Friday, November 14, 2025: Bored Teens; So Bad It’s Good; Heavy Metal Anna!

Friday, November 14, 2025: Bored Teens; So Bad It’s Good; Heavy Metal Anna!

A recent poll found out what most people consider to be the ideal age to live to.  Anna and Chef Plum weigh the pros and cons of a good long life, and come up with their own thoughts!

Are you up to date on this week’s biggest news stories?   Anna and Chef Plum catch you up on the trending news of the day!  Today: a new policy for a retail giant, and a red carpet situation!

It’s challenging enough to be a teen, but especially when you’re bored.  After hearing two stories about damage inflicted by kids, Anna & Chef Plum remember their teen years.

Anna could not stop watching Kim Kardashian’s new tv series, even though she thought it was utterly terrible.  Several other all-time winners (losers?) were brought up for consideration!  

A contestant in the Miss World Chile pageant wowed judges and audiences with her talent segment.  Anna tries her hand (and voice) at the same thing, to Chef Plum’s enjoyment!

Every week Anna and Raven invite a student to report the headlines in Middle Schooler News!  This week Mckenzie joins the show, and Anna and Chef Plum find out what’s going on in the world!!

It’s Mommy’s Margarita Friday!  For all you do, and all you put up with this week, you earned yourself a reward!  What did you do for your Mommy Margarita?!

Pick’em News!  Anna lists three stories that seem almost out of this world, but Chef Plum can only hear about one!

Couples Court – Audrey and Bill’s daughter is a freshman in college. She has started dating a boy that lives in another state and told her parents that she would like to spend Thanksgiving at their house to meet his parents, then she’ll bring her boyfriend home for Christmas. Dad is livid.  He thinks she can’t give up a holiday with her family because she’s been dating a boy for two months – it’s too soon and she’s too young. Mom says that she’s head over heels for the guy and she’ll only be miserable if she’s home, to be happy they’re getting Christmas and let it go. What do you think?

Heads Up!  – Karen has a chance to win a Target gift card just in time for the holidays!  She will team up with Chef Plum in a lightning round of holiday-themed Q&A!

Thursday, November 13, 2025: Thanksgiving Injuries; Kid Questions; TV Appearances!

Thursday, November 13, 2025: Thanksgiving Injuries; Kid Questions; TV Appearances!

In the spirit of more and more grocery chains requiring shopping cart deposits, Anna and guest host Chef Plum consider other potential new rules for stores!

Special guest host Chef Plum, filling in during Raven’s absence, just returned from a work trip to Morocco!  Anna finds out all about his adventures to a Moroccan spice market!

Are you up to date on this week’s biggest news stories?   Anna and Chef Plum catch you up on the trending news of the day!  Today: the shutdown is over!

Each year there are an estimated 350,000 injuries of varying degrees during Thanksgiving!  Anna finds out if Chef Plum, a professional, can name the common household mistakes!

A recent study showed the best way to deter seagulls from stealing food, and Anna & Chef Plum discuss strategies for other animal encounters!

Every week, Producer Justin presents Student Teacher News, where he selects a topic of interest to educate Anna & Raven (and Chef Plum)!  Today: a fond farewell to an everyday object!

Anna found out that kids ask, on average, 42 questions a day, no matter the age!  She and Chef Plum hear all sorts of funny/serious/bizarre questions!

Anna has scoured the internet for Chef Plum’s various TV appearances!  Some are amazing for the best reasons, and some are amazing for other, funnier reasons!  When were you on TV?  What happened?

Couples Court – Darren is upset that his wife, Violet, is constantly on her phone when they’re watching their shows together. They have a few shows that they only watch together and lately, she’s been on her cell phone answering emails and scrolling while they’re watching. He says it’s rude since this is essentially their “date”. She says that he needs to relax, she’s watching too, but she’s just juggling her work emails and sometimes she can scroll simultaneously, it’s no big deal! What do you think? 

