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Articles by Judy McGuire
Sucking You In, Spitting You Out
Sucking You In, Spitting You Out
By Judy McGuire • August 30, 2011 12:00 am

Dear Dategirl, I met the man of my dreams three years ago. We started hanging out a lot and got…

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Ladies, Shut This Shit Down
Ladies, Shut This Shit Down
By Judy McGuire • August 23, 2011 12:00 am

Dear Dategirl, Recently a married friend had a small breakdown while we were chatting online. He was maudlin and drunk,…

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You Are Bad In Bed.
You Are Bad In Bed.
By Judy McGuire • August 16, 2011 12:00 am

Dear Dategirl, How does one become “good in bed?” When I married my husband, I wasn’t very experienced. I lost…

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Lying: A Shitty Thing to Do to Someone You Love
Lying: A Shitty Thing to Do to Someone...
By Judy McGuire • August 9, 2011 12:00 am

Dear Dategirl, I just suffered the blindside of a lifetime. My marriage is ending and I had no clue of…

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Ifs, Ands, Butts
Ifs, Ands, Butts
By Judy McGuire • August 2, 2011 12:00 am

Dear Dategirl, I am a 35-year-old male who enjoys receiving anal . . . a lot! I have been anally active for almost 20…

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Mr. Mom Takes on Mrs. Poopy Pants
Mr. Mom Takes on Mrs. Poopy Pants
By Judy McGuire • July 26, 2011 12:00 am

Dear Dategirl, My wife and I have an unconventional, but mostly successful, relationship, full of mutual respect, hot sex, and…

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No Kid at Home Means Blowjobs in the Kitchen!
No Kid at Home Means Blowjobs in the...
By Judy McGuire • July 19, 2011 12:00 am

Dear Dategirl, My daughter, husband, and I are all at odds over my daughter’s love life. She is a great…

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When Men Become High-Powered Vagina-Driers
When Men Become High-Powered Vagina-Driers
By Judy McGuire • July 12, 2011 12:00 am

Dear Dategirl, My sex life sucks. The reason for this is multifaceted, but I happen to think it is due…

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No Bride Deserves to Wind Up on Tosh.0
No Bride Deserves to Wind Up on Tosh.0
By Judy McGuire • July 5, 2011 12:00 am

Dear Dategirl, My parents hate each other. Even before their divorce, they fought constantly. Living with them was like growing…

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Fore Shame: Why Do Women Hate the Turtleneck in My Trousers?
Fore Shame: Why Do Women Hate the Turtleneck...
By Judy McGuire • June 28, 2011 12:00 am

Dear Dategirl, I’m 30 and I’ve never had a lot of problems getting dates, but when it comes time to…

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Chump and Dump
Chump and Dump
By Judy McGuire • June 21, 2011 12:00 am

Some things, you can’t fix–stupid being one.

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Being Buttheaded About the Butt Sex
Being Buttheaded About the Butt Sex
By Judy McGuire • June 14, 2011 12:00 am

Dear Dategirl , How common is anal sex? My boyfriend keeps asking me to do it, but I’m not interested….

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Friends Don't Let Friends Stay Friends With Abusive Exes
Friends Don’t Let Friends Stay Friends With Abusive...
By Judy McGuire • June 7, 2011 12:00 am

Dear Dategirl, When I say my ex was crazy, I don’t mean he was kooky or neurotic. Rather, he was…

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Don't Be Afraid of a Little Tough Love
Don’t Be Afraid of a Little Tough Love
By Judy McGuire • May 31, 2011 12:00 am

Dear Dategirl: What do you do with a friend who’s stuck in a bad relationship? He knows she sucks, because…

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You’ve Got Plenty of Kisses to Come
You’ve Got Plenty of Kisses to Come
By Judy McGuire • May 24, 2011 12:00 am

Dear Dategirl, I’m a 14-year-old girl and I have been going out with my boyfriend for seven months and he…

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Do You Think Melania Married the Donald for the Deep Spiritual Connection?
Do You Think Melania Married the Donald for...
By Judy McGuire • May 17, 2011 12:00 am

Dear Dategirl, My girlfriend is extremely concerned with appearances. I knew this going in. As a result, she’s gorgeous, impeccably…

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A Tale of Two Pussies
A Tale of Two Pussies
By Judy McGuire • May 10, 2011 12:00 am

Dear Dategirl, I’ve been seeing this guy who loves cats. I love cats too, so his loving cats made him…

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GTFO Already! Lose the Friend, Break the Lease
GTFO Already! Lose the Friend, Break the Lease
By Judy McGuire • May 3, 2011 12:00 am

Dear Dategirl, I’m in a very unhappy marriage. We don’t fight, but we rarely have sex, and don’t have much…

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A Lesson on Ye Olde Poop Chute
A Lesson on Ye Olde Poop Chute
By Judy McGuire • April 26, 2011 12:00 am

Dear Dategirl, My boyfriend of almost a year just confessed that he inserts a small vibrator in his ass when…

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What to Do When Your Ex Owes 
What to Do When Your Ex Owes 
By Judy McGuire • April 19, 2011 12:00 am

Dear Dategirl: Am I allowed to ask my newly ex-girlfriend for the money she owes me, or do I just…

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