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The Sweetest Approach

March 7, 2018 Blind Gossip

[Blind Gossip] This blind item is so sweet that it’s giving us a toothache!

An actress who first became famous after her role in a classic teen flick is now going through a divorce.

She was at an Oscar party when she was approached by an actor with whom she had worked on a project several years ago.

He told her that he was sorry that she was going through a divorce. He told her that she was a wonderful person with a kind spirit and that he always liked her. He said that when she was ready to date again, he would be honored if she would consider going on a date with him.

She thought that was such a sweet and gentle approach that she might actually take him up on it!

The Actor was definitely NOT James Franco.

Similar: Poop Police

Actress:

Actor:

Clues:

[Optional] If you could set her up with any actor, who would it be?

Blind Items actor, actress, movies, oscars, party

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Reader Interactions

Comments

  1. louisianagurl says

    March 8, 2018 at 3:07 pm

    Actress: Alicia Siverstone
    Actor: Drake Bell – From The Nutcracker Sweet
    Clues: line from Clueless, Sweet from the title of the movie, m&m’s with nuts, wording about a gentle approach, which is how she mother’s her child.

  2. PrettyVacant1 says

    March 8, 2018 at 6:25 am

    I would LOVE it if this is Alicia Silverstone and Paul Rudd.

  3. CountessLurkula says

    March 7, 2018 at 7:08 pm

    Alicia Silverstone
    Billy Burke
    Clues: toothache, Clueless clues

  4. aaaCaz says

    March 7, 2018 at 6:57 pm

    Alicia Silverstone?

  5. Ramalama says

    March 7, 2018 at 6:53 pm

    Alicia Silverstone
    Christian Slater? They were both in King Cobra witb James Franco.

  6. Pennypenny says

    March 7, 2018 at 6:30 pm

    Alicia Silverstone
    Jay Baruchel

  7. madalaine says

    March 7, 2018 at 6:10 pm

    Actress: Alicia Silverstone

    Actor: Jared Leto

    Clues: Sweet/ toothache from Clueless

    [Optional] If you could set her up with any actor, who would it be? Breckin Meyer

  8. eyeindigo says

    March 7, 2018 at 6:03 pm

    Jennifer Garner and Joel Edgerton.

    Starred in the Odd Life of Timothy Green. Super sweet movie. Another clue, teeth being reminiscent of his role in Bright…his orc teeth shaved down…the linked article to “poop police” is another clue for Bright

    .take him up on the offer girl!!

  9. gc02ef says

    March 7, 2018 at 6:02 pm

    All I can come up with is Alicia Silverstone and Drake Bell
    “Clueless”
    The Nutcracker “Sweet”

  10. sookiesmom says

    March 7, 2018 at 5:56 pm

    Anna Farris
    Luke Wilson

  11. kelseykkm says

    March 7, 2018 at 5:52 pm

    Alicia Silverstone

  12. PinkFlamingo says

    March 7, 2018 at 5:52 pm

    Alicia Silverstone and somebody

    • PinkFlamingo says

      March 7, 2018 at 5:58 pm

      The “toothache” reference is a nod to the line in “Clueless” where Cher (Alicia’s character) told Tai (Brittany Murphy’s character) that Elton had told her that Tai’s photo “gave him a toothache” because he thought she was sweet.

  13. a dumb idiot says

    March 7, 2018 at 5:42 pm

    Actress: Alicia Silverstone
    Actor: I’m guessing maybe Wilmer Calderon? They were in a project recreating scenes together with James Franco and they were in all three together.

  14. aaamissy says

    March 7, 2018 at 5:23 pm

    Alicia Silverstone for the woman. Maybe Brendan Fraser for the guy?

  15. sowing says

    March 7, 2018 at 5:14 pm

    Actress: Jennifer Garner
    Actor: Joel Edgerton

    Clues: Garner was in “13 going on 30”, and her character loved a candy called Razzles. Edgerton costarred with her on “The Odd Life of Timothy Green”.

  16. prissy says

    March 7, 2018 at 5:09 pm

    Alicia Silverstone. Dunno who the sweet guy is but the movie clueless will always be my fave movie.

  17. mycatsarefamily says

    March 7, 2018 at 5:05 pm

    Actress: Alicia Silverstone
    Actor: Drake Bell?
    Clues : Sweet =Nutcracker Sweet
    Classic Teen Flick= Clueless
    Btw: Clueless co-star Brittany Murphy was once in a Twix commercial !

  18. Mr Jaws says

    March 7, 2018 at 4:52 pm

    Alicia Silverstone

  19. Courtie says

    March 7, 2018 at 4:48 pm

    Alicia Silverstone

  20. aaaultra says

    March 7, 2018 at 4:32 pm

    Alicia silverstone?

    Loved her in clueless ?

