122: Charlotte McKinney Snuck To Miami-Told Parents Shes Babysitting | The Wayback with Ryan Sickler #122

Summary

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The Wayback with Ryan Sickler

Episode 122: Charlotte McKinney Snuck To Miami—Told Parents She’s Babysitting
Original Air Date: April 30, 2026
Guest: Charlotte McKinney

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Episode Overview

In this nostalgic and candid episode, Ryan Sickler welcomes model and actress Charlotte McKinney back to take a wild ride through her formative years. The conversation delves into Charlotte’s mischievous teenage exploits—from throwing epic house parties and sneaking off to Miami nightclubs, to growing up between the Bahamas and Orlando, Florida. Both guests share hilarious and revealing stories about family life, high school rebellion, and finding themselves in awkward and memorable situations. The tone is breezy, open, and full of laughter, offering a fun time capsule of youthful memories.

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Key Discussion Points & Insights

Family Cars, Childhood Games, and Young Romance

• Vintage Car Nostalgia (03:00)
  Charlotte’s mom drove a 90's Mercedes wagon, sparking memories of family trips and backseat games.
  • She and her sister played "sweet and sour":
    “You’d wave [at other drivers] and if they waved back, they were sweet, and if they didn’t, they were sour.” – Charlotte (03:31)
  • Charlotte recounts her “first kiss” as a kindergartner:
    “I think I pushed him down and just started kissing him while my mom was driving.” – Charlotte (04:03)

Growing Up Bi-Cultural: Bahamas and Orlando

• Family Vacations (04:31)
  Her dad is from the Bahamas, so the family went there nearly every summer for weeks at a time.
  • “It was always the Bahamas over Canada.” (05:18)
• Mom’s Side: Canadian family from Windsor, but not many trips there.

School Life & Early Interests

• High School Experience (05:30)
  • Attended Boone High School in Orlando (“Home of the Braves”).
  • “I really didn’t show up very often... I was running out of this place a lot.” – Charlotte (05:48)
  • Walked to school—lived very close by.
• Cheerleading (06:12)
  • Strong interest in cheerleading in elementary and middle school, but dropped it by high school.
  • Enjoyed performing, was a “flyer” in cheer competitions.

Party Days, Drinking, and Teenage Mischief

• House Parties & Drinking (10:17)
  “If my parents just left the house for a little bit... call in the crew.” – Charlotte (10:20)
  • Describes binge drinking, getting alcohol poisoning:
    “My punishment was being hungover for like three weeks... it was brutal.” (11:05)
• First Car (11:21)
  • Volkswagen Jetta, gray.
  • Used it for school—sometimes to drive to Miami nightclubs as a teenager.
  • “I’d tell my parents I was babysitting.” – Charlotte (12:07)
• Miami Nightlife at 16
  • Knew a promoter, would drive all the way from Orlando to party overnight in Miami:
    “Once this school shit’s over, I got homework...I’ll be out there.” (12:04)
  • Never caught by parents:
    “They never called these parents to check.” – Charlotte (12:30)

High School Hijinks and Rules

• Sneaking Out (14:01)
  Couldn’t sneak out—house alarm made it impossible.
• Caught by Parents? (19:49)
  “Nothing was worse than your dad seeing you kiss a guy.” – Charlotte (20:12)
  • Charlotte’s dad once walked in on her making out with a boy while she was drunk:
    “I was really drunk... I didn’t even know [my dad] was there.” (20:23)
• Getting Grounded
  “It just didn’t really work. They’d ground me and then... they’d forget.” (20:53)

Family & Sibling Dynamics

• Parents & Siblings (21:29)
  • “My parents are old... 70 something.” – Charlotte (22:31)
  • Dad, Terry, played drums and had a musical past.
  • Shared a room with her sister but moved out for her own space.
  • “We look pretty similar, but very, just opposite people. We love her, though.” (22:51)
  • Now an aunt to three nieces.

Social Life, Friends, and Parties

• Party Locations (25:12)
  • Mainly house or backyard parties—sometimes in the woods:
    “There aren’t even woods in Florida, but we found the woods.” – Charlotte (25:42)
• First Serious Boyfriend
  • Professional surfer from the local beach scene, her “healthiest, most normal” relationship.
  • “We respect the space... he’s married with kids.” (26:42)

School Rebellion: Dress Code & Discipline

• Dress Code Troubles (28:13)
  • Frequently written up for violating dress code due to her build:
    “I weirdly manifested my tits. I was like, 'I’m gonna have big tits.'”
  • “They’d send you home to change... No. I stayed gone.” (29:09–29:14)
  • “We all wore that slutty Hooters outfit... short skirts, tiny tops.” – (31:10)
• Never Suspended
  • “Never got suspended. I just got in trouble for not going.” (27:50)

Other Teenage Memories & Quirks

• Youth Group (26:57)
  • Brief stint in a very religious Sunday night youth group, suggested by her parents (27:21).
• Hair & Style
  • Naturally more red-haired/Irish, dyed it blonde to avoid “looking too Irish” (34:07).
• Pets
  • Family had a Papillon dog (“the one with butterfly ears”) (34:30).

Memories from the Guest & Host

• Shared Teen Memories
  • Ryan shares walking miles in the snow as a teen to sneak into a girlfriend’s apartment for an awkward, anticlimactic night (15:11–19:44).
• Embarrassing Dad Moments
  • Discussion on how fathers react to daughters growing up:
    “She said, ‘I knew I had tits when my dad stopped throwing me in the pool.’” – Ryan (30:02)

Drinking Games & Friendships

• Party Games (34:55)
  • Beer pong, flip cup, and “drug dealer” (a complicated winking card game) were favorites.
  • Charlotte expresses interest in trying “drug dealer” even now.

