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#i like to imagine them meeting again in their 20s and acting like catty exes ( despite never dating or having rom feelings for each other )
wildflowercryptid · 3 months
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florian's always struggled to make friends so he didn't really have any back in galar... uh, actually — it might be more accurate is that he USED to have one...
headcanon explanation + bonus under the cut!
like mentioned above, florian has always struggled a lot with making friends. while he's a kindhearted and friendly kid, he can come across as kinda intense to others, ( especially when discussing his interests, ) and that's led to him often being alienated amongst his peers. though he's grown used to being by himself and has learned to not care if others dislike him, he still hopes that he can find at least a few people to connect with outside of his family. it's a hope that's always been present, ever since he was growing up in wyndon.
of course, he wasn't the only loner amongst his childhood peers. around 7 years old, he found a friend in bede fee, who attended the same primary school as him. bede themself wasn't exactly the friendliest kid out there and often had spats with people who made fun of them for their family's low-income status, but florian managed to get them to warm up to him. the two got along pretty well and found comfort in having a friend that seemed to understand them, both being lonely kids who were often picked on by others. after a while, they became pretty much inseparable as they frequently played, read, and laughed together. to florian, it didn't matter that people picked on him just as long as he had bede there to be his friend. bede shared a similar sentiment... at least, at first he did.
admittedly, florian has a habit of resting on his laurels when it comes to things he doesn't have an interest in improving. ( it doesn't matter if he isn't as good of a battler as his sister, all he needs is to be strong enough to keep himself safe during field research. it doesn't matter if he's ostracized amongst his peers and looked down upon, he's alright as long as he has someone to call a friend. etc, etc. ) bede, however, couldn't keep themself from caring about their place in the pecking order. they were sick of others looking down on them, sick of others thinking they were better than them. they just couldn't understand how florian could stand people treating him poorly without getting angry. over time, frustration and resentment towards his attitude festered inside them. these feelings were only exacerbated by their struggles at home and being sent to the orphanage. while they would still call each other friends, their bond had definitely become strained.
everything came to a head when they were both 11 years old, when rose visited bede's orphanage and his acknowledgement caused a major shift in their personality. after all, someone that important seeing their potential surely meant that they better than their peers, right? they soon became much more pompous and rude in nature. florian still stayed close by despite bede's worsening attitude towards him, but it wasn't before long until all of their pent-up feelings came flooding out. their friendship ended with massive fight, with bede telling florian that they were sick of being weighed down by an " annoying pest " like him. while they expected for him to take their cruel remarks in stride like he always did with everyone else, bede couldn't help but feel a little guilty when florian ran off in tears. the two stopped talking after that fight and ever since then, there's always a worry in the back of florian's mind that his friends will eventually get sick of him like bede did. ( thankfully, the friends he's made since then have helped make him feel a lot more secure in their relationships. )
apologies for the long-winded explanation, here's the bonus i promised to make up for how sad this hc got :
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the goofy ass side effect of coming up with this headcanon is realizing that they accidentally shaped each others' taste in guys rip
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Episode 18: Scheherazade
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This episode is wonderful. Here are my thoughts.
SPOILERS AHEAD.
0:12 - Sooooo did Malcolm convince Gil to let him take the Surgeon case files from the precinct?
0:32 - Malcolm was eating Chinese take out? IDK. That stuff is pretty greasy. Something tells me that Chinese take out is not a good food to eat if you have a sensitive stomach.
1:24 - To be clear - Eve and Malcolm are not dating in this moment correct? They broke up last episode? Am I wrong?
2:04 - So Malcolm did want to go to this thing right? He genuinely likes ballet and his mom decided to make it a mother/son date. Ugh. So freaking adorable. <3
2:10 - Listening to Jessica talk on the phone is really interesting here. You can see that she’s embarrassed that she’s there alone and annoyed that Malcolm stood her up. She’s trying to be quiet and discreet on the phone so none of the nosy rich people notice but - of course - you can see them all looking at/talking about Jessica  in the background. I feel really bad for Jessica here. She doesn’t belong in the average person world because she’s rich and she can’t hang out in the rich people world because they’re all a bunch of overgrown high schoolers with the bullying and cliques to match.
