Some ideas on questions to ask:
- Are you married? Girlfriend/boyfriend? Friends "with benefits?" Unusual closeness to your ex? etc.
- Do you drink or use drugs? How often?
- How long have you been single?
- What are your hobbies and interests? How much time per week do you spend pursuing them?
- Do you desire marriage?
- Where do you see yourself in 5 years? (AKA, future goals?)
- What are 3 things that scare you?
- What kind of relationship do you have with the members of your family?
- What are your expectations for your partner?
- What kinds of books, movies, or TV shows do you like?
- Do you have any medical or limiting physical or mental conditions? Explain.
- Why do you wish me to interact with you?
- What do you have to offer me?
- What makes you different from others on the Internet?
- Why did your most recent relationship end?
- Favorite music style/band?
- Are your height and weight in proportion?
- Do you have any special dietary considerations? Favorite foods?
- How do you relax?
- Favorite spectator sport? Sports you participate in?
- When did you last see your family (Parents/ brothers sisters etc.)?
- Where did you spend your best holiday? What made it so good?
- Who is your favorite comedian?
- Do you own a teddy bear?
- What question do you dread me asking, and why?
- What question do you dread asking of me, and why?
- Do you want just online play, or will you eventually come from behind your monitor to meet me?
- How long do you want to get to know me before we would meet?
- How many friends do you have?
- What do you do for fun?
- Do you drink coffee? Can you make a decent pot?
- Do you have any questions you'd like to ask me?
- What drew you to the Internet in your search for a partner?
- Do you have any animals/pets? Explain. Desire for any?
- What are/were your mother and father like? Explain their relationship, including whether they married or divorced.
- Do you like onions?
- How do you deal with people who cut you off when you're driving?
- Can you lift (x) pounds?
- How much "downtime" do you need to relax when you come home from work /school before being approached?
- What is the one vice you have that you cannot live without?
- How important are your friends to you?
- Can you understand and appreciate hobbies or goals?
- Which one of us will be most easily relocated? Explain why it would be difficult for YOU to relocate if that would be a problem.
- Outside of finding a stable partner, what are your three primary life goals over the next five years?
- Knowing what I have shared with you about my primary life goals, describe how your talents and skills will compliment them.
- Do you want additional academic (college) training to enhance your career?
- What is your strongest personality trait that may need help to 'bend' when conflicts arise? (Jealousy, temper, openness/willing to disclose information, compassion, etc.)
- What is your weakest personality trait that needs help to make you feel happier and more content with who you are?
- (If distance issues exist) What is your ability to maintain fidelity to me, and to continue to follow a 'team' approach as we are separated by the miles, yet working to bridge them over the next "X (weeks, months, years) " period of time?
- What is it that You see in me to even make spending time with me worth your while?
- What do you think is the worst thing about yourself?
- Is there anything in life you absolutely need no matter what?
- Are you a good listener?
- Do you feel you need a certain type of person to be compatible with or are you willing to give everyone a chance?
- Do you believe in equal rights? If not, who do you see as being the likely "Dominant" (leader) personality in a relationship, and why? How would you propose to structure the leadership role or roles in the relationship?
- When do you really "know" that the person that you picked is "right" for you?
- Will each of us have "free time" each day for personal enrichment unimpeded by daily difficulties?
- Are you a "private person" or public in your life?
- What good trait, qualities, expectations, and/or goals will you bring into the relationship?
- To what degree do you believe there should be a physical attraction in order to enter any form of relationship?
- Are you a good conversationalist?
- Can you guarantee that you will make me laugh?
- Will you be able to understand while I'm moody and I need my space but still need you to hug me?
- Would you be willing to postpone the relationship aspect (irregardless of the chemistry) in order to develop the friendship first?
- What are your top 5 values (in yourself & in another person) and why?
- How important are 'looks' to you, really? No, i mean seriously? (Decent grooming & hygiene are already assumed to be present.)
- What are you expectations of the other person in a relationship?
- If there was some behavior or habit of mine that didn't live up to one of your expectations, would you actually be willing to invest time & effort to help me adapt? And if i really, really tried, but failed, would you still accept me?
- Was your most recent break up friendly or bitter? How long ago? Do you still have "feelings" for the person? Describe them. Are you "over" them and ready to begin a new committed relationship?
- Are you of any particular political persuasion? How important is politics or civic activism in your life?
- How do you determine the right personality traits in a person for you?
- Do you allow your partner to keep their existing circle of friends, regardless of gender?
- If I am physically challenged, is that a problem for you?
- Do you have children? How many? Living with you now? What is the arrangement with their other parent? Is support coming from other parent? Do you want to produce children? How many? When?
- (If children exist) How has your child's attitude been with other "dates" you have had--i.e., is he/she/they likely to say "You're not my father/mother, don't tell me what to do" when I interact with them as a role model or even disciplinarian in your absence?
- Do you support any children you are responsible for creating?