The Wonderful World of Disney (TV Series) Mr. Headmistress (1998) User Reviews

Preposterous and occasionally grating - but it grows on you

[nroumel · 6/10 · 9 November 2001]

After overcoming the falsetto voice of Harland Williams (as a woman), which comes off like chalk on a blackboard, one must also make a huge leap of faith -

* To believe that a student would be unpunished for repeatedly assaulting school administrators, but expelled for having a portable TV;

* To believe that gun-toting bandits would not torture their captive with anything more a feather (for tickling his foot);

* To believe that these same gun-toting bandits would be unaware that an entire girls' field hockey team is in the same room, until they thwart them with repeated slap shots;

* To believe that when a school community learns that their headmistress is a male, a convicted felon, someone who has betrayed them, conned them, and tried to steal a $500,000 donation - that they register no surprise and beg him to stay.

The movie did have some funny lines and direction. Williams is amusing, and Shawna Waldron successfully pulls off a transition from a bratty, spoiled prep school girl to a sympathetic young woman by movie's end.

This one's for the kids!

[i_ate_your_tots · 14 December 2000]

Well, yes, it's corny and silly, but cute too. Harland plays a pretty convincing woman. And Katy plays a pretty convincing pain in the ass =) But overall it's a cute movie. If you have little kids, then rent it. If you're 30 and single and have no life, rent it. If you have an open mind and a HUGE VAST sense of humour, go for it! Other then that, you may find it corny and stupid.

Funny Movie From The Wonderful World of Disney

[lisafordeay · 7/10 · 31 July 2022]

Mr Headmistress is a 1998 comedy starring Dumb and Dumber's Harland Williams,Shawna Waldron,Duane Martin,Kathy Segal and Janet Wright.

A con-man named Tucker(Williams) escapes prison and is chased by 2 men who want him. However when Tucker gets a chance encounter with a snobby woman at a train,he decides to disguise himself as her who we later find out is actually a headmistress for an all girls school.

Will the lead headmistress Ms Harriet Magnum(Segel) discover Tucker in disguise at the all girls school which will cause the 2 men to find Tucker.

Overall this was a funny movie with a very familiar plot(think Tootise meets Big Mommas House 3).

If you haven't seen it do try and track it down(I haven't seen it in over 20 years and thought it was a fever dream I had). I'm glad I saw it again.

Love this movie since i was a kid

[melissaksd-03387 · 8/10 · 24 February 2021]

Im 31 now and i still love this movie. Its got mystery, suspense, comedy and fun story for the whole family

Funny story with a heart and great messages

[inkblot11 · 6 February 2007]

Tucker is a conman and recent prisoner, now on parole. He still owes money to the bad guys, however, and needs to find a place to lay low. As luck would have it, a well-to-do girls boarding school is waiting for the arrival of their new headmistress. Tucker sees an opportunity and he takes it. Suddenly, he's dressed like a woman and stepping into the role of leader at the school. It works. Everyone is fooled. And, what's even more wonderful, a wealthy school patron will write out a big check to the headmistress if the girls' grades go up and if they can defeat a rival school's field hockey team. With dollar signs in front of his eyes, can the new lady in learning motivate the girls? We've all seen Tootsie and now we have Tucker. The delightful star of this film does very well in his new role as an educator and as a laugh-a-minute lady. The rest of the cast is fine, as are the costumes and production values. If you have a desire to sit your family down to a nice little comic movie, don't overlook this one. It has some good laughs and great messages to teach us all.

Lost gem

[itsabacus2009 · 10/10 · 21 February 2022]

Made for TV movie or not, this movie is top notch and deserves better, quite frankly. Harland is simply amazing in this film. The jokes are fresh and the acting is great! Plus Katey Segal is in it!

This movie will make you laugh and think about life.

[sroby989 · 12 November 2002]

Starring one of the funniest people alive Tucker gets in a bad deal with some Typical Italian Mobsters. In an effort to get away he ends up beating an old woman to get to safety (be honest who hasn't once or twice?). Then posing as the headmistress of an all girl school he turns things upside down for everybody, but especially himself or should I say herself? Watch out when Tucker gets caught by the mob and promises all the reward money that the school would receive if the girls can manage to put their differences aside and work as a team. What will Tucker do, will he get off Scott free you'll have to find out by watching this movie. If you're like me and are far too cheap to go rent the movie then wait for Disney Channel to play it. It's worth the wait trust me on this one. I thought it was great David Day thought it was the best movie ever. If you like this then check out Gary and Mike. That is perfection in it's finest.