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[quote=Anonymous]I've been with the family since May so just over 1.5 months. Im having a problem really connecting with the older one... i think. 
He cries all the time.. he will say he misses his Dad... but its just like spontaneous out bursts of tears. For example today we were at the park a bit before his friend showed up(about 20 mins). its not the biggest park in the world but has a slide a swing and some climbing things, enough to entertain a 5 year old boy for 20 mins. His friend arrived and they were playing a bit. but then my charge started to state that there wasn't much to do at this park. I said well your best friend is here so maybe you guys can play hide and seek or superhero tag? he says okay and goes and plays... then he just burst out crying saying he missed his Dad. At this point I've made the connection that when he doesn't get what he wants (in this case to leave the park) he starts to "miss daddy" and cries. and like sobbing crying. After i asked (told) him what the real reason he was crying (he was bored) he stopped and started playing with his friend. Then he stopped again and started crying. I said okay a few more minutes then we will go home for lunch. he sucked it up and kept playing. 
Then today at Lunch i gave him a yogurt tube... He looks at me with tears streaming down his face and says I'm not sad i can't stop this water from my eyes... and i don't like yogurt tubes. then he eats for about 2 minutes and again starts crying and saying he wants to go back to the park after lunch. 
I know with Mom and Dad he pretty much gets what ever he wants and is pretty spoiled & I'm not like that. So its probably adjustment for him I guess but he goes to preschool for 6 hours 3 days a week and I know the preschool teacher is also quite strict.

I honestly don't know what to do. He is 5 years old and going to Kindergarten in September. I feel like the whole tear thing should be coming to an end.

On a side and possibly related note... 
He can't colour a picture, like in the lines.. he scribbles like a 3 year old would. 
He reputes EVERYTHING i say to him. For example "Archie can you please put your cup on the counter?" He says "The counter?" "Archie 5 more slides then we are going to go home!" "5 more slides then we will go home?" "You need to eat your lunch then we will go to water park!" "The water park?" Literally everything. Im not sure if this is related. He also seems to be a bit delayed in other parts of being 5 such as speech. 
He has a 3 year old sister who only cries when I brush her hair
Any thoughts on A: How to deal with the crying B:the constant questions..

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