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As far as I know ( and I could be wrong )The combination is a great vasodilator. In some studies , nicotine actually doubled the rate in which the body gets rid of the caffeine. The combination can trigger anxiety in some individuals.

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Aren't caffeine and nicotine both vasoconstrictors? How would the combination be a vasodilator?

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Caffeine is generally vasodilatory through the production of nitric oxide: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3003984/

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This says it produces cerebral vasoconstriction. This is why it can help treat headaches.

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It’s definitely a vasoconstrictor. I have arteriovenous malformations that ache when I take vasodilators (including alcohol). Caffeine reduces pain from the malformations due to being a vasoconstrictor. I can feel it working.