Heads Up!  – Irma has a chance to win a Target gift card just in time for the holidays!  She will team up with Chef Plum in a lightning round of holiday pie Q&A!

https://audioboom.com/posts/8805857-thursday-november-13-2025-thanksgiving-injuries-kid-questions-tv-appearances

Wednesday, November 12, 2025: Raven’s Time Off; Falling Asleep; Hitchhikers!

Wednesday, November 12, 2025: Raven’s Time Off; Falling Asleep; Hitchhikers!

Raven announced that he will be out for the next week and a half, and gives Anna the breakdown of his next ten days.

Is there a trigger word or phrase that immediately makes you furious?  Anna can’t stand it when her husband says “we’ll see”, and there are two words that Anna and Raven agree you should never send in a text message!

After Anna heard that Raven needed to get all of his “errands” done before taking his time off, she asked him to detail exactly what those were!

Pick’em News!  Raven gets to choose one of three stories Anna has found to hear all about!  His options are a porto-potty prank gone awry, a wildlife houseguest, and a mom banned from the school pick-up line due to an ad on her car!

What do you do that makes the people around you freak out?  Anna was at a wedding last weekend and kept doing something that made her daughter lose her mind!

Do you have a hell of a story?  If you want to be the storyteller and share your experience with Anna and Raven, go to AnnaAndRaven.com and click on Helluva Story!  Today, Diana tells the story of how she prevented a dog-napping!

Raven goes over all of the last instructions he received to prepare himself for his procedure, and he and Anna discuss downtime and recovery!

What food is impossible to reheat?  Anna had a confrontation with a busboy because she refused to bring home her fries. They never taste the same reheated!  Luckily, Chef Plum has some tips on how to make any reheated food delicious!

Anna was shocked to see a rule about sleeping on the job in her employee handbook, until she remembered that she’s occasionally been guilt of it herself!  Where is the strangest place you’ve ever fallen asleep?

Have you ever given a stranger a ride in your car?  Anna gave someone a lift to a party and proceeded to have one of the most irritating and potentially expensive car rides of her life!

Anna has three more crazy news stories for Raven to choose from!  This time his options are a redundant FDA warning, a crime spree on the most wholesome street in America, or a family brawl over Chinese food!

Couples Court – Brynn and Carson have been dating for three weeks. Brynn is upset that even though they were at an event together, Carson posted pictures of the event on his social media but cropped her out of photos. He said he’s not ready to be social media official. Do you think that’s rude, or is he right?

Can’t Beat Raven – Mark has a chance to win $3200!  Can he take down Raven and claim the cash?

https://embeds.audioboom.com/posts/8805296/embed?v=202301

Show Us Your Signs

Show Us Your Signs

Make a sign about Anna & Raven and hold it up at the Stamford Downtown Parade Spectacular Sunday, November 23 and you could win gift cards for holiday shopping!

Tuesday, November 11, 2025: Can’t Complain; Worst Kid Parties; Oldest Phones!

Tuesday, November 11, 2025: Can’t Complain; Worst Kid Parties; Oldest Phones!

Phone scams are getting more sophisticated every day!  Anna & Raven found a simple way to try to avoid falling for schemes.

Are you up to date on this week’s biggest news stories?  Anna and Raven will get you caught up on what’s trending, including why today is the biggest shopping day worldwide, and also when the best time is to manifest your energy!

What have you wanted to complain about, but knew that you shouldn’t?  Raven received some much needed help at his house,  Anna had some minor travel inconveniences, and the Office Squad weighed in as well!

Anna is hosting a kids’ birthday party soon, and is concerned that she has a bad theme!  She and Raven hear about what the worst types of party are…

With so many updates and new features, it’s hard to keep up with all the latest technology, but Anna & Raven try to find out who has the oldest phone!

After finding some peculiar items in her daughter’s backpack, Anna asked (and found out!) what other oddities have been found in other kids’ backpacks, too!

