diff --git a/app/src/main/java/ml/docilealligator/infinityforreddit/API/RedditAPI.java b/app/src/main/java/ml/docilealligator/infinityforreddit/API/RedditAPI.java
index e7922897..fd6e71c7 100644
--- a/app/src/main/java/ml/docilealligator/infinityforreddit/API/RedditAPI.java
+++ b/app/src/main/java/ml/docilealligator/infinityforreddit/API/RedditAPI.java
@@ -173,7 +173,7 @@ public interface RedditAPI {
 
     @FormUrlEncoded
     @POST("api/comment")
-    Call<String> sendComment(@HeaderMap Map<String, String> headers, @FieldMap Map<String, String> params);
+    Call<String> sendCommentOrReplyToMessage(@HeaderMap Map<String, String> headers, @FieldMap Map<String, String> params);
 
     @FormUrlEncoded
     @POST("api/del")
diff --git a/app/src/main/java/ml/docilealligator/infinityforreddit/Activity/ViewPrivateMessagesActivity.java b/app/src/main/java/ml/docilealligator/infinityforreddit/Activity/ViewPrivateMessagesActivity.java
index 14538c70..94bf8287 100644
--- a/app/src/main/java/ml/docilealligator/infinityforreddit/Activity/ViewPrivateMessagesActivity.java
+++ b/app/src/main/java/ml/docilealligator/infinityforreddit/Activity/ViewPrivateMessagesActivity.java
@@ -20,7 +20,7 @@ import androidx.transition.AutoTransition;
 import androidx.transition.TransitionManager;
 
 import com.google.android.material.appbar.AppBarLayout;
-import com.google.android.material.appbar.CollapsingToolbarLayout;
+import com.google.android.material.snackbar.Snackbar;
 import com.r0adkll.slidr.Slidr;
 
 import java.util.ArrayList;
@@ -39,6 +39,7 @@ import ml.docilealligator.infinityforreddit.Infinity;
 import ml.docilealligator.infinityforreddit.Message;
 import ml.docilealligator.infinityforreddit.R;
 import ml.docilealligator.infinityforreddit.RedditDataRoomDatabase;
+import ml.docilealligator.infinityforreddit.ReplyMessage;
 import ml.docilealligator.infinityforreddit.Utils.SharedPreferencesUtils;
 import retrofit2.Retrofit;
 
@@ -53,8 +54,6 @@ public class ViewPrivateMessagesActivity extends BaseActivity implements Activit
     LinearLayout mLinearLayout;
     @BindView(R.id.coordinator_layout_view_private_messages_activity)
     CoordinatorLayout mCoordinatorLayout;
-    @BindView(R.id.collapsing_toolbar_layout_view_private_messages_activity)
-    CollapsingToolbarLayout collapsingToolbarLayout;
     @BindView(R.id.appbar_layout_view_private_messages_activity)
     AppBarLayout mAppBarLayout;
     @BindView(R.id.toolbar_view_private_messages_activity)
@@ -156,6 +155,46 @@ public class ViewPrivateMessagesActivity extends BaseActivity implements Activit
         mLinearLayoutManager = new LinearLayoutManager(this);
         mRecyclerView.setLayoutManager(mLinearLayoutManager);
         mRecyclerView.setAdapter(mAdapter);
+        goToBottom();
+        mSendImageView.setOnClickListener(view -> {
+            if (!mEditText.getText().toString().equals("")) {
+                //Send Message
+                if (privateMessage != null) {
+                    Message replyTo;
+                    ArrayList<Message> replies = privateMessage.getReplies();
+                    if (replies != null && !replies.isEmpty()) {
+                        replyTo = privateMessage;
+                    } else {
+                        replyTo = replies.get(replies.size() - 1);
+                    }
+                    if (replyTo != null) {
+                        ReplyMessage.replyMessage(mEditText.getText().toString(), replyTo.getFullname(),
+                                getResources().getConfiguration().locale, mOauthRetrofit, mAccessToken,
+                                new ReplyMessage.ReplyMessageListener() {
+                                    @Override
+                                    public void replyMessageSuccess(Message message) {
+                                        if (mAdapter != null) {
+                                            mAdapter.addReply(message);
+                                        }
+                                        goToBottom();
+                                        mEditText.setText("");
+                                    }
+
+                                    @Override
+                                    public void replyMessageFailed(String errorMessage) {
+                                        if (errorMessage != null && !errorMessage.equals("")) {
+                                            Snackbar.make(mCoordinatorLayout, errorMessage, Snackbar.LENGTH_LONG).show();
+                                        } else {
+                                            Snackbar.make(mCoordinatorLayout, R.string.reply_message_failed, Snackbar.LENGTH_LONG).show();
+                                        }
+                                    }
+                                });
+                    } else {
+                        Snackbar.make(mCoordinatorLayout, R.string.error_getting_message, Snackbar.LENGTH_LONG).show();
+                    }
+                }
+            }
+        });
     }
 
