I have NO CLUE if anybody's done this but the past week has been hell trying to unlock every piece of content so I can wife up Gwylan (my newest obsession—sorry Wren 🥀) and some of the 'requirements' are kind of vague SO... after draining every drop of Gwylan content dry and getting my yearning to 100% with this bitch, here's a clothes guide to help you all get those interest points with Gwylan! It requires SCRUBBING through the game and getting every piece of content, so if you're not doing it with cheats... Good luck soldiers 🫡
As a side note: especially with Temple clothing, I am not positive on how to unlock some things so if anybody has any corrections/advice please let me know so I can fix it :)
ADDED/FINISHED the list thanks to the lovely anons in my DMs as well as Tumblr users helirubys, waxanatomy, and ambicutiebutt (not sure if y'all wanna be tagged but I sososo appreciate the help!).
What's so special about the forest shop?
Unlocking clothing is the ONE way to gain interest with Gwylan. If you want to romance them, it's a long process that involves unlocking every piece of in-game content there is. Once you unlock clothing, you can talk to Gwylan about how you obtained it. PLEASE NOTE you can NOT cheat unlock the clothing! Gwylan will know you used cheats and you will not gain any interest points! You can bypass some of this by editing the save file if you are truly that desperate, but seasonal clothing (Halloween, Christmas, Valentine's) cannot be unlocked this way.
With any of the holiday clothing, they automatically unlock, BUT you won't get special Gwylan dialogue or the interest points so I do highly recommend you unlock them before they're released for the season!
SEASONAL OUTFITS
Witch Set (includes Witch Dress, Broomstick, Witch Hat, and Witch Shoes): "In stock from the 21st of October, or get accustomed to tentacles."
Another holiday set. For this, you'll need to have multiple tentacle encounters until you get the 'prey' and 'witch' trait. The easiest way to do this (in my opinion) is to go out to see while hallucinating. You'll need tentacles enabled for this—obviously. Same with the other holiday outfits, you'll lose out on dialogue if you try to cheat this unlock in any way.
Pumpkin Set (includes Pumpkin Dress and Mini Pumpkin): "In stock from the 21st of October, or learn 15 recipes."
Very self-explanatory. You can learn recipes through housekeeping lessons at school. I did figure out if you edit the save to NOT unlock the dress but instead to add the recipes into your list (by editing "recipes": true), you can unlock the set and still get the special dialogue/interest. Alternatively, you can also learn recipes once you unlock Avery's mansion but that will happen way after Halloween I think, and it's not completely foolproof.
Skeleton Set (includes Skeleton Outfit and Skeleton Mask): "In stock from the 21st of October, or discover a crypt."
This one's pretty easy—you need to enter the catacombs. To do that, you'll enter the forest, go further about 2 or 3 clicks until you reach the Old Graveyard. You'll enter the graveyard, do a skullduggery check, and voila! You're in the catacombs. You'll want to be in the catacombs for the Mummy set too.
Mummy Set (includes Mummy Top, Mummy Skirt, and Mummy Face Wrap): "In stock from the 21st of October, or be wrapped up in spider's silk."
You'll need to enable Spiders and Swarms for this one if they aren't enabled already. Once you're in the crypts, keep traveling west and eventually you'll encounter spiders. This took me a bit to get to, but eventually you'll be completely cocooned in spider webs. I think you can ALSO get this by cleaning attics on Danube Street, but I haven't tried that route and I feel like that might take even longer.
Scarecrow Set (includes Scarecrow Shirt and Scarecrow Hat): "In stock from the 21st of October, or flawlessly defend a multitude of fields from assault."
I HATED THIS ONE SO MUCH. I love Alex, I really do, but what the fuck! To unlock this, you have to unlock all 9 fields of the farm and defend them all from Remy without losing a single one. This made me crash out.
Futuristic Set (includes Futuristic Bodysuit and Futuristic Shades): "In stock from the 21st of October, or become too invested in a strange arcade game."
So for this, I think you can only encounter the game while hallucinating. Go into the arcade, and there SHOULD be a 'lone, mysterious cabinet' you can investigate. You can only play it once a day; eventually you'll get encounters through it, although I think they're randomized because I did this on three different saves and had different encounters among them. After the second encounter, you SHOULD have unlocked the suit and the arcade game will disappear.
