How can I add a second Twitter account to iOS Contacts/iCloud?
It is possible to assign multiple twitter ids to a contact. You have 2 ways of achieving this. Through iOS or through the Address Book app on Mac OS.

On iOS 5 you can add multiple Twitter accounts to a contact on the device like this:


Chose a contact
Edit
Add field ...
Select Twitter
Enter the twitter account


When you already have a Twitter account field you can't add another one like this anymore. Instead you will have to do as follow:


Under the Twitter field you will see an empty field for Facebook, LinkedIn, Myspace or Flickr
select this empty field's name and chose Twitter
Enter the additional Twitter account


You can repeat this procedure for additional accounts.

This doesn't seem very intuitive at first, but it looks like Twitter, Facebook, LinkedIn, Myspace and Flickr are simply subcategories for a dedicated "social network" field and are managed just like other multiple entries fields on the device:


email -> work, home...
url -> home page, home, work, other...
date -> anniversary, other




On Mac OS using the Address Book Application.
Select the contact you want to edit, edit it.


To to the menu Card -&gt; Add Field -&gt; Twitter ...
And add the twitter account.


Repeat as many times as needed.

Your contacts will sync shortly afterward.