2:24 - Look at how excited Jessica is initially - when this woman b**ch starts talking to her. Jessica looks hopeful that someone is going to actually be nice to her. Her gorgeous face drops when this Cricket woman starts being a b**ch. Props to Jessica for dragging this woman about the admissions scandal though.
2:53 - Ok. I immediately don’t like Endicott. Why? He clearly only saved Jessica because he wants to get in her pants. However, I love the way Jessica looks at him. She’s hopeful, flattered, and grateful. She almost never looks this happy and it’s a damn shame.
3:35 - Quick side note: Jessica looks amazing in that dress. Blue looks good on her….wait. Do you think she wore a blue dress because it would look good with Malcolm’s eyes? Not in a creepy incest way - just in a “I’m matching with my son” because we have a close, non-sexual relationship way.
4:50 - hahaha Cricket got blood spatter on her face. She deserved it.
5:00 - “You know your Mom called this in right?” - I love this. Jessica didn’t call 911. Before anyone could even think of calling 911 - I promise you Jessica was on the phone with Gil. Because Gil has always protected her family. She trusts Gil despite the fact that - like her son - she trusts almost no one since Martin was arrested.
5:02 - Again. I LOVE THIS TEAM. Talk about character/relationship growth. Dani and Malcolm making lighthearted banter. JT being really forward about telling Malcolm to go and check on his mother (who just witnessed a murder). I love that we are now at the point in this team’s relationship that JT and Dani love Malcolm so much that they worry about Malcolm’s Mom. <3
5:16 - Props to Edrisa. She’s a little neurotic and often anxious. BUT check out the way she laid down the law with that dude who was touching evidence. This girl is great.
6:00 - “Welcome to 2020. Can’t rule anything out.” - Can we just appreciate this line. It was probably written in late 2019 or before the whole COVID-19 nonsense in 2020. What a timely, well-delivered line. They probably writers probably did it by accident too. They were probably trying to allude to the craziness that was about to unravel with Endicott for the rest of this season. I love this show.
6:15 - JEALOUS GIL ALERT. Honestly - this was amazing. Gil is so jealous (not hiding it well btw) but he’s trying so hard to be a professional.  ALSO - check out the way that Endicott is looking at Gil. Endicott knows that Jessica and Gil have feelings for each other. He also knows that Gil suspects him as a murderer (for this case and the 1x19 case). Yikes. If Endicott has Gil injured, maimed, or killed in 1x20 I WILL THROW HANDS.
7:07 - This is cool to me. Jessica is mad at Malcolm but she doesn’t call him “Malcolm Whitly”; she calls him “Malcolm Bright”. This implies that Bright might be Malcolm’s legal last name. If it’s not - it means that Jessica respects her son. No matter how angry she might be at him - she would never intentionally harm him. She’s a good mom. (ALSO EDRISA’s REACTION ahahahaha and the way that Malcolm closes his eyes when he hears Jessica’s voice like “Aww shit. I’m in trouble.”)
7:30 - Honestly, I think it was both. From what we learn in this episode - Malcolm likes ballet. He’s probably sorry he missed the murder (because you know he’s Malcolm) but I feel like he was also looking forward to the event. Even if it meant that he would have to schmooze some rich people and listen to his Mom be a little nervous and a lot extra throughout the night.
7:45 - YES. YES. This is the perfect reaction to Eve. One that I’m sure a lot of fans can relate to. Yes - we hate the fact that Eve manipulated her way into Jessica and Malcolm’s lives. We hate that she broke both of their hearts. However, we sympathize with her brutally dark childhood and the loss of her sister. You can hate someone’s actions without hating the person as a whole. AND RIGHT HERE you can see that duality on Jessica’s face.
8:08 - At least Malcolm isn’t lying to Jessica? But dang. He looks so guilty about telling his Mom that he’s planning on visiting Martin. Probably because he knows Jessica will worry about the meeting, Malcolm’s mental health, and all other potential fallouts of Malcolm’s “plan”.
9:15 - Look at Malcolm here. He’s staring at Eve with a mixture of fear and concern. For once - he’s not focused on Martin. Malcolm’s concern for Eve and Eve’s pain is overpowering the discomfort and anxiety that Malcolm experiences when he sees his father.
