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I write ideas out in longhand, than type them up independently while occasionally referring to the first draft. I don't transcribe religiously, because that often means I focus too much on my initial wording and not enough on the flow of ideas.
What kind of pens are you buying? Are you doing it systematically to find the one that will suit your hand the best, or just as the fancy strikes?
I used to buy a ton of pens, but finally buckled down and carefully went about working out which one actually fit my hand. It turns out that the most comfortable pen for me is a slim fountain pens, like the vintage Esterbrooks or some of the modern lower cost Pilots and Noodlers. Everyone's hand is different, and you might be buying pens because you haven't found one that actually feels right yet. Having a writing setup that fits your hand can make as big a difference as having clothes that are the right size.
I can talk about the various factors that go into making a pen comfortable if you're interested?
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