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Singles in the City

by Singles in the City

Two single roomies come bring you in on their daily conversations about relationships, love, dating, breakups, hookups, sex, and of course being single in Chicago

From the show's RSS feed, refreshed Jan 22, 2025. Source feed.

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Episodes

  1. The Final Episode

    Thank you to everyone who has listened, all of our special guests, and our friends and family who have been supportive of this exciting journey.

  2. Meet Gianna's Boyfriend

    This is our last episode of Singles in the City with a GUEST!! Today Gianna and Geo are joined with Gianna's boyfriend, Chris. In this episode we ask Chris his opinions on our podcast, what it's like dating Gianna, what he's learned from their relationship, his perspective on what it's like being...

  3. Parents Influence Your Adult Lives

    For this episode Gianna and Geo wanted to talk about their parents and family. They discussed how much of an impact their relationships with their mom and dad have on their independency and forms of affection. They also talk about generational trauma and how they have come to terms with it thanks...

  4. Topics Around Pregnancy

    This week is a much needed episode where the singles discuss different topics around pregnancy *while Gianna is sick with covid :(* Geo and Gianna start off sharing their birth stories, doula work, discussing gender affirmation language during pregnancy, adoption and surrogacy for LGBTQ couples,...

  5. High School Boyfriends vs her College Boyfriend with Elizabeth

    This week Geo and Gianna talked to Geo’s bestie from high school, Elizabeth! She chats about four boys from high school who have crafted her experience on boys and how her current boyfriend that she met in college is the complete opposite. She has been a long overdue guest and the singles were so...

  6. Number 69

    Welcome to our 69th episode!!! In honor of this legendary number, Geo and Gianna decided to about sex! They discuss their experience with 69, their favorite sex positions, the things they like to hear during sex, the sex toys they have, and many other things! Shout out to everyone who has stuck...

  7. When and Why You Should Contact Your Ex

    Hey, sexies! This week we talk all about our experiences with contacting our exes. When is the right time? And what reasons are there to contact your ex? While discussing very similar experiences (spoiler alert: both of our exes liked the theatre) we also talk about contacting your ex while…

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  8. Age Differences & Sex in Older Populations

    Gianna and Geo are back from their Spring break and are ready to catch you up on their life! In addition to some basic life updates, the singles talk about an interesting movie they had watched recently and how it inspired this week's episode topic. Get ready to hear about age differences and…

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  9. Single in New York City

    This week we talk to a single from New York City! This guest gives us all the dirt on dating in the big apple. She tells us a story on how she picked up a man at her job and her beliefs on loving yourself before dating. She also tells us her expectations for the queer night life in Chicago and...

  10. Can We All Be Friends?

    This week the singles talk about the intermingling between their friends and their partner. Should they also be friends? Should they not? Gianna and Geo share their opinions about this and refer to Gianna's relationship as an example. Let us know if you relate to this episode at all and what your...

  11. Polyamory or an Open Relationship?

    In this week's episode Gianna and Geo discuss polygamy and open relationships. They talk about the differences between the two and what the pros and cons are to each. Gianna discusses a friend who is in an open relationship. Geo explains his interpretation on polygamy. They both question whether…

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  12. All Things Slutty!

    This week Geo and Gianna are back, and they talk about what makes someone a slut, what slut shaming is and if it's real, and how the origins of slut shaming have impacted their lives today. It's time for us to take back the term and provide a positive spin!

  13. Sexual Health with Brittney

    We hope you had a lovely Valentine's Day! Whether you spent it with your partner, a hook up, friends, family, or by yourself (which is a-okay)! We wanted to focus on sexual health this week and motivate people to get tested for STI’s while providing resources! This week we chatted with Brittney…

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  14. A Story of Perseverance with a Special Guest, Part Two

    Welcome to part two with our special guest. Our guest dives into why they broke up with their first college boyfriend. They share methods of coping and open up about their mental illness. There is a trigger warning for this episode because our guest gets real vulnerable with us. On the flip side,...

  15. A Story of Perseverance with a Special Guest, Part One

    Happy 60th episode of Singles in the City!!! For this special episode, the singles decided to interview a good friend of theirs. This guest gets really deep on all aspects of their life starting all the way back to high school and the situationships they've endured, strict parents, college, first...

  16. The Ultimate Breakup Guide

    Hey besties, this week we talk about breaking up! We share our own break up stories. What would you do if you found out your partner was cheating on you? We give tips on what to say when you want to break up with someone you aren't in love with anymore. We also chat about breaking up due to...

