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WebMD:

A small amount of dribbling after urinating, also known as post-micturition dribble (PMD), is a common phenomenon, especially as men age, and is often considered normal.

Why it happens:

Urethral muscle relaxation: The muscle that controls urine flow in the urethra relaxes after urination, sometimes allowing trapped urine to leak out.

Prostate size: As men age, the prostate gland can enlarge, potentially affecting the urethra and leading to PMD.

Pelvic floor muscles: Strong pelvic floor muscles can sometimes trap urine, leading to dribbling after urination.

When to seek medical advice:

While PMD is often normal, it's important to consult a doctor if the dribbling is excessive, accompanied by other symptoms like pain, burning, or difficulty urinating, or if it significantly impacts daily life.

Harvard Med school:

Many men dribble urine shortly after they have finished using the toilet and the bladder feels empty. Even waiting a moment and shaking the penis before zipping up won't stop it. The medical term for this is post-micturition dribbling. It's common in older men because the muscles surrounding the urethra — the long tube in the penis that allows urine to pass out of the body — don't squeeze as hard as they once did. This leaves a small pool of urine at a dip in the urethra behind the base of the penis. In less than a minute after finishing, this extra urine dribbles out.

Though dribbling after urination is more likely to affect men, women get it, too. A study conducted in 1997 reported that the prevalence of post-void dribbling in women was 30% to 50%. Depending on the age group, the highest prevalence is among women aged 65 to 74.

I struggled with severe mental illness and developmental/maturity delays all throughout my life, even well into my 20s. I didn't get my first real, serious girlfriend until age 29, whom I am now engaged to. Now at 30, I realize my life up to this point has been very turbulent. I have a high school diploma, but lack a degree. My most recent roles have been in tech, but I was fired back in July of last year and haven't recovered in my career since. Yet, the tech landscape has changed so drastically these past 4-5 years that my once high-in-demand skills are becoming the skills of yesterday.

Where it stands today, I continue to collect disability checks and Medicare while I move back to my mom's house in search of my next career move. Fortunately, I have my own living space at my mom's house so it doesn't become awkward for my fiance.