As virgin boy he lacks words for dating a first ever girlfriend yet they are always close with each other, how would you help this boy to this girl since they are close as ever?
Just make tide friend with her chat mining what telling her sweet word and you should not get tired even if thing is going hard to you and allway staying close to her
Just tell her, how much she mean to him. Broken heart always happen when the words left unspoken. And the regret of "If I had told her/him..." is worse than the rejection.