#1385: “My wife says she isn’t cheating. Should I believe her?”

September 27, 2022September 27, 2022 ~ JenniferP

"Is it technically cheating?" vs. "Even if the answer is no, is this the kind of relationship you want?"

#1253: Beloved, You Are Not “Torn,” You Are In Denial About Your Choices

February 24, 2020February 24, 2020 ~ JenniferP

Dear Captain Awkward, I am torn and hoping you may have some options that could help me make a decision. I’ll do my best to keep it brief, but I want to do my best to give you as much to go on as possible. Around 10 years ago, I met my future wife, we'll … Continue reading #1253: Beloved, You Are Not “Torn,” You Are In Denial About Your Choices

#756: “How do I confront my long-term boyfriend with evidence of infidelity?”

September 27, 2015September 27, 2015 ~ JenniferP ~ 214 Comments

Hi - The subject line has most of the relevant details. A friend of a friend (Jane) presented me with a screenshot of messages my boyfriend sent her through a major dating site. The messages themselves are innocent enough (about radio shows and favorite desserts) but whyyyyyyyy are you sending strange women messages on a … Continue reading #756: “How do I confront my long-term boyfriend with evidence of infidelity?”

#738: Analysis paralysis, crushes, ethics, and risk.

August 27, 2015August 27, 2015 ~ JenniferP ~ 205 Comments

Dear Captain Awkward, My question is one of those probably 60% of the people in the room have, but no one wants to ask. (I did check archives but didn't find a close match.) The top line question is, is there any ethical way to build and test the viability of a romantic relationship when … Continue reading #738: Analysis paralysis, crushes, ethics, and risk.

#603: “I can’t stop cheating on my perfect boyfriend.”

July 30, 2014July 30, 2014 ~ JenniferP ~ 124 Comments

Hi Captain: I have been in a relationship with my boyfriend now for 5 years. I met Leigh when I was 19, fell in love, grew up together, and last year bought a house together; we even had an engagement ceremony so our family would feel more at ease with us living together. Even though … Continue reading #603: “I can’t stop cheating on my perfect boyfriend.”

#490: Should I tell my friend her boyfriend is cheating on her? She has a history of shooting the messenger.

June 27, 2013June 27, 2013 ~ JenniferP ~ 162 Comments

Hi Captain, I have a friend, we'll call her Jane. Several years ago, when I caught her first boyfriend making out with another girl at a party, I told her about it (I figured if my house was on fire, I'd want to know, right?). She claimed I was just trying to break them up … Continue reading #490: Should I tell my friend her boyfriend is cheating on her? She has a history of shooting the messenger.

#216: I broke up with someone because she cheated on me. Was that sexist?

March 28, 2012March 28, 2012 ~ JenniferP ~ 42 Comments

First, I love this: How do work up the courage to kiss the girl I like? Second, a letter: Hail to thee, O Captain, Perhaps I'm taking a different approach than other letter writers, but I would like your thoughts and judgment on events that quickly transpired this weekend. I had little time to deliberate, … Continue reading #216: I broke up with someone because she cheated on me. Was that sexist?