     public void fetchUserAvatar(String username, ProvideUserAvatarCallback provideUserAvatarCallback) {
@@ -180,6 +219,12 @@ public class ViewPrivateMessagesActivity extends BaseActivity implements Activit
         TransitionManager.beginDelayedTransition(mRecyclerView, new AutoTransition());
     }
 
+    private void goToBottom() {
+        if (mLinearLayoutManager != null && mAdapter != null) {
+            mLinearLayoutManager.scrollToPositionWithOffset(mAdapter.getItemCount() - 1, 0);
+        }
+    }
+
     @Override
     public boolean onOptionsItemSelected(@NonNull MenuItem item) {
         if (item.getItemId() == android.R.id.home) {
diff --git a/app/src/main/java/ml/docilealligator/infinityforreddit/FetchMessages.java b/app/src/main/java/ml/docilealligator/infinityforreddit/FetchMessages.java
index d93081de..8d929a15 100644
--- a/app/src/main/java/ml/docilealligator/infinityforreddit/FetchMessages.java
+++ b/app/src/main/java/ml/docilealligator/infinityforreddit/FetchMessages.java
@@ -1,23 +1,13 @@
 package ml.docilealligator.infinityforreddit;
 
-import android.os.AsyncTask;
-
 import androidx.annotation.NonNull;
 import androidx.annotation.Nullable;
 
-import org.json.JSONArray;
-import org.json.JSONException;
-import org.json.JSONObject;
-
-import java.text.SimpleDateFormat;
 import java.util.ArrayList;
-import java.util.Calendar;
 import java.util.Locale;
 
 import ml.docilealligator.infinityforreddit.API.RedditAPI;
 import ml.docilealligator.infinityforreddit.Utils.APIUtils;
-import ml.docilealligator.infinityforreddit.Utils.JSONUtils;
-import ml.docilealligator.infinityforreddit.Utils.Utils;
 import retrofit2.Call;
 import retrofit2.Callback;
 import retrofit2.Response;
@@ -42,8 +32,7 @@ public class FetchMessages {
                     @Override
                     public void onResponse(@NonNull Call<String> call, @NonNull Response<String> response) {
                         if (response.isSuccessful()) {
-                            new ParseMessageAsnycTask(response.body(), locale, messageType,
-                                    fetchMessagesListener::fetchSuccess).execute();
+                            ParseMessage.parseMessage(response.body(), locale, messageType, fetchMessagesListener::fetchSuccess);
                         } else {
                             fetchMessagesListener.fetchFailed();
                         }
@@ -56,104 +45,9 @@ public class FetchMessages {
                 });
     }
 
