Painful Quandary

Whenever an opponent casts a spell, that player loses 5 life unless they discard a card.

Isolation Cell

Whenever an opponent casts a creature spell, that player loses 2 life unless they pay {2}.

Torture

Enchant creature
{1}{B}: Put a -1/-1 counter on enchanted creature.

Sadistic Hypnotist

Sacrifice a creature: Target player discards two cards. Activate only as a sorcery.

Painful Lesson

Target player draws two cards and loses 2 life.

Stabbing Pain

Target creature gets -1/-1 until end of turn. Tap that creature.

Hired Torturer

Defender
{3}{B}, {T}: Target opponent loses 2 life, then reveals a card at random from their hand.

Psychotic Fury

Target multicolored creature gains double strike until end of turn.
Draw a card.

Yixlid Jailer

Circu, Dimir Lobotomist

Whenever you cast a blue spell, exile the top card of target player's library.
Whenever you cast a black spell, exile the top card of target player's library.
Your opponents can't cast spells with the same name as a card exiled with Circu, Dimir Lobotomist.

Tooth Collector

When Tooth Collector enters, target creature an opponent controls gets -1/-1 until end of turn.
Delirium — At the beginning of each opponent's upkeep, if there are four or more card types among cards in your graveyard, target creature that player controls gets -1/-1 until end of turn.

Pain Magnification

Whenever an opponent is dealt 3 or more damage by a single source, that player discards a card.

Minister of Pain

Exploit (When this creature enters, you may sacrifice a creature.)
When Minister of Pain exploits a creature, creatures your opponents control get -1/-1 until end of turn.

Pain's Reward

Each player may bid life. You start the bidding with a bid of any number. In turn order, each player may top the high bid. The bidding ends if the high bid stands. The high bidder loses life equal to the high bid and draws four cards.

Fervent Paincaster

{T}: Fervent Paincaster deals 1 damage to target player or planeswalker.
{T}, Exert Fervent Paincaster: It deals 1 damage to target creature. (An exerted creature won't untap during your next untap step.)

Thought Dissector

{X}, {T}: Target opponent reveals cards from the top of their library until an artifact card or X cards are revealed, whichever comes first. If an artifact card is revealed this way, put it onto the battlefield under your control and sacrifice Thought Dissector. Put the rest of the revealed cards into that player's graveyard.

Mindslaver

{4}, {T}, Sacrifice Mindslaver: You control target player during that player's next turn. (You see all cards that player could see and make all decisions for the player.)

Sadistic Sacrament

Kicker {7} (You may pay an additional {7} as you cast this spell.)
Search target player's library for up to three cards, exile them, then that player shuffles. If this spell was kicked, instead search that player's library for up to fifteen cards, exile them, then that player shuffles.

Iron Maiden

At the beginning of each opponent's upkeep, Iron Maiden deals X damage to that player, where X is the number of cards in their hand minus 4.

Psychotic Episode

Target player reveals their hand and the top card of their library. You choose a card revealed this way. That player puts the chosen card on the bottom of their library.
Madness {1}{B} (If you discard this card, discard it into exile. When you do, cast it for its madness cost or put it into your graveyard.)

Stuffy Doll

Indestructible
As Stuffy Doll enters, choose a player.
Whenever Stuffy Doll is dealt damage, it deals that much damage to the chosen player.
{T}: Stuffy Doll deals 1 damage to itself.

Psychogenic Probe

Whenever a spell or ability causes a player to shuffle their library, Psychogenic Probe deals 2 damage to that player.

Mindcrank

Whenever an opponent loses life, that player mills that many cards. (Damage causes loss of life.)

Pain Seer

Inspired — Whenever Pain Seer becomes untapped, reveal the top card of your library and put that card into your hand. You lose life equal to that card's mana value.

Suffering

Pain

Pain // Suffering

Ad Nauseam

Reveal the top card of your library and put that card into your hand. You lose life equal to its mana value. You may repeat this process any number of times.

Blood Artist

Whenever Blood Artist or another creature dies, target player loses 1 life and you gain 1 life.

Nin, the Pain Artist

{X}{U}{R}, {T}: Nin, the Pain Artist deals X damage to target creature. That creature's controller draws X cards.

Painiac

At the beginning of your upkeep, roll a six-sided die. Painiac gets +X/+0 until end of turn, where X is the result.

Master of Cruelties

First strike, deathtouch
Master of Cruelties can only attack alone.
Whenever Master of Cruelties attacks a player and isn't blocked, that player's life total becomes 1. Master of Cruelties assigns no combat damage this combat.

Skullcage

At the beginning of each opponent's upkeep, Skullcage deals 2 damage to that player unless they have exactly three or exactly four cards in hand.

Painsmith

Whenever you cast an artifact spell, you may have target creature get +2/+0 and gain deathtouch until end of turn.

Gaze of Pain

Until end of turn, whenever a creature you control attacks and isn't blocked, you may choose to have it deal damage equal to its power to a target creature. If you do, it assigns no combat damage this turn.

Nekusar, the Mindrazer

At the beginning of each player's draw step, that player draws an additional card.
Whenever an opponent draws a card, Nekusar, the Mindrazer deals 1 damage to that player.

Falkenrath Torturer

Sacrifice a creature: Falkenrath Torturer gains flying until end of turn. If the sacrificed creature was a Human, put a +1/+1 counter on Falkenrath Torturer.

Sadistic Obsession

Enchant creature
Enchanted creature has "{B}, {T}: Put a -1/-1 counter on target creature."

Sadistic Augermage

When Sadistic Augermage dies, each player puts a card from their hand on top of their library.

Psychosis Crawler

Psychosis Crawler's power and toughness are each equal to the number of cards in your hand.
Whenever you draw a card, each opponent loses 1 life.

Talon of Pain

Whenever a source you control other than Talon of Pain deals damage to an opponent, put a charge counter on Talon of Pain.
{X}, {T}, Remove X charge counters from Talon of Pain: It deals X damage to any target.