These events take place starting one season prior to your campaign in the winter in Neverwinter Woods. Bear rescues Gwen, single handedly defeating two bandits while Gwen is bound. 

After they've rizzed each other up a while Bear decides he should train Gwen in Stealth, he's a custom Ranger heavy Nordic with 1d12, rolled 18 strength  boosted it +2 for backstory and human, weilding a heavy maul, but mostly Ranger spec and Gwen is an Avariel Elf with a completely unique class with elements of Bard, Cleric, Druid and Wizard 1d6 magic user type but all her cantrips are illusionist. She's built to scout and escape encounters.

So Bear's teaching her Stealth in the forest and SheShe [DM and playful God] rolls an encounter on them, looks up random 1d100 list and it's goblins arguing about treasure. 1d5+1 rolled 6 goblins. The difficulty is 150 exp which is hard for a couple lvl 1's but Gwen doesn't even have a weapon because she "can't weild steel" so the dagger and short sword they got from the bandit loot weren't useful. She'd be stuck throwing rocks and her wings were trimmed by the babdits to prevent escape. They won't be flight ready for a month at least. 

So they roll a 1 on Stealth to escape detection, which is a disaster. Anyway, it's near dusk but the goblins all have dark vision (who doesn't) so since they couldn't escape and furthermore rolled 1 the goblins "heard something". They all roll perception (-1) against Gwen's stealth because you have to roll vs the weakest party members but thankfully Gwen has 18DEX bc her rolls were Cat tier. Only two goblins "see something" and walk toward them.

Next turn, Bear and Gwen try to escape again and barely manage it, two Goblins were striking range (10ft) with initiative but thankfully they escaped, passing two rolls (one for each actively seeking goblin). 

It was crazy stressful for Bear thinking he was going to be out in scene 3.

[Ashley] Bear better frigging survive the season, I want to rizz him up too goddamnit.

More tales will follow!