Plead The Fifth: Orlando’s Greatest Failure Chasing A Woman
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00:00All right, I am being sworn in, and I got a bunch of questions coming at my face.
00:06All right.
00:07Pause.
00:08Pause.
00:09And I got them coming from you, too.
00:12So, Meredith, you go last.
00:14You go first.
00:14I go first.
00:16Orlando, I want to know about the time, the greatest length that you ever went to try
00:22to, like, impress a lady, take a woman out, that didn't end how you wanted it.
00:28Like, the evening ended with, like, okay, thanks for having a good time, and then, like,
00:33just bounce.
00:34Like, where you really put some work in.
00:36It was thoughtful.
00:38High expectations.
00:38You planned it out.
00:39You spent a bag, and it just fizzled out.
00:47Wow.
00:49Like, where it didn't go down.
00:51Yeah, it didn't go down.
00:53I went to, okay, I went to Seattle.
00:57This was years ago, but I met somebody on spring break, and they went back to school,
01:04and they went to school out in Seattle, and I went to go out there to, like, not surprise
01:11them, but just take a trip out, and then it didn't, it wasn't the same energy that it
01:16was when it was on spring break.
01:18Like, and we ended up going to see Dave Matthews Band.
01:24We went, because I had planned it out.
01:26I was like, yo, we're going to go to, I bought tickets to Dave Matthews Band.
01:29I'm like, we're going to go to the show.
01:30But I didn't factor in the fact that where it was, it was in the gorge.
01:35And the gorge is this great, big, huge place, but you got to get there.
01:39And driving there is, like, insanely chaotic, and so it was a stressful trip where we didn't
01:47end up, like, halfway through the concert, we ended up talking.
01:51It was just like, we were just like, it was just, it was just, it was just, the energy
01:54was off.
01:54It was just, energy was off.
01:55It was frustrating.
01:56I didn't really know her like that.
01:58But it was like, when we was kicking it at spring break, it was like, really, like, dope.
02:02But we were drunk most of the time.
02:04Yeah.
02:04So it was easy to get along.
02:05It's like, but now you out there, you don't really know each other, and whatever else,
02:09and all of the stress, and I think there was some yelling.
02:11So yeah, it didn't go well at all.
02:13Yeah.
02:14That's not fun.
02:15I ended up coming back to my hotel by myself.
02:18When you make that mental note, you're like, yo, this isn't going well.
02:21But you can't pick a further place away to go than Seattle.
02:25Right.
02:25Like, to try and go hang.
02:27And it was like, yeah, that wasn't, I didn't take a trip like that anymore.
02:31I was like, I couldn't do that.
02:33Hey, I want to say it might not have been you.
02:34It might have been the Dave Matthews band.
02:36No.
02:38We both, I mean, I mean, I mean, like, that's like a legendary spot to see Dave.
02:42And I, you know.
02:43It's sexy music crashing me.
02:45She was into it.
02:45She was into it.
02:46I was like, I mean, we had talked about the fact that we both like Dave.
02:50And so, but we were, like I said, we was drinking, drinking.
02:53Yeah.
02:53And so, whatever.
02:54He's judging you.
02:55Yeah.
02:56Like, I mean, don't judge me.
02:57I'm going to do it again.
02:58I promise.
02:58It's cool.
02:58Dave Matthews band.
02:59Frat boys.
03:00Oh, wait.
03:01First of all, I love Dave.
03:02Packy sex.
03:02Yeah.
03:02I'm going to see Dave in Wilmington.
03:05There you go.
03:05Have fun.
03:06I'm going to see it.
03:07Yeah.
03:08I like Dave.
03:09I so do I.
03:10Dave's a great show.
03:11All right.
03:11Here's my question, Orlando.
03:13Yeah.
03:13What is what's the worst, biggest, the worst thing you've ever had stolen from you as a
03:20kid, as an adult.
03:21Wait, what hit the most?
03:24A lot of the pictures, throwback Thursday pictures, you'll see me wearing a chain that
03:33has like a, oh, my man, Diamond Ev made it for me down in Venice.
03:39And it was like, I mean, it was, it was, it was flooded.
03:43It was nice.
03:44And I always protected it.
