Bad Dates with Jameela Jamil - Speed Dates: In Those Mouth (w/ Syd Heller and Olivia DeLaurentis)

Episode Date: November 14, 2024

Before this description even begins, we need you to know that Olivia dispenses some very heavy spoilers for MILF Manor Season 2 at 4:37, so beware. And now that’s out of the way: Host Joel Kim Booster welcomes veteran Bad Daters and comedy duo Syd and Olivia for an illuminating Speed Date, where they tell him which reality show moments keep them believing in romance, just how important the YouTube song about crack tasting like ribs is to Olivia, and Syd delivers a sonnet about her terrier’s after care. If you’ve had a bad date you’d like to tell us about, our number is 984-265-3283, and our email is [e-mail], we can’t wait to hear all about it! Subscribe to our YouTube Channel for video clips. Joel Kim Booster: Psychosexual, Fire Island, Loot Season 2Syd Heller: @sydheller on socials, @SydAndOlivia, Syd And Olivia Talk Sh*t podcastOlivia DeLaurentis: @ocdelaurentis on Insta, @SydAndOlivia, @SydAndOlivia on YouTube Subscribe to SiriusXM Podcasts+ on Apple Podcasts to listen to ad-free new episodes.

Bad Dates. Speed Dates. Hello, hello, hello, and welcome to another episode of the Bad Dates Bonus Pod Speed Date. I am your host, Joel Kim Booster. I host both the main pod and the bonus pod. Can you believe it? The way they're working me here at SmartList. It's despicable, but I'm doing it because I love it. I love the game. I love the guests. This is a shorter version of the Bad Dates pod. We're not talking about bad dates,

but we are talking about love. And today's guests, that's right, guests, plural, are both former individual guests of the pod, both stellar all-star bad daters. But today we have them together because they are a comedy duo. That's right, we have Sid and Olivia. are a comedy duo. That's right. We have Sid and Olivia.

They co-host the podcast, Sid and Olivia Talk Shit. Hello ladies. Welcome back to Bad Dates. Hello. Hi. Thank you for having us again. Hi. How are you?

You both were so funny individually. I cannot imagine what we're about to experience with you sharing a microphone in one little box in front of me. It's going to be resplendent. I can just tell. So we've already gotten a little bit of info and background on you guys and your dating life. But what I wanna know a little bit about today

is what is the sort of fictional romances that have really made you believe in love and love love and developed your sense of love. This can be a relationship in a TV show. This can be a moment in a movie. This can be anything and answer it in any way you would like to answer. We'll start with Sid.

What is your favorite romantic moment or couple or thing from pop culture? I mean, both of us are like huge reality TV nerds. So like when you say like narrative kind of couples, like I'm not as familiar. I don't know what that is. No, yeah, I mean, like I said, answer it in any way, in any form or fashion you'd like.

So reality totally counts. Yeah, we both got into like a huge phase where we were watching a lot of like the old VH1 MTV reality shows where it was essentially Rock of Love, Flavor of Love, Frank the Entertainer, Basement Affair. Yeah, Frank the Entertainer, Basement Affair, which if you haven't seen it, it's all... I was around when it was airing, ladies. I was around, I was there. I was there for it. On the ground floor. Oh god, it's so good. And it's a spin-off of a spin-off, and it is so good.

And the opening song is so good. It's so good. It's so good. But I mean, I have to recommend, if you haven't already dipped your toes into the water of Shot at Love with Tila Tequila. I have a very clear memory of watching Shot of Love with Tila Tequila when I was in either elementary school or middle school on my TV. Hate it, but keep going.

Yup. And my babysitter was there and it was a scene of two women in a bathtub and I was like, this is the best thing I've ever seen. And my babysitter goes, are you sure your parents allow you to watch this? And I just went, yeah, shh, yes, shh, no, let me watch it. No, let me watch the too and then take a bath. So, I mean, that could be your answer for this question, but is there a specific moment or couple from reality TV

that really floats your boat? Yeah, I think in Flavor of Love season two, there is a moment in episode one where the woman named something, which is first of all, just like the worst nickname to give someone. It's just such a cop out. Like to call someone something. Ew. It's everything. I think it's...

Something is everything. Something is truly everything. But this woman named something takes her shit on the stairs and stays. She doesn't get sent home. She doesn't get sent home and Flavor Flav goes to check on her and goes like, baby, are you okay? And she's like, yeah, I don't know what happened. It just like slipped out.

