Jump to content
Not connected, Your IP: 216.73.216.129
treachtiger

Wireguard Timeouts on Windows 8

Recommended Posts

Windows 8.1 x64 PC unable to connect upon startup/restarts. 

Wireguard is timing out and retrying down the server list, no success.

Example log:

. 2025.11.25 23:34:23 - OpenVPN - Version: 2.6.12 - OpenSSL 3.3.1 4 Jun 2024, LZO 2.10 (C:\Program Files\AirVPN\openvpn.exe)
. 2025.11.25 23:34:23 - SSH - Version: plink 0.78 (C:\Program Files\AirVPN\plink.exe)
. 2025.11.25 23:34:23 - SSL - Version: 5.69 (C:\Program Files\AirVPN\stunnel.exe)
I 2025.11.25 23:34:23 - Ready
. 2025.11.25 23:34:25 - Collect information about AirVPN completed
I 2025.11.25 23:34:25 - Session starting.
. 2025.11.25 23:34:25 - Activation of Network Lock - Windows Filtering Platform
. 2025.11.25 23:34:25 - Waiting for latency tests (8 to go)
. 2025.11.25 23:34:26 - Collect information about AirVPN completed
I 2025.11.25 23:34:29 - Checking authorization ...
! 2025.11.25 23:34:31 - Connecting to Meridiana (United States of America, Chicago, Illinois)
. 2025.11.25 23:34:31 - Routes, add 68.235.35.253/32 for interface "Wi-Fi (TP-Link Wireless USB Adapter)".
. 2025.11.25 23:34:31 - WireGuard > Setup start
. 2025.11.25 23:34:34 - WireGuard > Setup complete
. 2025.11.25 23:34:34 - WireGuard > Starting WireGuard/0.5.3 (Windows 6.3.9600; amd64)
. 2025.11.25 23:34:34 - WireGuard > Watching network interfaces
. 2025.11.25 23:34:34 - WireGuard > Resolving DNS names
. 2025.11.25 23:34:34 - WireGuard > Creating network adapter
. 2025.11.25 23:34:34 - WireGuard > Using existing driver 0.10
. 2025.11.25 23:34:34 - WireGuard > Creating adapter
. 2025.11.25 23:34:34 - WireGuard > Using WireGuardNT/0.10
. 2025.11.25 23:34:34 - WireGuard > Dropping privileges
. 2025.11.25 23:34:34 - WireGuard > Interface created
. 2025.11.25 23:34:34 - WireGuard > Setup interface
. 2025.11.25 23:34:34 - WireGuard > Setting interface configuration
. 2025.11.25 23:34:34 - WireGuard > Peer 1 created
. 2025.11.25 23:34:34 - WireGuard > Setting device v6 addresses
. 2025.11.25 23:34:34 - WireGuard > Interface up
. 2025.11.25 23:34:34 - WireGuard > Setting device v4 addresses
. 2025.11.25 23:34:34 - WireGuard > Startup complete
. 2025.11.25 23:34:38 - WireGuard > Handshake for peer 1 (68.235.35.253:1637) did not complete after 5 seconds, retrying (try 2)
. 2025.11.25 23:34:49 - WireGuard > Handshake for peer 1 (68.235.35.253:1637) did not complete after 5 seconds, retrying (try 2)