03:46And I hid it in my hotel.
03:49And it was, I mean, it was like my signature.
03:51Like I drew the O and then made it from that.
03:54And I hid it in my bag in the Ziploc side of my bag.
03:59And I forgot to take it out.
04:01So, so when I checked my baggage, when I got my bag and I unzipped it, like, oh, my God.
04:08And I reached in there.
04:09And I was like, my chain was gone.
04:11And the diamond was still there.
04:14And I was like, they were smart because diamonds, you can like trace.
04:18Yeah.
04:19But they could, but they can take the gold and do whatever.
04:23So, yeah.
04:24So they stole, they stole my chain, but I kind of did it myself because I didn't protect
04:28it.
04:29So I should have had it because I always would keep that in my carry on.
04:32You were so protective that that's actually how you lost it.
04:35I was trying to hide it from the maid.
04:37Like, you know, like I don't want the maid to get it, but somebody in, you know, at the
04:40airline got it.
04:41So, yeah, that was like my last like truck piece of jewelry that I had.
04:45And I was like, I don't really need to replace it.
04:47But yeah, that was a big, that was a big theft right there.
04:50That must have hurt like in your stomach, like the gut wrenching feeling of, I felt
04:54naked, Meredith.
04:55Yeah.
04:55I did.
04:55Um, okay.
04:57So I hear this happens with guys every now and then you're in the middle of doing something
05:02and you want it to last a little bit longer maybe.
05:06Oh.
05:07And so you have to envision something else.
05:10You have to take a pause or you think about something to make sure that, you know, you don't
05:15get too excited too quickly.
05:16What is it that you think about immediately to stretch out said situation?
05:25Uh, what do I think about when I want to prolong my activity?
05:29Yes.
05:30I, I think about, um, I mean, the whole, old standard is baseball.
05:37Like you think about baseball or something, but I, um, I would think about sad stuff.
05:41Like I, I mean, there's back when I, yeah, like I remember back when I did have like timing
05:50issues.
05:51I don't really have timing issues anymore.
05:53Uh, but when I, when I did have them, I would think of my grandmother's funeral.
05:58Oh, that's so weird.
06:00I would.
06:00When I got, when I got, when I got to, I mean, during that time when I got too excited, I
06:06would think about something sad and it wouldn't make everything come to a stop, but it would
06:11take my mind off of the noises and the stuff.
06:15It's like, you know, cause you seeing all that and this sensory overload, it's like, so I
06:19had to think of something to level me out and I would immediately, and that was like
06:22the only sad thing I had at that point.
06:25Right.
06:25So I would always go to that and then I would like, all right, calm down.
06:30And then I would get locked back in and that was able to, Hey, it worked.
06:35Poor grandma.
06:36Well, no, I mean, you know, like, Hey, I'm sure she was glad that she was happy.
06:40I'm sure.
06:41I mean, not really not glad, but I mean, Hey, Hey, watch out.
06:44Orlando, what would you do if your daughter comes to you and says, dad, I'm pregnant?
06:50Oh my gosh.
06:55Good morning.
06:58Um, I mean, wow.
07:00Like comes to me when?
07:02Uh, like today?
07:03Yeah.
07:03At four o'clock.
07:06After school.
07:06My daughter's 15.
07:08Yeah.
07:08Biologically.
07:09That can't happen.
07:10Yes, it can.
07:10Yes, it can.
07:11100% can.
07:12Um, I mean, it would, it would, uh, wow.
07:19That would, that would, that would be hard.
07:21I mean, I would be like, okay, how, um, and we would just have to like, you know, be prepared
07:31for it, but damn, I'm not prepared.
07:33We can tell by your answer.
07:35That man.
07:35Wow.
07:36That hit me in the heart.
07:37Like, dog, I'm not ready for that.
07:39But I mean, I, I can't, I can be mad, but you can't show it.
07:43You, you, you could, you could be disappointed, but you, you really can't show it.
07:47You got to play the whole, I've seen more parents that have become grandparents at like a young
07:52age or whatever.
07:53I got a kid that had a baby at a crazy young age and they've been trying to be positive
07:56about it.
07:57And you just look at them so sad.
07:58Cause you're like, I know you want to be cussing right now.
