#1344: “How do I end a marriage less than two years in?”

July 20, 2021July 23, 2021 ~ JenniferP

All those guides for how to say "I do", you'd think there'd be way more advice on how to undo it.

#816 “A new relationship that should be great is complicated.”

January 18, 2016January 18, 2016 ~ JenniferP ~ 151 Comments

Hi Captain, I've dug through your archives but haven't seen anything specifically on this topic--apologies if I've overlooked something--but I'm wondering what advice you have to give for partners who make the decision to work through a mistake and rebuild confidence in each other. Long story short: I've been dating my partner for a few … Continue reading #816 “A new relationship that should be great is complicated.”

#786: Trapped by a doomed love

November 4, 2015November 4, 2015 ~ JenniferP ~ 62 Comments

Hello Captain Awkward, I'm feeling quite stuck in a romantic situation and am hoping you can help. Last year I took a job in a town 5 hours away. To my surprise and delight, a co-worker who I had a secret crush on messaged me daily after I left and from there she admits she … Continue reading #786: Trapped by a doomed love

#778: The crimson flags of unsolicited reassurances.

October 23, 2015October 23, 2015 ~ JenniferP ~ 88 Comments

Dear Captain Awkward, I'm currently over 2 years into a poly relationship with a wonderful person. Our policy is that we're both free to have casual sex, and we'll treat dating people on a case by case basis. The majority of our relationship has been long distance, but I very recently moved to live a … Continue reading #778: The crimson flags of unsolicited reassurances.

#745: Are plans really important?

September 14, 2015September 14, 2015 ~ JenniferP ~ 384 Comments

Dear Captain Awkward, So... Not sure if this fits under relationship advice or under the "how to be a regular human being and not a lizard person" category. I've been seeing this guy for the last 10 months. He is great, but I'm the first person he's actually gone out with since ending a long, … Continue reading #745: Are plans really important?

#723: “Am I immature if I think my boyfriend is too intertwined with his ex?”

July 14, 2015July 14, 2015 ~ JenniferP ~ 320 Comments

Ahoy, Captain Awkward! Looking for some relationship advice and hoping you can help. Background: Boyfriend and I met through a mutual friend, I'm in my mid 20s(first serious relationship) he's in his late 30s(and been around the block a few times, though never married). It's been an awesome two years and we're looking into moving … Continue reading #723: “Am I immature if I think my boyfriend is too intertwined with his ex?”

#690 and #691: One of life’s saddest lessons is that people don’t have to be awful or evil to be not quite right for you.

April 16, 2015April 16, 2015 ~ JenniferP ~ 235 Comments

Letter Writers, no one is topping "Dear Sugar" on this topic. Read that and you're probably good. But just in case, your letters and some answers are below. Dear Captain Awkward: I'm 29 and female, and have been in a relationship with the same guy since college. We now live together. He wants to marry … Continue reading #690 and #691: One of life’s saddest lessons is that people don’t have to be awful or evil to be not quite right for you.

#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.”

#533: Can I bar my son’s unlikeable girlfriend from family events?

December 20, 2013 ~ JenniferP ~ 179 Comments

Dear Captain Awkward: My 27 year old son has been in a relationship with his girlfriend for about 18 months. He was living with a friend until a couple months ago, when he and his girlfriend moved to an apartment. Before the move, his friend came to see my husband and I to talk about … Continue reading #533: Can I bar my son’s unlikeable girlfriend from family events?

#531: When a parent wants you to be their marriage counselor.

December 19, 2013December 19, 2013 ~ JenniferP ~ 79 Comments

Dear Captain Awkward, So, I'm having trouble with my mom and I'm not sure if it's a me-problem or a her-problem or a "no one did anything wrong but it's just uncomfortable" problem. When I started college (and became an adult-ish) my mom has opened up to me about a lot of things that she … Continue reading #531: When a parent wants you to be their marriage counselor.