diff --git a/src/fs/canonicalize.rs b/src/fs/canonicalize.rs
index 6eb6977..38a5a6b 100644
--- a/src/fs/canonicalize.rs
+++ b/src/fs/canonicalize.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::{Path, PathBuf};
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Returns the canonical form of a path.
 ///
@@ -32,5 +33,10 @@ use crate::task::spawn_blocking;
 /// ```
 pub async fn canonicalize<P: AsRef<Path>>(path: P) -> io::Result<PathBuf> {
     let path = path.as_ref().to_owned();
-    spawn_blocking(move || std::fs::canonicalize(&path).map(Into::into)).await
+    spawn_blocking(move || {
+        std::fs::canonicalize(&path)
+            .map(Into::into)
+            .context(|| format!("could not canonicalize `{}`", path.display()))
+    })
+    .await
 }
diff --git a/src/fs/copy.rs b/src/fs/copy.rs
index 170b66e..8fb447b 100644
--- a/src/fs/copy.rs
+++ b/src/fs/copy.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::Path;
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Copies the contents and permissions of a file to a new location.
 ///
@@ -41,5 +42,9 @@ use crate::task::spawn_blocking;
 pub async fn copy<P: AsRef<Path>, Q: AsRef<Path>>(from: P, to: Q) -> io::Result<u64> {
     let from = from.as_ref().to_owned();
     let to = to.as_ref().to_owned();
-    spawn_blocking(move || std::fs::copy(&from, &to)).await
+    spawn_blocking(move || {
+        std::fs::copy(&from, &to)
+            .context(|| format!("could not copy `{}` to `{}`", from.display(), to.display()))
+    })
+    .await
 }
diff --git a/src/fs/create_dir.rs b/src/fs/create_dir.rs
index 03c2491..37923c0 100644
--- a/src/fs/create_dir.rs
+++ b/src/fs/create_dir.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::Path;
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Creates a new directory.
 ///
@@ -34,5 +35,9 @@ use crate::task::spawn_blocking;
 /// ```
 pub async fn create_dir<P: AsRef<Path>>(path: P) -> io::Result<()> {
     let path = path.as_ref().to_owned();
-    spawn_blocking(move || std::fs::create_dir(path)).await
+    spawn_blocking(move || {
+        std::fs::create_dir(&path)
+            .context(|| format!("could not create directory `{}`", path.display()))
+    })
+    .await
 }
diff --git a/src/fs/create_dir_all.rs b/src/fs/create_dir_all.rs
index 1524194..753dfd4 100644
--- a/src/fs/create_dir_all.rs
+++ b/src/fs/create_dir_all.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::Path;
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Creates a new directory and all of its parents if they are missing.
 ///
@@ -29,5 +30,9 @@ use crate::task::spawn_blocking;
 /// ```
 pub async fn create_dir_all<P: AsRef<Path>>(path: P) -> io::Result<()> {
     let path = path.as_ref().to_owned();
-    spawn_blocking(move || std::fs::create_dir_all(path)).await
+    spawn_blocking(move || {
+        std::fs::create_dir_all(&path)
+            .context(|| format!("could not create directory path `{}`", path.display()))
+    })
+    .await
 }
diff --git a/src/fs/file.rs b/src/fs/file.rs
index 94e2989..7fe99ee 100644
--- a/src/fs/file.rs
+++ b/src/fs/file.rs
@@ -9,11 +9,11 @@ use std::sync::{Arc, Mutex};
 
 use crate::fs::{Metadata, Permissions};
 use crate::future;
-use crate::utils::Context as _;
 use crate::io::{self, Read, Seek, SeekFrom, Write};
 use crate::path::Path;
 use crate::prelude::*;
 use crate::task::{self, spawn_blocking, Context, Poll, Waker};
+use crate::utils::Context as _;
 
