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The plot thickens | page 1, 2, 3

Dear Mr. Blue,

I'm 30 and have a boyfriend whom I love dearly. He is creative and handsome and considerate; the problem is, he doesn't stimulate me intellectually. It wasn't a problem until I met an older man -- someone I approached about being a mentor to me -- who is very intelligent, well-traveled and a successful writer. He also happens to be attracted to me. I've become infatuated with the mentor; we live in different cities so the complications from having an affair have so far been avoided. I'm tempted to run off with this older man, who represents everything I feel is lacking in my life. It's risky in many ways, but our connection is so intense that I'd be a fool to ignore it. At the same time, I'm terrified of leaving my boyfriend -- I still love him, and I don't want to hurt him. I'm also afraid that our mutual friends would take his side, so I'd be losing my social circle as well. I'm torn between adventure and security. I want both. Is there a way for me to have my cake and eat it too?

On the Fence in SF

Dear On the Fence,

Mad impulses strike each of us. We just have to deal with them, that's all. I have an impulse to become a saloon singer, which I feel would fill the empty places in my life. So far I haven't done this. The part I don't understand is about your going to an older writer and asking him to be your mentor. Do people really do this? Am I just hopelessly dumb? No attractive 30-year-old ever walked up to me and asked me to mentor her. Is it because my eyebrows are too bushy? Am I not well-traveled? OK, forget about that. I'll work through that myself. As for your question about cake, it strikes me as cunning, as does your letter, and it strikes me that what is lacking in your life is knowledge of yourself. You don't need to ask anybody's permission to run off with your mentor and have a mad romance in Tuscany and fulfill each other totally, fully, ultimately, and lead a delirious life among the vineyards. I think the successful writer may have violated the code of the American Mentoring Association, but that's his problem.

Dear Mr. Blue,

My boyfriend and I have been living together for three years, and with each passing day we get closer and further apart. We're like family -- caring, affectionate, concerned for one another -- but there's no romance. I'm much more like his sister than his lover. I often fantasize about rekindling an old relationship (which I know is a bad idea).

How does one go about solving this? Do I poke my current mate in the ribs and make him start being romantic again (whatever that means)? Finding myself a new lover sure is tempting, but it'll take forever to develop the comfort level I have with my "brother."

Sibling in Silicon Valley

Dear Sibling,

What comfort level are you talking about? You don't seem comfortable to me, you seem dissatisfied and restless. Maybe you're reluctant to cause pain to a good person, which is an inevitable thing in life but something one naturally shrinks from. As for poking him in the ribs, you know better than I if his ribs are erogenous or not. Let me raise a hypothetical: What if your live-in brother told you tomorrow that he thinks he prefers men to women? Would that send you screaming and weeping to a therapist? I doubt it. I think you could tell him that you're thinking about finding a lover, and if he really cares about you and if he's in touch with reality, he'd deal with it. We don't own each other, you know. We're only lent, and on certain terms. He isn't holding up his end of the deal.

Dear Mr. Blue,

I just turned 37, and suddenly realized that -- damn! -- I forgot to get married and have kids.

My banal question is: How does a reasonably smart, reasonably pretty woman meet a mate in the big city? I've had long-term relationships, and when I was younger it was never any work to find a boyfriend. But these days, most men my age or older are already married.

Being a man, you must know how to locate others of your species.

Mateless in Manhattan

Dear Mateless,

At 37 you're probably not going to find a fresh, crisp one; probably you're going to pick one up off the floor, where he lies weeping and wounded from his divorce. He'll be older than you, maybe 10 or 15 years older, and he won't see you as reasonably smart and pretty, he'll see you as Athena and Aphrodite. On his good days. On his bad days, he'll weep in his beer over the crummy way he treated Mildred and Timmy and Trish. He'll be a little wobbly, like a bicycle with a bent frame. He'll be terribly grateful for you. I don't know if he'll want to have kids or not. Not at first, but maybe as a favor to you. You won't find this guy by searching for him. He'll find you, probably through a friend. Let your friends know what you're thinking. Meanwhile, enjoy Manhattan.

Dear Mr. Blue,

I'm surprised and shocked that you've made a mistake in your advice. You shouldn't be advising a woman to spend time alone with a married man. I have come to the point where I won't even take a female co-worker to lunch without another co-worker present. Let's face it, solitary conversations are an intimacy. That intimacy can easily grow into something else. If marriage means something, the line must be drawn somewhere. This is mine. No intimate lunches. It has prevented lots of problems and I honestly wish I'd started this many years ago.

Wiser

Dear Wiser,

Good for you. But I'm glad to have lunch now and then with another woman, not secretly or intimately, just a lunch on a sunny terrace in St. Paul, Minn., that I'd be very happy if my wife walked by and sat down and joined us. I love to talk to women. I don't see a reason to erect fences around the lunch. Of course, a lunch between me and another woman is intimate. I don't see intimacy as being necessarily sexual. I see it as necessary to friendship, and if my friendships were limited to men, I'd feel crippled.

Dear Mr. Blue,

I am 23, single for about, well, 23 years. Sure, I've had a few brief flings, but nothing substantial. Never had a high-school sweetheart. Never even succeeded in asking a woman out for dinner. I've tried to avoid one-nighters, and the result is that I've had absolutely no luck at all. Most of the time I have no problem with this, but sometimes I get a little antsy about it and try to be a little more aggressive and ask women out. And then I screw up all over the place. Either I wait too long to ask, or I ask too soon. Often I misread their signals. Or my higher cognitive functions shut down entirely and ask the Wrong Woman, like a psychopath for example.

I have no trouble at all having good old-fashioned friendships with women. Some of my best friends are female. Am I sending bad signals to women I'm interested in? Or just unlucky? I'm happy being single, but I don't want to spend the rest of my life that way. Then again it's hard to ignore the repeating patterns that are emerging.

Antsy

Dear Antsy,

Ask one of your old-fashioned friendly women for advice. Maybe you have bad timing. Maybe you have weird hair. Or bad breath. Maybe there is a small chunk of food on your upper lip. Get a friendly woman to check you out, and then go mill in the crowd. You're a young guy, and there's nothing wrong with your not having had a steady sweetheart or asked someone out to dinner. You're eager and hopeful and that's what's important. Don't brood. Be happy about the company of women, and something will happen.
salon.com | July 13, 1999

Feeling blue about your prose? In the doldrums over your last date? Ask Mr. Blue.

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About the writer
Garrison Keillor is the host of the weekly radio show "Prairie Home Companion" and the author of "Me by Jimmy (Big Boy) Valente, as told to Garrison Keillor." For more columns by Keillor, visit his column archive.

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