diff --git a/src/context.rs b/src/context.rs
index 14f308a..41c08bf 100644
--- a/src/context.rs
+++ b/src/context.rs
@@ -1,19 +1,40 @@
 use std::borrow::Cow;
 
+use std::fmt;
+
 /// Provides context furthering the explanation of *how* you got to an error.
 #[derive(Debug, Clone)]
 pub struct Context(ContextInner);
 
-impl std::fmt::Display for Context {
-    fn fmt(&self, f: &mut std::fmt::Formatter<'_>) -> std::fmt::Result {
-        match self.0 {
-            ContextInner::String(ref s) => f.write_str(s),
-            ContextInner::Compound(ref ctxs) => {
-                let mut ctxs = ctxs.iter();
-                if let Some(ctx) = ctxs.next() {
-                    write!(f, "{ctx}")?;
-                    for ctx in ctxs {
-                        write!(f, "\n{ctx}")?;
+impl fmt::Display for Context {
+    #[inline(always)]
+    fn fmt(&self, f: &mut fmt::Formatter<'_>) -> fmt::Result {
+        fmt::Display::fmt(&self.0, f)
+    }
+}
+
+#[derive(Debug, Clone)]
+enum ContextInner {
+    Elem(ContextElem),
+    Compound(Vec<ContextElem>),
+}
+
+#[derive(Debug, Clone)]
+enum ContextElem {
+    Str(&'static str),
+    String(String),
+}
+
+impl fmt::Display for ContextInner {
+    fn fmt(&self, f: &mut fmt::Formatter<'_>) -> fmt::Result {
+        match self {
+            Self::Elem(elem) => fmt::Display::fmt(elem, f),
+            Self::Compound(elems) => {
+                let mut elems = elems.iter();
+                if let Some(elem) = elems.next() {
+                    fmt::Display::fmt(elem, f)?;
+                    for elem in elems {
+                        write!(f, "\n{elem}")?;
                     }
                 }
                 Ok(())
@@ -22,10 +43,13 @@ impl std::fmt::Display for Context {
     }
 }
 
-#[derive(Debug, Clone)]
-enum ContextInner {
-    String(Cow<'static, str>),
-    Compound(Vec<Context>),
+impl fmt::Display for ContextElem {
+    fn fmt(&self, f: &mut fmt::Formatter<'_>) -> fmt::Result {
+        match self {
+            Self::Str(s) => f.write_str(s),
+            Self::String(s) => f.write_str(s),
+        }
+    }
 }
 
 pub trait IntoContext {
@@ -49,34 +73,48 @@ impl IntoContext for Context {
     /// Chains another piece of context that is equal from a hierarchical perspective.
     #[inline]
     fn chain(self, other: impl IntoContext) -> Self {
-        Context(ContextInner::Compound(match self {
-            Context(ContextInner::Compound(mut items)) => {
-                items.push(other.into_context());
-                items
+        Context(ContextInner::Compound(match self.0 {
+            ContextInner::Compound(mut elems) => {
+                match other.into_context().0 {
+                    ContextInner::Elem(elem) => elems.push(elem),
+                    ContextInner::Compound(mut elems1) => elems.append(&mut elems1),
+                };
+                elems
             }
-            _ => vec![self, other.into_context()],
+            ContextInner::Elem(elem) => {
+                match other.into_context().0 {
+                    ContextInner::Elem(elem1) => vec![elem, elem1],
+                    ContextInner::Compound(mut elems) => {
+                        elems.insert(0, elem);
+                        elems
+                    }
+                }
+            },
         }))
     }
 }
 
 impl IntoContext for String {
-    #[inline]
+    #[inline(always)]
     fn into_context(self) -> Context {
-        Context(ContextInner::String(self.into()))
+        Context(ContextInner::Elem(ContextElem::String(self)))
     }
 }
 
 impl IntoContext for &'static str {
-    #[inline]
+    #[inline(always)]
     fn into_context(self) -> Context {
-        Context(ContextInner::String(self.into()))
+        Context(ContextInner::Elem(ContextElem::Str(self)))
     }
 }
 
 impl IntoContext for Cow<'static, str> {
-    #[inline(always)]
+    #[inline]
     fn into_context(self) -> Context {
-        Context(ContextInner::String(self))
+        match self {
+            Cow::Borrowed(s) => s.into_context(),
+            Cow::Owned(s) => s.into_context(),
+        }
     }
 }
 
diff --git a/src/explain.rs b/src/explain.rs
index 4d31d79..b9cdc4c 100644
--- a/src/explain.rs
+++ b/src/explain.rs
@@ -32,6 +32,8 @@ where
 
     #[inline(always)]
     fn context(self, context: impl IntoContext) -> Self::Output {
+        // TODO: maybe add a toggle for the extra "Option::None" context
+        //Err(How::new(context))
         self.into_result_how().map_err(#[inline(never)] move |e| e.context(context))
-    }
 }
+    }
diff --git a/src/how.rs b/src/how.rs
index 33ebd80..14108ec 100644
--- a/src/how.rs
+++ b/src/how.rs
@@ -15,18 +15,6 @@ struct HowInner {
     context: Vec<Context>,
 }
 
-impl std::fmt::Debug for How {
-    fn fmt(&self, f: &mut std::fmt::Formatter<'_>) -> std::fmt::Result {
-        let mut b = f.debug_struct(std::any::type_name::<Self>());
-        let b = b
-            .field("classified", &self.0.classified)
-            .field("context", &(&self.0.context));
-        #[cfg(feature = "backtrace")]
-        let b = b.field("backtrace", &self.0.backtrace);
-        b.finish()
-    }
-}
-
 impl How {
     #[must_use]
     #[inline(never)]
@@ -65,6 +53,16 @@ impl How {
     pub const fn is_classified(&self) -> bool {
         self.0.classified
     }
+
+    fn fmt_debug_alternate(&self, f: &mut std::fmt::Formatter) -> std::fmt::Result {
+        let mut b = f.debug_struct(std::any::type_name::<Self>());
+        let b = b
+            .field("classified", &self.0.classified)
+            .field("context", &(&self.0.context));
+        #[cfg(feature = "backtrace")]
+        let b = b.field("backtrace", &self.0.backtrace);
+        b.finish()
+    }
 }
 
 impl explain::Sealed for How {}
@@ -99,3 +97,14 @@ impl std::fmt::Display for How {
         Ok(())
     }
 }
+
+impl std::fmt::Debug for How {
+    #[inline(always)]
+    fn fmt(&self, f: &mut std::fmt::Formatter<'_>) -> std::fmt::Result {
+        if f.alternate() {
+            self.fmt_debug_alternate(f)
+        } else {
+            std::fmt::Display::fmt(self, f)
+        }
+    }
+}
diff --git a/src/into.rs b/src/into.rs
index e01f6d5..8899f8b 100644
--- a/src/into.rs
+++ b/src/into.rs
@@ -45,7 +45,7 @@ impl<T> IntoResultHow for Option<T> {
     fn into_result_how(self) -> Result<Self::T, How> {
         #[inline(never)]
         fn into() -> How {
-            How::new("None")
+            How::new("Option::None")
         }
         self.ok_or_else(into)
     }
diff --git a/src/lib.rs b/src/lib.rs
index b812f33..a6b7fb2 100644
--- a/src/lib.rs
+++ b/src/lib.rs
@@ -1,5 +1,6 @@
 #![doc = include_str!("../README.md")]
 #![forbid(unsafe_code)]
+#![feature(backtrace)]
 
 mod sealed;
 pub(crate) use sealed::seal;