Ray has been working as a spy for Isabella since he was young after discovering the secret of the orphanage, In reality, he has been planning a way of escape the whole time as working as a double agent. The two seem to play on each other's words and have a tension, however they both listen to what the other has to say, this will not stop Isabella from most likely shipping Ray and the others, leading Ray to find out all he can from her in order to make sure that doesn't happen.
It is later revealed that Isabella and Ray are in fact, mother and son. 
Growing up together for almost their entire lives, Ray has been close friends and brotherly figures with Norman in Grace Field. Of all the orphans, Norman is the closest to him besides Emma and often hang out with one another ever since they are toddlers, most noticeably when the three went to explore the gates which surrounds and guards the orpahange.
After discovering that Isabella is evil, Norman was the only other person besides Emma Ray initially put his trust on when they strategized their plan to escape from Grace Field. Ray acknowledges and understands Norman's strengths and weaknesses– knowing how Norman is one of the smartest children in the orphanage, he sees Norman as a strength and trump card he and the others can use.
Norman is one of the people that Ray swore not to let die, he believes Norman to be more logical and less reckless as opposed to Emma and hence trusts and rely on him more. This was proven when Ray was dumbfonded by Emma's reckless intention of rescuing all of the orphans and thus Ray preferred to work and rely on Norman more. The two, however, do have opposing views on the situation, Ray wanting to leave the others behind to heighten the chance of their survival, while Norman, believing in Emma, wants to help find a way to help everyone escape. While they have incredible differences, they are two of the smartest children and are making their effort to escape.
After Norman was shipped out from Grace Field, Ray was devastated and greatly saddened over the loss of his friend to the degree of "giving up" and excluding himself from devising the escape plan with the other orphans. Ray (and Emma) mourned over their friend –whom they supposed is already dead– over a period of 4 months. Eventually, Ray revealed how he still had the desire to help Emma and the rest to make their escape, partially due to his thirst in avenging Norman. Hence showing the deep bond and friendship the two had.
Ray has a rather complex relationship with his close friend and adoptive sister. As their personalities are arranged to contrast with each other's; with Emma being a jovial, gullible and sociable person and Ray as more of an edgy and sharp-witted introvert. He often displays a brusque, casual attitude with her, which belies their deep bond and care for each other. Despite his blunt exterior, he is always looking out for her, and will not hesitate to comfort or reassure her when he senses that she needs him to. Like typical siblings (or at least friends), they do not always agree and Emma's nature and opinions sometimes get on Ray's nerves. Since their escape from Grace Field, Ray has been an aid in her plans, and has gained more respect for her as their leader.
Ray and Yuugo do not see eye to eye ever since they first met. Their animosity deepens as soon as Yuugo threatens to kill him and Emma. During journey to Gold Pond, Ray is very suspicious of Yuugo and never lets his guard down around him. After their escape from Goldy Pond, Ray and Yuugo have come to terms and are now friendlier towards to each other.
Ray tells his mama that Sister Krone is acting on herself. It is currently unknown how Ray feels about Krone after she decided to help the children.