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When asking someone out who is shy around everyone except their closest friends, it's essential to approach the situation with sensitivity and understanding. Shy individuals may feel more anxious or uncomfortable in social situations, so you'll want to create a comfortable and non-threatening environment. Here are some tips on how to do it:

  1. Choose the Right Setting: Select a setting that is relaxed and low-key, where your potential date feels at ease. Avoid crowded or noisy places that may overwhelm them.

  2. Start with Casual Conversations: Begin by engaging in casual conversations to build rapport and establish a level of comfort. Find common interests and topics that they are passionate about.

  3. Be Patient and Respectful: Shy individuals might take some time to open up. Be patient, and don't rush or pressure them into revealing too much about themselves.

  4. Show Genuine Interest: Demonstrate genuine interest in getting to know them better. Ask open-ended questions to encourage them to share their thoughts and feelings.

  5. Compliment Sincerely: Offer compliments sincerely, but avoid being overly flattering or insincere. Shy people may be more reserved in accepting compliments, so keep it genuine.

  6. Respect Personal Boundaries: Understand that shyness can be related to personal boundaries. Give them space and don't invade their personal space without consent.

  7. Include Their Friends: If possible, consider inviting their closest friends to a casual group outing. This can make them feel more comfortable and supported.

  8. Be Yourself: While it's essential to be considerate of their shyness, don't compromise who you are. Be authentic and true to yourself during interactions.

  9. Use Clear Language: When you ask them out, be direct and use clear language. Avoid ambiguous phrasing that might make them unsure about your intentions.

  10. Accept Their Response Gracefully: Understand that they might need time to think about your invitation. If they decline or seem hesitant, accept their response gracefully and without pressure.

  11. Give Them Space: After asking them out, give them space to process the situation. Don't push for an immediate response, especially if they need time to consider it.

Remember that everyone is different, and there's no one-size-fits-all approach to asking someone out, especially someone who is shy. Be kind, understanding, and respectful of their boundaries throughout the process, and let them know you value their comfort and feelings.

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