18+ adults-only game · Wiki pages may contain story and gameplay spoilers
Chronoromancer

Community knowledge, preserved on the official site

Shadow

Live wiki revision 1869 · October 1, 2026View or improve the source →
Player wiki noticeThis community-maintained page may contain gameplay, story, and mature-content spoilers.
Shadow
Shadow
Shadow — Complete Walkthrough

Overview

Shadow is a nocturnal thief in the Medieval King's Demesne. Her current content includes outdoor conversations, a one-time alley encounter, the Thieves Guild route, Night Bazaar, Pickpocketing Lessons, Shadow Step, brothel recruitment and training, pre-dawn bedroom visits, Phantom Stone bonding, and Sirena Isle activities.
The guide gives requirements and rewards while leaving the guild arrangement and scene outcomes to the game.

Quick Stats

Attribute Value
Age / era / alignment 21 / Medieval / Evil
Favorite relationship bonuses Ability 40; Perception 60; Rogue 60
Special relationship skill Fleet Footed; an existing-player-skill affection bonus, rather than a lesson she offers
Brothel worker #8, recruited through The Arrangement
NPC intimacy gallery Three authored rewards: 100, 250 and 500 NPC intimacy experience

Where to Find Shadow

Odd and even refer to the current game day's number, including after midnight. Her outdoor portrait is unavailable while she is away on vacation.
Location Current portrait hours Requirement
Thieves Guild Odd days 11 PM–midnight; even days midnight–4 AM Any affection stage
Back Alleys Odd days 10 PM–midnight Known
Hovel District Odd days midnight–2 AM Known
Noble Quarter Even days 9 PM–midnight Known
Brothel Master Bedroom Odd days 2–5 AM; even days 4–5 AM Shadow has been recruited/found as worker #8
The Thieves Guild room opens 8 PM–midnight and midnight–5 AM; Shadow's portrait hours are narrower. The bedroom check uses whether she has been found, so she can make that visit while resting from worker duties. Being away on vacation still removes her home presence.
  1. Talk to Shadow at the Thieves Guild during her portrait hours. You can build affection there before the optional alley encounter.
  2. For the one-time alley encounter, prepare Perception 45 and preferably Ability 50 or Fleet Footed, then visit the Back Alleys 10 PM–2 AM while she is home.
  3. Reach Known for her other outdoor locations and Pickpocketing Lessons. Prepare Communication 40 for the lesson.
  4. With Shadow Known and Rogue 35, request Thieves Guild Initiation from Arestes in the Hidden Chamber. Follow the seven-location trail below.
  5. At Friend, complete Night Bazaar from her Guild or Back Alleys portrait during the late-night invitation window.
  6. Raise Thieves Guild reputation to 120 and revisit the Guild for The Arrangement, which recruits worker #8.
  7. At Romantic, Ability 60 and paid access, learn Shadow Step from her Guild portrait.
  8. At In Love, unlock her two crafted-gift training upgrades and daily Phantom Stone bonding.
  9. Send her active worker on a Sirena Isle vacation for the repeatable sunset H2H, private beach video and shared encounters.

Talk and Pickpocketing Lessons

Action Requirements Time Reward / limit
Outdoor Talk Shadow's live portrait 10 minutes 1 actual base affection; three positive talks daily shared across all outdoor locations
Bedroom Talk Recruited; bedroom portrait hours 10 minutes 1 actual base affection; a separate three positive talks daily
Pickpocketing Lessons Guild portrait; Known; Communication 40 30 minutes Rogue +1 and 10 direct affection; once per save
Neither talk counter increases its base points at a later relationship stage. Talks beyond the allowance record negative affection. Bedroom Talk and resort Talk use their own counters; moving between outdoor locations does not reset Outdoor Talk.
There is no ordinary portrait Flowers, Chocolate or Jewelry action in her current character definition. Her worker-session gifts below are a separate system.
Listed relationship rewards are base values. Favorite stats add bonuses when their thresholds are met, and the special relationship skill doubles the adjusted base before the shared random roll. Equipment, buffs and alignment can further change the final reward. Raising affection does not replace quest flags or earlier heart-to-hearts.

