It’s Tuesday, time for the anonymous mailbag.
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If you have any anonymous mailbag questions you can email them to firstname.lastname@example.org, anonymity guaranteed. Okay, here we go.
“Today I was scrolling through twitter and came across an article about a vacation called “sex island” every year. Since I had never heard of it I was curious. Anyway after reading I didn’t think this could be true so I did some more research and as far as I can tell this is all legit. It’s a private island somewhere around Trinidad and Tobago where you pay a couple thousand to have unlimited sex, drugs, and alcohol for 3 or 4 days. There’s only 50 tickets available for each so called trip or weekend an each person that goes basically has two prostitutes.
So this got me thinking, should I do this? First off let me tell you I’m 26 with no wife or girlfriend with an excellent job in a flyover state near a town that has 4,000 people in it. Safe to say entertainment is somewhat sparse around me. Closest big town is about 2 hours away.
Money really isn’t an issue as I’ve made $90k+ for the last 3 years with virtually no expenses. This is what I’m worried about, however. I’ve traveled through many airports across the US but have never been out of the country. Do you think there’s a possibility where I could get put in a situation where I have to fear for my life? Getting shot, jail, hospital, etc. is probably unlikely but also a much higher chance then traveling to let’s say, Europe. Would you agree? I thought about trying to bring a friend along but a lot of my college or old high school buddies don’t make what I make or have wives/girlfriend to where I know they would never go. What do you think? Sounds like a single guys dream but are there enough positives to outweigh the negatives?”
This Sex Island thing has gone viral. I’ve been emailed about it several times and several different guys I know have brought it up recently as well.
I was talking about it with a bunch of buddies recently and we were all debating the pros and cons of having gone when we were single. I came down on the side of it being an awesome trip, but only if you went with at least one other friend. That’s because I wouldn’t want to go by myself and just meet other guys I didn’t know at a big orgy. Now that’s partly just me in general, I’d never want to go on vacation by myself anywhere, even to a sex island.
I don’t think you need to be concerned about getting arrested — most of the places you’d go exist pretty much entirely for tourism and the worst thing they could do is arrest Americans and kill their local economy — but I do think it’s fair to worry about your privacy being yanked away somehow.
My concern was primarily that everything is being recorded and at some point you’d get outed as having gone on the trip. Either that or their customer list leaks and your name is on the Internet and everyone knows you took the trip. Maybe when you’re a single guy that’s not a big deal, but what if it leaks in ten years and you have a family by then? Or what if you end up with a prominent job and your company fires you?
Remember when the Ashley Madison subscriber list leaked? I think you have to assume that almost everything you do on the Internet is going to leak at some point. This is why I only jerk off to college girls and MILFS in porn videos. God forbid I was into some really creepy jerk off shit, I’d live in mortal peril that my GILF porn interest was one day going to be outed for everyone to see.
I’m so glad my porn interest makes me such a basic bitch, I like good looking women naked between the ages of 18 and 35.
But if no one knew you were going to Sex Island, there was no evidence you’d gone, and, and this is significant, you knew that STDs weren’t a threat at all because either they test all the women beforehand and ensure clean bills of health or you knew you’d always use a condom for everything, I think this is a no brainer. (Also, you wouldn’t want to get a woman pregnant. Can you imagine this? Worst. Maury, Povich. Ever. Kid: “How did you and my mom meet?” Answer: “Daddy paid a lot of money to have anonymous sex with strange women for a long weekend.” Ah, true love.)
Assuming disaster didn’t happen, just think about it for a minute, when you were a single guy and you went on vacation to a tropical destination what were you hoping for?
A SEX ISLAND!
You were hoping you were going to be on vacation and you would meet hot girls and you’d have a ton of no strings attached beach sex.
But then what usually happened?
You hung out with a chubby, sunburned girl from Canada and all her chubby, sunburned Canadian friends and maybe she gave you a disinterested blow job after two days of pursuit.
And that was a good trip.
The number of guys who pulled off two or three no strings attached sexual encounters with good looking women while on a tropical vacation was really, really low.
That’s because most good looking girls in these locations are in high demand from the single guys — or already there with boyfriends — and it’s virtually impossible to turn your vacation into an orgy featuring tons of hot girls you didn’t know before you got to the vacation.
Doesn’t this just eliminate all the suspense and give you exactly what you want?
I’m honestly stunned it’s so affordable.
I know some people have hang ups when it comes to paying for sex, but I don’t. I think prostitution should be legal.
Look, all men are paying for sex in some way, this just eliminates the fakeness. She’s sleeping with you because she wants your money and you’re paying her to do it. As long as she’s making the choice to be there, it’s pure capitalism.
I don’t know why we’re fine with selling everything but sex.
Imagine if instead of there being restaurants you had to convince girls to cook for you for free if you wanted a meal outside of your house. That would be insane, right? Yet that’s what we do for sex.
If you want something, pay for it.
I’d probably go if I were a single guy in a small town with ample money like you.
“Hey Clay! I’d like your opinion on alcohol and kids. More specifically, you mentioned a while back you enjoy watching sports with your children. I am with you on this. My seven year old has wanted to watch football every Saturday and Sunday this season, which is great, but this is also when I like to have a few drinks and relax.
Is this in poor taste? Should I avoid alcohol altogether when watching the game with the kids? What are your rules/protocol?
Seems like no big deal to me, but then I was told by my brother today that him and his wife do not feel comfortable bringing their kids around me anymore b/c I had a drink when they came over to my house a few months ago. Mind you, I was not even close to inebriated. Anyhow, what say you future senator?”
I think it’s fine to have drinks while you watch games with your kids as long as you don’t get noticeably drunk.
Personally, I don’t drink by myself. So I never drink when it is just me and my boys watching games together.
But my eight and ten year old’s do know more about gambling than almost any eight and ten year old’s in the country. This is what happens when your dad is on a gambling TV show.
I never knew the line on a game when I was a kid, my own kids know about live wagers, over/unders, parlays, teasers, you name it and they’re conversant in it.
Sometimes I’m terrified that I’m working so hard now so my kids can just gamble away their entire inheritance on sports.
In fact, the first thing my eight year old asked this morning when he sat down for breakfast was, “Did the Saints cover last night?”
So while I don’t drink in front of them much, I do gamble in front of them all the time.
I’ve even got them working on their math skills by doing the math on over/under game pace and whether or not we’re going to win our bets.
I’ll let you know how this turns out.
In the meantime, I think your family is overreacting by hiding their kids from you because you drink during games. Boy oh boy, are they ever going to be shocked when they go to actual games and see all the alcohol being bought there.
Your family is overreacting and you’re doing nothing wrong by drinking during games you watch with your kids.
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