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1For a webcomic that focuses heavily on adult humor and gaming and nerd culture, ''Webcomic/PennyArcade'' does have its moments of sadness.
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3* The last panel of [[http://www.penny-arcade.com/comic/2006/08/28/ the conclusion to Armadeaddon]]. The guy standing with Gabe and Tycho in the photo is Jim, an old friend of theirs. Jim came back as a skeleton in the story arc, so Tycho is remembering all the good times they had with him back when he was alive.
4* [[http://www.penny-arcade.com/comic/2014/11/14/a-ring-and-a-prayer "A Ring and a Prayer"]], when a despairing [[Franchise/SonicTheHedgehog Sonic]] (in his ''WesternAnimation/SonicBoom'' garb) begs Gabe, who is in tears, to shoot him at point blank range in the head if he really loves him. He complies. [[HarsherInHindsight It's even more gut wrenching]] in light of ''VideoGame/SonicBoom: Rise of Lyric'' becoming a critical and commercial flop.
5-->'''Sonic:''' Do it. If you ever loved me, you'll do it.
6%%* The [[http://www.penny-arcade.com/comic/2009/04/10/ end]] of the "Seventh Spring" arc.
7%%* When you realize what happens to the two of them, [[http://www.penny-arcade.com/comic/2008/07/04/ this]] strip turns on the waterworks.
8* Some of Tycho's words after the birth of his daughter are tearjerking and heartwarming at the same time.
9-->"I need you to be thus armed because I fear your mother and I have played a trick on you; we have brought you to a place where [[SlidingScaleOfIdealismVsCynicism hidden weaponry is sometimes necessary]]. In our defense, and I recognize that it may be insufficient, this was the only world available to us."
10* [[http://penny-arcade.com/comic/2005/02/21 Part 1 of the story arc Ripped From Today's Headlines]], the last panel is pretty heartwrenching. Tycho holding his dead wife in his arms, realizing that he just killed her, [[MyGodWhatHaveIDone and feeling really bad for it]].
11--> '''Tycho''': Oh my god. Oh my god. Please don't leave me.
12%%* [[http://penny-arcade.com/2012/08/01/nathan This news post.]]
13%%* [[http://www.penny-arcade.com/comic/2005/09/07 Anti-anxiety medicine.]] Half TearJerker, half NightmareFuel.
14* Gabe [[http://penny-arcade.com/comic/2012/11/30 teaching his son about Online Safety]] can really hit home to any parent watching their kid grow up.
15%%* [[http://www.penny-arcade.com/comic/2013/06/24 This]] strip (and the post for it) from Tycho on playing VideoGame/TheLastOfUs.
16* [[https://www.penny-arcade.com/comic/2016/01/13/unhelpful-ism The result of Tycho playing]] the heart-rending game ''VideoGame/ThatDragonCancer''. Somehow, Gabe's glib reaction makes it worse.
17--> '''Tycho''': A man has distilled his grief into a thick, bitter potion... and I have drunk deep. There is the man I was ''before'' That Dragon, Cancer, and now there is the wretched thing it has made of me...
18--> '''Gabe''': At least it has dragons, right? You love dragons!
19--> '''Tycho''': [[DudeNotFunny Get the fuck out of here!]]

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