 /// An open file on the filesystem.
 ///
@@ -114,8 +114,7 @@ impl File {
     pub async fn open<P: AsRef<Path>>(path: P) -> io::Result<File> {
         let path = path.as_ref().to_owned();
         let file = spawn_blocking(move || {
-            std::fs::File::open(&path)
-                .context(|| format!("Could not open {}", path.display()))
+            std::fs::File::open(&path).context(|| format!("could not open `{}`", path.display()))
         })
         .await?;
         Ok(File::new(file, true))
@@ -154,7 +153,7 @@ impl File {
         let path = path.as_ref().to_owned();
         let file = spawn_blocking(move || {
             std::fs::File::create(&path)
-                .context(|| format!("Could not create {}", path.display()))
+                .context(|| format!("could not create `{}`", path.display()))
         })
         .await?;
         Ok(File::new(file, true))
diff --git a/src/fs/hard_link.rs b/src/fs/hard_link.rs
index e6e56cd..a6a4069 100644
--- a/src/fs/hard_link.rs
+++ b/src/fs/hard_link.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::Path;
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Creates a hard link on the filesystem.
 ///
@@ -32,5 +33,14 @@ use crate::task::spawn_blocking;
 pub async fn hard_link<P: AsRef<Path>, Q: AsRef<Path>>(from: P, to: Q) -> io::Result<()> {
     let from = from.as_ref().to_owned();
     let to = to.as_ref().to_owned();
-    spawn_blocking(move || std::fs::hard_link(&from, &to)).await
+    spawn_blocking(move || {
+        std::fs::hard_link(&from, &to).context(|| {
+            format!(
+                "could not create a hard link from `{}` to `{}`",
+                from.display(),
+                to.display()
+            )
+        })
+    })
+    .await
 }
diff --git a/src/fs/read.rs b/src/fs/read.rs
index ab7d175..3b568f7 100644
--- a/src/fs/read.rs
+++ b/src/fs/read.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::Path;
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Reads the entire contents of a file as raw bytes.
 ///
@@ -36,5 +37,8 @@ use crate::task::spawn_blocking;
 /// ```
 pub async fn read<P: AsRef<Path>>(path: P) -> io::Result<Vec<u8>> {
     let path = path.as_ref().to_owned();
-    spawn_blocking(move || std::fs::read(path)).await
+    spawn_blocking(move || {
+        std::fs::read(&path).context(|| format!("could not read file `{}`", path.display()))
+    })
+    .await
 }
diff --git a/src/fs/read_dir.rs b/src/fs/read_dir.rs
index 5e51065..d8261a9 100644
--- a/src/fs/read_dir.rs
+++ b/src/fs/read_dir.rs
@@ -1,11 +1,12 @@
-use std::pin::Pin;
 use std::future::Future;
+use std::pin::Pin;
 
 use crate::fs::DirEntry;
 use crate::io;
 use crate::path::Path;
 use crate::stream::Stream;
 use crate::task::{spawn_blocking, Context, JoinHandle, Poll};
+use crate::utils::Context as _;
 
 /// Returns a stream of entries in a directory.
 ///
@@ -45,9 +46,12 @@ use crate::task::{spawn_blocking, Context, JoinHandle, Poll};
 /// ```
 pub async fn read_dir<P: AsRef<Path>>(path: P) -> io::Result<ReadDir> {
     let path = path.as_ref().to_owned();
-    spawn_blocking(move || std::fs::read_dir(path))
-        .await
-        .map(ReadDir::new)
+    spawn_blocking(move || {
+        std::fs::read_dir(&path)
+            .context(|| format!("could not read directory `{}`", path.display()))
+    })
+    .await
+    .map(ReadDir::new)
 }
 
