name, it's not a typical rose fragrance.

If you do like the cumin in Kingdom then Rochas Femme might be something for you.

For fresh cut grass try AA Herba Fresca and A. Goutal Eau de Camille.
For medicinal Olivier Durbano's Jade
For liquorice and pine: Hermessence Brin de Reglisse
For pine and smoke: AA Winter Delice
Woods: CdG Sequoia and Palisander for dry woods (but a tad less dry than Wonderwood), Feminite du Bois, Miller et Bertaux #1 for softer, more feminine woods

If you liked SL Ambre Sultan you could also try Arabie from him. Rochas Absolu is also a good amber fragrance. Ormonde Jayne Tolu and Ormonde Man are big hits in the amber-resin category for me.

Ormonde Woman is a wonderful green fragrance, very special, very unique, surely worth a sniff.

Keep posting your opinions about scents you have tried, it will help us come up with more recommendations.

You might like Fleur de Sel by Miller Harris. But maybe you find it too harsh or dry. Many women like it, though, and i see no reason why you shouldn’t like it on a woman. Good luck!