Couples Court – John and Tracey’s recently-married daughter lives six hours away. She asked them to go to her house for Christmas this year because they want to celebrate at their new home. Dad says they should go; Mom is against it. They have two other children, their spouses, and three grandkids, all at home. They don’t want to travel for the holiday and Mom feels that it’s inappropriate to ditch them for their other daughter who chose to move away. Dad says she’s just punishing their daughter for choosing to move.  What do you think?

Can’t Beat Raven – Michelle has a chance to win $3100!  All she has to do is take down Raven in Veterans Day-themed trivia!

https://audioboom.com/posts/8804878-tuesday-november-11-2025-can-t-complain-worst-kid-parties-oldest-phones

Monday, November 10, 2025: Locker Rooms; Bad Neighbors; Coffee Prices!

Monday, November 10, 2025: Locker Rooms; Bad Neighbors; Coffee Prices!

Can ChatGPT become your new therapist?  A growing trend shows more and more people trying it out, and Anna decided to find out for herself!

A recent poll equated an individual’s attractiveness to the color of their car.  Anna & Raven discuss the appeal of white, black and silver cars (and their drivers)!

Anna was asked by a stranger to help take a locker room “before” picture!  What other unusual things go on in the private space of gym locker rooms?

Anna and Raven think that self-checkout shouldn’t be a thing! Find out why they can’t stand it!

Anna, Rave and Producer Justin tried to go all weekend without their phones! Find out how long they were able to stay disconnected!

A report of an escalating fight between neighbors over a driveway easement sparked a conversation about the best way to handle drama on the block!  Anna & Raven find out what makes good and bad neighbors!

Are you up to date on this week’s biggest news stories?  Anna and Raven will get you caught up on what’s trending, including a terrifying twin mix up!

Pick’em news – Anna picks three crazy news stories, and Raven picks one to talk about.  His options are: Demi Lovato’s questionable criticism of frozen yogurt, a teacher getting charged a small fortune for being a nice guy, and a death metal singer doing something nice for the kids!

With the prices of everything constantly rising, Anna & Raven find out what peoples’ breaking point is regarding one essential daily staple!

Couples Court – Nick’s parents live in Greece and usually travel to stay with them for a week or two around the holidays. This year they’ve notified Nick and his wife, Linda, that they would like to come stay with them for about seven weeks, from Thanksgiving through New Years. Linda thinks it’s too much, they don’t drive, it’s a lot of cooking with her mother-in-law, it’s just too much to have them around the whole time. Nick thinks you can’t say no, they’re so excited to spend time with the kids! What do you think?

Can’t Beat Raven – Lou has a chance to win $3000!  All he has to do is take down Raven in pop culture trivia!

https://audioboom.com/posts/8804295-monday-november-10-2025-locker-rooms-bad-neighbors-coffee-prices

Friday, November 7, 2025: Annoying Songs; Fired Friday; Thinking You’re Getting Proposed!

Friday, November 7, 2025: Annoying Songs; Fired Friday; Thinking You’re Getting Proposed!

Everybody has that one annoying song! So, if you can delete one song from existence, which song would that be?! Anna and Raven share what songs are considered “annoying”!

Lainey Wilson split her pants on stage! But wardrobe malfunctions happen! Anna showed her bra on TV! Listen to some wardrobe malfunctions mishaps! You WON’T believe it!

Fired Friday! Is this a situation where an employee would get fired?! Anna and Raven talk to employees who deal with things where they work! And they have to guess if they got fired or not!

There are sooo many underrated pains such as a hangnail or a scalp pimple! Anna and Raven list the Top 5 Underrated Pains! Which ones made the list?!

People, especially adults, still say outdated phrases! Anna’s husband, Paul, says. “Diddley Squat”! Anna doesn’t know what Raven is even talking about sometimes with his fancy lingo!

Every week Anna and Raven invite a middle school student to participate in Middle Schooler News! They report the headline news, and Anna and Raven comment on it! This week Aubrey joins the show, and Anna and Raven find out what’s going on in the world!

For all you do, and all you put up with this week, you’ve earned yourself a drink! What did you do to earn your Mommy Margarita?!