Accidents & Concerts

• Recent Car Wreck
  • “Someone T-boned me... I got stitches in my head, but got through that.” – Charlotte (37:25)
• First Concert
  • Lenny Kravitz—snuck in by her mom, remembers “Lenny bulging out of his pants.” (37:37–37:51)

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Notable Quotes & Memorable Moments

• On family cars and childhood games:
  “I think I had my first kiss in the back seat of my mom’s car… I pushed him down and started kissing him while my mom was driving.” – Charlotte (04:03)
• On sneaking off to Miami clubs as a teen:
  “I would tell my parents I was babysitting… Once this school shit’s over, I got homework, I’ll be out there.” – Charlotte (12:07)
• On house parties and getting caught:
  “My punishment was being hungover for like three weeks. It was brutal.” – Charlotte (11:05)
• On dress code infractions:
  “I weirdly manifested my tits… I’d always get in trouble for what I wore… They’d send you home to change. No. I stayed gone.” – Charlotte (28:25–29:14)
• On her and her sister:
  “We look pretty similar, but very, just opposite people. We love her, though.” – Charlotte (22:51)
• On fathers and daughters growing up:
  “She said, ‘One summer, my dad just stopped throwing me in the pool.’ That’s when she realized.” – Ryan (30:02)

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Useful Timestamps

• 03:10 – “Sweet and sour” game explained
• 04:03 – Charlotte’s first “kiss” story
• 10:17 – House parties and drinking escapades
• 12:07 – Sneaking off to Miami under cover of “babysitting”
• 14:01 – On failing to sneak out—house alarms!
• 19:49 – Embarrassing stories about parents catching teen romance
• 28:13 – Dress code drama and school write-ups
• 34:55 – Favorite teenage party (drinking) games
• 37:25 – Recent car accident story
• 37:37 – First concert memory (sneaking into Lenny Kravitz)

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Final Moments & Tone

• Charlotte reflects warmly and humorously on her childhood and adolescence, grateful, but self-aware of her rebellious streak.
• Both she and Ryan maintain an easy, playful rapport, making the episode engaging and relatable for anyone reminiscing about their own wayward youth.

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For more from Charlotte McKinney, follow her on Instagram (@charlottemckinney) and look out for her new movie "Busboys."

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Transcript

[A]

Hey, guys. Next Tuesday, May 5, Cinco de Mayo, we have a live Way Back at the Hotel Cafe, 7pm for the Netflix is a Joke Festival. My special guest is Charlotte McKinney. You can see her in the new movie Busboys right now. It's gonna be a great show. We're gonna have games, we're gonna have prizes to give away to you guys. Gifts as well. It's gonna be an interactive show. We want you guys to participate. Love to have you out there. Get your tickets [e-mail] that's next Tuesday, May 5, Cinco de Mayo at the Hotel Cafe, 7pm Live. Way back for the Netflix is a Joke Boston. I'm fired up to head back your way. I'll be there Friday, May 15th, and Saturday, May 16th. All tickets on my [e-mail] hey, guys, we have a new segment on the way back called after the Beep. We got a new landline and an old school answering machine and we want to hear from you. Call 323-452-3732 and leave a message. Hit us with things like, craziest high school moment, worst job, dumbest injury, worst trouble. Maybe something you got away with, or maybe you're looking for some old school advice on relationships, jobs even. Am I the asshole or keep it quick. Confessions, weird habits. The worst advice you ever got. We'll play him back and react. Keep it under 60 seconds. Anything longer than that, we ain't listening. All right, full segments are only available on Patreon, so give us a ring. 323-452-3732 and leave a message after the beat. Hey, baby, we gonna be here all day. We're gonna be here all day, baby. I like this kind of party. Welcome back to the Way Back. Everybody. Ryan Sickler over here. Thank you guys, as always for supporting anything I do. I'm very excited to have this guest back here. I love this show. I love going through people's childhoods, love bringing up all the nostalgia. Please welcome Charlotte McKenna. Welcome to the Way Back. Charlotte McKen. Thank you for being back here. If you haven't seen Charlotte's Honeydew, make sure you go watch that first. And please, right there, promote anything you would like.

[B]

Just Charlotte McKen. Follow me on Instagram Charlotte McKinney. And keep your eye out for the new Busboys movie.

[A]

Yeah. All right. So I got to know you on the Honeydew and you said you were 32, and I was thinking, I knew we were gonna do this episode and I was like, he's probably too young to even know what the fuck this seat is. But when I told you, you lit up.

[B]

It brought me back.

[A]

Yeah. So you not only are familiar with this seat, who had this?

[B]

My mother.

[A]

Your mom had a wagon.

[B]

She had a wagon. A Mercedes wagon.

[A]

90 something or other.

[B]

Yeah, it was that.

[A]

With those rims right there and everything.

[B]

Yeah, that's.

[A]

That's tight, actually.

[B]

Yeah, it was. And we'd play that game sweet and sour where you'd, like, wave.

[A]

No. Okay, we've had. Nah, tell us, tell us. So it's the first time we're hearing

[B]

it in the back of a car. There's this game. You can wave.

[A]

That's what it looked like?

[B]

Yes.

[A]

Okay. And so you and your sister back there.

[B]

Yeah. And you'd wave. And if they wave, they were sweet, and if they didn't, they were sour.

[A]

Oh, that's the first time anybody's done. Did you do the trucker stuff?

[B]

Yes, I.

[A]

Okay, you got that?

[B]

All right. All right. I think I had, like, my first kiss in the back seat of, like.

[A]

Like in of your mom's car?

[B]

Yeah. Yeah.

[A]

Well, how'd you manage that?

[B]

You know, I have. I have some moves.

[A]

Was it parked or were like, mom running into the store real quick or. It was happening while she's driving. You gave me so much very young.

[B]

This was like kindergarten boyfriend.

[A]

This is like, not a real, real kiss.

[B]

This was p. Puppy love, but that. I think I pushed him down and just started kissing him while my mom was driving.

[A]

Damn, Charlie.