 /// A stream of entries in a directory.
diff --git a/src/fs/read_link.rs b/src/fs/read_link.rs
index 7ec18a4..d8cabb7 100644
--- a/src/fs/read_link.rs
+++ b/src/fs/read_link.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::{Path, PathBuf};
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Reads a symbolic link and returns the path it points to.
 ///
@@ -28,5 +29,10 @@ use crate::task::spawn_blocking;
 /// ```
 pub async fn read_link<P: AsRef<Path>>(path: P) -> io::Result<PathBuf> {
     let path = path.as_ref().to_owned();
-    spawn_blocking(move || std::fs::read_link(path).map(Into::into)).await
+    spawn_blocking(move || {
+        std::fs::read_link(&path)
+            .map(Into::into)
+            .context(|| format!("could not read link `{}`", path.display()))
+    })
+    .await
 }
diff --git a/src/fs/read_to_string.rs b/src/fs/read_to_string.rs
index d06aa61..2378aae 100644
--- a/src/fs/read_to_string.rs
+++ b/src/fs/read_to_string.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::Path;
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Reads the entire contents of a file as a string.
 ///
@@ -37,5 +38,9 @@ use crate::task::spawn_blocking;
 /// ```
 pub async fn read_to_string<P: AsRef<Path>>(path: P) -> io::Result<String> {
     let path = path.as_ref().to_owned();
-    spawn_blocking(move || std::fs::read_to_string(path)).await
+    spawn_blocking(move || {
+        std::fs::read_to_string(&path)
+            .context(|| format!("could not read file `{}`", path.display()))
+    })
+    .await
 }
diff --git a/src/fs/remove_dir.rs b/src/fs/remove_dir.rs
index 1a62db2..8fdba18 100644
--- a/src/fs/remove_dir.rs
+++ b/src/fs/remove_dir.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::Path;
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Removes an empty directory.
 ///
@@ -29,5 +30,9 @@ use crate::task::spawn_blocking;
 /// ```
 pub async fn remove_dir<P: AsRef<Path>>(path: P) -> io::Result<()> {
     let path = path.as_ref().to_owned();
-    spawn_blocking(move || std::fs::remove_dir(path)).await
+    spawn_blocking(move || {
+        std::fs::remove_dir(&path)
+            .context(|| format!("could not remove directory `{}`", path.display()))
+    })
+    .await
 }
diff --git a/src/fs/remove_dir_all.rs b/src/fs/remove_dir_all.rs
index 3366740..d4bad3a 100644
--- a/src/fs/remove_dir_all.rs
+++ b/src/fs/remove_dir_all.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::Path;
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Removes a directory and all of its contents.
 ///
@@ -29,5 +30,9 @@ use crate::task::spawn_blocking;
 /// ```
 pub async fn remove_dir_all<P: AsRef<Path>>(path: P) -> io::Result<()> {
     let path = path.as_ref().to_owned();
-    spawn_blocking(move || std::fs::remove_dir_all(path)).await
+    spawn_blocking(move || {
+        std::fs::remove_dir_all(&path)
+            .context(|| format!("could not remove directory `{}`", path.display()))
+    })
+    .await
 }
diff --git a/src/fs/remove_file.rs b/src/fs/remove_file.rs
index 9a74ec1..b881f8b 100644
--- a/src/fs/remove_file.rs
+++ b/src/fs/remove_file.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::Path;
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Removes a file.
 ///
@@ -29,5 +30,9 @@ use crate::task::spawn_blocking;
 /// ```
 pub async fn remove_file<P: AsRef<Path>>(path: P) -> io::Result<()> {
     let path = path.as_ref().to_owned();
-    spawn_blocking(move || std::fs::remove_file(path)).await
+    spawn_blocking(move || {
+        std::fs::remove_file(&path)
+            .context(|| format!("could not remove file `{}`", path.display()))
+    })
+    .await
 }
diff --git a/src/fs/rename.rs b/src/fs/rename.rs
index ed7f39c..25fc55f 100644
--- a/src/fs/rename.rs
+++ b/src/fs/rename.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::Path;
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Renames a file or directory to a new location.
 ///
@@ -34,5 +35,14 @@ use crate::task::spawn_blocking;
 pub async fn rename<P: AsRef<Path>, Q: AsRef<Path>>(from: P, to: Q) -> io::Result<()> {
     let from = from.as_ref().to_owned();
     let to = to.as_ref().to_owned();
-    spawn_blocking(move || std::fs::rename(&from, &to)).await
+    spawn_blocking(move || {
+        std::fs::rename(&from, &to).context(|| {
+            format!(
+                "could not rename `{}` to `{}`",
+                from.display(),
+                to.display()
+            )
+        })
+    })
+    .await
 }
diff --git a/src/fs/write.rs b/src/fs/write.rs
index 4e5d20b..7c14098 100644
--- a/src/fs/write.rs
+++ b/src/fs/write.rs
@@ -1,6 +1,7 @@
 use crate::io;
 use crate::path::Path;
 use crate::task::spawn_blocking;
+use crate::utils::Context as _;
 