Vampire Set (includes Vampire Jacket and Classy Vampire Jacket): "In stock from the 21st of October, or succumb to a jealous lover's longing."
This is one of the TWO sets you unlock through Kylar (the other being the Rose Wedding set). To unlock this, you'll need to have a couple of things set up: You'll need to have gotten a stuffed owl plush from Kylar, and have their jealousy up high. Then, you get to piss him off. I did this by sleeping with Robin in the orphanage room, in which I got a "Something is watching" or something like that after the encounter, although I've heard you can sleep with Whitney as well as long as it's IN your room and the owl is already in there. After this, walk around outside a bit and eventually Kylar will kidnap you. After that, you just need to get the "Stockholm Syndrome: Kylar" trait and it'll unlock the vampire set. You can manipulate NPCs feelings with cheats if you want to speed up this process.
Christmas Set (includes Christmas Dress, Jingle Bell Dress, Christmas Shirt, Christmas Trousers, Christmas Hat, Mini Snowman, Christmas Leg Warmers, Candy Cane, Reindeer Slippers, and Christmas Boots): "In stock from the 18th of December, or leave a generous gift to a family in need."
The 'generous gift' will be left on Domas Street. When you break into people's homes to steal, you'll eventually come across a home where you are given the option to leave money for them because the home is destitute. I left 1,000 just to be certain, I'm not sure if you can get away with less. If you edit the save to unlock this, you will NOT be able to get this dialogue with Gwylan, so the only way to get this is to start thieving homes on Domas.
Gift Set (includes Gift Wrappings and Gift Bow): "In stock from the 7th of February, or face a unique punishment for stealing clothes."
So you'll need to steal from Gwylan's shop twice for this. Just walk out with clothes—the first time you come in, the shop will attack you and steal all your clothes (so don't wear anything you don't want to lose!). Walk back out and steal more clothes, come back in, the shop will once again steal your clothes and wrap you up in gift wrappings. You'll also be banned from the shop for a day as a heads up.
ADDENDUM: Gwylan HAS to be there when you steal, otherwise you'll just get assaulted by the shop over and over again.
Rose Wedding Set (includes Rose Wedding Dress, Mini Rose Wedding Dress, Rose Wedding Suit, Frilly Rose Wedding Suit, and Rose Wedding Veil): "In stock from the 7th of February, or escape a forced wedding."
The other Kylar outfit, and probably one of my FAVE unlockable clothing besides the butterfly dress. For this, you'll need Kylar to be hysterical—to get that, have high love, lust, and jealousy. Then, just have lunch with Kylar. They'll drug your food and try to force you to marry them. This is also Kylar's dismissal quest: if you let the police arrest Kylar, you won't see them again in the game unless you go to prison, in which case you can break them out if you really want to.
TEMPLE SPECIFIC
Initiate's Robe: "Prove your purity."
Join the temple. EZ-PZ. I don't like the temple, but you'll want to join to both earn feats and unlock a bunch of clothing.
Holy Pendant: "Discover the soup kitchen."
To discover the soup kitchen, you'll just need to continuously pray at the temple. Eventually you'll trigger an encounter where a nun is going around, asking for donations. After you generously donate, they'll inform you of the soup kitchen.
ADDITION: You can also discover the soup kitchen through a task of Mickey's in which they'll ask you to deliver a note to River, OR by passing a S-rank seduction check to squeeze more out of a polite client at the spa. A note about the spa, though—you'll need a high hand skill and beauty to get employed there.
Nun's Habit Set (includes Nun's Habit and Monk's Habit): "Advance in rank at the temple."
This one's self-explanatory—join the temple. Once your grace is high enough, you'll talk to Jordan about advancing in rank. This can be unlocked through a save file edit if you don't want to go through all of that and will still get you the points but it is not recommended. If you're using cheats and want to speed run this, just manipulate your grace and talk to Jordan.
Sexy Nun Set (includes Sexy Nun's Habit, Sexy Priest's Vestments, Sexy Nun's Gloves and Sexy Nun's Stockings): "Purge enough corruption."
Lower the soft world corruption by at least 30 points. You can look at the wiki here to see how to do that exactly.
Confessor's Robe: "Be introduced to the temple's most exalted."
