Situationships can be a rollercoaster of emotions, can’t they? You enjoy the connection but sometimes wonder where it’s all heading.
A few well-placed words can make all the difference in understanding each other better.
In this piece, I’m sharing some practical conversation starters that can help you clarify your feelings, intentions, and boundaries. These questions are designed to make things clearer and bring you closer.
Want to turn your “What are we?” into something clearer and more meaningful? Let’s get into it.
Table of Contents
Clarifying Intentions
- What are you looking for in a relationship right now?
- How do you feel about where our relationship is heading?
- What does the term “situationship” mean to you?
- Are you interested in exploring something more serious down the line?
- Do you see this relationship changing in the future?
- How would you define what we have?
- Do you think about us having a more defined status?
- Are you happy with how things are between us?
- What are your thoughts on commitment?
- Do you talk about us with your friends?
- How do you feel about exclusivity?
- Are there any expectations you have from me?
- Do you like the pace of our relationship?
- How important is clarity in relationships to you?
- What originally drew you towards casual dating?
Understanding Feelings
- How do you feel when we spend time together?
- What do you enjoy most about our time together?
- How comfortable are you sharing your feelings with me?
- Do you feel a connection when we’re together?
- Is there something you wish I understood better about your feelings?
- Do you feel heard and understood in our conversations?
- How do you feel after we hang out?
- Are there ways I can make you feel more comfortable?
- What emotional needs are important for you?
- How do you handle emotional challenges?
- Do you ever feel confused about my feelings?
- How do you feel about the level of intimacy we share?
- Is there anything you want to talk about that we haven’t yet?
- How open are you to discussing your emotions?
- Do you feel safe expressing vulnerability with me?
Setting and Respecting Boundaries
- What’s something you need to feel comfortable in this relationship?
- Are there any boundaries you want to establish?
- How can we both respect each other’s personal space?
- What are your deal breakers?
- Is there anything you’re not comfortable doing?
- How do you feel about public displays of affection?
- What personal boundaries are important to you?
- How do you handle privacy in a relationship?
- Are there any off-limit topics for you?
- How do you feel about sharing personal details?
- Do you need alone time, and how much?
- What can I do to respect your boundaries?
- How do you prefer we handle disagreements?
- Are there any habits you feel we need to address?
- How do you feel about setting rules for communication?
Future Expectations
- Where do you see our relationship in six months?
- What one thing do you hope for between us?
- Do you think about a future with me?
- How do you feel about long-term plans?
- Are you open to discussing our future together?
- What are your thoughts on planning together?
- How do you envision us in the next year?
- Do our future goals align?
- Have you thought about living together?
- How do you feel about meeting each other’s families?
- What kind of future do you want for yourself?
- Are you open to making plans beyond the next few months?
- Do you see us growing together long-term?
- How do you feel about planning trips together?
- What does an ideal future relationship look like to you?
Conflict Resolution
- How do you usually handle conflicts in a relationship?
- What helps you calm down after an argument?
- How do you prefer we address disagreements?
- What can I do to support you during a conflict?
- Are you comfortable discussing conflicts openly?
- How important is conflict resolution to you?
- What works best for you in resolving issues?
- Is there a way you prefer to be approached during a dispute?
- How can we avoid misunderstandings?
- What are your thoughts on compromise?
- How do you feel after we resolve a conflict?
- Can we talk about a strategy for handling future disagreements?
- Do you prefer to address issues immediately or give them time?
- What can we do to improve our communication during conflicts?
- How do you feel about seeking mediation if needed?
Past Experiences
- What’s something you learned from past relationships?
- Is there an experience from your past you’d like to share?
- How have past relationships shaped your expectations?
- Are there any past mistakes you want to avoid?
- What did you value most in previous relationships?
- How do you feel about discussing past relationships?
- What has worked well for you in past relationships?
- Do any past experiences influence your current boundaries?
- Have you had a situationship before?
- What have you discovered about yourself through past relationships?
- What types of relationships haven’t worked for you?
- How do your past experiences shape what you want now?
- Are there past issues you’re still working through?
- What positive experiences do you carry forward?
- How does your past inform your approach to our relationship?
