Im having trouble advancing "The Headmasters Pet" I need to convince the school board to let me make girls strip down to their underwear but I dont even have the option. Literally every quest is advanced as far as it can except for "Maid for Pleasure" because I cant seem to enlist the nurse either. Can anyone help?
go to the replay menu and press the "dont press" button a few times. itll bring you to a menu where you can click a link to a full walkthrough of the game
How do I transfer my save from one windows download to the other?
Did you install the game twice on same computer or what?
The save files should be in the folder where you installed the game, in game\saves. Copy the directory with its contents to the other installation directory.
How do I 'enlist Nurse Kate' to help me with Lucy's questline? I have no idea, I've tried going to her but there's no options for any kind of conversation.
I need 11 influences to change the school regulation at FridayBoard to proceed students' quests, but to get the 11th influence, I must finished those students' quests first? All the hints are of no help and now I'm completely stuck at 10 Influences
Most of the people who end up with 10 influence do so because they took the easy way out and only got 1 point from Wilson. I haven't tried to progress that way, so not sure how that if it can be done in the recent update (I am not sure if the staff training with Debbie unlocks in Chapter 1 or not) but you can check out the walk-through, it is very detailed.
The content you get from tricking Wilson and hiring Candy (in addition to 2 influence points instead of 1) is worth playing.
I'm having trouble launching the game. It's my first time playing this game, but I'm incapable of playing it because whenever I launch it the game crashes, I'm in Android.
The game consistently crashes on the current version if you scroll during a punishment in the office. I keep forgetting and have lost a lot of progress twice because of this, but luckily had saved right before it the third time when I realized that's what causes the crash.
The game structure is well tought and with inpruvement on those spesific day and time event, just a little bit more permissive, and this game will tuch the sky
At last, the name of this visual novel came rushing back to me! And let me tell you, it’s an absolute gem. While I adore the popular mainstream VNs, there’s something special about this one that often goes unnoticed. Flawless execution, smooth gameplay, and a delightful mix of characters—it’s like a hidden treasure waiting to be discovered. To the creators: you’ve crafted something truly remarkable, and I hope it receives the recognition it deserves!
Chapter 2 starts when the headmaster passed the rule allowing him to spank the girls himself. Follow the main quests and Ruth's quest. Make sure you have read the notes in the recycle bin of the headmaster's computer.
Guys, need help, i don't have chastity underwear so i cannot continue the game, it's all about amy now but i cannot lvl her up, so i'm stack, is this a bug that i don't have item in shop or what, does some1 know?
You can purchase the underwear in the clothing section of the online shopping in you office. You receive them next day, then need to punish Amy to give them to her.
I don't have the underwear in the clothing section of the online shopping in my office, that's the issue, mb some1 know how to add it by some file to game folder or smth, idk.
It will add itself to the list to buy once all other criteria is met. check your task list for Amy (spanking connoisseur). you may need to advance Debbie's story first.
I cannot advance Debbie's story cause for that i need to advance the main quest "Many Hands For Many Bottoms" and for that i need to advance Amy's quest " The Spanking connoisseur" and "Teaching Miss Potts"(for this i also need Amy). I'm on 9 step for Amy's quest and it says: "Catch Amy misbehaving and sentence her to private punishment", i cannot cath like for more than 50+ days, all i can is to see her at class without her tie and then punich for that but i cannot lvl up her here, i read the hint at right top corner and it says: pass the rule allowing you to punish her yourself(i can do this) and purchase the chastity underwear from the online store(that i don't have there). Then wait for her to be late for class again( i quess she's not gonna be late till i buy that underwear).
I like this game, but not because of the gameplay, nor the story, nor the girls. No. I like this game because of its deeper philosophical ideas about morality, scientific research and humanity.
Initially, the player is thrown into this absurd and almost comical situation, where the headmaster’s techniques seem absurd and quite insane. However, as the game progresses, the player gains further insight into his techniques and begins to wonder if, in reality, it is really as insane as we first thought. Although the headmaster’s punishments—pleasure, pain and humiliation—are quite morally questionable, they seem to exhibit quite remarkable results when applied properly (in the universe of the game at least), which makes the player question the contrast of morality versus necessity. In urgent times, is it permissible to disregard moral principles and resort to extreme measures to avert a crisis? When is it acceptable to set aside ethical considerations for the greater good? At what point does something which we consider to be torture become justified if it promises to prevent a greater harm?
