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Relationships

I asked if she was okay...

His girlfriend was under the covers, seemingly naked, and definitely either asleep or passed out. I hesitated, but the smell in the room confirmed what had been going on.

May 1, 2026
Relationships

My adult child just came out as trans...

My adult child just came out as trans. I want to be supportive, but I’m terrified of saying the wrong thing. Where do I start?

Apr 28, 2026
Home

More Than Just a “Friend"

My stepmom keeps introducing my husband as my “friend.” Not once, not twice, every time. We’ve been married for over two years, and it’s not like she doesn’t know. She was at the wedding. She’s met his family. She’s seen the ring.

Apr 24, 2026
Home

A wig closet full of biohazards...

I’m trying to stay professional, but this feels like a sinking ship. Do I stick it out and finish the tour, or cut my losses before the wigs start crawling away?

Apr 21, 2026
Reinventing Yourself

The girl with the stank breath...

Mid-hookup, this guy just stops and goes, “Yeah, I think I’m done, your breath stinks.” I was mortified. Like crawl-into-the-earth-and-disappear mortified. I left immediately, didn’t say a word, just dipped.

Apr 17, 2026
Home

Not emotionally. Sexually.

After seven years of monogamous bliss, my partner Mike, two years older, two inches taller, and apparently two egos too many, decided it was time to “open things up.” Not emotionally. Sexually. To other men.

Apr 14, 2026
Relationships

Suddenly a Single Father of Five...

Meanwhile, my wife started going out three to five nights a week, coming home drunk more often than not. While I was away for two weeks on a work assignment, my kids were texting me almost nightly that Mom wasn’t home.

Apr 10, 2026
Reinventing Yourself

How do I change my image without losing myself?

How do I change my image without losing myself?

Apr 7, 2026
Relationships

We recently talked about exploring...

I (25F) love my boyfriend (27M). We recently talked about exploring our sexuality, including swinging or threesomes, and admitted we’re both bi-curious. I told him I’d support him if he wanted to explore, as long as it was safe and honest.

Apr 3, 2026
Mindset

How do I say no to friends trying to sell me things?

How do I say no to friends trying to sell me things?

Mar 31, 2026
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Gary@AskUncleGary.com

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