Sorry I should have been more clear, I'm not trying to make a single transaction from two addresses at once, I'm trying to redirect the UTXO of one of the addresses to my bech32 address, and then repeat the same process for my other address.
But anyway, I was wondering if I purchase something using my legacy address, how to redirect the UTXO from that address to my bech32 address/wallet. Same with my p2sh-segwit address.
It seems that you are talking about auto forwarder or redirect the unspent bitcoin from one of your address to your another bitcoin address.
Am I correct?
If I'm correct I think you will need a script to automate send the unspent bitcoin to your other wallet.
Take a look at this one Linux based below.
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https://bitcointalk.org/index.php?topic=214086.msg3361837#msg3361837This might be what you looking for.