Featured Reading Guide
Lolly Winston

Elinor Mackey has lived her life in perfect order: college, law school, successful corporate career, marriage. But suddenly her world is falling apart. Now in her late 30s, she’s discovered that she and her podiatrist husband, Ted, can’t have children. When Elinor withdraws from Ted into an interior world of heartbreak and anger, Ted begins an affair with Gina, the nutritionist at their gym a young woman with an oddball son who adores Ted. Meanwhile, Elinor falls in love with the oak tree in her front yard, spreading out her sleeping bag to sleep under the stars. Lolly Winston’s second novel…
About Lolly Winston
Lolly Winston is a freelance journalist. Her work has appeared in Redbook, Ladies Home Journal, Glamour, and many others. She lives with her husband in California.
topAbout the Book
Elinor Mackey has lived her life in perfect order: college, law school, successful corporate career, marriage. But suddenly her world is falling apart. Now in her late 30s, she’s discovered that she and her podiatrist husband, Ted, can’t have children. When Elinor withdraws from Ted into an interior world of heartbreak and anger, Ted begins an affair with Gina, the nutritionist at their gym a young woman with an oddball son who adores Ted. Meanwhile, Elinor falls in love with the oak tree in her front yard, spreading out her sleeping bag to sleep under the stars. Lolly Winston’s second novel looks beyond the manicured surface of suburbia to a world of loss, longing, lust and betrayal.
topLolly Winston interview/review
Barnes and Noble, 2005
- What was the book that most influenced your life or your career as a writer?
Flannery O’Connor. I began reading her short stories when I was 15 — around the time I started writing fiction. My first short story attempts were poor Flannery O’Connor imitations. (You can’t write southern gothic fiction if you’re from Hartford, Connecticut.) I think O’Connor is one of the best descriptive writers. I also like how she puts characters in extreme situations that serve to reveal their true natures. The way she blends horrifying and humorous details in the same story is brilliant.
- What are your ten favorite books, and what makes them special to you?
These lists are hard! As soon as I make a list of favorite books, I have a forehead-slapping moment on the freeway or in the shower when I think of a book I love that I wish I’d included. To narrow it down, I’ll stick to novels written in the latter half of the 20th century and not mention the short story collections and memoirs I also love
The Liars’ Club by Mary Karr
A Million Little Pieces by James Frey
and short stories by Raymond Carver
Donald Barthelme
Christie Hodgen
George Saunders
Aimee Bender
Ethan Canin
Lorrie Moore…. I’m officially cheating now.
Lolita by Vladimir Nabokov — I love this book because it’s so dark and funny at the same time, and because the language is so extraordinary. And it has one of my all-time favorite moments: Humbert Humbert drives down the wrong side of the road; he figures he’s already violated every other law of human nature, so why not drive down the wrong side of the road and see how it feels? It’s great how this one moment captures the essence of the story and his angst.
The Bell Jar by Sylvia Plath — Another dark yet funny novel. Lolita is about obsession, while The Bell Jar is about depression. Two of my favorite topics, I hate to admit.
The Moviegoer by Walker Percy — I love this novel because I identify so strongly with the male protagonist. When I first read it I felt like Percy knew me. To me, this signifies what fiction is about — not the male or female experience but the human experience. I don’t think we need to categorize fiction as much as we do, into women’s fiction, lad lit, etc.
Housekeeping by Marilynne Robinson — Gorgeous and haunting. This book inspires me to write.
About a Boy by Nick Hornby — Hornby’s one of those can’t-wait-until-his-next-book-comes-out writers to me. I love his writing, his characters, and his combination of humor and poignancy.
The Curious Incident of the Dog in the Night-Time by Mark Haddon —This novel broke my heart and made me laugh at the same time. I always seem to look for that combination in fiction.
The Confessions of Max Tivoli by Andrew Sean Greer — A fabulous story that’s beautifully written, with details that made me want to bust out a highlighter pen. After Anna Karenina , I think this novel has the best opening ever.
The Secret History by Donna Tartt — A thriller and a literary masterpiece all in one. What I particularly like is how we learn right up front that the character Bunny is murdered by his friends. If we already know what happens, then why keep reading? Because we need to know how and when and why.
Middlesex by Jeffrey Eugenides — This book, which crosses the Atlantic and spans generations, simply knocked my socks off.
The Hours by Michael Cunningham — I usually fall in love with a book because I fall in love with the beauty of the writing, and that was certainly the case with this book. I loved it more than Mrs. Dalloway , its inspiration. Can I say that? Will someone come and take my English degree away?
- What are some of your favorite films, and what makes them unforgettable to you?
I love Woody Allen. Among my favorites are
Love and Death
Annie Hall
Manhattan Murder Mystery
Mighty Aphrodite
and Interiors .
