Lick it (no creeper)
Or you could try what I'm trialling at the moment, letting a tiny amount of mineral-oil soak into the tips.
Custom molds solve most of these problems, and provide better isolation to boot (assuming they are not undersized, which I suspect some firms do to ensure easy insertion). Soft silicone customs allow long listening sessions without chafing or irritation, within or outside the canal.
I know not everyone can afford hi-end customs, but the fact is that human anatomy is incredibly varied, making it fairly unlikely for any "universal" design to provide a truly correct fit. And I've had too many "fit kit" tips come off in my ears to ever go that way again.
Full disclosure: One of my clients is Sensaphonics.
I have HF5s with the small Ety triple flanges, and I use saliva, personally. It doesn't take much, but they go in the ear canal quite a bit easier. VERY comfortable ear tips, as are the Klipsch gels.