Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex




102 male escorts and male massage therapists In Chicago, Illinois

card grid realtime
page of 5

Sorry!

The ad you tried to reach is no longer available. Below are ads in the same location as the ad you tried to reach... or try searching again.

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

Juicy Jingle for the Joy, Pain, and Relief of the Season

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) 606-9929
Email
In Rate Out Rate
$200.00 $200.00

Insatiable Muscled Jock-Make your Reservations NOW!!! 5 Days ONLY!!! JAN 9th to JAN 13th (303) 359-3192 WWW.ELIDANIELSENTERTAINMENTNETWORK.COM

***CHICAGO AREA for 5 DAYS ONLY 01/09 - 01/13 & 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 memo... (more)
I'm #2 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

XXX Adam Black.- Now in Chicago

Sexy, Fun, and Well-Endowed, Masculine Top...Mature Confident and Always Professional.I always deliver, never under perform.I can be your passionate boyfriend or a dominant and aggressive pig.  i get into most every scene, and i like to party....i have a thick/meaty 7.5c cock, with low hanging ... (more)
I'm #3 on the map Chicago, IL
My Phone Number
Mobile+1 (310) 927-9484Home+1 3109279484
Email
In Rate Out Rate
Varies $260

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

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

HOT ALL AMERICAN JOCK W/ BIG COCK

I'm a well educated, hypersexual, All American Jock Athlete & Famous Porn Star with a BIG cock. I've played soccer all my life, wrestled, trained martial arts, ran track and played football and basketball. Lets get to the physical. I am 6ft, 175lbs. Tight, toned muscular body, always i... (more)
Chicago, IL
My Phone Number
Mobile646 678 2449
Email
In Rate Out Rate
Ask me Ask me

Profesional massage therapist/Martial Artist

hello I'm a masculine, discreet,  good looking  intelligent individual that is here for a mutual beneficial  TRUE experience ,   also with more pics to share upon request, im very very athletic !! I'm Italian /greek/irish/porteguese/ I  provide a vast array of options such a... (more)
I'm #4 on the map Chicago, IL
My Phone Number
Mobile+1 3128591581
Email
In Rate Out Rate
Ask me asm me

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 #5 on the map Chicago, IL
My Phone Number
Mobile+1 773-413-8086
Email
In Rate Out Rate
$225.00 $250.00

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) 905-4691
Email
In Rate Out Rate
Ask me Varies

BIG THICK UNCUT COCK

I'm that STRAIGHT MUSCULAR GUY you see at your gym. We make eye contact from time to time. You’ve secretly fantasized about meeting me. Now it’s time we hang out and you realize what you’ve been missing.    I’m Pavel, strong and naturally DOMINANT EASTERN EUR... (more)
I'm #6 on the map Chicago, IL
My Phone Number
Mobile+1 (202) 568-5690
Email
In Rate Out Rate
$200 $250

Returning to Chicago Jan 6-8!!!

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

Actively Looking
27 Top Cut

Irish lad - funny, fit and free-spirited

Thanks for looking at my ad! I'm an Irish lad here in Chicago, available for incall and outcall (prefer outcall). I'm known for being the type of man who will make you laugh, show you the best of Chicago. Whether it's a dinner, evening's entertainment, a night of conversation and passion, or a trip... (more)
Chicago, IL
My Phone Number
Mobile+1 (708) 600-6754
Email
In Rate Out Rate
$200 $200

Actively Looking
27 Versatile Cut

Midwestern Bubble Butt *PORNSTAR*

Check out some of my porns there and there.  And no, I'm not a total PowerBottom!  I just play one in the movies!  Of course some of the best tops are bottoms.  I am mild to wild kinky or vanilla and very well experienced in fisting...easy-going, no agenda other than having fun a... (more)
Chicago, IL
My Phone Number
Mobile+1 (402) 871-6928
Email
In Rate Out Rate
$220 $260

100% Texas Beef!

31 yr. old Latin male, 5'8, 31" waist, 156 lbs. Discreet, respectful, easy going, open minded, adventurous, spontaneous, and most importantly, I play well with others :) Please feel free to call or text me at anytime. Here is the link to "Another Morning" ENJOY!  http://www.pornhub.com/vi... (more)
I'm #8 on the map travel adChicago, IL
My Phone Number
Mobile+1 773-236-0126
Email
In Rate Out Rate
Ask Me $200

Pleasure and Passion at your knees Chicago mate

I'm a down to earth professional escort, very sweet and passionate with a great personality skilled 7.5" versatile stud great kisser amazing top and bottom fit with a great body also a tattooed stud but don't let it fool you very well educated with a lot of Latin passion. Please no private calls or ... (more)
I'm #9 on the map Chicago, IL
My Phone Number
Mobile+1 (847)644-9874
Email
In Rate Out Rate
$200 $230

Actively Looking
21 Top Cut

LONG DICK! SPIT ON IT AND LET ME STICK IT IN!

Horny Dom jock New here! Love to fuck a nice bubble ass, but a nice hole will do just fine. I shoot waterfalls of milk if your thirsty don't look anywhere else! I'm the jock for you
travel adChicago, IL
My Phone Number
Mobile+1 (847) 477-4612
Email
In Rate Out Rate
Ask me Ask me

Professional Model VISITING

VISITING till 12/30/14. Young, sexy, muscular, educated, good looking, college guy. and available for a good time. Great date and travel companion. Top/Vers in bed and open to most things. I am very active and go to the gym 6 days a week. Also am a high fashion model. Send email or text to book appo... (more)
travel adChicago, IL
My Phone Number
Mobile(213) 245-1170
Email
In Rate Out Rate
$300 $300

Actively Looking
21 Top Cut

Brown, Hard and ready! 11 inch Hershey Bar!

What's up, its ya boy King Hershey! Back with a new look! Here available for host or travel. I'm located in Edgewater, right off Foster and lakeshore drive. I'm masculine and enjoy having my way with subs. If you enjoy taking pipe deep in your guts, sucking on a real long piece of meat or enjoy a gr... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (708) 368-0941
Email
In Rate Out Rate
ask ask

All night luva

If you're looking for a handsome face, a sexy build you've found it!!! Have an unforgettable experience with a young, sexy dude seeking to please you, whether through a sensual massage, or being your company through the night which you"re sure to have the best time of your life!! Whatever you decide... (more)
Chicago, IL
My Phone Number
Mobile+1 7735677170
Email
In Rate Out Rate
Ask me Ask me

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

Actively Looking
- Versatile Cut

The Ultimate Experience! Adult-Film Actor MATT STEVENS in CHICAGO 12/26-31

Sensual, personable, highly educated, masculine, muscular, 5'9" 180 lbs. rock-hard body. Into most scenes. Attitude-free and discreet with an innate ability to identify and fulfill your needs. Will go the extra mile to make sure you have a good time. Available for in or outcalls, hourly or multi-hr,... (more)
Chicago, IL
My Phone Number
Mobile+1 786-281-3381
Email
In Rate Out Rate
$250 $250+

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!