20 Questions

Questions to Ask a Lesbian Crush

Thoughtful, engaging questions to help you connect with your lesbian crush, build chemistry, and explore compatibility in an authentic way.

1

What's your coming out story, if you're comfortable sharing?

Click to see why this works

Why this works

Opens the door to a vulnerable conversation that builds trust and helps you understand her journey.

2

What does your ideal date night look like?

Click to see why this works

Why this works

Gives insight into her romantic preferences and creates an opportunity to plan something she'd genuinely enjoy.

3

How did you know you were attracted to women?

Click to see why this works

Why this works

Invites her to share a personal realization that shapes her identity and shows you're genuinely interested in understanding her.

4

What's something you're passionate about that most people don't know?

Click to see why this works

Why this works

Uncovers hidden interests and gives you unique conversation material that goes beyond surface-level topics.

5

What qualities do you find most attractive in a partner?

Click to see why this works

Why this works

Directly reveals what she values in relationships and helps you assess compatibility.

6

What's your favorite way to spend a lazy Sunday?

Click to see why this works

Why this works

Shows what she values in her downtime and whether your relaxation styles are compatible.

7

How do you prefer to communicate—texting, calling, or in person?

Click to see why this works

Why this works

Clarifies her communication style so you can connect in ways that feel natural to her.

8

What's the best concert or live event you've ever been to?

Click to see why this works

Why this works

Opens conversation about music and experiences, plus creates opportunities for future shared activities.

9

Do you have any deal-breakers in relationships?

Click to see why this works

Why this works

Helps you understand her boundaries and non-negotiables early on to avoid incompatibility.

10

What's been your happiest moment this year?

Click to see why this works

Why this works

Reveals what brings her joy and shows you care about her positive experiences.

11

Are you close with your family, and are they supportive of who you are?

Click to see why this works

Why this works

Provides context about her support system and any challenges she may face with acceptance.

12

What's something you've always wanted to try but haven't yet?

Click to see why this works

Why this works

Uncovers bucket list items and creates opportunities for you to share new experiences together.

13

How do you handle conflict in relationships?

Click to see why this works

Why this works

Assesses emotional maturity and communication style when things get difficult.

14

What's your love language—words, touch, time, gifts, or acts of service?

Click to see why this works

Why this works

Helps you understand how she best receives and expresses affection.

15

What does being part of the LGBTQ+ community mean to you?

Click to see why this works

Why this works

Shows respect for her identity and invites conversation about community, activism, or connection.

16

What's the most adventurous thing you've ever done?

Click to see why this works

Why this works

Reveals her comfort with risk and spontaneity, which signals compatibility in lifestyle.

17

Do you prefer deep conversations or light, fun banter?

Click to see why this works

Why this works

Clarifies her conversational preferences so you can match her energy and build connection.

18

What's one thing you wish people understood about you?

Click to see why this works

Why this works

Invites vulnerability and shows you want to see her for who she truly is.

19

What are you looking for right now—something casual or more serious?

Click to see why this works

Why this works

Establishes intentions early to ensure you're both on the same page about where this could go.

20

If you could describe your perfect relationship in three words, what would they be?

Click to see why this works

Why this works

Provides a quick snapshot of her relational values and what she hopes to build with someone.

Best Practices for Connecting with Your Lesbian Crush

Expert tips and techniques for getting the most out of these questions.

Best Practices

Be Genuine and Authentic

Don't try to be someone you're not. Authenticity is magnetic, and pretending will only backfire.

Respect Her Boundaries

If she's not ready to discuss certain topics like coming out or family, don't push. Let her share at her own pace.

Show Interest in Her Whole Self

Ask about her hobbies, passions, and dreams—not just her identity or dating life.

Be Clear About Your Intentions

If you're interested romantically, don't hide behind friendship. Be honest about what you're feeling.

Conversation Sequences

The Getting-to-Know-You Sequence

1
What's something you're passionate about that most people don't know?
2
How did you get into that?
3
What do you love most about it?

The Romantic Compatibility Sequence

1
What does your ideal date night look like?
2
What qualities do you find most attractive in a partner?
3
What are you looking for right now—something casual or more serious?

The Deeper Connection Sequence

1
What's one thing you wish people understood about you?
2
How do you handle conflict in relationships?
3
What's your love language?

Common Pitfalls

Don't Make Assumptions About Her Experience

Every lesbian has a unique journey. Don't assume she's had the same experiences as others you may know.

Don't Overshare Too Soon

Balance vulnerability with boundaries. Going too deep too fast can feel overwhelming.

Don't Ignore Red Flags

If she's inconsistent, unavailable, or sending mixed signals, take note rather than making excuses.

Don't Fetishize or Stereotype

Treat her as an individual, not as a representation of lesbian culture or identity.

Conversation Templates

The Flirty Opener

1
Step 1: Start with: 'I've been wanting to ask you this—what's your ideal date night?'
2
Step 2: Follow with: 'That sounds amazing. I'd love to do something like that together sometime'
3
Step 3: Gauge interest: 'What do you think?'
4
Step 4: Close with: 'Great! Let's make it happen'

The Vulnerability Builder

1
Step 1: Start with: 'Can I ask you something a little personal?'
2
Step 2: Follow with: 'What's one thing you wish people understood about you?'
3
Step 3: Share yours: 'For me, it's [your own vulnerability]'
4
Step 4: Close with: 'Thanks for sharing that with me. It means a lot'

Further Reading

"The Velvet Rage" by Alan Downs (LGBTQ+ identity)
"Attached" by Amir Levine (attachment styles in relationships)
"The Five Love Languages" by Gary Chapman

Find Your Perfect Questions

Search our collection of thoughtful questions for any conversation or situation