. 2025.11.25 23:34:54 - WireGuard > Handshake for peer 1 (68.235.35.253:1637) did not complete after 5 seconds, retrying (try 3)
. 2025.11.25 23:34:59 - WireGuard > Handshake for peer 1 (68.235.35.253:1637) did not complete after 5 seconds, retrying (try 4)
. 2025.11.25 23:35:04 - WireGuard > Handshake for peer 1 (68.235.35.253:1637) did not complete after 5 seconds, retrying (try 5)
. 2025.11.25 23:35:09 - WireGuard > Handshake for peer 1 (68.235.35.253:1637) did not complete after 5 seconds, retrying (try 6)
. 2025.11.25 23:35:14 - WireGuard > Handshake for peer 1 (68.235.35.253:1637) did not complete after 5 seconds, retrying (try 7)
. 2025.11.25 23:35:19 - WireGuard > Handshake for peer 1 (68.235.35.253:1637) did not complete after 5 seconds, retrying (try 8)
. 2025.11.25 23:35:24 - WireGuard > Handshake for peer 1 (68.235.35.253:1637) did not complete after 5 seconds, retrying (try 9)
W 2025.11.25 23:35:25 - WireGuard > Handshake timeout
! 2025.11.25 23:35:25 - Disconnecting
. 2025.11.25 23:35:25 - WireGuard > Stop request received
. 2025.11.25 23:35:25 - WireGuard > Stopping
. 2025.11.25 23:35:26 - WireGuard > Completed
. 2025.11.25 23:35:26 - Routes, delete 0.0.0.0/1 for interface "{E8E2BA4A-A88C-440A-A620-F87FA0949F9B}", not exists.
. 2025.11.25 23:35:26 - Routes, delete 128.0.0.0/1 for interface "{E8E2BA4A-A88C-440A-A620-F87FA0949F9B}", not exists.
. 2025.11.25 23:35:26 - Routes, delete ::/1 for interface "{E8E2BA4A-A88C-440A-A620-F87FA0949F9B}", not exists.
. 2025.11.25 23:35:26 - Routes, delete 8000::/1 for interface "{E8E2BA4A-A88C-440A-A620-F87FA0949F9B}", not exists.
. 2025.11.25 23:35:26 - Routes, delete 68.235.35.253/32 for interface "Wi-Fi (TP-Link Wireless USB Adapter)".
. 2025.11.25 23:35:26 - Routes, delete 68.235.38.2/32 for interface "{E8E2BA4A-A88C-440A-A620-F87FA0949F9B}", not exists.
. 2025.11.25 23:35:26 - Routes, delete 2607:9000:100:206:d4c6:f0f0:a1:5f65/128 for interface "{E8E2BA4A-A88C-440A-A620-F87FA0949F9B}", not exists.
. 2025.11.25 23:35:26 - Collect network information
. 2025.11.25 23:35:26 - Connection terminated.
I 2025.11.25 23:35:29 - Checking authorization ...
! 2025.11.25 23:35:31 - Connecting to Torcular (United States of America, Denver, Colorado)
. 2025.11.25 23:35:31 - Routes, add 198.54.128.117/32 for interface "Wi-Fi (TP-Link Wireless USB Adapter)".
. 2025.11.25 23:35:31 - WireGuard > Setup start
. 2025.11.25 23:35:32 - WireGuard > Setup complete
. 2025.11.25 23:35:32 - WireGuard > Starting WireGuard/0.5.3 (Windows 6.3.9600; amd64)
