Jizz

First time using chatroulette. We will be coming back. [NSFW]

pics

chatroulette.com is awesome NSFW

pics

A new and highly effective technique for trolling ChatRoulette [NSFW, cross-post from r/4chan]

pics, WTF

I actually found a GIRL masturbating on Chatroulette!!!

nsfw

Chatroulette play time [kinda NSFW]

funny

My Personal Collection of Nudes From Chatroulette/Omegle (Full Album In Comments)

LegalTeens

chatroulette (nsfw)

nsfw

Busted! Caught Playing On Chatroulette

SexyButNotPorn

ChatRoulette Girls {f}or the Win!

gonewild

Got banned from ChatRoulette, had to flag 350 naked people; This happened.

PerfectTiming

Tonight my boyfriend said if I go on ChatRoulette or show anyone my boobs, he'll 'leave me'. Lets see how he [f]eels about this.

gonewild, SRSWomen

The only thing that ever happens when I go on Chatroulette...(NSFW?)

funny

Who can [f]ind me on chatroulette?

gonewild

I used to be pretty good at chatroulette

funny

Hottest topless indian woman you've ever seen | Screencap of lonely fat man masturbating from Chatroulette

FiftyFifty, fappitt, eddit7yearsago, eddit8yearsago

Chatroulette win... NSFWish

funny

[50/50] Blonde girl enjoying herself on chatroulette (NSFW) | blonde man enjoying himself on chatroulette(NSFL).

FiftyFifty

Chatroulette Fun.

funny

You see this in chatroulette. Next or stay for a chat?

ladybonersgw

[50/50] Woman Stripping On Chatroulette (NSFW) | Man Stripping On Chatroulette (NSFW)

FiftyFifty

What happens when you chatroulette with le mods.

Braveryjerk

[50/50] Boobies on chatroulette (NSFW) | Bird getting eaten by snake on chatroulette

FiftyFifty, WTF

Guy faps at chatroulette, but then.. [NSFW]

Unexpected, FiftyFifty

Not the usual Chatroulette.

gif, u_evangel_online, wholesomegifs, NSFWFunny

Just the usual Chatroulette.

gif, LifeProTips, actuallynotgayporn

Omegle (and Chatroulette) Win collection Part 3

SluttyStrangers

Hook up from ChatRoulette

RealGirls

Sexy chick on chatroulette

funny

Wreckingball on chatroulette. NSFW-ish

gifs, me_irl

Sometimes spending hours on Chatroulette pays off!

NSFWFunny

Chatroulette guy masturbasting (NSFW)

misleadingthumbnails

Met her 7 years ago on Chatroulette- she still [f]ucks [m]y brains out.

GWCouples, wifesharing, bestofwives

Meta: Chatroulette connection limit (has anyone figured out when this occurs? cause I have a theory)

SluttyStrangers

A girl I met on Chatroulette suggested I post here. Here it goes!

MassiveCock

Have a great reaction video from Omegle, Chatrandom, or Chatroulette? Share it in r/NSFWreactions

SluttyStrangers

Anyone else miss those sexy chatroulette dares? [F]

gonewild

Sucks that I'm only 19 and missed the golden age of omegle and chatroulette

MassiveCock

So I went on chatroulette... and got very carried away!

18_19, nsfwbuys

I got a little carried away on chatroulette

ButtsAndBareFeet, Sexsells, u_ultralightbeautyss

Great win on chatroulette tonight.

Omeglesex

Good win ? Chatroulette is legit ? I am new to these kinda sites i know of dirtyroulette, omegle and chatroulette.

Omeglesex

Best W on Chatroulette.

Omeglesex