Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex





96 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 #2 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

Actively Looking
25 Top Uncut

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

Actively Looking
27 Versatile Uncut

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)
Click to open map Chicago, IL
My Phone Number
Mobile+1 305-748-0853
Email
In Rate Out Rate
Ask me Ask me

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

Actively Looking
32 Versatile Cut

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

Actively Looking
27 Versatile Uncut

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)
Click to open map Chicago, IL
My Phone Number
Mobile+1 305-748-0853
Email
In Rate Out Rate
Ask me Ask me

(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

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

Actively Looking
24 Versatile Cut

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  
Click to open map travel adChicago, IL
My Phone Number
Mobile+1 (312) 854-9204
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

Unique Porn Star with a Big Southern Root ;-P

Discreet, professional, satisfaction guaranteed.... Looking for a handsome young man, who's 100% real, very well experienced in a multitude of situations? I'm your man...here to exceed your expectations.Treat others and expect to be treated with respect. I'm an insanely sexual being, but do... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (214) 310-8441
Email
In Rate Out Rate
$240 $260

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 #7 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 #8 on the map Chicago, IL
My Phone Number
Mobile+1 3128591581
Email
In Rate Out Rate
Ask me asm me

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 #9 on the map Chicago, IL
My Phone Number
Mobile(847) 372-4070
Email
In Rate Out Rate
Ask me $180

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 #10 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

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

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

Actively Looking
- Top Cut

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
21 Top Cut

chocolate goodbar

Freak black escort in town.My name is Corey.. 22 year oldextra hung.. [[10inches]].Never a rush or fuss..Very aggressive masculine verbal but can be mild and passionate..<span style="font-family: arial; font-size: 19px; line-height: 23.0666656494141px;" data-mce-s
travel adChicago, IL
My Phone Number
Mobile+1 (815) 200-9581
Email
In Rate Out Rate
Ask me Ask me

Young, athletic model for massage and more

I'm a young, fun, intelligent, sexy model working as an escort to help pay my way through school. I've been an athlete my whole life and my body shows it. I'm well-cultured and traveled, able to hold a meaningful conversation, and a lot of fun to be around. I'm very adaptable to any situation, and a... (more)
Chicago, IL
My Phone Number
Mobile+1 (831) 512-9356
Email
In Rate Out Rate
Outcall only $200

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

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!