diff --git a/Cargo.toml b/Cargo.toml
index 815289bb75..75900aa168 100644
--- a/Cargo.toml
+++ b/Cargo.toml
@@ -28,6 +28,7 @@ language-tags = "0.2"
 log = "0.3"
 mime = "0.3.2"
 percent-encoding = "1.0"
+relay = "0.1"
 time = "0.1"
 tokio-core = "0.1.6"
 tokio-proto = "0.1"
diff --git a/src/client/pool.rs b/src/client/pool.rs
index c86657923a..24b39eb752 100644
--- a/src/client/pool.rs
+++ b/src/client/pool.rs
@@ -7,7 +7,7 @@ use std::rc::Rc;
 use std::time::{Duration, Instant};
 
 use futures::{Future, Async, Poll};
-use futures::unsync::oneshot;
+use relay;
 
 use http::{KeepAlive, KA};
 
@@ -17,8 +17,19 @@ pub struct Pool<T> {
 
 struct PoolInner<T> {
     enabled: bool,
+    // These are internal Conns sitting in the event loop in the KeepAlive
+    // state, waiting to receive a new Request to send on the socket.
     idle: HashMap<Rc<String>, Vec<Entry<T>>>,
-    parked: HashMap<Rc<String>, VecDeque<oneshot::Sender<Entry<T>>>>,
+    // These are outstanding Checkouts that are waiting for a socket to be
+    // able to send a Request one. This is used when "racing" for a new
+    // connection.
+    //
+    // The Client starts 2 tasks, 1 to connect a new socket, and 1 to wait
+    // for the Pool to receive an idle Conn. When a Conn becomes idle,
+    // this list is checked for any parked Checkouts, and tries to notify
+    // them that the Conn could be used instead of waiting for a brand new
+    // connection.
+    parked: HashMap<Rc<String>, VecDeque<relay::Sender<Entry<T>>>>,
     timeout: Option<Duration>,
 }
 
@@ -50,6 +61,12 @@ impl<T: Clone> Pool<T> {
         let mut entry = Some(entry);
         if let Some(parked) = inner.parked.get_mut(&key) {
             while let Some(tx) = parked.pop_front() {
+                if tx.is_canceled() {
+                    trace!("Pool::put removing canceled parked {:?}", key);
+                } else {
+                    tx.complete(entry.take().unwrap());
+                }
+                /*
                 match tx.send(entry.take().unwrap()) {
                     Ok(()) => break,
                     Err(e) => {
@@ -57,6 +74,7 @@ impl<T: Clone> Pool<T> {
                         entry = Some(e);
                     }
                 }
+                */
             }
             remove_parked = parked.is_empty();
         }
@@ -74,6 +92,7 @@ impl<T: Clone> Pool<T> {
         }
     }
 
+
     pub fn pooled(&self, key: Rc<String>, value: T) -> Pooled<T> {
         trace!("Pool::pooled {:?}", key);
         Pooled {
@@ -102,7 +121,7 @@ impl<T: Clone> Pool<T> {
         }
     }
 
-    fn park(&mut self, key: Rc<String>, tx: oneshot::Sender<Entry<T>>) {
+    fn park(&mut self, key: Rc<String>, tx: relay::Sender<Entry<T>>) {
         trace!("Pool::park {:?}", key);
         self.inner.borrow_mut()
             .parked.entry(key)
@@ -111,6 +130,24 @@ impl<T: Clone> Pool<T> {
     }
 }
 
+impl<T> Pool<T> {
+    fn clean_parked(&mut self, key: &Rc<String>) {
+        trace!("Pool::clean_parked {:?}", key);
+        let mut inner = self.inner.borrow_mut();
+
+        let mut remove_parked = false;
+        if let Some(parked) = inner.parked.get_mut(key) {
+            parked.retain(|tx| {
+                !tx.is_canceled()
+            });
+            remove_parked = parked.is_empty();
+        }
+        if remove_parked {
+            inner.parked.remove(key);
+        }
+    }
+}
+
 impl<T> Clone for Pool<T> {
     fn clone(&self) -> Pool<T> {
         Pool {
@@ -204,7 +241,7 @@ enum TimedKA {
 pub struct Checkout<T> {
     key: Rc<String>,
     pool: Pool<T>,
-    parked: Option<oneshot::Receiver<Entry<T>>>,
+    parked: Option<relay::Receiver<Entry<T>>>,
 }
 
 impl<T: Clone> Future for Checkout<T> {
@@ -260,7 +297,7 @@ impl<T: Clone> Future for Checkout<T> {
             Some(entry) => Ok(Async::Ready(self.pool.reuse(self.key.clone(), entry))),
             None => {
                 if self.parked.is_none() {
-                    let (tx, mut rx) = oneshot::channel();
+                    let (tx, mut rx) = relay::channel();
                     let _ = rx.poll(); // park this task
                     self.pool.park(self.key.clone(), tx);
                     self.parked = Some(rx);
@@ -271,6 +308,13 @@ impl<T: Clone> Future for Checkout<T> {
     }
 }
 
+impl<T> Drop for Checkout<T> {
+    fn drop(&mut self) {
+        self.parked.take();
+        self.pool.clean_parked(&self.key);
+    }
+}
+
 struct Expiration(Option<Duration>);
 
 impl Expiration {
@@ -364,4 +408,30 @@ mod tests {
         })).map(|(entry, _)| entry);
         assert_eq!(*checkout.wait().unwrap(), *pooled1);
     }
+
+    #[test]
+    fn test_pool_checkout_drop_cleans_up_parked() {
+        future::lazy(|| {
+            let pool = Pool::new(true, Some(Duration::from_secs(10)));
+            let key = Rc::new("localhost:12345".to_string());
+            let _pooled1 = pool.pooled(key.clone(), 41);
+            let mut checkout1 = pool.checkout(&key);
+            let mut checkout2 = pool.checkout(&key);
+
+            // first poll needed to get into Pool's parked
+            checkout1.poll().unwrap();
+            assert_eq!(pool.inner.borrow().parked.get(&key).unwrap().len(), 1);
+            checkout2.poll().unwrap();
+            assert_eq!(pool.inner.borrow().parked.get(&key).unwrap().len(), 2);
+
+            // on drop, clean up Pool
+            drop(checkout1);
+            assert_eq!(pool.inner.borrow().parked.get(&key).unwrap().len(), 1);
+
+            drop(checkout2);
+            assert!(pool.inner.borrow().parked.get(&key).is_none());
+
+            ::futures::future::ok::<(), ()>(())
+        }).wait().unwrap();
+    }
 }
diff --git a/src/lib.rs b/src/lib.rs
index 1742886589..13e66a0320 100644
--- a/src/lib.rs
+++ b/src/lib.rs
@@ -26,6 +26,7 @@ extern crate language_tags;
 #[macro_use] extern crate log;
 pub extern crate mime;
 #[macro_use] extern crate percent_encoding;
+extern crate relay;
 extern crate time;
 extern crate tokio_core as tokio;
 #[macro_use] extern crate tokio_io;