Date Smarter. Sexier.

Date Smarter. Sexier.

Welcome to Date Smarter Sexier — the podcast that tells modern dating to take a seat and listen up. Host Andrea LaRosa (communication coach, author, and reformed matchmaker) serves up unfiltered truths on love, lust, and what the hell is going on in your texts. From first dates to situationships, she brings real talk, sharp insight, and the occasional cocktail to help you date with clarity, confidence, and just the right amount of sass.

Episodes

June 11, 2025 36 mins

You planned the outfit. You picked the spot. You even texted your location to a friend. Because dating today isn’t just about finding a connection — it’s about staying safe.

In this gripping episode, Andrea sits down with a Central Coast law enforcement investigator to get real about the hidden risks of modern dating. From chilling stats on sexual assault to the steps you must take to protect yourself, this conversation is your unof...

Listen
Watch
Mark as Played

You’re vibing… and then suddenly, they chew too loudly, say “cool beans,” or text you one too many emojis — and BAM. The ick strikes. But what if it’s not just a silly turnoff? In this episode, we break down what the ick actually is (spoiler: it’s deeper than cringe), when it’s a legit warning sign, and when it might be self-sabotage in disguise. Get ready for some wild real-world ick stories, a little expert insight, and a whole l...

Listen
Watch
Mark as Played

In this part 2 episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa (www.datesmartersexier.com) discusses the symptoms of a basic sex life with her co-host and producer, Canaan (www.canaandewey.com).

Listen
Watch
Mark as Played

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa (www.datesmartersexier.com) discusses every man's favorite topic, his penis and the evolution of the penis, with her co-host and producer, Canaan (www.canaandewey.com) and SPECIAL GUEST Dr. Nathan.

Listen
Watch
Mark as Played

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa (www.datesmartersexier.com) discusses the effects of hook-up culture on dating and relationships with her co-host and producer, Canaan (www.canaandewey.com) and SPECIAL GUEST Gabrielle Rivera Valdón.

Listen
Watch
Mark as Played

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa discuss 'Valentines Day v.s Super Bowl LVII 2023' and which takes priority for couples this year with her co-host and producer, Canaan John Dewey.

Follow:

Andrea www.datesmartersexier.com

Canaan www.canaandewey.com

Send your questions to: datesmarterpodcast@gmail.com

Follow us on IG: @datesmartershow

Facebook Groups: Date Smarter Singles & Date Sm...

Listen
Watch
Mark as Played
May 2, 2025 48 mins

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa (www.datesmartersexier.com) discusses the many, many sexual fetishes that exist with her co-host and producer, Canaan Dewey (www.canaandewey.com).

Listen
Watch
Mark as Played
April 30, 2025 57 mins

Forget chemistry — are you bringing financial baggage to your next first date?

When is the right time to talk money with someone you're dating? And do you really need to have your financial life fully figured out before you start swiping right? In this episode, I sit down with Amy Spandau, financial strategist and founder of Ablaze, to explore the tricky (and often taboo) intersection of love and money. From cash flow to commitm...

Listen
Watch
Mark as Played

In this Season 4 Premiere episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa discusses what she'll be covering this season with her co-host and producer, Canaan John Dewey.

Follow:

Andrea www.datesmartersexier.com

Canaan www.canaandewey.com

Send your questions to: datesmarterpodcast@gmail.com

Follow us on IG: @datesmartershow

Facebook Groups: Date Smarter Singles & Date Smarter Sexier

-

*Episode Sponsored b...

Listen
Watch
Mark as Played

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa is answering your questions about relationships with her co-host and producer, Canaan John Dewey.

Follow:

Andrea www.datesmartersexier.com

Canaan www.canaandewey.com

Send your questions to: datesmarterpodcast@gmail.com

Follow us on IG: @datesmartershow

Facebook Groups: Date Smarter Singles & Date Smarter Sexier

-

*Episode Sponsored by The GENTLEMN C...

Listen
Watch
Mark as Played
April 28, 2025 43 mins

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa discusses why opposites attract with her co-host and producer, Canaan John Dewey.

Follow:

Andrea www.datesmartersexier.com

Canaan www.canaandewey.com

Send your questions to: datesmarterpodcast@gmail.com

Follow us on IG: @datesmartershow

Facebook Groups: Date Smarter Singles & Date Smarter Sexier

-

*Episode Sponsored by The GENTLEMN Company

Listen
Watch
Mark as Played

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa discusses how to set healthy boundaries in a relationship with her co-host and producer, Canaan John Dewey.

Follow:

Andrea www.datesmartersexier.com

Canaan www.canaandewey.com

Send your questions to: datesmarterpodcast@gmail.com

Follow us on IG: @datesmartershow

Facebook Groups: Date Smarter Singles & Date Smarter Sexier

-

*Episode Sponsored by The ...

Listen
Watch
Mark as Played

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa discusses part one of her three part relationship communication series, 'body language' with her co-host and producer, Canaan John Dewey.