08:00I know you want to be throwing furniture right now, but you're trying to, oh, we got you.
08:05And you just going to be the best mama ever at 12.
08:08Like it just, I just, I don't know if I'm built for that, but I would have to try because
08:12I wouldn't want her to think that she don't have her father having her back.
08:15So, okay.
08:16But damn, um, that would, that would hurt.
08:19Oh, you still have a plea left, right?
08:21Yeah.
08:22Um, this one says Orlando, why don't you like Bubba the love sponge?
08:27Oh, I mean, I, listen, I, uh, I don't know.
08:39Why do I want to plead on that?
08:40I just, I want to plead cause I don't really want to talk about somebody else, but I, I,
08:44I mean, I don't, we don't rock with each other just because he has a different code of ethics.
08:49That's what I'll say.
08:49I'll say he has a different code.
08:51Um, I think, you know, I've been a pretty much straight up dude, um, when I've dealt
08:56with anybody in the industry and I think when he got fired from his job and we invited him
09:02on the air, cause we was like, yo, the dude wasn't like a staple here.
09:07So we invited him on the air to like say his goodbyes to the market.
09:10And he thought that was really dope.
09:11So we were cool and we got along really great for a little minute.
09:15And then he didn't like something that I did.
09:17Not that I didn't do to him or whatever.
09:19I did it to him, but he was, he just, he went on the air and just started ripping on
09:23the air or whatever and just trying to make this thing.
09:26And we was doing something for charity.
09:27He didn't like it.
09:28So basically I was like, you know, I don't have to dislike you and argue with you.
09:33I just have to not deal with you.
09:34I stopped dealing with him at that point.
09:36Like I, I don't really mention him.
09:38This is the only reason I'm answering this question.
09:40Cause I don't know what janky thing y'all going to ask me next.
09:42So I want to tap out, but I just, you know, like once, once somebody shows me who
09:46they are, I'm not going to argue with you about it.
09:48I'm just going to step away.
09:50And so I, you know, and I don't, I mean, I guess he's moved.
09:53I don't know what he's doing now, but I, I don't rock with him.
09:56I don't, we don't cross paths right now.
09:57Yeah.
09:58Okay.
09:58All right.
09:59One more text.
10:00Rob text in and says, tell me when, tell me a time when you went to bat for
10:05someone or helped vote someone into a position and you ended up regretting it.
10:09Oh, man.
10:12Oh, I mean, they let you down.
10:19I mean, there are a handful of them, but honestly, I don't, you know, I, those are
10:24situations that I don't really want to give them more energy.
10:27So I'm going to tap out on.
10:28Oh, wow.
10:28Okay.
10:29All right.
10:36Let's see here.
10:37Uh, I got one boomerang for y'all.
10:39Yeah.
10:39Swing it back.
10:40I can send back to the room.
10:41Swing.
10:42Swing that thing on over.
10:43Swing.
10:44Let's see.
10:44And I, and it's hard too, because I can't ask y'all the question about staying in the
10:49staying game, because that doesn't fit you.
10:52Cause.
10:53Yeah.
10:53You can let it rip.
10:54You know, she's, she's in a good space.
11:03Uh, tell me, uh, about, um, tell me about some time that you pursued the act and it
11:12didn't go well.
11:13How the lengths that you went to land that loving feeling I had, it didn't go down
11:20well.
11:20There was, there was this girl I was interested in and, um, I knew this was a while ago.
11:25This was, um, probably anyway.
11:29So she, she was a really big fan of the weekend, but the weekend hadn't popped off yet.
11:35The weekend was a mixtape singer.
11:38He had a mixtape.
11:39It was called, I think it was called like house of balloons.
11:42And it was right when that mixtape came out.
11:44And, um, I, she had said it in a conversation and I started looking it up and he was coming
11:49to the house of blues in Orlando.
11:51So I got us some tickets to the show.
11:54Wow.
11:55I got a meet and greet.
11:57We got, we got to meet and take pictures to the week with the weekend.
12:01And I also got us a hotel room and the show was awesome.
12:06The meet and greet got the picture, everything.
12:08And then she was like, yeah, I don't want to stay the night out here.
12:12We could go back.
12:13We could go back to Tampa.
