Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex





92 male escorts and male massage therapists In Chicago, Illinois

card grid realtime
page of 5

Gay Porn Models WANTED: Frost-Models.com

Hey Guys! Thanks for checking me out, I'm Shane! A fun guy where who's easy going and loves to have a good time! I'm 5'8 165lbs Smooth, Muscular Jock Build! 8x6c & 100% versatile! The checklist of what I am into is not set in stone. Mild to Wild! Whether you're looking for a hot one on o... (more)
Chicago, IL
My Phone Number
Mobile+1 860-202-3148
Email
In Rate Out Rate
Steamworks: $300/hr includes my admission. $300 / hr ($550/2 hours)

Hope Ur HO HO's were jolly good fun!

First and formost I would like to thank the 1.5 million viewers for ranking my performance one of the all time highest rated & most watched in pornhuBB history.  Never saw that coming.   That said, if you know what you like and like what you see...then indulge yourself. SXVideo p... (more)
I'm #1 on the map Chicago, IL
My Phone Number
Mobile+1 (773) 606-9929Home(250) 999-5823
Email
In Rate Out Rate
$225.00 $200.00

Aggressive, Passionate, and Discreet.

If an Authentic Experience is what you're wanting, you don't need to look much further . . . I honestly dig what I do. I have a lot of fun with it, and I know what i'm doing. I'm New, and I'm Honest. Real Age, Real Photo. Clean Guaranteed! Feel free to call or text w/ any further questions.
Chicago, IL
My Phone Number
Mobile+1 (312) 483-7976
Email
In Rate Out Rate
Ask me Varies

LEAVE TO NYC ON 1ST FEBRUARY (check out my reviews)

Please take a moment to read my reviews from a trusted website daddysreviews.com. My reviews are at this link:- http://daddysreviews.com/cruise/newest/lewis_la Hi! My name is Lewis, I'm 27yrs old.   I'm genuine, polite, humble, grounded, well educated, fun, spontaneous, very open minded and ... (more)
Chicago, IL
My Phone Number
Mobile+1 (323) 391-3928
Email
In Rate Out Rate
$250 $300

Passionate Middle-Eastern Model. Fulfilling your Boyfriend Experience. WELL REVIEWED

DADDYS REVIEWAll modesty aside, I am the ultimate fantasy. I aim to be the best at everything in life and I'm here because I love what I do. If you are looking for a hot connected experience that you’ll be thinking about and craving for months after, then you’ve found your match. I&rsqu... (more)
I'm #2 on the map Chicago, IL
My Phone Number
Mobile+1 305-748-0853
Email
In Rate Out Rate
Ask me Ask me

Middle Eastern fantasy man, here to spice up Chicago. WELL REVIEWED

DADDYS REVIEW All modesty aside, I am the ultimate fantasy. I aim to be the best at everything in life and I'm here because I love what I do. If you are looking for a hot connected experience that you’ll be thinking about and craving for months after, then you’ve found your mat... (more)
I'm #3 on the map Chicago, IL
My Phone Number
Mobile+1 305-748-0853
Email
In Rate Out Rate
Ask me Ask me

xxx 310-927-9484 xxx

Sexy, Fun, and Well-Endowed, Masculine Top... Im easy to be around, have a sense of humor and alays alow things to play out at your comfort level. I'd say that Maturity Confidence, Professionalism and a love for fun define me I always deliver, never under perform.I can be your passionate boyfriend ... (more)
I'm #4 on the map Chicago, IL
My Phone Number
Mobile+1 (310) 927-9484Home+1 3109279484
Email
In Rate Out Rate
Ask me for details Ask me for details

Returning to Chicago Jan 25!!!

I'm a hot and passionate companion. I can get into intelligent conversation over a nice dinner as easily as I get into sensual play. You will find that I am dependable, professional, real and easy to get along with. I enjoy theatre, travel, fine dining, shopping, movies, and more.  I returned t... (more)
I'm #5 on the map Chicago, IL
My Phone Number
Mobile+1 (773) 870-2154
Email
In Rate Out Rate
$225/hr $250/hr

(646) 732-2360

A hot, passionate, educated man of Middle Eastern (Iranian/Egyptian) descent. I am 26, 6'2'' 185 pounds...have a hairy, sexy, lean/muscular body. A skilled deep-throater and rimmer as well as a tight, muscled-ass bottom, I am very sexually adventurous and would love for us to explore your ... (more)
Chicago, IL
My Phone Number
Mobile+1 (646) 732-2360
Email
In Rate Out Rate
$180 (90+ minute session) $210

Latin Twink

Very smart and great personality make for amazing company.  Enjoy a good bottle of wine, dinner, going out for drinks, exploring the city and traveling.  Let me know what you are interested in and we will go from there.
I'm #6 on the map Chicago, IL
My Phone Number
Mobile(847) 372-4070
Email
In Rate Out Rate
Ask me $180

I aim to please.

