My oldest that I still use is probably my Ebay account, created back in mid 1999.
It would be a toss up between my Newegg.com account or Ebay. I think both date back to the late 90's.
Windows Live ID:
October 02, 2001
My oldest still in use is my Amazon account. Earliest order 2001. I did have a previous account but must have lost the logins as I did order from Amazon in 2000, and maybe 1999 too.
Email addresses have come and go. I've been on Gmail since 2006, which is the longest I've stuck with one.
I used to use newsgroups - but not for 10 years or more since forums have become common.
I've been using AOL since the age of eleven... so I'd say that's my oldest account!
my oldest account would be my first family email account made back when Hotmail was a paid service and you could only have 10 MB of inbox. (around '97 or something like that). but since i dunno the password my oldest account is an account on an auction site which goes back to 2000.
Yahoo! account created 6 June, 2001.
My oldest account was an email account on usa.net, but once they dropped free accounts I switched to Yahoo.
Hotmail account - created 1995
My Yahoo email account I have had since late 2001.
I am still a member of The WELL (www.well.com). I joined in December 1986 and have been there ever since. 26 years now.
This is easy. It's the Yahoo e-mail account I created way back in February of 2000. This would be back when they still offered unlimited free internet access through, of all places, K-Mart. They called it Bluelight free internet. Along with the free access they offered to hook you up with a free e-mail account through Yahoo. It was my first e-mail account and one that I still use everyday.
MSN mail (pre-hotmail) since it was a dialup in 1994.
hotmail only started in July 1996 and purchased by microsoft in 1997.
I still use my hotmail account registered in November 17th, 1997.