9:20 - “You’re prettier than I imagined.” Ugh. Go to hell Martin. Malcolm looks so freaking ashamed to be Martin’s son right here. Look at his sad little face. :(
9:38 - What a toxic parent. He’s a serial killer and he’s still trying to make his ex-wife seem like the bad parent. Martin needs therapy.
9:45 - Holy hell. Malcolm looks terrified…..actually Martin looks a little scared too.
9:52 - I love this. Malcolm is so afraid of what Martin might do to Eve that he jumps over that red line. Also - take a second to notice how Malcolm grabs Eve. It’s not intimate. Definitely not the way you’d grab a significant other or a close friend. His hands aren’t touching her. He has his hands clasped around each other and his arms wrapped around Eve’s shoulders. This is a very gentlemanly way to grab a lady - even in a panicked, dangerous situation when he’s probably acting on sheer instinct and fear. Malcolm’s not thinking of where his hands are positioned. This is how he reaches for her instinctively and I respect it.
10:05 - Malcolm looks so scared here. Eve slapping Martin was definitely not part of the plan. Eve is improvising.
10:40 - Again. Check out the way Malcolm grabs Eve’s shoulder. It’s not the way you’d put your hand on a significant other’s shoulder. They are not dating here.
10:43 - Look at Martin’s face. It’s twisting in disgust. Is he actually feeling guilt for being a terrible father? I thought psychopaths couldn’t feel remorse? Maybe he’s just disgusted that his son is in a relationship with a woman who would have the nerve to insult Martin to his face?
10:50 - “I’ve told you all I can.” Martin’s eyes show fear in this moment. After watching 1x19 - I see why.
11:09 - The way that Martin shouts “Malcolm” is haunting. You can see it upsets Malcolm too by the way he grips his head. I wonder if Martin used that tone of voice with Malcolm as a child? Martin supposedly acted like a perfect father but what if Martin was verbally abusive to Malcolm when they were home alone together? Maybe this is how he conditioned Malcolm - like with that “Boy!” in 1x14, right before Malcolm stabs Martin. What if he drugged Malcolm to make him forget then too? Is that why Malcolm looks like he’s having a traumatic response to his name being called in that tone?
11:16 - Malcolm is impressed by Eve but also a little scared of Eve. Her performance was alarming to him. He didn’t expect her to be that angry.
12:04 - Edrisa is a national treasure. “I disagreed” bahahahaha. OMG. Even Gil looks amused at this one.
13:15 - “To maintain a comfortable lifestyle”. Seriously - do the writers want me to suspect Endicott? I seriously pinned it on him the whole time I watched this episode for the first time. Now I know better - but he’s still a sleaze bucket who has killed people.
13:34 - I love how no one on the team is buying Malcolm’s “my rich Mom took me to watch ballet as a kid” act. They know there’s more to it than that. They know Malcolm well enough to know when he’s lying.
13:40 - Gil is like “I’ve known you since you were 10. Jessica did not take you to the ballet for as long as I’ve known you. I would’ve heard about it.”
14:05 - I wish Malcolm always looked that happy when he declines one of Martin’s calls.
14:26 - This is seriously disconcerting. This is the most sincere and serious behaviour that we’ve ever seen from Martin. Martin is scared. Now that I’ve seen 1x19, I understand it. He’s afraid for himself. Of what Endicott may do to him if this gets out. I still can’t quite figure out if Martin actually cares about what happens to Ainsley, Malcolm, and Jessica though. I don’t think he’s capable. I hope I’m wrong.
14:32 - Soooo Mr. David doesn’t know about this. That makes sense. Did Mr. David see Martin get slapped? Are these phone calls recorded? Is that why Mr. David gives Martin that look? To remind Martin to keep quiet about the slap because it could cause Mr. David to lose his job? Are they friends? Ugh. This relationship is so fascinating to me.
15:33 - Look at Gil. He does not like the catty attitude of these ballet dancers.
15:45 - OMG. JT looks like he’s watching reality TV. He’s amused, a little confused, a lot shocked, and he can’t look away.
16:00 - I don’t like this Joesph dude - because he’s a jerk. BUT he has a point. These ballerinas seems very unstable. In the emotional sense.
16:12 - Dang. This is brutal. I didn’t like the way this girl was acting - but no one deserves this.  