. 2025.11.25 23:35:32 - WireGuard > Watching network interfaces
. 2025.11.25 23:35:32 - WireGuard > Resolving DNS names
. 2025.11.25 23:35:32 - WireGuard > Creating network adapter
. 2025.11.25 23:35:32 - WireGuard > Using existing driver 0.10
. 2025.11.25 23:35:32 - WireGuard > Creating adapter
. 2025.11.25 23:35:32 - WireGuard > Using WireGuardNT/0.10
. 2025.11.25 23:35:32 - WireGuard > Dropping privileges
. 2025.11.25 23:35:32 - WireGuard > Setup interface
. 2025.11.25 23:35:32 - WireGuard > Setting interface configuration
. 2025.11.25 23:35:32 - WireGuard > Interface created
. 2025.11.25 23:35:32 - WireGuard > Peer 1 created
. 2025.11.25 23:35:32 - WireGuard > Setting device v6 addresses
. 2025.11.25 23:35:32 - WireGuard > Interface up
. 2025.11.25 23:35:32 - WireGuard > Setting device v4 addresses
. 2025.11.25 23:35:32 - WireGuard > Startup complete
. 2025.11.25 23:35:37 - WireGuard > Handshake for peer 1 (198.54.128.117:1637) did not complete after 5 seconds, retrying (try 2)
. 2025.11.25 23:35:42 - WireGuard > Handshake for peer 1 (198.54.128.117:1637) did not complete after 5 seconds, retrying (try 2)
. 2025.11.25 23:35:47 - WireGuard > Handshake for peer 1 (198.54.128.117:1637) did not complete after 5 seconds, retrying (try 2)
! 2025.11.25 23:35:52 - Disconnecting
. 2025.11.25 23:35:52 - WireGuard > Stop request received
. 2025.11.25 23:35:52 - WireGuard > Stopping
. 2025.11.25 23:35:53 - WireGuard > Completed
. 2025.11.25 23:35:53 - Routes, delete 0.0.0.0/1 for interface "{7401B431-C625-4242-8F4C-DDFCFBB943B4}", not exists.
. 2025.11.25 23:35:53 - Routes, delete 128.0.0.0/1 for interface "{7401B431-C625-4242-8F4C-DDFCFBB943B4}", not exists.
. 2025.11.25 23:35:53 - Routes, delete ::/1 for interface "{7401B431-C625-4242-8F4C-DDFCFBB943B4}", not exists.
. 2025.11.25 23:35:53 - Routes, delete 8000::/1 for interface "{7401B431-C625-4242-8F4C-DDFCFBB943B4}", not exists.
. 2025.11.25 23:35:53 - Routes, delete 198.54.128.117/32 for interface "Wi-Fi (TP-Link Wireless USB Adapter)".
. 2025.11.25 23:35:53 - Routes, delete 198.54.128.138/32 for interface "{7401B431-C625-4242-8F4C-DDFCFBB943B4}", not exists.
. 2025.11.25 23:35:53 - Routes, delete 2607:9000:2000:23:5575:3abb:501e:f35f/128 for interface "{7401B431-C625-4242-8F4C-DDFCFBB943B4}", not exists.
. 2025.11.25 23:35:53 - Collect network information
. 2025.11.25 23:35:53 - Connection terminated.
I 2025.11.25 23:35:53 - Cancel requested.
. 2025.11.25 23:35:53 - Deactivation of Network Lock
! 2025.11.25 23:35:53 - Session terminated.