She took like a full shit on the stairs. Full shit on the stairs. Standing. Standing and she stays for episode two and she's only eliminated in episode three. So the fact that he gave her a chance for a full extra episode is to me really romantic. Especially for Flavor Flav, I feel like the bar is so low.

Yeah, I feel like that's really romantic of him. He really saw something in something, you know? Yeah, and you know what? That's beautiful. And that's so beautiful. And that's so beautiful. Yeah, that's beautiful, Sid. Love is love.

Love is love. Love is love is love is love. Oh, and that's what he was talking about at the Tonys. Olivia, same question. Oh, you know, there's so many romantic moments in the history of television. And I would say a recent one that's really shaped me is when in MILF MANOR season two, there's a new MILF that enters the villain. Everyone hates her because she's just trying to get with all the Dilfs and all the sons. That's such a spoiler for people who only watch Milk Manor season one. I know, I'm a dangerous girl.

Yeah. And- We'll put a warning, we'll put a warning up top at the beginning of the episode. Skip to this point. Yeah, absolutely. If you haven't seen Milk Manor season two, first off, what are you doing? Second, yeah, it's when the new MILF comes in

and goes into the sauna with the uncle and his nephew. Oh, it's so beautiful. It's so romantic, it's so beautiful. It's not at all shocking or wrong or horrifying. What I like about it is it's both a romantic kind of love and a familial kind of love. And you know what? She's also the same MILF

that during the watermelon eating contest when all the MILFs have to put watermelon between their legs and the dads and sons have to eat them out. And all the dads are going like, do it son, do it like I taught you. Which is like, ooh. The worst thing I've ever experienced in my entire life. That she says to be sexy at a certain point, use those muscles in those mouth.

Let's say it one more time just for people who maybe thought it was a mistake what you just said. It wasn't a mistake. No. It was verbatim, the quote, which is... Yeah. Use those muscles in those mouth. And we rewinded it multiple times.

And we filmed it and we say it all the time now because the thing is like, yeah, use those muscles in those mouth. I'm always saying that. In those mouth. Yeah. And it's clear as day. It is clear as day. It's poetry.

It's poetry. It's a clear instruction really, because we all know what in those mouth mean, and certainly what use those muscles mean. And that's like romantic. It's romantic to say what you want. It's a modern Shakespearean sonnet. Yeah, and so I would say, yeah, that's definitely like,

that's definitely changed the way I look at romance for the better, I think. Yeah, now you're always making people eat the watermelon and the legs. No, I'm always making people eat the watermelon and the legs. No. I mean, the thing is, you can't be mad at her

for going in the sauna with an uncle and his nephew when you've already stepped foot in the Milk Banner. You know, you're already there. If you don't wanna see that, then don't step foot in Milk Banner. 100%, 100%.'re already there. If you don't want to see that, then don't step foot in milk banner. 100%. 100%. Yeah. What once you get there, it's like, I'm already here. Let's just go for it. It's like when you're really drunk and you're like, yeah, I'll just order like fat cells. I don't care. I'm already here. Yeah. And it's honestly, I'm going to say,

I'm going to say, you want to do that with your uncle in a neck? Well, I mean, that was what a beautiful trip we just took around your brains and getting a real picture of, of I think adding some important context to both of your episodes of Bad Dates, I gotta say. This makes, make you both make a lot more sense, I will say, as people, as women, as human beings. Yeah.

No, thank you. Thank you for really bearing your soul to our listeners. What has you both believing in love? You both look worse. No, I would never. I would never make a judgment call like that. That's for the listeners to decide in the reviews of bad dates. But five stars only. Five stars, no matter what.

Five stars only. Yeah, exactly. No matter how that made you feel. These girls are worse. Five stars only. Five stars no matter what. Five stars only. Yeah, exactly. No matter how that made you feel. These girls are worse, five stars. Yeah, exactly. Beautiful, beautiful. What has you both, this can be, again, this is sort of a free form answer for you both. What has you believing in love this week? It's something a little bit more current.

It can be something in pop culture. It can be something in your life that has happened to you. We'll swap it and say Olivia. Swap it up. Yeah. What is making you believe in love this week? Something that really made me believe in love this week is that I found a song on the internet

where all of the lyrics are, oh shit, they got that crack that tastes like ribs. And my dad let me play it for him like eight times straight. How long is this song? It's like a minute and a half. And all the lyrics are variations on like, oh shit, they got that crack that tastes like ribs. I can't believe they got that crack that tastes like ribs.

