If you're finding it way too difficult to use Twitter's online service to enter your updates to your contact list, and prefer something maybe a little easier, think about TwitterMail. Twittering is possible through IM, numerous desktop applications, and even SMS. But if you have the strong desire to be able to send updates to friends using another method, Boris has it, and it's TwitterMail. His service supplies users with a special TwitterMail email address that can then be used to send updates to via email. This will in turn get pushed to your Twitter.com account. Only drawback, you have to supply your Twitter Username and Password to get things hooked up, and there are no security statements on the website so tread carefully with this one.
You can also check out a list of some additional Twitter tools here and here.