[B]

Yeah, it was aggressive. You were.

[A]

Okay, so I loved that car.

[B]

So. So we're on one. So which one is this?

[A]

Yeah, this is from a GMC right here.

[B]

Okay, got it.

[A]

Okay, great. You know what? This is? So. Yeah, I like to ask people about vacations and if they took them. Did you fly? Did you drive? Where are you going? What are your family vacations?

[B]

We were keeping it, like. My parents always kept everything very close. My parents didn't traveling, and it was always a plane, but my dad being from the Bahamas, we just always grew up going there.

[A]

I mean, that's fine. Is that like every summer?

[B]

Yeah, every summer. Every.

[A]

And are you. How long are you staying when you're there? Like a while? A month or.

[B]

Yeah.

[A]

Yeah. Not three, four days?

[B]

No. Yeah. Or. But you. It was so close. You could go for three, four days?

[A]

I guess so. Yeah. And where are you staying when you're there? With family or do you guys. Oh, that's cool.

[B]

My family's still all out there.

[A]

Do you have a lot of cousins and stuff over there?

[B]

Just two. Just to. Yeah.

[A]

And what about mom's fam? Like, where are her people from?

[B]

Canada and in Windsor.

[A]

And they're so. They all up there.

[B]

Yeah, it was. We didn't really spend much time.

[A]

You never went to Canada?

[B]

We. We did, but not as much as the Bahamas.

[A]

I mean, it's Bahamas or Canada. Yeah, so we were always leading to the Bahamas.

[B]

So that was kind of our vibe.

[A]

Let's go look at your elementary now. Let's go look at your high school. What's your high school?

[B]

Boone High School.

[A]

An E or no E at the end? With an E. Oh, this is a big school.

[B]

Yeah, it was big.

[A]

Home of the Braves. There they are.

[B]

Home of the brave.

[A]

And like you guys have like a kick ass football team and stuff like that.

[B]

Again, I really didn't show up very often.

[A]

I forgot.

[B]

You're out of there. Yeah, I would. Yeah.

[A]

Does it look like you remember?

[B]

Yeah, this is it.

[A]

That would have looked like when you turned around and gave it the finger

[B]

and got you just this place. Yeah, I was running out of this place a lot.

[A]

Okay, so when you're going here, are you on a. Are you bused? Do you have to get yourself there?

[B]

No, I lived so close. I walked.

[A]

You mentioned cheerleading. Here we have up here. Tell me about. So if you're not doing that in high school, when are you doing it?

[B]

Yeah, I didn't do it in high school. I did it in middle school.

[A]

What got you into it?

[B]

I loved it. I. I think I did elementary in. In middle school. I just was obsessed with. It was again, it was performing and I was like a flyer.

[A]

And that's what my daughter is this year. She was a base last year, so she was really good. So they elevated it to the older girls team. And since she's smaller there. She's a flyer. Yeah. She was nervous at first.

[B]

It's so flattering as a girl.

[A]

Yeah, they hit zero. You know what that means when you get no deductions and like that on their competitions? I go. And they're like, we hit zero. Oh my God, guys, you got no deduction. She's like, we hit zero. I'm like, look, I'll learn the lingo.

[B]

Give me a second. I don't even know that lingo. So she's competing?

[A]

Yes. That's what I wanted to ask you. Are you cheering for like Pop Warner or.

[B]

I did Pop Warner.

[A]

She's doing like a. It's not crazy competitions, but it's getting there. It's getting there though. They're going to nationals and stuff.

[B]

They made scary. I remember getting so nervous.

[A]

I feel bad for you too cuz that kind of like you're there for eight hours. They perform one time and your routine's like three minutes.

[B]

Yeah. And then so long.

[A]

Yeah. It's a long day to only. I'm like, don't you. Can't you guys do twice?

[B]

Yeah. No, it's. It's a brutal. Those that. Oh yeah.

[A]

Oh, well done. Curse.

[B]

Wow.

[A]

I know it's you, but who are you here? Is this Madonna? What is this character?

[B]

It says babies Spice. No, we. I remember my sister would get tin

[A]

foil and we would wait, that's tin foil across your.

[B]

We would get tin foil and I just thought I was such hot and I just love performing and like getting crazy outfits and like. Yeah, this was, this was what's on my belly button? Do I have a piercing?

[A]

What is that? Is that like a fake piercing? I look hot.

[B]

I'm kind of into this shot. It's. It is a little too seductive, I will say.

[A]

What are you like third grade here?

[B]

Prime Jeffrey Epstein.

[A]

Yeah, he were definitely getting invited to the island. Yeah.

[B]

Yeah.

[A]

Luckily this chick knows where. What happened to Joan Benet too, you know.

[B]

Exactly.

[A]

Yeah. Were you ever in any of those kind of thing? Were you a pageant kid or any of that?

[B]

Never did pageants. Yeah, the cheerleading was the closest I was to that stuff. Yeah.

[A]

You mentioned on the honeydew that you dropped out of high school and like you were dyslexic and things, but you also were partying and you said you would throw a house party at the drop of a hat.

[B]

Loved house party.

[A]

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[B]

Yeah, I was saying, like, if my parents just left the house for a

[A]

little bit, not even going vacation or

[B]

out of town, it was call in, call in the crew. But yeah, I think we would just get bunch of booze, bunch of boys and just go for it, but, yeah. I remember one time my parents maybe were gone a night, so it was. It was odd. And I had. I got alcohol poisoning.

[A]

Well, you went that hard?

[B]

Yeah, I went hard.

[A]

What. What did you drink?

[B]

Vodka? Yeah.

[A]

And is your sister telling on you or. She ain't on this.

[B]

She told on me. Yeah. She's like. She's throwing up in the bathtub.

[A]

But does she tell you how to party? Or is she like, no. Or is she in on it? Like, my friends are coming too?

[B]

No, she was. I took it a little too far. And then there was just like people just all.