-    static ArrayList<Message> parseMessage(JSONArray messageArray, Locale locale, int messageType) {
-        ArrayList<Message> messages = new ArrayList<>();
-        for (int i = 0; i < messageArray.length(); i++) {
-            try {
-                JSONObject messageJSON = messageArray.getJSONObject(i);
-                String kind = messageJSON.getString(JSONUtils.KIND_KEY);
-                if ((messageType == MESSAGE_TYPE_NOTIFICATION && kind.equals("t4")) ||
-                        (messageType == MESSAGE_TYPE_PRIVATE_MESSAGE && !kind.equals("t4"))) {
-                    continue;
-                }
-
-                JSONObject rawMessageJSON = messageJSON.getJSONObject(JSONUtils.DATA_KEY);
-                String subredditName = rawMessageJSON.getString(JSONUtils.SUBREDDIT_KEY);
-                String subredditNamePrefixed = rawMessageJSON.getString(JSONUtils.SUBREDDIT_NAME_PREFIX_KEY);
-                String id = rawMessageJSON.getString(JSONUtils.ID_KEY);
-                String fullname = rawMessageJSON.getString(JSONUtils.NAME_KEY);
-                String subject = rawMessageJSON.getString(JSONUtils.SUBJECT_KEY);
-                String author = rawMessageJSON.getString(JSONUtils.AUTHOR_KEY);
-                String parentFullname = rawMessageJSON.getString(JSONUtils.PARENT_ID_KEY);
-                String title = rawMessageJSON.has(JSONUtils.LINK_TITLE_KEY) ? rawMessageJSON.getString(JSONUtils.LINK_TITLE_KEY) : null;
-                String body = Utils.modifyMarkdown(rawMessageJSON.getString(JSONUtils.BODY_KEY));
-                String context = rawMessageJSON.getString(JSONUtils.CONTEXT_KEY);
-                String distinguished = rawMessageJSON.getString(JSONUtils.DISTINGUISHED_KEY);
-                boolean wasComment = rawMessageJSON.getBoolean(JSONUtils.WAS_COMMENT_KEY);
-                boolean isNew = rawMessageJSON.getBoolean(JSONUtils.NEW_KEY);
-                int score = rawMessageJSON.getInt(JSONUtils.SCORE_KEY);
-                int nComments = rawMessageJSON.isNull(JSONUtils.NUM_COMMENTS_KEY) ? -1 : rawMessageJSON.getInt(JSONUtils.NUM_COMMENTS_KEY);
-                long timeUTC = rawMessageJSON.getLong(JSONUtils.CREATED_UTC_KEY) * 1000;
-
-                Calendar submitTimeCalendar = Calendar.getInstance();
-                submitTimeCalendar.setTimeInMillis(timeUTC);
-                String formattedTime = new SimpleDateFormat("MMM d, yyyy, HH:mm",
-                        locale).format(submitTimeCalendar.getTime());
-
-                ArrayList<Message> replies = null;
-                if (!rawMessageJSON.isNull(JSONUtils.REPLIES_KEY) && rawMessageJSON.get(JSONUtils.REPLIES_KEY) instanceof JSONObject) {
-                    JSONArray repliesArray = rawMessageJSON.getJSONObject(JSONUtils.REPLIES_KEY).getJSONObject(JSONUtils.DATA_KEY)
-                            .getJSONArray(JSONUtils.CHILDREN_KEY);
-                    replies = parseMessage(repliesArray, locale, messageType);
-                }
-
-                Message message = new Message(kind, subredditName, subredditNamePrefixed, id, fullname, subject,
-                        author, parentFullname, title, body, context, distinguished, formattedTime,
-                        wasComment, isNew, score, nComments, timeUTC);
-                if (replies != null) {
-                    message.setReplies(replies);
-                }
-                messages.add(message);
-            } catch (JSONException e) {
-                e.printStackTrace();
-            }
-        }
-        return messages;
-    }
-
     interface FetchMessagesListener {
         void fetchSuccess(ArrayList<Message> messages, @Nullable String after);
 
