When tenshi heard about Enma wanting to meet him, he allow him without hesitation as if Tenshi already awaited for this moment. With his word arranges he give permission to Enma, Gabriel know exactly what tenshi personality is he give a warning to becareful.

Seeing the new "Enma" is not as intimidating as the previous one making Tenshi calm, with the goddess protection they both discussed their business matter. Enma offer them a peace treaty, seeing it beneficial for both side Tenshi accept it in one condition. Enma need to proof himself that he's serious, the demon lord understood and pull out a beautiful jar as an offering, the inside is something really important for him and can cost his life. he said if he ever breach their agreement Tenshi can destroy the jar with all cost. Hearing this make The goddess and Tenshi suprise, Tenshi then understand and accept the offer.

While working together Enma is a big help for him, unable to go out from the heaven enma willing to do the dirty work by going to many realm to do their tasks. Tenshi feel grateful for his hard work.

With their schedules filled they both rarely meet each other, but Tenshi never give up on having close relationship with Enma. He willing to send a personal letter with his pigeon even if it meant to break some of the heaven rules, although Gabriel know about this he let it slide and sometimes cover his friend.

Thankfully Enma feel the same, he wanted to become a friend to Tenshi. They both start to exchanges letter whenever they have time, they talk about politic, situation, and slowly their personal life. Slowly Tenshi become bolder with his letter, he send the demon lord a special gift, it was his own feather he pluck from his wing. He was nervous waiting for enma reply untik enma answer that "he is very pleased unfortunately he can't pluck his own horn to give as a gift" reading this make him laugh.

With their close friendship Tenshi always called Gabriel "Gaby" and Gabriel sometime accidentally still called Tenshi with his old name, many people see their combination is odd that Tenshi being a gentle soul while Gabriel is a tough person to get along with, because of his bad rep Gabriel have many enemy outside of his squad.

One time his squad almost get wipe out by Lucifer army, Lucifer manage to corrupt one of Gabriel wing. Seeing this Gabriel has no choices but to cut off his own wing, he quickly retreat while Lucifer get his hand on his cut off wing. When he got back Gabriel know that only the 3 paired wings angel or seraphim that can become a virtue, he already prepared himself to be demoted.

Until Tenshi step in and said the goddess word that such rule doesn't exist, he defend Gabriel in court and manage to win the case. Seeing his best friend protecting him make Gabriel feel indebt to tenshi, he swear that he'll protect Tenshi back even that meant costing his life.