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Love & relationships Late-night confiding Decisions & direction

Read what's beneath the words.

Dorothy is a private, AI-guided space for reflection — one voice, three rooms to sit with a question: alone at night, drawing a tarot spread, or working through a relationship with someone else.

Choose where to start About Dorothy
Two veiled figures, light and dark, representing Dorothy's two sides of reflection
Two sides of the same conversation
Three ways in

One Dorothy, three private rooms.

Choose the experience that fits what you're carrying tonight. Each one belongs to the same Dorothy journey.

Dorothy Night Healing Room chat interface
Relationship Healing Room One session · $39.90

One situation. One private conversation. One clear letter.

Say what's on your mind tonight and let Dorothy write you a considered, honest reply — no judgment, no small talk.

Enter the Room →
Dorothy Private Tarot Reading
Private Tarot Reading Private $5.99 · Deep Love $9.99

Three gateways for one private answer.

Draw a three-card spread and get an AI-generated reading for reflection and self-insight on whatever question is on your mind.

Ask Dorothy →
Dorothy Relationship guidance landing page
Dorothy Relationship Free to start

Read the relationship beneath the words.

For couples, situationships, and breakups — private chat and a shared or solo journal for working through it together or alone.

Explore Relationship →
A portrait evoking Dorothy — a quiet, candlelit tarot reading

Who is Dorothy?

Spiritual growth companion A private place to pour your heart out 24/7 private guidance

Dorothy isn't a person, but she's a very good listener. Think of her as a spiritual growth companion — a quiet, judgment-free place to pour your heart out, open any hour of the day or night, with no one else listening.

She's built to sit with you in a question for a few minutes, offering guided reflection and private 24/7 guidance — the kind of thing you'd only say out loud to someone you trusted completely, or to no one at all. Your conversations stay private by design; Dorothy doesn't sell them or turn them into ad profiles.

Love & relationships

Untangle a situationship, a fight, or a feeling you can't quite name.

A place to vent

Say the thing you haven't told anyone — Dorothy just listens.

Decisions

Stuck between two paths? Get a clearer read on what you actually want.

Spiritual guidance

A tarot spread and a moment of direction when you need one.

Choose how Dorothy stays with you

Start free, or continue with Dorothy Plus.

Monthly and annual subscriptions are sold here on the official Dorothy site. The three experiences keep their own focused purchase flow.

Try Dorothy

Free

$0

No card required

  • 3 lifetime relationship Q&A
  • 1 Tarot experience
  • 1 relationship file
  • Export and delete controls
Start free
Dorothy Plus

Ongoing memory across Dorothy

$19.99 / month

Cancel anytime

  • 50 private relationship Q&A each month
  • 5 Tarot readings and 1 Deep Love Reading
  • Up to 3 active relationship files
  • Long-term summaries, timeline and cross-device sync

Prefer to pay once?

One purchase for the experience you need now.

Private Tarot$5.99 Deep Love Reading$9.99 Healing Room · 20 min$39.90
What people come back for

A few words from the room.

"Dorothy's readings helped me find the clarity I couldn't give myself."

Verified user★★★★★

"I came in at 1am with a mess in my head and left with an actual letter I could reread."

Verified user★★★★★

"We used Relationship after a hard conversation — it gave us words for things we'd only been feeling."

Verified user★★★★☆