diff --git a/android/assets/jsons/translations/template.properties b/android/assets/jsons/translations/template.properties
index 932b9a6780..f8131153c8 100644
--- a/android/assets/jsons/translations/template.properties
+++ b/android/assets/jsons/translations/template.properties
@@ -1847,6 +1847,7 @@ Do you want to stage a coup in [civName] with a [percent]% chance of success? =
 # Spy fleeing city
 After the city of [cityName] was destroyed, your spy [spyName] has fled back to our hideout. = 
 After the city of [cityName] was conquered, your spy [spyName] has fled back to our hideout. = 
+After the city of [cityName] was taken over, your spy [spyName] has fled back to our hideout. = 
 Due to the chaos ensuing in [cityName], your spy [spyName] has fled back to our hideout. = 
 
 # Promotions
diff --git a/core/src/com/unciv/logic/city/managers/CityConquestFunctions.kt b/core/src/com/unciv/logic/city/managers/CityConquestFunctions.kt
index 5de8d74e2e..c1fb088cd9 100644
--- a/core/src/com/unciv/logic/city/managers/CityConquestFunctions.kt
+++ b/core/src/com/unciv/logic/city/managers/CityConquestFunctions.kt
@@ -273,6 +273,10 @@ class CityConquestFunctions(val city: City) {
         // Remove their free buildings from this city and remove free buildings provided by the city from their cities
         removeBuildingsOnMoveToCiv()
 
+        // catch-all - should ideally not happen as we catch the individual cases with an appropriate notification
+        city.espionage.removeAllPresentSpies(SpyFleeReason.Other) 
+        
+
         // Place palace for newCiv if this is the only city they have.
         if (newCiv.cities.size == 1) newCiv.moveCapitalTo(city, null)
 
diff --git a/core/src/com/unciv/logic/city/managers/CityEspionageManager.kt b/core/src/com/unciv/logic/city/managers/CityEspionageManager.kt
index 084c53bd76..0bb012d9a1 100644
--- a/core/src/com/unciv/logic/city/managers/CityEspionageManager.kt
+++ b/core/src/com/unciv/logic/city/managers/CityEspionageManager.kt
@@ -3,13 +3,13 @@ package com.unciv.logic.city.managers
 import com.unciv.logic.IsPartOfGameInfoSerialization
 import com.unciv.logic.city.City
 import com.unciv.logic.civilization.Civilization
-import com.unciv.logic.civilization.NotificationCategory
-import com.unciv.logic.civilization.NotificationIcon
 import com.unciv.models.Spy
 
 enum class SpyFleeReason {
     CityDestroyed,
     CityCaptured,
+    CityBought,
+    CityTakenOverByMarriage,
     Other
 }
 
@@ -38,6 +38,7 @@ class CityEspionageManager : IsPartOfGameInfoSerialization {
             val notificationString = when (reason) {
                 SpyFleeReason.CityDestroyed -> "After the city of [${city.name}] was destroyed, your spy [${spy.name}] has fled back to our hideout."
                 SpyFleeReason.CityCaptured -> "After the city of [${city.name}] was conquered, your spy [${spy.name}] has fled back to our hideout."
+                SpyFleeReason.CityBought, SpyFleeReason.CityTakenOverByMarriage ->  "After the city of [${city.name}] was taken over, your spy [${spy.name}] has fled back to our hideout."
                 else -> "Due to the chaos ensuing in [${city.name}], your spy [${spy.name}] has fled back to our hideout."
             }
             spy.addNotification(notificationString)
diff --git a/core/src/com/unciv/logic/city/managers/CityTurnManager.kt b/core/src/com/unciv/logic/city/managers/CityTurnManager.kt
index 3eb165e011..6e2a690b06 100644
--- a/core/src/com/unciv/logic/city/managers/CityTurnManager.kt
+++ b/core/src/com/unciv/logic/city/managers/CityTurnManager.kt
@@ -126,7 +126,7 @@ class CityTurnManager(val city: City) {
                         .sumOf { it.params[0].toInt() - 1 }
 
