diff --git a/lang/funcs/crypto.go b/lang/funcs/crypto.go
index 28074fb13..03b1572c2 100644
--- a/lang/funcs/crypto.go
+++ b/lang/funcs/crypto.go
@@ -6,12 +6,12 @@ import (
 	"crypto/sha1"
 	"crypto/sha256"
 	"crypto/sha512"
-	"crypto/x509"
+	"encoding/asn1"
 	"encoding/base64"
 	"encoding/hex"
-	"encoding/pem"
 	"fmt"
 	"hash"
+	"strings"
 
 	uuidv5 "github.com/google/uuid"
 	uuid "github.com/hashicorp/go-uuid"
@@ -19,6 +19,7 @@ import (
 	"github.com/zclconf/go-cty/cty/function"
 	"github.com/zclconf/go-cty/cty/gocty"
 	"golang.org/x/crypto/bcrypt"
+	"golang.org/x/crypto/ssh"
 )
 
 var UUIDFunc = function.New(&function.Spec{
@@ -152,27 +153,30 @@ var RsaDecryptFunc = function.New(&function.Spec{
 
 		b, err := base64.StdEncoding.DecodeString(s)
 		if err != nil {
-			return cty.UnknownVal(cty.String), fmt.Errorf("failed to decode input %q: cipher text must be base64-encoded", s)
+			return cty.UnknownVal(cty.String), function.NewArgErrorf(0, "failed to decode input %q: cipher text must be base64-encoded", s)
 		}
 
-		block, _ := pem.Decode([]byte(key))
-		if block == nil {
-			return cty.UnknownVal(cty.String), fmt.Errorf("failed to parse key: no key found")
-		}
-		if block.Headers["Proc-Type"] == "4,ENCRYPTED" {
-			return cty.UnknownVal(cty.String), fmt.Errorf(
-				"failed to parse key: password protected keys are not supported. Please decrypt the key prior to use",
-			)
-		}
-
-		x509Key, err := x509.ParsePKCS1PrivateKey(block.Bytes)
+		rawKey, err := ssh.ParseRawPrivateKey([]byte(key))
 		if err != nil {
-			return cty.UnknownVal(cty.String), err
+			var errStr string
+			switch e := err.(type) {
+			case asn1.SyntaxError:
+				errStr = strings.ReplaceAll(e.Error(), "asn1: syntax error", "invalid ASN1 data in the given private key")
+			case asn1.StructuralError:
+				errStr = strings.ReplaceAll(e.Error(), "asn1: struture error", "invalid ASN1 data in the given private key")
+			default:
+				errStr = fmt.Sprintf("invalid private key: %s", e)
+			}
+			return cty.UnknownVal(cty.String), function.NewArgErrorf(1, errStr)
+		}
+		privateKey, ok := rawKey.(*rsa.PrivateKey)
+		if !ok {
+			return cty.UnknownVal(cty.String), function.NewArgErrorf(1, "invalid private key type %t", rawKey)
 		}
 
-		out, err := rsa.DecryptPKCS1v15(nil, x509Key, b)
+		out, err := rsa.DecryptPKCS1v15(nil, privateKey, b)
 		if err != nil {
-			return cty.UnknownVal(cty.String), err
+			return cty.UnknownVal(cty.String), fmt.Errorf("failed to decrypt: %s", err)
 		}
 
