Who’s Nailin Pailin MILF Lisa Ann Fucks Letterman

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Category: Videos Written by: With: 14 Comments

Today’s Horny video pick is my last Nailin Pailin with Lisa Ann. A bunch of people asked if I had any more Nailin Pailin clips and I do have this last one. I wasn’t going to to post this one because it’s long and doesn’t have a whole lot of fucking in it, but it’s pretty funny and Lisa Ann is always hot and does a whole lot of cock sucking. So here’s day three of Lisa Ann and Nailin Pailin.

Nailin Pailin Lisa Ann and Letterman

This Nailin Pailin clip mostly about poking fun at Sarah Pailin and a few other people, but don’t worry there’s plenty of super MILF Lisa Ann fucking and sucking to make some damn good porn too. The whole thing is obviously a parody of the Letterman show and starts out exactly as his show does. There’s some bantering with Paul and a brief monologue before going into a pretty funny Top Eleven reasons that Sarah Pailin is quitting as governor of Alaska. They’re not too bad, but I laughed hard at the one about finding out what MILF stands for LOL. We move on to some more funny shit when he brings out his parody guests Mark Sanford and Barack Obama. They trade some more banter and Obama makes a pretty good joke about the Get The Fuck Over Yourself Act, but now it’s time for Nailin Pailin.

Our beloved super MILF Lisa Ann finally cums out when they introduce Serra Paylin and the fun really gets going now. She immediately starts flirting with Letterman and the guests and does a striptease for them. She loses her shirt to tease us with those big luscious titties barley being held back by her bra and goes to work sucking on the guest cocks. Before anyone starts Nailin Pailin, Lisa Ann gives a whole lot of blowjobs. She’s got a lot of cock sucking talent and she uses it all as she starts out by sucking Sanford’s dick and then getting on her knees to take turns sucking both guests for quite a while. Soon though Letterman joins in to get his prick licked and chases off the guests so he can get to Nailin Pailin.

At long last we get to see some more of Lisa Ann and her gorgeous body as she drops her panties and mounts Dave backwards. Her always tasty pussy looks really juicy as she rides the cock with some good close ups. They switch positions and Dave proceeds with Nailin Pailin on his desk. Lisa Ann does a good job staying in character moaning and sneering as she gets her pussy pounded. They switch it up again and she takes the cock doggy style which is always great with Lisa Ann since it shows off her big round ass. She gives another quick blowjob before finally loosing her bra and climbing on top of him to fuck her pussy some more. Lisa Ann is famous for those big luscious tit and we do get to see them, but mostly these scenes hightlight her gorgeous ass. It shakes like mad while she’s doing the fucking and when Letterman takes over Nailin Pailin to fuck her from below her big plump ass really goes crazy bouncing. The guests sneek back out and the crowd cheers for Lisa Ann to take them all. So Dave quits Nailin Pailin and all three dicks jerk off and bust their nuts all over Lisa Ann’s pretty face.

Nailin Pailin Letterman Parody

14 comments

  1. Taff

    Awesome Josh, you are turning more American by the day. Big-ass tree indeed. (Or, since I always mentally move the hyphen, big ass-tree).

    And for everyone else, no I have not been requesting traffic updates, I had actually been complimenting Josh on writing a travel-blog, which, unlike so-oo many out there, wasn't obsessed with pointless shit like how nice the roads were, or whether the bus was late….

  2. monkey_doodoo

    right after they upped the security there (uh sometime before the nhl strike), my s.o. had a car duster. it was a xmas gift for someone at work that he got at fanuel hall right beforehand. the security guard told him he couldn’t bring it in b/c it could be used as a weapon. so my s.o. said well i am not throwing it away. so he hid it outside even though the guard said he would go look for it, blah blah. during the fame, we saw some leafs fan was friggin allowed in with a big ass broomstick with a leafs flag on it. somehow, the car duster was unsafe, yet an 8 foot piece of wood was ok?

  3. christianliberal

    Good post: THANKS!

    I like McCain (some). I like Sarah Pailin.
    I liked Mother Teresa, too, but that doesn't mean she should be Vice President
    Palin is already under investigation for abuse of power.
    That's even BEFORE she takes office!
    Gotta hand it to the GOP for pure audacity!

    These are the folks who rape the environment and call it the Healthy Forests Initiative.
    They rain death from the sky and call it a Patriot Missile
    Now they put up Bush in a bra and call her a maverick.
    Wow, what hutzpah!

  4. SimOn

    I liked Serra Paylin :) , Lisa Ann is her real name or porno name whatever :) .

    And btw i think em packed the homage to guitar hero in there because the hook says Rockstar :) and maybe because hailie playes it alot with her friends or something maybe himself too :).

    And the pink shirt is very funny that he remembers that shit for a video sooo lol :)

  5. RbdRules99

    my happy place is when ever i’m with my loved one,my family,my friends,and doiing whatever i want at any place…….even if it’s my bathroom!but what ever,but my happy place is a live rock’n roll concert…. :D

  6. ethanlephong

    Disfigured face looking like a real life piccaso painting ass Nigga bucket teeth Timmy turner ass Nigga shop at marshals big and bigger isle

  7. revolutionrose

    I never watch Glee but happened to see last night’s episode, there were 2 original songs that I thought were, intended at least, to promote fat acceptance “Big Ass Heart” and “Hell to the No” -was wondering what others thought of them . . .

