Clik here to view.
#184: Confusing dude is confusing. Should I reach out to him and tell him how...
Ethan, my friend Virginia drew you this side-eye. Oh Captain, my Captain– I was in a serious relationship with a man, let’s call him Ethan, a few years ago while we were both in college. We met through...
View ArticleClik here to view.
#254: Torn between two lovers!
Step 1: Rent Jules & Jim, and do the opposite of everything in it. Dear Captain Awkward: There’s no way I can think to say this without sounding like a brat, but here goes. I’m sleeping with a guy...
View ArticleClik here to view.
#259: “I’m in love with someone who treats me badly.”
Do not date this man, even if he offers you your favorite beer. Source: Hungry in Houston. Hi Captain, I’m in a sucky situation. I’m in love with one of my friends and he doesn’t treat me very well –...
View ArticleClik here to view.
#261: I keep falling for fixer-uppers
“Why didn’t you ever send any flowers?” “You scared the shit out of me.” 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...
View ArticleClik here to view.
#269: Anxiety, chemistry, and second chances.
A strong argument for the second-time-around. 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...
View ArticleClik here to view.
#272: When you see Darth Vader coming, do you speak up?
This perfect image is from a book by a man who decided to repurpose his ex-wife’s wedding dress in 101 ways. Click the photo to learn more about anger + recycling. Ahoy, Team Awkward, I have found...
View ArticleClik here to view.
#275: “How do I keep a friendly (or more) connection with the guy who just...
Sometimes we make our own Darth Vader Boyfriends out of wishful thinking and a refusal to let go. Dear Captain Awkward, About six weeks ago, the guy I was dating (let’s call him StarTrekFan, our mutual...
View ArticleClik here to view.
#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...
View ArticleClik here to view.
#396: How do I get my boyfriend to dump his Darth Vader BFF?
Darth Vader: Not really that fun at parties. 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...
View ArticleClik here to view.
#407: Was I “leading this guy on” when I asked him if we could be friends and...
If you had met up with your ex that day, this would have been the expression on his face. Still feel guilty? Hi! This is very sweet, right? But don’t spring it on someone the first or second time you...
View ArticleClik here to view.
#454: Darth Vader is a tricksy hobbit.
Who would win in a fight? A common question posed by The Internet. Hello, Citizens of Friday. First order of business, this great nod of solidarity for the socially awkward from Dorothy Parker. ”Those...
View ArticleClik here to view.
#465: Life after Darth
Image from likecool.com 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...
View ArticleClik here to view.
#480: Post-breakup friend custody with a gross congealed moldy side of stalking
We’re only evil stalkers *sometimes.* Hi Captain! I’m having a bit of a boundary issue. About six months ago, I ended a one-year relationship that had become deeply dysfunctional. My boyfriend at the...
View ArticleClik here to view.
#490: Should I tell my friend her boyfriend is cheating on her? She has a...
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,...
View ArticleClik here to view.
#520: Getting your stuff back from a Darth Vader ex
Dear Captain & Co., I’m in a wonderful relationship, but we’ve got a Darth Vader ex-girlfriend lurking on the sidelines. When we first started dating she behaved horribly: showing up on his lawn...
View ArticleClik here to view.
#529: (un)Fun with tenses: You HAD an abuser. You HAVE a stalker.
This post is behind a cut due to intense discussion of sexual violence and stalking behavior. Oh Captain, My Captain! I was in an abusive relationship with a man who raped me multiple times. This was...
View ArticleClik here to view.
#533: Can I bar my son’s unlikeable girlfriend from family events?
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...
View ArticleClik here to view.
#538: Forgiving a Friend’s Darth Vader
“Okay, Montezuma, we can have embassies in each other’s capitals, and I will trade incense for whales, but an Open Borders treaty? That’s just gullible.” Dear Captain, How obligated are we to try and...
View ArticleClik here to view.
#542: The Butt Dial of Jealousy and Specious Accusations
We haven’t had a gif party or a “Yo, maybe you are way cooler than that person you are dating” thread in a while, so, here you go. Dear Captain Awkward: My partner of 5 years moved 200 miles away last...
View ArticleClik here to view.
#547: “Is it my anxiety or is my relationship dodgy?” Spoiler: Holy fuckshit,...
Hey, it’s me! Comments are closed as of 2/9 Hi Captain, I need your help. I don’t know if I’m in a shitty relationship or if bad things just keep happening to us. I’ve been dating a guy for eight...
View Article