Retirement tax questions

Ok ... you will NOT ever get a 1099-R just from the annuity since it is housed inside of the IRA. 

The RMD of the IRA is based on the year end value of the account and the annuity basis will never go to zero even if you take out more in distributions than you ever paid in due to the fact the earnings are always taken into consideration.  

Please talk to your annuity and IRA administrators and let them explain it to you as it is not a straightforward concept or calculation.