Extremely Awkward & Out of Control Flirting on Late Night Talk Shows

  • Published: 13 April 2017
  • A compilation of the most awkward, funny and downright shameless flirting on late night talk shows.

    Andy Dick and Ivanka Trump:
    Apparently, when there’s a Dick in the room pretty young girls are at risk. Or maybe he was just taking Donald Trump’s advice on wooing women when during an appearance on Jimmy Kimmel show, Andy Dick took to grabbing Ivanka by the leg. Things got so bad that the security had to physically remove Dick for the remainder of the show.

    Nicole Scherzinger and Conan O’ Brien:
    Sometimes staring at a woman’s chest is as involuntary as a knee jerk, especially if she’s wearing a clingy, low cut leopard print dress and her name is Nicole Scherzinger. According to science of course.

    Dolly Parton and Jay Leno:
    On flirting, Dolly Parton once said in an interview, “I love to flirt, and I've never met a man I didn't like. Men are my weakness.” Judging by this interview, her “healthy” upper body is Leno’s weakness.

    Drew Barrymore and David Letterman:
    In probably the most famous striptease in late night history, 20 year old Drew Barrymore impulsively performed sensual dance moves on David Letterman’s desk for his birthday. After flashing him and kissing his cheek, he gleefully responded, "You know, I can't thank you enough for that."

    Martha Stewart and Borat (Sasha Baron Cohen):
    Clearly didn’t know what she was getting herself into when she decided to show Borat how to make a bed, because all he had in mind was some sexy position playtime with naughty, naughty Martha.

    Craig Ferguson and Sarah Shahi:
    Craig Ferguson may reign supreme as the master of late night flirting however, he met his match in the very tipsy Sarah Shahi who admitted to doing a little drinking backstage.

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Comments • 4 541

  • Armah TADSESE
    Armah TADSESE  14 hours back

    damm jimmy kimmel was fat

    • Curse Of Maynard
      Curse Of Maynard  17 hours back

      Could've done without the stupid text on the screen. And this video just proves what pathetic, desperate, and robotic drones people are. Repulsive.

      • Streåmer AbsØlutly
        Streåmer AbsØlutly  19 hours back

        12:14 who is this angel ?

        • JD Rome
          JD Rome  24 hours back

          So if you ever meet Sarah Shari give her a few drinks and you’re good to go

          • De Roy
            De Roy  1 days back

            I would seriously ravage that last women

            • Jonathan Acevedo
              Jonathan Acevedo  2 days back

              What song is that at the beginning?

              • George Minton
                George Minton  3 days back

                Conan will live in infamy for that clip.

                • George Minton
                  George Minton  3 days back

                  I just have one question for Nicole Schweringer. Why do you wear low cut dresses if you don't want men to look at you? I realize some of us aren't as pretty as others but you really can't have it one way. If you want the hot guys to look at you then you have to put up with the trolls too. So don't pick on poor Conan just because he is a troll.

                  • Zain Khan
                    Zain Khan  4 days back

                    Why is david acting like he just came

                    • partha sarathy
                      partha sarathy  4 days back

                      I feel sexual harassment I don't feel joke

                      • Fractured Opinion
                        Fractured Opinion  5 hours back

                        You should never get out of your house then with current situation where whamen is always right you will ruin life of lot of guys

                    • -The dog- Brian Griffin

                      Maybe i could 👀

                      • Mirko Wolpers
                        Mirko Wolpers  4 days back

                        12:37 Her comment about the horse is phantastic.

                        • golf rep
                          golf rep  4 days back

                          Andy Dick is the ultimate D**khead

                          • Soumyadeep Bhattacharya

                            Nicole Scherzinger handled Conan with her behaviour very diplomatically.

                            • Mikiah Reed
                              Mikiah Reed  5 days back

                              conan is such a creep, ew. he’s so gross.

                              • Prince Suman
                                Prince Suman  5 days back

                                Drew Barrymore ...she is gold🔥

                                • Priyank Verma
                                  Priyank Verma  5 days back

                                  Please tell intro song

                                  • Jonathan Olortegui
                                    Jonathan Olortegui  5 days back

                                    Conan is a fucking legend !!!💪💪hahahaha

                                    • Nando Landaeta
                                      Nando Landaeta  5 days back


                                      • Robin Robin
                                        Robin Robin  6 days back

                                        The douchebag Andy dick will do anything to get some attention

                                        • Gr8 Old1
                                          Gr8 Old1  6 days back

                                          Yeah only Trump can touch Ivankia

                                        • Brianna Marinero
                                          Brianna Marinero  6 days back

                                          UMM. ANDY?

                                          • Derrick Fremen
                                            Derrick Fremen  6 days back

                                            Trump should've got his secret service men to get that punk and whoop his pervert ass !!!!... All bunch of perves !!!!... Conan is 1 UGLY SON OF A BITCH and I cant stand his stupid show, voice, looks, attitude,...etc... HE IS NOT FUNNY AT ALL !!.. STUPID DRY ASS SHIT

                                            • Amelie Pearce
                                              Amelie Pearce  6 days back

                                              That poor security guard that fell and didn’t get helped up, let’s take a minute to appreciate him. 😂

                                            • Merve Uzun
                                              Merve Uzun  6 days back

                                              6:00 Is she Anne Marie?

