My Year of Dating Crazy Discussion Questions

What was your first impression of Alex as a character and how did it evolve throughout the story?
How did the year-long format of the story impact your reading?
This story is set in the 90’s and Alex uses a newspaper personal ad to “get back out there” - how might this be different today? Do you think it would have played out similarly with modern dating apps or websites?
During Alex’s quest she comes up with a list of requirements for her new beau, LoQuaSH. If you were to come up with a similar list, what would be on it? Would you include items from Alex’s list, why or why not? How might this list change in different phases of your life? The list for reference..
1. No Golf
2. Plays sports, doesn't watch sports (sports telecasts once a week, max, ok)
3. No obnoxious jewelry, cologne or grooming habits
4. Likes kids, especially my kid, and wants to have more kids
5. No living with parents (but good relationship with parents a plus)
6. Limited emotional baggage
7. Well spoken, well read, well educated
8. Financially solvent
9. Interesting and socially acceptable hobbies and interests
  1. No fantasy fiction or role playing games. No spacemen. No Exceptions.
10. Bonus Points awarded for charity work, church attendance, home maintenance skills
5. Throughout the book, Alex constantly wrestles with the question of what to wear. Why is this so difficult for her and can you relate to this issue?
6. In going on blind dates, Alex ends up in a number of humorous and/or awkward situations. What was a moment that stayed with you after you finished reading the book?
7. In addition to getting divorced, Alex also has to deal with moving into a new apartment, switching jobs, and getting used to being a single mom. Can you think of a time in your life when you were experiencing a major change? How did you handle it? Did you see any similarities between yourself and Alex?
8. Throughout the story, Alex frequently expresses the idea that she is alone in the world. Why does she feel this way? Is she really alone?
9. Elaine, Alex’s mother, appears a few times throughout the book. How did their relationship shape Alex’s perspectives on life, and how did Elaine’s move to Africa impact Alex?
10. Alex seems to struggle frequently with the difference between what her life is in the moment and what she wants her life to be. Do you think she is any closer to her envisioned life at the end of the story, or do you think this will continue to be a struggle for her?

What was your first impression of Alex as a character and how did it evolve throughout the story?
How did the year-long format of the story impact your reading?
This story is set in the 90’s and Alex uses a newspaper personal ad to “get back out there” - how might this be different today? Do you think it would have played out similarly with modern dating apps/methods?
During Alex’s quest she comes up with a list of requirements for her new beau, LoQuaSH. If you were to come up with a similar list, what would be on it? Would you include items from Alex’s list, why or why not? How might this list change in different phases of your life? The list for reference..
1. No Golf
2. Plays sports, doesn't watch sports (sports telecasts once a week, max, ok)
3. No obnoxious jewelry, cologne or grooming habits
4. Likes kids, especially my kid, and wants to have more kids
5. No living with parents (but good relationship with parents a plus)
6. Limited emotional baggage
7. Well spoken, well read, well educated
8. Financially solvent
9. Interesting and socially acceptable hobbies and interests
  1. No fantasy fiction or role playing games. No spacemen. No Exceptions.
10. Bonus Points awarded for charity work, church attendance, home maintenance skills
5. Throughout the book, Alex constantly wrestles with the question of what to wear. Why is this so difficult for her and can you relate to this issue?
6. In going on blind dates, Alex ends up in a number of humorous and/or awkward situations. What was a moment that stayed with you after you finished reading the book?
7. In addition to getting divorced, Alex also has to deal with moving into a new apartment, switching jobs, and getting used to being a single mom. Can you think of a time in your life when you were experiencing a major change? How did you handle it? Did you see any similarities between yourself and Alex?
8. Throughout the story, Alex frequently expresses the idea that she is alone in the world. Why does she feel this way? Is she really alone?
9. Elaine, Alex’s mother, appears a few times throughout the book. How did their relationship shape Alex’s perspectives on life, and how did Elaine’s move to Africa impact Alex?
10. Alex seems to struggle frequently with the difference between what her life is in the moment and what she wants her life to be. Do you think she is any closer to her envisioned life at the end of the story, or do you think this will continue to be a struggle for her?

My Year of Dating Crazy Discussion Questions

What was your first impression of Alex as a character and how did it evolve throughout the story?

How did the year-long format of the story impact your reading?

This story is set in the 90’s and Alex uses a newspaper personal ad to “get back out there” - how might this be different today? Do you think it would have played out similarly with modern dating apps or websites?

5. Throughout the book, Alex constantly wrestles with the question of what to wear. Why is this so difficult for her and can you relate to this issue?

6. In going on blind dates, Alex ends up in a number of humorous and/or awkward situations. What was a moment that stayed with you after you finished reading the book?

8. Throughout the story, Alex frequently expresses the idea that she is alone in the world. Why does she feel this way? Is she really alone?

9. Elaine, Alex’s mother, appears a few times throughout the book. How did their relationship shape Alex’s perspectives on life, and how did Elaine’s move to Africa impact Alex?

10. Alex seems to struggle frequently with the difference between what her life is in the moment and what she wants her life to be. Do you think she is any closer to her envisioned life at the end of the story, or do you think this will continue to be a struggle for her?

What was your first impression of Alex as a character and how did it evolve throughout the story?

How did the year-long format of the story impact your reading?

This story is set in the 90’s and Alex uses a newspaper personal ad to “get back out there” - how might this be different today? Do you think it would have played out similarly with modern dating apps/methods?

5. Throughout the book, Alex constantly wrestles with the question of what to wear. Why is this so difficult for her and can you relate to this issue?

6. In going on blind dates, Alex ends up in a number of humorous and/or awkward situations. What was a moment that stayed with you after you finished reading the book?

8. Throughout the story, Alex frequently expresses the idea that she is alone in the world. Why does she feel this way? Is she really alone?

9. Elaine, Alex’s mother, appears a few times throughout the book. How did their relationship shape Alex’s perspectives on life, and how did Elaine’s move to Africa impact Alex?

10. Alex seems to struggle frequently with the difference between what her life is in the moment and what she wants her life to be. Do you think she is any closer to her envisioned life at the end of the story, or do you think this will continue to be a struggle for her?