Meet the Bishop's hands! You'll need to be a second-tier monk/nun, and this is automatically unlocked after you complete your first successful purge at the confessional booth.
Exorcist's Garments (includes Exorcist's Cassock and and Exorcist's Habit): "Interrupt a heretical ritual."
You'll need to do a couple of things to get to this. First, you'll need to have unlocked dance shows from Charlie. You do this by getting your dance skill and Charlie's respect high enough for them to offer shows to you. Then, if you haven't already joined the temple, you'll want to do so (you may need to advance in rank, I can't remember if you have to). This trigger's a quest where Jordan asks you to 'keep an eye out' for a missing initiate during a dance show. Go perform at a party on Danube, and after saving the initiate you should unlock these.
Temple Sparring Garments (includes Monk's Sparring Habit and Nun's Sparring Habit): "Become proficient with one of the temple's holy tools."
Also only available to monks/nuns. Just reach at least B-rank in either the baton or whip by sparring in the cloister daily.
Evangelist's Uniform: "Successfully solicit a donation for the temple."
When asked to solicit donations for the temple, pull up an initiate's skirt. You'll need level 3 promiscuity.
Stone Pendant: "Find beneath a loose stone at the temple."
You'll need to be in the temple (obviously) to find this. Just snoop around and be nosy and you'll eventually get it.
Holy Stole: "Requires sufficient devotion."
Max out your grace! You'll know you have it when the bar is gold and glowing.
JOB SPECIFIC
Belly Dancer Set (includes Belly Dancer's Top, Harem Vest, Harem Pants, Belly Dancer's Veil, and Belly Dancer's Shoes): "Be offered the star role in a show at the brothel."
You'll need to have the brothel unlocked for this one. To do that, you'll need to go to the night club and be denied entry for not having an I.D. This should unlock Briar's brothel, where you can get your fake I.D. and also work at the brothel. Continue working there until you max everything out basically (but be careful to NOT piss Briar off).
Swan Lake Set (includes Swan Lake Dress, Fancy Swan Lake Dress, Swan Tiara, Swan Feathers, and Ballet Shoes): "Be offered special dancing jobs."
Go to the studio and take dance lessons from Charlie! Once your dance skill and Charlie's respect is high enough, he should offer the job to you. You'll need to do this all to unlock one of the temple outfits, as well.
Chef Set (includes Chef Jacket and Chef Hat): "Become famous for your cream buns."
To get this, you'll need to work at Sam's cafe. It takes a while, but eventually you can work as a chef and get to work on the cream buns' "special" ingredient. Just keep up at it and eventually you'll unlock this.
Fedora: "Eavesdrop as a bartender and learn about a criminal undertaking."
You'll get this at Darryl's club by working as a bartender. You'll need a fake I.D. from Briar first, though, which costs about $500 as a heads up.
MISC. ITEMS
Catsuit: "Pillage a shipment."
You'll want to have high skullduggery and athletics for this one. Just go to the docks and break into shipments until you find the catsuit (and, consequently, my fave NPC, Wren). It might take a couple nights to find it depending on if the RNG likes you or not.
Flower Crown: "Make one with someone special to you."
Have Robin as a love interest and go to the garden while they're at the orphanage. They should come out and ask if you want help with the garden, in which you're given the option to make them a flower crown!
Daisy: "Find daisy seeds."
Unlock the ability to plant daisies. If you somehow haven't gotten this, it just means you have to go out to the orphanage garden and search for seeds.
Rose: "In stock from the 7th of February, or get kissed by a rose."
WOW thank you guys for the correction on this one because I was SO wrong. You'll need to have unlocked rituals with Gwylan for this one. You'll need high yearning + high lust, and during the ritual a rose will bloom from their mouth and they'll kiss you.
Dark Pendant: "Discover Bailey's fear."
Unlock the orphanage loft! This will happen eventually throughout the game, and I'm not sure if it's dependent on rebelliousness/hope. The pendant will unlock once you discover the loft, though.
ADDITION: Looks like discovering the loft is pure RNG.
Jasper Pendant: "Get an impromptu science lesson."