Later in the game, the headmaster seems to realize the immorality of his actions and begins to rethink his actions. However, there is a dialogue option here which the player can choose to reassert his belief that his actions are the only way to prevent the imminent disaster of a malformed education system. This shows that, at this point, the headmaster does not consciously feel remorse for his actions, although he realizes the unethical nature of his practices. He feels that this is for the good of the girls, that he is creating a short term problem, to solve a long term crisis. In fact, here, the headmaster has done nothing wrong, he is merely following the steps of the scientific process (Observation: The education system is failing. Research: Testing various forms of punishment. Hypothesis: Balancing pain, humiliation, and pleasure causes the best results. Test: Testing at previous schools. Analysis and conclusion: The hypothesis holds.). The real immoral party who is acting solely for their own gain is the owners of the school. This underscores that some individuals often fund and promote scientific research not for the advancement of humanity or the pursuit of knowledge, but for their own vested interests. In the real world, these vested interests and the potential for affluent individuals to manipulate and be the sole supporter of some very important fields causes a dilemma for the researcher: Do they carry on their research knowing that it is being abused by these individuals, or forgo the wishes of these immoral funders and be unable to continue their research?
Last, there is Ruth, a character which embodies the headmaster’s unconscious self, reminding him of the immoral nature of his research. He promptly chooses to ignore these ideas, as he himself is even blinded by the pursuit of the end goal, and not the immediate moral ramifications of his actions. Perchance the existence of Ruth as a character completes this contrast between morality and necessity. The headmaster directly represents scientific research which disregards moral and ethical boundaries, Ruth is juxtaposed against this idea and is an antithesis of the character of the headmaster, promoting excessive morality while sacrificing scientific progression, and possibly causing a major problem in the future. Thus the parallelism of the two highlights the two extremes of the moral spectrum, from the utilitarian ideal, to the overly self righteous.
Through the comedy of the game, exaggerated nature, and by hiding deep philosophical ideas under a highly unlikely premise and backstory, “The Headmaster” is a well crafted masterpiece which delves into the ideas and contrasts of ethics versus rationality, and the very real abuse of scientific research by selfish individuals. The creators, by highlighting both extremes, excessive morality, and a complete disregard for morality, demonstrate that both are unsustainable long term solutions to real world problems, and that a balance needs to be struck in order to address the urgency of societal problems, whilst ensuring moral guidelines are adhered to.
Written with love at 3am by a high mofo. (I could go on and on, but me tired)
Given the previous response, it is certainly not my place to argue, and I think this is an excellent take (I mean, if I am the villain, so be it, right?) but the division between Mycock's backers (the plot, and the patrons) is real. The girls actually benefiting is real, too, if one takes into account the target audience. World at large? Maybe not. Women that like being spanked? A lot of the defining characteristics for each of the girls in the game are there, even if reversed (as Rachel).
something im looking forward to is maybe working on the relationship of the cook and her daughter. maybe making her stronger and making her make her mom call her mistress or something. hahahah turn the tables.
For those who cannot play on Android due to the joiplay problem, I solved it by installing an older version of joiplay and with the most updated renpy plugin, try different versions of both joiplay and the renpy plugin
thanks! also i see that in the replay menu, there is a scene which can be unlocked by visit the nurse, but i don't know when to visit. everytime i go to see her she would always check on the students or she's not there. can you tell me when should i visit?
I bought the sience equippment for the one teacher so I could progress but everytime I tried to buy it,it would take my money and not gave me the science equippment
So I seem to be stuck with no possible way to progress really. I've been stuck at 10 influence for a long while, and none of the hints to progress influence help.
The hints are: School Board - punishment oversight Miss Newman - advanced techniques Miss Potts - settle / tender / strict.
I'm stuck at needing to advance priti and rachel's quests, but that I cannot do until I have 11 influence. What do?
Most of the people who end up with 10 influence do so because they took the easy way out and only got 1 point from Wilson. I haven't tried to progress that way, so not sure how that would work in the recent update (I am not sure if the staff training with Debbie unlocks in Chapter 1 or not) but you can check out the walk-through, it is very detailed.
The content you get from tricking Wilson (in addition to 2 influence points instead of 1) is worth playing.
Just an educated guess... Do you have an older version of windows? Some older versions have a file size limitation of 4.7GB.