Share this post


Link to post

Tried a dozen protocols, getting the following across the board for OpenVPN:

I 2025.11.27 02:11:50 - Session starting.
. 2025.11.27 02:11:50 - Activation of Network Lock - Windows Filtering Platform
I 2025.11.27 02:11:50 - Checking authorization ...
. 2025.11.27 02:11:51 - Collect network information
. 2025.11.27 02:11:51 - Added new network interface "Eddie", {09D5FF32-857A-4DCA-8C1F-4F435CD88C92}
. 2025.11.27 02:11:51 - Collect network information
. 2025.11.27 02:11:51 - Using wintun network interface "Eddie (Wintun Userspace Tunnel #10001)"
! 2025.11.27 02:11:51 - Connecting to Lesath (Canada, Toronto, Ontario)
. 2025.11.27 02:11:51 - Routes, add 184.75.221.5/32 for interface "Wi-Fi (TP-Link Wireless USB Adapter)".
. 2025.11.27 02:11:51 - OpenVPN > Note: '--allow-compression' is not set to 'no', disabling data channel offload.
. 2025.11.27 02:11:51 - OpenVPN > OpenVPN 2.6.12 [git:v2.6.12/038a94bae57a446c] Windows [SSL (OpenSSL)] [LZO] [LZ4] [PKCS11] [AEAD] [DCO] built on Jul 18 2024
. 2025.11.27 02:11:51 - OpenVPN > Windows version 6.3 (Windows 8.1), amd64 executable
. 2025.11.27 02:11:51 - OpenVPN > library versions: OpenSSL 3.3.1 4 Jun 2024, LZO 2.10
. 2025.11.27 02:11:51 - OpenVPN > DCO version: N/A
. 2025.11.27 02:11:51 - OpenVPN > TCP/UDP: Preserving recently used remote address: [AF_INET]184.75.221.5:443
. 2025.11.27 02:11:51 - OpenVPN > Socket Buffers: R=[65536->262144] S=[65536->262144]
. 2025.11.27 02:11:51 - OpenVPN > UDPv4 link local: (not bound)
. 2025.11.27 02:11:51 - OpenVPN > UDPv4 link remote: [AF_INET]184.75.221.5:443
. 2025.11.27 02:11:51 - OpenVPN > TLS: Initial packet from [AF_INET]184.75.221.5:443, sid=aca8d8ac 57d8b354
. 2025.11.27 02:11:52 - OpenVPN > VERIFY OK: depth=1, C=IT, ST=IT, L=Perugia, O=airvpn.org, CN=airvpn.org CA, emailAddress=info@airvpn.org
. 2025.11.27 02:11:52 - OpenVPN > VERIFY KU OK
. 2025.11.27 02:11:52 - OpenVPN > Validating certificate extended key usage
. 2025.11.27 02:11:52 - OpenVPN > ++ Certificate has EKU (str) TLS Web Server Authentication, expects TLS Web Server Authentication
. 2025.11.27 02:11:52 - OpenVPN > VERIFY EKU OK
. 2025.11.27 02:11:52 - OpenVPN > VERIFY OK: depth=0, C=IT, ST=IT, L=Perugia, O=airvpn.org, CN=Lesath, emailAddress=info@airvpn.org
. 2025.11.27 02:11:52 - OpenVPN > Control Channel: TLSv1.3, cipher TLSv1.3 TLS_CHACHA20_POLY1305_SHA256, peer certificate: 4096 bits RSA, signature: RSA-SHA512, peer temporary key: 253 bits X25519
. 2025.11.27 02:11:52 - OpenVPN > [Lesath] Peer Connection Initiated with [AF_INET]184.75.221.5:443
. 2025.11.27 02:11:52 - OpenVPN > TLS: move_session: dest=TM_ACTIVE src=TM_INITIAL reinit_src=1
. 2025.11.27 02:11:52 - OpenVPN > TLS: tls_multi_process: initial untrusted session promoted to trusted
. 2025.11.27 02:11:53 - OpenVPN > SENT CONTROL [Lesath]: 'PUSH_REQUEST' (status=1)
. 2025.11.27 02:11:55 - OpenVPN > AUTH: Received control message: AUTH_FAILED
W 2025.11.27 02:11:55 - Authorization failed. Look at the client area to discover the reason.
. 2025.11.27 02:11:55 - OpenVPN > SIGTERM received, sending exit notification to peer
! 2025.11.27 02:11:55 - Disconnecting
. 2025.11.27 02:11:55 - Sending soft termination signal
. 2025.11.27 02:11:58 - OpenVPN > SIGTERM[hard,] received, process exiting
. 2025.11.27 02:11:58 - Routes, delete 184.75.221.5/32 for interface "Wi-Fi (TP-Link Wireless USB Adapter)".
. 2025.11.27 02:11:58 - Collect network information
. 2025.11.27 02:11:58 - Connection terminated.
I 2025.11.27 02:12:01 - Checking authorization ...
. 2025.11.27 02:12:01 - Collect network information
. 2025.11.27 02:12:02 - Using wintun network interface "Eddie (Wintun Userspace Tunnel #10001)"
