Fateful encounters

Ian Black , the infamous cold-blooded , condescending psychopath had two problems :
- being a 23 year old virgin .
-And a complete loser when it comes to approaching girls .
He asks his best friend for help , an offer readily accepted by Chase ;
To his chagrin , however , nobody was courageous enough to survive a first date with Ian. The man is far too intimidating !
Exasperated , Chase forces his friend to see a fortune teller in search of answers and she tells them Ian is going to have a fated encounter in the near future ...
The premonition is somewhat correct , since he does meet someone that very night on a roof top ; but the girl was about as close to his type as he was to finding his true love. Ever worse , she was ready to jump off the ledge .
What will Ian do ?