Dear John: A Clean Break With a Messy Past

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Dear John advises on hiding a messy past, nostalgic family members, and the autism/vaccine link (or lack thereof).

Dear John: Let Sleeping Dogs Lie. And Lying Dogs Sleep.

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Dear John,   I recently reconnected with an old college friend after not being in touch for over twenty-five years. (We are both men.) As we were reminiscing over a few beers, we got to talking about a situation that was the cause of a lot of heartbreak for me back in the day, but [...]

Dear John: I Think My Neighbor is Cheating On His Wife

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Do I tell his wife? Can I ask my cousin for that heirloom? And how do I tell my boyfriend he doesn’t need to be jealous?

Dear John: The Best of 2011

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Is it weird that my neighbor is my OB/GYN? Should I answer the calls from the married professional golfer? Do I owe my father forgiveness? How do I tell my grieving fiancée I ran over her cat?

Dear John: ‘I Do’ to ‘I Did’

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Can’t my sister see she and her husband have to stay together for their kids? Why is my husband obsessed with teaching our son to fight? Is posting our arguments on Facebook worth breaking up over?

Dear John: I Can’t Bend That Way

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Do I have to bend into a pretzel to be intimate with him? How can I get him to ditch the basketball t-shirts? Why did I just get dumped via text message?

Dear John: My Coworker Looks at Porn in the Office

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Is confronting my coworker the right thing to do? Am I overreacting about my mother-in-law? How do I tell these pregnant women they’re making me upset?

Dear John: Why Can’t I Call Him ‘Gay?’

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Is there any harm posing naked for my boyfriend? Why didn’t he ask my permission before bringing people over? Should I have to put up with hypocrisy in my work place?

Dear John: I Don’t Approve of My Friend’s Affair

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Do I tell my friend I’m losing respect for her? How do we inform our friends that their kids bore us? Should I ask my client if he’s a cross-dresser?

Dear John: I’m Dating My Mom’s Friend

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Should I tell my mom I’m dating her friend? Should I please my husband or my family this Thanksgiving? And how do I spend a first meeting with a bigoted in-law?

Dear John: He’s a Dear, Sweet Man, but Terrible in Bed

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Should he be hooking up with women at work? How do I tell my ex-lover that I am no longer interested in sex with him? Advice on this and more from Dear John.

Dear John: Consolation Prize Needs Consoling

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What do you do if you’re tired of coming in second place? If you get hit on by your drunk married neighbor? Dear John has some advice for you.

Dear John: Caught Red Handed. And Red-Faced.

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What would you do if you caught your friend’s husband in the (solo) act? Advice on this and more from Dear John.

Dear John: Dear Old Obnoxious Dad

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Don’t know what to do about your downer dad-in-law? Don’t know what to make of your seventh grader’s new ‘Boobies’ bracelet? John Simpson has some answers.

Am I a Bad Person if I Don’t Love My Son?

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Drinking too much? Afraid of being the rebound? John Simpson has you covered.

Time to Turn to Online Dating?

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Thirty-five, single, and ready to find that special someone? Dear John at your service.