You think you’re gonna get proposed to! Then when you think it’s happening, it does NOT! Listen to callers share their story when they thought they were going to get the ring! Did a ring come?! Did they ever get married?!

Kelly’s boss asked her to babysit his children one night and she said yes! Her husband, Tucker, thinks it’s a sign of disrespect that he would ask her. Tucker feels like he just assumed Kelly babysits because she’s young (24) and if she wants to prove herself to be a valuable member of the corporate office, then babysitting the boss’s kids isn’t the way to do it. She doesn’t see anything wrong with it and they could always use the extra cash! What do you think?

Amy has a chance to win $2900! All they have to do is answer pop culture questions than Raven in Can’t Beat Raven!

Thursday, November 6, 2025: Contractor Offers; Pantless in Court; Unique Strangers!

Thursday, November 6, 2025: Contractor Offers; Pantless in Court; Unique Strangers!

When is a good time to use your car horn?! Anna and Raven got sooo many calls, they had to bring it back! Callers share when they honk their horn! 

It’s Pick Em’ News! Raven picks one headline to learn about, from Anna, including a factory worker who refuses to return money, a judge STUNNED at a pantless person on a court zoom, and the state of Maine apologizes to people who received “They are dead” hospital letters!

What do you offer to contractors?! Raven is getting ready to have work done at his home! Anna dad’s knows contractors who are working on her patio! And he would grill BBQ for them! Listeners share what they do!

Are you up to date on this week’s biggest news story?! Anna and Raven will get you caught up on the trending news including Hooters filing for Chapter 11 Bankruptcy! Did you know they had 2 owners that changed the trajectory of the restaurant!

It’s time for Student Teacher! Producer Justin will teach Anna and Raven about any topic of his choosing! Today he asks, when is it too early to put up Holiday decorations?! He is the smartest out of all of us (truly)!

More trending news you missed! Anna and Raven will get you caught up on the trending news including Miss Universe 2025 is taking place is Thailand! The director publicly based Miss Mexico, and all the contestants walked out in favor of her! And the 1st Female President of Mexico pressed charges against a random stranger who hugged and kissed her.

Can you come up with a number of best friends you have?! According to scientific research, guess how many it is! Raven has around the answer! But what’s the problem with it?!

Anna’s teenage daughter, Hayden, had a very strange, stranger sit next to her on the train! Who was the most unique stranger you ever sat next to? Was it great, awkward, terrible? Listen to callers share their experience!

Rob can’t stand pyramid schemes and he thinks that his wife, Melanie, is getting involved in one! She has agreed to host a “Stella and Dot” party at their house and her boss (at the company she works for) asked her to invite all her friends. Her boss says that people are looking for holiday gifts and it’ll be fun for everyone, and they’ll get great deals! Rob can’t stand these things and is mad that Melanie agreed to do it at their home with their friends. She argues that it puts her in a better light with her boss and it’s not like anyone is FORCED to buy stuff. It’ll just be a fun girl’s night at the house. He says it’s all wrong and feels unethical. What do you think?

Jody, Denise, and Jen have a chance to win $2800! All they have to do is answer pop culture questions than Raven in Can’t Beat Raven!

Wednesday, November 5, 2025: Cloning Your Dog; PTO Debates; First World Complaints!

Wednesday, November 5, 2025: Cloning Your Dog; PTO Debates; First World Complaints!

Continuing yesterday’s topic of matching tattoos, Ariana Grande and Cynthia Erivo got “For Good” tattoos to their new sequel, “Wicked: For Good”! Anna and Raven talk to more callers about their matching tattoos!

It’s normal to complain about things in life! Raven was upset about his Cotton Candy Grapes and how there could be a spider in them! The Office Squad and callers share what their first world complaint is!

Someone from Gen Z took 10 days off work, and the boss approved it! Anna and Raven talk about how to schedule your time, the difference in millennials, and scenarios!

