Games with Family members

My son (10 yrs old) wants to join and play risk online. He watches me and we talk about strategies and now he would like the opportunity to play. We talked about doubles and he wants to play against his old man in a singles game. We use different computers so our IP's would be different but we are in the same house.
My Q: Can we play in singles games together if we uphold the rules about strategizing and any allinaces?
How do we let players know that we are family ..some may feel uncomfortable about playing in a 5 or 6 person game if they knew we were family.
Any friendly advice would be appreciated.
PS..I dont think the points are a big deal until he passed me then it would be a big deal for him
My Q: Can we play in singles games together if we uphold the rules about strategizing and any allinaces?
How do we let players know that we are family ..some may feel uncomfortable about playing in a 5 or 6 person game if they knew we were family.
Any friendly advice would be appreciated.
PS..I dont think the points are a big deal until he passed me then it would be a big deal for him