One-Time Alley Encounter

Visit Back Alleys between 10 PM and 2 AM, with Perception 45, while Shadow is not vacationing. This automatic encounter uses a daily-independent, one-time completion flag. Its encounter window covers every day and does not require her ordinary Known-stage alley portrait.
The chase check passes with Ability 50 or the Fleet Footed skill. If you pass, the best affection replies are either:
  • “I'm not going to hurt you. I just wanted to meet you.” — 20 base.
  • “That was impressive skill. You're the legendary thief, aren't you?” — 20 base.
The threatening reply gives 10 base. If you lack both chase qualifications, the completion handler gives 5 base instead. That path still completes the encounter; it is not a repeatable chase attempt. The alley encounter is not an explicit prerequisite on her current Guild Talk, lesson, date or Shadow Step actions.

Thieves Guild Trail and Shared Quests

Request Thieves Guild Initiation from Arestes in the Hidden Chamber with Shadow Known and Rogue 35. The action takes 30 minutes and completion gives Shadow 3 and Arestes 3 base affection.
Then visit these locations in order. Each step requires the previous step to be completed; the trail events themselves have no configured time-of-day gate.
Step Location
1 Whispering Woods
2 Tournament Grounds
3 Arcane Shop
4 Mountain Foothills
5 Archery Range
6 Castle Garden
7 Back Alleys
The last step gives Shadow 10 and Arestes 5 base affection, plus 1 Thieves Guild clout. It leads to Shadow's Rules at the Guild, which gives 5 base Shadow affection regardless of its reply.
Next event Where / requirements Best Shadow base reward
The Fox's Ears Food Vendors, after Shadow's Rules 3 completion; Kalb also receives 5
Clearing the Road Caravan Rest Stop, 8 PM–midnight, after The Fox's Ears 5 completion; Kalb also receives 3
Good News Travels Fast Food Vendors, after Clearing the Road 3 completion; Kalb also receives 5
The Art of Acquisition Gilded Row, 8 PM–midnight, after Good News Travels Fast Cautious reply +4, plus 5 completion = 9
Moving Up in the World Noble Quarter, 9 PM–midnight, after Thieves Guild Rank 5 Confident reply +4, plus 3 completion = 7
These are one-time guild scenes. Their plot requirements are separate from her normal portrait schedule. See Arestes for the wider guild rank progression.
The later Phantom Stone Raid starts at the Thieves Guild with Arestes, Keira and Shadow all Romantic, Shadow active as worker #8, Thieves Gloves and Dark Consolador, and no Phantom Stone already owned. Completing it awards the stone and 8 base affection to each of the three characters. It is the relevant acquisition route for her bonding action below.

Night Bazaar Date

Night Bazaar is a one-time date requiring Friend. Invite her from:
  • Thieves Guild, odd days 11 PM–midnight.
  • Back Alleys, odd days 10 PM–midnight.
The Guild date action's own window is 11 PM–midnight; the alley version starts at 10 PM. Both still require her live portrait. The date costs 120 minutes, $60 and 35 Energy, with no configured Calm cost, paid-access flag or extra story prerequisite.
Question Best reply(s) Base bonus
1 Flirty: “I hope you can tell I wanted to be here with you.” 5
2 Caring: “You do not have to measure every exit with me.” / Flirty: “Then I am glad I get to change the map with you.” 5
3 Caring: “Then I will try to be worth the bad habit.” / Funny: “I can be very unconvincing if it helps.” 5
Completion adds 8 base, for 23 total best base affection. No player experience or NPC intimacy experience is configured. Completing the date unlocks one prerequisite for No Leverage; it does not itself recruit her.

Recruitment and Shadow Arts Apprentice

The Arrangement triggers automatically at the Thieves Guild with Thieves Guild reputation 120. The registered event has no additional Shadow affection requirement, worker requirement or time gate beyond reaching the room. All its replies have the same reward: Shadow 5, Vixen 5 and Arestes 5 base affection.
Its completion recruits Shadow as worker #8. There is no configured recruitment fee or player Erotic Experience award. Reaching Romantic or completing the alley encounter is not an extra registered gate on this recruitment event.
After recruitment, Shadow Arts Apprentice can appear at the Brothel Bar, 8 PM–midnight, with workers #8 Shadow and #20 Kasumi active, Shadow Known, and both characters home rather than vacationing. The supportive reply gives 7 total base to each: 4 completion +3 choice. Flirty also gives Shadow 7, but Kasumi 6; Funny gives 6 each. This is a one-time shared scene, with no configured NPC intimacy or player experience.