Are you up to date on this week’s biggest news story? Anna and Raven will get you caught up on the trending news including Tom Brady cloning his dog!

Honking your car horn can be stressful! But you gotta do it for the right reasons! Anna and Raven guess the car horn and talk to listeners about when’s the last time you used the horn and when is it acceptable to do so!

More trending headlines you missed! “Sir” David Beckham has been honored by King Charles for his contribution to England! And a super “beaver” moon is happening tonight 11/5/25! People make “Moon water” to manifest during this time! 

Is it weird for friends you don’t talk to all the time text you recently?! It’s actually related to a dating site! Anna talks about her experience as friends reached out to her!

Joe and Lori’s 15-year-old daughter wants to go to a Demi Lovato concert! Their daughter wants to go with three of her friends by themselves. Mom says they’re too young and she should go with them. Dad says that it’s too expensive to buy her a ticket too, plus, they can just go have dinner and drive them, they’re old enough to go into an arena by themselves. What do you think?

Lenka, Hannah, and Mateo have a chance to win $2700! All they have to do is answer pop culture questions than Raven in Can’t Beat Raven!

Stamford Downtown Parade Spectacular

Stamford Downtown Parade Spectacular

Join Star 99.9 at the Stamford Downtown Parade Spectacular! Anna & Raven and Kevin will be on the Star 99.9 Float with familiar faces from KO Parties – Princess and Character Parties.

Make an Anna & Raven or Star 99.9 sign and if we spot you along the parade route when we pass by on our float you could end up with a gift card from us!

The holiday season will officially kick off in Stamford Downtown on November 23 with the 32nd annual Stamford Downtown Parade Spectacular. The parade is one of the largest of its kind in the country, with giant helium balloons drawing approximately 100,000 spectators annually. This parade is produced and funded by Stamford Downtown Special Services District with generous support from local property owners and businesses.

Planned highlights of the parade include 15 giant balloons including favorites Bumble the Abominable Snowman, Clifford the Big Red Dog, Elmo, Mistletoe the Snowman, Mr. Potato Head, Oscar the Grouch, Peppa Pig, Rudolph the Red-Nosed Reindeer, Shrek, Super Grover, and more to be announced. In addition to the procession’s signature balloons, the streets will be filled with music from the NYPD Emerald Society Pipe & Drum Band, Fairfield County Pipes & Drums and high school marching bands from Westhill, Brentwood, Uniondale and Wyandanch. New to the parade this year are the Pride of Port Chester High School Marching Band, Ballet Folklórico de las Américas (BFAmericas) and the Ballet School of Stamford. Additional fabulous groups include Center Stage Dance Studio, City Center Dance Performing Company, Dance on the DL, Locust Performing Arts Center of Stamford and The Pulse Performing Arts Studio’s nova jazz., fabulous Floats, the Second Company Governor’s Horse Guard, Santa and more! Colin Cosell, Public Address Announcer for the New York Mets and New York Riptide, will return as the parade’s Master of Ceremonies.

The parade is scheduled to begin at noon on Sunday, November 23 at the intersection of Summer Street and Hoyt Street and conclude on Atlantic Street and Federal Street, just a short block from the Stamford Transportation Center served by Metro-North Railroad, Amtrak, and CTtransit. On the eve of the parade, the Point72 Giant Balloon Inflation Party will be held on Saturday, November 22 from 3-6 p.m. at the intersection of Hoyt Street and Summer Street. This pre-parade event has been hosted by Stamford-based Point72 Asset Management since 2014 and allows spectators a behind-the-scenes look at the balloons as they come to life. Music, parade talent, cartoon characters, and Santa will greet and delight spectators.

For more information or to see what’s happening in Stamford Downtown, please visit https://stamford-downtown.com/event/stamford-downtown-parade-spectacular/ or follow @stamforddowntown.

About Stamford Downtown Special Services District:

Stamford Downtown Special Services District is responsible for creating, managing and promoting a quality environment for people, which enhances the economic vitality of Stamford Downtown.

www.stamford-downtown.com