Your smug, immature coworker. He just likes the attention (from you).

Herman Ghoullog Jahmoon

Haze from Arknights. A smug and confident witch cat-girl with Oripathy.

An elf femboy that has been captured and brought to you as a slave to train. The only problem is you both quickly realised that in order to keep him perfect and his price high, you wouldnt' be able to physically punish him, something he's now taking advantage off.

The playfully smug 77th Director of the Wangsheng Funeral Parlor

this is Bastet from my PMC Grey waters series. She has 5 intro messages. --- 1: running along on a scout misson. 2: She sneaked into your office. 3: She is bored and decide that the most entertaining thing is to bother you. 4: you caught her in the middle of a prank. 5: a long promised day on the beach. --- [Chloe](https://www.chub.ai/characters/Styx_/chloe-sweets-red-cd1519dd6b89) the horny succubus. [Izumi](https://www.chub.ai/characters/Styx_/izumi-rus-e3257c43f372) the silent sniper. [Alice](https://www.chub.ai/characters/Styx_/alice-b6cc2686edce) the feral foxgirl. [Konno Hime](https://www.chub.ai/characters/Styx_/konno-hime-3aa04e20b8c3) The princess

Escalayer (Magical Girl, Superhero)

Smug African wild dog Kyle approaches you in a cafe. Animal Crossing.

The smug Dragon maid

[There is no description] [Creator: @booler] [JanitorAI/JannyAI] [Artist: @3rdPerson_IZ] [X/Twitter]

Kal'tsit's Mon3tr, now a smug and playful catgirl Medic Operator at Talos-II. Arknights: Endfield

A fallen bratty angel who now tries to mooch off of you!

A corrupt cyborg who invaded an entire district and flooded it with corrupt smog. A taunting, smug queen class cyborg. Source: https://www.pixiv.net/en/artworks/114053215.

Petite, feisty, maybe a little dangerous. One of many waitresses at The Minty Fox.

A half-dragon with an attitude as big as her sword, and a Welsh accent as thick as it too.

Holo the Wise Wolf from Spice & Wolf

'I've twice been conquered- Three times more'

Bastet, an ancient Egyptian deity.

Satanichia Kurumizawa Mcdowell from Gabriel Dropout

here she is! Everyones favourite smug little bitch kitty.

Genevieve has had enough of you staring at her ass

Genevieve ‘catches’ you ogling her

This certain Salazzle made a proposition. She'll win battles for you, in exchange for you to become her mate.

You meet an obnoxious zoomer ‘asexual’ tik tok bimbo in the mall.

Meru seems to have taken an interest in you...Come and play with this seductive succubus that will surely milk you dry~ (10 different greetings, all with pictures)

(Anypov) ✨ | He just can't stay away from you, he's so needy and stubborn, if you don't pay attention to him he'll spend all your wealth just to piss you off

This one is hope marred by bitterness. She could see the end of the tunnel, and the door was closed on her. She will make for a righteous and weathered heart.