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My son’s mother visited him here over the weekend for the first time in nearly 4 years

He had fun with her, but now he’s sad that she had to leave. He is crying in his bedroom. She doesn’t live close by.
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That's rough... ☹️☹️☹️
SW-User
@HootyTheNightOwl Yes, very. He visited with her in Florida twice in 2019 and was ready to go back home at the end both times. Now she lives even further away but it’s been way longer since he’s seen her and he’s older now.
@SW-User Would she agree to being "pen pals" with him, too???

Obviously, you can still intercept the mail and make sure that it's appropriate for him to be reading - but it could be another form of contact between them and it may give him something else to look forward to as well.
SW-User
@HootyTheNightOwl Since March, he has been video chatting with her nearly every day for about a half hour during her lunch break (which is late afternoon/evening time for us). He just misses seeing her in person and hanging out with her. Though she did more with him this weekend than she ever did when she was here.
@SW-User It's good that she's making more of an effort with him, at least.

Maybe, if she's consistent and your son has a chance to get used to this new routine, the act of saying "Goodbye" might become easier for him because he can start the countdown to when he sees his mum again.

Would it help him to have a Countdown chart that he could mark the days off on??? It might be something that he would like to make and use.
SW-User
@HootyTheNightOwl That might help. He also has a calendar in his room, so he could use that to help count down when he’s going to visit her next.
@SW-User He could use his calendar... but I thought that making something specially for it might make it feel that bit more special for him.

Think like an advent calendar at Christmas. You probably mark the day off on the calendar, then open the advent calendar, too.
SW-User
@HootyTheNightOwl That could work as well. Maybe even something he could create himself.
@SW-User Yus!!! That's what I'm saying!!! 🤣🤣🤣

Take your little man out, and get a big piece of paper/card, some pens and some stickers/decorations of his choosing, then fetch him back home and the two of you assemble a Countdown calendar together that you can hang in his bedroom and mark the days off on.

He can even include things like Thanksgiving and "Pack suitcase day", too so that he knows what needs to be done on that day.