Annie's Mailbox / Life Advice

Annie's Mailbox for 3/24/2015

Dear Annie: I'm a 24-year-old male who has been crossdressing since the age of 8. It started with collecting my own bras and panties, and now I have an entire wardrobe of women's clothing.

Because I currently live on my own, I change out of my ...

Annie's Mailbox for 3/23/2015

Dear Annie: I am a 55-year-old man, divorced for the past 15 years. My daughter is 24 years old and married to a good guy, and they have two lovely boys. Although I have struggled with depression over the years, I try to live a good, honest ...

Annie's Mailbox for 3/22/2015

Dear Annie: At least once a week, I get an unsolicited phone call from "Rachel from Cardholder Services." This seems to be an obvious scam to get me to switch to another credit card or maybe just to get personal information. I have received these ...

Annie's Mailbox for 3/21/2015

Dear Annie: I read the letter from "Richard," who was named for a hero of World War II, but whose nickname ("Dick") elicits snickers. My name is Richard, and my friends call me Dick. I'm 79 and 6-foot-4. I was football captain in high school, ...

Annie's Mailbox for 3/20/2015

Dear Annie: I am a 54-year-old widow living in a large and active retirement community. I am engaged to "Pete," a 64-year-old man whom I've been seeing for a year. We get along very well and have many common interests.

Pete has a 20-year-old ...

Annie's Mailbox for 3/19/2015

Dear Annie: My dad was a proud veteran of WWII. When he died 20 years ago, he willed his medals to my brother "Jim" and the Bible he carried during the war to my brother "Ray." Eventually, Ray gave the Bible to Jim. My mother also gave other army ...