Hey gents, Thanks for checking me out, the fastest way to get a hold of me is to text. I am a fiery, educated, young man that enjoys pleasing YOU! A gentleman in the streets and a freak in the sheets, I clean up rather well and am available for dinner and events, or for something more scandalous. Ha... (more)
Chicago, IL
My Phone Number
Mobile+1 6302201736
Email
In Rate Out Rate
$250/hr 400/2hr $250/hr 400/2hr

Warm up :D

I'm pretty laid back & like to please. I generally meet people where they are & accommodate a variety of personalities and interests. Let me know what you have in mind :D text/email preferred  
I'm #7 on the map travel adChicago, IL
My Phone Number
Mobile+1 (312) 854-9204
Email
In Rate Out Rate
Ask me $180

Insatiable Muscled Jock-Make your Reservations NOW!!! 5 Days ONLY!!! JAN 22nd to JAN 27th (303) 359-3192 WWW.ELIDANIELSENTERTAINMENTNETWORK.COM

***CHICAGO AREA for 5 DAYS ONLY 01/22- 01/27 & booking apts before I arrive***LOVE WHAT I DO, HOW I DO IT, & WOULDN’T CHANGE A THING ABOUT IT......I’m not a porn star by choice but definitely down to make some memories on camera…Visit My Website to see some memor... (more)
I'm #8 on the map Chicago, IL
My Phone Number
Mobile+1 (303) 359-3192
Email
In Rate Out Rate
$250 CASH or CREDIT $300 CASH or CREDIT

HOTT fun athletic sane jock type

hello I'm a masculine, discreet,  good looking  intelligent individual that is here for a mutual beneficial  TRUE experience ,   also with alot more pics to share upon request, im very athletic !! I'm Italian ,I  provide a vast array of options such as personal training for ... (more)
I'm #9 on the map Chicago, IL
My Phone Number
Mobile+1 3128591581
Email
In Rate Out Rate
Ask me asm me

Now Visiting Chicago

Bi DL Top Real Sexy Muscle Man, Hot Body,Hung 8inch Uncut Tool. Very Good Looking, Sexy Face. Manly Masculine. Very Discreet. If you want what you see in pics you will fall and will want more in person!! Super Cool, Real Hot Guy to make you have a great time!! Give me a call or text! Passw... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (305) 900-3975
Email
In Rate Out Rate
$300 $300

12 Dick Inch Thick

If you don't already know me my name is Juan. Im athletic basketball player I love all sports. Interested, want some real entertainment get connected. Well traveled educated and connected. I've always been spoiled and my fetish is to be worshipped. I'm bilingual What are you waiting for? Contact me ... (more)
Chicago, IL
My Phone Number
Mobile+1 (312) 320-9629Home+1 (312) 320-9629
Email
In Rate Out Rate
$300 $300

12IN HOSTING IN MY OWN LAKEVIEW APARTMENT

I AM THE COMPLETE PACKAGE IF YOU SEE SOMETHING YOU LIKE CALL TXT ME NOW YOU WILL NOT BE DISAPPOINTED. I LOVE WHAT I DO, AND YOU WILL LOVE HAVING ME :) DEVONSTARR 100% TOP DOWN TO EARTH AND LEVEL HEADED. MILD TO WILD, YOUR CALL. MUSCULAR, LEAN, 24Y/O CLEAN CUT WELL GROOMED, KIND AND GENTLE AS YOU CO... (more)
Chicago, IL
My Phone Number
Mobile+1 (773) 628-3772
Email
In Rate Out Rate
$150ASK 100SPECIAL $200ASK 150 SPECIAL

Clean cut educated boy here for you

Very professional bi guy here. I love to please a gentleman or a lady. I am a top and can go multiple times. Email me and lets make this happen. This is activity between consenting adults thanks!
Chicago, IL
My Phone Number
Email
In Rate Out Rate
Ask me Ask me

Actively Looking
21 Top Cut

Brown, Hard and ready! 11 inch Hershey Bar!

What's up everybody!?!? What you have here is not your typical entainer for the evening. I'm the REAL DEAL! I'm masculine, muscular "Very Hung", dominant and articulate. I'm open to practicing new fettish and role play. I can travel or host. When it comes to making appointments just email, text or c... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (708) 368-0941
Email
In Rate Out Rate
ask ask

HERE FOR YOUR NEEDS !

Hot Masculine Top Guy ..Czechosloakian & Mexican ... 38 yrs .. 6 ft 178 32w 42c Clean and safe very discreet educated and professional guy,I'm a very outgoing with no attitude genuine guy.Reliable and honest.I'm very clean and safe a great companion for those guys that appreciate ... (more)
Chicago, IL
My Phone Number
Mobile(312) 285-6821
Email
In Rate Out Rate
$175 $200

Actively Looking
30 Versatile Uncut

Uncut Latin Jock

If you are looking someone exiting, a guy that is easy going, super friendly with high energy and can give you a passionate boyfriend experience or wild time then you've come to the right place! I'm very laid back and easy to talk to and hang out with, fun, educated and well mannered. I get into a l... (more)
Chicago, IL
My Phone Number
Mobile+1 (773) 614-7645
Email
In Rate Out Rate
$250 $250

Hookies Mr. Chicago 2014

Furry muscle guy here to provide excellent companionship. I enjoy dinner dates, cuddling, hitting the town, or just staying in bed all weekend long. You’ll find me a natural and confident top, professional, educated and very into what I do. I’m 28, 5’11, 207 lbs, brown hair, hazel... (more)
Chicago, IL
My Phone Number
Mobile+1 (872) 216-1618
Email
In Rate Out Rate
ask me $300

page of 5
in/out rate
in rateIn Rate
out rateOut Rate
star rating
rate from 1 to 5rate from 1 to 5
unratedunrated
Foreskin
cutCut
uncutUncut
Age
# of years# of years
Sexual Position
topTop
bottomBottom
versatileVersatile

signup for the rentboy.com newsletter

Don’t miss out on our latest news, events, and the sexiest men available near you!