 /// Writes a slice of bytes as the new contents of a file.
 ///
@@ -33,5 +34,9 @@ use crate::task::spawn_blocking;
 pub async fn write<P: AsRef<Path>, C: AsRef<[u8]>>(path: P, contents: C) -> io::Result<()> {
     let path = path.as_ref().to_owned();
     let contents = contents.as_ref().to_owned();
-    spawn_blocking(move || std::fs::write(path, contents)).await
+    spawn_blocking(move || {
+        std::fs::write(&path, contents)
+            .context(|| format!("could not write to file `{}`", path.display()))
+    })
+    .await
 }
diff --git a/src/io/copy.rs b/src/io/copy.rs
index 8ec3c1a..f05ed0e 100644
--- a/src/io/copy.rs
+++ b/src/io/copy.rs
@@ -1,10 +1,11 @@
-use std::pin::Pin;
 use std::future::Future;
+use std::pin::Pin;
 
 use pin_project_lite::pin_project;
 
 use crate::io::{self, BufRead, BufReader, Read, Write};
 use crate::task::{Context, Poll};
+use crate::utils::Context as _;
 
 /// Copies the entire contents of a reader into a writer.
 ///
@@ -90,7 +91,7 @@ where
         writer,
         amt: 0,
     };
-    future.await
+    future.await.context(|| String::from("io::copy failed"))
 }
 
 /// Copies the entire contents of a reader into a writer.
@@ -177,5 +178,5 @@ where
         writer,
         amt: 0,
     };
-    future.await
+    future.await.context(|| String::from("io::copy failed"))
 }
diff --git a/src/io/stdin.rs b/src/io/stdin.rs
index 167ea2d..369ccae 100644
--- a/src/io/stdin.rs
+++ b/src/io/stdin.rs
@@ -1,10 +1,11 @@
+use std::future::Future;
 use std::pin::Pin;
 use std::sync::Mutex;
-use std::future::Future;
 
 use crate::future;
 use crate::io::{self, Read};
 use crate::task::{spawn_blocking, Context, JoinHandle, Poll};
+use crate::utils::Context as _;
 
 cfg_unstable! {
     use once_cell::sync::Lazy;
@@ -162,6 +163,7 @@ impl Stdin {
             }
         })
         .await
+        .context(|| String::from("could not read line on stdin"))
     }
 
     /// Locks this handle to the standard input stream, returning a readable guard.
diff --git a/src/net/addr.rs b/src/net/addr.rs
index 2769dd5..ea83950 100644
--- a/src/net/addr.rs
+++ b/src/net/addr.rs
@@ -1,11 +1,12 @@
+use std::future::Future;
 use std::mem;
 use std::net::{IpAddr, Ipv4Addr, Ipv6Addr};
 use std::net::{SocketAddr, SocketAddrV4, SocketAddrV6};
 use std::pin::Pin;
-use std::future::Future;
 
 use crate::io;
 use crate::task::{spawn_blocking, Context, JoinHandle, Poll};
+use crate::utils::Context as ErrorContext;
 
 cfg_not_docs! {
     macro_rules! ret {
@@ -67,6 +68,18 @@ pub enum ToSocketAddrsFuture<I> {
     Done,
 }
 
