Free bad boys emoticon
These are the bad boys emoticons we have. We found 30 results. All of our bad boys smileys are free to download.
Gangster

We really didn't want to omit this gun toting smiley face from our bad boy set.
- Added on 21 July, 2012
- Filename: gangster-smiley-emoticon.gif
- File size: 13218 bytes
- Rated 4.55 from 11 votes
- 15 frames measuring 42 x 43 pixels
Prisoner

This adorable jail graphic can be your favored bad boy icon.
- Added on 21 July, 2012
- Filename: prisoner-smiley-emoticon.gif
- File size: 13280 bytes
- Rated 3.98 from 20 votes
- 21 frames measuring 56 x 44 pixels
Slingshot

This is a slingshot smiley face that we like.
- Added on 21 July, 2012
- Filename: slingshot-smiley-emoticon.gif
- File size: 30008 bytes
- 42 frames measuring 58 x 37 pixels
Black Eye

Did you notice that this black eye smiley face is fancy?
- Added on 21 July, 2012
- Filename: black-eye-smiley-emoticon.gif
- File size: 7967 bytes
- Rated 4.43 from 15 votes
- 5 frames measuring 98 x 97 pixels
Coke

We're just pleased to exhibit this bad boy coke smiley face to all our visitors.
- Added on 21 July, 2012
- Filename: coke-smiley-emoticon.gif
- File size: 20536 bytes
- Rated 3.81 from 111 votes
- 14 frames measuring 96 x 90 pixels
Chill Pill

Can we introduce this drugs graphic to you?
- Added on 23 July, 2012
- Filename: chill-pill-smiley-emoticon.gif
- File size: 336 bytes
- Rated 3.57 from 21 votes
- 1 frames measuring 32 x 32 pixels
Laughing Devil

We have a special place in our heart for bad boys smileys such as this.
- Added on 12 February, 2014
- Filename: laughing-devil-smiley-emoticon.gif
- File size: 135817 bytes
- Rated 4.50 from 6 votes
- 24 frames measuring 143 x 119 pixels
Giving the finger

This flipping off graphic rocks!
- Added on 21 July, 2012
- Filename: giving-the-finger-smiley-emoticon.gif
- File size: 6792 bytes
- Rated 3.86 from 569 votes
- 8 frames measuring 78 x 97 pixels
Smoking a Joint

Naughty smileys R us!
- Added on 21 July, 2012
- Filename: smoking-a-joint-smiley-emoticon.gif
- File size: 16850 bytes
- Rated 4.05 from 113 votes
- 23 frames measuring 98 x 81 pixels
Sleazy

I could watch this moving eyebrows smiley all day!
- Added on 21 July, 2012
- Filename: sleazy-smiley-emoticon.gif
- File size: 8154 bytes
- Rated 4.05 from 19 votes
- 9 frames measuring 84 x 98 pixels
Mugshot

Were you trying to find a rude smiley face?
- Added on 21 July, 2012
- Filename: mugshot-smiley-emoticon.gif
- File size: 41913 bytes
- Rated 4.38 from 25 votes
- 35 frames measuring 84 x 95 pixels
Gangster with gun

This is a cigar smoking smiley face we like a lot.
- Added on 21 July, 2012
- Filename: gangster-with-gun-smiley-emoticon.gif
- File size: 32732 bytes
- Rated 4.41 from 53 votes
- 49 frames measuring 81 x 81 pixels
Female Gangster

This is the mafia smiley face that you guys have been asking for!
- Added on 21 July, 2012
- Filename: female-gangster-smiley-emoticon.gif
- File size: 41755 bytes
- Rated 3.73 from 32 votes
- 49 frames measuring 81 x 79 pixels
Road Rage

All these driving graphics that are being introduced here seem wicked and are important to us.
- Added on 21 July, 2012
- Filename: road-rage-smiley-emoticon.gif
- File size: 43883 bytes
- Rated 4.07 from 34 votes
- 7 frames measuring 110 x 110 pixels
Cool Pimp

Here is a pimp with a walking stick and cigar.
- Added on 21 July, 2012
- Filename: cool-pimp-smiley-emoticon.gif
- File size: 26896 bytes
- Rated 4.50 from 6 votes
- 33 frames measuring 48 x 45 pixels
Scarface

