And for a band that combines both styles, there's Elysian Blaze.
The Beach Boys: The album cover of Surf's Up is based on the statue "End Of The Trail" (1915) by James Earle Fraser, which shows an exhausted Native American horseman, symbolizing how their struggle for their land from the white man's greed was over. This also ties in with the environmental messages on the album.
The Beatles' "Yer Blues" from The White Album. Lennon made it deliberately over-the-top so that no one would take it seriously, but later confessed that he meant it at least halfway in earnest anyway.
When the hope has gone away When the night has taken hold Emotions are no comfort No shelter from the rain Denied what has been offered An empty hand once more Gaining only to lose again This has all met its end Left here with more broken dreams No desire to begin again
Many of David Gray's songs are either written from the other side of the horizon or are about trying to keep from crossing it, in particular "Holding On".
"Dance with the Devil", by Immortal Technique. The protagonist rape a random woman in a dark street to be deemed "worthy" to integrate a gang, then is asked to shoot her as witness. It's his own mother... And they suddenly recognize each other.
Billie Holiday had a tragic life where she was the victim of rape at age 11, teenage prostitution, abusive partners and severe alcohol, morphine and heroin addiction. All it culminated in her world-weary Lady In Satin, where she sings about break-ups, unrequited love and all hardships of relationships in her drug-ravaged voice. Only a year after recording this album she would die from liver cirrhosis.
A few Iron Maiden tracks. Specially "For the Greater Good of God".
Their song "Hallowed Be Thy Name" is their most notorious example, telling the story of a prisoner in death row who is just hours away from his execution; he is at first calm and rationalizing about the upcoming ordeal, but as the song progresses he starts to slowly fall apart until he breaks and starts crying, realizing that he is afraid to die after all.
Tears fall but why am I crying?
After all I'm not afraid of dying.
Don't I believe that there never is an end?
Jethro Tull's song "Locomotive Breath" from Aqualung is about a man who has just crossed the Despair Event Horizon.
Joy Division's Closer, especially the song "Heart and Soul". This is one of the most infamous examples in music because singer Ian Curtis committed suicide shortly after the album was recorded. The lyrics almost read like a suicide note.
"Fade to Black" by Metallica is about a man who has lost the will to live. At the end of the song, he commits suicide.
Roger Miller's "One Dying and a Burying": One man contemplates suicide to forget the pain of lost love.
Virtually all of Nirvana's songs stay at the despair event horizon.
"Scarsick" by Pain of Salvation follows a man who grows increasingly frustrated by the various facets of modern society shown to him through television. Eventually, he decides he's had enough and jumps off the roof of a building in an attempt to shock the people around him back to their senses... whether or not this works is left up to the listener.
"Cemetery Gates" by Pantera is told from the perspective of a man who is going through a despair event horizon following the death of the woman he loved. For most of the song he is lamenting his loss, and in the final verse he is actually contemplating suicide so he can join her in the afterlife.
The Wall by Pink Floyd is just one colossal DEH; the entire album is about a rock star who is constantly hurt within his life, and the mental "Wall" he builds between himself and society. Summed up in the aptly titled 'Goodbye Cruel World', as Pink completes the wall and shuts himself out completely from the outside world:
Goodbye cruel world,
I'm leaving you today.
Goodbye, goodbye, goodbye.
Goodbye, all you people,
There's nothing you can say
To make me change my mind.
The singer's character in Project Pitchfork's "Lament" has apparently crossed this line after being jilted (or his love interest dying, depending on how it is interpreted), and is preparing to off himself. "I lay down here, forever to sleep".
The Protomen: both Protoman and Dr Light cross this when the Robot Masters drag Proto Man down. Mega Man crosses it when he kills Protoman and discovers how pathetic and self-serving the people he was trying to save were. As a general rule, anyone heroic will either die or cross this particular threshold, maybe both.
Van Der Graaf Generator's "A Plague of Lighthouse Keepers" seems to be the self-narration of a man who cross the horizon, and then commits suicide.
"Waffle House" by David Wilcox portrays the titular Real Life restaurant as a haven designed to help its employees cope with whatever depressing event they're dealing with (be it heartbreak, or highway, or some altered state) and stop them from crossing the DEH.
When it's time that we slow up We wrap both our hands around our cup And stay until the feeling goes As long as there's broken hearts and dreams And all of this highway in between The Waffle House will never close
The Waterboys has Red Army Blues, telling the story of a soldier in the Soviet Army, who was forced over the DEH after the war because his entire unit was sent to Siberia.
Used to love my country
Used to be so young.
Used to believe that life was
the best song ever sung.
I would have died for my country
But now only one thing remains....
The brute will to survive!
Peter Schilling's "I Have No Desire" has the singer so depressed with what he hears going on in the world that he'd rather not want to get up in the morning and would remain retired to his room.
Franz Schubert wrote two song cycles based on the poetry of Wilhelm Müller. The first one, Die schöne Müllerin, ends with its protagonist committing suicide. It's considered the happier of the two. The second, Winterreise, depicting a man who, having lost all hope, abandons his life to become a homeless wanderer, trudging endlessly through ice and snow in the middle of winter and having frequent suicidal thoughts but not the initiative to follow through on them, is so utterly bleak that the poetry would probably come across as completely over the top on its own, if it were not for the profoundly and devastatingly sincere music that Schubert wrote for it.
A common lyrical theme of Cormorant, which have narrators who begin to lose all hope for one reason or another and cross the line, a good chunk of them ending in their suicide.