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WTF Should I Do?

wtf should I do catagory couples counseling chicago

WTF Should I Do? offers practical, therapist-inspired relationship articles for messy dating, marriage, intimacy, trust, and communication situations. These posts are written for moments when something has happened, emotions are high, and you are trying to figure out what to do next.

two male friends sitting on a couch after a hookup made their friendship feel complicated
WTF Should I Do?

I Hooked Up With My Best Friend and Now Things Are Weird — WTF Should I Do?

August 29, 2026
The Confession A reader recently shared something that had left him confused, hopeful, and anxious: “I hooked up with my best friend, who is also my roommate, and now everything feels weird. We’re both guys, […]
person who is other person in a relationship looking at phone
WTF Should I Do?

I’m The Other Person in Someone’s Relationship — WTF Should I Do?

August 15, 2026
The Confession A counseling request recently came in from someone who was carrying a secret they did not know how to talk about: “I’m the other person in someone’s relationship. I didn’t mean for it […]
person looking in a mirror while feeling anxious about telling their spouse about secret credit card debt
WTF Should I Do?

I Charged $10,000 on My Husband’s Credit Card and He Doesn’t Know — WTF Should I Do?

July 25, 2026
The Confession A woman recently shared something that had been keeping her up at night: “I charged about $10,000 on my husband’s American Express card, mostly from shopping, and he doesn’t know yet. Money is […]
Two men sitting apart on a couch, reflecting emotional distance in their relationship.
WTF Should I Do?

Why Gay Male Relationships Struggle: 10 Patterns That Create Distance

July 20, 2026
Three weeks into dating someone, you already know his coffee order, his ex’s name, and roughly how many kids you’re supposed to have by 2032. It’s electric. It’s also, if you’re honest, a little fast. […]
man sleeping with his boss and likes it.
WTF Should I Do?

I’m Sleeping With My Boss But Feel Weird

July 5, 2026
I’m Sleeping With My Boss and It Feels Amazing — So Why Do I Feel Weird? A reader recently wrote in with a situation that sounded exciting on the surface but emotionally complicated underneath: I’m […]
man under distress after getting caught having an affair
WTF Should I Do?

I Got Caught Having an Affair – WTF Should I Do?

June 30, 2026
If you are reading this, there is a good chance the affair just came out. Maybe your partner found a text. Maybe they saw your face when their phone buzzed. Maybe you finally told the […]
couple reviewing bills after paying adult child rent
WTF Should I Do?

I’ve Been Paying My Adult Son’s Rent and Now I Have No Retirement — WTF Should I Do?

June 29, 2026
You started out helping. Maybe it was only supposed to be a few months. A job loss. A breakup. A mental health rough patch. A bad lease that fell apart at the worst possible time. […]
couple having a private conversation about intimacy and relationship concerns
WTF Should I Do?

My Boyfriend Smells Bad — WTF Should I Do? 😬

June 29, 2026
You love him. You’re attracted to him. And lately, when the two of you get close, there’s a smell you can’t quite ignore — and now you feel like a terrible person for even noticing […]
woman looking at her boyfriend during an honest conversation about bisexuality and their relationship
WTF Should I Do?

My Boyfriend is Bi: WTF Should I do?!

June 28, 2026
Maybe it came up in a quiet conversation. Maybe you found out by accident, or maybe he sat you down and told you directly: your boyfriend or husband is bisexual. However you got here, you […]
woman sitting on bed while married man leaves the room
WTF Should I Do?

I’m Dating a Married Man – WTF Should I Do?

June 28, 2026
You’re dating a married man. You already know what your friends would say if you told them, which is probably part of why you haven’t. You can picture the face, the careful pause, the “oh, […]
bills financial problems therapy
WTF Should I Do?

I’ve Been Hiding Bills From My Spouse: Is This Financial Infidelity?

June 27, 2026
Hiding bills from your spouse rarely starts as a betrayal. It usually starts as avoidance. Maybe you meant to pay it off before anyone noticed. Maybe you were ashamed of how it got this bad. […]
WTF Should I Do?

My Partner Had an Emotional Affair: Signs, Meaning, and What to Do

June 27, 2026
You found the texts. Or your partner finally admitted there was someone else. Maybe they swear nothing physical ever happened — and maybe that’s true — but the secrecy, the emotional closeness, and the way […]

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More WTF Do I Do?

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WTF Should I Do?

My Boyfriend Doesn’t Take Me on Dates: What to Do

So you’re in a relationship, but you can’t remember the last time your boyfriend actually planned a date. Netflix on the couch has become the default. Again. You’re not asking for Paris—just literally anything that [...]
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