[A]

They have to take you to the hospital for that. Are you just thrown?

[B]

I should have. It probably should now that I look back at it. I needed to be. But, yeah, it was. It was. It was a bad. I think I was hungover for I. My punishment was being hungover for like three weeks. I think it was. It was brutal.

[A]

What's. What's your first car?

[B]

First car was a Jetta.

[A]

What color?

[B]

Gray. Okay, that's it.

[A]

So this is your first car?

[B]

Yeah.

[A]

And where you're Orlando at this time, too?

[B]

Yes. Yes.

[A]

This is what you're leaving school in?

[B]

I'm leaving school.

[A]

I wouldn't say driving school, but you're

[B]

Miami for the night. I'm just.

[A]

Are you serious? In high school you're doing that?

[B]

Oh, yeah.

[A]

Tell me, where are you? What are you doing? Who do you know down there?

[B]

I knew a guy who ran clubs, and I would go. I would go.

[A]

Hold on. You knew. You're 16. You knew a dude who ran clubs in Miami?

[B]

I knew a dude who was like a Promoter. And he was like, yeah, come out. And I was like, all right. Once this school shit's finished, I'll be out there.

[A]

Once this school shit's over, I got homework.

[B]

I would tell my parents I was babysitting.

[A]

And you would drive to Miami. How far is that from Orlando?

[B]

Yeah, but it was worth it. Good times.

[A]

And you go down and party.

[B]

Yes.

[A]

And then you come back that night?

[B]

No, I'd come back like in the morning or something.

[A]

Oh, so you're saying you're spending a night over at the house?

[B]

Yes.

[A]

Okay. And they never called these parents to check, like.

[B]

No, no, I don't think so.

[A]

If I'm following up on it, thank you so much for doing these episodes.

[B]

You're gonna have to just start calling.

[A]

I am.

[B]

You're gonna have me on speed dial. I'll tell you all the truth tricks.

[A]

What's your first job?

[B]

A yogurt store.

[A]

What was it called? Tcby?

[B]

No, it's called Menchies.

[A]

Oh, yeah, we know Menchies are still around.

[B]

They, like, just opened. That was.

[A]

I thought, that's one that's got, like, every goddamn flavor over.

[B]

And it would just started, so it was very trendy and cool and.

[A]

Oh, so you're busy all the time, huh?

[B]

Well, I. I did it because you got to leave school if you had a job.

[A]

So you're doing yogurt by day in Miami clubs by night. At 16, you're in Miami clubs, getting in the clubs.

[B]

Yeah.

[A]

Dancing and. And hanging out, drinking, partying. 16. And then you're going back home, what, the next day to school?

[B]

Yeah. Or Sunday. Maybe I had the. Maybe I had the day off.

[A]

You don't want to be two years. I don't want to be too. That's nuts. That's. That's a four hour. That's like driving. From here it's a little farther, but basically San Francisco. Or Vegas.

[B]

Or Vegas.

[A]

Yeah. And back. I'm babysitting. Yeah, our daughter's just babysitting. Watching some kids. Right. Now you cut to you out there in Vegas, and that's crazy. That's crazy. Insane. That is insane. It's. Okay. So no sports for you or anything like that?

[B]

No.

[A]

What about sneaking out? Are you sneaking out of the house and getting in trouble?

[B]

My parents had an alarm growing up, so they. They suck.

[A]

We never had that. Also didn't care. What do you mean? It's good. So you could never get out. You never figured out a way around that, huh? No, I always feel like there's as soon as you get something. I feel like there's kids out there that know how to hack it.

[B]

And I can never hack sneaking out.

[A]

Did you get anybody to sneak in? Is there a way to sneak in on the alarm?

[B]

Yeah. Like I had a girlfriend who we could like sneak guys into her house. So we did that pretty often. Yeah.

[A]

I'll tell you this one time. So I lived in a neighborhood where my buddy Jeff lived. I'm seeing a girl and she's best friends with his girlfriend.

[B]

Okay.

[A]

But they're a good two miles away from us. Okay. We're in probably she. I was ninth grade. We're freshmen.

[B]

Ninth grade.

[A]

She was in 10th grade. So his girlfriend's like, hey, Ryan's girlfriend's gonna spend the night tonight. You guys should come over and we're a night. We don't have a car or anything. It is February and Maryland. It's snow on the ground and everything. And we're like, we're walking.

[B]

Yeah, stop.

[A]

We walk all the way to these girls house in the. In a blizzard.

[B]

Of course. Of course.

[A]

And the mom. It's a small apartment. It's not bigger. Much bigger than this. It was even a little tighter. And there's a little couch here and there's a little couch over there. So he's on the couch over here with his girlfriend. I'm on this couch with the girl I'm seeing at the time. And then back this way is like where the mom's bedroom and is. So you can hear but you can't really see back there. And at this point, you know, we've just gotten there. We're. We're just sort of like getting under the blanket and shit. We're not. We're still cold. We have. Nothing's even going on.

[B]

Yeah.

[A]

