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This Past Weekend w/ Theo Von

#582 - Caleb Pressley

Wed, 14 May 2025

Description

Caleb Pressley is an interviewer, content creator and host known for his hit show “Sundae Conversations”. Caleb Pressley returns to talk about going independent from Barstool, what the Mexican Easter bunny is up to, and if Bill Belichick has opened up the portal for age gap relationships. Caleb Pressley: https://www.instagram.com/calebpressley/  ------------------------------------------------ Tour Dates! https://theovon.com/tour New Merch: https://www.theovonstore.com ------------------------------------------------- Sponsored By: Celsius: Go to the Celsius Amazon store to check out all of their flavors. #CELSIUSBrandPartner #CELSIUSLiveFit https://amzn.to/3HbAtPJ DraftKings: Pick 6 from DraftKings is the most fun way to play fantasy sports. Download the DraftKings Pick Six app NOW and use code THEO. That’s code THEO for new customers to play $5, get $50 in bonus picks. Better payouts. Bigger wins. Only with Pick6 from DraftKings. The Crown is yours. https://draftkings.com MoonPay: Head over to http://www.moonpay.com/theo to sign up Acorns: Download the Acorns app and sign up with code THEO20 for your chance to get your refund matched and invested in you.   Liquid IV: Go to http://liquidiv.com and use code THEO to get 20% off your first order. Visible: Go to http://visible.com to make the switch to Visible. ------------------------------------------------- Gambling Problem? Call one eight hundred gambler. Help is available for problem gambling. Call eight eight eight seven eight nine seven seven seven seven, or visit c c p g dot org in Connecticut. Must be eighteen plus, age and eligibility restrictions vary by jurisdiction. Pick6 not available everywhere, including New York and Ontario. Void where prohibited. One per new customer. Bonus awarded as non-withdrawable Pick Six Bonus Picks that expire in fourteen days. Limited time offer. Terms at pick six dot draftkings dot com slash promos.  ------------------------------------------------- Music: “Shine” by Bishop Gunn Bishop Gunn - Shine ------------------------------------------------ Submit your funny videos, TikToks, questions and topics you'd like to hear on the podcast to: [email protected] Hit the Hotline: 985-664-9503 Video Hotline for Theo Upload here: https://www.theovon.com/fan-upload Send mail to: This Past Weekend 1906 Glen Echo Rd PO Box #159359 Nashville, TN 37215 ------------------------------------------------ Find Theo: Website: https://theovon.com Instagram: https://instagram.com/theovon Facebook: https://facebook.com/theovon Facebook Group: https://www.facebook.com/groups/thispastweekend Twitter: https://twitter.com/theovon YouTube: https://youtube.com/theovon Clips Channel: https://www.youtube.com/c/TheoVonClips Shorts Channel: https://bit.ly/3ClUj8z ------------------------------------------------ Producer: Zach https://www.instagram.com/zachdpowers Producer: Andrew https://www.instagram.com/bleachmediaofficial/  Producer: Trevyn https://www.instagram.com/trevyn.s/  Producer: Nick https://www.instagram.com/realnickdavis/ Producer: Riley https://www.instagram.com/riley_mau/  Learn more about your ad choices. Visit megaphone.fm/adchoices

Audio
Transcription

Chapter 1: Who is Caleb Pressley and what is Sundae Conversations?

75.826 - 107.092 Theo Von

He's a content creator. He's a voyeur. You know his show, Sunday Conversations, where he's had pretty much everyone on as a guest. This interview is one of the most hectic interviews time just it's this interview was hectic and we did our best and uh you live and learn but i'm very grateful that i got to go through just a it's just a long day with my friend mr caleb presley

0

125.199 - 138.303 Theo Von

I think your hair looks great today. Dude, you know who you remind me of? No cap, bro. That girl, she's like, you will not electrocute the children. You know what I'm talking about?

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138.323 - 143.944 Caleb Pressley

Did you make that up? Is that a real person? I'm talking about the future is ours.

0

144.304 - 146.665 Theo Von

Oh, yeah. The future is ours.

0

147.165 - 149.966 Producer

You will not hurt the... Fuck, what is it?

151.038 - 152.199 Theo Von

Thurnberg? Yes.

152.519 - 152.739 Producer

Really?

152.959 - 171.587 Theo Von

Yeah. Bro, come on. Help me out. Yeah. Go to Thurnberg, dude. Yeah. The future is ours. Yeah. The future is ours. She's inspirational. I got to stop looking. Do people tell you that a lot? Yeah. I get that a lot. No, you look great, man. I was going to say. Thank you, man. Wow. Quit. Quit. No, I'm just saying because I've seen you when you look different than this.

171.927 - 175.189 Caleb Pressley

I look bad the last time I saw you. I wouldn't say that. I look horrible.

Chapter 4: How is the Mexican Easter Bunny different?

4242.766 - 4249.329 Riley Mau

Um, yeah, no, I, I mean, everything was, uh, everything came out great.

0

4250.23 - 4269.399 Theo Von

But what happened? How much, give us a, uh, like, did you get a, like, if you had to guess just even in handfuls, how much you, like, what are we talking about there? Handful. Like in a, not a child's handful, but like an adult handful. Sorry, dude. Like a, just fucking tell us, dude.

0

4269.419 - 4273.687 Riley Mau

Probably two or three. Oh my God. No.

0

4275.551 - 4276.893 Theo Von

Two or three.

0

4276.913 - 4282.642 Producer

That's a long time. Bro.

4286.052 - 4314.703 Theo Von

bro god well you must have dehydrated your throat close up it sounds like oh my god you might have needed an r can after that homie that's a oh that's a war that's oh that's a big dose boy god what do you do with that that is uh and so riley i guess the last question is just the first one i asked is have you been doing it more and more or yeah i have you're addicted to it

4315.928 - 4318.589 Caleb Pressley

Not addicted. Are you a sex addict? No.

4318.849 - 4323.271 Theo Von

How many times do you feel like you've had sex since that happened, Riley? Because it's been about eight months now, almost one year, hasn't it?

4324.471 - 4332.033 Riley Mau

Yeah, about. I would say, I don't know, a couple times, a few times a week.

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