Looking for more stuff like Portishead and Ketamine Suns, if anyone has any suggestions I'm all ears. I'd prefer female vocals but feel free to recc bands with male singers too.

(PROTIP: I know Massive Attack, they aren't really what I'm after)

Examples:

Portishead
Ketamine Suns

I'm not really familiar with the genre, but I've been told that the "Teachings in Silence" EP by Ulver is triphop, and I love that release. It's dark and melancholic, that's for sure.

See if this is what you're looking for:

http://www.youtube.com/watch?v=XtZhlPr7XaM

You NEED to hear Goldfrapp's 'Felt Mountain'. Not quite as 'hoppy' as Portishead, but definately trip-hop with some incredible atmosphere. Very dark, very morose, kinda James Bondy beats with angelic female vocals. The only good thing Goldfrapp has ever done, as far as I'm concerned.

You might be interested in Vespertine by Bjork. Not exactly trip-hop, but a similar mood.

Saltillo - Ganglion (2006)

http://www.youtube.com/watch?v=fvLMqSUjyyE
http://www.youtube.com/watch?v=-m2B5JsiO9c
http://www.youtube.com/watch?v=G_nljw2WxRs
http://www.youtube.com/watch?v=j0qRuG43EKY

there are only a few tracks with vocals (the majority of trip hop albums are instrumental), great album and great atmosphere btw

Trifonic - Emergence (2008)

http://trifonic.bandcamp.com/album/emergence-2

not really trip hop (there are strong electronic sounds in some tracks) but surely an underground gem
and tracks with vocals (Broken, Lies, Sooner Or Later, Good Enough) are REALLY good

Lost Balance

Ulver' perdition city - this album IS dark trip hop
http://www.youtube.com/watch?v=dHTivMMDk5U

Manes - cool stuff somehow dark with a rap part and black metal guitars at the end
http://www.youtube.com/watch?v=2HHopkKxJvg

Yes to Saltillo

Also Tricky and Dutch and Massive Attack

I agree with Tricky, he is really great and has some moody songs as well:

http://www.youtube.com/watch?v=YACQDbvOURI

You should totally try with the Silent Hill videogames' soundtracks, made by Akira Yamaoka, really amazingly dark trip hop/ambient/alternative rock:

http://www.youtube.com/watch?v=vLll5RrjLCk

http://www.youtube.com/watch?v=rgwXukns ... re=related

Also, Chino Moreno's new project, Crosses, is not really Trip Hop but has some elements and a very gloomy mood, very similar to Unkle:

http://www.youtube.com/watch?v=kIrpAcZ-tBI

And here's some Unkle, if you are interested:

http://www.youtube.com/watch?v=IDleI-vm7z4

Hope some of it matches what you are looking for!

DJ Shadow - Endtroducing...

Truly an otherworldly trip-hop album, rivaled by none.

This, though I would call it illbient more than trip-hop. Nevertheless, Endtroducing... is a legendary piece of work and should appeal.

Here are some of my favorites. There's some variety here, some more downtempo or pop-oriented than others, but all on the melancholic trip-hop (female-fronted) side of the style.
I would've included Goldfrapp's Felt Mountain, so since it's mentioned, I'll second that!
Along with Goldfrapp, Emiliana Torrini and Shelley Harland released their moodiest, best trip-hop early on. Spylab has a dark, spy-film/noir vibe that takes a lot from Portishead. Terranova is along the Tricky/Massive Attack lines; excellent stuff. Laika, Swandive and Crustation created some great highlights in the genre and are more overlooked than I think they should be. Bitstream Dream are a remix collective that made some fantastic tracks with Jenna Ferone and Anji Bee, each with excellent works to their name as well. Some of these Bitstream tracks give me that Akira Yamaoka (Silent Hill) feeling.

Emiliana Torrini - Love in the Time of Science
http://www.youtube.com/watch?v=7qphtqpcZC0
http://www.youtube.com/watch?v=TbKS6dPGFZs
http://www.youtube.com/watch?v=VZdZKJgYEmU

Harland - Sinking Shade
http://www.youtube.com/watch?v=tQEhwAFiBpg
http://www.youtube.com/watch?v=uZpuJ__pYQ4
http://www.youtube.com/watch?v=rPTV8OC93Mg

Spylab - This Utopia
http://www.youtube.com/watch?v=1qKUXSHR0is
http://www.youtube.com/watch?v=M6G0fgUaqow

Terranova - Close the Door
http://www.youtube.com/watch?v=kLP8nCxoGW0
http://www.youtube.com/watch?v=c5YKTkPlSJs

Crustation
http://www.youtube.com/watch?v=5estZsdX9io
http://www.youtube.com/watch?v=tGI6R7n84VQ

Swandive - Intuition
http://www.youtube.com/watch?v=TOOBgQeO4-w
http://www.youtube.com/watch?v=oi473-fF4yM

Laika
http://www.youtube.com/watch?v=ubHRfVyNbAw
http://www.youtube.com/watch?v=hTGl4ItMxwI

Bitstream Dream (remixes of Jenna Ferone/Beauty's Confusion from their album Breathe In)
http://www.youtube.com/watch?v=IRZFyHqC4nI
http://www.youtube.com/watch?v=A4xpHFn2WI4
http://www.youtube.com/watch?v=PS94ojJ6wfM
http://www.youtube.com/watch?v=o2LRilwxQFk

Anji Bee (Bitstream Dream remixes)
http://www.youtube.com/watch?v=a2GNbwODBRM

Thanks guys, lots of stuff to go through. Enjoying what I've tried so far.