12:14But I'm like, oh my God.
12:17Yeah, man.
12:18Yeah.
12:19In your mind, it was going down.
12:20Oh, it was going all the way down.
12:22And I ended up, I, we ended up talking for a while later and it happened.
12:26But like, I was so let down.
12:28I was so discouraged.
12:29I almost totally gave up on the girl.
12:31I was like, you know what?
12:31It ain't, it ain't meant to happen.
12:32Did you get your money back?
12:34Did I get my money back?
12:35From the hotel?
12:36Oh, uh, I don't know.
12:37Oh.
12:38Cause you can't cancel a second.
12:39Yeah.
12:40I don't think so.
12:41That would make it hurt even worse.
12:42Yeah, I don't think so.
12:43You did put high expectations on that though.
12:45What?
12:45Like you.
12:46That was, I mean, I earned it.
12:48Like I worked hard for that.
12:49I mean, I'm going to take you to the weekend and I'm going to let you meet him.
12:51I know, but that, I mean, and a hotel.
12:53I mean.
12:54But this wasn't like our first time hanging out.
12:56We hung out before.
12:57It had just never gone down.
12:58There you go.
12:58That's what, I guess that's what I was getting at.
13:00I'm all the way over there.
13:01I got to drive back.
13:01But that's what I was getting at.
13:03It's like, okay, it's our first time hanging out, but it wasn't.
13:05So.
13:06Yeah.
13:06I can't top that story, but my story is met a girl on spring break where I lived at the
13:12time.
13:13We were four hours apart.
13:14One night I got that call.
13:16Wish you were here.
13:18Sure am lonely.
13:19You said four hours?
13:20Four hours away.
13:21Right.
13:21And she was in New Smyrna Beach and I was in like Gainesville area and I got that call
13:26and I was like, okay, let's go.
13:28Jumped in the car, got down there and it was like, you know, friendly talk.
13:34Like, sure.
13:35I'm glad you came, buddy.
13:37You know, I'm so tired from the drive going a hundred miles an hour and I get there and
13:44she's like, yeah, maybe we should watch a movie, but you know, I'm kind of tired.
13:47Yeah.
13:47I'm going to go to bed.
13:48Oh, that sucks.
13:48Oh, no, you're not.
13:52And nothing happened at all.
13:53Oh, no.
13:53And I never, I had never talked to her again, by the way.
13:57Yeah.
13:57Cause she didn't really want to put out.
14:00So if you ended the relationship altogether, does this happen?
14:03I mean, like guys have these stories all the time.
14:05Does it happen for girls?
14:06Not a lot.
14:07I will say we have some expectations.
14:09I, um, you know, like hooking up and all that.
14:12Mine was, um, my ex and I were going kind of back and forth and he lived in Chicago at
14:17the time.
14:17So I had expectations of, okay, I'm going to fly up there.
14:21I'm going to be looking good, smelling good, bring up, you know, lingerie, like all that.
14:26And we had just been going through it and it turned into us.
14:29He put on like the Sopranos or something.
14:31We started arguing and the whole weekend was completely ruined because we were talking
14:36about our just said issues instead of focusing on rekindling things and all that.
14:42And I flew all the way there.
14:43I bought my plane ticket, all that.
14:44And he just shut everything down.
14:46And after that, we weren't together anymore.
14:48Yeah.
14:48Did y'all, what's that noise?
14:50Did you make it early?
14:51Did y'all get some, did y'all get some?
14:56Nah.
14:56Nah.
14:57Nah.
14:58It was shut down.
14:59I was shut down.
15:00And I remember flying back just feeling like the biggest loser ever.
15:03Yeah.
15:03Yeah.
15:04Yep.
15:05That he do it.
15:05Welcome to loser radio right here with all of us.
15:07All right.
15:08Well, I officially plead the fact.
15:10Yes.
15:10I'm done.
15:11I'm done.
15:11I'm done.
15:11I'm done.
15:11I'm done.
15:11I'm done.
15:11I'm done.
15:11I'm done.
15:13I'm done.
15:13I'm done.
15:15I'm done.
15:15I'm done.
15:17I'm done.
15:17I'm done.
15:18I'm done.
15:19I'm done.