Q: My iPad periodically won't allow me to send emails. A window pops up that says "the recipient will not allow relaying".  Usually this clears itself after several days of not sending anything. However, it has happened again and it is now 3 weeks!!

iOS: Unable to send or receive email

http://support.apple.com/kb/TS3899

Can’t Send Emails on iPad – Troubleshooting Steps

http://ipadhelp.com/ipad-help/ipad-cant-send-emails-troubleshooting-steps/

Setting up and troubleshooting Mail

http://www.apple.com/support/ipad/assistant/mail/

Using a POP account with multiple devices

http://support.apple.com/kb/ht3228

iOS: Adding an email account

http://support.apple.com/kb/HT4810

iOS: Setting up an Outlook.com, Hotmail, Live, or MSN email account

http://support.apple.com/kb/ht1694

iPhone, iPad, iPod touch: Microsoft Outlook 2003, Outlook 2007, Outlook 2010 may not display contacts and calendars after sync

http://support.apple.com/kb/TS1944

Server does not allow relaying email error, fix

http://appletoolbox.com/2012/01/server-does-not-allow-relaying-email-error-fix/

Why Does My iPad Say “Cannot Connect to Server”?

http://www.ehow.co.uk/info_8693415_ipad-say-cannot-connect-server.html

Gmail Account Will Not Connect to Gmail Server

http://support.apple.com/kb/ts3058

How to Delete Email on the iPad

http://ipad.about.com/od/iPad_Guide/ss/How-To-Delete-Email-On-The-Ipad.htm

How to Mass Delete Emails from iPhone and iPad Inbox (with video)

http://suiteminute.com/how-to-mass-delete-emails-from-iphone-and-ipad-inbox/

How to add, send and open iPad email attachments

http://www.iskysoft.com/apple-ipad/ipad-email-attachments.html

How to Sync Contacts with Your iPad Using iTunes

http://www.dummies.com/how-to/content/how-to-sync-contacts-with-your-ipad-using- itunes.html

Importing a Contact List CSV to the iPad

http://techchannel.radioshack.com/importing-contact-list-csv-ipad-2235.html

iOS: ‘Mailbox Locked’, account is in use on another device, or prompt to re-enter POP3 password

http://support.apple.com/kb/ts2621

iCloud: Create a group and add contacts to it

http://support.apple.com/kb/PH2667

eMail Groups - You can use a third party app that many users recommend.

MailShot -  https://itunes.apple.com/us/app/mailshot-pro-group-email-done/id445996226?mt=8

Group Email -  https://itunes.apple.com/us/app/mailshot-pro-group-email-done/id445996226?mt=8

iPad Mail

http://www.apple.com/support/ipad/mail/

Configuration problems with IMAP e-mail on iOS with a non-standard SSL port.

http://colinrobbins.me/2013/02/09/configuration-problems-with-imap-e-mail-on-ios -with-a-non-standard-ssl-port/

Try this first - Reset the iPad by holding down on the Sleep and Home buttons at the same time for about 10-15 seconds until the Apple Logo appears - ignore the red slider - let go of the buttons. (This is equivalent to rebooting your computer.)

Or this - Delete the account in Mail and then set it up again. Settings->Mail, Contacts, Calendars -> Accounts   Tap on the Account, then on the red button that says Remove Account.

How to delete an email account on your iPad

http://www.shoppepro.com/support/knowledgebase/228/How-to-delete-an-email-accoun t-on-your-iPad.html

 Cheers, Tom 

You might try the suggestion offered here:

http://appletoolbox.com/2012/01/server-does-not-allow-relaying-email-error-fix/