Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex





83 male escorts and male massage therapists In Chicago, Illinois

card grid realtime
page of 5

Southern Born & Raised.

Face and additional pictures are available per request. Laid back, confident, very good looking. Over all great guy. Southern born and raised, accent and all. I genuinely enjoy what I do, so I have no doubt you'll enjoy what I do too. I respect everyone's privacy and any encounter is between us. Fee... (more)
I'm #1 on the map Chicago, IL
My Phone Number
Mobile+1 (404) 860-1213
Email
In Rate Out Rate
$200 $225

For All Those Whom Got More Air Than Love

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+1 (250) 999-5823
Email
In Rate Out Rate
$250 $225

Discrete | Masculine | US Marine | Chicago till March 11

currently in Chicago: Feb 26-Mar 11My name is Mike, I am a ex US Marine that is passionate, down to earth, laid back, real, and easy to talk with and most important fun to be around. I'm 5'9 185/lbs, workout 5-6 days a/week. Are you looking for something vanilla to a little more wild? Got a fan... (more)
Chicago, IL
My Phone Number
Mobile+1 (312) 647-6567
Email
In Rate Out Rate
$220 $230

Actively Looking
29 Top Cut

You have stepped into the erotic zone

Tall,Dark,and Handsome Prince looking to relieve you of all your built up tensions, give you the most exquisite pleasure,and take you through the most ultimate experience.Built like a "Super Hero" and hung like a " PornStar".Seriously! Doing In-Calls Out-Call$250.00 an hour $1000.00for day.Call me ,... (more)
Chicago, IL
My Phone Number
Mobile+1 (312) 344-3052
Email
In Rate Out Rate
$250.00 1 hour $250.00 1 hour

Brad Pitt look-alike wants to make your fantasies come true.

Hot, masculine and discreet! Sexy European, well educated, fun, sensitive with a wild side available for some sensual fun. Looking for a relaxing and erotic massage (and more), companionship, fetishes and/or sexual play? I can make your fantasies a reality. I can take it slow for first-timers and th... (more)
Chicago, IL
My Phone Number
Mobile+1 815 919 7804
Email
In Rate Out Rate
$200 $200

Warm up :D

Let me know what you have in mindtext/email preferred  
I'm #3 on the map travel adChicago, IL
My Phone Number
Mobile+1 (312) 854-9204
Email
In Rate Out Rate
Ask $180/hr, 300/2hrs

One of the BEST TOPS in Chicago!

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 #4 on the map Chicago, IL
My Phone Number
Mobile+1 (773) 870-2154
Email
In Rate Out Rate
$225/hr $250/hr

FARM GROWN BUCKING BRONCO- MAKE YOU R RESERVATIONS NOW!!! 5 Days ONLY!!! FEB 02/18 to 02/23 (303) 359-3192 WWW.ELIDANIELSENTERTAINMENTNETWORK.COM

***CHICAGO AREA for 5 DAYS ONLY 02/18- 02/23 & 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 #5 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

Looking for the complete package?

Hot young latin stud with a great personality. Pretty much into everything safe. I can be your fantasy romantic boyfriend or your passionate fantasy porn star. love kissing, j.o. Lots of body contact and fucking. Top > STATS > 27yo, 6'1", 175lbs, tan skin, athletic , smooth, 9"uc. Visiting chi... (more)
travel adChicago, IL
My Phone Number
Mobile+1 917-328-5207
Email
In Rate Out Rate
$250 $280

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.  Versatil here.
I'm #6 on the map Chicago, IL
My Phone Number
Mobile(847) 372-4070
Email
In Rate Out Rate
Ask me $180

ADULT FILM STAR THAT LOVES SEX , SEX AND SEX !!

