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 Error95 Joke Program
This free demo program is a must-have gag for pranksters. Error95 generates customizable fake error messages for Windows 95/98 and NT. Drive your computer buddies crazy! If you want more power and more errors, you can order the full version. (For Windows).
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 Giggleville.com
Having a rough day? Click over to this humor site for a load of hilarious jokes. Topics include computers, family, men, blonde jokes, lawyer jokes and more. There's also a free joke newsletter you can sign up for.
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FreeFunny.com
Need a laugh? This fun site offers a charming collection of jokes and cartoons. There's a search engine so you can find the joke topic you're looking for.
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Virtual Insults
Here, the fine art of insults is personified. There's someone out there who's annoying you and you want to tell them what you REALLY think. Virtual Insults has got what you need. You won't find any sappy "I love you" Hallmark sentiments here. You can send someone a witty (or not so witty) insult, complete with sound effects (such as a toilet flushing, etc.) Perfect for all "occasions."
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CollegeJokes.com
Looking for some laughs? Here's a hilarious site that offers a free comedy newsletter, featuring jokes comic sketches, on e-liners and funny college stories.
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 NeoPets
This unique, free service lets you design your online virtual pet. Once you've created a virtual pet here, you can participate in a variety of activities with them: play games, chat and win prizes.
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Cursor Fun
Here's a fun, freeware program that randomly changes the appearance of the mouse cursor. It allows you to choose which cursor to change, what type of cursor to change it to, and how often you'd like to swap the cursor. Cursor Fun is great for playing a trick on an unsuspecting user, or for those who get bored easily with their desktop. 160 kilobytes. (For Windows 98/95/NT).
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Bad Day prank
Drive your colleagues and co-workers crazy with this freeware prank program. "Bad Day" turns your Windows desktop upside down. (Pressing "Escape" will restore the desktop to normal). (4 kilobytes). For Windows 98/95 and 3.1.
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Fart Machine
Here's a completely useless freeware program that offers rude noises "for your listening pleasure." Install the Fart Machine, open the program from your start menu, and simply double click on the rude sound that you want to hear. From the wacky guys at Wavhounds.com. (For Windows 95/98).
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HeadAche
This freeware prank program lives up to its name. That is: it'll definitely give you a headache. Be sure to view the disclaimer before viewing. You may also send HeadAche as a postcard. (115 kilobytes). For Windows 98/95/NT.
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BarEyes
Put a pair of animated eyes on your Windows 95 tray. These eyes follow your cursor around; wink and even sleep. Not the most useful program around but a lot of fun.
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Black Screen
This free program will cause your victims' screen to go black or capture the desktop & display a bitmap image. The victim of your prank will then be unable to close the screen without a password. Black Screen can be used as a joke gag or for security purposes. Here's the home page. (For Windows 95/98).
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Fake Format
Drive your friends(?) insane with this cruel prank program. Fake Format is a free "utility" that when executed, gives the appearance that your hard drive is being formated. Your victim will be unable to stop or close this clever, realistic program. It even creates hard drive noise while it is "formatting." (For Windows 95/98). - Check out TheFreeSite.com's collection of other fun freeware prank and gag programs here.
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Random Wallpaper Changer
This free utility randomly switches your Windows desktop wallpaper at any interval that you select. It's a "stealth" program (meaning that it can't be detected). Good either as a prank or if you'd just like to have a new wallpaper automatically displayed, from time to time. (For Windows 95/98).
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The Finger Prank
Launch this free prank program on your unsuspecting victim and watch their reaction when the Windows cursor changes to a rude gesture that involves the middle finger! By default, this program will switch the standard cursor to a finger every five seconds, but you can configure how often the cursor will change. (For Windows 98/95). 142 kilobytes.
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Fun Freebies