Messaging best male friend?

[Anonymous]

I have a friend who I've known for 10 years. We've talked off and on over the years, it would drop off but whenever we started talking again it would be like no time passed. We've always encouraged each other in the other's relationships and been supportive, but we've also supported each other through heart break.
He's always messaged me whilst I've been with someone, but sometimes when he starts dating he stops messaging. I totally understand if his partner isn't comfortable with him messaging a person from the opposite sex, but I would rather him just say that to me rather than drop off communication out of the blue.
A week before he started dating his now partner a few months ago he told me I was one of his best friends and he "always needed me in his life in some capacity" and told me never to go anywhere, but then a week later stops messaging after he starts dating.
I've messaged him twice since then wishing him a merry Christmas, and then saying I hope he's well.
He sends friendly but short replies and doesn't continue the conversation.

Anyway I haven't heard from him in a few months, want some opinions on whether or not it's ok to send him a message checking in or if there's anyone I should say to him?

Thanks

[ShiftingMonke]

Tell him about something good in your life, or bring up a memory you two have. Say you hope things are well between him and his woman. Just be subtle about being an old friend, should his new woman ask any questions.

[OctoberGirl88]

He sounds like a bad friend to be honest

[ThomasDavid1989]

No such thing as a "male friend"

[In_Trance]

I think it's time to move on