Shadow Step and Phantom Stone Bonding

Action Requirements Cost Reward
Shadow Step Guild portrait; Romantic; Ability 60; paid access; skill not yet learned 350 minutes; 180 Energy; 100 Calm Learns Shadow Step and gives 30 base affection through the lesson's plot
Intimate Bonding Guild portrait; In Love; own Phantom Stone; not used today 60 minutes Phantom Stone level +1; once daily
Shadow Step normally guarantees escape from fleeable, non-boss fights. It cannot override an unfleeable encounter or a status effect blocking the flee action. Infinity Dungeon combat retains an 18% flee-failure roll before the skill is applied. The lesson has no separately configured player or NPC experience.
Bonding keeps the stone in your inventory, has no configured level cap and adds no affection, NPC intimacy experience or player experience. No extra cash, Energy or Calm cost is configured for bonding. The action returns the next day.

Crafted Gifts and Training Upgrades

Both upgrades require In Love, Shadow home rather than vacationing, the listed completed scenes and one copy of the crafted gift. Each appears through the specified ordinary portrait and is completed once.
Upgrade Location and prerequisite Gift Effect
No Contingency Guild portrait; Shadow Step and The Arrangement completed Void-Kissed Charm Doubles Cowgirl training's worker Experience reward
No Leverage Back Alleys portrait; Night Bazaar completed Golden Pulse Bracelet Doubles Oral training's worker Experience reward
The gift is consumed once. The actions configure no additional time, Energy, Calm, money, affection or NPC intimacy reward. The upgrades are independent; you do not need to complete one before the other.
Each completed upgrade also adds 0.5× base worker income: one gives 1.5× income, both 2×, before other management modifiers.
  • Void-Kissed Charm: craft with Sabbath at Witches Hut using 3 Void-Touched Fang, 5 Abyssal Eye and 2 Soul Thread.
  • Golden Pulse Bracelet: craft with Rose Arthur at Crafts and Jewelry Stall using 2 Mutagenic Ichor, 5 Gilded Heart and 3 Shimmering Heartscale.
These use Infinity Dungeon drops. Ordinary Jewelry is not a substitute for either named crafted gift.

Worker Visits and Training

Shadow's starting worker record has assigned room #8, minimum Room level 1, Stamina 18, Intelligence 26, Dexterity 35, Ability 10, Appearance 20, Charisma 12, Experience 0, Loyalty 33, Stress 0, Fame 4, default wage $90, Clothing level 2, Pickpocket worker skill and a Masturbating specialty. Her default shift is 8 PM–4 AM.
Use Visit Worker while she is active, home, not resting and within her current work shift. The visit is available once daily and costs 60 minutes, 60 Energy and 40 Calm. Active Time, Power and Focus buffs halve their respective costs to 30 minutes, 30 Energy and 20 Calm. Changing her worker shift changes the visit window, without changing the ordinary outdoor or bedroom portrait hours.

Session Talk, Praise and Gift

Each visit allows one Talk, one Praise, one Gift and one training lesson.
  • Talk: 3 worker relationship, or 10 with Intimate Communication.
  • Praise: 2 + round(worker Charisma ÷ 5) worker relationship; 4 at her starting Charisma 12.
  • Each Talk and Praise independently has a 5% special result adding 8 Loyalty, 5 worker relationship and 1 fixed ordinary NPC affection. Rolls 6–30 give 1 Loyalty while below 100. Other rolls give no extra reward. Ordinary session Talk and Praise do not always award NPC affection.
Ordinary session gift Worker relationship Ordinary NPC base affection Random Loyalty while below 100
Jewelry, her favorite 15 8 4–8
Flowers, her least favorite 3 3 1–3
Other ordinary gifts 8 5 2–6
The gift is consumed once. Potions use the same single Gift slot and apply their worker stat effect instead of ordinary gift affection: Time +1 Dexterity; Power +1 Stamina; Shield +1 Loyalty; Focus +1 Intelligence; Desire +1 Ability; Cologne +1 Appearance; Luck +1 random primary stat; Antidote restores worker Health and clears Stress.

