yes u can, but 1st u shud understand following things.
First of all check these.
1)Where does he stays?
2)Can u access his PC? (Physically or remotely)
3)He trusts u?
4)He tells u everything?
5)And what kind of relationship ur in? Just TP or serious?
the best thing wud b
BE A SOCIAL ENGINEER
u can fool him easily.
1) just send him phishing page where he will enter his private data such as username/password. (I hope u know what is phishing n how 2 do that)
2)If u physical get access to his PC, install a keylogger(Ardamax or Perfect keylogger) on his PC and configure it such that it will send each and every report(Keystrokes and screenshots of his screen) to ur mail ID.
3)Use trojans/backdoors to get remote access to his PC.
If u ask me, ill go for 3rd method i.e, Trojans/Backdoors
i think its d best.
phishing is very weak, as nowadays few people r getting phished.
2nd method i.e, keylogger is also good but u require patience n uill have 2 check each n every e-mail.
Go 4 3rd method.
being a social engineer is not so easy and is very tedious process, as u shud have a lot of patience and uill have 2 build ur trust around him.
I hope ur familiar with all these terms (Phishing, social engineers, trojans/backdoors, keyloggers)
If not, then soory, cant explain each n everything in details.
Information about the above topics is der on our forums.
Go n read them.
I AM NOT TRYING TO HARM ANY RELATIONSHIP BETWEEN U n UR BF
I JUST REPLIED TO YOUR ANSWER.
IF ANYTHING GOES WRONG BETWEEN U N HIM, IM NOT RESPONSIBLE.
*sorry for my bad english*
as im alone handling 5 projects (VB, MIS, IS, ASP, SQL Connectivity) at a time, so i dun get much time, i wrote this in hurry.