Underworld Connections

Enchant land
Enchanted land has "{T}, Pay 1 life: Draw a card."

Staff of the Death Magus

Whenever you cast a black spell or a Swamp you control enters, you gain 1 life.

Gray Merchant of Asphodel

When Gray Merchant of Asphodel enters, each opponent loses X life, where X is your devotion to black. You gain life equal to the life lost this way. (Each {B} in the mana costs of permanents you control counts toward your devotion to black.)

Phyrexian Obliterator

Trample
Whenever a source deals damage to Phyrexian Obliterator, that source's controller sacrifices that many permanents.

Vampire of the Dire Moon

Deathtouch (Any amount of damage this deals to a creature is enough to destroy it.)
Lifelink (Damage dealt by this creature also causes you to gain that much life.)

Serrated Scorpion

When Serrated Scorpion dies, it deals 2 damage to each opponent and you gain 2 life.

Geralf's Messenger

Geralf's Messenger enters tapped.
When Geralf's Messenger enters, target opponent loses 2 life.
Undying (When this creature dies, if it had no +1/+1 counters on it, return it to the battlefield under its owner's control with a +1/+1 counter on it.)

Tymaret, Chosen from Death

Tymaret's toughness is equal to your devotion to black. (Each {B} in the mana costs of permanents you control counts toward your devotion to black.)
{1}{B}: Exile up to two target cards from graveyards. You gain 1 life for each creature card exiled this way.

Demon's Horn

Whenever a player casts a black spell, you may gain 1 life.

Swamp

Ayara, First of Locthwain

Whenever Ayara, First of Locthwain or another black creature you control enters, each opponent loses 1 life and you gain 1 life.
{T}, Sacrifice another black creature: Draw a card.

Gifted Aetherborn

Drag to the Underworld

This spell costs {X} less to cast, where X is your devotion to black. (Each {B} in the mana costs of permanents you control counts toward your devotion to black.)
Destroy target creature.

Underworld Dreams

Whenever an opponent draws a card, Underworld Dreams deals 1 damage to that player.

Vito, Thorn of the Dusk Rose

Whenever you gain life, target opponent loses that much life.
{3}{B}{B}: Creatures you control gain lifelink until end of turn.