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Allie Breen
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Tom Griswold
This episode is brought to you by Lifelock. It's Cybersecurity awareness month and LifeLock has tips to protect your identity, use strong passwords, set up multi factor authentication, report phishing and update the software on your devices. And for comprehensive identity protection, let Lifelock alert you to suspicious uses of your personal information. Lifelock also fixes identity theft, guaranteed or your money back. Stay smart, safe and protected with a 30 day free trial@lifelock.com Podcast terms apply. Welcome back. It's another Bob and Tom Extra.
Christopher (Bob Kevoian)
This is Christopher. Not only is the Bob and Tom.
Tom Griswold
Show live every weekday morning, but every afternoon we'll give you a little extra. In case you missed anything on today's big show, Jamie Lisso with Ally Breen and Sexy Time is coming up right after this.
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Jamie Lisso
I couldn't help but see OC Double D my favorite part of you is just for me oh my.
Female Guest or Co-host
You know.
Jamie Lisso
I never play never play to focus on your planners holding in my hand don't be afraid to let em show O C double D O C double G is my grandmary O C double D O C double deuce serend Double D She's got the Amazon swing like a grapefruit in a sling Mouth wide it's just for me oh, my Double D, O Symphony and double D.
Tom Griswold
B.
Jamie Lisso
C, D Don't be afraid to let them show O C, double D, make a cur O C, double D I like double T O C, double D, O, C, double G Like you bless up in a tree Sam.
Sponsor/Announcer
Yeah, we know it's a repeat, but things are always better the second time around. This is Bob and Tom Extra.
Christopher (Bob Kevoian)
Comedian Jamie Lisso is right over there. And then we're going to hook up with the satellite and we hope to get. Oh, she's sideways.
Female Guest or Co-host
Look at that.
Christopher (Bob Kevoian)
It's Allie Breen. There we go now. There you are. There you are.
Allie Breen
Hey, there we go.
Christopher (Bob Kevoian)
You're not home, are you? Where are you?
Allie Breen
I am not home. I'm at the Orlando airport. I found, like, an abandoned area, which it feels like I'm in the Twilight Zone, but I thought I could call from here.
Josh Arnold
Are you in a Sky club? Are you in a elitist area?
Allie Breen
I have the Admirals Club, but it's so busy there, I literally found, like, a downstairs, kind of by the rental car place. It's just empty.
Josh Arnold
Oh, well, wouldn't you. Wouldn't you give anything to see somebody in the background trying to, you know, pack something horrible for a plane over her shoulders? Maybe not. Maybe that's a bad thing to mention.
Christopher (Bob Kevoian)
Is somebody in a massage chair holding your phone?
Tom Griswold
Looks like you're one of those new players.
Allie Breen
I found a massage room in the Orlando airport. Hold it with one hand.
Josh Arnold
Can you. Can you sit the phone down or are we gonna have to beat you? I don't understand.
Christopher (Bob Kevoian)
It's okay.
Josh Arnold
She's shaking.
Tom Griswold
Looks like.
Christopher (Bob Kevoian)
Like Peter Bird is directing found footage. What'd you say, Josh? Peter Burke is directing.
Josh Arnold
What is this, Friday Night Lights, too?
Tom Griswold
I was just at the Orlando airport and I didn't feel good and I went into one of those nursing rooms. That is not what goes on in there. But I did. I did feel better.
Christopher (Bob Kevoian)
I did feel better. Well, as you can see, we're joined by Jamie Lisso. And I'm not sure if Jamie's familiar with this program. It's called Sexy Time. And the way it works is people send letters to Ally and we try to help them with their love troubles.
Tom Griswold
Amazing.
Christopher (Bob Kevoian)
So let's. Let's go unrehearsed first. Let's see what happens. What have you got, Ally?
Allie Breen
Dear Ally, my girlfriend just got a tramp stamp and she's 38 years old. I didn't even know that was still A thing anymore. How big of a red flag is.
Tom Griswold
This is the test of an actual red flag.
Josh Arnold
That would make a cool with a hammer and sickle. Yeah.
Tom Griswold
Yeah, I saw some red flags.
Christopher (Bob Kevoian)
Literally. Sounds like a humble brag to me.
