Unreliable Boyfriends & Unexpected Proposals

Episode of Call Her Daddy · September 27, 2026 · 45 min

Alex Cooper answers listener questions on friendship betrayal, overpromising boyfriends, flirtatious partners, long-distance visits, anger, long sex sessions, and surprise proposals.

Summary

In this solo "Sunday session" episode of Call Her Daddy, Alex Cooper opened by recounting a chaotic college morning in South Boston, contrasting her former party-filled Saturdays with her current, more wholesome life while pregnant.

Cooper then answered listener questions. She advised giving a gossiping friend a second chance if the betrayal was a one-time lapse, encouraged raising a boyfriend's habit of overpromising plans, and argued that a partner whose charm reads as flirting should change his behavior rather than defend it as personality. Drawing on her own experiences flying to visit men, including a disastrous trip to see a hockey player in New York City, she recommended extensive FaceTime conversations and persistent invitations before traveling to see a crush.

On more serious questions, Cooper urged a listener whose boyfriend had a frightening outburst over a lost watch to trust her instincts, raise it carefully, and confide in a friend. She suggested humor for addressing a partner whose sex sessions last two to three hours. Finally, for a listener proposed to before the couple had moved in together, Cooper argued for cohabitation before marriage and defended long engagements against social pressure.

Chapters

0:00
Sunday session opener and Southie story
Cooper recalls a college morning stranded in South Boston and reflects on how her weekends have changed in her 30s and pregnancy.
6:01
Friendship betrayal and second chances
Cooper advises a listener whose best friend shared a confidence to give the friendship another chance with honest conversation.
9:41
The overpromising boyfriend
Cooper says a partner who repeatedly cancels planned dates should be confronted gently, as follow-through builds a relationship's foundation.
14:04
A partner who flirts with everyone
Cooper argues that intent matters less than impact and that defensiveness about flirting is a red flag.
17:37
Flying to visit a crush
Cooper shares tips and a disastrous personal story about traveling to meet a man in New York City.
25:04
A boyfriend's frightening temper
Cooper urges a listener to trust her gut after her boyfriend's violent outburst over a lost watch.
30:52
When he lasts too long
Cooper suggests using humor to tell a partner that two-to-three-hour sex sessions are too long.
34:26
An unexpected proposal
Cooper advises a listener proposed to before moving in to slow down, cohabit first, and embrace a long engagement.
43:54
Sign-off
Cooper wraps up the episode and wishes listeners a good week.

Key points

What was said, by whom, with the exact words. Timestamps jump to the moment.

Alex Cooper
Cooper contends that people in their teens through 30s are self-involved, so gossip often reflects thoughtlessness rather than malice.
“we are so self-involved in those years we are trying to figure out our lives we're trying to figure out our situation”
Listen from 7:15 · Friendship betrayal
Alex Cooper
Cooper argues that a friend who shared a secret once should get a second chance, but repeat offenses warrant ending the friendship.
“It was a strike on her report card. And if she does it again, she fails and she's out”
Listen from 8:28 · Friendship betrayal
Alex Cooper
Cooper argues that a habit of overpromising and not following through is not a trait one wants in a husband.
“that is not a characteristic that you want in a husband”
Listen from 11:41 · Marriage and long-term partnership
Alex Cooper
Cooper argues that a partner who comes across as flirtatious to others must correct the behavior regardless of intent.
“if enough people, the general consensus in the room is your boyfriend is coming off like that, then he needs to correct himself”
Listen from 12:49 · Flirting in committed relationships
Linked moment · 15:16Skip to 15:16 using a listen link in the info box.
Alex Cooper
Cooper says that if a partner's immediate response to concerns about flirting isn't apology and change, it is a red flag.
“The immediate answer should be, I will change immediately, I'm so sorry. And if it's not that, it's a red flag”
Listen from 15:16 · Flirting in committed relationships
Alex Cooper
Cooper recommends lots of phone and FaceTime conversations, including comfortable silences, before flying to visit someone.
“I found that the amount of time that I spent talking to them prior to getting on the plane allowed me to feel way more comfortable”
Listen from 17:37 · Long-distance dating
Alex Cooper
Cooper advises declining a first invitation to see whether the person persistently follows up.
“I never just like jumped at the first invite, right? I wanted to actually know like this motherfucker actually wants me on that plane”
Listen from 17:37 · Long-distance dating
Alex Cooper
Cooper recounts traveling to New York City to visit a hockey player who was at a bar when she arrived and treated her poorly.
“I got into his apartment eventually and he was a certifiable asshole. I felt so uncomfortable the whole time”
Listen from 22:21 · Long-distance dating
Alex Cooper
Cooper believes the six-to-eight month mark of a relationship is when a partner's true self tends to emerge.
“when you hit that six to eight months, I feel like you really start to see who someone is”
Listen from 23:33 · Anger in relationships
Alex Cooper
Cooper argues that men who act aggressively in such a way have usually done so before and will likely do so again.
“Men that are aggressive like that, that is not the first time they've done it and it's not the last time they're going to do it”
Listen from 26:12 · Anger in relationships
Alex Cooper
Cooper recommends telling a trusted friend about a partner's frightening behavior so they can help keep one accountable.
“having one friend that you can tell that you're like, I'm just putting this on your radar”
Listen from 28:28 · Anger in relationships
Alex Cooper
Cooper says conversations about sex are only as uncomfortable as one makes them and suggests approaching them with humor.
“conversations around sex, and I've always said this on Call Her Daddy, they can be really uncomfortable if you make them”
Listen from 32:00 · Sexual compatibility
Alex Cooper
Cooper states her personal belief that couples should live together before getting married.
“I just personally believe that you should live with someone before you get married to them. That is my personal opinion for myself”
Listen from 34:26 · Cohabitation before marriage
Alex Cooper
Cooper argues that living together is an early indicator of whether a couple will succeed in marriage.
“the first step that is an easy telltale of if you're gonna be successful together is if oh how is living together right”
Listen from 35:41 · Cohabitation before marriage
Alex Cooper
Cooper warns that couples can get caught up in the festivities of engagement and weddings without doing the actual relationship work.
“sometimes people get wrapped up in all of the big festivities that come with the trajectory to marriage”
Listen from 36:55 · Marriage and long-term partnership
Alex Cooper
Cooper advocates long engagements and dismisses social pressure to marry quickly.
“my biggest advice is, you guys, a long engagement is not a bad thing”
Listen from 39:03 · Marriage and long-term partnership

People

In the conversation

Alex CooperAmerican podcaster and media entrepreneur, host of Call Her Daddy

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From the publisher

This week, Alex talks about the pressure to rush a relationship just to hit the next milestone and what to do when your partner proposes before you’re ready. She also gets into dating someone who overpromises, dealing with a significant other who flirts with everyone, and even what to do when he lasts a little too long... Plus, Alex talks about navigating friendship fallouts and when it’s worth getting on a plane to visit a crush. Enjoy!

Summary, chapters and key points were generated from the episode transcript on October 31, 2026. Quotes are checked word for word against the transcript.

Categories: Relationships·Comedy