diff --git a/src/server_server.rs b/src/server_server.rs
index 7abce5a0..c47afab1 100644
--- a/src/server_server.rs
+++ b/src/server_server.rs
@@ -24,30 +24,12 @@ use std::{
     collections::BTreeMap,
     convert::TryFrom,
     fmt::Debug,
+    net::{IpAddr, SocketAddr},
     time::{Duration, SystemTime},
 };
 
-pub async fn request_well_known(
-    globals: &crate::database::globals::Globals,
-    destination: &str,
-) -> Option<String> {
-    let body: serde_json::Value = serde_json::from_str(
-        &globals
-            .reqwest_client()
-            .get(&format!(
-                "https://{}/.well-known/matrix/server",
-                destination
-            ))
-            .send()
-            .await
-            .ok()?
-            .text()
-            .await
-            .ok()?,
-    )
-    .ok()?;
-    Some(body.get("m.server")?.as_str()?.to_owned())
-}
+
+
 
 pub async fn send_request<T: OutgoingRequest>(
     globals: &crate::database::globals::Globals,
@@ -215,42 +197,130 @@ where
     }
 }
 
+fn get_ip_with_port(destination_str: String) -> Option<String> {
+    if destination_str.parse::<SocketAddr>().is_ok() {
+        Some(destination_str)
+    } else if let Ok(ip_addr) = destination_str.parse::<IpAddr>() {
+        Some(SocketAddr::new(ip_addr, 8448).to_string())
+    } else {
+        None
+    }
+}
+
+fn add_port_to_hostname(destination_str: String) -> String {
+    match destination_str.find(':') {
+        None => destination_str.to_owned() + ":8448",
+        Some(_) => destination_str.to_string(),
+    }
+}
+
 /// Returns: actual_destination, host header
+/// Implemented according to the specification at https://matrix.org/docs/spec/server_server/r0.1.4#resolving-server-names
+/// Numbers in comments below refer to bullet points in linked section of specification
 async fn find_actual_destination(
     globals: &crate::database::globals::Globals,
     destination: &Box<ServerName>,
 ) -> (String, Option<String>) {
     let mut host = None;
 
+    let destination_str = destination.as_str().to_owned();
     let actual_destination = "https://".to_owned()
-        + &if let Some(mut delegated_hostname) =
-            request_well_known(globals, destination.as_str()).await
-        {
-            if let Ok(Some(srv)) = globals
-                .dns_resolver()
-                .srv_lookup(format!("_matrix._tcp.{}", delegated_hostname))
-                .await
-                .map(|srv| srv.iter().next().map(|result| result.target().to_string()))
-            {
-                host = Some(delegated_hostname);
-                srv.trim_end_matches('.').to_owned()
-            } else {
-                if delegated_hostname.find(':').is_none() {
-                    delegated_hostname += ":8448";
+        + &match get_ip_with_port(destination_str.clone()) {
+            Some(host_port) => {
+                // 1: IP literal with provided or default port
+                host_port
+            }
+            None => {
+                if destination_str.find(':').is_some() {
+                    // 2: Hostname with included port
+                    destination_str
+                } else {
+                    match request_well_known(globals, &destination.as_str()).await {
+                        // 3: A .well-known file is available
+                        Some(delegated_hostname) => {
+                            match get_ip_with_port(delegated_hostname.clone()) {
+                                Some(host_and_port) => host_and_port, // 3.1: IP literal in .well-known file
+                                None => {
+                                    if destination_str.find(':').is_some() {
+                                        // 3.2: Hostname with port in .well-known file
+                                        destination_str
+                                    } else {
+                                        match query_srv_record(globals, &delegated_hostname).await {
+                                            // 3.3: SRV lookup successful
+                                            Some(hostname) => hostname,
+                                            // 3.4: No SRV records, just use the hostname from .well-known
+                                            None => add_port_to_hostname(delegated_hostname),
+                                        }
+                                    }
+                                }
+                            }
+                        }
+                        // 4: No .well-known or an error occured
+                        None => {
+                            match query_srv_record(globals, &destination_str).await {
+                                // 4: SRV record found
+                                Some(hostname) => {
+                                    host = Some(destination_str.to_owned());
+                                    hostname
+                                }
+                                // 5: No SRV record found
+                                None => add_port_to_hostname(destination_str.to_string()),
+                            }
+                        }
+                    }
                 }
-                delegated_hostname
             }
-        } else {
-            let mut destination = destination.as_str().to_owned();
-            if destination.find(':').is_none() {
-                destination += ":8448";
-            }
-            destination
         };
 
     (actual_destination, host)
 }
 
+async fn query_srv_record<'a>(
+    globals: &crate::database::globals::Globals,
+    hostname: &'a str,
+) -> Option<String> {
+    if let Ok(Some(host_port)) = globals
+        .dns_resolver()
+        .srv_lookup(format!("_matrix._tcp.{}", hostname))
+        .await
+        .map(|srv| {
+            srv.iter().next().map(|result| {
+                format!(
+                    "{}:{}",
+                    result.target().to_string().trim_end_matches('.'),
+                    result.port().to_string()
+                )
+            })
+        })
+    {
+        Some(host_port)
+    } else {
+        None
+    }
+}
+
+pub async fn request_well_known(
+    globals: &crate::database::globals::Globals,
+    destination: &str,
+) -> Option<String> {
+    let body: serde_json::Value = serde_json::from_str(
+        &globals
+            .reqwest_client()
+            .get(&format!(
+                "https://{}/.well-known/matrix/server",
+                destination
+            ))
+            .send()
+            .await
+            .ok()?
+            .text()
+            .await
+            .ok()?,
+    )
+    .ok()?;
+    Some(body.get("m.server")?.as_str()?.to_owned())
+}
+
 #[cfg_attr(feature = "conduit_bin", get("/_matrix/federation/v1/version"))]
 pub fn get_server_version_route(
     db: State<'_, Database>,
@@ -622,3 +692,48 @@ pub fn get_user_devices_route<'a>(
     .into())
 }
 */
+
+#[cfg(test)]
+mod tests {
+    use super::{add_port_to_hostname, get_ip_with_port};
+
+    #[test]
+    fn ips_get_default_ports() {
+        assert_eq!(
+            get_ip_with_port(String::from("1.1.1.1")),
+            Some(String::from("1.1.1.1:8448"))
+        );
+        assert_eq!(
+            get_ip_with_port(String::from("dead:beef::")),
+            Some(String::from("[dead:beef::]:8448"))
+        );
+    }
+
+    #[test]
+    fn ips_keep_custom_ports() {
+        assert_eq!(
+            get_ip_with_port(String::from("1.1.1.1:1234")),
+            Some(String::from("1.1.1.1:1234"))
+        );
+        assert_eq!(
+            get_ip_with_port(String::from("[dead::beef]:8933")),
+            Some(String::from("[dead::beef]:8933"))
+        );
+    }
+
+    #[test]
+    fn hostnames_get_default_ports() {
+        assert_eq!(
+            add_port_to_hostname(String::from("example.com")),
+            "example.com:8448"
+        )
+    }
+
+    #[test]
+    fn hostnames_keep_custom_ports() {
+        assert_eq!(
+            add_port_to_hostname(String::from("example.com:1337")),
+            "example.com:1337"
+        )
+    }
+}