ruefully

In sorrowful retrospect

Ruefully means with regret, sorrow, or wry self-reproach.

Someone who smiles ruefully acknowledges their own mistake or misfortune with a touch of resigned humor: He ruefully admitted he'd been wrong.

She looked ruefully at the dent in her car.

The word carries a gentle, reflective quality rather than bitter regret.

wistful

nostalgically

With longing for past

melancholically · bittersweet · longingly · yearningly · sighingly · sentimentally · reminiscently · mournfully · plaintively · contemplatively

self-deprecating

sheepishly

In a self-conscious way

deprecatingly · embarrassedly · resignedly · good-naturedly · laughingly · self-consciously · knowingly · self-effacingly

regretful

contritely

With guilt and regret

abashedly · chagrined · with regret · in hindsight · conscience-stricken · heavy-heartedly

Opposites
emotional valence

ruefullyhappily

In a joyful manner

joyfully · cheerfully · gladly · gleefully · joyously

self-assessment after outcome

ruefullytriumphantly

In victorious manner

proudly · contentedly · boastfully · victoriously · exultantly

emotional engagement

ruefullyindifferently

Without preference or concern

nonchalantly · unconcernedly · stoically · impassively · dispassionately

Phrases
Family

rueful, ruefulness

Familiarity
Top 200,000
Profile
Used worldwide · Timeless · Abstract · Negative · Everyday, not technical · Rated G