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Daddy Pig says:"This is the tent I had when I was a little boy." If he said :"This is the tent I have had since I was a little boy". Are there any subtle differences between the two expressions?
When I was a little boy is a period which is wholly in the past, so it requires a past-tense verb.
If it were since I was a little boy, that is a period which continues to the present, and so a non-past verb is appropriate.
Required, but never shown