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Ep. 9 - In this episode, we’re getting raw, funny, and real about what it’s like to date a single mom—from the early awkward stages to building a blended family that actually works. Kaylee and her boyfriend Seth sit down for a vulnerable conversation about dating after heartbreak, breaking the “used goods” stigma, and what it takes to show up for kids who aren’t biologically yours. From single mom guilt to dad jokes and “jungle time,” this one’s packed with laughter, truth bombs, and heartfelt advice for anyone navigating love with a little extra chaos.
We cover:
This episode is for you if:
FOLLOW KAYLEE:
https://www.instagram.com/kay.lee.lou/📍 Episode Chapters & Timestamps
00:00 – Intro chaos, laughs, and awkward mic moments
01:00 – Finding out she was pregnant young + dealing with a toxic relationship
03:46 – Pregnancy stress, morning sickness, and single mom strength
05:21 – Andre as a baby: Lightning McQueen & toddler cuteness
06:30 – Living with parents, losing friends, and mom life at 21
07:45 – The newborn fog and dating again (with a little drama)
09:00 – “Used goods” stigma & dating fears as a new single mom
10:05 – Guys reacting to dating a mom & why it freaks some out
11:34 – Primal fears, paternity issues, and caveman-level jealousy
12:05 – Seth’s first time meeting Andre (and why Taco Bell saved the day)
13:50 – Why Seth didn’t care the kids weren’t biologically his
14:26 – Kaylee’s “no dating guys with kids” rule—and why she made it
16:00 – How step-parenting works when your partner has your back
17:50 – The turning point: respect, trust, and building family roles
19:23 – “We knew each other more than just two dates, y’all…”
20:06 – The fully developed brain test: What women really want
21:04 – Realizing men actually want families too
22:00 – The almost-crossed-paths story & banking together during Covid
23:13 – Seth’s advice to men: If you’re not committed, don’t waste her time
24:10 – Why Christmas is better with kids & making your own magic
25:28 – Moms: don’t lower your standards just because you have kids
26:25 – A message to all the meatheads: kids notice everything
27:01 – Final Q: What’s the best part of dating a hot mom?
27:20 – “When the jungle starts playing…” 🐆🔥
By Kaylee GutierrezEp. 9 - In this episode, we’re getting raw, funny, and real about what it’s like to date a single mom—from the early awkward stages to building a blended family that actually works. Kaylee and her boyfriend Seth sit down for a vulnerable conversation about dating after heartbreak, breaking the “used goods” stigma, and what it takes to show up for kids who aren’t biologically yours. From single mom guilt to dad jokes and “jungle time,” this one’s packed with laughter, truth bombs, and heartfelt advice for anyone navigating love with a little extra chaos.
We cover:
This episode is for you if:
FOLLOW KAYLEE:
https://www.instagram.com/kay.lee.lou/📍 Episode Chapters & Timestamps
00:00 – Intro chaos, laughs, and awkward mic moments
01:00 – Finding out she was pregnant young + dealing with a toxic relationship
03:46 – Pregnancy stress, morning sickness, and single mom strength
05:21 – Andre as a baby: Lightning McQueen & toddler cuteness
06:30 – Living with parents, losing friends, and mom life at 21
07:45 – The newborn fog and dating again (with a little drama)
09:00 – “Used goods” stigma & dating fears as a new single mom
10:05 – Guys reacting to dating a mom & why it freaks some out
11:34 – Primal fears, paternity issues, and caveman-level jealousy
12:05 – Seth’s first time meeting Andre (and why Taco Bell saved the day)
13:50 – Why Seth didn’t care the kids weren’t biologically his
14:26 – Kaylee’s “no dating guys with kids” rule—and why she made it
16:00 – How step-parenting works when your partner has your back
17:50 – The turning point: respect, trust, and building family roles
19:23 – “We knew each other more than just two dates, y’all…”
20:06 – The fully developed brain test: What women really want
21:04 – Realizing men actually want families too
22:00 – The almost-crossed-paths story & banking together during Covid
23:13 – Seth’s advice to men: If you’re not committed, don’t waste her time
24:10 – Why Christmas is better with kids & making your own magic
25:28 – Moms: don’t lower your standards just because you have kids
26:25 – A message to all the meatheads: kids notice everything
27:01 – Final Q: What’s the best part of dating a hot mom?
27:20 – “When the jungle starts playing…” 🐆🔥