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diff --git a/test/web/mastodon_api/controllers/conversation_controller_test.exs b/test/web/mastodon_api/controllers/conversation_controller_test.exs
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+# Pleroma: A lightweight social networking server
+# Copyright © 2017-2019 Pleroma Authors <https://pleroma.social/>
+# SPDX-License-Identifier: AGPL-3.0-only
+
+defmodule Pleroma.Web.MastodonAPI.ConversationControllerTest do
+  use Pleroma.Web.ConnCase
+
+  alias Pleroma.User
+  alias Pleroma.Web.CommonAPI
+
+  import Pleroma.Factory
+
+  test "Conversations", %{conn: conn} do
+    user_one = insert(:user)
+    user_two = insert(:user)
+    user_three = insert(:user)
+
+    {:ok, user_two} = User.follow(user_two, user_one)
+
+    {:ok, direct} =
+      CommonAPI.post(user_one, %{
+        "status" => "Hi @#{user_two.nickname}, @#{user_three.nickname}!",
+        "visibility" => "direct"
+      })
+
+    {:ok, _follower_only} =
+      CommonAPI.post(user_one, %{
+        "status" => "Hi @#{user_two.nickname}!",
+        "visibility" => "private"
+      })
+
+    res_conn =
+      conn
+      |> assign(:user, user_one)
+      |> get("/api/v1/conversations")
+
+    assert response = json_response(res_conn, 200)
+
+    assert [
+             %{
+               "id" => res_id,
+               "accounts" => res_accounts,
+               "last_status" => res_last_status,
+               "unread" => unread
+             }
+           ] = response
+
+    account_ids = Enum.map(res_accounts, & &1["id"])
+    assert length(res_accounts) == 2
+    assert user_two.id in account_ids
+    assert user_three.id in account_ids
+    assert is_binary(res_id)
+    assert unread == true
+    assert res_last_status["id"] == direct.id
+
+    # Apparently undocumented API endpoint
+    res_conn =
+      conn
+      |> assign(:user, user_one)
+      |> post("/api/v1/conversations/#{res_id}/read")
+
+    assert response = json_response(res_conn, 200)
+    assert length(response["accounts"]) == 2
+    assert response["last_status"]["id"] == direct.id
+    assert response["unread"] == false
+
+    # (vanilla) Mastodon frontend behaviour
+    res_conn =
+      conn
+      |> assign(:user, user_one)
+      |> get("/api/v1/statuses/#{res_last_status["id"]}/context")
+
+    assert %{"ancestors" => [], "descendants" => []} == json_response(res_conn, 200)
+  end
+end