First thing i would do is first off scan it and see what codes are in it. Then if you still dont have a direction to go, check for spark when this occurs, if not then you have a starting direction to test that system step by step. If you do have spark do a fuel pressure and volume check.

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Sounds like a fuel problem. Pump or pressure regulator might be on its way out

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Given the age and mileage of your truck I would do a compression check when it is hot. Hard starting when hot is a classic symptom of low compression usually caused by valve issues or worn compression rings on the pistons. If compression is low when its hot squirt some oil into the cylinder and retest if the piston rings are the problem then compression will increase if not then its the valves causing the problem. Hope this helps.

 

Spray some ether into the intake, and then try to start.
If it starts and then dies, you know you have a fuel feed problem.
The thing is that it's doing it after it has ran awhile. So definitely temperature related. You'll want to start checking items under the hood that are affected by temperature. Seems to me that something stops working properly when it has been heat soaked.