 		return cty.StringVal(string(out)), nil
diff --git a/lang/funcs/crypto_test.go b/lang/funcs/crypto_test.go
index a79b67f17..279777743 100644
--- a/lang/funcs/crypto_test.go
+++ b/lang/funcs/crypto_test.go
@@ -370,58 +370,67 @@ func TestRsaDecrypt(t *testing.T) {
 		Ciphertext cty.Value
 		Privatekey cty.Value
 		Want       cty.Value
-		Err        bool
+		Err        string
 	}{
 		// Base-64 encoded cipher decrypts correctly
 		{
 			cty.StringVal(CipherBase64),
 			cty.StringVal(PrivateKey),
 			cty.StringVal("message"),
-			false,
+			"",
+		},
+		// OpenSSH key format
+		{
+			cty.StringVal(CipherBase64),
+			cty.StringVal(OpenSSHPrivateKey),
+			cty.StringVal("message"),
+			"",
 		},
 		// Wrong key
 		{
 			cty.StringVal(CipherBase64),
 			cty.StringVal(WrongPrivateKey),
 			cty.UnknownVal(cty.String),
-			true,
+			"failed to decrypt: crypto/rsa: decryption error",
 		},
 		// Bad key
 		{
 			cty.StringVal(CipherBase64),
-			cty.StringVal("bad key"),
+			cty.StringVal(BadPrivateKey),
 			cty.UnknownVal(cty.String),
-			true,
+			"invalid ASN1 data in the given private key: data truncated",
 		},
 		// Empty key
 		{
 			cty.StringVal(CipherBase64),
 			cty.StringVal(""),
 			cty.UnknownVal(cty.String),
-			true,
+			"invalid private key: ssh: no key found",
 		},
-		// Bad cipher
+		// Bad ciphertext
 		{
-			cty.StringVal("bad cipher"),
+			cty.StringVal("bad"),
 			cty.StringVal(PrivateKey),
 			cty.UnknownVal(cty.String),
-			true,
+			`failed to decode input "bad": cipher text must be base64-encoded`,
 		},
-		// Empty cipher
+		// Empty ciphertext
 		{
 			cty.StringVal(""),
 			cty.StringVal(PrivateKey),
 			cty.UnknownVal(cty.String),
-			true,
+			"failed to decrypt: crypto/rsa: decryption error",
 		},
 	}
 	for _, test := range tests {
 		t.Run(fmt.Sprintf("RsaDecrypt(%#v, %#v)", test.Ciphertext, test.Privatekey), func(t *testing.T) {
 			got, err := RsaDecrypt(test.Ciphertext, test.Privatekey)
 
-			if test.Err {
+			if test.Err != "" {
 				if err == nil {
 					t.Fatal("succeeded; want error")
+				} else if err.Error() != test.Err {
+					t.Fatalf("wrong error\ngot:  %s\nwant: %s", err.Error(), test.Err)
 				}
 				return
 			} else if err != nil {
@@ -699,6 +708,35 @@ OLlRAoGBAIZ5Uv4Z3s8O7WKXXUe/lq6j7vfiVkR1NW/Z/WLKXZpnmvJ7FgxN4e56
 RXT7GwNQHIY8eDjDnsHxzrxd+raOxOZeKcMHj3XyjCX3NHfTscnsBPAGYpY/Wxzh
 T8UYnFu6RzkixElTf2rseEav7rkdKkI3LAeIZy7B0HulKKsmqVQ7
 -----END RSA PRIVATE KEY-----
+`
+	OpenSSHPrivateKey = `
+-----BEGIN OPENSSH PRIVATE KEY-----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+-----END OPENSSH PRIVATE KEY-----
 `
 	WrongPrivateKey = `
 -----BEGIN RSA PRIVATE KEY-----
@@ -728,5 +766,33 @@ CYhwNQKBgGPcLXmjpGtkZvggl0aZr9LsvCTckllSCFSI861kivL/rijdNoCHGxZv
 dfDkLTLcz9Gk41rD9Gxn/3sqodnTAc3Z2PxFnzg1Q/u3+x6YAgBwI/g/jE2xutGW
 H7CurtMwALQ/n/6LUKFmjRZjqbKX9SO2QSaC3grd6sY9Tu+bZjLe
 -----END RSA PRIVATE KEY-----
+`
+	BadPrivateKey = `
+-----BEGIN RSA PRIVATE KEY-----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+-----END RSA PRIVATE KEY-----
 `
 )