  21. heylylaxoxox says

    March 7, 2018 at 4:16 pm

    Jawbreaker, Rebecca Gayheart divorcing McSteamy and the actor is…?

  22. chismax says

    March 7, 2018 at 4:03 pm

    Alicia Silverstone, not sure of co-star

  23. vanillasky says

    March 7, 2018 at 3:55 pm

    Actress is Alicia Silverstone who is going through a divorce. Don’t know about the actor. Clues: line from Clueless where she said she gave him a toothache is an expression that means you’re sweet.

  24. Sharper_Teeth says

    March 7, 2018 at 3:45 pm

    Alicia Silverstone and…

    Brendan Fraser???

    • Sharper_Teeth says

      March 8, 2018 at 7:53 am

      def Brendan. They worked together in the past —> Blast from the Past.

  25. gayguy says

    March 7, 2018 at 3:34 pm

    Actress: Alicia Silverstone
    Actor: Not sure? Maybe Jeremy Sisto?

  26. tiger13 says

    March 7, 2018 at 3:30 pm

    sorry should read ‘nutcracker sweet’

  27. tiger13 says

    March 7, 2018 at 3:30 pm

    alicia silverstone (classic teen flick), not sure on actor

    she worked on ‘nutcracker’ sweet with Drake Bell… he seems a bit young for her but maybe?

  28. bowerybabe236 says

    March 7, 2018 at 3:28 pm

    Actress: Alicia Silverstone
    Actor: Drake Bell
    Clues: Nutcracker SWEET is the movie they were in together

  29. filthycop says

    March 7, 2018 at 3:20 pm

    Alicia Silverstone and…

    clues –

    I noticed him scoping you out.
    He was looking at me?
    Says you gave him a toothache.
    How’d I do that?
    He thought you were sweet.

  30. comicgeek1969 says

    March 7, 2018 at 3:16 pm

    Alicia Silverstone for the actress and Breckin Meyer for the actor.

  31. cactuspillow says

    March 7, 2018 at 3:16 pm

    Alicia Silverstone
    Brenden Frasier? Benicio Del Toro? No idea.
    Kind spirit.
    Keanu Reeves

  32. HalfandHalf says

    March 7, 2018 at 3:13 pm

    Alicia Silverston

  33. calumsmom says

    March 7, 2018 at 2:59 pm

    Alicia Silverstone? Clues: She starred in “Clueless” (classic teen flick, which, btw, is an awesome movie) and one of the lines in the movie was “Says you gave him a toothache”. Not sure who the actor is.

  34. chicagofix says

    March 7, 2018 at 2:47 pm

    Alicia Silverstone

    • chicagofix says

      March 7, 2018 at 2:52 pm

      I’m going to go with Brendan Fraser

  35. MadGal says

    March 7, 2018 at 2:45 pm

    Actress: Alicia Silverstone

  36. Gerseychick says

    March 7, 2018 at 2:43 pm

    Alica Silverstone
    ?
    Clueless

  37. FreddyCellophane says

    March 7, 2018 at 2:41 pm

    Actress: Alicia Silverstone

    Actor: Nicky Katt

    Clues: Alicia wants to break off a piece of that Nicky Katt bar!

  38. MrsBreeder says

    March 7, 2018 at 2:34 pm

    Alicia Silverstone. I’m going with Brendan Fraser; they were in Blast from the Past together.

  39. Baileygirl says

    March 7, 2018 at 2:30 pm

    I’ll say Alicia Siverstone but no idea on the actor.
    He sounds like a gentleman who may have carried a torch for her-who knows. I say she should give the guy a chance.

  40. pancakephanny says

    March 7, 2018 at 2:28 pm

    Alicia Silverstone
    James Franco

  41. Lucybunny28 says

    March 7, 2018 at 2:27 pm

    Alicia silverstone..Not sure who actor is

  42. redstilettos says

    March 7, 2018 at 2:22 pm

    Aww! Don’t know who this is, but this actress needs to go out with this guy when she’s ready. I’d say J Garner or Anniston, but can’t think of a classic teen movie either was in.

  43. HDNYC09 says

    March 7, 2018 at 2:19 pm

    Definitely Alicia Silverstone with all these Clueless references. Not sure about the guy…maybe Ben Stiller? Also single now, looks like his type, worked together on Tropic Thunder?

  44. celebiddy says

    March 7, 2018 at 2:14 pm

    Alicia silverstone
    No idea what guy

  45. jackrabbit says

    March 7, 2018 at 2:10 pm

    Alicia Silverstone
    Drake Bell?
    Clues: “sweetest approach” the both did voice work on “The Nutcracker Sweet”

  46. munkeemunkee says

    March 7, 2018 at 2:00 pm

    Actress: Alicia Silverstone
    Actor?
    Clues: Clueless

  47. lagrange says

    March 7, 2018 at 1:59 pm

    Actress: Alicia Silverstone

    Actor: ?