! 2025.11.27 02:12:02 - Connecting to Lesath (Canada, Toronto, Ontario)
. 2025.11.27 02:12:02 - Routes, add 184.75.221.5/32 for interface "Wi-Fi (TP-Link Wireless USB Adapter)".
. 2025.11.27 02:12:02 - OpenVPN > Note: '--allow-compression' is not set to 'no', disabling data channel offload.
. 2025.11.27 02:12:02 - OpenVPN > OpenVPN 2.6.12 [git:v2.6.12/038a94bae57a446c] Windows [SSL (OpenSSL)] [LZO] [LZ4] [PKCS11] [AEAD] [DCO] built on Jul 18 2024
. 2025.11.27 02:12:02 - OpenVPN > Windows version 6.3 (Windows 8.1), amd64 executable
. 2025.11.27 02:12:02 - OpenVPN > library versions: OpenSSL 3.3.1 4 Jun 2024, LZO 2.10
. 2025.11.27 02:12:02 - OpenVPN > DCO version: N/A
. 2025.11.27 02:12:02 - OpenVPN > TCP/UDP: Preserving recently used remote address: [AF_INET]184.75.221.5:443
. 2025.11.27 02:12:02 - OpenVPN > Socket Buffers: R=[65536->262144] S=[65536->262144]
. 2025.11.27 02:12:02 - OpenVPN > UDPv4 link local: (not bound)
. 2025.11.27 02:12:02 - OpenVPN > UDPv4 link remote: [AF_INET]184.75.221.5:443
. 2025.11.27 02:12:05 - OpenVPN > TLS: Initial packet from [AF_INET]184.75.221.5:443, sid=4c6f7ce9 afa3334f
. 2025.11.27 02:12:05 - OpenVPN > VERIFY OK: depth=1, C=IT, ST=IT, L=Perugia, O=airvpn.org, CN=airvpn.org CA, emailAddress=info@airvpn.org
. 2025.11.27 02:12:05 - OpenVPN > VERIFY KU OK
. 2025.11.27 02:12:05 - OpenVPN > Validating certificate extended key usage
. 2025.11.27 02:12:05 - OpenVPN > ++ Certificate has EKU (str) TLS Web Server Authentication, expects TLS Web Server Authentication
. 2025.11.27 02:12:05 - OpenVPN > VERIFY EKU OK
. 2025.11.27 02:12:05 - OpenVPN > VERIFY OK: depth=0, C=IT, ST=IT, L=Perugia, O=airvpn.org, CN=Lesath, emailAddress=info@airvpn.org
. 2025.11.27 02:12:05 - OpenVPN > Control Channel: TLSv1.3, cipher TLSv1.3 TLS_CHACHA20_POLY1305_SHA256, peer certificate: 4096 bits RSA, signature: RSA-SHA512, peer temporary key: 253 bits X25519
. 2025.11.27 02:12:05 - OpenVPN > [Lesath] Peer Connection Initiated with [AF_INET]184.75.221.5:443
. 2025.11.27 02:12:05 - OpenVPN > TLS: move_session: dest=TM_ACTIVE src=TM_INITIAL reinit_src=1
. 2025.11.27 02:12:05 - OpenVPN > TLS: tls_multi_process: initial untrusted session promoted to trusted
. 2025.11.27 02:12:06 - OpenVPN > SENT CONTROL [Lesath]: 'PUSH_REQUEST' (status=1)
. 2025.11.27 02:12:06 - OpenVPN > AUTH: Received control message: AUTH_FAILED
W 2025.11.27 02:12:06 - Authorization failed. Look at the client area to discover the reason.
. 2025.11.27 02:12:06 - OpenVPN > SIGTERM received, sending exit notification to peer
! 2025.11.27 02:12:06 - Disconnecting
. 2025.11.27 02:12:06 - Sending soft termination signal
. 2025.11.27 02:12:09 - OpenVPN > SIGTERM[hard,] received, process exiting
. 2025.11.27 02:12:09 - Routes, delete 184.75.221.5/32 for interface "Wi-Fi (TP-Link Wireless USB Adapter)".
. 2025.11.27 02:12:09 - Collect network information
. 2025.11.27 02:12:09 - Connection terminated.
I 2025.11.27 02:12:10 - Cancel requested.
. 2025.11.27 02:12:10 - Deactivation of Network Lock
! 2025.11.27 02:12:11 - Session terminated.
 

Share this post


Link to post

Join the conversation

You can post now and register later. If you have an account, sign in now to post with your account.
Note: Your post will require moderator approval before it will be visible.

Guest
Reply to this topic...

×   Pasted as rich text.   Paste as plain text instead

  Only 75 emoji are allowed.

×   Your link has been automatically embedded.   Display as a link instead

×   Your previous content has been restored.   Clear editor

×   You cannot paste images directly. Upload or insert images from URL.

Loading...
  • Security Check
    Play CAPTCHA Audio
    Refresh Image

×
×
  • Create New...