I've been saving for retirement for most of my career and should be on track by retirement age.However, I'm not sure I'll ever want to stop working.Not only do I love my work as a writer, I also think I'll have a hard time spending my savings.Some people worry about not having enough money for retirement. For now, at least, I don't feel I have to worry about that. I'm 45 years old, about 20 years away from retirement age, and I've been saving and investing for retirement for most of my career in a steady, disciplined, diversified way.Especially after making big gains in the stock market over the last few years, I'm actually feeling good about my retirement account balances. If all goes well for the next few decades, I should be in good shape to be on track for retirement. But even if and when I can afford to quit working, I still might not "retire" in any traditional sense.I'm just not sure what I'd do in retirement and I love my jobRetirement might sound like paradise, right? No more work! Do whatever you want! But some people struggle to make the emotional adjustment to retirement. Especially if you're used to having a stimulating, rewarding, demanding career that gives you a lot of meaning and connection, the weekdays in retirement might feel empty.Not everyone is lucky enough to feel this way about their job, but I really love my career as a freelance writer. I love learning new things, meeting new people, and getting paid for doing what I do best. I don't want to feel bored or lonely in retirement. How do you stay busy and grounded without the structure of a career? Do I have to get hobbies or join a gym? Is this all a huge cry for help that I need to get a life?The point is that retirement planning is not just about money. Even though I might be on track to have my everyday living expenses covered in retirement, I can't envision the day-to-day routine of how I'll fill the hours if I don't have work to keep me busy anymore. Like other would-be retirees, I'll need to think ahead about how I want to live life and what I want to do when I grow up apparently, that big question never goes away at any age. I can't picture a future without my creative craft of writing, the work that has defined my life and everyday purpose.I'd have a hard time spending my savings if I wasn't making an incomeBy the time I've saved up enough money to retire, I might feel uncomfortable spending my savings. Retirement can bring a lot of big, scary expenses like nursing home bills and end-of-life care. Or, on a happier note, I might want to help contribute to my grandchildren's college tuition or keep traveling internationally for as long as possible. Even if I'm 70 years old and in good health, I might still be worried about providing for my 85-year-old "future self" in the event that I have serious health problems and need round-the-clock care.Feelings like these can make it hard for anyone to splurge in retirement, even for those who can afford to. Though many are putting off retirement due to financial worries, recent research has shown that some retirees actually underspend in retirement that is, they don't spend as much of their retirement account balances as they could. I might end up being one of those "underspenders" in retirement. What if I can't bear to part with all those big, reassuring numbers in my investment account that I worked so hard to make bigger?If I do retire in some capacity, I can't ever see myself truly putting work aside. At the very least, I think I'd get a side hustle. I love having income! Even in retirement, I like the idea of making the numbers in my brokerage account bigger.I want to stay creative, productive, and engaged with lifeAfter leaving his network late-night TV show, David Letterman wasn't ready to officially "retire," and I probably won't be able to either. (Not to compare myself with a legendary comedian like him.) But I like the idea of a Letterman-style retirement: instead of disappearing into oblivion, just keep showing up to do a few meaningful projects. Do what you love without the grind of a full-time job.I will keep saving for retirement, even if I don't retire in the traditional way. Not everyone gets to keep working for as long as they want to; sometimes retirement gets imposed upon people whether they like it or not. But I'm rethinking the conventional wisdom on what a happy retirement means. I'm not afraid to keep working for many years to come.