diff --git a/cli/flags.go b/cli/flags.go
index e4f0ac6b..39bb39ce 100644
--- a/cli/flags.go
+++ b/cli/flags.go
@@ -279,14 +279,7 @@ func (o *Flags) BuildChatRequest(Meta string) (ret *common.ChatRequest, err erro
 	}
 
 	var message *goopenai.ChatCompletionMessage
-	if len(o.Attachments) == 0 {
-		if o.Message != "" {
-			message = &goopenai.ChatCompletionMessage{
-				Role:    goopenai.ChatMessageRoleUser,
-				Content: strings.TrimSpace(o.Message),
-			}
-		}
-	} else {
+	if len(o.Attachments) > 0 {
 		message = &goopenai.ChatCompletionMessage{
 			Role: goopenai.ChatMessageRoleUser,
 		}
@@ -323,7 +316,13 @@ func (o *Flags) BuildChatRequest(Meta string) (ret *common.ChatRequest, err erro
 				},
 			})
 		}
+	} else if o.Message != "" {
+		message = &goopenai.ChatCompletionMessage{
+			Role:    goopenai.ChatMessageRoleUser,
+			Content: strings.TrimSpace(o.Message),
+		}
 	}
+
 	ret.Message = message
 
 	if o.Language != "" {
diff --git a/core/chatter.go b/core/chatter.go
index 19083f7f..34a2d72e 100644
--- a/core/chatter.go
+++ b/core/chatter.go
@@ -227,6 +227,8 @@ func (o *Chatter) BuildSession(request *common.ChatRequest, raw bool) (session *
 		// So, we only append the direct user message if NO pattern was used.
 		if request.PatternName == "" && request.Message != nil {
 			session.Append(request.Message)
+		} else if request.Message != nil {
+			session.Append(request.Message)
 		}
 	}