  8. Jesus Hussein Christ

    Change You Can See

    By ALEXANDER COCKBURN

    It looks as though the game is almost over for John McCain. Though the two are physically dissimilar I’ve taken to thinking of him as a latterday Flashman. Harry Flashman was the bully in Thomas Hughes’ Victorian novel of school life, Tom Brown’s Schooldays. In 1969 George MacDonald Fraser brought him back to vibrant life in his novel Flashman as a coward and bounder who, by a series of accidents, became falsely honored as a national hero, awarded the Victoria Cross for supposedly heroic conduct in the first Afghan War.

    Fraser wrote a dozen Flashman novels, all of them worth reading for their rich historical detail. They are indeed the sole basis for most Britons’ knowledge of their imperial history, much as my own generation of schoolchildren got their learning from the sagas of G.A.Henty, inherited from their grandparents. For insight into the emotions we relied on the profound works of Enid Blyton, the Marcel Proust of the nursery set.

    When he was at Annapolis Naval Academy McCain had enough emotional scars of his own to earn the Flashmanesque nickname of McNasty. By the time he was flying his A-4 off the Forrestal he’d already acquired a somewhat unsavory reputation as a rash flier (three planes damaged or destroyed) and as a relentless party boy.

    On July 29, 1967 there was a terrible fire on the flight deck of the Forrestal in which 134 servicemen died. If you believe Mary Hershberger’s unsparing account on the truthdig website – to be fair, there are vigorous and detailed denunciations of her report by McCain’s defenders – imprudent actions by McCain may have started the fire. What seems undisputed is his extremely Flashmanesque behavior in the immediate aftermath of the lethal inferno. McCain promptly quit the stricken ship with the late R.W. “Johny” Apple Jr., of the New York Times, who wrote him up in handsome terms a few weeks later.

    Thee flames still smouldering and the body bags barely zipped, McCain bounded into a helicopter and flew to Saigon for, in his own breezy words, “some welcome R&R”, even as somber memorials for his dead shipmates were held aboard the Forrestal. Flashman to the life.

    He then raced to London for an important private session with the man who would preside over the inquiry into the Forrestal disaster, the officer in question being his own father, Admiral John McCain, at that time the Navy’s top man in Europe, soon to become overall commander of all forces in Vietnam. Having squared accounts with the pater, he took himself off for a session in the casinos in the French Riviera. Under Admiral McCain’s supervision the investigation into the Forrestal disaster contained no revelations inconvenient to McCain Jr’s reputation. Admiral McCain had a banner year in 1967 supervising cover-ups since he played a central role in the cover-up of Israel’s deliberate attack on the US Liberty, which had occurred a month earlier than the fire on the Forrestal, killing 34 and wounding 174.

    Redeployed aboard the Oriskany, he was shot down over Hanoi. Numerous accounts cited by Douglas Valentine on this site attest to his less than heroic conduct as a POW, ingratiating himself with his captors just as Harry Flashman would have done. Flashman, gazing down cynically at his own V.C. would certainly have laughed uproariously at the resplendent rows of decorations on McCain’s chest, a medal an hour, for the total of 10 hours and 30 minutes he spent dropping high explosive on civilians in North Vietnam.

    McCain returned home to wife Carol who had kept the home fires burning all those years, undergoing the torture of 23 operations after a car accident that left her semi-crippled.

    After brisk inspection of his worn bride, he judiciously abandoned Carol for the much younger and extremely rich beer heiress, Cindy Hensley and embarked on his political career as maverick and war hero.

    Pure Flashman throughout.

    The disadvantages of the McCain-Pailin ticket don't need much explication. McCain has never risen to the challenge of the world financial crisis and this failure has shrivelled his chances to near invisibility. Though Sarah Pailin has enough horse sense to attack Wall Street greed, it's a brave and foolish soul who would argue that she will ever be ready to run the country, which in the unlikely event of Republican victory she might well have to do. So we're left with Obama-Biden.

    Biden need not detain us. In his single person is combined everything that is loathsome about the Democratic Party. He’s a phony through and through, serf of the credit companies and virtually incapable of opening his mouth without unleashing a falsehood, a plagiarism or an absurdity. On his criminal record are the bankruptcy bill, many horrible statutes prosecuting the war on drugs, the crime bill.

    And Obama? Here are some excerpts from what I wrote about him recently in The Nation.

    “In these last days I’ve been scraping around, trying to muster a single positive reason to encourage a vote for Obama. Please note my accent on the positive, since the candidate himself has couched his appeal in this idiom. Why vote for Obama-Biden, as opposed to against the McCain-Palin ticket?

    “Obama invokes change. Yet never has the dead hand of the past had a “reform” candidate so firmly by the windpipe.

