diff --git a/docs/content/doc/usage/errors.md b/docs/content/doc/usage/errors.md
index fafe8a371..faf4ef548 100644
--- a/docs/content/doc/usage/errors.md
+++ b/docs/content/doc/usage/errors.md
@@ -87,6 +87,7 @@ This document describes the different errors Vikunja can return.
 | 4018 | 400 | Invalid task filter concatinator. |
 | 4019 | 400 | Invalid task filter value. |
 | 4020 | 400 | The provided attachment does not belong to that task. |
+| 4021 | 400 | This user is already assigned to that task. |
 
 ## Namespace
 
diff --git a/pkg/models/error.go b/pkg/models/error.go
index 2f9da63e4..580ba0551 100644
--- a/pkg/models/error.go
+++ b/pkg/models/error.go
@@ -847,6 +847,34 @@ func (err ErrAttachmentDoesNotBelongToTask) HTTPError() web.HTTPError {
 	}
 }
 
+// ErrUserAlreadyAssigned represents an error where the user is already assigned to this task
+type ErrUserAlreadyAssigned struct {
+	TaskID int64
+	UserID int64
+}
+
+// IsErrUserAlreadyAssigned checks if an error is ErrUserAlreadyAssigned.
+func IsErrUserAlreadyAssigned(err error) bool {
+	_, ok := err.(ErrUserAlreadyAssigned)
+	return ok
+}
+
+func (err ErrUserAlreadyAssigned) Error() string {
+	return fmt.Sprintf("User is already assigned to task [TaskID: %d, UserID: %d]", err.TaskID, err.UserID)
+}
+
+// ErrCodeUserAlreadyAssigned holds the unique world-error code of this error
+const ErrCodeUserAlreadyAssigned = 4021
+
+// HTTPError holds the http error description
+func (err ErrUserAlreadyAssigned) HTTPError() web.HTTPError {
+	return web.HTTPError{
+		HTTPCode: http.StatusBadRequest,
+		Code:     ErrCodeUserAlreadyAssigned,
+		Message:  "This user is already assigned to that task.",
+	}
+}
+
 // =================
 // Namespace errors
 // =================
diff --git a/pkg/models/task_assignees.go b/pkg/models/task_assignees.go
index e2b4a5159..d2dc996c7 100644
--- a/pkg/models/task_assignees.go
+++ b/pkg/models/task_assignees.go
@@ -221,6 +221,19 @@ func (t *Task) addNewAssigneeByID(s *xorm.Session, newAssigneeID int64, list *Li
 		return ErrUserDoesNotHaveAccessToList{list.ID, newAssigneeID}
 	}
 
+	exist, err := s.
+		Where("task_id = ? AND user_id = ?", t.ID, newAssigneeID).
+		Exist(&TaskAssginee{})
+	if err != nil {
+		return err
+	}
+	if exist {
+		return &ErrUserAlreadyAssigned{
+			UserID: newAssigneeID,
+			TaskID: t.ID,
+		}
+	}
+
 	_, err = s.Insert(TaskAssginee{
 		TaskID: t.ID,
 		UserID: newAssigneeID,