diff --git a/clap_derive/src/derives/args.rs b/clap_derive/src/derives/args.rs
index 4105608829d..d6fecc01970 100644
--- a/clap_derive/src/derives/args.rs
+++ b/clap_derive/src/derives/args.rs
@@ -228,8 +228,16 @@ pub(crate) fn gen_augment(
 
                 let next_help_heading = item.next_help_heading();
                 let next_display_order = item.next_display_order();
+                let flatten_group_assert = if matches!(**ty, Ty::Option) {
+                    quote_spanned! { kind.span()=>
+                        <#inner_type as clap::Args>::group_id().expect("cannot `#[flatten]` an `Option<Args>` with `#[group(skip)]");
+                    }
+                } else {
+                    quote! {}
+                };
                 if override_required {
                     Some(quote_spanned! { kind.span()=>
+                        #flatten_group_assert
                         let #app_var = #app_var
                             #next_help_heading
                             #next_display_order;
@@ -237,6 +245,7 @@ pub(crate) fn gen_augment(
                     })
                 } else {
                     Some(quote_spanned! { kind.span()=>
+                        #flatten_group_assert
                         let #app_var = #app_var
                             #next_help_heading
                             #next_display_order;
@@ -499,7 +508,7 @@ pub(crate) fn gen_constructor(fields: &[(&Field, Item)]) -> Result<TokenStream,
                         quote_spanned! { kind.span()=>
                             #field_name: {
                                 let group_id = <#inner_type as clap::Args>::group_id()
-                                    .expect("`#[arg(flatten)]`ed field type implements `Args::group_id`");
+                                    .expect("asserted during `Arg` creation");
                                 if #arg_matches.contains_id(group_id.as_str()) {
                                     Some(
                                         <#inner_type as clap::FromArgMatches>::from_arg_matches_mut(#arg_matches)?
diff --git a/tests/derive/flatten.rs b/tests/derive/flatten.rs
index bdd0387338c..95ad43e2bee 100644
--- a/tests/derive/flatten.rs
+++ b/tests/derive/flatten.rs
@@ -255,3 +255,22 @@ fn docstrings_ordering_with_multiple_clap_partial() {
 
     assert!(short_help.contains("This is the docstring for Flattened"));
 }
+
+#[test]
+#[should_panic = "cannot `#[flatten]` an `Option<Args>` with `#[group(skip)]"]
+fn flatten_skipped_group() {
+    #[derive(clap::Parser, Debug)]
+    struct Cli {
+        #[clap(flatten)]
+        args: Option<Args>,
+    }
+
+    #[derive(clap::Args, Debug)]
+    #[group(skip)]
+    struct Args {
+        #[clap(short)]
+        param: bool,
+    }
+
+    Cli::try_parse_from(["test"]).unwrap();
+}