diff --git a/etc/client-simulation.txt b/etc/client-simulation.txt
index 9fdae08..fceccf3 100644
--- a/etc/client-simulation.txt
+++ b/etc/client-simulation.txt
@@ -2891,6 +2891,30 @@ names+=("Opera 66 (Win 10)")
      minEcdsaBits+=(-1)
      curves+=("X25519:secp256r1:secp384r1")
      requiresSha2+=(false)
+     current+=(false)
+
+     names+=("LibreSSL 3.3.6 (macOS)")
+     short+=("libressl_336")
+     ch_ciphers+=("ECDHE-ECDSA-CHACHA20-POLY1305:ECDHE-RSA-CHACHA20-POLY1305:DHE-RSA-CHACHA20-POLY1305:ECDHE-RSA-AES256-GCM-SHA384:ECDHE-ECDSA-AES256-GCM-SHA384:ECDHE-RSA-AES256-SHA384:ECDHE-ECDSA-AES256-SHA384:ECDHE-RSA-AES256-SHA:ECDHE-ECDSA-AES256-SHA:DHE-RSA-AES256-GCM-SHA384:DHE-RSA-AES256-SHA256:DHE-RSA-AES256-SHA:GOST2012256-GOST89-GOST89:DHE-RSA-CAMELLIA256-SHA256:DHE-RSA-CAMELLIA256-SHA:GOST2001-GOST89-GOST89:AES256-GCM-SHA384:AES256-SHA256:AES256-SHA:CAMELLIA256-SHA256:CAMELLIA256-SHA:ECDHE-RSA-AES128-GCM-SHA256:ECDHE-ECDSA-AES128-GCM-SHA256:ECDHE-RSA-AES128-SHA256:ECDHE-ECDSA-AES128-SHA256:ECDHE-RSA-AES128-SHA:ECDHE-ECDSA-AES128-SHA:DHE-RSA-AES128-GCM-SHA256:DHE-RSA-AES128-SHA256:DHE-RSA-AES128-SHA:DHE-RSA-CAMELLIA128-SHA256:DHE-RSA-CAMELLIA128-SHA:AES128-GCM-SHA256:AES128-SHA256:AES128-SHA:CAMELLIA128-SHA256:CAMELLIA128-SHA:ECDHE-RSA-RC4-SHA:ECDHE-ECDSA-RC4-SHA:RC4-SHA:RC4-MD5:ECDHE-RSA-DES-CBC3-SHA:ECDHE-ECDSA-DES-CBC3-SHA:EDH-RSA-DES-CBC3-SHA:DES-CBC3-SHA")
+     ciphersuites+=("")
+     ch_sni+=("$SNI")
+     warning+=("")
+     handshakebytes+=("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")
+     protos+=("-no_ssl2 -no_ssl3")
+     tlsvers+=("-tls1_3 -tls1_2 -tls1_1 -tls1")
+     lowest_protocol+=("0x0301")
+     highest_protocol+=("0x0304")
+     alpn+=("h2,http/1.1")
+     service+=("ANY")
+     minDhBits+=(-1)
+     maxDhBits+=(-1)
+     minRsaBits+=(-1)
+     maxRsaBits+=(-1)
+     minEcdsaBits+=(-1)
+     curves+=("x25519:secp256r1:secp384r1:secp521r1")
+     requiresSha2+=(false)
+     ja3+=("6de2ec44c1eaa7a8dc77095db71e25cf")
+     ja4+=("Rt13d490700_0d8feac7bc37_460f73f9cefb")
      current+=(true)
 
      names+=("OpenSSL 0.9.8y")
diff --git a/etc/client-simulation.wiresharked.txt b/etc/client-simulation.wiresharked.txt
index ee42473..b8847fd 100644
--- a/etc/client-simulation.wiresharked.txt
+++ b/etc/client-simulation.wiresharked.txt
@@ -531,7 +531,7 @@
      requiresSha2+=(false)
      current+=(true)
 