         void fetchFailed();
     }
-
-    private static class ParseMessageAsnycTask extends AsyncTask<Void, Void, Void> {
-
-        private String response;
-        private Locale locale;
-        private ArrayList<Message> messages;
-        private String after;
-        private int messageType;
-        private ParseMessageAsyncTaskListener parseMessageAsyncTaskListener;
-        ParseMessageAsnycTask(String response, Locale locale, int messageType,
-                              ParseMessageAsyncTaskListener parseMessageAsnycTaskListener) {
-            this.response = response;
-            this.locale = locale;
-            this.messageType = messageType;
-            messages = new ArrayList<>();
-            this.parseMessageAsyncTaskListener = parseMessageAsnycTaskListener;
-        }
-
-        @Override
-        protected Void doInBackground(Void... voids) {
-            try {
-                JSONArray messageArray = new JSONObject(response).getJSONObject(JSONUtils.DATA_KEY).getJSONArray(JSONUtils.CHILDREN_KEY);
-                messages = parseMessage(messageArray, locale, messageType);
-                after = new JSONObject(response).getJSONObject(JSONUtils.DATA_KEY).getString(JSONUtils.AFTER_KEY);
-            } catch (JSONException e) {
-                e.printStackTrace();
-            }
-            return null;
-        }
-
-        @Override
-        protected void onPostExecute(Void aVoid) {
-            super.onPostExecute(aVoid);
-            parseMessageAsyncTaskListener.parseSuccess(messages, after);
-        }
-
-        interface ParseMessageAsyncTaskListener {
-            void parseSuccess(ArrayList<Message> messages, @Nullable String after);
-        }
-    }
 }
diff --git a/app/src/main/java/ml/docilealligator/infinityforreddit/ParseMessage.java b/app/src/main/java/ml/docilealligator/infinityforreddit/ParseMessage.java
new file mode 100644
index 00000000..5f704567
--- /dev/null
+++ b/app/src/main/java/ml/docilealligator/infinityforreddit/ParseMessage.java
@@ -0,0 +1,205 @@
+package ml.docilealligator.infinityforreddit;
+
+import android.os.AsyncTask;
+
+import androidx.annotation.Nullable;
+
+import org.json.JSONArray;
+import org.json.JSONException;
+import org.json.JSONObject;
+
+import java.text.SimpleDateFormat;
+import java.util.ArrayList;
+import java.util.Calendar;
+import java.util.Locale;
+
+import ml.docilealligator.infinityforreddit.Utils.JSONUtils;
+import ml.docilealligator.infinityforreddit.Utils.Utils;
+
+public class ParseMessage {
+    public static void parseMessage(String response, Locale locale, int messageType,
+                                    ParseMessageAsyncTaskListener parseMessageAsnycTaskListener) {
+        new ParseMessageAsnycTask(response, locale, messageType, parseMessageAsnycTaskListener).execute();
+    }
+
+    public static ArrayList<Message> parseMessages(JSONArray messageArray, Locale locale, int messageType) {
+        ArrayList<Message> messages = new ArrayList<>();
+        for (int i = 0; i < messageArray.length(); i++) {
+            try {
+                Message message = parseSingleMessage(messageArray.getJSONObject(i), locale, messageType);
+                if (message != null) {
+                    messages.add(message);
+                }
+            } catch (JSONException e) {
+                e.printStackTrace();
+            }
+        }
+        return messages;
+    }
+
+    public static void parseRepliedMessage(String response, Locale locale, ParseSentMessageAsyncTaskListener parseSentMessageAsyncTaskListener) {
+        new ParseSentMessageAsnycTask(response, locale, parseSentMessageAsyncTaskListener).execute();
+    }
+
+    @Nullable
+    private static Message parseSingleMessage(JSONObject messageJSON, Locale locale, int messageType) throws JSONException {
+        String kind = messageJSON.getString(JSONUtils.KIND_KEY);
+        if ((messageType == FetchMessages.MESSAGE_TYPE_NOTIFICATION && kind.equals("t4")) ||
+                (messageType == FetchMessages.MESSAGE_TYPE_PRIVATE_MESSAGE && !kind.equals("t4"))) {
+            return null;
+        }
+
+        JSONObject rawMessageJSON = messageJSON.getJSONObject(JSONUtils.DATA_KEY);
+        String subredditName = rawMessageJSON.getString(JSONUtils.SUBREDDIT_KEY);
+        String subredditNamePrefixed = rawMessageJSON.getString(JSONUtils.SUBREDDIT_NAME_PREFIX_KEY);
+        String id = rawMessageJSON.getString(JSONUtils.ID_KEY);
+        String fullname = rawMessageJSON.getString(JSONUtils.NAME_KEY);
+        String subject = rawMessageJSON.getString(JSONUtils.SUBJECT_KEY);
+        String author = rawMessageJSON.getString(JSONUtils.AUTHOR_KEY);
+        String parentFullname = rawMessageJSON.getString(JSONUtils.PARENT_ID_KEY);
+        String title = rawMessageJSON.has(JSONUtils.LINK_TITLE_KEY) ? rawMessageJSON.getString(JSONUtils.LINK_TITLE_KEY) : null;
+        String body = Utils.modifyMarkdown(rawMessageJSON.getString(JSONUtils.BODY_KEY));
+        String context = rawMessageJSON.getString(JSONUtils.CONTEXT_KEY);
+        String distinguished = rawMessageJSON.getString(JSONUtils.DISTINGUISHED_KEY);
+        boolean wasComment = rawMessageJSON.getBoolean(JSONUtils.WAS_COMMENT_KEY);
+        boolean isNew = rawMessageJSON.getBoolean(JSONUtils.NEW_KEY);
+        int score = rawMessageJSON.getInt(JSONUtils.SCORE_KEY);
+        int nComments = rawMessageJSON.isNull(JSONUtils.NUM_COMMENTS_KEY) ? -1 : rawMessageJSON.getInt(JSONUtils.NUM_COMMENTS_KEY);
+        long timeUTC = rawMessageJSON.getLong(JSONUtils.CREATED_UTC_KEY) * 1000;
+
+        Calendar submitTimeCalendar = Calendar.getInstance();
+        submitTimeCalendar.setTimeInMillis(timeUTC);
+        String formattedTime = new SimpleDateFormat("MMM d, yyyy, HH:mm",
+                locale).format(submitTimeCalendar.getTime());
+
+        ArrayList<Message> replies = null;
+        if (!rawMessageJSON.isNull(JSONUtils.REPLIES_KEY) && rawMessageJSON.get(JSONUtils.REPLIES_KEY) instanceof JSONObject) {
+            JSONArray repliesArray = rawMessageJSON.getJSONObject(JSONUtils.REPLIES_KEY).getJSONObject(JSONUtils.DATA_KEY)
+                    .getJSONArray(JSONUtils.CHILDREN_KEY);
