first off find out if he has a girlfriend, if not tell him! dont hold back! life is what it is and dont have any regrets! live life, and love every miniute of it!
Philippians 4:6-7
6Do not be anxious about anything, but in everything, by prayer and petition, with thanksgiving, present your requests to God. 7And the peace of God, which transcends all understanding, will guard your hearts and your minds in Christ Jesus.