I'm a muscular jock that is well traveled, passionate and wild with a heart of gold ! No attitude or judgements. I can be extremely affectionate, romantic and I love to kiss. But if you're looking for something a little more wild, rough or if your into leather fetish or any other fetish I'm your man... (more)
I'm #7 on the map Chicago, IL
My Phone Number
Mobile+1 773-413-8086
Email
In Rate Out Rate
$225.00 $250.00

As seen in Raging Stallion's "Young Warriors"

I am a sociable, fun, down-to-earth & down-for-whatever guy who is the perfect companion for a night on the town, a lazy afternoon at home, or any other kind of fun you can imagine. I am a college student who models and does adult films. I am everything you can possibly ask for in a companion: A... (more)
Chicago, IL
My Phone Number
Mobile+1 206-681-3304HomeNO BLOCKED CALLS
Email
In Rate Out Rate
$200 $200 + cab

Masculine Body Builder

Easygoing and super friendly muscle man. I'm kind of like my dog...I might look like I'm going to bite, but I just want to lick you! I like to kiss and I'm very affectionate. Educated, easy to talk to and good dinner company. Very versatile, can be sweet and playful or kinky and twisted! Really enjo... (more)
I'm #8 on the map Chicago, IL
My Phone Number
Mobile+1 312-391-4541
Email
In Rate Out Rate
Ask me $225

Young, Intellegent, Versatile, Seen in Chicagoland's #1 Prime Locations

If you are looking for a young, handsome, unforgettable guy, look no further.I offer exceptional, individual, opportunities, respectful of your interests. Have a discreet location to host in the suburbs or will travel within city limits.Compatable personality, adaptable to a wide range of characteri... (more)
Chicago, IL
My Phone Number
Mobile+1 (630) 795-9969
Email
In Rate Out Rate
$200USD $250USD

Actively Looking
31 Versatile Cut

Visiting NYC 2/13-2/23---Outcalls Only

*Friendly-Adventurous-Passionate-Goofy-Masculine-Smooth*  I'm a fun-loving and outgoing guy who appreciates good conversation as well as charismatic sex appeal.  I get into a variety of scenes that can range from vanilla and sensual to wild and erotic.  Tell me any and all of your fa... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (347) 201-0309
Email
In Rate Out Rate
$250 $300

Actively Looking
- Versatile Uncut

Hot , Smooth , Clean , Discreet...

Are you looking for an amazing experience? Then you are at the right place. Hey guys. My name is Luis. Clean, toned, smooth, very discreet. I can come over to your hotel room or your own place. In Chicago or burbs. If you would like to come to me I can host too. Providing amazing full body massage. ... (more)
Chicago, IL
My Phone Number
Mobile+1 (630) 999-7741
Email
In Rate Out Rate
$160 $160

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

MUSCLE JOCK

Young muscular jock, very handsome, 6', 200lbs, bubble butt, versatile, moderately hairy. Friendly, outgoing, and laid back. Love to travel and enjoy longer sessions.Open to most scenes and i'm a expert cocksucker. Best way to reach me is to call or text me at 708-254-9622 please no private or bloc... (more)
Chicago, IL
My Phone Number
Mobile+1 708-254-9622
Email
In Rate Out Rate
$225 $225

Irish lad in the big city! 7-17 through 7-24

A hundred years or more ago, thousands of Irish moved to New York City to fulfill their dreams of living in tenement housing in Brooklyn. Now, in the present, Jack Riley is bringing up the rear. Literally, so to speak. As an Irish immigrant, I bring a great experience to any appointment. I do have t... (more)
Chicago, IL
My Phone Number
Mobile+1 920-636-6957
Email
In Rate Out Rate
$200 $200

CHICAGO'S HAIRIEST GINGER

Hey guys, I'm hairiest ginger you'll find. And all of it is soft.  I'm a person that likes the connection, from cuddling to fetishes. Open minded and into various scenes. Have something in mind,  text me and we can make it happen. My cock is 6.5, thick, cut, large head with a very hairy as... (more)
I'm #9 on the map Chicago, IL
My Phone Number
Mobile+1 (773) 574-0912
Email
In Rate Out Rate
$250 $200

I'LL BE UR EROTIC MASSEUR / FUN TIME!

Are you looking for someone exciting to deliver a mind-blowing, toe-curling experience? A guy that's easy going, super friendly & FUN, who will give you a perfect & passionate EROTIC MASSAGE experience...or that nasty, HOT & WILD time you've fantasized about? You've found your boy! We'r... (more)
I'm #10 on the map Chicago, IL
My Phone Number
Mobile+1 (312) 560-3223
Email
In Rate Out Rate
$150 $150

Young, intelligent, athletic model for good times in Chicago and beyond

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

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!