+            replies = parseMessages(repliesArray, locale, messageType);
+        }
+
+        Message message = new Message(kind, subredditName, subredditNamePrefixed, id, fullname, subject,
+                author, parentFullname, title, body, context, distinguished, formattedTime,
+                wasComment, isNew, score, nComments, timeUTC);
+        if (replies != null) {
+            message.setReplies(replies);
+        }
+
+        return message;
+    }
+
+    private static class ParseMessageAsnycTask extends AsyncTask<Void, Void, Void> {
+
+        private String response;
+        private Locale locale;
+        private ArrayList<Message> messages;
+        private String after;
+        private int messageType;
+        private ParseMessageAsyncTaskListener parseMessageAsyncTaskListener;
+        ParseMessageAsnycTask(String response, Locale locale, int messageType,
+                              ParseMessageAsyncTaskListener parseMessageAsnycTaskListener) {
+            this.response = response;
+            this.locale = locale;
+            this.messageType = messageType;
+            messages = new ArrayList<>();
+            this.parseMessageAsyncTaskListener = parseMessageAsnycTaskListener;
+        }
+
+        @Override
+        protected Void doInBackground(Void... voids) {
+            try {
+                JSONArray messageArray = new JSONObject(response).getJSONObject(JSONUtils.DATA_KEY).getJSONArray(JSONUtils.CHILDREN_KEY);
+                messages = parseMessages(messageArray, locale, messageType);
+                after = new JSONObject(response).getJSONObject(JSONUtils.DATA_KEY).getString(JSONUtils.AFTER_KEY);
+            } catch (JSONException e) {
+                e.printStackTrace();
+            }
+            return null;
+        }
+
+        @Override
+        protected void onPostExecute(Void aVoid) {
+            super.onPostExecute(aVoid);
+            parseMessageAsyncTaskListener.parseSuccess(messages, after);
+        }
+    }
+
+    private static class ParseSentMessageAsnycTask extends AsyncTask<Void, Void, Void> {
+
+        private String response;
+        private Locale locale;
+        private Message message;
+        private String errorMessage;
+        private boolean parseFailed = false;
+        private ParseSentMessageAsyncTaskListener parseSentMessageAsyncTaskListener;
+
+        ParseSentMessageAsnycTask(String response, Locale locale, ParseSentMessageAsyncTaskListener parseSentMessageAsyncTaskListener) {
+            this.response = response;
+            this.locale = locale;
+            this.parseSentMessageAsyncTaskListener = parseSentMessageAsyncTaskListener;
+        }
+
+        @Override
+        protected Void doInBackground(Void... voids) {
+            try {
+                JSONObject messageJSON = new JSONObject(response).getJSONObject(JSONUtils.JSON_KEY)
+                        .getJSONObject(JSONUtils.DATA_KEY).getJSONArray(JSONUtils.THINGS_KEY).getJSONObject(0);
+                message = parseSingleMessage(messageJSON, locale, FetchMessages.MESSAGE_TYPE_PRIVATE_MESSAGE);
+            } catch (JSONException e) {
+                e.printStackTrace();
+                errorMessage = parseRepliedMessageErrorMessage(response);
+                parseFailed = true;
+            }
+            return null;
+        }
+
+        @Override
+        protected void onPostExecute(Void aVoid) {
+            super.onPostExecute(aVoid);
+            if (parseFailed) {
+                parseSentMessageAsyncTaskListener.parseFailed(errorMessage);
+            } else {
+                parseSentMessageAsyncTaskListener.parseSuccess(message);
+            }
+        }
+    }
+
+    @Nullable
+    private static String parseRepliedMessageErrorMessage(String response) {
+        try {
+            JSONObject responseObject = new JSONObject(response).getJSONObject(JSONUtils.JSON_KEY);
+
+            if (responseObject.getJSONArray(JSONUtils.ERRORS_KEY).length() != 0) {
+                JSONArray error = responseObject.getJSONArray(JSONUtils.ERRORS_KEY)
+                        .getJSONArray(responseObject.getJSONArray(JSONUtils.ERRORS_KEY).length() - 1);
+                if (error.length() != 0) {
+                    String errorString;
+                    if (error.length() >= 2) {
+                        errorString = error.getString(1);
+                    } else {
+                        errorString = error.getString(0);
+                    }
+                    return errorString.substring(0, 1).toUpperCase() + errorString.substring(1);
+                } else {
+                    return null;
+                }
+            } else {
+                return null;
+            }
+        } catch (JSONException e) {
+            e.printStackTrace();
+        }
+
+        return null;
+    }
+
+    public interface ParseMessageAsyncTaskListener {
+        void parseSuccess(ArrayList<Message> messages, @Nullable String after);
+    }
+
+    public interface ParseSentMessageAsyncTaskListener {
+        void parseSuccess(Message message);
+        void parseFailed(String errorMessage);
+    }
+}
diff --git a/app/src/main/java/ml/docilealligator/infinityforreddit/PullNotificationWorker.java b/app/src/main/java/ml/docilealligator/infinityforreddit/PullNotificationWorker.java
index a2b37d99..67d7490e 100644
--- a/app/src/main/java/ml/docilealligator/infinityforreddit/PullNotificationWorker.java
+++ b/app/src/main/java/ml/docilealligator/infinityforreddit/PullNotificationWorker.java
@@ -84,7 +84,7 @@ public class PullNotificationWorker extends Worker {
                 if (response != null && response.isSuccessful() && response.body() != null) {
                     String responseBody = response.body();
                     JSONArray messageArray = new JSONObject(responseBody).getJSONObject(JSONUtils.DATA_KEY).getJSONArray(JSONUtils.CHILDREN_KEY);
-                    ArrayList<Message> messages = FetchMessages.parseMessage(messageArray,
+                    ArrayList<Message> messages = ParseMessage.parseMessages(messageArray,
                             context.getResources().getConfiguration().locale, FetchMessages.MESSAGE_TYPE_NOTIFICATION);
 
