Green’s Dictionary of Slang

douchebag n.

also d.b., d-bag, douch, douche, douche canoe
[SE douchebag]

1. (US) a term of general abuse, also attrib.

H. Powell Ninety Times Guilty xii: As the Dewey men combed through the underworld they kept finding people wioth names such as Silver-Tongued Eddie [...] Among these was a pimp known to all and sundry as Jimmy Douchebag. Jimmy exists, I am convinced of that.
[US]Goldin et al. DAUL 61/2: Douche-bag. A term of utmost contempt for a woman.
[US]H. Selby Jr Last Exit to Brooklyn 105: You shouldnt talk to my girlfriend like that. That douchebag?
[US](con. 1960s) R. Price Wanderers 65: ‘You know that guy?’ [...] ‘He’s a real douchebag.’.
[US]E. Torres Q&A 113: You’re a stool. You douche bag, I outa throw you out the window.
[US]C. Hiaasen Double Whammy (1990) 257: Hey, douche-bag, you’re lucky Núñez came down with mono.
[US]Mad mag. Nov. 20: Ha! What a douche!
[US]N. Green Shooting Dr. Jack (2002) 43: Is it our fault Vittorio is a douche bag?
[US]Eble Campus Sl. Nov. 2: douche bag – socially inept person, fool. Also D.B.
[US]A. Kleinzahler Cutty, One Rock (2005) 19: Other popular terms of abuse were ‘faggot’ and ‘douche’.
[US]Mad mag. Jan. 31: Donald Trump. The Art of the Heel. He’s an arrogant, self-important douche-bag.
[US]R. Price Lush Life 243: We have seven more vics on their way in, it’s like we’re having a clearance sale with this douche .
[US]Codella and Bennett Alphaville (2011) 260: No problem, happy to collar that little douche bag.
[US]T. Piccirilli Last Kind Words 226: There wasn’t much to the douche. [...] Maybe he thought he could pass himself off as Carlos Ortiz Arroyo.
[US]M. Lacher On the Bro’d 17: [N]abbing a ride with a couple of d-bags from University of Iowa [ibid.] 296: I knew he was a total fucking douchebag cocksucker.
[US]J. Stahl Bad Sex on Speed 93: You may be sober but, dude, douche is douche. What’s so great about being a sober douchebag?
[US]J. Porter ‘Good Luck in Puerto del Oro’ in ThugLit July [ebook] ‘[Y]ou can't have my chair. I'm taking it and you douche canoes with me!’.
[US]C. Eble UNC-CH Campus Sl. Spring 2016 3: DOUCHECANOE — rich person who acts entitled, usually a white male: ‘Tinder keeps giving me frat boys, and they all look like total douchecanoes’.
[US]T. Robinson Rough Trade [ebook] Jason well into his rock star douchebag routine [ibid.] [T]he twenty-something hipster rocker douche.
[US]D. Winslow The Force [ebook] ‘I want you to sit here naked for an hour and think about what a sleazy douchebag you really are’.
[UK]‘Aidan Truhen’ Price You Pay 87: I realised these guys were fucking d-bags [...] Fucking d-bags got no sense of professional opportunity [...] Three more bars to cover. D-bag bars.
[US]C. Hiaasen Squeeze Me 99: ‘Your douche brother [...] broke into my apartment’ [ibid.] 113: ‘Okay. Be a douche’.
[Aus]A. Nette Orphan Road 84: ‘[New York’s] just full of douchebags and nosey arseholes like you’.

2. a lesbian.

[US]Bentley & Corbett Prison Sl. 59: Douche Bag also Slut Puppy Refer to a woman who has sexual relations with many other women.

In derivatives

d-baggy (adj.)

unpleasant, insincere.

[US]M. Lacher On the Bro’d 26: Montana Chad tried to give them shit with his d-baggy smile.
douchebaggery (n.)

uselessness, incompetence.

[Aus]J.R. Lawrence My Camp 193: [N]o one else who I mention in this book will come close to the levels of douche-baggery that he attained .

In phrases

have a face like a douchebag (v.)

(US) to be very ugly.

[US]Maledicta 1 (Summer) 14: If he is ugly, he’s got a face like a douche-bag, or a toilet-seat.