[Jack still isn't entirely convinced, the gun more meant to put him at ease than anything else, but there's definite commotion down the corridor, and he knows he's running out of time. Ana can ostensibly handle herself, and Winston is injured, but Jack knows that her talents are best used in conjunction with a real front-line fighter. Perhaps it's his intrinsic fear of losing her again that has him jumpy, fearing for the worst when she's following his orders once more.
So even though he knows it won't do much, Winston taking the gun gives Jack the slightest modicum of relief. He tells himself that he'll be quick--that he'll be back to Winston before anything has the chance to happen, the way that much clearer thanks to Ana taking out the guards up ahead.]
I'll be back. I promise.
[Jack isn't sure what his promises mean anymore, but it's all he really has to offer. He closes his hand over the gun in Winston's as a gesture of reassurance, then stands, vanishing down the corridor.]
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So even though he knows it won't do much, Winston taking the gun gives Jack the slightest modicum of relief. He tells himself that he'll be quick--that he'll be back to Winston before anything has the chance to happen, the way that much clearer thanks to Ana taking out the guards up ahead.]
I'll be back. I promise.
[Jack isn't sure what his promises mean anymore, but it's all he really has to offer. He closes his hand over the gun in Winston's as a gesture of reassurance, then stands, vanishing down the corridor.]