Sentence 1: Anthony was very shy around women. 
 Sentence 3: Anthony learned that he had a lot in common with her 
 Sentence 4:  He became involved in a brief romance with his female coworker 
 Sentence 5:  From this romance, Anthony gained more confident with women 
 Option 1: He couldn't even make friends with girls at work. 
 Option 2: He became friends with a pretty girl at work.