Disclaimer: I own nothing except for my original character. Everything else is property of New Line Cinema, Peter Jackson, etc.
The next few days of the journey passed uneventfully, although thankfully the rain had stopped. When the Company had stopped to make camp one night, Gandalf walked over to the ruins of a farm house. He urged Thorin to keep moving, but the stubbornness of dwarves was legendary, and Thorin mulishly ignored the wizard. Frustrated by the response, Gandalf stormed off, snapping at Bilbo on the way. Gwyn shrugged to herself as she set about removing their packs from the backs of the ponies before Fili and Kili took them to a better grazing spot. She thought that much of the tension that ran through the Company resulted from the sensitivity of competing male egos, but no one asked her opinion.
When Gwyn realized where they had stopped to make camp though, she began voicing concerns that perhaps Gandalf had been right. Thorin ignored her advice as easily as he'd ignored Gandalf's. Gwyn huffed, marveling at how utterly pig-headed their leader was.
Later that night, Fili came running back to the camp, from where he had supposedly been watching the ponies with Kili, to inform the Company that their burglar was in a great deal of troll-shaped trouble. She pointedly rolled her eyes towards Thorin, the "Gandalf and I told you so" blatant in the action. Even though she was unarmed, she still ran with the Company to her friend's aid. When she reached the trolls' clearing she quickly took stock of the situation. There was a fire in the center of the clearing, and the thirteen dwarves were swarmed around the trolls' feet, most of them hacking and slashing with various blades, and Ori aiming his slingshot at the trolls' faces. Bilbo was over by the pen the trolls were keeping the ponies in, trying to figure out the best way to free the beasts.
Thinking quickly, Gwyn began to climb a nearby tree. Once she deemed the height sufficient, she began to drop stones that she had collected upon the heads of the trolls, distracting them. However, even with the advantage of superior numbers, the Company was forced to lay down arms to save Bilbo. One of the trolls reached up into Gwyn's tree and snatched her from her perch.
Gwyn was mildly humiliated that she was tied into a bag up to her neck about to be eaten by trolls. When she heard Bilbo start to try and stall for time before the dawn she cheered inwardly, until the troll that had grabbed her from the tree (Gwyn had heard the other trolls refer to him as Bert) picked her up once again and was threatening to just eat her raw. Just then, she saw movement from the corner of her eye, and realized that it was Gandalf. Unfortunately for Gwyn, the troll did not release her as he was turned to stone with the first rays of the dawn, which led to a great deal of being shaken about. Once the rest of the Company was free from their bags and the roasting spit, she was still imprisoned within the grasp of the stone troll. She hollered down to the group, asking someone to cut her down, because thankfully, the troll had grasped her by the bag, and not 'round her body, otherwise she would have never been freed. Gandalf obliged, apologizing for his absentmindedness. Once Gwyn was freed of the bag as well, she realized that she was clothed in nothing but her bra and panties, wondering when about how and when the trolls had undressed her without her knowing. She surmised she must have lost consciousness at some point, most likely from the smell of the trolls. She could feel the eyes of every member of the Company on her as she set about looking for her clothes.
"Are you lot enjoying the view?" she snapped, "Well, get a good long look, because that's all you're getting!" Gwyn declared, finally locating the pile of her clothes. Bofur began laughing heartily at her sass, and as she dressed, Gwyn was starting to feel like maybe she did belong, after all.
When the Company located the trolls' cave, Gwyn opted to stand outside, stating wryly that she would rather not be reminded of any ex-boyfriends by virtue of the stench emanating from the cave. She could hear the dwarves chattering about the gold in the hoard, and something about "making a long term deposit," but Gwyn found herself paying more attention to the sounds of the forest around them. As such, she could hear something approaching rapidly through the brush. Just as she was about to sound an alarm, Gandalf and the others appeared. Fili and Kili were just about to ask why she seemed tense as a bowstring, when Gandalf called out to prepare for an attack.