diff --git a/Cargo.lock b/Cargo.lock
index e6de4a97b..b73839910 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -231,11 +231,10 @@ dependencies = [
 
 [[package]]
 name = "c2-chacha"
-version = "0.2.2"
+version = "0.2.3"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
- "lazy_static 1.4.0 (registry+https://github.com/rust-lang/crates.io-index)",
- "ppv-lite86 0.2.5 (registry+https://github.com/rust-lang/crates.io-index)",
+ "ppv-lite86 0.2.6 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -1084,7 +1083,7 @@ dependencies = [
 [[package]]
 name = "lettre"
 version = "0.9.2"
-source = "git+https://github.com/deltachat/lettre#119ef8e5a003e0afb3abcbe706951cf827bdac2c"
+source = "git+https://github.com/deltachat/lettre#b8bef0b6c168557aa1bdc566bc27b23b89f2a229"
 dependencies = [
  "base64 0.10.1 (registry+https://github.com/rust-lang/crates.io-index)",
  "bufstream 0.1.4 (registry+https://github.com/rust-lang/crates.io-index)",
@@ -1557,7 +1556,7 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 
 [[package]]
 name = "ppv-lite86"
-version = "0.2.5"
+version = "0.2.6"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 
 [[package]]
@@ -1750,7 +1749,7 @@ name = "rand_chacha"
 version = "0.2.1"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
- "c2-chacha 0.2.2 (registry+https://github.com/rust-lang/crates.io-index)",
+ "c2-chacha 0.2.3 (registry+https://github.com/rust-lang/crates.io-index)",
  "rand_core 0.5.1 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
@@ -2825,7 +2824,7 @@ dependencies = [
 "checksum bytecount 0.4.0 (registry+https://github.com/rust-lang/crates.io-index)" = "b92204551573580e078dc80017f36a213eb77a0450e4ddd8cfa0f3f2d1f0178f"
 "checksum byteorder 1.3.2 (registry+https://github.com/rust-lang/crates.io-index)" = "a7c3dd8985a7111efc5c80b44e23ecdd8c007de8ade3b96595387e812b957cf5"
 "checksum bytes 0.4.12 (registry+https://github.com/rust-lang/crates.io-index)" = "206fdffcfa2df7cbe15601ef46c813fce0965eb3286db6b56c583b814b51c81c"
-"checksum c2-chacha 0.2.2 (registry+https://github.com/rust-lang/crates.io-index)" = "7d64d04786e0f528460fc884753cf8dddcc466be308f6026f8e355c41a0e4101"
+"checksum c2-chacha 0.2.3 (registry+https://github.com/rust-lang/crates.io-index)" = "214238caa1bf3a496ec3392968969cab8549f96ff30652c9e56885329315f6bb"
 "checksum cargo_metadata 0.6.4 (registry+https://github.com/rust-lang/crates.io-index)" = "e5d1b4d380e1bab994591a24c2bdd1b054f64b60bef483a8c598c7c345bc3bbe"
 "checksum cast5 0.6.0 (registry+https://github.com/rust-lang/crates.io-index)" = "4ce5759b4c52ca74f9a98421817c882f1fd9b0071ae41cd61ab9f9d059c04fd6"
 "checksum cc 1.0.46 (registry+https://github.com/rust-lang/crates.io-index)" = "0213d356d3c4ea2c18c40b037c3be23cd639825c18f25ee670ac7813beeef99c"
@@ -2962,7 +2961,7 @@ dependencies = [
 "checksum percent-encoding 2.1.0 (registry+https://github.com/rust-lang/crates.io-index)" = "d4fd5641d01c8f18a23da7b6fe29298ff4b55afcccdf78973b24cf3175fee32e"
 "checksum pgp 0.2.5 (registry+https://github.com/rust-lang/crates.io-index)" = "a14471cfc3855455f5bbb639e367cedd69fbce71b32bfb83aff20c3deafce36e"
 "checksum pkg-config 0.3.16 (registry+https://github.com/rust-lang/crates.io-index)" = "72d5370d90f49f70bd033c3d75e87fc529fbfff9d6f7cccef07d6170079d91ea"
-"checksum ppv-lite86 0.2.5 (registry+https://github.com/rust-lang/crates.io-index)" = "e3cbf9f658cdb5000fcf6f362b8ea2ba154b9f146a61c7a20d647034c6b6561b"
+"checksum ppv-lite86 0.2.6 (registry+https://github.com/rust-lang/crates.io-index)" = "74490b50b9fbe561ac330df47c08f3f33073d2d00c150f719147d7c54522fa1b"
 "checksum pretty_assertions 0.6.1 (registry+https://github.com/rust-lang/crates.io-index)" = "3f81e1644e1b54f5a68959a29aa86cde704219254669da328ecfdf6a1f09d427"
 "checksum pretty_env_logger 0.3.1 (registry+https://github.com/rust-lang/crates.io-index)" = "717ee476b1690853d222af4634056d830b5197ffd747726a9a1eee6da9f49074"
 "checksum proc-macro2 0.4.30 (registry+https://github.com/rust-lang/crates.io-index)" = "cf3d2011ab5c909338f7887f4fc896d35932e29146c12c8d01da6b22a80ba759"
diff --git a/src/smtp.rs b/src/smtp.rs
index 0532d0343..ca9a252e0 100644
--- a/src/smtp.rs
+++ b/src/smtp.rs
@@ -116,18 +116,27 @@ impl Smtp {
                     .credentials(creds)
                     .authentication_mechanism(mechanism)
                     .connection_reuse(lettre::smtp::ConnectionReuseParameters::ReuseUnlimited);
-                self.transport = Some(client.transport());
-                context.call_cb(Event::SmtpConnected(format!(
-                    "SMTP-LOGIN as {} ok",
-                    lp.send_user,
-                )));
-                true
+                let mut trans = client.transport();
+                match trans.connect() {
+                    Ok(()) => {
+                        self.transport = Some(trans);
+                        self.transport_connected = true;
+                        context.call_cb(Event::SmtpConnected(format!(
+                            "SMTP-LOGIN as {} ok",
+                            lp.send_user,
+                        )));
+                        return true;
+                    }
+                    Err(err) => {
+                        warn!(context, "SMTP: failed to connect {:?}", err);
+                    }
+                }
             }
             Err(err) => {
-                warn!(context, "SMTP: failed to establish connection {:?}", err);
-                false
+                warn!(context, "SMTP: failed to setup connection {:?}", err);
             }
         }
+        false
     }
 
     /// SMTP-Send a prepared mail to recipients.