“Should I Confess My Feelings?”

I am 22 and graduated from college last May. I met “Sam” my first week of college, and we’ve been good friends ever since. We were roommates our last two years of college, with others, including his girlfriend at the time. They broke up in the middle of senior year, after I had already come to the slow but painful realization that I had serious feelings for him, a person so painfully kind, thoughtful, and talented. He is the first person I’ve ever wanted to compromise for, the first person I’ve really ached for. Shortly before graduation, a mutual friend revealed my emotions to Sam in a public and humiliating manner. We…

“What Do Men Think of Boudoir Photos?”

New readers, welcome to Dear Wendy, a relationship advice blog. Read some of the most popular Dear Wendy posts here. If you don’t find the info you need in this column, please visit the Dear Wendy archives or the forums (you can even start your own thread), do a search in the search bar, or submit a question for advice at wendy(AT)dearwendy.com. I’m interested in hearing opinions from all of the DW dudes. Today, I somehow found myself in a random discussion with two male friends about their opinion of professional boudoir photographs. Mainly, if they were in a long term relationship with a woman, would they like to be surprised by…

“Am I Just His Booty Call?

It’s time again for Shortcuts. For every question, I’ll give my advice in three sentences or less, because sometimes the answer to a person’s question is so obvious and the need to hear it so great, being as clear and frank as possible is simply the best way to go. Today we discuss how to know when you’re just a booty call, dealing with his next door ex, and …well, just keep reading.

“My Parents Want to Buy Me a House and I’m Pissed”

I am a 19-year-old college student with a problem: My overbearing parents want to buy me a house. As silly as it sounds, this is absolutely stressing me out. I moved 1,000 miles away from home to go to a very affordable university and still have relatives nearby (this was not possible back in over-priced California). My parents laid it out straight for me in the beginning and told me they DIDN’T think they should have to pay for my college, since my mother paid for hers all herself and my father had no debt because he want to a military academy. Lo and behold, they refused to let me take out…

Your Turn: “I’m Falling in Love with a Felon”

In a feature I call “Your Turn,” in which you, the readers, get to answer the question, I’m presenting the following letter without commentary from me: I am currently dating and falling in love with a felon. He is funny, cute, smart, and we get along together like peanut butter and jelly. Unfortunately, he has told me he has a bad record. He is a felon with not just one, but four felonies, one being serious, plus multiple misdemeanors. This is the second guy I have fallen for with a criminal background and I don’t know how I should handle it. He is currently attending school to be a veterinary technician and…

“I Hate my Sister’s Fiancé”

Three months ago, my sister (25) met a guy (30) through a blind date and apparently hit it off. I met him and didn’t like him. He wasn’t an interesting person. He seemed entirely too comfortable in my sisters’ apartment where I was temporarily staying. He put his bare feet up on the coffee table, which I found gross and disrespectful. And he really didn’t speak to me. He was so into my sister, but he didn’t ask me anything about myself, which I thought was disrespectful. A few days later they were “in love.” I later found out (through our other sister) that soon after they met, he got a biggish…

Your Turn: “I Think My Friend’s an Alcoholic”

In a feature I call “Your Turn,” in which you, the readers, get to answer the question, I’m presenting the following letter without commentary from me: I have a very close friend and bridesmaid who recently told me she will be leaving my upcoming wedding early to return to work the next day (this is strange because she previously said she would be staying, and would now have to leave the area at 3 AM to catch a flight or leave right after the reception to stay in a hotel near the airport that is 2+ hours away). I also learned that this best friend will not be attending my shower or…

“My Father is Having an Affair”

A few months ago I found out my dad was having an affair with a woman at his work. I’m 19 years old, going to college, living at home, and pursuing my dream career. I grew up in a loving family and was very close to both my parents. They were my best friends and I considered myself blessed to have them in my life. Last year, my mom came home from work white in the face saying that my dad had called her and confessed that he “may” have kissed someone at his job. Needless to say there were a lot of tears, a lot of screaming, and a lot of…

Your Turn: “My Husband Pays The Piper”

New readers, welcome to Dear Wendy, a relationship advice blog. Read some of the most popular Dear Wendy posts here. If you don’t find the info you need in this column, please visit the Dear Wendy archives or the forums (you can even start your own thread), do a search in the search bar, or submit a question for advice at wendy(AT)dearwendy.com. In a feature I call “Your Turn,” in which you, the readers, get to answer the question, I’m presenting the following letter without commentary from me: My husband and I have been married for almost 7 years and have two beautiful young boys. We connected online through a relationship website…

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