Training Levels and Intimacy Records

The visit system advances one shared training level, starting at 1 and increasing after a completed lesson up to 8. It does not maintain a separate progression level for every category. All sixteen required Shadow training images are present.
Lesson Level required Worker stat reward NPC intimacy experience
Kissing 1 Charisma +1 5 kissing
Oral 2 Intelligence +1 25 blowjob
Missionary 3 Appearance +1 25 missionary
Cowgirl 4 Stamina +1 25 cowgirl
Doggie Style 5 Ability +1 25 doggie style
Special 1 6 Dexterity +1 25 reverse cowgirl
Special 2 7 Two random primary stats +1 25 doggie style
Special 3 8 Two random primary stats +1 25 total recorded under special and cowgirl, rather than 50
Every completed lesson gives the player 50 Erotic Experience, then calculates the worker rewards using the player's updated Erotic level.
Player Erotic level 1 2 3 4 5 6 7 8 9 10
Raw worker Experience 2 13 24 35 46 57 68 79 90 100
Worker relationship 10 26 42 57 73 89 104 120 135 150
For worker Experience, Tantric Arts adds 10, Sensual Mastery multiplies by 1.5 with truncation, and the visit keeps 80% with truncation. A matching completed Cowgirl or Oral gift upgrade then doubles that result. Emotional Bonding multiplies worker relationship by 1.5 with truncation.
Training normally adds 20 Stress, or 10 with Tantric Arts. Stress above 100 causes 2 worker Health lost per excess point. Pleasure Arts adds +1 random primary worker stat. Training does not automatically increase ordinary NPC affection.

Clothing

Shadow starts at Clothing level 2. Fernando's service chooses an eligible active worker randomly. Ordinary fittings apply below level 5, with a maximum of two ordinary upgrades per worker; the final MAX fitting is separate. A fitting takes 30 minutes and uses the shared once-daily fitting allowance, plus Gold and Fabric costs based on the house's current fitting tier.
Shadow has the authored Fernando's Creation – Shadow scene. A later ordinary fitting currently reuses this scene because no separate second-fitting scene is registered. See Fernando for service requirements and prices.

Sirena Isle Daily Activities

Send active worker #8 on vacation. Arrival selects a vacationing NPC portrait randomly; manual actions need Shadow's selected portrait. These actions have no additional affection-stage requirement. The vacation travel system has its own access requirements.
Activity Place / hours Time Reward / allowance
Resort Talk Her selected resort portrait 15 minutes 1 actual base; six positive uses daily, separate from home talks
Relax at the Beach Beach, 8 AM–4 PM 60 minutes 8 best base, Energy +50; once daily
Eat at the Resort Buffet Buffet, 11 AM–4 PM 60 minutes 8 best base, Satiation restored to 100; once daily
Spa Night Spa, 7–11 PM 60 minutes 8 best base, Health/Energy/Calm +25 each; once daily
Sunset Walk Beach, 5–8 PM 60 minutes 52 best base; 5 NPC kissing experience; once daily
Private Beach Time Beach, 10 AM–6 PM 60 minutes 50 base; 25 NPC missionary experience; once daily
Relax, Buffet and Spa give 3 completion +5 Caring or Flirty =8 best base; Funny gives 7. Restoration respects your current stat caps. These activities configure no additional money, Energy or Calm costs. Each of the five non-Talk activities has its own daily allowance and a 25% Sea Shell chance, with a second chance from Luck after a failed roll. Private Beach Time does not grant player Erotic Experience.

Sunset Walk Best Replies

Sunset Walk with Shadow

Round Highest base-point choice Base points
1 Then file them. The off-duty side of you gets to walk anyway. 8
2 Do not decide yet. Walking is fine. Deciding is for later. 8
3 Lose track of more. I will hold the count for you. 9
4 Kiss her. 12
5 Four minutes. Not five. Noted. 15


Heart-to-heart choice points accumulate and use the shared relationship calculation at completion. The listed points are base values, not guaranteed final affection gains.
The five best ordinary replies give 8 +8 +9 +12 +15 =52 base affection. The Romantic player skill adds 25 fixed final affection after the ordinary affection calculation. It is separate from the Romantic relationship stage. The last round records 5 NPC kissing experience. Completing the H2H marks today's sunset walk used; it can be repeated on the next day while vacationing.

