diff --git a/crates/oxidetalis/src/websocket/handlers/chat_request.rs b/crates/oxidetalis/src/websocket/handlers/chat_request.rs
index b41580c..e9044c9 100644
--- a/crates/oxidetalis/src/websocket/handlers/chat_request.rs
+++ b/crates/oxidetalis/src/websocket/handlers/chat_request.rs
@@ -23,6 +23,7 @@ use oxidetalis_entities::prelude::*;
 use sea_orm::DatabaseConnection;
 
 use crate::database::InChatRequestsExt;
+use crate::errors::ServerError;
 use crate::extensions::OnlineUsersExt;
 use crate::{
     database::{OutChatRequestsExt, UserTableExt, UsersStatusExt},
@@ -56,7 +57,11 @@ pub async fn handle_chat_request(
         return Some(WsError::RecipientBlacklist.into());
     }
 
-    try_ws!(Some db.add_to_whitelist(from_user, to_public_key).await);
+    // To ignore the error if the requester added the recipient to the whitelist
+    // table before send a request to them
+    if let Err(ServerError::Internal(_)) = db.add_to_whitelist(from_user, to_public_key).await {
+        return Some(WsError::InternalServerError.into());
+    }
 
     if try_ws!(Some db.is_whitelisted(&to_user, &from_public_key).await) {
         return Some(WsError::AlreadyInRecipientWhitelist.into());