  17. The Settling Debate

    In this unique episode Geo and Gianna talk about the idea of settling, how Geo is currently relating to this topic in his personal life, and why the phrase, “never settle for less” is problematic.

  18. Tell Me Your Sexual Fantasy

    In this week's episode, Gianna and Geo tackle sexual fantasies. What is a sexual fantasy? They chat about sexual fantasies they have and which fantasies they have already done. Throughout the episode they discover new fantasies they want to explore. They also give advice on how to bring up a…

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  19. Our New Year Goals

    Happy New Year!! For their first episode of 2022 Geo and Gianna wanted to share their new year goals/resolutions. They also discuss updates in their personal lives from cancelled flights, school, new relationships, and Christmas presents. Share your new years goals with us and follow us on...

  20. Dating Within Your Culture

    In this week’s episode Gianna and Geo talk about dating within their own cultures. What troubles would they face? Is it something they look for in someone? Would you date someone with the same cultural background as you? Let the singles know!

  21. How to Flirt Part 2

    This week is a redemption episode as Geo and Gianna try once again to give advice on how to flirt in a variety of scenarios. They talk about flirting online, with strangers in a club, with strangers in the general public, and flirting on the first date. They also discuss updates on their dating...

  22. Crazy Exes and a Husband with Jaffane

    Happy Thanksgiving!! In this week’s episode the singles talk to Geo’s oldest sister Jaffane! She talks about her relationship history before meeting her husband. She also talks on how she met her husband and how they’ve been making it work for the last 9 years!

  23. The Importance of Consent

    Join the Singles in the City as they talk about consent! What means yes? What means no? How do we ask for consent? What do we need consent for? Gianna and Geo try their best at explaining consent and stories that have helped them learn.

  24. Unique Dating Perspectives with Chris

    This week the singles talk with Gianna's lifelong friend, Christian! They talk about his relationship history, his opinions about dating and dating apps, what he wants in a partner, and lessons he has learned. The conversations brings up the idea of what it means to be Demisexual. Enjoy!

  25. Marriage: I do or I don’t

    This week’s episode is all about marriage! What are our views? Do we want to get married? Have our parents influenced how we think? Have a different opinion then us? Let us know!

  26. Spooky Chats

    Wanna hear something scary? We didn't edit this episode. This week, we wanted to get into the spooky season by getting high and talking all things spooky. 👻🎃🕷

  27. How to Celebrate Anniversaries

    This week Geo and Gianna discuss the unsaid rules of how to celebrate anniversaries in relationships and reflect on how they celebrated anniversaries in their previous relationships and how their outlook has changed. Which ones should be celebrated? How should they be celebrated? What are the...

  28. Have “The Talk” With Your Kids

    In this week’s episode we talk about parenting. Specifically teaching kids about sex, puberty, hormones, and everything in between. Geo and Gianna talk about how they feel about parents giving the talk to kids and what exactly parents should inform their kids about.

  29. The Do’s and Dont’s of Nudes

    Have you ever sent a nude? Have you ever received a nude? So have we!! This week Geo and Gianna discuss the do's and don'ts when it comes to sending nudes and receiving nudes. This is a very important, but fun episode, so let us know what you think! Do you have any nude horror stories?

  30. Body Image During Sex

    In this week’s episode, Gianna and Geo talk about body image during sex. They chat about what they’re insecure about, if they’ve ever been turned off by someone’s body, and how to feel comfortable in your own skin during sex.

  31. HAPPY ONE YEAR!!!

    Singles in the City is a year old!!! Join Geo and Gianna this week as they reflect on their experiences from the past year and what they have learned. They wrap up the episode with a current update on their lives. Thank you for supporting!!

  32. The Chronicle Tales of Gabi

    In this week’s episode the singles talk to Gabi, one of Geo’s best friends from high school, and learn about her coming of age story before heading off to college. We learn about her first time, her experience dating women, and how she’s able to determine whether somebody goes “goofy” or “silly”.

  33. Yes! No! Maybe?

    Would you be down to give a foot massage to a partner? How about showering with someone after sex? Are you okay with bondage? This week Geo and Gianna tell you whether or not they would do these things and they talk about many other kinks! They have used a list of possible pleasurable things to…

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  34. Is That Cheating?

    This week the singles join each other over a zoom call from their hometowns and talk about cheating. Have they ever cheated? Have they been cheated on? They also discuss what exactly they consider cheating and ways to avoid miscommunication in a relationship. Enjoy!