                     if (!messages.isEmpty()) {
diff --git a/app/src/main/java/ml/docilealligator/infinityforreddit/ReplyMessage.java b/app/src/main/java/ml/docilealligator/infinityforreddit/ReplyMessage.java
new file mode 100644
index 00000000..1b60d05b
--- /dev/null
+++ b/app/src/main/java/ml/docilealligator/infinityforreddit/ReplyMessage.java
@@ -0,0 +1,58 @@
+package ml.docilealligator.infinityforreddit;
+
+import androidx.annotation.NonNull;
+
+import java.util.HashMap;
+import java.util.Locale;
+import java.util.Map;
+
+import ml.docilealligator.infinityforreddit.API.RedditAPI;
+import ml.docilealligator.infinityforreddit.Utils.APIUtils;
+import retrofit2.Call;
+import retrofit2.Callback;
+import retrofit2.Response;
+import retrofit2.Retrofit;
+
+public class ReplyMessage {
+    public static void replyMessage(String messageMarkdown, String thingFullname,
+                                    Locale locale, Retrofit oauthRetrofit, String accessToken,
+                                    ReplyMessageListener replyMessageListener) {
+        Map<String, String> headers = APIUtils.getOAuthHeader(accessToken);
+        Map<String, String> params = new HashMap<>();
+        params.put(APIUtils.API_TYPE_KEY, "json");
+        params.put(APIUtils.RETURN_RTJSON_KEY, "true");
+        params.put(APIUtils.TEXT_KEY, messageMarkdown);
+        params.put(APIUtils.THING_ID_KEY, thingFullname);
+
+        oauthRetrofit.create(RedditAPI.class).sendCommentOrReplyToMessage(headers, params).enqueue(new Callback<String>() {
+            @Override
+            public void onResponse(@NonNull Call<String> call, @NonNull Response<String> response) {
+                if (response.isSuccessful()) {
+                    ParseMessage.parseRepliedMessage(response.body(), locale, new ParseMessage.ParseSentMessageAsyncTaskListener() {
+                        @Override
+                        public void parseSuccess(Message message) {
+                            replyMessageListener.replyMessageSuccess(message);
+                        }
+
+                        @Override
+                        public void parseFailed(String errorMessage) {
+                            replyMessageListener.replyMessageFailed(errorMessage);
+                        }
+                    });
+                } else {
+                    replyMessageListener.replyMessageFailed(response.message());
+                }
+            }
+
+            @Override
+            public void onFailure(@NonNull Call<String> call, @NonNull Throwable t) {
+                replyMessageListener.replyMessageFailed(t.getMessage());
+            }
+        });
+    }
+
+    public interface ReplyMessageListener {
+        void replyMessageSuccess(Message message);
+        void replyMessageFailed(String errorMessage);
+    }
+}
diff --git a/app/src/main/java/ml/docilealligator/infinityforreddit/SendComment.java b/app/src/main/java/ml/docilealligator/infinityforreddit/SendComment.java
index cb27368e..d35d07c7 100644
--- a/app/src/main/java/ml/docilealligator/infinityforreddit/SendComment.java
+++ b/app/src/main/java/ml/docilealligator/infinityforreddit/SendComment.java
@@ -26,9 +26,9 @@ public class SendComment {
         params.put(APIUtils.RETURN_RTJSON_KEY, "true");
         params.put(APIUtils.TEXT_KEY, commentMarkdown);
         params.put(APIUtils.THING_ID_KEY, thingFullname);
-        api.sendComment(headers, params);
+        api.sendCommentOrReplyToMessage(headers, params);
 
