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March 20, 2020 Mar. 20, 2020

Classic Annie's Mailbox

Dear Annie: I am a 54-year-old widow living in a large and active retirement community. I am engaged... 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

The Ring of Truth Sep. 04, 2019

Single FileĀ®

Dear Readers: Whoa. What a storm erupted over an engagement ring! Even the most loyal fans took shar... Read More

She's Engaged to a Louse May. 21, 2019

'Tween 12 & 20

DR. WALLACE: I have had a best girlfriend now for over 12 years. We are both 20. My friend is engage... Read More

She Experimented in College Apr. 15, 2019

Classic Annie's Mailbox

Dear Annie: I am 27 and am engaged to my 26-year-old fiancee. However, she recently told me about he... Read More

Facing a Deal Breaker? Mar. 13, 2017

Dear AnnieĀ®

Dear Annie: After a series of, let's just say, not-so-nice relationships, my best friend and old col... Read More

Can't Read Fiancee's Mind May. 17, 2016

Classic Annie's Mailbox

Dear Annie: Several months ago, my fiancee of two years announced that she wanted to date other peop... Read More

Stinking Up the Neighborhood Mar. 26, 2016

Classic Annie's Mailbox

Dear Annie: I am in my early 50s, a widow, with five great kids, all now grown, out of college and t... Read More