Xbox 360 Friends!!!

I think I sorted out the issue. support.xbox.com/.../view-xbox-one-friends-on-xbox-360

Xbox One friends don't automatically become Xbox 360 friends. The friendship only goes one way. Your Xbox 360 friends are your Xbox One friends but your Xbox One friends are not necessarily your Xbox 360 friends--you have to specifically add them on the
Xbox 360. That is good to know. Now I just need to figure out a way to thin the heard on Xbox 360, so to speak.

Hi, yeah it will be because of the Xbox 360 friend list is full. There is nothing you can do, except remove any friends on your Xbox 360, and then invite your Xbox One friends via the Xbox 360 guide.

this may help

https://beta.support.xbox.com/help/friends-social-activity/friends-groups/view-xbox-one-friends-on-xbox-360

On Xbox One, a friend is anyone you’ve added to your friends list. Adding new friends on Xbox One doesn’t require that they send a friend request first.
When you sign in to an Xbox One console, your Xbox 360 friends will automatically appear in your friends list, as well as in your followers list. If you accept a new friend
request sent from an Xbox 360 console, you’ll see them as both a friend and a follower on Xbox One.

However, friends who’ve been added on Xbox One won’t automatically show up on your Xbox 360 list. If you plan to play with them on your Xbox 360, you’ll have to send a friend request through your Xbox 360 console. Once they accept,
you’ll see them in your friends list on both of your consoles.

If you go into the 360 game menu on the xbox one you may be able to see this.

https://www.youtube.com/watch?v=q7YhbokEf2U&feature=emb_logo

Have you tried having him send you a friend request? This is some information I was able to find. It might be worth a shot to have him send you a friend request.

Viewing your Xbox One friends on your Xbox 360 friends list

With Xbox One, a friend is anyone whom you add to your friends list. Adding new friends on Xbox One does not require that they send a friend request first.

When you sign in to an Xbox One console, your Xbox 360 friends will automatically appear in your friends list, as well as your followers list. If you accept a new friend request sent from an Xbox 360 console, you will see them as a friend AND a follower
on Xbox One. However, friends who have been added on Xbox One will not automatically show up on your Xbox 360 list. If you plan to play with them on your Xbox 360, you’ll have to send a friend request through your Xbox 360 console. Once they accept, you’ll
then see them in your friends list on both of your consoles.

YES! you CAN be signed in to both your Xbox 360 and Xbox 1 console at the same time!

However, if you friend someone on your Xbox 1 console, they might not appear when you check your friends list on the Xbox 360, due to some system thing. Just like you can't see followers on your friends list when your on your Xbox 360 console. I friended
one cool person on my Xbox 1 console but he doesn't appear on my 360 friends list. This could happen if both your 360 friends list are full because the 360 system does not support more than 100 on your friends list.

It's a good idea if a 360 friend wants to Skype you, you can just log onto your Xbox 1. The only reason why I have Skype is because of Xbox 1.