After 5 days, there is almost 0 chance that it get approved by a new transaction because the tip selection algorithm will select recent transactions. According iota dev (on slack), if the transaction isn't confirmed in less than one hour : it will probably remains "pending" forever (or at least up to the next snapshot because it will be forgot).

Solution is to reattach the transaction (you can do that with the wallet when you click on the transaction in the "history"). Reattaching a transaction means doing the PoW again on 2 new transactions: it increase your chance that the tip selection algorithm select your transaction for validation because it will be "recent".

Regarding security: re-attaching doesn't arm because the re-attached transaction have the exact same signature as the pending one (i.e. it don't disclose another portion of your private key).

To improve your chances to be confirmed, you should also select an healthy node to re-attach your transaction. The list of public nodes and their status/health can be found here  : https://iota.dance/nodes (select a node with a small "ping" time).

After five days, there is almost zero chance that it get approved by a new transaction because the tip selection algorithm will select recent transactions. According to an IOTA dev (on slack), if the transaction isn't confirmed in less than one hour it will probably remain "pending" forever (or at least up to the next snapshot because it will be forgotten).

The solution is to reattach the transaction (you can do that with the wallet when you click on the transaction in the "history"). Reattaching a transaction means doing the PoW again on two new transactions: It increases your chance that the tip selection algorithm will select your transaction for validation because it will be "recent".

Regarding security: Reattaching doesn't harm because the re-attached transaction has the exact same signature as the pending one (i.e. it doesn't disclose another portion of your private key).

To improve your chances to have your transcation confirmed, you should also select an healthy node to re-attach your transaction. The list of public nodes and their status/health can be found here: https://iota.dance/nodes (select a node with a low "ping" time).