Jamie Lisso
Yeah.
Christopher (Bob Kevoian)
Oh, you think?
Caller or Listener
Why wait till you're 38 to get one, though?
Christopher (Bob Kevoian)
She just wants one now.
Female Guest or Co-host
It doesn't come back. Aren't they. They are have that story.
Christopher (Bob Kevoian)
I thought we had the story that they. I thought we had the story that they were going away.
Female Guest or Co-host
I thought we had the story.
Allie Breen
I thought that was the case too.
Josh Arnold
But why do I get the feeling this is like a weekend girl movie with Anna de Armas and.
Allie Breen
They all go get matching tramps too?
Josh Arnold
Yeah. No, we're going to Vegas to get tramp stamps, and then someone steals their car with a baby in it.
Tom Griswold
I actually support. I think it's a good idea to wait to get a tattoo. Like, this person's an adult. I almost got a Marvin the Martian tattoo when I was young. Like, it would have been insane. I literally was, like, saving my mind. So I think it's cool that this is an adult. My son the other day was, like, wanted to get a Game of Thrones tattoo on his forearm. And I go, dude, you gotta be careful. You're gonna be. Have to look at that thing every time you roll those dice.
Christopher (Bob Kevoian)
Yeah. I don't know what is. Doesn't say what it is a tattoo of.
Tom Griswold
It's a great question.
Allie Breen
It's usually like, a pattern when it's down there. Right. Like, I don't think people write the words. When they write words, girls always do it, like, on their ribs.
Female Guest or Co-host
That'd be upsetting if it was not his name. That would be bad.
Josh Arnold
A classic.
Christopher (Bob Kevoian)
A picture of his mother.
Josh Arnold
Tramp stamp is like, you know, a longhorn steer or something with the horns going.
Christopher (Bob Kevoian)
Yeah.
Josh Arnold
Over.
Christopher (Bob Kevoian)
Right. You know, I don't know if it's a red flag. Yeah. We don't know your girlfriend. We need to know what it is.
Caller or Listener
I think it's.
Christopher (Bob Kevoian)
Yeah, but it just seems a little. I guess it seems like something you're supposed to do when you're 22 years old.
Allie Breen
Tom, do you think it also worried about.
Tom Griswold
Do you think it's also the. It's the placement. Right. It's not a tattoo.
Jamie Lisso
Right.
Tom Griswold
It's the fact that that's where it is. Of all tattoos, that seems like the most.
Christopher (Bob Kevoian)
Yeah. Who's gonna see that the most?
Jamie Lisso
Yeah.
Christopher (Bob Kevoian)
But I'd like. I'd like to ask your wife a question because She's a doctor. I imagine that she sees a lot of weird tattoos in the course of doing exams.
Josh Arnold
Doctoring as she's doctoring.
Christopher (Bob Kevoian)
Yeah. But, I mean, I was always. I wondered, like, do people warn you if they have a really unusual. You know, if it says, oh, by the way, don't be surprised when you look at my. Look at my. I've got an arrow down there that says Kilroy was here and 30 other guys.
Josh Arnold
I don't think with a tattoo, but I think if you had a piercing in an area like that, you would have to tell someone.
Christopher (Bob Kevoian)
The vestigial twin.
Josh Arnold
Yeah.
Christopher (Bob Kevoian)
Yeah.
Allie Breen
Take it out.
Christopher (Bob Kevoian)
Well, if you're getting an mri, I guess the piercing thing can kill you.
Caller or Listener
Well, yeah.
Josh Arnold
Well, I don't know if that's true.
Christopher (Bob Kevoian)
But wouldn't it come flying out? I saw the latest final destination. I know what happens. Oh, God.
Tom Griswold
You know, be helpful if it was a consent form.
Jamie Lisso
Yes.
Tom Griswold
You know what I mean?
Josh Arnold
It'd be like a desk right there in front of you.
Christopher (Bob Kevoian)
Or like. I mean, you. Like a tramp sign this a tramp stamp. That's a quiz.
Josh Arnold
Answer these three questions.
Christopher (Bob Kevoian)
If you can see this, you're doing okay.
Josh Arnold
And your granddaughter.