Shared Sirena Isle Encounters

All 24 encounters below trigger automatically once in their listed location and window. For pair/trio scenes, Shadow and every listed worker companion must be active and currently vacationing. For Shelly's scene, only Shadow must be an active vacationer; Shelly is a fixed island NPC.
Each uses 3 completion base +5 Caring or Flirty =8 best base to each participant; Funny gives 7. The shared scene also rolls for a Sea Shell, with Luck retry after failure. These dialogue scenes have no configured NPC intimacy or player experience reward.
Scene Other participant(s) Location 24-hour window
Exit Routes Elara Sirena Isle Beach 17:00–20:00
Old Habits, Open Sky Sophie Sirena Isle Beach 17:00–20:00
Practical Watch Honey Sirena Isle Beach 17:00–20:00
Unwritten Verse Sandra Sirena Isle Beach 17:00–20:00
Light in Shade Grace Sirena Isle Beach 17:00–20:00
Professional Silence Raven Sirena Isle Beach 17:00–20:00
Perimeter Walk Valkyra Sirena Isle Beach 17:00–20:00
Too Much Attention Ava and Eva Sirena Isle Spa 19:00–23:00
Quiet Columns Jade Sirena Isle Buffet 11:00–16:00
Volume Control Brandy Sirena Isle Beach 17:00–20:00
Checking Without Chasing Willow Sirena Isle Spa 19:00–23:00
Invited or Unseen Vixen Sirena Isle Beach 8:00–16:00
Quiet Forecast Kasumi Sirena Isle Spa 19:00–23:00
Better Shade Audrey Sirena Isle Beach 8:00–16:00
Hide and Found Momosagi Sirena Isle Spa 19:00–23:00
Visible Devotion Maize Sirena Isle Buffet 11:00–16:00
Remembering the Rule Pepper Sirena Isle Buffet 11:00–16:00
Quiet Variables Lindia Sirena Isle Beach 17:00–20:00
Shade Tactics Bellavia Sirena Isle Spa 19:00–23:00
Old Survival Math Sophie, Jade Sirena Isle Buffet 11:00–16:00
Threat Assessment: Shells Raven, Kasumi Sirena Isle Beach 17:00–20:00
Portable Merchandise Shelly Sirena Isle Gift Shop 8:00–21:00
Tracks in Soft Ground Gem Sirena Isle Beach 17:00–20:00
No Target Selected A.R.I.A. Sirena Isle Beach 17:00–20:00


Her three actual gallery assets unlock at 100, 250 and 500 NPC intimacy experience. No fourth through eighth Shadow asset is present, even though the shared gallery system supports more slots.
The current sources are worker training, 5 kissing experience from Sunset Walk, and 25 missionary experience from Private Beach Time. Ordinary affection, worker Experience, player Erotic Experience and NPC intimacy experience are separate counters. The alley discovery, guild dialogue, Night Bazaar, spell lesson and crafted gifts do not grant additional configured NPC intimacy experience. Opening a gallery or profile does not give experience.

Troubleshooting

  • She is absent from the Guild: check the day parity and her narrow portrait hours, then vacation status. The room's open hours are not her schedule.
  • The alley event no longer repeats: even its low-Ability path completes the one-time event. You can continue her relationship through Guild Talk.
  • I cannot start guild initiation: prepare Shadow Known and Rogue 35, then use Arestes's Hidden Chamber action.
  • Bedroom Talk is missing: recruit her as worker #8 and visit the Brothel Master Bedroom during the parity-specific pre-dawn window.
  • Night Bazaar vanished: it hides after completion; the two invitation locations share one completion flag.
  • The recruitment scene is missing: check Thieves Guild reputation 120 and whether The Arrangement already completed. The scene is distinct from the date and Shadow Step lesson.
  • An In Love gift action is missing: check the correct crafted gift, its completed scenes, the specified ordinary portrait and vacation status.
  • Shadow Step did not let me flee: bosses, unfleeable encounters, flee-blocking status effects and the Infinity Dungeon failure roll still apply.
  • The gallery is not progressing: use the actual NPC intimacy sources above; ordinary affection and player Erotic Experience do not unlock it.
  • A shared island scene will not appear: all its worker participants must be active vacationers in the same listed window.

Credits and Current Scope

Checked against current Shadow actions, schedules, shared daily counters, authored plots and choices, guild route, recruitment handler, combat escape handler, worker training metadata, crafted gifts, resort factories and gallery assets. Existing portrait and house style are preserved; scene outcomes and unreleased content are omitted.

← Back to Game Systems

Text adapted from the community-maintained Chronoromancer Wiki under CC BY-SA 4.0.