misadventurous

Attracting trouble constantly

Inclined toward or characterized by misadventure—unlucky ventures or unfortunate experiences.

The word suggests someone prone to mishaps or expeditions that go wrong: His misadventurous spirit led him into one disaster after another.

Less common than adventurous, it emphasizes the negative outcomes rather than the boldness of the undertaking.

reckless

foolhardy

Recklessly bold

careless · irresponsible · thoughtless · incautious · impetuous · reckless · unwise · brash · impulsive · harebrained

risky

perilous

Fraught with danger

treacherous · chancy · dicey · fraught · jeopardous · high-risk · unsafe · ill-conceived · touch-and-go · unpredictable

unlucky

ill-fated

Destined to fail

star-crossed · cursed · doomed · luckless · snakebit · accident-prone · ill-starred · blundering · bungling · clumsy

escapade

mishap

Minor unfortunate occurrence

misfortune · scrape · predicament · pickle · jam · expedition · quest · odyssey · exploit · caper

Opposites
fortune/outcome

misadventurousfortunate

Enjoying favorable circumstances

lucky · blessed · charmed · auspicious · serendipitous

risk disposition

misadventurouscautious

Careful to avoid risk

prudent · careful · circumspect · wary · judicious

venture success

misadventuroustriumphant

Joyfully victorious

successful · victorious · glorious · accomplished · thriving

Family

adventure, adventurous, fortuitous, misadventure, misadventures

Familiarity
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Used worldwide · Timeless · Abstract · Everyday, not technical · Rated G