And it's probably three in the morning. And the mom. There are a few things in life you should never cheap out on. And the thing you spend eight hours a night on is definitely one of them. This podcast is sponsored by Casper. Casper makes reliable, high quality mattresses designed to deliver consistent, comfortable sleep night after night. Casper's mattresses are highly rated by Consumer Reports. And out of 99 mattresses, Consumer Reports named Casper's the 1 Mattress their top rated all foam mattress of 2026. If you're in the market for a new mattress or a mattress Upgrade, head to Casper.com and save up to 20% on the mattress you deserve. Casper's mattresses are built to be durable and long lasting, maintaining support and. And comfort over the long haul. And Casper has their 100 night risk free trial. So you can give Casper's mattress a try risk free. Although with 110,000 plus 5 star reviews, I'm sure you're going to love it like I do. My daughter sleeps on a Casper mattress every night. We got one, I think about a year and a half or so ago. It's a queen and I love it. Every time I lay down and like read or something, boom, I'm out. It is beyond comfortable. All right, so right now you can save up to 20% on mattresses when you go to Casper.com one last time. That's C A S P R dot com and save up to 20% on the mattresses you deserve. This is a little Princess Lily Rose right here. My favorite little thing. Definitely adds a ton of fun and a ton of adventure to the family. I love her to death. Like I didn't think I'd miss my dog when I went on the road and stuff. And when I come back, man, I miss her so much when I'm gone. That love, that affection. A quick message from today's sponsor, the ASPCA Pet Health Insurance Program. If you've ever found yourself awake at 2am, phone in hand, googling things like, is this normal for dogs? Or do I need to call the vet right now? You're not alone. Those moments of panic come with pet ownership, and they're exactly why ASPCA Pet Health Insurance exists. It helps take the financial question out of the equation so when something feels off, you can focus on getting your pet the care they need instead of stressing over the cost. When you enroll in an ASPCA Pet Health Insurance plan, you could get a $25Amazon gift card. It's a little treat for you while you're doing something great for your pet. The program offers customizable accident and illness plans, making it easier to get your pet the care they may need. To Explore coverage, visit aspcapetinsurance.com Wayback that's aspcapetinsurance. Eligibility restrictions apply. Visit aspcapetinsurance.Com AmazonTerms for more info. This is a paid advertisement. Insurance is underwritten by either Independence American Insurance Company or United States Fire Insurance Company and produced by PTZ Insurance Agency Ltd. The ASPCA is not an insurer and is not engaged in the business of insurance. Comes out. Oh, Charlotte. And the girl I'm with takes the blanket, calmly pulls it right up over me. I lay dead still. She does the same. He lays dead still. The mom has a Full on conversation. The light. She doesn't turn lights on or anything. It's still dark, you know, and she's talking about something, whatever woke her up. I. I can't. All I could hear is my heartbeat. Go, go, go, go, go, go.

[B]

Oh, totally.

[A]

And we lay still. I don't. I'm scared to sneeze anything. And she keeps talking. I'm like, this is a talkative. Straight out of bed, you know what I mean?

[B]

Just going for it.

[A]

And then finally goes back and we lay still because you never know. Oh, and one more thing, you know, And I'm like, see ya. Bye. And we just got. We walked all the way there and back for.

[B]

Oh my God, just freezing your dick off. Jesus.

[A]

For nothing.

[B]

For nothing.

[A]

That's not originally what we went for.

[B]

It wasn't for nothing exactly. Oh, that's brutal.

[A]

Terrified to get caught. Have you ever been caught in high school? Your mom or dad ever catch you

[B]

caught doing with a boy?

[A]

Just even making out or anything? Yeah, anything.

[B]

Yeah.

[A]

So you're like caught doing.

[B]

Doing what? Crack? I mean, smoking? No. I mean, yeah, I think they'd always like all. That was so. Nothing was worse than like your dad seeing you, like, kiss a guy. Yeah.

[A]

You know. Okay. Where like, did you ever roll the dice and do it in your own home?

[B]

Like that had like a. Maybe the guy I liked was like over and my dad walked in and that was just super awkward.

[A]

Did he say anything?

[B]

Yeah, but I was like really drunk.

[A]

Oh, man.

[B]

And again. Yeah, So I like, didn't even know he was there. Yeah.

[A]

Did he make the dude leave?

[B]

I don't think he did.

[A]

Oh, fuck that.

[B]

Yeah.

[A]

Oh, you're 14. You don't have a car. Okay, wait out front. Yeah, yeah, wait out front for your parents. Just stand out at the mailbox.

[B]

That was so awkward.

[A]

I bet.

[B]

Yeah. Any of that shit really embarrassed me so much.

[A]

What about grounded? Do you ever get grounded?

[B]

Yeah, but it just didn't really work. Like, they'd ground me and then like.

[A]

And you're out.

[B]

They forget and.

[A]

Oh, they'd forget.

[B]

Not forget. They'd be. They would just kind of like they weren't. Yeah, they didn't really hold me to it.

[A]

I know what I want to ask you. Your dad and mom owned a used car. Did you start driving before 16? Like, did they let you toot around?

[B]

I didn't get my license till I was 17.

[A]

Oh, really? Why?

[B]

Yeah, I just was slow to the.

[A]

You were. You did. Getting out in a car wasn't. You weren't ready to do that.

[B]

I don't think a lot of my friends drove, so I didn't. I didn't really need it, so I was just like, h. I'll wait. That's my mom.

[A]

What's her name again?

[B]

Susan. Yeah.

[A]

Susan.

[B]

Yeah.

[A]

Is this your dad's car? Is this something? Was she a mom?

[B]

This is my dad's car.

[A]

This is a shoot she just did for your dad.

[B]

Yeah. Yeah.

[A]

That's a great shoot.

[B]

Yeah.

[A]

Have you ever gone and redone that shoot?

[B]

That's my dad.

[A]

Oh, no.

[B]

I want to. You should. That's like. Yeah.

[A]

You should definitely replicate that.

[B]

Right? I know.

[A]

Oh, and send that to your mom. These days I feel like with AI, you could maybe put yourself in the hood like. Or, like next to her or something. Yeah.

[B]

Yeah.

[A]

Damn. That's a great. This is dad.

[B]

Yeah.

[A]

He definitely looks like a dude in the band.

[B]

For sure.

[A]

What did he play?

[B]

The drums.

[A]

The drums. Was he a good drummer?

[B]

Yeah, he was.

[A]

After you, did you ever pick up anything?

[B]

No. I look back and I wish I did.

[A]

Right?

[B]

Yeah.

[A]

Where is this? Is this Bahamas?

[B]

Yeah, that's Bahamas. Yeah. Yeah, that's.

[A]

Look at him. What's his name?

[B]

Terry.