Another possible cause is if you are saving the file to a FAT formatted drive (often USB drives use this.) A NTFS formatted drive should allow for a larger file.
Linux and Mac would also have the same problems with FAT drives. ext3/4 drives on linux would be fine. (I'm not sure of the specifics on Mac)
Usually checking the properties of a drive will tell you what format (FAT/NTFS/Ext4/others) exists on that drive.
← Return to game
Comments
Log in with itch.io to leave a comment.
I'm stuck on Rachel's quest number 12 and I can't continue. What the description says doesn't work.
Pay attention to wording and order given at the start of it. I had to try a couple of them a few times before they progressed
and it really worked, thanks good luck to you
When will you release the mobile version?
Im having trouble advancing "The Headmasters Pet" I need to convince the school board to let me make girls strip down to their underwear but I dont even have the option. Literally every quest is advanced as far as it can except for "Maid for Pleasure" because I cant seem to enlist the nurse either. Can anyone help?
nvm found the full walkthroug
where ?
go to the replay menu and press the "dont press" button a few times. itll bring you to a menu where you can click a link to a full walkthrough of the game
How do I transfer my save from one windows download to the other?
How do I transfer my save from one windows download to the other?
Did you install the game twice on same computer or what?
The save files should be in the folder where you installed the game, in game\saves. Copy the directory with its contents to the other installation directory.
I haven't really fully finished the game yet but i wanted to ask if there are already scenes with april? Or are there plans for her perhaps?
How do I 'enlist Nurse Kate' to help me with Lucy's questline? I have no idea, I've tried going to her but there's no options for any kind of conversation.
Thanks!
That quest step is a bit misleading. Just carry on with other storylines and she will come to you.
加强小蛇
I need 11 influences to change the school regulation at FridayBoard to proceed students' quests, but to get the 11th influence, I must finished those students' quests first? All the hints are of no help and now I'm completely stuck at 10 Influences
Most of the people who end up with 10 influence do so because they took the easy way out and only got 1 point from Wilson. I haven't tried to progress that way, so not sure how that if it can be done in the recent update (I am not sure if the staff training with Debbie unlocks in Chapter 1 or not) but you can check out the walk-through, it is very detailed.
The content you get from tricking Wilson and hiring Candy (in addition to 2 influence points instead of 1) is worth playing.
Do you finish the Ruth"s quest ? About the old headmaster ?
this game is a critique of yo momma
common man when's the next update coming
I crave it, too. But considering the time between the last 3 updates, it seems like we'll have to wait until end of this year
unlikely that long, i'd say shortly after july. and the updates have always been pretty big by comparison to other games
I'm having trouble launching the game. It's my first time playing this game, but I'm incapable of playing it because whenever I launch it the game crashes, I'm in Android.
there is no apk file so you cant play it on android
I use JoiPlay, which seems to allow and there's even a guide, but might have messed something up.
When is the next update? This games amazing
The game consistently crashes on the current version if you scroll during a punishment in the office. I keep forgetting and have lost a lot of progress twice because of this, but luckily had saved right before it the third time when I realized that's what causes the crash.
Do you have a Chinese translation for rice? I really
This game tought me bdsm, wow!
The game structure is well tought and with inpruvement on those spesific day and time event, just a little bit more permissive, and this game will tuch the sky
At last, the name of this visual novel came rushing back to me! And let me tell you, it’s an absolute gem. While I adore the popular mainstream VNs, there’s something special about this one that often goes unnoticed. Flawless execution, smooth gameplay, and a delightful mix of characters—it’s like a hidden treasure waiting to be discovered. To the creators: you’ve crafted something truly remarkable, and I hope it receives the recognition it deserves!
Found the problem, you need to disable the block downloads
how to get more then 50 discipline
Advance to chapter 2. Locked at 50 until then.
How do I know when I'm at chapter 2? Every remaining quest requires me to complete the challenge that require more than 50 discipline
Chapter 2 starts when the headmaster passed the rule allowing him to spank the girls himself. Follow the main quests and Ruth's quest. Make sure you have read the notes in the recycle bin of the headmaster's computer.
more than*
Shame there is no android version
I play on android
How?
Is only on appel not android look at the logo --"
Joyplay, I play this on android as well. you just use the windows version to play
Guys, need help, i don't have chastity underwear so i cannot continue the game, it's all about amy now but i cannot lvl her up, so i'm stack, is this a bug that i don't have item in shop or what, does some1 know?
