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If you’re buried with something (like a teddy bear) does it go to heaven with you?

Everyone comes naked from their mother’s womb,
    and as everyone comes, so they depart.
They take nothing from their toil
    that they can carry in their hands.  Ecclesiastes 5:15

I declare to you, brothers, that flesh and blood cannot inherit the kingdom of God, nor does the perishable inherit the imperishable. 1 Corinthians 15:50 can inhabit the kingdom of God.  You thought TSA was tough at the airport.  Nothing gets by the material detectors in heaven!

The perishable things of this earth cannot exist in an imperishable place. Our own bodies, in their current state, cannot enter heaven. Why would a teddy bear or a trophy or a picture?

Since the item has sentimental value to us on earth, the memories of it will remain with us in heaven. The item will deteriorate, but never the memory or what it represented.

However, what had value here on earth cannot compare to the value of being with God in heaven.  The value of a medal achieved on earth will mean nothing compared to the crown (figurative) we receive in heaven.

Also, some items may remind us of worldly pleasures.  They too would have no value in heaven.

In the Bible, there is no mention of things or items in heaven.  Why?  We won’t need them.  God will supply all our needs and we will create new memories in heaven.