[A]

Terry. He looks like a Terry, right? Is he still small like that? Skinny and skinny. Burning all his calories, drumming. This son of a. Yeah, so funny. How old are you now?

[B]

My parents are old, so. At 70 something.

[A]

All right, good. If you're about to say 50s. I was. You better watch your.

[B]

No, never. No, I. I had old parents.

[A]

Okay. And what about your sister?

[B]

My sister?

[A]

You guys share a room growing up?

[B]

We did.

[A]

What's that like? Cuz you're don't sound like you're like her. You.

[B]

I eventually moved into, like a small little room cuz I was just like this. I can't. I need my own space. But we look. We look pretty similar, me and my sister, but yeah, very. Just opposite people. We love her, though.

[A]

We love her.

[B]

We love her.

[A]

Are you an aunt?

[B]

I am.

[A]

You are.

[B]

I have three nieces. Yeah. So I. I like aunt duty more than like my own.

[A]

That's how it starts, though.

[B]

Yeah, I guess you're right.

[A]

That's how it starts.

[B]

Yeah.

[A]

Pets, nieces, nephews.

[B]

Yeah.

[A]

Kids.

[B]

Yeah.

[A]

This is a little princess Lily Rose right here. My favorite little thing. Definitely adds a ton of fun and a ton of adventure to the family. I love her to death. Like, I didn't think I'd miss my dog when I went on the road and stuff. And when I come back, man, I Miss her so when I'm gone that love, that affection. A quick message from today's sponsor, the ASPCA Pet Health Insurance Program. If you've ever found yourself awake at 2am, phone in hand, Googling things like, is this normal for dogs? Or do I need to call the vet right now? You're not alone. Those moments of panic come with pet ownership, and they're exactly why ASPCA Pet Health Insurance exists. It helps take the financial question out of the equation so when something feels off, you can focus on getting your pet the care they need instead of stressing over the cost. When you enroll in an ASPCA pet health insurance plan, you could get a $25Amazon gift card. It's a little treat for you while you're doing something great for your pet. The program offers customizable accident and illness plans, making it easier to get your pet the care they may need. To Explore coverage, visit aspcapetinsurance.com Wayback that's ASPCA pet insurance.com Waybag eligibility restrictions apply. Visit aspcapetinsurance.Com Amazon terms for more info. This is a paid advertisement. Insurance is underwritten by either Independence American Insurance Company or United States Fire Insurance Company and produced by PTZ Insurance Agency limited. The ASPCA is not an insurer and is not engaged in the business of insurance. You're sort of the party house or whatever, but were there any other friends you could go to? Or where are you partying? Are you guys doing field parties? Or is it always a house party?

[B]

They were always kind of house or like. Yeah, just like backyards.

[A]

Yeah, in the woods. And the woods.

[B]

Yeah.

[A]

I don't even know.

[B]

I don't even know.

[A]

But for real, you guys never partied in the woods?

[B]

What? You never partied in the woods?

[A]

Good. Okay.

[B]

Okay.

[A]

She la. She. Yeah, under bridges is good too. She laughs because every time a guy comes on here and we're like, where did you like your first booby magazine? Or whatever, it's always in the woods. Like, our age. Like, in the woods. It was in the woods.

[B]

It was in the woods. And they're not. There aren't even woods in. Where in Florida. Like, but we found the woods.

[A]

We find woods. There's a patch over. There's a thicket over here. We're going to go party in the woods.

[B]

Exactly. We found it.

[A]

Okay. What's. Who's your, like, first high school boyfriend? Like, who was the guy you were like, oh, you don't have to say his name. How old Are you. When you're like, I'm gonna love. I love this guy.

[B]

My first love was this professional surfer

[A]

who you actually dated him and stuff.

[B]

Dated him. Cuz where we grew up, we went to the beach and I was really into surfers and I dated this guy for a while and I just. It was probably like the best relationship and probably healthiest normalist to this day. Yeah, probably. We miss him. Tommy, where are you? Call me.

[A]

Have you ever looked them up?

[B]

Yeah, he.

[A]

He reached out. Have you reached out?

[B]

Yeah, he. We like stayed in contact a bit, but not like super.

[A]

Are you gonna reach out to him?

[B]

No, no, no.

[A]

Have you looked. Is he married and stuff?

[B]

He's marrying with kids. Yeah. Yeah, we respect the space.

[A]

Yes, we respect the space. So we go into any camps. You don't do any sleep away camps or sports camps or cheer camps or overnight camps? No churches.

[B]

I went to youth group.

[A]

Okay, tell us about youth.

[B]

It was a small period of time, but yeah, I went to a couple of them.

[A]

What, what. Do you remember what it was called?

[B]

Youth group.

[A]

But I mean like Orlando Youth Group. No, no. And what are you doing? Where do you go? Is it like a day camp thing? Sort of.

[B]

It was like on Sunday evenings.

[A]

It's got a little bit of religious undertones.

[B]

Yeah, it was very religious.

[A]

It was very. You said it was very religious.

[B]

Yeah, I don't even know if it was Christian or Catholic. I don't even know which direction we were going. But we, we went for a little

[A]

bit and why did your mom and dad just want a little time to themselves on Sunday night? Like said these girls over here. God.

[B]

So my sister went to it and then they made, they were like, oh, you'll like it too. And I was like, no, this ain't for me. But yeah, it was. It's weird.

[A]

You ever get suspended in school or anything like that?

[B]

You know what? Surprisingly enough, I never got suspended. I think I just got in trouble for not going.

[A]

That was it.

[B]

That was my thing.

[A]

You weren't a troublemaker, class clown in the building. You just had a problem getting there.

[B]

It was more of just keeping me there.

[A]

Okay.

[B]

Like when I was there it was, I was cool.

[A]

What, what are you dressing. What you're, you know, how are you dressing back? What were you.

[B]

I got in trouble of. With the dress code.

[A]

What are we talking about?