Follow:

Andrea www.datesmartersexier.com

Canaan www.canaandewey.com

Send your questions to: datesmarterpodcast@gmail.com

Follow us on IG: @datesmartershow

Facebook Groups: Date Smarter Singles & Date Smarter Sex...

Listen
Watch
Mark as Played

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa discusses part two of the three part relationship communication series, 'listening' with her co-host and producer, Canaan John Dewey.

Follow:

Andrea www.datesmartersexier.com

Canaan www.canaandewey.com

Send your questions to: datesmarterpodcast@gmail.com

Follow us on IG: @datesmartershow

Facebook Groups: Date Smarter Singles & Date Smarter Sexier

-

...

Listen
Watch
Mark as Played

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa discusses part three of the three part relationship communication series, 'speaking' with her co-host and producer, Canaan John Dewey.

Follow:

Andrea www.datesmartersexier.com

Canaan www.canaandewey.com

Send your questions to: datesmarterpodcast@gmail.com

Follow us on IG: @datesmartershow

Facebook Groups: Date Smarter Singles & Date Smarter Sexier

...

Listen
Watch
Mark as Played

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa discusses gift giving and how love language shifts when shifting from dating into a relationship with her co-host and producer, Canaan John Dewey.

Follow:

Andrea www.datesmartersexier.com

Canaan www.canaandewey.com

Send your questions to: datesmarterpodcast@gmail.com

Follow us on IG: @datesmartershow

Facebook Groups: Date Smarter Singles & Date Sm...

Listen
Watch
Mark as Played

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa discusses what could possible be the 6th love laguage with her co-host and producer, Canaan John Dewey.

Follow:

Andrea www.datesmartersexier.com

Canaan www.canaandewey.com

Send your questions to: datesmarterpodcast@gmail.com

Follow us on IG: @datesmartershow

Facebook Groups: Date Smarter Singles & Date Smarter Sexier

-

*Episode Sponsored by The GENT...

Listen
Watch
Mark as Played
April 28, 2025 38 mins

In this episode of "Date Smarter. Sexier.", matchmaker and dating expert, Andrea LaRosa discusses whatever comes to mind about love, sex, dating and relationships with her co-host and producer, Canaan John Dewey.

Follow:

Andrea www.datesmartersexier.com

Canaan www.canaandewey.com

Send your questions to: datesmarterpodcast@gmail.com

Follow us on IG: @datesmartershow

Facebook Groups: Date Smarter Singles & Date Smarter Sexier

-

*Episode ...

Listen
Watch
Mark as Played

Ready to spice up your texting game without crossing any lines? In this sizzling episode, we’re diving into the world of sexting languages, helping you master the art of sending sexy messages that hit just the right note. And guess what? Fan-favorite Canaan is back to share his expert insights on how to know which sexting style works best with your new match. From flirty to fiery, we’re covering it all—so you can keep things hot wi...

Listen
Watch
Mark as Played

Are you confused about where you stand with that special someone? Is it just casual dating, or are you in a real relationship? In this episode, we’re breaking down the difference between relationships and situationships so you can stop second-guessing and start protecting your heart. We dive into the signs to watch out for, how to have those crucial conversations, and ways to avoid getting stuck in a situationship that leaves you h...

Listen
Watch
Mark as Played

Popular Podcasts

    Betrayal Weekly is back for a new season. Every Thursday, Betrayal Weekly shares first-hand accounts of broken trust, shocking deceptions, and the trail of destruction they leave behind. Hosted by Andrea Gunning, this weekly ongoing series digs into real-life stories of betrayal and the aftermath. From stories of double lives to dark discoveries, these are cautionary tales and accounts of resilience against all odds. From the producers of the critically acclaimed Betrayal series, Betrayal Weekly drops new episodes every Thursday. If you would like to share your story, you can reach out to the Betrayal Team by emailing them at betrayalpod@gmail.com and follow us on Instagram at @betrayalpod and @glasspodcasts. Please join our Substack for additional exclusive content, curated book recommendations, and community discussions. Sign up FREE by clicking this link Beyond Betrayal Substack. Join our community dedicated to truth, resilience, and healing. Your voice matters! Be a part of our Betrayal journey on Substack.

    Stuff You Should Know

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

    The Bobby Bones Show

    Listen to 'The Bobby Bones Show' by downloading the daily full replay.

    Crime Junkie

    Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by Audiochuck Media Company.

    The Clay Travis and Buck Sexton Show

    The Clay Travis and Buck Sexton Show. Clay Travis and Buck Sexton tackle the biggest stories in news, politics and current events with intelligence and humor. From the border crisis, to the madness of cancel culture and far-left missteps, Clay and Buck guide listeners through the latest headlines and hot topics with fun and entertaining conversations and opinions.

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2026 iHeartMedia, Inc.

  • Help
  • Privacy Policy
  • Terms of Use
  • AdChoicesAd Choices