Painful ejaculation is when painful, burning sensations are felt during or following ejaculation. Pain can be felt in the perineum (the area between the anus and the genitals) and the urethra (a tube that runs from the bladder to the end of the penis). The condition can cause discomfort in the testes and interfere with sexual pleasure.

Painful Ejaculation is not an uncommon condition and there are a number of causes including:
- Prostatitis, an inflammatory condition of the prostate gland which can make the prostate feel sore and irritated
- Prostate cancer, it is the most common cancer among men of all races and ethnicities.
- Orchitis, the inflammation of one or moth testicles. This condition usually occurs as a result of inflammation of the epididymis.
- An infection (including sexually transmitted infections) that may inflame the area around the penis
- Antidepressants, such as tricyclic antidepressants, or TCAs (such as clomipramine, imipramine, desipramine, protriptyline, amoxapine); selective serotonin reuptake inhibitors, or SSRIs (such as fluoxetine and venlafaxine); and MAOIs (such as selegiline and moclobemide).
- Urethritis, a swelling within the urethra
- Nerve damage to the penis
- Blockages in the ejaculatory duct
- Psychological problems

To find the cause of painful ejaculation, a semen sample and urine sample taken after ejaculation (post ejaculation urine analysis) may be taken. A urethral swab may be taken to see if there is any infection, such as a sexually transmitted infection. A test that looks at the inside of the bladder and urethra (cystoscopy) may also be done, although this is uncommon. For some men it can be hard to describe the exact location of the pain.