-        Call<String> sendCommentCall = api.sendComment(headers, params);
+        Call<String> sendCommentCall = api.sendCommentOrReplyToMessage(headers, params);
         sendCommentCall.enqueue(new Callback<String>() {
             @Override
             public void onResponse(@NonNull Call<String> call, @NonNull Response<String> response) {
diff --git a/app/src/main/java/ml/docilealligator/infinityforreddit/Utils/JSONUtils.java b/app/src/main/java/ml/docilealligator/infinityforreddit/Utils/JSONUtils.java
index 5f753128..5e83152d 100644
--- a/app/src/main/java/ml/docilealligator/infinityforreddit/Utils/JSONUtils.java
+++ b/app/src/main/java/ml/docilealligator/infinityforreddit/Utils/JSONUtils.java
@@ -112,4 +112,5 @@ public class JSONUtils {
     public static final String WEBM_URL_KEY = "webmUrl";
     public static final String TYPE_KEY = "type";
     public static final String MP4_KEY = "mp4";
+    public static final String THINGS_KEY = "things";
 }
diff --git a/app/src/main/res/layout/activity_view_private_messages.xml b/app/src/main/res/layout/activity_view_private_messages.xml
index b808ede7..728d5df1 100644
--- a/app/src/main/res/layout/activity_view_private_messages.xml
+++ b/app/src/main/res/layout/activity_view_private_messages.xml
@@ -20,23 +20,13 @@
             android:layout_height="wrap_content"
             android:theme="@style/AppTheme.AppBarOverlay">
 