Here is the shooting graphic which we like a lot!
- Added on 21 July, 2012
- Filename: scarface-smiley-emoticon.gif
- File size: 4139 bytes
- Rated 4.24 from 45 votes
- 2 frames measuring 50 x 50 pixels
Watching you

This bad boy icon is a definite piece of art.
- Added on 21 July, 2012
- Filename: watching-you-smiley-emoticon.gif
- File size: 4864 bytes
- Rated 4.15 from 17 votes
- 25 frames measuring 34 x 42 pixels
Bad boy rapper

We all like looking at a free bad boy icon!
- Added on 21 July, 2012
- Filename: bad-boy-rapper-smiley-emoticon.gif
- File size: 11817 bytes
- Rated 4.10 from 5 votes
- 6 frames measuring 50 x 50 pixels
Macho Man

Here is the muscle flexing graphic which all of you have been asking for.
- Added on 21 July, 2012
- Filename: macho-man-smiley-emoticon.gif
- File size: 7602 bytes
- Rated 3.88 from 17 votes
- 1 frames measuring 123 x 124 pixels
Censored

We just couldn't omit this cussing smiley from the naughty folder!
- Added on 21 July, 2012
- Filename: censored-smiley-emoticon.gif
- File size: 6725 bytes
- Rated 4.21 from 7 votes
- 1 frames measuring 120 x 102 pixels
Biker

How funky is this motorcycle riding smiley?
- Added on 21 July, 2012
- Filename: biker-smiley-emoticon.gif
- File size: 5817 bytes
- Rated 3.89 from 23 votes
- 1 frames measuring 125 x 75 pixels
Bad Apple

We'd like you to look at this fruit icon!
- Added on 21 July, 2012
- Filename: bad-apple-smiley-emoticon.gif
- File size: 53257 bytes
- Rated 3.70 from 10 votes
- 8 frames measuring 128 x 123 pixels
Guy with gun

This smiley kinda looks like Walter from The Big Lebowski.
- Added on 21 July, 2012
- Filename: guy-with-gun-smiley-emoticon.gif
- File size: 84255 bytes
- Rated 3.21 from 17 votes
- 23 frames measuring 121 x 84 pixels
Flasher

Naughty icons R us!
- Added on 21 July, 2012
- Filename: flasher-smiley-emoticon.gif
- File size: 25378 bytes
- Rated 3.60 from 20 votes
- 21 frames measuring 68 x 64 pixels
Missing Tooth

This rude smiley is a real work of art.
- Added on 21 July, 2012
- Filename: missing-tooth-smiley-emoticon.gif
- File size: 77360 bytes
- Rated 3.84 from 28 votes
- 19 frames measuring 95 x 96 pixels
Pimp

Check this pimp icon.
- Added on 21 July, 2012
- Filename: pimp-smiley-emoticon.gif
- File size: 56099 bytes
- Rated 4.41 from 23 votes
- 17 frames measuring 97 x 103 pixels
Spitting

What a naughty piece of art this ended up being!
- Added on 21 July, 2012
- Filename: spitting-smiley-emoticon.gif
- File size: 30200 bytes
- Rated 4.10 from 36 votes
- 21 frames measuring 77 x 79 pixels
Dirty Language

How enjoyable is it to see this cussing smiley!
- Added on 21 July, 2012
- Filename: dirty-language-smiley-emoticon.gif
- File size: 24397 bytes
- Rated 3.94 from 36 votes
- 23 frames measuring 71 x 67 pixels
Cowboy Shooting gun

This useful cowboy smiley can be your preferred naughty smiley face!
- Added on 21 July, 2012
- Filename: cowboy-shooting-gun-smiley-emoticon.gif
- File size: 189489 bytes
- Rated 4.17 from 30 votes
- 20 frames measuring 135 x 135 pixels
Finger Insult

An emoticon of a muscular man insulting someone.
- Added on 21 July, 2012
- Filename: finger-insult-smiley-emoticon.gif
- File size: 22724 bytes
- Rated 4.14 from 55 votes
- 37 frames measuring 50 x 50 pixels