16:53 - “I’m right here. I’m right here.” UGH. Gil saying this is so freaking sweet. All I can imagine is Gil saying that to Malcolm as a kid when Mal wakes up from a nightmare. <3 Ugh. The thought is warming my cold, dead heart.
17:15 - It’s a little concerning that Malcolm looks so excited about being in the same building as an active killer. ALTHOUGH - he regularly visits his serial killer father. Maybe he’s so used to being afraid of killers that he doesn’t even register it anymore? He’s so focused on solving the case that his own safety doesn’t even register as a concern?
17:23 - Papa!Gil is angry. I’m picturing him giving Malcolm a lecture in this tone of voice after Malcolm did something stupid when he was a teenager.
18:00 - Malcolm is having the time of his life. Look at this boy go. He has a group of suspects to profile and they’re all standing right in front of him. Life can’t get much better.
19:30 - Yep. This dude is a jerk. Also - Malcolm looks tiny next him. How tall is that dude? I know Tom Payne is short but damn.
19:36 - Question: why wasn’t Fiona in this group that was initially being profiled? Was she not in the building?
19:55 - Look at this. Jessica totally wants to talk to Martin. She is so pleased that she finally has something to rub in Martin’s face to make him jealous/angry. Also - can we all just appreciate how Jessica picks up the phone?!? When she’s addressing Mr. David?!? hahahaha comedic GOLD.
20:12 - Martin is losing his marbles. He really is an attention whore. Dang.
20:18 - “Martin stop being a helicopter parent.” - Yo. Jessica, I love you but you are a hypocrite.
20:30 - And this was the moment that Jessica forgave Eve for betraying her and Malcolm. Hahaha look at how absolutely delighted Jessica looks when she finds out that Eve struck Martin. hahaha
20:35 - Look at the way Martin glances over at Mr. David as he asks Jessica if she’s paying attention to him. It’s as though he’s reigning himself in because he knows Mr. David will hang up the phone and leave the cell if Martin loses it. Martin is so desperate for attention that he’ll take a bad phone call with his ex-wife over being alone in his cell. I almost feel bad for him. Almost.
20:43 - Huh. Do you think Gil saw that photo? How do you think our jealous cop reacted?
21:03 - Ok. So, in this scene Martin is chained to the wall. He’s talking on the phone. Mr. David is in the room. NO one else. WHAT ARE THE PARAMETERS REGARDING WHEN MARTIN GETS CHAINED TO THE WALL?!?!? There have been so many scenes when Martin is not chained to the wall and he’s alone with Mr. David. I have so many questions about how this works.
21:06 - Martin’s toddler-esque hissy fit is freaking hilarious. This dude is unstable.
21:24 - Martin’s flashbacks have to be true. Right? So we can all say with 100% certainty that he took Malcolm to the cabin and held a girl (Sophie) in the cabin.
21:43 - Poor Mr. David. :( He looks so done with Martin’s nonsense. Why doesn’t Mr. David quit? He could easily get a position guarding a less insane prisoner. He’s been with Martin for 20ish years. At this point he’s either a) friends with Martin, b) developed some sort of twisted Stockholm Syndrome, c) working for Endicott, or d) getting paid a lot of money.
22:34 - Fiona is a nasty Queen B and I’m annoyed that Gil can’t arrest her on principle.
23:25 - “He upset some very powerful people. They made his escape from Cuba possible.” ….Soooo Endicott is definitely a shady dude. I still think he had something to do with Javier’s death.
23:40 - “Jessica’s friend?” - Dang. Gil, you’re jealousy is showing. <3 hahaha also he looks so freaking unsurprised. Gil’s like “I knew he was shady. I KNEW IT!!” And I find it really interesting that he refers to Jessica by her first name in front of Malcolm. Usually, he’ll say “your mother” or “your mom”. This indicates that Gil currently feels personally involved in Jessica’s life. This is a situation that is affecting him as opposed to Malcolm so he’s referring to her as “Jessica” instead of “your mother”.
24:02 - OMG. Gil, please stop being so obviously jealous of a woman in front of her son. Her son is a profiler. He can see through you and you’re probably making him uncomfortable (look at the way Malcolm looks down and smirks after Gil does this he knows). Regardless, this is the single funniest thing Gil has ever done on this show.
