- Eccentric (in an unpleasant way)
- Edgy
- Eerie
- Effeminate (used negatively)
- Egocentric
- Egotistical
- Elusive
- Embarrassed
- Embarrassing
- Embattled
- Emotionless
- Empty
- Enclosed
- Enervated
- Enfeebled
- Enraged
- Enslaved
- Entangled
- Entitled
- Envious
- Erratic
- Escapist (in an irresponsible way)
- Estranged
- Ethereal (in a detached way)
- Evasive
- Evil
- Exaggerated
- Exasperated
- Exasperating
- Excessive
- Excruciating
- Exhausted
- Exhausting
- Exorbitant
- Expensive (in a burdensome way)
- Exploitative
- Explosive
- Exposed
- Extemporaneous (in a reckless way)
- Extraneous
- Extreme
- Extravagant (in a wasteful way)
- Excluded
- Exiled
- Expendable
- Expired
- Exploded
- Expressionless
- Extinct
- Eroded
- Emaciated
- Effortless (when it leads to laziness)
- Embittered
- Encumbered
- Endless (in an exhausting way)
- Engulfing
- Enticing (in a deceptive way)
- Enraging
- Ephemeral (in a fleeting, unreliable way)
- Eroding
- Erroneous
- Erudite (when used condescendingly)
- Exiled
- Expendable
- Exploding
- Extortionate
- Extrajudicial
- Extraterrestrial (in a creepy way)
- Exultant (in a cruel or mocking way)
- Eyewatering (as in overly expensive or shocking)