[B]

I would wear with the a. What anyone would wear. But because I had, because you had

[A]

these breasts right here.

[B]

I weirdly manifested my tits. I was like, I'm gonna have big Tits.

[A]

Is that your sister back there, too?

[B]

No, I think it was one of her friends.

[A]

Hilarious.

[B]

Yeah, I, I, this was what I aspired to be, and there it is. There it is. Yeah, it happened. But, yeah, I would always get in trouble for what I wore.

[A]

And so you're saying it's not like you cut it or try to be.

[B]

No, it was just, it was just

[A]

you had boobs at an early age at an. And you couldn't wear. Who's, who's yelling at you, like, the school? Or is dad being like, put your tits away.

[B]

Like, who's dad? The school. But you would get written up.

[A]

You.

[B]

Yeah.

[A]

Or they, you've been written up because your boobs.

[B]

Yeah. Or they'd send you home to change.

[A]

No. Yeah, you gotta go home.

[B]

You have to go home.

[A]

Have you ever gone home, change, and come back, and you're like, nope.

[B]

No, I stayed gone. It's like, y', all, I'm, I'm gonna wear my.

[A]

Taught me to leave. I'm leaving.

[B]

Yeah, you guys. Yeah. Titty time, you know?

[A]

Oh, what is your dad saying? Like, what's he saying?

[B]

Duh. Cover up. Would you please put some clothes on?

[A]

I, I, it's funny because I, I dated a girl in, like, right when I was in college, and she had big boobs.

[B]

Okay.

[A]

And I said, you know, like, when did you know? And she's like, oh, God, like, sixth grade, seventh grade. I really started to be getting big boobs. She goes, it really hit me when all of a sudden, one summer, my dad just stopped throwing me in the pool. I started laughing so hard.

[B]

That's really funny. You hit that pain.

[A]

She's like, oh, I got tits. That's when it hit her like, damn, dad doesn't even pick me up, throw me in the pool anymore. I think it was Josh Wolf, too.

[B]

That's, that's funny.

[A]

He had a daughter. I said, well, what. What age did you stop cuddling? You know, she gets on the cut. He goes, when she got tits? That's a good, that's a good lie.

[B]

They just know to just back off. Yeah, yeah. So bad.

[A]

Oh, man. You got written up.

[B]

Oh, yeah. Yeah.

[A]

But it's not like you're wearing explicitly short micro minis.

[B]

If I put on a, even like a polo T shirt, but the, My tits would be popping out of it. Maybe I needed a bigger size. I think I just wore the small size. I don't know. Blame the tits.

[A]

So whether, if you showed up, your tits were too big and if they told you to go you're out of there.

[B]

Exactly.

[A]

Okay, but what about like. Are you a Chuck's girl? Are you wearing Doc Martens? Are you goth at all? Are you. What's your sort of your style? What's the. What's the Florida girl? Orlando. We all wearing that slutty hooters.

[B]

Yeah, it's a hooter's outfit. It's not. It's very slutty. It's not appropriate. It's not good. It's not good.

[A]

Is that right? Even then in high school and stuff.

[B]

Yeah, yeah, we wore.

[A]

It's not the baggy jeans.

[B]

No, no, I was not a.

[A]

Tall big hoodies.

[B]

No, no. It was short skirts and like tiny tops.

[A]

Hilarious.

[B]

Yeah, I was wicked. Oh.

[A]

Oh, hell yeah.

[B]

That'll really help you put an image.

[A]

He plays guitar too.

[B]

He does it all. What can't.

[A]

He's like your family's prince.

[B]

Yeah, exactly.

[A]

Is his hair still look like that?

[B]

No, no.

[A]

Did it look like that when you were growing up?

[B]

No, he never had the mullet when. When I. Unfortunately I didn't get the mullet.

[A]

You didn't get any of the long

[B]

hair years with him. Didn't. He was too straight by the time he had me.

[A]

Is that a private jet?

[B]

I don't. I think it was like maybe my uncle. It was definitely not our family's. Wait, that's such an old photo. That's funny.

[A]

You got baby bottle in there.

[B]

Popping bottles at a young age.

[A]

Look at you.

[B]

Yeah, that's funny.

[A]

Wait, go back to that. I'm sorry. What's the car he's sitting on? Let me see that.

[B]

It was. Yeah.

[A]

What was. What is that? Yeah, it is a Mercedes. Yeah, an old Mercedes.

[B]

Very old.

[A]

So you never moved or anything? You never had to move a home. So you were always in your school. This. You were going here at elementary. Here's middle, here's high.

[B]

And maybe that's why I wanted to leave so bad.

[A]

Yeah, you're. And they're still there.

[B]

Yeah, they. They. They come here a lot and travel still. But yeah, they're still. They're still there.

[A]

And the Disney Orlando stuff doesn't filter in or you guys so anti.

[B]

That you're very, very.

[A]

No school field trips or anything there, huh? What's up? What kind of school field trips are you guys doing in high school or middle school? They don't think they do them. Where do you go?

[B]

We went to St. Augustine.

[A]

What's and what for what? The shuttle and stuff.

[B]

I don't even know. But you would go to St. Augustine and just, like, go on, like, these, like, historical tours. Of what I can't remember.

[A]

Look up what's. What's insane.

[B]

I don't even know St. Augustine.

[A]

You don't remember what you saw?

[B]

I really don't.

[A]

No. Hey, let's go see history.

[B]

Yeah. It was like that building there. I don't know what that was.

[A]

And you'd go in there?

[B]

Yeah. And you check that out. Very historical.

[A]

Did you ever do any vacations with friends, families? Did you ever go anywhere with a friend's family for the week?

[B]

Yeah, I think we'd go to, like, beach towns or something with, like, friends,

[A]

family and sleep over there.

[B]

Yeah. Yeah.

[A]

Did you ever have a friend that your parents didn't like and wasn't welcome in the home?