This will unlock through Gwylan's quests for you. Eventually, Gwylan will ask you to bring them a gold choker, gold bracelets, and gold anklets—you'll need Sirris' adult shop unlocked for this quest, though. Once you bring back the jewelry, Gwylan will give you a science lesson on the properties of gold, and that will unlock the jasper pendant.
Feather Accessories (includes Feather Necklace and Feathered Hair Clip): "Romance an avian."
You'll need to romance Great Hawk and make them a love interest. I have that content disabled and was able to unlock it through a save file edit and still get the unique dialogue/points, BUT from then on Gwylan might ask you to bring back hawk feathers.
Loincloth: "Befriend a lonely hunter, or join a pack of wolves."
Self-explanatory—go deep enough into the woods until you are hunted down by either Eden or Black Wolf. I don't know the requirements on BW's side since I have them disabled as well, but for Eden you'll need to gain the "Stockholm Syndrome: Eden" trait before unlocking the loincloth.
ADDITION: Confirmed that you'll need the "Stockholm Syndrome: Wolves" trait if you go the BW route.
Shrine Maiden Set (includes Shrine Maiden Robes and Spirit Mask): "Become sufficiently foxy."
Gain the fox transformation. Since I have all bestiality content disabled, I was only able to get this through using cheats to give myself the TF. Not only will this unlock special dialogue with Gwylan, but it also opens up the opportunity to have 'hypnosis' sessions with Gwylan to help with acceptance.
ADDITION: You can also unlock this by praying to a shrine in the moors!
Fox Mask: "Attend an exclusive party."
You'll need to be on Avery's quest line and go on dates with him. Eventually, you'll go to a game night between Avery, Quinn, Leighton, and Bailey—you want Avery to win this game night. After he wins, he'll take you to the exclusive party where you'll unlock the mask.
Vintage Set (includes Vintage Pantsuit, Vintage Skirtsuit, Bowler Hat, and Military Beret): "Help an old fossil remember."
You unlock this through Winter and the history museum. Very specifically, you'll need the Bleeding Ward painting. You get this through doing a heist with Wren—you can unlock this quest by getting Wren to approach you in the pub. You'll want a high skullduggery for this (and I recommend a high dance skill, too!).
Rag Set (includes Rag Top and Rag Skirt): "Demonstrate historical torture devices to completion."
Also earned through Winter. I want to say it's through their classes but I'm not entirely sure, unfortunately.
Butterfly Set (includes Butterfly Dress and Butterfly Bow): "Become addicted to nectar."
OUGH This set is SO cute. To unlock it, you'll need plantpeople enabled. Go DEEP into the forest or moors while hallucinating and you'll encounter plantpeople. I think you have to unlock the trait 'nectar addict' or 'dendrophile' to obtain this, I think I got it in about 3 or 4 encounters. For the forest, you won't encounter plantpeople until you're past the lake so be careful about Black Wolf and Eden who might try to start hunting you.
School Set (includes Classic Serafuku, Serafuku, Gakuran, Serafuku Dress, and Sailor Ribbon): "Discover the headteacher's secret."
Pay attention in math class! Eventually, River will ask you to deliver a letter—open the letter. You'll get detention for it, but it will give you the login information to Leighton's computer. Later on when school is closed and locked up, you'll need to break in and get into Leighton's computer. Not only do you unlock the outfit, but you're given the chance to blackmail Leighton into never giving you detention. (Alternatively, you can report Leighton to the police with the information, OR do both like I did lol.)
Chain Set (includes Chain Tunic, Chain Leggings, and Chain Boots): "Learn the many tales of a witch and her gaoler."
You'll need to deliver the Hopeless Cycle painting to Winter. You'll get this painting through accepting a job from a shifty stranger on Domus Street, let them film you, and then turn the tables on them and get the key to the Serpent's Maze in the Farmlands.
Esoteric Spectacles: "Succeed a master."
Explore the flats on Barb Street! Eventually, you'll find the hookah parlor. Once unlocked, keep progressing the tentacle parlor/town upgrades and eventually you'll inherit the hookah parlor.
Succubus Set (includes Succubus Top, Succubus Lower Back Wings, Succubus Gloves, and Succubus Heels): "Become sufficiently impure, or take 15 virginities."
