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It Just Isn't Fair


Cock Eyed Optimist
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I thought I would look in Rentboy to see if there were any new guys listed for Chicago. I got encouraged to note that in NYC (just Manhattan alone) there were 348 escorts listed. So I scrolled up to Illinois and found that there were only 29 escorts listed for Chicago!! What gives? Why are we so deprived? :-)

Take a look at all the other major cities...well over 150 in LA, lots is SF and Boston, etc. I just wonder what is is about Chicago that keeps escorts away?

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Re: winter in Chicago

 

I once saw a “promo” advertising an upcoming convention in Chicago. It featured all sorts of water sports and outdoor activities along Lake Michigan. It all looked pretty enticing. The catch? The dates were January 15 – 20… I don’t think so!

 

You're right! It just isn't fair...

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I love Chicago and try to get there a few times each year. There has been a real decline in Escorts from just 2-3 years ago. The Escort Agencies have even disappeared. I use to see some pretty good Escorts there, a few on a regular basis. Now it is like a desert. I agree, it just isn't fair. Escpecially since Chicago is so much closer to me than NYC or LA. x(

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I have hired a couple of the boys from the Lucky Horseshoe before. They have a few gay for pay guys there. It's a hard place to find a bottom.

 

You have to go in, get to know them and tip them well. After that, trade numbers and call them from time to time. I don't want to name names because the management there has a hard on about that kind of stuff.

 

Most of the boys are Latin. Their "private" rate at my home was dirt cheap.

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Chicago Escorts

 

Perhaps you need to look at a couple of the other lists. Americanmale.net has 36 escorts in Chicago, and Men4rentnow.com has 150 listings. I also have had a couple of good finds at Lucky Horseshoe and also very inexpensive. Same procedure, meet, tip nicely, meet again, tip again, connect.

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One Other Suggestion

 

I can't guarantee it will work for you, but two of the best escorts I have ever had in Chicago were two gay-for-pay students from Northwestern U. in Evanston, just north of Chicago this past spring. The area around campus is dry, amazingly, but there are a number of coffee houses close to campus where the students hang out. A friend of mine took me to a particular Starbucks where he said it was possible to make contact with guys interested in making some extra money and having some fun. I was dubious, but the rate he suggested was very reasonable and college boys are often very cute and horny. The first evening I met a beautiful and delightful sophomore on the tennis team who said he had a gf but enjoyed playing on the side and needed the extra cash. He had a gorgeous, smooth body and seemed to really enjoy the sex and be willing to do anything, including bottoming. He made up in enthusiasm whatever he lacked in experience. Two hours, and I contributed very happily to his scholarship fund. It was so good, I asked my friend to take me back the next night. Tennis Boy was not there, but Frat Boy was. Had interesting stories to tell about frat life in Evanston, and also really seemed to get into the sex and wanted everything I could give and he could take. For an amateur his oral skills were exceptional, and his butt was probably nicer than his gf's, full and smooth and eager. Another fantastic evening. Frat Boy suggested another go the next night, but I had an early morning flight out. Sorry, but I don't know the exact address.

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RE: Chicago Escorts

 

>Perhaps you need to look at a couple of the other lists.

>Americanmale.net has 36 escorts in Chicago, and

>Men4rentnow.com has 150 listings. I also have had a couple of

>good finds at Lucky Horseshoe and also very inexpensive. Same

>procedure, meet, tip nicely, meet again, tip again, connect.

 

Yeah, I have checked out American Male, but they leave an escorts picture up for a long time even though the escort has moved on, and even though there are 150 escort listing for Chicago in Men4rentnow, if you scroll through the list, you will see that the vast majority of them list Chicago as a place they will visit; hence they come up on the Chicago site. I have gotten stung by that several times, when I see the pic of the guy and say, "Whoa!", then when I look at his city it is someting like Bangor, Maine and he will "visit" Chicago if asked. I guess I'll just have to try the Luck Horeshoe and the coffeehouse "technique" like you suggest. I'm just not very good at that technique. My shyness wins out, and I back down before I ask them. Thanks for your help, though.

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RE: Chicago Escorts

 

For a while Cupcakes Escort scam was using American Males page as fertile ground due to lack of good escorts in Chicago. One guy still listed there, Tino or Tito, is part of the scam. Most have been removed now.

 

Just this week,I tried hooking up with Noah. While legit, he is extremely hard to book with it taking him days (up to a week) to respond. He's a great looking athletic 19 year old. But, when I'm looking for an escort today, it's not because I anticiapte being horny next Thursday. I've kind of given up on him.

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