i have an htc touch pro on cricket wireless. i use proxycap and it allows me to tunnel through the cricket proxy and use outlook, im clients...literally everything that doesnt use UDP since http(s) proxies dont transfer udp like socks do. it costs $15 but a very good investment in my opinion. there are a ton of cracked versions on the web but literally none of them work.
i set a rule for web with port 8080 to tunnel straight through and then a rule for the rest to tunnel through the proxy. i tried funambol and all that other crap but it was all a waste once i tried proxycap. works with touch flo email as well...the whole 9. hit me up if you have any questions or need help setting it up.
http://proxycap.com