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The End of an Engagement Jul. 11, 2021

Dear AnnieĀ®

Dear Annie: I'm in a situation where I'm not sure what to do. I've been in a relationship for six ye... Read More

Rules of Engagement: How to NOT Fight With Your Fiance About Money Feb. 24, 2021

Ask Carrie

Dear Carrie: My boyfriend and I just got engaged. While we agree on most things, we seem to have a l... Read More

Return This Ring With a Smile Oct. 08, 2020

'Tween 12 & 20

DR. WALLACE: My boyfriend and I have been dating for two years, and we both planned that, someday, w... Read More

Life Reimagined Sep. 18, 2020

Positive Aging

Wouldn't it be nice to think of getting older as exhilarating rather than terrifying? Learning to ac... Read More

August 23, 2020 Aug. 23, 2020

Classic Annie's Mailbox

Dear Annie: Years ago, I was engaged to a man who I thought was the love of my life. But at college,... Read More

August 18, 2020 Aug. 18, 2020

Classic Annie's Mailbox

Dear Annie: My daughter has been engaged for several months. Her invitations for the small, family-o... Read More

July 31, 2020 Jul. 31, 2020

Classic Annie's Mailbox

Dear Annie: Our daughter recently became engaged and we couldn't be happier. She is our only child a... Read More

My Best Girlfriend Is Engaged To a Louse! Jul. 30, 2020

'Tween 12 & 20

DR. WALLACE: My girlfriend and I are best friends and have been so for over 10 years now. We are bot... Read More

January 25, 2020 Jan. 25, 2020

Classic Annie's Mailbox

Dear Annie: I am a female resident physician. In medical school, I fell in love with "Jay," a classm... Read More

January 21, 2020 Jan. 21, 2020

Classic Annie's Mailbox

Dear Annie: A year ago, I bought a house for my niece Alice, her boyfriend and their two daughters, ... Read More

December 24, 2019 Dec. 24, 2019

Classic Annie's Mailbox

Dear Annie: I am a concerned uncle at an impasse. I have a young adult nephew who seems perfectly co... Read More

Reader Mail Dec. 04, 2019

Single FileĀ®

DEAR SUSAN: Hopefully by now you've gotten some email in support of your position on the engagement ... Read More

Discuss Carefully With Your Parents Nov. 22, 2019

'Tween 12 & 20

DR. WALLACE: I'm attending an all-girls private Catholic high school because my parents are trying t... Read More

Both of My Parents Are More Intelligent Aug. 13, 2019

'Tween 12 & 20

DR. WALLACE: I'm 15 and a well-liked, well-rounded student. Yet, it so happens that I am only medioc... Read More

Vying Not for the Man, but for His Mom Jun. 29, 2019

Classic Annie's Mailbox

Dear Annie: I recently became engaged to my boyfriend of six years. His family and I get along great... Read More

They Were on a Break Mar. 29, 2019

Tales From the Front

Sarah and Mark were engaged when she was "a very young 19." "I truly loved him, but few months prior... Read More

Take This Ring and Shove It! Mar. 22, 2019

Tales From the Front

If the marriage doesn't work out, does that mean a perfectly good ring has to wind up in the Chicago... Read More

If You Love Each Other, Let It Go Mar. 12, 2019

Classic Annie's Mailbox

Dear Annie: My husband and I have been married for more than 50 years and once had a very enjoyable ... Read More

Your Marriage Deserves Your Best Effort Dec. 29, 2018

Classic Annie's Mailbox

Dear Annie: I am a married mother with two children, both in high school. But I am in love with a ma... Read More

Cuddling Is Not an Option Dec. 23, 2018

Tales From the Front

Dear Cheryl: I'm in the process of filing for divorce from my husband (he's controlling and immature... Read More