diff --git a/src/request.rs b/src/request.rs
index d23fed6..d82b06b 100644
--- a/src/request.rs
+++ b/src/request.rs
@@ -549,7 +549,12 @@ pub mod alloc_mod {
 
 #[cfg(test)]
 mod tests {
-    use spacepackets::util::UbfU16;
+    use std::string::String;
+
+    use spacepackets::{
+        cfdp::tlv::{msg_to_user::MsgToUserTlv, ReadableTlv},
+        util::UbfU16,
+    };
 
     use super::*;
 
@@ -557,6 +562,53 @@ mod tests {
 
     #[test]
     fn test_put_request_basic() {
+        let src_file = "/tmp/hello.txt";
+        let dest_file = "/tmp/hello2.txt";
+        let put_request = PutRequest::new(
+            DEST_ID.into(),
+            Some(src_file),
+            Some(dest_file),
+            None,
+            None,
+            None,
+            None,
+            None,
+            None,
+            None,
+        )
+        .unwrap();
+        let identical_request =
+            PutRequest::new_regular_request(DEST_ID.into(), src_file, dest_file, None, None)
+                .unwrap();
+        assert_eq!(put_request, identical_request);
+    }
+
+    #[test]
+    fn test_put_request_path_checks() {
+        let mut invalid_path = String::from("/tmp/");
+        invalid_path += "a".repeat(u8::MAX as usize).as_str();
+        let dest_file = "/tmp/hello2.txt";
+        let error =
+            PutRequest::new_regular_request(DEST_ID.into(), &invalid_path, dest_file, None, None);
+        assert!(error.is_err());
+        let error = error.unwrap_err();
+        assert_eq!(u8::MAX as usize + 5, error.0);
+    }
+
+    #[test]
+    fn test_put_request_path_checks_dest_file() {
+        let mut invalid_path = String::from("/tmp/");
+        invalid_path += "a".repeat(u8::MAX as usize).as_str();
+        let source_file = "/tmp/hello2.txt";
+        let error =
+            PutRequest::new_regular_request(DEST_ID.into(), source_file, &invalid_path, None, None);
+        assert!(error.is_err());
+        let error = error.unwrap_err();
+        assert_eq!(u8::MAX as usize + 5, error.0);
+    }
+
+    #[test]
+    fn test_put_request_basic_small_ctor() {
         let src_file = "/tmp/hello.txt";
         let dest_file = "/tmp/hello2.txt";
         let put_request =
@@ -641,4 +693,18 @@ mod tests {
         assert_eq!(put_request_cached.static_fields.dest_file_len, 0);
         assert_eq!(put_request_cached.opts_len(), 0);
     }
+
+    #[test]
+    fn test_messages_to_user_ctor() {
+        let msg_to_user = MsgToUserTlv::new(&[1, 2, 3]).expect("creating message to user failed");
+        let put_request = PutRequestOwned::new_msgs_to_user_only(DEST_ID.into(), &[msg_to_user])
+            .expect("creating msgs to user only put request failed");
+        let msg_to_user_iter = put_request.msgs_to_user();
+        assert!(msg_to_user_iter.is_some());
+        let msg_to_user_iter = msg_to_user_iter.unwrap();
+        for msg_to_user_tlv in msg_to_user_iter {
+            assert_eq!(msg_to_user_tlv.value(), msg_to_user.value());
+            assert_eq!(msg_to_user_tlv.tlv_type().unwrap(), TlvType::MsgToUser);
+        }
+    }
 }