Painful Quandary

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

Varragoth, Bloodsky Sire

Deathtouch
Boast — {1}{B}: Target player searches their library for a card, then shuffles and puts that card on top. (Activate only if this creature attacked this turn and only once each turn.)

Ob Nixilis, the Fallen

Landfall — Whenever a land you control enters, you may have target player lose 3 life. If you do, put three +1/+1 counters on Ob Nixilis, the Fallen.

Maralen of the Mornsong

Players can't draw cards.
At the beginning of each player's draw step, that player loses 3 life, searches their library for a card, puts it into their hand, then shuffles.

Opposition Agent

Flash
You control your opponents while they're searching their libraries.
While an opponent is searching their library, they exile each card they find. You may play those cards for as long as they remain exiled, and you may spend mana as though it were mana of any color to cast them.

Wishclaw Talisman

This artifact enters with three wish counters on it.
{1}, {T}, Remove a wish counter from this artifact: Search your library for a card, put it into your hand, then shuffle. An opponent gains control of this artifact. Activate only during your turn.

Scheming Symmetry

Choose two target players. Each of them searches their library for a card, then shuffles and puts that card on top.

Ob Nixilis, Unshackled

Flying, trample
Whenever an opponent searches their library, that player sacrifices a creature of their choice and loses 10 life.
Whenever another creature dies, put a +1/+1 counter on Ob Nixilis, Unshackled.

Razaketh, the Foulblooded

Flying, trample
Pay 2 life, Sacrifice another creature: Search your library for a card, put that card into your hand, then shuffle.

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.)