How to Express Romantic Interest

In previous articles, How to Break the Ice (Offline, Online), we explored how to start a conversation with a stranger and build rapport. But what happens when you want to move beyond a single conversation? Expressing romantic interest is an entirely different skill — one that requires confidence, timing, and the ability to navigate emotions with grace.

Let’s break down the skill of expressing interest, step by step.

Why Express Interest?

By default, every interaction begins platonically (aka the friend zone). Expressing romantic interest signals your intentions and helps determine if the feeling is mutual. The ultimate goal? To see if there’s potential for a date or a deeper connection.

Transitioning from Conversation to Interest

Assuming you are already talking to someone that you’re interested in, there are two main approaches to expressing romantic interest.

Hinting: This can be subtle or overt. Flirty comments or playful teasing can hint at romantic interest without stating it outright. Examples:

  • “You’re a lot of fun to talk to! Do you always charm people like this?”

  • “I feel like we’d get along ridiculously well on an adventure.”

Being Explicit: Clearly state your intentions when the timing feels right. Examples:

  • “I’m really enjoying this conversation and would love to spend more time together.”

  • “I think we have great chemistry! Would you like to go on a date?”

Both approaches rely on a little flirting to bridge the gap from platonic to romantic. Pay attention to the other person’s response to gauge mutual interest.

Dos and Don’ts of Expressing Romantic Interest

Do

  • Keep it light, fun, and playful.

  • Match their energy and tone to avoid coming on too strong.

  • Be respectful of their feelings and boundaries.

  • Accept their response with grace, whether it’s a yes or no.

Don’t

  • Be overly sexual or intrusive.

  • Put them on the spot in a way that makes them feel uncomfortable.

  • Overanalyze their response if they don’t reciprocate.

Examples of Expressing Romantic Interest

A close-up of two people sitting at an outdoor café, exchanging a smartphone.

Compliments

A well-placed compliment can signal interest while making the other person feel good. The key is to be genuine and specific.

  • I love your jacket — you have great style.”

  • “I love how passionate you are about your work — it’s inspiring.”

  • “You have such a great sense of humor! I really enjoy talking to you.”

Some people, especially men, rarely receive compliments, so even a small one can have an impact. When complimenting women, consider what feels natural — some prefer compliments on their appearance (e.g., hair, clothes), while others appreciate recognition of their actions or personality. If in doubt, focus on qualities they actively express, like their interests or talents.

Invitations

Inviting someone to a one-on-one activity can signal clear romantic interest. Be specific:

  • Would you like to grab coffee?”

  • “There’s a concert on Friday — I think it’d be fun to go together.”

  • “I’d love to continue this conversation over dinner sometime. Let’s exchange phone numbers.”

Declarations

Show confidence and straightforwardness with light, casual statements:

  • “I really enjoy spending time with you.”

  • “I feel like we have chemistry — do you want to see where this goes?”

Overcoming Fears of Rejection

Fear of unrequited interest is normal. The key is to acknowledge that not every attempt will succeed — and that’s okay. Treat it as a learning experience. Celebrate the courage it took to express your feelings, and keep moving forward.

Handling Rejection Gracefully

Rejection doesn’t have to be awkward. Accept it with grace and kindness:

  • “Thanks for letting me know.”

  • “I understand — thanks anyway!”

These responses show maturity and respect for the other person’s feelings, allowing both parties to move on without discomfort.

Online vs. Offline

Offline: Body language, tone, and physical cues play a significant role. A flirty touch on the arm, sustained eye contact, or playful teasing can express romantic interest naturally.

Online: Without physical dynamics, communication relies on words and emojis. Use humor, personalized messages, or thoughtful compliments to stand out. For example:

  • “Your smile in that second photo is incredible—what were you laughing at?”

To bridge the gap between online and offline, I suggest getting on a video call. It’s a low-pressure way to interact more personally before committing to an in-person meeting.

Respecting Boundaries

A close-up of a yellow boundary line painted on a brick-paved road, running parallel to a concrete curb and sidewalk.

The secret to expressing interest respectfully? Be ready to accept rejection. This mindset reduces pressure on both parties and ensures you’re not inadvertently making the other person uncomfortable.

When you approach someone hoping for a "yes" but prepared for a "no," you maintain composure and create a space for genuine connection—no matter the outcome.

Final Thoughts

Expressing romantic interest is about balancing confidence with respect. Whether you choose to hint, be explicit, or take a creative approach, the key is to stay true to yourself while remaining open to the other person’s feelings. Practice often, embrace vulnerability, and remember: every interaction is an opportunity to grow.


Want to Express Interest with Confidence?

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Struggling to move past the friend zone? I help clients break out of old patterns and build confidence in dating. Learn more about coaching here.

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Demystifying Romance

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How to Recognize and Recover from Dating Burnout