Christopher (Bob Kevoian)
Do you have any tattoos?
Allie Breen
None. Yeah, I don't have any tattoos. I'm not a tattoo person. I just can't take pain. I can't do the needle thing.
Christopher (Bob Kevoian)
If you were going to get one, do you know where you'd get and what you'd get?
Allie Breen
I. Probably something small, like on my ankle, and I don't know. I literally have no interest in tattoos. I mean, I regret sending texts three minutes after I send them.
Christopher (Bob Kevoian)
That's the answer. Very good, Allie Breen. Very good, Ali. Ali spells her name A, L, L, I, B, R, E, E, N. I remind you of this because you can send her your letters on your favorite social media platform. She's also hanging out on OnlyFans as Ally B. Let's get to our next letter. What do you got?
Allie Breen
Dear Allie, my boyfriend has a female best friend and we got into a huge fight the other night because I get jealous of their friendship. He said I was acting crazy and I said I want to be his best friend and his lover. I know there's nothing sexual going on, and he keeps saying that, but that's not the point. I think the emotional thing is even worse. What do you guys think?
Josh Arnold
Get out. Get out.
Christopher (Bob Kevoian)
No, I don't.
Josh Arnold
Pack a bag.
Jamie Lisso
Joshua.
Allie Breen
I hate when you use the word.
Christopher (Bob Kevoian)
Lover when you say, am I with you? What is Your stance. They could be friends. Yeah, for sure. Sometimes. Sometimes it's. It's. There might be some aspect of your life that this person really is helping you with.
Josh Arnold
I was more irritated by her using the term lover than I was. Yeah, that's really kind of a. Unironically.
Allie Breen
Yeah.
Tom Griswold
Would it change anything for you guys if this girl liked the guy?
Christopher (Bob Kevoian)
Yeah, a little bit.
Tom Griswold
Because that.
Jamie Lisso
That.
Tom Griswold
That would be a little bit of information that would bother me if it was. It was an exact.
Jamie Lisso
No.
Christopher (Bob Kevoian)
Maybe if the term. If the term F. Buddy.
Female Guest or Co-host
Yeah. That's a whole different ball game.
Tom Griswold
That's what my tramp stamp says.
Caller or Listener
Like, she's gonna be miserable and make the relationship, you know, miserable. So maybe she should do him a favor and break up. Like, if you get him, you get his best friend, because he's not gonna ditch her. And that's mean to make him, like, lose a friend, I guess.
Tom Griswold
Yeah, it is. Yeah.
Christopher (Bob Kevoian)
Okay, well, let's move on. What? We got another letter that's all about sexy time. What's happening?
Allie Breen
Dear Allie, my wife is in her late 40s, and she's so beautiful, but she keeps cutting her hair shorter and shorter.
Josh Arnold
This is a hot button item for.
Female Guest or Co-host
Tom get out over the weekend.
Tom Griswold
Are they sure her head's not just getting bigger?
Christopher (Bob Kevoian)
Yeah, yeah, that could be.
Female Guest or Co-host
Oh, boy.
Allie Breen
It's making me less attracted to her. And I feel like it's a compliment to say, honey, I love you with long hair, but I don't think it's going to be taken that way. I don't want to sound like I'm from 1920s, but shouldn't the person who's having sex with you have some input about your haircut?
Josh Arnold
That's right. And if you. She goes to a therapist. The therapist calls you to tell you how your wife's doing. That's right.
Tom Griswold
Maybe she wants him to last longer. And this is a way to.
Female Guest or Co-host
There you go. That's a good one.
Christopher (Bob Kevoian)
Oh, yeah. Who needs. Who needs delay cream when you can go butch on the guy?
Allie Breen
Don't have to think about baseball anymore.
Caller or Listener
I have the opposite problem. My boyfriend's hair just keeps getting longer and longer. Like it's longer than mine now, and I'm just kind of jealous of it, where it's like, okay, cool, I'll cut my hair then.
Christopher (Bob Kevoian)
By the way, what's going on with him? Why is he doing that?
Female Guest or Co-host
Yeah, why is he.
Caller or Listener
Because he can, and he's just rubbing it in. He's got long hair and it curls.
Christopher (Bob Kevoian)
We need his supervisor to Step in. Yeah, yeah.