+/// Wrap `std::io::Error` with additional message
+///
+/// Keeps the original error kind and stores the original I/O error as `source`.
+impl<T> ErrorContext for ToSocketAddrsFuture<T> {
+    fn context(self, message: impl Fn() -> String) -> Self {
+        match self {
+            ToSocketAddrsFuture::Ready(res) => ToSocketAddrsFuture::Ready(res.context(message)),
+            x => x,
+        }
+    }
+}
+
 impl<I: Iterator<Item = SocketAddr>> Future for ToSocketAddrsFuture<I> {
     type Output = io::Result<I>;
 
@@ -110,7 +123,9 @@ impl ToSocketAddrs for SocketAddrV4 {
         impl Future<Output = Self::Iter>,
         ToSocketAddrsFuture<Self::Iter>
     ) {
-        SocketAddr::V4(*self).to_socket_addrs()
+        SocketAddr::V4(*self)
+            .to_socket_addrs()
+            .context(|| format!("could not resolve address `{}`", self))
     }
 }
 
@@ -123,7 +138,9 @@ impl ToSocketAddrs for SocketAddrV6 {
         impl Future<Output = Self::Iter>,
         ToSocketAddrsFuture<Self::Iter>
     ) {
-        SocketAddr::V6(*self).to_socket_addrs()
+        SocketAddr::V6(*self)
+            .to_socket_addrs()
+            .context(|| format!("could not resolve address `{}`", self))
     }
 }
 
@@ -195,7 +212,9 @@ impl ToSocketAddrs for (&str, u16) {
 
         let host = host.to_string();
         let task = spawn_blocking(move || {
-            std::net::ToSocketAddrs::to_socket_addrs(&(host.as_str(), port))
+            let addr = (host.as_str(), port);
+            std::net::ToSocketAddrs::to_socket_addrs(&addr)
+                .context(|| format!("could not resolve address `{:?}`", addr))
         });
         ToSocketAddrsFuture::Resolving(task)
     }
@@ -215,7 +234,10 @@ impl ToSocketAddrs for str {
         }
 
         let addr = self.to_string();
-        let task = spawn_blocking(move || std::net::ToSocketAddrs::to_socket_addrs(addr.as_str()));
+        let task = spawn_blocking(move || {
+            std::net::ToSocketAddrs::to_socket_addrs(addr.as_str())
+                .context(|| format!("could not resolve address `{:?}`", addr))
+        });
         ToSocketAddrsFuture::Resolving(task)
     }
 }
diff --git a/src/net/tcp/listener.rs b/src/net/tcp/listener.rs
index f98bbdc..fe06a96 100644
--- a/src/net/tcp/listener.rs
+++ b/src/net/tcp/listener.rs
@@ -1,5 +1,5 @@
-use std::net::SocketAddr;
 use std::future::Future;
+use std::net::SocketAddr;
 use std::pin::Pin;
 
 use crate::future;
@@ -75,8 +75,11 @@ impl TcpListener {
     /// [`local_addr`]: #method.local_addr
     pub async fn bind<A: ToSocketAddrs>(addrs: A) -> io::Result<TcpListener> {
         let mut last_err = None;
+        let addrs = addrs
+            .to_socket_addrs()
+            .await?;
 
-        for addr in addrs.to_socket_addrs().await? {
+        for addr in addrs {
             match mio::net::TcpListener::bind(&addr) {
                 Ok(mio_listener) => {
                     return Ok(TcpListener {
diff --git a/src/net/tcp/stream.rs b/src/net/tcp/stream.rs
index 1da9c7c..4131783 100644
--- a/src/net/tcp/stream.rs
+++ b/src/net/tcp/stream.rs
@@ -7,6 +7,7 @@ use crate::io::{self, Read, Write};
 use crate::net::driver::Watcher;
 use crate::net::ToSocketAddrs;
 use crate::task::{spawn_blocking, Context, Poll};
+use crate::utils::Context as _;
 
 /// A TCP stream between a local and a remote socket.
 ///
@@ -71,11 +72,16 @@ impl TcpStream {
     /// ```
     pub async fn connect<A: ToSocketAddrs>(addrs: A) -> io::Result<TcpStream> {
         let mut last_err = None;
+        let addrs = addrs
+            .to_socket_addrs()
+            .await?;
 
