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  • Ask if she also cleans pipes

    Submitted by ShitThrwnMonky on Jul 8, 10 at 4:24pm
  • Stick it in her

    Submitted by Soviet_Russiaa on Jul 8, 10 at 3:14pm
  • Make her call you papi while you're at it.

    Submitted by rider8511 on Jul 8, 10 at 3:39pm
  • Tell her you got her a new broom to use and it's in the pants closet.

    Submitted by squibkick on Jul 8, 10 at 8:14pm
  • awkward is being handed a golden opportunity and being too big of a dipshit to seal the deal...

    Submitted by buzzcutt on Jul 8, 10 at 5:32pm
  • Pump your fist and screw her at the same time. Yea jersey!

    Submitted by fleischer911 on Jul 8, 10 at 5:02pm
  • Make an amateur porn movie

    Submitted by FetusPuncher on Jul 8, 10 at 3:24pm
  • this begs the question: why did you have a hardcore boner in the KITCHEN?

    Submitted by tswift4eva on Jul 8, 10 at 7:35pm
  • Other awkward cleaning lady moments: peeing after she cleaned the bathroom.

    Submitted by MP9090 on Jul 8, 10 at 5:24pm
  • I wish I was the cleaning lady

    Submitted by awesomesaucechk on Jul 8, 10 at 7:43pm
  • I don't know...of she's hot, just go with it man.

    Submitted by thenewguy10 on Jul 8, 10 at 5:19pm
  • Happened to me before haha

    Submitted by rpw641 on Jul 8, 10 at 5:09pm
  • Just fucking fuck her, you moron

    Submitted by niceman on Jul 8, 10 at 6:25pm
  • We need more lemon pledge...

    Submitted by Anonymous on Jul 8, 10 at 10:15pm
  • Gauge her interest in it, then strike :)

    Submitted by SilverKnight on Jul 8, 10 at 3:24pm
  • Hey emily, some people actually had to work to be rich. Not everyone has it handed to them by a rich family member. And no matter if he is a spoiled rich kid or someone successful because they have a good career, you should get off your high horse and stop looking down on people because deep down you wish you could live like them.

    Submitted by ThatsMyAss on Jul 9, 10 at 7:09am
  • couldve been one of those naked cleaning ladies from craigslist

    Submitted by oregon_donor on Jul 8, 10 at 9:59pm
  • Loser for not knowing what to do.

    Submitted by Michguy on Jul 8, 10 at 4:20pm
  • fuck her brains out cuz your the boss

    Submitted by kmomokbs on Jul 9, 10 at 2:40am
  • why papi you asshole ?? just because she is a cleaning lady she has to be from latin america?? you racist prick

    Submitted by Goh7 on Jul 8, 10 at 7:14pm
  • awkwatd balloon

    Submitted by AwkwardBalloon on Jul 8, 10 at 10:10pm
  • U have a cleaning lady so that means u got some money, so nothing should be awkward for u

    Submitted by HR_paperstacks on Jul 8, 10 at 11:30pm
  • No no, misure superman no es here

    Submitted by Spark228 on Jul 9, 10 at 2:33am
  • Must be the mornin' lol happens all the time

    Submitted by austinonymouss on Jul 9, 10 at 2:34am
  • Goh7 why so sensitive? It was a joke grow a pair and laugh bitch

    Submitted by mcq53 on Jul 9, 10 at 5:12pm
  • Yea Jersey!!!!!!!!!

    Submitted by Hobbz on Jul 8, 10 at 11:53pm
  • Awkward would be the cleaning lady is really your mother and your giving her the one gun salute because your fantasizing about it.

    Submitted by squibkick on Jul 8, 10 at 8:18pm
  • f-u rider8511

    Submitted by Goh7 on Jul 8, 10 at 7:19pm
  • That is so hot I would have fucked her haha

    Submitted by chastine on Jul 8, 10 at 5:21pm
  • Arnold's at it again

    Submitted by ShadowLion on Jun 15, 11 at 10:30am
  • ThatsMyAss, u r a major cocksuck!\nWho cares if some1 is rich u dick!

    Submitted by snarf on Jul 9, 10 at 3:50pm
  • Ask her to remove the lint from your balls with her tongue

    Submitted by gixxer209 on Jul 8, 10 at 4:34pm
  • Same area code as me. Ah, the joys of Jersey.

    Submitted by BeautyMonster on Jul 8, 10 at 4:19pm
  • That's hott!

    Submitted by beautifulfeet on Jul 9, 10 at 12:47am
  • Old mother Hubberd went to the cupboard,

    Submitted by leadbelly on Jul 8, 10 at 11:57pm
  • its...an optical illusion...aw who am i kidding

    Submitted by oregon_donor on Jul 8, 10 at 5:12pm
  • Who the hell has a cleaning lady? Are you that rich and lazy that you can't clean your own damn house? I frown upon people like you who will never understand what work is..

    Submitted by emilyjune on Jul 9, 10 at 12:38am
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