24:15 - Are Endicott and Gil really having a weird, not-so-subtle “guy-off” over Jessica while talking about the investigation?!? Malcolm looks hella awkward. He’s like “Fake-Dad vs. suspect/Mom’s crush. What do I do?”
24:43 - ENDICOTT DO NOT PRETEND THAT YOU DIDN’T KNOW MALCOLM WAS HER SON. Your shady ass has totally been keeping tabs on her whole family for the past 20 years.
24:50 - DANG. Check out that look that Jessica gives Malcolm. It’s like “Do not embarrass me in front of Nicholas. Do not tell your sister what you’ve seen. Do not discuss what you just witnessed with me. Ever. This did not happen.”
24:54 - Gil, buddy, I love you but looking at your watch is super obvious. Please reign it in. Your jealousy, while hilarious, it not attractive to a woman.
25:09 - I feel so bad for Malcolm throughout this whole scene. He’s clearly still interested in solving the case but he has this confused, slightly disturbed look on his face as he watches the whole love triangle fight go down.
26:06 - Once again, the whole “guessing JT’s name” is my favourite running gag on this show. Look. Even JT is into it now. He used to be super annoyed by it. This is how much JT and Malcolm’s friendship has grown. I’m so proud of these losers.
26:20 - OMG. hahaha “Posion.” Is Gil considering poisoning Endicott because he’s really that jealous?!!? I doubt it. More likely - Gil is suspecting Endicott of killing Javier. HOWEVER, I also think that this is a very subtle hint by the writers that Endicott is going to poison Gil in the season finale. I DO NOT WANT TO BE RIGHT - but I have a horrible dread that I will be.
27:00 - Seriously? Martin gets an iPod too? Is he really a prisoner?!? This dude lives better than me.
27:30 - So Martin is mad at Malcolm here. “Kids.” Huh. So did he actually try to kill Malcolm that night? Or did he chicken out when he got up to the cabin?
28:13 - HOW THE HELL DID MARTIN GET EVE’S PHONE NUMBER?!? Magic? Does he get internet access? A phone book? He has Mr. David find it for him?
28:25 - Check out Malcolm’s face. He looks longingly and sad as he stares at the ballerinas. He stares at them with respect too - not lust. He really likes ballet. <3
29:00 - Is Malcolm projecting here. “You took a chance on him when no one else would.” Did he quit dance because of how people treated him after Martin was arrested? Does Malcolm identify with Javier?
29:10 - Listen to how Fiona praises Javier’s work ethic. It almost feels like she’s talking about Malcolm. Of course, she isn’t, she doesn’t know Malcolm. BUT the writers know Malcolm. Is this a subtle hint that Malcolm is not a killer? That he’s incapable of being a killer? I mean - they even go so far as to have Fiona say that something about Javier’s performance was off - not his work performance but his personal performance. Is that a reference to Malcolm’s deteriorating mental health? Maybe I’m reading way to much into this…
31:14 - Does Malcolm even know he’s projecting here?! I don’t think he does. Gil sees it though. Damn. I’m surprised he didn’t challenge Malcolm on it. Or hug him. Ugh. My heart is broken.
33:05 - Is Malcolm so shocked that he doesn’t move? Or is this just Malcolm’s passive suicidality at work here? Watch Gil tackle him to the ground though. <3 I’m in love. This is the father Malcolm deserves.
33:36 - hahaha look at Malcolm’s precious little ballet jump. Gil sees it too. Gil is like “Wtf? This kid totally did ballet at some point. How did I not know about it?”
35:15 - Look at how freaking proud Gil is of Malcolm. Gil - a man who likes classic cars, has sports trophies in his office, and drinks fancy liquor. Gil is, in a lot of ways, stereotypically male. He finds out that his dorky pseudo-son did something as stereotypically feminine as dancing ballet (and enjoyed it) and Gil doesn’t bat an eye. He doesn’t get mad. He doesn’t tease Malcolm. He just looks at him with pride. We need more men like Gil in this world.
37:00 - Anyone else extremely upset by the idea that Martin put his son to bed like a Good Dad before going downstairs with the intent to murder a woman?
38:25 - I feel really bad for Sophie. :(
39:20 - Soooo is Sophie still alive? Or did Endicott have her hunted down and killed?