  35. He Likes Me, He Likes Me Not

    Everyone better listen up this week!! The singles discuss some signs that the person you're talking to likes or doesn't like you. We speak from personal experience and share some things we do when we like someone and things we do when we don't like someone. Don't ignore these red flags and go…

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  36. Fetishes in Porn

    In this week's episode, the singles talk about fetishes in porn. They discuss the racial categories porn sites offer, asking for consent while acting out fetishes during sex, what fetishes they are into, and sex therapy.

  37. The Successes of Big Mike From Tik Tok

    This week the singles got the amazing opportunity to talk with Mike! He is a content creator on Tik Tok with big things coming his way. He gets in detail with us about what kind of content he creates and why, we learn about the struggles he's faced along the way, he talks about his relationship...

  38. When To Say "I Love You"

    In this week's episode, the singles give you their updates after a fun night out but their most important news is that they're sick. They apologize for how gross and disgusting they sound in this episode. They also discuss when to say "I love you" when you're in a relationship. They give...

  39. Meet Kate, the Dating App Legend

    Join the singles this week for some very surprising updates in their dating life and a discussion with Geo's college friend, Kate! This week we talk about Kate's experience on dating apps, the pros and cons, what she's learned along the way, and she shares a story about the man she met while in...

  40. How To Have a Hot Girl Summer

    "Being a Hot Girl means being unapologetically YOU" - Megan Thee Stallion. This week the singles give advice on how to have a hot girl summer. Always say yes to plans, eat whatever you want to eat, dress in whatever makes you feel sexy and confident, never wait on anybody to do what you want, and...

  41. Advocating for Trans Rights on Tik Tok with Anz

    This week the singles had the pleasure of talking to Anz! Anz is a recent high school graduate that shares her story as a trans woman of color. She describes her many successes from Tik Tok, attending college, and advocating for LGBTQIA rights. She is a very inspirational woman and we hope you...

  42. Finding Out You're the Other Person

    This week the singles talk about their experiences of being the other woman and the other man. After sharing stories, the singles realize they share similar experiences. Gianna and Geo give advice on how to deal with the situation, if you should tell their partner they're cheating on them, and…

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  43. Talking to a Young Retired Pornstar

    Join the singles this week as they talk to a man that Gianna matched with on Hinge a few months ago, and also happens to be a retired pornstar. He divulges the juicy details about what it's like to create a porn film, who he's filmed with, the craziest request he's completed for money, what it's...

  44. Season 3 Premiere!

    For the season three premiere, the singles give you a romantic and steamy update on their lives and what exactly they've been up to the last three weeks! Gianna talks about her date and how that relationship is going and Geo talks about his date and what they did afterward. The singles also...

  45. our most vulnerable episode...

    "whatever the fuck" is the quote to describe this episode. To wrap up season 2, Geo and Gianna talk about the fears they have about getting in a relationship and try to figure out the real reason as to why they're single.

  46. The Wild Story of a Young Mom with Laynie

    This week the singles had the chance to talk to Laynie! She tells the singles her story of when she found out she was pregnant and how she told her partner and parents. She also explains how intense it was to give birth right before quarantine happened and the serious medical emergency her…

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  47. Our Introduction to Porn

    The singles finally discuss their most requested topic, porn!! The topic of porn is going to be consistent conversation, so this episode is just an introduction. Geo and Gianna discuss how they were first exposed to porn, their relationship with porn as a kid, and their relationship with porn now.

  48. Knowing What You Want In Every Aspect of Your Life with Eli

    This week the singles had the honor of talking to Eli! Eli is a successful business owner and has two relationships under his belt. He talks about what went wrong with his relationships and the lessons he learned. His experience being openly gay in the south is also discussed and compared to his...

  49. Let's Debate! Can you be Friends with Your Ex?

    Thank you for over 1K listens! The singles are back with another debate! This time they debate whether or not it's possible to be friends with an ex. Who do you agree with? Let us know your thoughts!

  50. Healing From Toxic Relationships with Betty

    Join the singles this week as they chat with Betty! Betty talks about her toxic relationship that lasted three years, how the break up went, what she did to get out of her depressive episode, and how she motivates and loves herself today.

About this show

Two single roomies come bring you in on their daily conversations about relationships, love, dating, breakups, hookups, sex, and of course being single in Chicago

Hosted by

Singles in the City

Frequently asked questions

How many episodes does Singles in the City have?

Singles in the City has 75 episodes on PodParley. The most recent episode was published on June 2, 2022.

What is Singles in the City about?

Two single roomies come bring you in on their daily conversations about relationships, love, dating, breakups, hookups, sex, and of course being single in Chicago

How often does Singles in the City release new episodes?

Singles in the City publishes weekly, based on its 75 episodes since September 2020.

Who hosts Singles in the City?

Singles in the City is created and hosted by Singles in the City.
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