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Category: Relationships

Should you stay or should you go?

July 13, 2022July 13, 2022 ~ JenniferP

Convert "What should I do?" questions to "How will I do the thing I'm most afraid of?" and see how you feel.

#1378: “I want to be her guard dog, but I’m more of a thunder-vest wearing puppy.”

June 11, 2022June 12, 2022 ~ JenniferP

When in doubt, remove pressure and think of learning a new skill as "practice." Content Note: Brief mention of kink in the question. If you're a child and/or the concept of D/s relationships irks you, skip this one. 

It Came From The Search Terms: It’s Gonna Be May

May 18, 2022 ~ JenniferP ~ 195 Comments

Search strings, snap judgments. Comments are on, for a change!

#1377: Hosting two families with different conceptions of time.

May 16, 2022May 16, 2022 ~ JenniferP ~ 1 Comment

In which the Party Planning Committee consists of one exhausted pregnant lady trying to please everyone.

#1376 Guest Post: “How do I find queer and trans friends and dates my own age?”

May 14, 2022 ~ sbearbergman

A guest post from S. Bear Bergman of Asking Bear about how to make new friends and find date partners. Bear will be answering questions live with the Captain on Sunday May 15, tix at this link: https://www.eventbrite.com/e/asking-bear-with-special-guest-captain-awkward-tickets-326018549257

#1372: “Help me plant the right boundaries for the future.”

April 13, 2022April 21, 2022 ~ JenniferP

There are a lot of steps between "starting a farm" and "figuring out who gets it after we die." Content Warning for ableism.

#1368: “The ethics of breaking up with someone when you live together and nothing is Glaringly Awful.”

March 9, 2022March 9, 2022 ~ JenniferP ~ 115 Comments

If you need to go, go.

#1361: “I can’t leave that one unrequited love alone.”

January 10, 2022January 10, 2022 ~ JenniferP

Your love and grief are real, even if they're inspired by an inadequate and disappointing source.

5 Answers to “That’s Certainly A Question”

January 3, 2022January 3, 2022 ~ JenniferP

Answers to unpublishable questions, like a New Year's cleanse for upsetting letters.

It Came From The Search Terms: November 2021

November 30, 2021 ~ JenniferP

Somebody typed it into a search engine and ended up here. Challenge accepted!

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