             if (city.population.population <= removedPopulation) {
-                city.espionage.removeAllPresentSpies(SpyFleeReason.CityCaptured)
+                city.espionage.removeAllPresentSpies(SpyFleeReason.Other)
                 city.civ.addNotification(
                     "[${city.name}] has been razed to the ground!",
                     city.location, NotificationCategory.General,
diff --git a/core/src/com/unciv/logic/civilization/diplomacy/CityStateFunctions.kt b/core/src/com/unciv/logic/civilization/diplomacy/CityStateFunctions.kt
index 600b6f7fad..d31e1a051d 100644
--- a/core/src/com/unciv/logic/civilization/diplomacy/CityStateFunctions.kt
+++ b/core/src/com/unciv/logic/civilization/diplomacy/CityStateFunctions.kt
@@ -3,6 +3,7 @@ package com.unciv.logic.civilization.diplomacy
 import com.unciv.Constants
 import com.unciv.logic.automation.civilization.NextTurnAutomation
 import com.unciv.logic.battle.CityCombatant
+import com.unciv.logic.city.managers.SpyFleeReason
 import com.unciv.logic.civilization.AlertType
 import com.unciv.logic.civilization.CivFlags
 import com.unciv.logic.civilization.Civilization
@@ -371,18 +372,22 @@ class CityStateFunctions(val civInfo: Civilization) {
             return
 
         otherCiv.addGold(-getDiplomaticMarriageCost())
+        
         val notificationLocation = civInfo.getCapital()!!.location
         otherCiv.addNotification("We have married into the ruling family of [${civInfo.civName}], bringing them under our control.",
             notificationLocation,
             NotificationCategory.Diplomacy, civInfo.civName,
             NotificationIcon.Diplomacy, otherCiv.civName)
+        
         for (civ in civInfo.gameInfo.civilizations.filter { it != otherCiv })
             civ.addNotification("[${otherCiv.civName}] has married into the ruling family of [${civInfo.civName}], bringing them under their control.",
                 notificationLocation,
                 NotificationCategory.Diplomacy, civInfo.civName,
                 NotificationIcon.Diplomacy, otherCiv.civName)
+        
         for (unit in civInfo.units.getCivUnits())
             unit.gift(otherCiv)
+        
 
         // Make sure this CS can never be liberated
         civInfo.gameInfo.getCities().filter {
@@ -393,6 +398,7 @@ class CityStateFunctions(val civInfo: Civilization) {
         }
 
         for (city in civInfo.cities) {
+            city.espionage.removeAllPresentSpies(SpyFleeReason.CityTakenOverByMarriage)
             city.moveToCiv(otherCiv)
             city.isPuppet = true // Human players get a popup that allows them to annex instead
         }
diff --git a/core/src/com/unciv/logic/trade/TradeLogic.kt b/core/src/com/unciv/logic/trade/TradeLogic.kt
index d024e331c5..638fdca4b4 100644
--- a/core/src/com/unciv/logic/trade/TradeLogic.kt
+++ b/core/src/com/unciv/logic/trade/TradeLogic.kt
@@ -1,6 +1,7 @@
 package com.unciv.logic.trade
 
 import com.unciv.Constants
+import com.unciv.logic.city.managers.SpyFleeReason
 import com.unciv.logic.civilization.AlertType
 import com.unciv.logic.civilization.Civilization
 import com.unciv.logic.civilization.PopupAlert
@@ -106,6 +107,8 @@ class TradeLogic(val ourCivilization: Civilization, val otherCivilization: Civil
                 }
                 TradeOfferType.City -> {
                     val city = from.cities.first { it.id == offer.name }
+                    
+                    city.espionage.removeAllPresentSpies(SpyFleeReason.CityBought)
                     city.moveToCiv(to)
                     city.getCenterTile().getUnits().toList()
                         .forEach { it.movement.teleportToClosestMoveableTile() }