Caller or Listener
He's in charge.
Female Guest or Co-host
He looks like a mountain.
Christopher (Bob Kevoian)
Well, that's.
Caller or Listener
What, like a Highlander.
Jamie Lisso
Yeah. Okay.
Allie Breen
Yeah.
Jamie Lisso
Right.
Allie Breen
That's like David Letterman when he went all, like, got retired and became a mountain man completely.
Jamie Lisso
Yeah.
Allie Breen
Like, Jeezy Topps.
Christopher (Bob Kevoian)
Now, Jamie, does your lovely wife dictate your hairstyle or your clothing or your shoes?
Tom Griswold
I yield to her for all things physical. Yeah, sure, sure. All things.
Christopher (Bob Kevoian)
Those are awesome shoes that she picked out for you.
Tom Griswold
Oh, yeah, she did pick out.
Christopher (Bob Kevoian)
Those are really cool.
Tom Griswold
Yeah, she does my whole. Do you know, she.
Christopher (Bob Kevoian)
How long are those heels?
Tom Griswold
She told me once I had to buy a fisherman sweater. She said. She said, guys look hot in fisherman sweaters.
Female Guest or Co-host
Those are nice.
Tom Griswold
And I thought she meant I should try to wear one, but she just meant other guys. And so I bought, like, it was so expensive from, like, L.L. bean. The only one I could find was, like, $180. And I put it on and I came out, and she looked at it and she just. It was like watching someone trying not to laugh. And she told me I look like someone's grandmother. And so now I really do yield to her for all things, even haircuts. I think that is part of a. I see no problem with this, man.
Female Guest or Co-host
I tried to get.
Josh Arnold
Do you remember what happened? What we noticed over the years is that whoever you're in a relationship with, your haircut changes because you go, you're. Yeah.
Female Guest or Co-host
This is absolutely hot button. Because I asked my husband to grow his hair out because we all know he's wearing it very military style for many, many years.
Jamie Lisso
Yeah.
Josh Arnold
I got to grow the hair out.
Jamie Lisso
Which he did.
Christopher (Bob Kevoian)
And he looks good.
Female Guest or Co-host
Well, he got it cut.
Allie Breen
He couldn't take it as short as it was before. Did he, like, compromise, at least? He did.
Female Guest or Co-host
He didn't go as short.
Josh Arnold
She hates me now.
Jamie Lisso
That's right. Right. Yeah.
Female Guest or Co-host
Andy, I hate you.
Caller or Listener
No, it's nice to have something to grab.
Jamie Lisso
So what's our.
Christopher (Bob Kevoian)
So, what's our verdict on this lady? Should this guy say, grow your hair out?
Female Guest or Co-host
This woman should be able to wear her hair however she wants.
Jamie Lisso
Yes.
Caller or Listener
She's beautiful on the inside.
Female Guest or Co-host
Yes. Get her a wig. If that's really a problem, I bet.
Allie Breen
That goes over the bedroom. Just for the bedroom. Yeah. She can wear a short everywhere.
Jamie Lisso
Yeah.
Tom Griswold
Could you do an accent?
Christopher (Bob Kevoian)
Yeah. That's that classic episode of all in the Family where Meathead likes her better when she puts on the black wig. Okay, we got time for a couple more. Allie, what do you got?
Allie Breen
Dear Allie, I'M dating a divorce as I'm doing a divorce guy. I think she meant I'm dating a divorce guy with two kids and he sees his ex all the time. The mother and daughter have a birthday in the same week, so they celebrate together. And we went to their house for a party and he got them both really nice jewelry as a gift. Isn't that inappropriate to get your ex jewelry? Do I bring it up or is that going to make me sound crazy?
Christopher (Bob Kevoian)
No, this letter makes you sound crazy.
Caller or Listener
Was it matching jewelry? So like she matched with her mom?
Female Guest or Co-host
Relax, lady.
Caller or Listener
If not. Yeah, it's kind of weird.
Christopher (Bob Kevoian)
Yeah, I think it's weird.
Caller or Listener
Do you put the money towards the kids? Only she can buy her own crap.
Allie Breen
This is weird to even do gifts with your ex. Still, I think.