40:29 - This isn’t the first time in this series that Martin has bashed Jessica’s parenting skills. Or the first time he’s hinted that Jessica did something bad to the children. Given Jessica’s behaviour toward Ainsley and Malcolm - I doubt it. That woman adores her children. However, she does have a drinking problem and I’m starting to wonder what Martin thinks makes Jessica so bad. Is it simply because she divorced him? Or that she kept the children from him? Or is it something more?
40:50 - Well at least Malcolm knows Martin has been gaslighting him. :(
41:06 - Soooo Mr. David totally heard that conversation. Makes you wonder if Mr. David is working for Endicott. The things that Mr. David knows…
41:50 - So Eve definitely broke up with him here. Again? Honestly - I have no idea when these two were actually together.
43:21 - I do not like that monster inside the Whitly house. No no no no.
Well. Thanks for hanging out Prodigies. See you next time.
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lefthanded-sans · 7 years
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I was wondering.... what are your headcanons for the ages of Sans, Papyrus, Undyne, Alphys, Asgore, Toriel, Frisk, Chara, Asriel and MTT?
Ooh, this is a very fun topic! In one of my fanfictions that I still haven’t posted online, I tried to do some timeline reconstruction and came up with dates. Not all the dates were 100% what I feel like would happen in Undertale (certain plot events needed to happen at certain times, so I aged Alphys up to 32), so I’ll tweak them for the purpose of being close to what I feel might decently align with UT canon:
1981 Sans born1986 Alphys born (a little early, but that was to fit with my fic’s events)1991 Undyne born1995 Papyrus born1998 Sans starts college2002 Sans starts PhD2007 Sans earns PhD2010 Gaster dies2012 Alphys “makes” Mettaton2013 Papyrus graduates high school2013 Alphys becomes Royal Scientist2015 Frisk arrives
By these dates, I have Sans at 34, Alphys at 29, Undyne at 24, and Papyrus at 19. Yes, thirteen and a half year age gap between Skelebros - will explain below. Not mentioned in your question, but if you’re curious, I had Gaster die at 54 in my fic.
Papyrus: 17-22 (broadly); prefer 19.5
I believe that Papyrus is a young adult, but only just a young adult. Papyrus has an energetic eagerness that belies youth, and arguably seems less knowledgeable about day-to-day living… but at the same time, he is old enough to be a candidate for the monarch position in the Neutral Ending.
Papyrus’ age is often talked about in reference to his online username, coolskeleton95, which as some have theorized gives his birthdate as 1995 (0r 2095, I suppose, if you hold to UT-in-the-future theories). Undertale was released in 2015, and although the game’s calendars refer to dates as 201X, the point still stands that 201X means that the game is supposed to hit at the present time as you are most likely playing the game. So that means somewhere around 2015 is a great date to “estimate” how old Papyrus is, in which case, he’s nineteen or twenty in the game. Arguably, you could drop his age even lower because Undertale was in development for several years, so technically Undertale could take place before 2015. That’s why I’m giving the broader “okay” range of 17-22. But I like nineteen and a half best.
It’s to note that Papyrus’ personality suggests that he is fairly youthful. It’s not just that he seems to be eager and, depending on your interpretation of his character, naive. His personality also seems to meld with the psychological profile of a teenager. Papyrus is psychologically struggling in the areas that lots of teenagers undergo: the desire to fit in, be popular, do what’s cool, be liked by everyone, and have enjoyable social interactions with others. From my experience (as someone who is 24), by the time an individual reaches their mid-20s, they don’t care that much about being “cool” or being loved by everyone in a popularity contest. I and most of my friends are pretty chill with just being ourselves even if that means not everyone likes us - who cares? So Papyrus’ social-oriented attitude (and simultaneous little personal knowledge of what it’s like to date) could also psychologically suggest a younger age.
The last thing that always screams “Papyrus is YOUNG” is the fact that he does not seem to be making money. He might not even have a paid job - his haphazard, poorly-constructed sentry station is at odds with the other sentry stations. Most of the sentry stations are standard, constructed the same way, as we would expect from the position. A sentry with a real job would be equipped with the materials they need to do a job, not be building their own station. They’re sentries, not construction workers. Undyne training Papyrus to fight but also giving him cooking lessons is also a means for which Undyne can give Papyrus an occupation… if he can learn to cook, she hopes, he can pursue a career there. This means that this guy probably does not have much occupational experience, and, again, might not even have an actual job.