You can purchase the underwear in the clothing section of the online shopping in you office. You receive them next day, then need to punish Amy to give them to her.
I don't have the underwear in the clothing section of the online shopping in my office, that's the issue, mb some1 know how to add it by some file to game folder or smth, idk.
It will add itself to the list to buy once all other criteria is met. check your task list for Amy (spanking connoisseur). you may need to advance Debbie's story first.
I cannot advance Debbie's story cause for that i need to advance the main quest "Many Hands For Many Bottoms" and for that i need to advance Amy's quest " The Spanking connoisseur" and "Teaching Miss Potts"(for this i also need Amy). I'm on 9 step for Amy's quest and it says: "Catch Amy misbehaving and sentence her to private punishment", i cannot cath like for more than 50+ days, all i can is to see her at class without her tie and then punich for that but i cannot lvl up her here, i read the hint at right top corner and it says: pass the rule allowing you to punish her yourself(i can do this) and purchase the chastity underwear from the online store(that i don't have there). Then wait for her to be late for class again( i quess she's not gonna be late till i buy that underwear).
nvm, i fixed it by puniching amy when it was not written lvl up and it did lvl her up...
Ahem.
I like this game, but not because of the gameplay, nor the story, nor the girls. No. I like this game because of its deeper philosophical ideas about morality, scientific research and humanity.
Initially, the player is thrown into this absurd and almost comical situation, where the headmaster’s techniques seem absurd and quite insane. However, as the game progresses, the player gains further insight into his techniques and begins to wonder if, in reality, it is really as insane as we first thought. Although the headmaster’s punishments—pleasure, pain and humiliation—are quite morally questionable, they seem to exhibit quite remarkable results when applied properly (in the universe of the game at least), which makes the player question the contrast of morality versus necessity. In urgent times, is it permissible to disregard moral principles and resort to extreme measures to avert a crisis? When is it acceptable to set aside ethical considerations for the greater good? At what point does something which we consider to be torture become justified if it promises to prevent a greater harm?
Later in the game, the headmaster seems to realize the immorality of his actions and begins to rethink his actions. However, there is a dialogue option here which the player can choose to reassert his belief that his actions are the only way to prevent the imminent disaster of a malformed education system. This shows that, at this point, the headmaster does not consciously feel remorse for his actions, although he realizes the unethical nature of his practices. He feels that this is for the good of the girls, that he is creating a short term problem, to solve a long term crisis. In fact, here, the headmaster has done nothing wrong, he is merely following the steps of the scientific process (Observation: The education system is failing. Research: Testing various forms of punishment. Hypothesis: Balancing pain, humiliation, and pleasure causes the best results. Test: Testing at previous schools. Analysis and conclusion: The hypothesis holds.). The real immoral party who is acting solely for their own gain is the owners of the school. This underscores that some individuals often fund and promote scientific research not for the advancement of humanity or the pursuit of knowledge, but for their own vested interests. In the real world, these vested interests and the potential for affluent individuals to manipulate and be the sole supporter of some very important fields causes a dilemma for the researcher: Do they carry on their research knowing that it is being abused by these individuals, or forgo the wishes of these immoral funders and be unable to continue their research?
Last, there is Ruth, a character which embodies the headmaster’s unconscious self, reminding him of the immoral nature of his research. He promptly chooses to ignore these ideas, as he himself is even blinded by the pursuit of the end goal, and not the immediate moral ramifications of his actions. Perchance the existence of Ruth as a character completes this contrast between morality and necessity. The headmaster directly represents scientific research which disregards moral and ethical boundaries, Ruth is juxtaposed against this idea and is an antithesis of the character of the headmaster, promoting excessive morality while sacrificing scientific progression, and possibly causing a major problem in the future. Thus the parallelism of the two highlights the two extremes of the moral spectrum, from the utilitarian ideal, to the overly self righteous.
Through the comedy of the game, exaggerated nature, and by hiding deep philosophical ideas under a highly unlikely premise and backstory, “The Headmaster” is a well crafted masterpiece which delves into the ideas and contrasts of ethics versus rationality, and the very real abuse of scientific research by selfish individuals. The creators, by highlighting both extremes, excessive morality, and a complete disregard for morality, demonstrate that both are unsustainable long term solutions to real world problems, and that a balance needs to be struck in order to address the urgency of societal problems, whilst ensuring moral guidelines are adhered to.
