Social Discovery

How to Start a Conversation with Someone New

By Discovery TeamJuly 25, 202612 min read

Initiating a chat with a new matching connection can feel intimidating. However, using open-ended topics, simple icebreakers, and active listening can make the process smooth, fun, and highly engaging. This guide details conversation strategies to build lasting connections.

Illustration of two overlapping speech bubbles representing the beginning of a new conversation

1. Ask Open-Ended Questions

Avoid generic yes or no questions. Instead, ask questions that encourage sharing stories and perspectives. For example, instead of asking "Do you like movies?" try asking "What is a film you could watch on repeat and never get tired of, and why?"

Ask about their favorite travel locations, local foods, or the hobbies they enjoy during their free time. Open-ended inquiries invite the other person to share details about their lifestyle, creating multiple natural directions for the conversation to flow.

Example Icebreakers That Work

  • "What is a hobby you have always wanted to pick up but haven't had the time for?"
  • "If you could travel to any country tomorrow, where would you go first?"
  • "What is the most interesting anonymous confession you've read today?"
  • "What is your go-to comfort food when you've had a long day?"

2. Read and Reference Their Profile

The easiest way to stand out is to show you actually read their profile. Look closely at their pictures, bio cards, and list of interests. If they have a photo hiking, ask about the trail or how often they go. If they list music as an interest, ask what artists they are listening to lately.

Referencing profile details shows you are genuinely interested in them as an individual, rather than just blasting copy-pasted opening lines to multiple matches. It immediately establishes a common ground to discuss.

3. Use Confessions to Start Conversations

Anonymous confession feeds are a great conversation starter. Read what other members share on the stream, double-tap to support, or click to add a reply and start talking anonymously. This provides a natural, low-pressure environment to share perspectives.

Because confessions cover a wide range of topics—from funny daily mishaps to deep life reflections—they offer an immediate window into someone's personality and values, allowing you to bypass typical small talk.

4. Maintain a Balanced Conversation Flow

A good conversation is a two-way street. Make sure you are not just interviewing the other person or only talking about yourself. Balance is key.

When they answer a question, acknowledge their response, share a brief related detail about yourself, and then ask a follow-up question. This shows you are actively listening and helps build mutual trust. If their answers are brief, try switching topics or giving them space to ask you something in return.

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