    “Is it possible to confront America’s problems without talking about the arms budget, now entirely out of control? The Pentagon is spending more than at any point since the end of World War II. In “real dollars” – admittedly an optimistic concept these days — the $635 billion appropriated in fiscal 2007 is 5 percent above the previous all-time high, reached in 1952. Depending on how you count them, the Empire has somewhere between 700 and 1,000 overseas bases.

    “Obama wants to enlarge the armed services by 92,000. He pledges to escalate the US war in Afghanistan; to attack Pakistan’s sovereign territory if it obstructs any unilateral US mission to kill Osama bin Laden; and to wage a war against terror in a hundred countries, creating for this purpose a new international intelligence and law enforcement “infrastructure” to take down terrorist networks. A fresh start? Where does this differ from Bush’s commitment to Congress on September 20, 2001, to an ongoing “war on terror” against “every terrorist group of global reach” and “any nation that continues to harbor or support terrorism”?

    “If elected he will be prisoner of his promise that on his watch Afghanistan will not be lost, nor the white man’s burden shirked.

    “In the event of Obama’s victory, the most immediate consequence overseas will most likely be brusque imperial reassertion.

    “In February, seeking a liberal profile in the primaries, Obama stood against warrantless wiretapping. His support for liberty did not survive its second trimester; he aborted it with a vote for warrantless wiretapping. The man who voted to reaffirm the awful Patriot Act declared that ‘the ability to monitor and track individuals who want to attack the United States is a vital counterterrorism tool.’

    “As a political organizer of his own advancement, Obama is a wonder. But I have yet to identify a single uplifting intention to which he has remained constant if it has presented the slightest risk to his advancement. Summoning all the optimism at my disposal, I suppose we could say he has not yet had occasion to offend two important constituencies and adjust his relatively decent stances on immigration and labor-law reform. Public funding of his campaign? A commitment made becomes a commitment betrayed, just as on warrantless eavesdropping. His campaign treasury is now a vast hogswallow that, if it had been amassed by a Republican, would be the topic of thunderous liberal complaint.

    “In substantive terms Obama’s run has been the negation of almost every decent progressive principle, a negation achieved with scarcely a bleat of protest from the progressives seeking to hold him to account. The Michael Moores stay silent. Abroad, Obama stands for imperial renaissance. He has groveled before the Israel lobby and pandered to the sourest reflexes of the cold war era. At home he has crooked the knee to bankers and Wall Street, to the oil companies, the coal companies, the nuclear lobby, the big agricultural combines. He is even more popular with Pentagon contractors than McCain, and has been the most popular of the candidates with K Street lobbyists. He has been fearless in offending progressives, constant in appeasing the powerful.”
    I suggested that for a souvenir of what a progressive platform might look like people might consult Ralph’s website, or – at least for those portions about foreign policy and constitutional rights, Bob Barr.

    Listening to my complaints about Obama, a friend of mine in New York asked what alternative I had to recommend her. Since in New York the split for Obama-Biden is roughly 65-29 I told her it didn't matter. She could write in the straight Wiccan ticket if she felt so inclined. (Not a bad platform either, as she duly reminded me: “Do as you will, as long as it harms none.”) It wouldn't make any difference, any more than it would in California, where you can vote for Nader or Barr or McKinney and Obama is going to win regardless. In most states in the Union you can write in the Bertie Wooster/Jeeves ticket, and even without your vote Obama-Biden will canter home. So get out there and have fun and don’t feel excessively burdened by responsibility to History – always a left-wing failing.

    And wouldn't Barr be the first mustachioed occupant of the White House since Teddy Roosevelt? Even if you don’t like the man, vote the mustache! This would be change we can see. Does that phrase have a vaguely familiar ring? It was what LBJ used to advise his staff during the Great Society build-up: “You've gotta give them change they can see.” Meaning bridges, roads, new parks. Apparently the Obama pre-transition team is studying the early days of the New Deal and Great Society programs as thematic precursors for their initial two years — before they lose one house of Congress, I suppose. I like freshman Montana Senator John Tester’s notion of change we’d like to see. Tester said people “want to see the executives that drove Wall Street into the ground in orange suits picking up cans along the side of the road.” He’s got a hugely popular reception for that thought.

    If the new Obama administration has got any sense at all, it’ll start planning a series of show trials of the ci-devant Masters of the Universe, now delightedly fingering the billions handed them by Hank Paulson and the US Congress. If they get a veto proof majority the ground work could start in the Senate, in a committee armed with subpoena power. If not, in some Partisan Commission, taking testimony around the country. Or both. This is the moment to fix in the popular mind for the next couple of generations exactly who are the malefactors of great wealth along with their intellectual courtiers. Stake out the battlefield, otherwise the enemy will stake it out for you. For sure, it would be divisive. Division and unity go arm in arm.

  9. jackbarry99

    Dear BaySailor:

    Agnostic, hmmm? I don't know bout that!!!

    If there was not a God…why were we gifted with Sarah Pailin?

    The crummiest thing about atheism is the lack of Holy Days…, festivals, and rituals.

    Further:

    You have to be “at one with nature”, to be an atheist….and I am “at Two with Nature”, at best.

    jb

    “Red Sales”, in the Sunset.

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