diff --git a/briar-headless/README.md b/briar-headless/README.md
index 69b5c6137..eda86afbe 100644
--- a/briar-headless/README.md
+++ b/briar-headless/README.md
@@ -247,6 +247,12 @@ needs to be provided in the request body as follows:
 }
 ```
 
+### Deleting all private messages
+
+`DELETE /v1/messages/{contactId}/all`
+
+It returns with a status code `200`, if removal was successful.
+
 ### Listing blog posts
 
 `GET /v1/blogs/posts`
diff --git a/briar-headless/src/main/java/org/briarproject/briar/headless/Router.kt b/briar-headless/src/main/java/org/briarproject/briar/headless/Router.kt
index 4d226a559..a268607b0 100644
--- a/briar-headless/src/main/java/org/briarproject/briar/headless/Router.kt
+++ b/briar-headless/src/main/java/org/briarproject/briar/headless/Router.kt
@@ -89,6 +89,9 @@ constructor(
                 path("/messages/:contactId/read") {
                     post { ctx -> messagingController.markMessageRead(ctx) }
                 }
+                path("/messages/:contactId/all") {
+                    delete { ctx -> messagingController.deleteAllMessages(ctx) }
+                }
                 path("/forums") {
                     get { ctx -> forumController.list(ctx) }
                     post { ctx -> forumController.create(ctx) }
diff --git a/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/MessagingController.kt b/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/MessagingController.kt
index 6fe4f23fa..ae6616d0b 100644
--- a/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/MessagingController.kt
+++ b/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/MessagingController.kt
@@ -10,4 +10,6 @@ interface MessagingController {
 
     fun markMessageRead(ctx: Context): Context
 
+    fun deleteAllMessages(ctx: Context): Context
+
 }
diff --git a/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/MessagingControllerImpl.kt b/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/MessagingControllerImpl.kt
index 533e519e6..c3bdb96ee 100644
--- a/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/MessagingControllerImpl.kt
+++ b/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/MessagingControllerImpl.kt
@@ -106,6 +106,16 @@ constructor(
         return MessageId(idBytes)
     }
 
+    override fun deleteAllMessages(ctx: Context): Context {
+        val contactId = ctx.getContactIdFromPathParam()
+        try {
+            val result = conversationManager.deleteAllMessages(contactId)
+            return ctx.json(result.output())
+        } catch (e: NoSuchContactException) {
+            throw NotFoundResponse()
+        }
+    }
+
     override fun eventOccurred(e: Event) {
         when (e) {
             is ConversationMessageReceivedEvent<*> -> {
diff --git a/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/OutputConversationMessage.kt b/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/OutputConversationMessage.kt
index 3c42a39d0..487bcdbb0 100644
--- a/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/OutputConversationMessage.kt
+++ b/briar-headless/src/main/java/org/briarproject/briar/headless/messaging/OutputConversationMessage.kt
@@ -5,6 +5,7 @@ import org.briarproject.bramble.api.sync.MessageId
 import org.briarproject.bramble.api.sync.event.MessagesAckedEvent
 import org.briarproject.bramble.api.sync.event.MessagesSentEvent
 import org.briarproject.briar.api.conversation.ConversationMessageHeader
+import org.briarproject.briar.api.conversation.DeletionResult
 import org.briarproject.briar.api.messaging.PrivateMessage
 import org.briarproject.briar.api.messaging.PrivateMessageHeader
 import org.briarproject.briar.headless.json.JsonDict
@@ -47,6 +48,15 @@ internal fun PrivateMessage.output(contactId: ContactId, text: String) = JsonDic
     "text" to text
 )
 
+internal fun DeletionResult.output() = JsonDict(
+    "allDeleted" to allDeleted(),
+    "hasIntroductionSessionInProgress" to hasIntroductionSessionInProgress(),
+    "hasInvitationSessionInProgress" to hasInvitationSessionInProgress(),
