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I believe Gollum was wearing The Ring, using it to catch a stray goblin off its guard for something other than fish to eat and The Ring slipped off his finger without him realizing it.

In Gollum's own words, "How did we lose it, my precious? Yes, that's it. When we came this way last, when we twisted that nassty young squeaker. That's it. Curse it! It slipped from us, after all these ages and ages! It's gone, gollum."

It is a magical ring, remember, with almost a mind of its own.

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15y ago

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