Written with love at 3am by a high mofo. (I could go on and on, but me tired)
Absolutely brilliant. I love this deep dive.
Given the previous response, it is certainly not my place to argue, and I think this is an excellent take (I mean, if I am the villain, so be it, right?) but the division between Mycock's backers (the plot, and the patrons) is real. The girls actually benefiting is real, too, if one takes into account the target audience. World at large? Maybe not. Women that like being spanked? A lot of the defining characteristics for each of the girls in the game are there, even if reversed (as Rachel).
Holy shit. I'll have what he's having.
I donated to this in 2021 and came back to dl the latest but i can't download it?
Why not? What happens instead?
Have you tried pressing the “Download now” -button?
I think it said something about forbidden access, i tried it on two different browsers.
When we getting a new update?
anyone know then next update is?
If you don't me asking, what is the character creation tool you used to make these characters?
Nah but Ruth beatin the hell outta Ms. Chang after getting drugged has gotta be the funniest most deserved sht I've ever seen
something im looking forward to is maybe working on the relationship of the cook and her daughter. maybe making her stronger and making her make her mom call her mistress or something. hahahah turn the tables.
When do we get to spank ruth?
Will there be a new update?
For those who cannot play on Android due to the joiplay problem, I solved it by installing an older version of joiplay and with the most updated renpy plugin, try different versions of both joiplay and the renpy plugin
Note: the versions I used were the 8.1.3_7.6.3_001 For the plugin and the 1.01.400 By joiplay
I hope the author teacher will open the channel of Android
Does not work with Joiplay
will pregnancy be added?
does anyone know how to get through "pride and presistent"? i'm stuck at "spy maxine at rachel's room". also how to get the locker incident to happen
Give Rachel a private punishment in your office, then spy on her room the same night.
thanks! also i see that in the replay menu, there is a scene which can be unlocked by visit the nurse, but i don't know when to visit. everytime i go to see her she would always check on the students or she's not there. can you tell me when should i visit?
I bought the sience equippment for the one teacher so I could progress but everytime I tried to buy it,it would take my money and not gave me the science equippment
Scroll down. Don't be That Guy (it works fine).
Big bug ... :/
I'm sorry, but an uncaught exception occurred.
While running game code:
KeyError: 'htc'
-- Full Traceback ------------------------------------------------------------
Full traceback:
File "monday.rpyc", line 5106, in script call
File "monday.rpyc", line 370, in script call
File "monday.rpyc", line 1163, in script call
File "monday.rpyc", line 1712, in script call
File "monday.rpyc", line 5106, in script call
File "monday.rpyc", line 5297, in script call
File "monday.rpyc", line 5106, in script call
File "monday.rpyc", line 370, in script call
File "monday.rpyc", line 5106, in script call
File "monday.rpyc", line 5297, in script call
File "monday.rpyc", line 2013, in script call
File "monday.rpyc", line 2359, in script call
File "monday.rpyc", line 2599, in script call
File "monday.rpyc", line 4623, in script call
File "monday.rpyc", line 4758, in script call
File "monday.rpyc", line 370, in script call
File "monday.rpyc", line 1163, in script call
File "monday.rpyc", line 1163, in script call
File "monday.rpyc", line 1163, in script call
File "monday.rpyc", line 2013, in script call
File "monday.rpyc", line 2013, in script call
File "monday.rpyc", line 2359, in script call
File "monday.rpyc", line 2917, in script call
File "monday.rpyc", line 3714, in script call
File "monday.rpyc", line 4242, in script call
File "monday.rpyc", line 4623, in script call
File "monday.rpyc", line 7, in script call
File "monday.rpyc", line 370, in script call
File "monday.rpyc", line 4623, in script call
File "monday.rpyc", line 5106, in script call
File "monday.rpyc", line 2013, in script call
File "monday.rpyc", line 4069, in script call
File "monday.rpyc", line 4623, in script call