+    "hasNotAllIntroductionSelected" to hasNotAllIntroductionSelected(),
+    "hasNotAllInvitationSelected" to hasNotAllInvitationSelected(),
+    "hasNotFullyDownloaded" to hasNotFullyDownloaded()
+)
+
 internal fun MessagesAckedEvent.output() = JsonDict(
     "contactId" to contactId.int,
     "messageIds" to messageIds.toJson()
diff --git a/briar-headless/src/test/java/org/briarproject/briar/headless/messaging/MessagingControllerImplTest.kt b/briar-headless/src/test/java/org/briarproject/briar/headless/messaging/MessagingControllerImplTest.kt
index d827e50e6..84c7c5ec2 100644
--- a/briar-headless/src/test/java/org/briarproject/briar/headless/messaging/MessagingControllerImplTest.kt
+++ b/briar-headless/src/test/java/org/briarproject/briar/headless/messaging/MessagingControllerImplTest.kt
@@ -17,6 +17,7 @@ import org.briarproject.bramble.test.ImmediateExecutor
 import org.briarproject.bramble.test.TestUtils.getRandomId
 import org.briarproject.bramble.util.StringUtils.getRandomString
 import org.briarproject.briar.api.client.SessionId
+import org.briarproject.briar.api.conversation.DeletionResult
 import org.briarproject.briar.api.introduction.IntroductionRequest
 import org.briarproject.briar.api.messaging.MessagingConstants.MAX_PRIVATE_MESSAGE_TEXT_LENGTH
 import org.briarproject.briar.api.messaging.MessagingManager
@@ -32,6 +33,7 @@ import org.junit.jupiter.api.Assertions.assertEquals
 import org.junit.jupiter.api.Assertions.assertThrows
 import org.junit.jupiter.api.Test
 import org.spongycastle.util.encoders.Base64
+import kotlin.random.Random
 
 internal class MessagingControllerImplTest : ControllerTest() {
 
@@ -343,6 +345,53 @@ internal class MessagingControllerImplTest : ControllerTest() {
         assertJsonEquals(json, request.output(contact.id))
     }
 
+    @Test
+    fun testDeleteAllMessages() {
+        val result = DeletionResult()
+        every { ctx.pathParam("contactId") } returns "1"
+        every { conversationManager.deleteAllMessages(ContactId(1)) } returns result
+        every { ctx.json(result.output()) } returns ctx
+        controller.deleteAllMessages(ctx)
+    }
+
+    @Test
+    fun testDeleteAllMessagesInvalidContactId() {
+        every { ctx.pathParam("contactId") } returns "foo"
+        assertThrows(NotFoundResponse::class.java) {
+            controller.deleteAllMessages(ctx)
+        }
+    }
+
+    @Test
+    fun testDeleteAllMessagesNonexistentContactId() {
+        every { ctx.pathParam("contactId") } returns "1"
+        every { conversationManager.deleteAllMessages(ContactId(1)) } throws NoSuchContactException()
+        assertThrows(NotFoundResponse::class.java) {
+            controller.deleteAllMessages(ctx)
+        }
+    }
+
+    @Test
+    fun testOutputDeletionResult() {
+        val result = DeletionResult()
+        if (Random.nextBoolean()) result.addInvitationNotAllSelected()
+        if (Random.nextBoolean()) result.addInvitationSessionInProgress()
+        if (Random.nextBoolean()) result.addIntroductionNotAllSelected()
+        if (Random.nextBoolean()) result.addIntroductionSessionInProgress()
+        if (Random.nextBoolean()) result.addNotFullyDownloaded()
+        val json = """
+            {
+                "allDeleted": ${result.allDeleted()},
+                "hasIntroductionSessionInProgress": ${result.hasIntroductionSessionInProgress()},
+                "hasInvitationSessionInProgress": ${result.hasInvitationSessionInProgress()},
+                "hasNotAllIntroductionSelected": ${result.hasNotAllIntroductionSelected()},
+                "hasNotAllInvitationSelected": ${result.hasNotAllInvitationSelected()},
+                "hasNotFullyDownloaded": ${result.hasNotFullyDownloaded()}
+            }
+        """
+        assertJsonEquals(json, result.output())
+    }
+
     private fun expectGetContact() {
         every { ctx.pathParam("contactId") } returns contact.id.int.toString()
         every { contactManager.getContact(contact.id) } returns contact