2 email address, one primary, one alternate
 

I am looking to purchase vB but I can not find any solid information on if the following is possible to accomplish with vB:

I need to send out an email or generate a mailing list to only a specific usergroup - this I know can be done. But I need to know if users can have the option in their profile to have an alternate email address field in addition to the regular email address field - and have the email list generated from these 2 fields (also not all users will have both fields filled out, so it will be a mix of 1 or 2 email address per user). Can this be done somehow?