The point about him not really having a job, or at least not much job experience, is solidified with the brothers’ housing situation. Papyrus and Sans live together, but Sans is the one who pays house rent. Usually in two-adult roommate situations, you split the bill 50/50. You are both adults, you’re both capable of taking care of yourselves, you’re both capable of working and making money, ergo, you should both be paying your fair share of the rent. But that’s not what is happening with Papyrus, suggesting that he is or until recently has been a dependent to Sans. And since it’s likely Papyrus and Sans have been living in the Snowdin residency for several years (no boxes, moved-in feel, etc.), Papyrus likely has been partially raised by older, adult Sans.
So… let’s get to Sans.
Sans: Mid-30s (ex: 34)
I love myself an older Sans, and I have my reasons for it, too. I prefer an age gap between the Skelebros of about 11-14 years. At least give it a decade. I know that many people place the brothers’ ages closer together, but I feel as though it makes more sense for Sans to be quite a bit older.
I believe there is evidence suggesting Sans has advanced scientific knowledge and training. In the Genocide Route when he talks about how “our reports showed a massive anomaly in the time-space continuum.” That’s pretty large vocabulary comfortably stated, demonstrating a familiarity with scientific research. This type of scientific research, in fact, involves something almost along the lines of the Many-worlds interpretation of quantum mechanics. After all, according to Undertale, we are given discussion about multiple timelines existing (see Alphys’ comment about studying how multiple timelines exist); in fact, that’s the very thing that the SAVE function does. It allows Frisk to hop between different timelines, where new timelines are created based upon Frisk’s choices. Studying massive anomalies in the time-space continuum is looking at, basically, quantum physics. Oh, and there’s a quantum physics book in the Skelebro’s household. Let’s not forget that.
So if Sans has expert knowledge of quantum physics - and I think there is decent evidence that can suggest he does (I’m not going through all of it now) - then he likely had to be formally educated on the topic. We know that the Underground has at least one graduate school because Temmie wants to go to graduate school. Calling Alphys and Gaster “doctors” suggests they have PhDs in some scientific field. For Sans to be working on a research project about massive anomalies in the time-space continuum, it seems he should probably have an advanced degree in it. Sans could have a PhD.
This already puts Sans above the young 20s range. Most people get their undergraduate in four years and their PhD in minimally five. Nine or more years of schooling means that, at youngest, Sans would be in his late twenties by the time he got his graduate degree in physics. But we also know that Sans had a past where he worked with some official team, moved to Snowdin, became a sentry, and earned an impressive amount of income somewhere along the timeline, so we have to put several years into that at least. By the time we get to all of Sans’ suggested life events, he’s easily fallen into his thirties. Probably mid-thirties.
This also helps make sense about Sans paying all the rent. He has, at least for part of their lives, seemed to be raising Papyrus, given as Papyrus is almost - when Frisk meets him - a dependent. We don’t know how long Sans and Papyrus have lived in Snowdin, but even if it’s been a decent several years, that’s enough age gap for an older brother with a past scientific background to be able to care for a baby brother growing into adulthood.
I am very hardcore on the idea of a large age gap between the Skelebros.
Undyne: 23/24
Undyne’s online username, strongfish91, has also been used as evidence for her age. Again going with my 2015 date, that puts Undyne in her mid-20s, which I do think is in the ballpark given her temperament. Although this would make her young for being the Captain of the Royal Guard, she’s still an old enough age to make responsible decisions… while also being young enough to be emotional and impulsive, as we see her so be. We know that Undyne met Asgore as a child… so this means that she could easily have a decade of fighting experience beneath her, enough for her to be talented enough… and to climb the ranks… to her current position.
Undyne and Papyrus being close ages also makes sense given how well they get along. Although Undyne is older than Papyrus - old enough to have job experience, skills, her own home, and perhaps a little more responsibility - they’re not so far apart in age that they can’t get along splendidly.