    Clues: Toothache (from Clueless) and classic teen flick

  48. Amethyst says

    March 7, 2018 at 1:59 pm

    Alicia Silverstone

    No clue about the actor.

    “So sweet that it’s giving us a toothache” is very close to a quote that Cher says in the movie Clueless.

  49. bananaway says

    March 7, 2018 at 1:57 pm

    Actress: Alicia Silverstone
    Actor: Jeremy Sisto?
    Clues: “so sweet that it’s giving us a toothache” is similar to a line in Clueless referring to what Jeremy’s character said about Tai.

  50. jolael says

    March 7, 2018 at 1:54 pm

    Alicia Silverstone?
    Ryan Kwanten?

    Toothache, classic teen flick

  51. Tracy511 says

    March 7, 2018 at 1:51 pm

    Alicia Silverstone
    Not Sure on the actor
    Gave him a sweet tooth is a line from Clueless

  52. lovertine says

    March 7, 2018 at 1:43 pm

    Rebecca Gayheart

    Adrien Grenier?

    Toothache – she started in teen flick Jawbreaker

  53. tellmemore says

    March 7, 2018 at 1:40 pm

    Alicia Silverstone and…I got nothin’ else ?‍♀️

  54. spunkymonkey says

    March 7, 2018 at 1:36 pm

    Alicia Silverstone. The clue being “so sweet and it’s giving me a toothache”. There was a line line this in Clueless. My guess is the actor is from king Cobra as James and Alicia starred together in this movie in 2016. Maybe James Kelley?

  55. malkatz says

    March 7, 2018 at 1:25 pm

    Alicia Silverstone. The tooth ache quote is from Clueless. She was at the Vanity Fair Oscars Afterparty.

    • malkatz says

      March 7, 2018 at 1:35 pm

      Another hint is James Franco. They were in a movie together in 2016.

  56. RadiantA says

    March 7, 2018 at 1:23 pm

    Definitely Alicia Silverstone but who could the guy be? I’d love it if it was Brendan Fraser: they were so cute together in Blast From The Past and he seems like a really, really nice guy (maybe even nicer than her overbearing crunchiness deserves.) Related item is about her and she fits the bill for classic teen flick and current divorce and having previously worked w Franco. I’m sure there are more clues I’m missing.

  57. ElleLondon says

    March 7, 2018 at 1:23 pm

    Alicia Silverstone but I’m not sure about the actor

  58. Jordan says

    March 7, 2018 at 1:20 pm

    Alicia Silverstone and Drake Bell?

  59. Estrogen says

    March 7, 2018 at 1:16 pm

    Alicia Silverstone

  60. sabrina325 says

    March 7, 2018 at 12:57 pm

    Alicia Silverstone

  61. badgerette85 says

    March 7, 2018 at 12:55 pm

    Alicia Silverstone?

  62. KlaireBear says

    March 7, 2018 at 12:54 pm

    Alicia Silverstone but not sure of the actor.

  63. lentilchips says

    March 7, 2018 at 12:52 pm

    Alicia Silverstone. Dunno who the guy is.

  64. msstrick40 says

    March 7, 2018 at 12:45 pm

    Alicia Silverstone and Benecio Del Toro

    • Laughing1 says

      March 7, 2018 at 8:49 pm

      Ewwwwww!!!

    • EvaDiva says

      March 8, 2018 at 6:51 pm

      I concur. He’s so skeevy.

  65. xXvalentinaXx says

    March 7, 2018 at 12:37 pm

    Actress: Alicia Silverstone
    Actor: No idea
    Clues: Cher said to Tai that she gave Elton a toothache because she’s so sweet in Clueless and ”Clues” is a reference to Clueless itself. And also the candy in the picture being mentioned in the movie? (maybe I’m just reading to much into the clues but it’s my favorite movie :D)

  66. blueskies486 says

    March 7, 2018 at 12:31 pm

    Actress is Alicia Silverstone.

    Clue: The toothache line is from Clueless.

    Actor: No idea

  67. Kingofboggle says

    March 7, 2018 at 12:30 pm

    Alicia Silverstone
    Brendan Fraser

    Positive Alicia is right. Brendan is a total guess

  68. CanaryCry says

    March 7, 2018 at 12:27 pm

    Alicia Silverstone for actress. Not sure about the actor.

    No dream pairings for this item.

  69. MzDBDB says

    March 7, 2018 at 12:22 pm

    Alicia Silverstone?

  70. Delightful says

    March 7, 2018 at 12:20 pm

    Alicia Silverstone?

    • secrets says

      March 8, 2018 at 4:53 pm

      paul rudd & alicia silverstone?

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