File "monday.rpyc", line 5106, in script call
File "monday.rpyc", line 1163, in script call
File "monday.rpyc", line 1163, in script call
File "monday.rpyc", line 2013, in script call
File "monday.rpyc", line 2917, in script call
File "monday.rpyc", line 4623, in script call
File "monday.rpyc", line 5106, in script call
File "monday.rpyc", line 370, in script call
File "monday.rpyc", line 1163, in script call
File "monday.rpyc", line 3714, in script call
File "monday.rpyc", line 4623, in script call
File "monday.rpyc", line 1163, in script call
File "monday.rpyc", line 1163, in script call
File "monday.rpyc", line 2013, in script call
File "monday.rpyc", line 5106, in script call
File "monday.rpyc", line 3714, in script call
File "monday.rpyc", line 315, in script call
File "monday.rpyc", line 2013, in script call
File "monday.rpyc", line 2917, in script call
File "monday.rpyc", line 5297, in script call
File "monday.rpyc", line 370, in script call
File "monday.rpyc", line 370, in script call
File "monday.rpyc", line 2917, in script call
File "tl/French/fundraiser.rpyc", line 2937, in script
File "C:\Users\Magii\Desktop\TheHeadmaster-0.15.3public-pc\renpy\ast.py", line 930, in execute
renpy.exports.say(who, what, *args, **kwargs)
File "C:\Users\Magii\Desktop\TheHeadmaster-0.15.3public-pc\renpy\exports.py", line 1473, in say
who(what, *args, **kwargs)
File "C:\Users\Magii\Desktop\TheHeadmaster-0.15.3public-pc\renpy\character.py", line 1337, in __call__
what = self.prefix_suffix("what", self.what_prefix, what, self.what_suffix)
File "C:\Users\Magii\Desktop\TheHeadmaster-0.15.3public-pc\renpy\character.py", line 1251, in prefix_suffix
return (sub(prefix) + sub(body) + sub(suffix))
File "C:\Users\Magii\Desktop\TheHeadmaster-0.15.3public-pc\renpy\character.py", line 1231, in sub
return renpy.substitutions.substitute(s, scope=scope, force=force, translate=translate)[0]
File "C:\Users\Magii\Desktop\TheHeadmaster-0.15.3public-pc\renpy\substitutions.py", line 278, in substitute
s = formatter.vformat(s, (), kwargs) # type: ignore
File "/home/tom/ab/renpy-build/tmp/install.linux-x86_64/lib/python3.9/string.py", line 165, in vformat
File "/home/tom/ab/renpy-build/tmp/install.linux-x86_64/lib/python3.9/string.py", line 205, in _vformat
File "C:\Users\Magii\Desktop\TheHeadmaster-0.15.3public-pc\renpy\substitutions.py", line 168, in get_field
obj, arg_used = super(Formatter, self).get_field(field_name, args, kwargs)
File "/home/tom/ab/renpy-build/tmp/install.linux-x86_64/lib/python3.9/string.py", line 270, in get_field
File "/home/tom/ab/renpy-build/tmp/install.linux-x86_64/lib/python3.9/string.py", line 227, in get_value
KeyError: 'htc'
Windows-10-10.0.22631 AMD64
Ren'Py 8.1.1.23060707
The Headmaster 0.15.3.1public
Fri May 10 15:13:24 2024
Not good
This makes my circuits feel damp
What
lmao
So I seem to be stuck with no possible way to progress really.
I've been stuck at 10 influence for a long while, and none of the hints to progress influence help.
The hints are:
School Board - punishment oversight
Miss Newman - advanced techniques
Miss Potts - settle / tender / strict.
I'm stuck at needing to advance priti and rachel's quests, but that I cannot do until I have 11 influence. What do?
Most of the people who end up with 10 influence do so because they took the easy way out and only got 1 point from Wilson. I haven't tried to progress that way, so not sure how that would work in the recent update (I am not sure if the staff training with Debbie unlocks in Chapter 1 or not) but you can check out the walk-through, it is very detailed.
The content you get from tricking Wilson (in addition to 2 influence points instead of 1) is worth playing.
failed to download for many times: it shows a 7.1GB file, but change to 4.7GB after download. anyone can help?
Just an educated guess... Do you have an older version of windows? Some older versions have a file size limitation of 4.7GB.
Another possible cause is if you are saving the file to a FAT formatted drive (often USB drives use this.) A NTFS formatted drive should allow for a larger file.
Linux and Mac would also have the same problems with FAT drives. ext3/4 drives on linux would be fine. (I'm not sure of the specifics on Mac)
Usually checking the properties of a drive will tell you what format (FAT/NTFS/Ext4/others) exists on that drive.