GuessWish
Starting a conversation · 18+

How to start a conversation with a man

To start a conversation with a man, show interest in a specific topic. A comfortable exchange involves questions from both people and each person's right to choose the pace.

Terms and prices for individual actions are available in the service.

Getting acquainted in a bookshop
These illustrations were created with AI. They are not photographs of members.
An idea for getting acquainted

Start with ordinary curiosity about a person

Do not choose a topic just because it is supposedly popular with all men. If you know nothing about football or technology, you do not need to pretend otherwise. You can take an honest interest in the other person's hobby or suggest a topic you enjoy. What matters more is listening to the answer and noticing whether your side of the conversation receives attention too.

  1. Choose a real detail instead of a gender stereotype.
  2. Ask a question that allows a personal answer.
  3. Describe your own connection to the topic.
In your own words

A place to start

Choose a relevant example and adapt it to your situation. Do not assume someone has interests they have not mentioned.

You wrote about long walks with music. Do you usually take a familiar route or explore a new neighbourhood?

I'm just starting to learn about photography. What helped you notice interesting shots around you?

A question and answer at a terrace table
A question and answer at a terrace table. Image created with AI.
One small next step

Prepare your own version

Start with ordinary curiosity about a person: Choose one step and write down how you would like to suggest it.

Your text stays in this tab and is not sent to the server. It disappears when you close the page; save a file if you want to keep it.

What else is useful to know

What if I know nothing about his hobby?

You can say that directly and ask what he enjoys about it. You do not need to act like an expert; curiosity is enough when the topic interests both of you.

What is available in GuessWish?

GuessWish offers ways to meet people through visual choices, have conversations and chat with AI. These are separate formats. Check the interface for available features, terms and the prices of individual actions.

Can you guarantee a connection or a reply?

No. Interest, replies and willingness to meet depend on the other person. The examples on this page help you start a conversation but do not promise an outcome.