                                            • Dp gamer 123
                                              Dp gamer 123  7 days back

                                              3:03 he was obviously embarrassed that he got caught and tried way too hard to play it out he couldn’t even let her finish speaking he had to clear his name smh 🤦‍♀️

                                              • Dragon RA Open
                                                Dragon RA Open  7 days back

                                                11:50 lol btw what a sound of voice

                                                • MTF JONES
                                                  MTF JONES  7 days back

                                                  How long for Andy to get mensioned in Metoo. Anybody?

                                                  • Andromeda7
                                                    Andromeda7  1 weeks back

                                                    Andy Dick once hit on my male friend in a West Hollywood bar. He was drunk as hell and kept trying to grab my buddy's nuts

                                                    • Ron2652
                                                      Ron2652  1 weeks back

                                                      12:40 lmao horse was getting off to her legs trying to go unnoticed xD

                                                      • Aj Dela Peña
                                                        Aj Dela Peña  1 weeks back

                                                        Borat is a LEGEND.

                                                        • Kalpika Phukan
                                                          Kalpika Phukan  1 weeks back

                                                          If U want to focus on your story then who the heck told U to show cleavage.

                                                          • S0lgewd S0lgewd
                                                            S0lgewd S0lgewd  1 weeks back

                                                            andy richter was a real one for that

                                                            • Vanessa Graves
                                                              Vanessa Graves  1 weeks back

                                                              When you touch someone without their consent it’s not called flirting it’s called assault we need to go back to our roots of definition if it’s really that hard to understand. Men shouldn’t sexualize women the way they do, women should be able to wear what they want as should men.

                                                            • Dante 666
                                                              Dante 666  1 weeks back

                                                              Yhea don t touch ivanka leg ... just grab her by the pussy .

                                                              • Str8 Boning
                                                                Str8 Boning  1 weeks back

                                                                my name Borat, I like sex

                                                                • whogoes _
                                                                  whogoes _  1 weeks back

                                                                  First guy was so creepy. I know exactly how she would've felt hahah gross

                                                                  • Przemek Lodej
                                                                    Przemek Lodej  1 weeks back

                                                                    Andy Dick is....a dick...

                                                                    • notes from The Beyond
                                                                      notes from The Beyond  1 weeks back

                                                                      Love ignoring women when they flaunt their cleavage, just don’t give them the attention they are so desperate for, that bends them out of shape even more than looking at what they “don’t want you to look at”

                                                                      • Vanessa Graves
                                                                        Vanessa Graves  1 weeks back

                                                                        Touching a woman without consent is called sexual assault. Not being able to control your self because of your own desires and sexual needs does not grant you access to stare at our bodies as objects. Therefore we should be able to wear whatever we would like to wear, because the bottom line is you do so what makes us any different. How bout a little equity for men and women.

                                                                      • BЯoly LSSJ
                                                                        BЯoly LSSJ  1 weeks back


                                                                    • Frances Bridges
                                                                      Frances Bridges  1 weeks back

                                                                      Andy Dick should've grabbed her pussy. #GOFORCEYOURSELF

                                                                      • JohnDaWhale3
                                                                        JohnDaWhale3  2 weeks back

                                                                        Craig Ferguson is such a creep...all his shows are scripted beforehand where his guests contractually agree to act like whores towards him...

                                                                        • Yola Montalvan
                                                                          Yola Montalvan  2 weeks back

                                                                          Her Sugar Daddy Donald Trump would be very upset!

                                                                          • fisbuar
                                                                            fisbuar  2 weeks back

                                                                            if a girl wants you to look at her face and not her chest, wear a effin sweater.... Its there for presentation if u wear that, its like an exhibit, you don't go to an exhibit to look at the displaycase...

                                                                            • Motherfucker 673
                                                                              Motherfucker 673  2 weeks back

                                                                              Sarah shahi

                                                                              • Thang Pong
                                                                                Thang Pong  2 weeks back

                                                                                F nicole fuck her she is idiot MF she wanted that to happened

                                                                                • Top Kek
                                                                                  Top Kek  2 weeks back

                                                                                  First two chicks are dumb bad

                                                                                  • natali dep
                                                                                    natali dep  2 weeks back

                                                                                    "You didn't think I was gonna look down there?" Haha, I love you Conan <3 I'm a straight girl but I've got almost drowned in her cleavage, so I don't blame Him. I'm irritated by girls who wear extra sexy, vulgar clothes and then they are like ooh he was looking at me, that pervert. Excuse me? You don't want men to look at you then wear nice, classy elegant dresses. She's got 4 size boobs probably and 2 out of 4 are out of that dress. Seriously I'm a woman too but I don't understand that bitchy attitude

                                                                                    • Nermin C.
                                                                                      Nermin C.  2 weeks back

                                                                                      WTF was on Drew Berry's vagina?