How do you designate if an item is taxable on expense report line items?

We use different expense type/account codes to designate if an item is taxable or eligible for a tax deduction.  This results in multiple expense types for similar expenses making it difficult for a submitter to get their expense reports coded correctly the first time. 

For example, the first $25.00 of a business gift is tax deductible so if the gift exceeds that amount it must be split between two accounts, unless the gift is for flowers for life event occasions, then the expense is 100% deductible and the entire expense is charged to the tax deductible business gift account. 

Another good example is Meeting Meals or Entertainment Meals. These are taxed differently depending on whether the attendees are non-employees or employees.  Therefore, we have different accounts set up for each.  in fact,