-        for addr in addrs.to_socket_addrs().await? {
+        for addr in addrs {
             let res = spawn_blocking(move || {
-                let std_stream = std::net::TcpStream::connect(addr)?;
-                let mio_stream = mio::net::TcpStream::from_stream(std_stream)?;
+                let std_stream = std::net::TcpStream::connect(addr)
+                    .context(|| format!("could not connect to {}", addr))?;
+                let mio_stream = mio::net::TcpStream::from_stream(std_stream)
+                    .context(|| format!("could not open async connection to {}", addr))?;
                 Ok(TcpStream {
                     watcher: Watcher::new(mio_stream),
                 })
diff --git a/src/net/udp/mod.rs b/src/net/udp/mod.rs
index 37c9d50..7fef1ed 100644
--- a/src/net/udp/mod.rs
+++ b/src/net/udp/mod.rs
@@ -5,6 +5,7 @@ use std::net::{Ipv4Addr, Ipv6Addr};
 use crate::future;
 use crate::net::driver::Watcher;
 use crate::net::ToSocketAddrs;
+use crate::utils::Context as _;
 
 /// A UDP socket.
 ///
@@ -66,10 +67,13 @@ impl UdpSocket {
     /// #
     /// # Ok(()) }) }
     /// ```
-    pub async fn bind<A: ToSocketAddrs>(addr: A) -> io::Result<UdpSocket> {
+    pub async fn bind<A: ToSocketAddrs>(addrs: A) -> io::Result<UdpSocket> {
         let mut last_err = None;
+        let addrs = addrs
+            .to_socket_addrs()
+            .await?;
 
-        for addr in addr.to_socket_addrs().await? {
+        for addr in addrs {
             match mio::net::UdpSocket::bind(&addr) {
                 Ok(mio_socket) => {
                     return Ok(UdpSocket {
@@ -106,7 +110,10 @@ impl UdpSocket {
     /// # Ok(()) }) }
     /// ```
     pub fn local_addr(&self) -> io::Result<SocketAddr> {
-        self.watcher.get_ref().local_addr()
+        self.watcher
+            .get_ref()
+            .local_addr()
+            .context(|| String::from("could not get local address"))
     }
 
     /// Sends data on the socket to the given address.
@@ -151,6 +158,7 @@ impl UdpSocket {
                 .poll_write_with(cx, |inner| inner.send_to(buf, &addr))
         })
         .await
+        .context(|| format!("could not send packet to {}", addr))
     }
 
     /// Receives data from the socket.
@@ -178,6 +186,17 @@ impl UdpSocket {
                 .poll_read_with(cx, |inner| inner.recv_from(buf))
         })
         .await
+        .context(|| {
+            use std::fmt::Write;
+
+            let mut error = String::from("could not receive data on ");
+            if let Ok(addr) = self.local_addr() {
+                let _ = write!(&mut error, "{}", addr);
+            } else {
+                error.push_str("socket");
+            }
+            error
+        })
     }
 
     /// Connects the UDP socket to a remote address.
@@ -195,7 +214,7 @@ impl UdpSocket {
     /// ```no_run
     /// # fn main() -> std::io::Result<()> { async_std::task::block_on(async {
     /// #
-    ///	use async_std::net::UdpSocket;
+    /// use async_std::net::UdpSocket;
     ///
     /// let socket = UdpSocket::bind("127.0.0.1:0").await?;
     /// socket.connect("127.0.0.1:8080").await?;
@@ -204,8 +223,12 @@ impl UdpSocket {
     /// ```
     pub async fn connect<A: ToSocketAddrs>(&self, addrs: A) -> io::Result<()> {
         let mut last_err = None;
+        let addrs = addrs
+            .to_socket_addrs()
+            .await
+            .context(|| String::from("could not resolve addresses"))?;
 
