Medicine: These site provide an in-depth medical perspective to issues of transsexualism and transgenderism.
Anne is a medical doctor with lots of amazingly extensive information about SRS. Very useful!
Becky is a medical doctor with everything from medical information, to her transition, to her religious experiences.
Lynn has written many articles including the contreversy of tg medical care in Canda.
Michelle has prepared an elaborate survey of post-op-TS people to help others choose a surgeon. Unfortunately it's getting out of date but maybe she'll do more for it soon.

Psychology: These pages either provide a psychological perspective to transgenderism or critique the field of psychology.
Dawn , who to my knowledge is not transgendered, wrote her master's thesis on gender identity.
Gendys Network & Journal is a collection of articles by trans persons and psychologists about trans issues.
Mairi wrote several essays including an attack on the HBSOC and the "different" and "normal."
Diane provides extensive resources including Gianna's psychological writings.

History and Art: These site describe transsexual and transgendered people's unique perspectives on history and art.
Diane created an on-line museum of transgender artifacts.
Kay tells her life story, wrote several essays on many aspects of transsexuality, and created what is possibly has the most extensive site on transsexual history ever!
Loren is a FtM photographer who professionallyu photographs FtM transsexuals.
Michelle was an undergraduate physics major and then went to med school. She wrote an essay about the history of transsexuality and the history of fashion. She's long since abondoned this site. It's still on my list for sentimental reasons. We're about the same age and I discovered her site a *long* time ago (or so it seems). It was so long ago that I was too paranoid to write her because I was terrified about my own gender issues. Anyway, her site is very small but it also shows a real person.
Tim pulled together a giant list of resources and links to show the history of FtM transsexuals throughout history.

Philosophy: These sites bring a philosophical tone to transgenderism. The tones ranges from empirical logic-based arguments to post-moderism.

Callan wrote some of the very best posts in the early days of a trans-theory mailing list. Here are some of those posts and even more.
John is a senior lecturer in social sciences who has written academic papers on the male/female distinction and sex/gender distinction. I'm not sure if John is a transsexual or not.
Miqqi is a cross dressing philosophy proffessor.
Transtudies is an undergraduate classes' on-line project including their essays about gender variance.