[B]

I just had a friend that I always got in trouble with. She's my friend to this day. They loved her, but they just knew if we were together, it was a problem. It was a. Yeah, big problem.

[A]

Okay.

[B]

Yeah. We love her. Shout out.

[A]

Jenna, what perfumes are we wearing? Back in the day, what's your.

[B]

Never been a big perfume girl.

[A]

What's your hair like? In high school, we had all the big hair, you know, the 90s hair.

[B]

It was kind of like this and maybe more blonde. I. I'm actually more of like a redhead, actually. And I always, like, dyed it really

[A]

blonde because I was that dad's Irish jeans.

[B]

Yeah. I was really embarrassed of it.

[A]

Were you?

[B]

Yeah. Still to this day, I'm like, h. So I always just dyed my hair blonde. Yeah. I didn't like to look too Irish, girl, but I am. What about pets?

[A]

You guys have any pets growing up?

[B]

We kind of had a dog like this. Like a Papillon? Yeah.

[A]

Oh, yeah, with the butterfly ears.

[B]

The butterfly? Yeah, More like this color here. Yeah, kind of similar.

[A]

I just flew next to one of these recently. The guys said this, and I go, what?

[B]

He goes, oh, my God.

[A]

Get him, princess.

[B]

That's so.

[A]

And he said, you know the butterfly years. And I said, no, I don't. He pulled him out of the bag, and I was like, whoa. I had no idea it existed.

[B]

No, it's. It's very real.

[A]

What were the drinking games you guys would play?

[B]

I think it was beer pong was a big one.

[A]

I mean, that's still quarters. Play quarters.

[B]

Yeah.

[A]

Did you ever play, like. What was it? Flip cup?

[B]

Yeah.

[A]

What about, like, drug dealer? That one ever make its way down? That was always fun.

[B]

What was that?

[A]

So that's one. Like, if you have a party and there's like 10 of us. We're all sitting at the table, okay? And you put. You put 10 cards out. One card is an ace of spades, and that's your drug dealer. And one card is a king of spades. That's your cop. So 10 cards go out, and in those 10, there's a drug dealer and there's a cop. The drug dealer has to. Do you know what I'm about to say?

[B]

No.

[A]

I'm kind of winking. That's what I'm supposed to do.

[B]

Oh, really?

[A]

Oh, but remember, everyone's fucked up and drunk, okay? So there's 10 of us at a table. Kirsten, you, me, and seven others. And you get the drug, you get the ace. You're the drug dealer. No one sees them. They're all face down, okay? Your job is to now look around that table and try to quickly wink at someone to make a drug deal.

[B]

Oh.

[A]

However, you risk winking at the cop. Okay? So, okay, once the drug dealer makes the deal, like if I'm the drug dealer and I just give you a quick one.

[B]

Yeah.

[A]

Okay.

[B]

Okay.

[A]

If you're the cop, I'm. And you have to finish your drink on the spot, right?

[B]

You're busted.

[A]

You turn it right over. But if you're not, then the cop will then say, someone says, the deal has been made. Okay, Then I'll say it. The deal has been made. Then the cop turns his or her card over, okay? And now we know who the cop is. The cop has to go around and figure out who the drug dealer is. And for every wrong answer, it's drink, drink.

[B]

Interesting.

[A]

Yeah.

[B]

Okay.

[A]

And the more up you get, the sloppier people trying to wink. And you start laughing and your eyes start squinting because they're burning. And you're like, are you winking at me? Like, no, no. It is fun.

[B]

When you played that in high school.

[A]

Yeah, we do that one in high school. It was quarters same. You said drug dealer was a good one. And then there was. There was another one we played too, that I really liked. And now I can't remember the goddamn name of it. But that was always a fucking fun one.

[B]

Yeah. Yeah, that's fun. I have never play. Now I want to play it, but I can't.

[A]

That's a good one. Yeah, you can't.

[B]

We're not.

[A]

You can't because you need to have nine other up with you.

[B]

Exactly.

[A]

Any car crashes? Did you ever wreck or anything?

[B]

I recently actually. Someone like, T boned me.

[A]

Really?

[B]

Yeah. And it was Pretty bad accident.

[A]

Are you all right?

[B]

Yeah, I'm all right. I. I got, like, stitches in my head. I know, honey, but, yeah, got through that.

[A]

What about concerts you ever go to? What's your first concert?

[B]

My mom snuck me into Lenny Kravitz.

[A]

Wow. Yeah, that was a good one. Yeah, that's a good one to go to.

[B]

When Lenny was pretty big.

[A]

Yeah. Where was it? Do you remember? I can't he see you just bulging out his pants?

[B]

Yes.

[A]

Okay. You got a good one. Lenny Krabs. That is a good one. I know, right? Did you play any musical instruments in school?

[B]

No. And I. I look back and I wish that I had my dad.

[A]

Yeah.

[B]

Teach me something.

[A]

He didn't make you take music, huh? No.

[B]

It would have been so cool to be like, oh, yeah, I ripped the drums, too.

[A]

Yeah. What is this?

[B]

I don't know.

[A]

What is that down there? What do you have?

[B]

Are you going away on sleepovers or something?

[A]

Oh, this is a sleepover trip?

[B]

Yeah, something like that. The outfits.

[A]

Yeah. I mean, Sean Belly over here.

[B]

Yeah. We started at a young age.

[A]

You did start young. You are like, whatever. Charlotte, thank you for doing this.

[B]

Hey, Ryan, this was so fun.

[A]

I appreciate it.

[B]

I loved this.

[A]

Right there. Again, please promote anything you would like.

[B]

Just follow me, Charlotte McKinney on Instagram. Follow along. I'll put dates and things like that on there. All right.

[A]

Thank you very much.

[B]

Thank you so much.

[A]

You got it. As always, Ryan Sickler, on all your social media. We'll talk to you all next week.

[B]

Sam,