-        for addr in addrs.to_socket_addrs().await? {
+        for addr in addrs {
             // TODO(stjepang): connect on the blocking pool
             match self.watcher.get_ref().connect(addr) {
                 Ok(()) => return Ok(()),
@@ -248,7 +271,19 @@ impl UdpSocket {
     /// # Ok(()) }) }
     /// ```
     pub async fn send(&self, buf: &[u8]) -> io::Result<usize> {
-        future::poll_fn(|cx| self.watcher.poll_write_with(cx, |inner| inner.send(buf))).await
+        future::poll_fn(|cx| self.watcher.poll_write_with(cx, |inner| inner.send(buf)))
+            .await
+            .context(|| {
+                use std::fmt::Write;
+
+                let mut error = String::from("could not send data on ");
+                if let Ok(addr) = self.local_addr() {
+                    let _ = write!(&mut error, "{}", addr);
+                } else {
+                    error.push_str("socket");
+                }
+                error
+            })
     }
 
     /// Receives data from the socket.
@@ -271,7 +306,19 @@ impl UdpSocket {
     /// # Ok(()) }) }
     /// ```
     pub async fn recv(&self, buf: &mut [u8]) -> io::Result<usize> {
-        future::poll_fn(|cx| self.watcher.poll_read_with(cx, |inner| inner.recv(buf))).await
+        future::poll_fn(|cx| self.watcher.poll_read_with(cx, |inner| inner.recv(buf)))
+            .await
+            .context(|| {
+                use std::fmt::Write;
+
+                let mut error = String::from("could not receive data on ");
+                if let Ok(addr) = self.local_addr() {
+                    let _ = write!(&mut error, "{}", addr);
+                } else {
+                    error.push_str("socket");
+                }
+                error
+            })
     }
 
     /// Gets the value of the `SO_BROADCAST` option for this socket.
@@ -415,7 +462,7 @@ impl UdpSocket {
     /// use async_std::net::UdpSocket;
     ///
     /// let socket_addr = SocketAddr::new(Ipv6Addr::new(0, 0, 0, 0, 0, 0, 0, 0).into(), 0);
-    /// let mdns_addr = Ipv6Addr::new(0xFF02, 0, 0, 0, 0, 0, 0, 0x0123) ;
+    /// let mdns_addr = Ipv6Addr::new(0xFF02, 0, 0, 0, 0, 0, 0, 0x0123);
     /// let socket = UdpSocket::bind(&socket_addr).await?;
     ///
     /// socket.join_multicast_v6(&mdns_addr, 0)?;
diff --git a/tests/verbose_errors.rs b/tests/verbose_errors.rs
index 54d04f8..1563092 100644
--- a/tests/verbose_errors.rs
+++ b/tests/verbose_errors.rs
@@ -1,4 +1,4 @@
-use async_std::{fs, task};
+use async_std::{fs, io, net::ToSocketAddrs, task};
 
 #[test]
 fn open_file() {
@@ -8,7 +8,22 @@ fn open_file() {
         match res {
             Ok(_) => panic!("Found file with random name: We live in a simulation"),
             Err(e) => assert_eq!(
-                "Could not open /ashjudlkahasdasdsikdhajik/asdasdasdasdasdasd/fjuiklashdbflasas",
+                "Could not open `/ashjudlkahasdasdsikdhajik/asdasdasdasdasdasd/fjuiklashdbflasas`",
+                &format!("{}", e)
+            ),
+        }
+    })
+}
+
+#[test]
+fn resolve_address() {
+    task::block_on(async {
+        let non_existing_addr = "ashjudlkahasdasdsikdhajik.asdasdasdasdasdasd.fjuiklashdbflasas:80";
+        let res: Result<_, io::Error> = non_existing_addr.to_socket_addrs().await;
+        match res {
+            Ok(_) => panic!("Found address with random name: We live in a simulation"),
+            Err(e) => assert_eq!(
+                "could not resolve address `\"ashjudlkahasdasdsikdhajik.asdasdasdasdasdasd.fjuiklashdbflasas:80\"`",
                 &format!("{}", e)
             ),
         }