- What types of music do you like? Is there any particular kind you like to listen to when you’re writing?
I don’t listen to music when I’m writing; I find it too distracting. But I do love music. Among my all-time favorites are:
Elvis Costello
the Talking Heads
Bob Marley
R.E.M.
Dave Brubeck
Chopin (especially when I’m sad, I love those stormy, keeling-over-from-TB pieces)
and Vivaldi.
I also love Jennie Stearns, Emmylou Harris…. It’s hard to stop naming music that I enjoy.
- If you had a book club, what would it be reading?
Motherless Brooklyn by Jonathan Lethem
Baker Towers by Jennifer Haigh
The Master by Colm Tóibín
Case Histories by Kate Atkinson
Don Quixote by Cervantes
The Magician’s Assistant by Ann Patchett
and The Odyssey by Homer.
This is the current stack in the queue on my nightstand. I haven’t read Jonathan Lethem yet, and I have a feeling that as soon as I do he’s going to move onto that top ten list.
- What are your favorite kinds of books to give — and get — as gifts?
Signed books. I’m a groupie. I love to go to readings and get books signed for myself, and give them as gifts.
- Do you have any special writing rituals? For example, what do you have on your desk when you’re writing?
Cats, cat hair, and caffeine. I write from 9:00 a.m. to 1:00 p.m. Then I eat lunch with Terri Gross. (I listen to her radio program, Fresh Air.) Other than some coffee shop troll hand-editing, I don’t work in the afternoons, because I don’t have as much creative energy. In the early evening, while I’m cooking dinner, I usually spend another hour or two up in my office rewriting. Many writers are hardly “overnight success” stories.
- How long did it take for you to get where you are today? Any rejection-slip horror stories or inspirational anecdotes?
I’ve been writing since I was 15 and wrote short stories for years. A few were published, but I have a bulging folder of rejections notices. Sophie’s bakery for the Broken-Hearted is my first novel. It took me five years to finish it. For four years I didn’t really make it a priority. Then, as my 40th birthday approached, I decided I had to finish. So I ran up the Visa bill and reached the finish line. I’ve also been writing and publishing essays and feature stories for about ten years, but I don’t really consider myself a journalist. I’m a fiction writer first.
- If you could choose one new writer to be “discovered,” who would it be?
My friend Eileen Bordy. She’s mostly just published essays, but she also writes fabulous fiction. She is one of the most funny, poignant writers I’ve ever read. If any agents are reading this, they should drop everything and call her. In general, I think many books and authors don’t get the attention and level of promotion they deserve. There’s an imbalance. So much luck seems to be involved.
- What tips or advice do you have for writers still looking to be discovered?
Well, Woody Allen said something like, “90 percent of life is showing up.” And that seems to be what writing is all about. First, show up and do the work. Then, show up at workshops or writing groups or friends’ houses, and get feedback from others. When your work is polished, show up at conferences and learn all you can about connecting with agents. There’s a lot of persistence involved in the process of writing and publishing. An irrational amount, when you get right down to it.
topStarting Points for Discussion
- “‘An affair.’ Elinor waits for jealousy to enrage her. Instead she feels pity” (P.2.) Discuss Elinor’s initial reaction to Ted’s affair with Gina. Do you find her reaction surprising? In what ways does this foreshadow the novel’s end?
- Elinor and Ted’s marital problems are repeatedly linked to their trouble conceiving. Is this the root cause of their problems? Is Ted’s affair in any way justified by their troubles?
- ‘Elinor couldn’t help it’ (p.6). Discuss other ways in which infertility takes over their lives.
- Gina has a difficult relationship with her young son. Are here any positive representations of parenthood in the novel?
- ‘“All you have to do is make a list of three things you want” she continues. “One can cost money. The other two can’t. After you make your list, we are going to look at it together and we’re going to talk about whether those are things you can have or we can make happen for you. If they are not, we are going to think of the next best thing.”’. Discuss the idea of self restraint and acceptance of personal limitations in the book. Does the book suggest the boundless pursuit of what you want is best or does it suggest that happiness comes from acceptance of your limitations?
- ‘“I am sick of having every right to be sad”’ (p.258). Discuss the representation of therapy as negative in the novel?
- “He needs to laugh. They both do”’ P.294. Do you consider Happiness Sold Separately to be a ‘happy’ novel, considering the difficult issues it deals with?
- The tree in Elinor’s garden plays a considerable role in the novel. Does Elinor’s attachment to it signify her desire for a family? What does the planting of a new tree therefore represent?
Other Books by Lolly Winston

Sophie’s Bakery For The B…
36-year-old Sophie Stanton has lost her young husband to cancer. In an age …
Suggested Further Reading
- The Floating Island ~ Anna Ralph (Hutchinson 2007)
- Rise and Shine ~ Anna Quindlen (Arrow 2007)