-            <com.google.android.material.appbar.CollapsingToolbarLayout
-                android:id="@+id/collapsing_toolbar_layout_view_private_messages_activity"
+            <androidx.appcompat.widget.Toolbar
+                android:id="@+id/toolbar_view_private_messages_activity"
                 android:layout_width="match_parent"
-                android:layout_height="match_parent"
-                app:layout_scrollFlags="scroll|enterAlways"
-                app:titleEnabled="false"
-                app:toolbarId="@+id/toolbar_view_private_messages_activity">
-
-                <androidx.appcompat.widget.Toolbar
-                    android:id="@+id/toolbar_view_private_messages_activity"
-                    android:layout_width="match_parent"
-                    android:layout_height="wrap_content"
-                    android:minHeight="?attr/actionBarSize"
-                    app:popupTheme="@style/AppTheme.PopupOverlay"
-                    app:navigationIcon="?attr/homeAsUpIndicator" />
-
-            </com.google.android.material.appbar.CollapsingToolbarLayout>
+                android:layout_height="wrap_content"
+                android:minHeight="?attr/actionBarSize"
+                app:popupTheme="@style/AppTheme.PopupOverlay"
+                app:navigationIcon="?attr/homeAsUpIndicator" />
 
         </com.google.android.material.appbar.AppBarLayout>
 
diff --git a/app/src/main/res/values/strings.xml b/app/src/main/res/values/strings.xml
index 020528fd..5d78d9d8 100644
--- a/app/src/main/res/values/strings.xml
+++ b/app/src/main/res/values/strings.xml
@@ -152,6 +152,9 @@
     <string name="send_comment_failed">Could not send this comment</string>
     <string name="parse_sent_comment_failed">The comment is sent but unable to get the sent comment</string>
 
+    <string name="reply_message_failed">Could not reply to this message</string>
+    <string name="error_getting_message">Error getting this message</string>
+
     <string name="select_a_subreddit">Please select a subreddit first</string>
     <string name="title_required">The post need a good title</string>
     <string name="link_required">Hey where is the link?</string>