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Hello Everybody,
I have been banging my head the wall with this one and I hope you could help.

I have a OS X El Capitan Host and two Windows Server 2012 Guest machines all in one box. Both VM are using the Ethernet port (Bridged). I also have a Windows 10 VM on another computer.

Everything works and everybody communicates, my problem is that I need Server A to communicate with Server B on specific ports, I turn off all firewalls (both VMs and Host) and I still cannot get them to communicate, I cannot even do telnet from the host to the guests.

These are the settings:
Host:

• en0: flags=8963<UP,BROADCAST,SMART,RUNNING,PROMISC,SIMPLEX,MULTICAST> mtu 1500
  	options=10b<RXCSUM,TXCSUM,VLAN_HWTAGGING,AV>
  	ether 38:c9:86:0d:77:54 
  	inet6 fe80:86ff:fe0d:7754%en0 prefixlen 64 scopeid 0x4 
  	inet 192.168.1.184 netmask 0xffffff00 broadcast 192.168.1.255
  	inet6 2602:30a:c0a2:d89086ff:fe0d:7754 prefixlen 64 autoconf 
  	inet6 2602:30a:c0a2:d890:9cb8:d5e4:fef4:cf92 prefixlen 64 autoconf tempo

Both Guest are setup like this:

• C:\Windows\system32>ifconfig
  Windows IP Configuration
  Ethernet adapter Ethernet:
  
     Connection-specific DNS Suffix  . : xxxxxxxxxx
     IPv4 Address. . . . . . . . . . . : 192.168.1.183
     Subnet Mask . . . . . . . . . . . : 255.255.255.0
     Default Gateway . . . . . . . . . : 192.168.1.254
  
  Tunnel adapter isatap.xxxxxxxx:
  
     Media State . . . . . . . . . . . : Media disconnected
     Connection-specific DNS Suffix  . :

Telnet from the host

• xyxyxyxyx-mini:~ antonio$ telnet zzzdev
  Trying 192.168.1.159...
  telnet: connect to address 192.168.1.159: Operation timed out
  telnet: Unable to connect to remote host
  xyxyxyxyx-mini:~ antonio$

Telnet from one guest to the other one

• C:\Windows\system32>telnet zzzdev
  Connecting To zzzdev...Could not open connection to the host, on port 23: Connec
  t failed

Any help will be appreciated.
Thank you,
Ant

Is there someone listening on port 23 on each of the Windows server? I.e. is there a telnet server running on the Windows server? I don't think that this is enabled by default, I don't even know if it is available.


PS. I'm moving this to "Windows Guests" from "Mac OSX Hosts" since your host is not that relevant. I also changed your tags to

 (fixed font) from  (italics). It's much easier to read terminal information in fixed font. I hope you don't mind.

Hi Socratis,
Thank you for your assistance, is my first time posting.

I missed that part, I installed Telnet on the server but I did not check the services GUI.

I apologize for this unnecessary post...
THANK YOU!

No problemo... Glad you got it resolved.