Darth Vader Boyfriend
#465: Life after Darth
Hi there, An online friend and I were innocent email buds. One day, we start DMing which leads to texting/phone call. It gets sexual. Tells me he has a live in girlfriend but doesn’t ever say “maybe we shouldn’t go there.” It progresses to constantly talking, texting, gchatting. 2 weeks after we started he flew […]
#454: Darth Vader is a tricksy hobbit.
Hello, Citizens of Friday. First order of business, this great nod of solidarity for the socially awkward from Dorothy Parker. ”Those who have mastered etiquette, who are entirely, impeccably right, would seem to arrive at a point of exquisite dullness.” -Dorothy Parker Second order of business: This great post from The Pervocracy, “How To Have Sex […]
#407: Was I “leading this guy on” when I asked him if we could be friends and then he suddenly showed up where I live?
Hi! This is very sweet, right? But don’t spring it on someone the first or second time you meet them. Friend-date people for a little while and if you’re meant to be friends you will totally figure it out. Dear Captain Awkward: I ended my first romantic relationship earlier this year. I’m in my early […]
#396: How do I get my boyfriend to dump his Darth Vader BFF?
Ahoy Captain! My boyfriend grew up around people whom he describes as ‘hateful and angry,’ who would call you [insert slur] if you pointed out their racism and misogyny. Later, he fell in with some really scary addicts. When I met him, the hard drugs and more violent people were gone, but he’s still friends […]
#294: My daughter is in a dysfunctional relationship, how do I help her?
Dear Captain Awkward, I know this is a really long post but I hope you read it through. I really need your advice regarding a situation with my daughter. A little background….about 2 years ago, my son at age 20 had an emotional breakdown and thought he was gay. The next 6 months were spent […]
#275: “How do I keep a friendly (or more) connection with the guy who just broke up with me (twice)?”
Dear Captain Awkward, About six weeks ago, the guy I was dating (let’s call him StarTrekFan, our mutual love for Star Trek and other geekery brought us together), broke things off very suddenly. I asked him to give us another chance and he agreed. We had talked about what issues had arisen and wanted to […]
#272: When you see Darth Vader coming, do you speak up?
Ahoy, Team Awkward, I have found myself in a weird Darth Vader situation, and I’m not sure how to handle it while still maintaining my own principles and values. I’m fully prepared for, “Just stay out of it,” but in the hopes that there’s different or more comprehensive advice, I figured I’d ask. My partner […]
#269: Anxiety, chemistry, and second chances.
Dear Captain Awkward: I’m caught in my own head and could use a guide to get out of it. There’s a gentleman who’s recently come back into my life. We first connected two years ago when he was separated from his (second) wife and while we talked all of the time and hung out a […]
#261: I keep falling for fixer-uppers
Dear Captain Awkward, I hope you and your army of awesome readers can help me! I’m 28 and I find myself in the awkward position of getting divorced and simultaneously losing my best friend. Long story short, I was also dating my best friend and we broke up so she can go back to her Darth Vader Husband. I’m […]