Last, Undyne in her mid-20s makes decent sense from a romantic standpoint. A bachelorette in her mid-20s being interested in a relationship is the ballpark age for a dater in our current society. The fact that she seems to be crushing on Alphys might be something typical of younger individuals - usually her actions I’d pin to a teenager in this area - but I suppose I still do know people in their twenties who get flighty and cumbersome with a crush. This is especially true of individuals who don’t have as much romantic experience in the past, and I think that, given how awkward Undyne is about her crush on Alphys, that she isn’t very romantically experienced. It’s feasible for Undyne to be in this age range and acting as she does to Alphys… or, at least, it’s not too completely odd to imagine.
Alphys: 28-30 (prefer 29)
She is Doctor Alphys, which again suggests a PhD. This implies to me that Alphys is older than Undyne… Alphys would need the years to get that PhD, after all. She’s also suggested to be older than the youthful Bratty and Catty, who call her a “big sister.” 
At the same time, we get a sense that Alphys is still young and relatively inexperienced in some areas. For instance, her research in the True Lab demonstrates scary scientific methodology breaches that I would hope a more secure and level-headed scientist wouldn’t ever commit. Asgore took a long time to pick a Royal Scientist replacement, suggesting that Alphys wasn’t a well-known… so she could be an up-and-coming scientist, placing her only a few years out from her PhD at most. Her interests and online rants about Mew Mew Kissy Cutie are also something that might put her into a somewhat younger level. 
So late twenties for me is that good, ballpark range. She’s old enough to have received her doctorate, but not so old that she’s confident in her scientific research as the Royal Scientist. She’s old enough to be Bratty and Catty’s “big sister,” but not so old to sound “out of place” in youthful online conversations and rants. And having Alphys be five years or so older than Undyne is not a bad age gap for the couple.
Asgore and Toriel: ????????
Boss Monsters can live a long time based upon how they age. Some people have tried analyzing the armor and architecture the monsters have in their underground which could pinpoint what time period they were first trapped underground. But even those sorts of estimates don’t let us know how old Asgore and Toriel were at that time; for all we know, these two could have been living centuries before the war against humans, too. There’s no way to tell how old they are, and I have no strong headcanon inclinations about their ages.
I don’t like to make them too old, though. Thousand-year-old Asgore feels slightly odd to me personally, even though I admit it’s a possibility.
Asriel/Chara/Frisk: 9-11
I don’t have much experience with children, but I do feel as though Asriel, Chara, and Frisk are all on the young side. They have to be pretty young to be as small as they are. They’re not full-grown. And sometimes they seem not to think things through like older individuals would. For instance, Frisk being willing to kill monsters also might suggest that the kid is too young to fully understand what is happening. All this makes me feel very strongly the kids cannot be teenagers. 
But, at the same time, these three children have to be old enough to understand some pretty dark concepts. Asriel and Chara choose to sacrifice themselves for the war cause - that’s something that a six-year-old isn’t going to plan and do. Frisk seems to be the same age as Asriel, and Frisk also shows some understanding of some adult things like flirting… so, again, not six.
A compromise between Frisk’s potential inability to feel full regret at killing monsters and Frisk being able to comprehend there is a war going on might place the kid somewhere between nine and eleven. We miiiiiiiight want to inch to eleven… Chara seemed to hate humanity, a bitterness that usually comes up when you’re slightly older (as versus when you’re younger, where you might be grumpy or sad or upset). And killing yourself for monsters also seems much more like a slightly older kid than a nine year old thing to do. So… while I personally would like Frisk to be eight, I think it’s more logical to say it’s around eleven for these children.
We can also try to do height analyses, but that gets sketchy fairly quickly. Undertale height calculations have a lot of variables and widely divergent estimates.
Mettaton: Mid-20s
We have no idea how long ghosts can live. Mettaton’s personality suggests an adult - he’s rather seductive, after all - and while becoming a robot might throw a huge wrench into usual psychology patterns, he acts as though he is in the prime of his life. Mettaton and Napstablook also both seem to act young, and act as though they are about the same age as one another. So, I would say this ghost-inhabiting-a-robot is fairly young.
As far as how long Mettaton’s soul has been with the robot… it has to be several years. Mettaton has not only established a fanbase, but also has a huge corporation with many products, too. Usually I want to headcanon two years as a robot, but given as there are so many Mettaton products out there - and even an entire resort - maybe that means we have to bump the age a little up. Say, five years. That might slightly clash with my Alphys age estimate though, if you think about timeline, but it’s not impossible. You can work the numbers and make it… well… work.
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