This is a summary of multiple old posts related to Pen-Testing
Application Pen-Testing Time Estimator:http://www.coffeeandsecurity.com/resources/tools/tamapper.aspx
Tips and Tricks:
Some very good presentations on network pen-testing with very few tools, the aim is to select the most effective tools for your testing, and how to maximize their usage, there are very nice tips, tricks, and examples in the presentations.
FireCat is a Sample Report:
Offensive Security has just released a sample penetration testing report, it is not "Nessus results" kind of reports, must-seen...http://www.offensive-security.com/offsec-sample-report.pdf