Not sure what the requirements for "sufficiently impure" is because my purity was at a 1 and it STILL didn't unlock, so I had to take 15 virginities. Annoying, but manageable, especially if you adjust the settings at the beginning so you're more likely to encounter virgins. Among named NPCS, though, Robin, Kylar, Sydney, and Great Hawk are all virgins (and Eden has a handholding virginity but I'm not sure if that counted towards this set).
ADDITION: I've been told you need to get the demon transformation which is acquired by KEEPING your purity at 0 for 30 days.
Janet Dress: "Lose yourself in a classic romance tale."
Go to school and read the story of "Janet and Raul" in the library until you're given the option to imagine yourself as Janet. The dress should unlock after.
Sage Witch Hat: "Take part in an intimate concord."
I don't think this unlocks until you do a ritual with Gwylan. For the sake of spoilers, I won't head into specifics but this will probably be one of the last things you unlock.
Familiar Collar: "At last, yours to keep."
Another thing unlocked through Gwylan's storyline and probably the VERY last thing you'll unlock. You'll need to have unlocked them as a love interest to get this, which means unlocking every other piece of clothing first.
"SOFT" BAD ENDS (recommend saving these for last if you plan on unlocking without cheats)
Slut Shirt: "Survive slavery in an underground brothel."
There are a couple of ways to get to the underground brothel. Refusing to pay Bailey might get you there, but it's not a surefire way (I found he's more likely to sell me off to Eden. Sigh.). Pissing Briar off is another way, I think—start working at the brothel, and then start prostituting yourself out instead. There might be other ways, but I'm not sure. Either way, you'll need to escape the underground brothel, which will take a while, so I suggest doing this as one of the last ones.
ADDITION: The easiest way to get to the underground brothel is to do Mickey's favor in uploading a USB to Briar's computer and not bother with a distraction or escape route.
Prison Set (includes Prison Shirt, Prison Trousers, and Prison Jumpsuit): "Get sent to prison."
You'll need to basically have all of your crime stats maxed. Maybe evade arrest a few times before turning yourself in at the police station—eventually, they should send you to prison. It was such a PAIN breaking out as a heads up—apparently if you have the harpy TF it's easier, but I not only didn't have the harpy transformation but was also trying to break Kylar out. Wouldn't recommend. Easiest way to max your crime stats are through assault, thieving, and evading arrest. If you blackmail Leighton, your coercion should get pretty high in one go, as well.
Cow Set (includes Cow Bra, Cow Panties, Cow Bell, Cow Socks, and Cow Sleeves): "Become livestock."
You need to access Remy's underground farm. There are a couple ways to do this, but the easiest I've found is by passing out in the moors by Remy's estate. There is also a LOW chance that you can get kidnapped while helping somebody move boxes on the street (in where they'll throw you into the van), but the easiest for sure is to just pass out on the moors.
ADDENDUM: You do NOT need the cow transformation to unlock this! Just wind up on Remy's farm—you can escape right after and have this set unlocked still.
Unbound Straightjacket: "Escape the asylum."
Unlocking the asylum is kind of annoying in that you have to pass out multiple times on the street from stress. Eventually, Doctor Harper will take you to the asylum instead of sending you back with Bailey—then, all you have to do is escape. Out of all of the soft bad ends, I think this one is the easiest to escape from.
ADDITION: If you've unlocked weekly appointments with Harper, get your trauma up and eventually you'll get a message saying Harper will have to intervene if they see you in this state. Go see them and they'll take you to the asylum.
Islander Mask: "Build with foreign wood."
Reaching the island is probably the most annoying thing ever. I HATE the island. To do this, you need to pass out at sea and HOPE you get picked up by Zephyr the Pirate. Eventually, their crew will dump you overboard and you'll end up at the island. Getting to the island is annoying enough—being on there just sucks, especially if you're doing a save without cheats. You'll need to build shelter on the island and befriend the islanders before you're finally able to unlock the mask. And good luck getting off!!!! Island is my least favorite part of this whole game and I'm so tired of hunting for food on there only to come up with fucking walnuts every time! Make me crash out!
ADDITION: You can also go to the island directly through Jordan. With maxed grace as a nun/monk, they'll request the player to retrieve a holy spear from the island. Then, you'll ask Winter about it and explore the old sewers until you find the Smuggler's Pub, where you can directly ask Zephyr to take you there!
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