And then at a certain point he switches it up and he says they've got those ribs that tastes like crack, which is not the same thing. It is very similar to use those muscles in those mouth. Oh, I know. Maybe that's how you define what I like. Is just a sentence that's not quite it. But I can repeat over and over and over again.

An un-diagrammable, you cannot break down the gerunds of the sentence at all. There's no object, there's no subject, there's nothing. There's just verbs, verbs and nouns. Yeah. And yeah, and both my parents actually, yeah, they let me play that for them over and over again. And then talk to them about it and be like, did you guys hear the song about the crack that tastes like ribs? And they were like, yeah, that's beautiful, sweetie. And yeah, so that's that to me, that's nothing but love. Yeah, I mean, that is again, a beautiful depiction of familial love. Right? All of mine are familial.

Yeah, you know, again, another window into your little brain, Olivia. I think I'm sensing a pattern here and I think I see why you're still single. I think you guys should all get into a sauna together. That might really close the loop on this for you. This is definitely I think close the loop. I can exit my way from this earth. Beautiful. Sid, same question. What is making you believe in love this week? I have a little dog named Mousy.

That's beautiful. She looks like a bat. She's got a curly tail. She's absolutely lovely. She's great. And she has this one toy that's kind of like a bear that she always humps its face. Yeah.

Beautiful. It's really beautiful. And she's been doing it for a really long time. She'll like press on the stomach, really get herself in there and hump really beautiful. And she's been doing it for a really long time. She'll like press on the stomach, really get herself in there and hump the face. And recently-

I'm picturing it now. It was hard. I was like press on the stomach and where's the face? No, yeah. And I really did think that their relationship was really casual. And then recently I saw her tuck the bear into her bed with her.

Wow. After humping its face? After humping its face. And isn't that all we want? And that's all we want as women. I think like, no, and speaking as a man too, I mean, anybody who's been face fucked before, I think just wants the tenderness post-coitaly of being tucked into bed, of being swaddled.

You witnessed your dog doing aftercare. I witnessed my terrier mix doing aftercare. That's crazy. That iscare. That's crazy. That is really. That's beautiful. And that's a sonnet. And that's a sonnet. And that is a sonnet of itself. And you have me believing in love.

I'm not gonna lie. That gentleman out there, or anyone who fucks faces. Huh. Where's this going? Take a note from Sid's dog. Okay, yeah. Yeah. Take a note from Sid's dog. Yeah, yeah. Yeah, take a note from Sid's dog.

Yeah, Mousy. She's a gentle soul and it was just like one of the most beautiful things I've ever seen. That's pretty cool. Yeah, because I know some bears who've been face fucked before and they would, you know, they've been praying for somebody who would take care of them as well as Mousy did.

Oh my gosh. God, isn't that just, that's just one of those stories you hear every day. You would love it. Man, this has been so much fun. This has been Sid Heller and Olivia De Laurentiis. Sid and Olivia, tell the listeners once again where they can find you individually

and where they can find you together as well. Oh my gosh, thank you. Well, you can find me individually sleeping under Sydney's bed. Yeah. And I'll be on the bed. So that's where I'll be. Our handles individually are at Sid Heller

and at OCD Laurentius, but together we have a handle at Sid and Olivia. On everything. And that's where he post sketches. Wow, you really got it. You got it in there before any other Sid and Olivia. I know, right? I know.

Yeah. No others. The very first ones. Yeah. Pioneers, pioneers in first ones. Yeah. Pioneers. There are no others. Pioneers in the space. Yeah.

Yeah. Well, this has been another episode of Speed Date. I've been your host, Joel Kim Booster. I hope you guys have learned and grown as much as I have after this episode. I'll be thinking about it for a while. That's all I'll say. Thank you once again to Sid Heller and Olivia DeLaurentis. We'll be back next week with more Bad Dates. Bye-bye. Bye. That's all I'll say. Thank you once again to Sid Heller and Olivia DeLaurentis.

We'll be back next week with more Bad Dates. Bye-bye. Bad Dates. Bad Dates is a production of Smartless Media created by Robert Cohen, executive producers are Richard Corson and Bernie Kaminsky. We will be back for more Bad Dates. Smart. Bless. Me.

I. Smart. Bless. Me. I. Smart. Bless. Me.

I. Smart. Bless. Me. I. Smart. Bless. Me.

I. Smart. Bless. Me. I. Smart.