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  • Ask if she also cleans pipes

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

    Submitted by Soviet_Russiaa on Jul 8, 10 at 3:14pm
    187 107
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  • Make her call you papi while you're at it.

    Submitted by rider8511 on Jul 8, 10 at 3:39pm
    135 102
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  • 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
    115 75
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  • Pump your fist and screw her at the same time. Yea jersey!

    Submitted by fleischer911 on Jul 8, 10 at 5:02pm
    121 95
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  • 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
    113 82
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  • Make an amateur porn movie

    Submitted by FetusPuncher on Jul 8, 10 at 3:24pm
    112 91
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  • this begs the question: why did you have a hardcore boner in the KITCHEN?

    Submitted by tswift4eva on Jul 8, 10 at 7:35pm
    104 90
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  • Other awkward cleaning lady moments: peeing after she cleaned the bathroom.

    Submitted by MP9090 on Jul 8, 10 at 5:24pm
    98 89
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  • I wish I was the cleaning lady

    Submitted by awesomesaucechk on Jul 8, 10 at 7:43pm
    87 79
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  • Happened to me before haha

    Submitted by rpw641 on Jul 8, 10 at 5:09pm
    85 75
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  • I don't know...of she's hot, just go with it man.

    Submitted by thenewguy10 on Jul 8, 10 at 5:19pm
    93 93
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  • We need more lemon pledge...

    Submitted by Anonymous on Jul 8, 10 at 10:15pm
    97 102
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  • Just fucking fuck her, you moron

    Submitted by niceman on Jul 8, 10 at 6:25pm
    87 83
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  • Gauge her interest in it, then strike :)

    Submitted by SilverKnight on Jul 8, 10 at 3:24pm
    88 91
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  • 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
    81 83
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  • Loser for not knowing what to do.

    Submitted by Michguy on Jul 8, 10 at 4:20pm
    88 102
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  • awkwatd balloon

    Submitted by AwkwardBalloon on Jul 8, 10 at 10:10pm
    73 74
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  • couldve been one of those naked cleaning ladies from craigslist

    Submitted by oregon_donor on Jul 8, 10 at 9:59pm
    75 79
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  • fuck her brains out cuz your the boss

    Submitted by kmomokbs on Jul 9, 10 at 2:40am
    79 88
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  • 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
    99 130
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  • No no, misure superman no es here

    Submitted by Spark228 on Jul 9, 10 at 2:33am
    78 93
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  • 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
    74 85
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  • Must be the mornin' lol happens all the time

    Submitted by austinonymouss on Jul 9, 10 at 2:34am
    81 100
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  • That is so hot I would have fucked her haha

    Submitted by chastine on Jul 8, 10 at 5:21pm
    82 104
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  • Goh7 why so sensitive? It was a joke grow a pair and laugh bitch

    Submitted by mcq53 on Jul 9, 10 at 5:12pm
    74 93
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  • 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
    72 94
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  • Yea Jersey!!!!!!!!!

    Submitted by Hobbz on Jul 8, 10 at 11:53pm
    65 81
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  • f-u rider8511

    Submitted by Goh7 on Jul 8, 10 at 7:19pm
    67 86
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  • Ask her to remove the lint from your balls with her tongue

    Submitted by gixxer209 on Jul 8, 10 at 4:34pm
    85 123
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  • Arnold's at it again

    Submitted by ShadowLion on Jun 15, 11 at 10:30am
    50 55
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  • That's hott!

    Submitted by beautifulfeet on Jul 9, 10 at 12:47am
    71 98
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  • ThatsMyAss, u r a major cocksuck!\nWho cares if some1 is rich u dick!

    Submitted by snarf on Jul 9, 10 at 3:50pm
    63 85
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  • Same area code as me. Ah, the joys of Jersey.

    Submitted by BeautyMonster on Jul 8, 10 at 4:19pm
    79 118
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  • Old mother Hubberd went to the cupboard,

    Submitted by leadbelly on Jul 8, 10 at 11:57pm
    58 88
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  • its...an optical illusion...aw who am i kidding

    Submitted by oregon_donor on Jul 8, 10 at 5:12pm
    63 102
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  • 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
    71 125
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