-     names+=("LibreSSL 2.8.3 (Apple)")
+     names+=("LibreSSL 2.8.3 (macOS)")
      short+=("libressl_283")
      ch_ciphers+=("ECDHE-ECDSA-CHACHA20-POLY1305:ECDHE-RSA-CHACHA20-POLY1305:DHE-RSA-CHACHA20-POLY1305:ECDHE-RSA-AES256-GCM-SHA384:ECDHE-ECDSA-AES256-GCM-SHA384:ECDHE-RSA-AES256-SHA384:ECDHE-ECDSA-AES256-SHA384:ECDHE-RSA-AES256-SHA:ECDHE-ECDSA-AES256-SHA:DHE-RSA-AES256-GCM-SHA384:DHE-RSA-AES256-SHA256:DHE-RSA-AES256-SHA:GOST2012256-GOST89-GOST89:DHE-RSA-CAMELLIA256-SHA256:DHE-RSA-CAMELLIA256-SHA:GOST2001-GOST89-GOST89:AES256-GCM-SHA384:AES256-SHA256:AES256-SHA:CAMELLIA256-SHA256:CAMELLIA256-SHA:ECDHE-RSA-AES128-GCM-SHA256:ECDHE-ECDSA-AES128-GCM-SHA256:ECDHE-RSA-AES128-SHA256:ECDHE-ECDSA-AES128-SHA256:ECDHE-RSA-AES128-SHA:ECDHE-ECDSA-AES128-SHA:DHE-RSA-AES128-GCM-SHA256:DHE-RSA-AES128-SHA256:DHE-RSA-AES128-SHA:DHE-RSA-CAMELLIA128-SHA256:DHE-RSA-CAMELLIA128-SHA:AES128-GCM-SHA256:AES128-SHA256:AES128-SHA:CAMELLIA128-SHA256:CAMELLIA128-SHA:ECDHE-RSA-RC4-SHA:ECDHE-ECDSA-RC4-SHA:RC4-SHA:RC4-MD5:ECDHE-RSA-DES-CBC3-SHA:ECDHE-ECDSA-DES-CBC3-SHA:EDH-RSA-DES-CBC3-SHA:DES-CBC3-SHA")
      ciphersuites+=("")
@@ -551,6 +551,30 @@
      minEcdsaBits+=(-1)
      curves+=("X25519:secp256r1:secp384r1")
      requiresSha2+=(false)
+     current+=(false)
+
+     names+=("LibreSSL 3.3.6 (macOS)")
+     short+=("libressl_336")
+     ch_ciphers+=("ECDHE-ECDSA-CHACHA20-POLY1305:ECDHE-RSA-CHACHA20-POLY1305:DHE-RSA-CHACHA20-POLY1305:ECDHE-RSA-AES256-GCM-SHA384:ECDHE-ECDSA-AES256-GCM-SHA384:ECDHE-RSA-AES256-SHA384:ECDHE-ECDSA-AES256-SHA384:ECDHE-RSA-AES256-SHA:ECDHE-ECDSA-AES256-SHA:DHE-RSA-AES256-GCM-SHA384:DHE-RSA-AES256-SHA256:DHE-RSA-AES256-SHA:GOST2012256-GOST89-GOST89:DHE-RSA-CAMELLIA256-SHA256:DHE-RSA-CAMELLIA256-SHA:GOST2001-GOST89-GOST89:AES256-GCM-SHA384:AES256-SHA256:AES256-SHA:CAMELLIA256-SHA256:CAMELLIA256-SHA:ECDHE-RSA-AES128-GCM-SHA256:ECDHE-ECDSA-AES128-GCM-SHA256:ECDHE-RSA-AES128-SHA256:ECDHE-ECDSA-AES128-SHA256:ECDHE-RSA-AES128-SHA:ECDHE-ECDSA-AES128-SHA:DHE-RSA-AES128-GCM-SHA256:DHE-RSA-AES128-SHA256:DHE-RSA-AES128-SHA:DHE-RSA-CAMELLIA128-SHA256:DHE-RSA-CAMELLIA128-SHA:AES128-GCM-SHA256:AES128-SHA256:AES128-SHA:CAMELLIA128-SHA256:CAMELLIA128-SHA:ECDHE-RSA-RC4-SHA:ECDHE-ECDSA-RC4-SHA:RC4-SHA:RC4-MD5:ECDHE-RSA-DES-CBC3-SHA:ECDHE-ECDSA-DES-CBC3-SHA:EDH-RSA-DES-CBC3-SHA:DES-CBC3-SHA")
+     ciphersuites+=("")
+     ch_sni+=("$SNI")
+     warning+=("")
+     handshakebytes+=("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")
+     protos+=("-no_ssl2 -no_ssl3")
+     tlsvers+=("-tls1_3 -tls1_2 -tls1_1 -tls1")
+     lowest_protocol+=("0x0301")
+     highest_protocol+=("0x0304")
+     alpn+=("h2,http/1.1")
+     service+=("ANY")
+     minDhBits+=(-1)
+     maxDhBits+=(-1)
+     minRsaBits+=(-1)
+     maxRsaBits+=(-1)
+     minEcdsaBits+=(-1)
+     curves+=("x25519:secp256r1:secp384r1:secp521r1")
+     requiresSha2+=(false)
+     ja3+=("6de2ec44c1eaa7a8dc77095db71e25cf")
+     ja4+=("Rt13d490700_0d8feac7bc37_460f73f9cefb")
      current+=(true)
 
      names+=("OpenSSL 1.1.0j (Debian)")