Vilis, Broker of Blood

Flying
{B}, Pay 2 life: Target creature gets -1/-1 until end of turn.
Whenever you lose life, draw that many cards. (Damage causes loss of life.)

Brood of Cockroaches

When Brood of Cockroaches is put into your graveyard from the battlefield, at the beginning of the next end step, you lose 1 life and return Brood of Cockroaches to your hand.

Carnival of Souls

Whenever a creature enters, you lose 1 life and add {B}.

Bloodletter Quill

{2}, {T}, Put a blood counter on Bloodletter Quill: Draw a card, then you lose 1 life for each blood counter on Bloodletter Quill.
{U}{B}: Remove a blood counter from Bloodletter Quill.

Cecily, Haunted Mage

Your maximum hand size is eleven.
Whenever Cecily, Haunted Mage attacks, you draw a card and you lose 1 life. Then if you have eleven or more cards in your hand, you may cast an instant or sorcery spell from your hand without paying its mana cost.
Friends forever (You can have two commanders if both have friends forever.)

Blood Seeker

Whenever a creature an opponent controls enters, you may have that player lose 1 life.

Blood Scrivener

If you would draw a card while you have no cards in hand, instead you draw two cards and you lose 1 life.

Clawing Torment

Enchant artifact or creature
As long as enchanted permanent is a creature, it gets -1/-1 and can't block.
Enchanted permanent has "At the beginning of your upkeep, you lose 1 life."

Baleful Force

At the beginning of each upkeep, you draw a card and you lose 1 life.

Callous Bloodmage

When Callous Bloodmage enters, choose one —
• Create a 1/1 black and green Pest creature token with "When this creature dies, you gain 1 life."
• You draw a card and you lose 1 life.
• Exile target player's graveyard.

Gonti's Machinations

Whenever you lose life for the first time each turn, you get {E}. (You get an energy counter. Damage causes loss of life.)
Pay {E}{E}, Sacrifice Gonti's Machinations: Each opponent loses 3 life. You gain life equal to the life lost this way.

Vampire Scrivener

Flying
Whenever you gain life during your turn, put a +1/+1 counter on Vampire Scrivener.
Whenever you lose life during your turn, put a +1/+1 counter on Vampire Scrivener.

Agonizing Remorse

Target opponent reveals their hand. You choose a nonland card from it or a card from their graveyard. Exile that card. You lose 1 life.

Vengeful Warchief

Whenever you lose life for the first time each turn, put a +1/+1 counter on Vengeful Warchief. (Damage causes loss of life.)