Christopher (Bob Kevoian)
It'S weird to even go to the party.
Female Guest or Co-host
Well, I think it's nice you guys have different relationships with your exes than I had and then my parents had.
Jamie Lisso
Yeah, yeah.
Female Guest or Co-host
I mean, we always do my different states together.
Sponsor/Announcer
You're dead to me.
Tom Griswold
I don't think I'd ever buy my ex. Like right when we got divorced, I did give her a really nice. I gave her everything.
Christopher (Bob Kevoian)
Generous. Yeah. Let's get to our last letter rally. What do you got?
Allie Breen
Dear Allie, I drunkenly hooked up with my girlfriend's friend twice since we've been together.
Jamie Lisso
Twice.
Allie Breen
I know it was a dumb thing to do, but I didn't have serious feelings at that point. Twice. I didn't have serious feelings for her at that point. And now I'm really starting to. Do I come clean and tell her now or just hope this never comes out? I don't think she'd break up with me if she knew, but I think it would change our whole relationship, which I really love right now.
Josh Arnold
So much. So you love it so much.
Caller or Listener
Go ahead and be a good person. Tell her the truth. And if it's meant to be, you guys will figure it out.
Josh Arnold
Isn't there the school of thought? Isn't there school of thought, Josh? That if you tell someone something, something like that, you're really.
Christopher (Bob Kevoian)
It's kind of selfish.
Josh Arnold
Yeah, selfish. Yeah. You should keep it. Don't put them through that if you can live with it. Shut up. Or something like that.
Christopher (Bob Kevoian)
Kinda, yeah. Yeah.
Caller or Listener
Until her best friend gets mad at her and then she goes, oh, well, I slept with your boyfriend twice. And then that happens.
Josh Arnold
Yep, that sounds like a best friend. All right, Chick.
Tom Griswold
I totally agree. I think chick is right. I think when you get it off your chest. Because I remember when my ex wife told me all this? She didn't tell me. I read it in her diary.
Christopher (Bob Kevoian)
Yeah, but it was.
Tom Griswold
Shouldn't have said that stuff. That's it for another Bob and Tom show. Extra. Catch us on itunes, Google play and stitcher for Bob and Tom. Extra. This is Christopher.
Christopher (Bob Kevoian)
Take care, everybody.
Jamie Lisso
Action.
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Christopher (Bob Kevoian)
They don't just stop here. They just keep going.
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Christopher (Bob Kevoian)
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Tom Griswold
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Date: October 29, 2025
This Bob & Tom Extra episode blends irreverent comedy and real-life relationship advice, featuring comedian Jamie Lissow and Allie Breen remotely from an airport. The central theme is “Sexy Time,” a segment where the cast addresses listeners’ romantic dilemmas with their trademark banter, humor, and a healthy dose of friendly disagreement. Relationships, jealousy, personal grooming, and the awkward honesty required in love are all run through the group’s comedic wringer.
Classic BOB & TOM wit as the hosts debate, roast, and advise on relationship scenarios submitted by listeners.
On tattoo etiquette:
“If it says, Oh, by the way, don't be surprised when you look at my... I’ve got an arrow down there that says Kilroy was here and 30 other guys...” — Christopher (Bob Kevoian) [10:14]
On autonomy and looks:
“This woman should be able to wear her hair however she wants.” — Female Co-host [16:33]
On relationships and honesty:
“When you get it off your chest… when my ex wife told me all this? She didn’t tell me. I read it in her diary.” — Tom Griswold [19:17]
Smart comeback on confessions:
“Until her best friend gets mad at her and then she goes, 'Oh well, I slept with your boyfriend twice.' And then that happens.” — Caller or Listener [19:08]
This episode delivers the signature BOB & TOM blend of quick-witted banter and unfiltered relationship advice, as Jamie Lisso and Allie Breen help listeners (and each other) stumble through the complications of modern love. Whether defending the right to questionable tattoos, debating the boundaries of jealousy, or just cracking each other up, the cast offers laughs and the occasional genuine insight—no matter how awkward the subject.
For more "Sexy Time" letters or classic BOB & TOM banter, catch them every weekday morning or subscribe for the commercial-free VIP podcast.