Rentboy – Largest Gay Male Escort and Massage Site
Find Boys...

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex




112 male escorts and male masseurs In Chicago, Illinois

card grid realtime
Previous
page of 6
Next

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.

Actively Looking
- Versatile Cut

Military Beefy Hairy Charming Educated Sweet Stud

Professional muscle great personality, mild to wild escort or sensual massages. I enjoy all types of places, food, music, available for travel.  Recent client comments, "Beautiful body very proportinal. Handsome, very easy to get along with, nice guy, true boyfriend experience, or mild to wild,... (more)
Click to open map Chicago, IL
My Phone Number
Mobile+1 (646) 807-9356Home+1 (646) 807-9356
Email
In Rate Out Rate
$220 $280

Detroit Brew

*I'M A MASCULINE COLLEGE ATHLETE** MIXED W/ BLACK & Indian, I STAND 6"1 TALL & BROAD W/ STRONG HANDS FOR DEEP, RELAXATION** I’M DOMINANT WITH A CURIOUS SPIRIT. Get at me. I travel to different places ALL OVER Dallas, Atlanta , New York, Delaware, Jackson, New orlans MD, DC, Any Where!!... (more)
Chicago, IL
My Phone Number
Mobile+1 2818264856
Email
In Rate Out Rate
Call me ásk

SomeAssTime

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) 354-8802
Email
In Rate Out Rate
$225.00 $250.00

CLEAN, diverse ,Dominant , STUD

hello I'm a masculine, discreet,  good looking guy that is here for a mutual beneficial  TRUE experience ,  you can catch me at the gym or working out outdoors improving myself every day  , im very very athletic !! I  provide a vast array of options such as personal training... (more)
I'm #3 on the map Chicago, IL
My Phone Number
Mobile+1 3128591581
Email
In Rate Out Rate
Ask me asm me

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 return to ... (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

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

Chocodick4u search no farther I'm all the man you need..

I Have 3 words for you...DOMINANT, AGGRESSIVE & VERBAL!    MALE COMPANION VERY DISCREET AND PRIVATE. Ready to explore your wildest fantasy AND BE PLEASED IN EVERY WAY POSSIBLE. Guaranteed a satisfying, fun, safe time, no rushed service Companionship, massage No discrimination against... (more)
I'm #5 on the map Chicago, IL
My Phone Number
Mobile+1 (202) 618-0172
Email
In Rate Out Rate
$200 $300

MARCHELLO HOT LATINO in CHICAGO BOOKING NOW 100%DESCRETE/ PICS

BEST WAY TO GET A HOLD OF ME RIGHT AWAY BY CALLING OR TEXT ME, Chicago escort/very good looking LATIN VERY FRIENDLY ESYGOIN LIKE TO KISS ORAL MAKING LOVE, FREE STD 26/5'11" 175 /muscular buff/natural smooth all over/ AVAILABLE FOR ALL AGES AND SHAPES , LIKE OLDERS GUYS, IAM FREE OF STD HIV, IN/OUT ... (more)
Chicago, IL
My Phone Number
Mobile+1 312-375-6020
Email
In Rate Out Rate
$180$ Ask me

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$200.00 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

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
N/A $250/hr 400/2hr

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 natural and confident top, professional, educated and very into what I do. I’m 27, 5’11, 207 lbs, brown hair, hazel e... (more)
Chicago, IL
My Phone Number
Mobile+1 (872) 216-1618
Email
In Rate Out Rate
Ask me $300

Midwestern Bubble Butt *PORNSTAR*

Lets have some fun! Private Gallery Password is:  enter  Also there is plenty of pornography to see what you’re getting :-)100% Discretion assured!Companionship and conversation are a no brainer for me - whether its cocktails and dinner you'd like, you just need some man to man time ... (more)
Chicago, IL
My Phone Number
Mobile+1 (402) 871-6928
Email
In Rate Out Rate
$220 $260

Actively Looking
41 Versatile Cut

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)
Click to open map Chicago, IL
My Phone Number
Mobile+1 773-413-8086
Email
In Rate Out Rate
$225.00 $250.00

CHICAGO'S HAIRIEST GINGER OTTER!

If you are looking for the hairiest ginger in Chicago, then I am your man! I am a young, educated college student. Fiery red head available for your desires. I clean up well for dinner and special events, also a great conservationist. Or if you have something more scand... (more)
Chicago, IL
My Phone Number
Mobile+1 (773) 574-0912
Email
In Rate Out Rate
$220 $200

This is an Experiment

I've heard repeatedly that escorts are often hired just to provide companionship. So, I'm testing this theory out. I'm energetic, funny, fun-loving, and always looking for an adventure. I appreciate both high culture and low culture. I'm a perfect companion for a night at the opera or a matiné... (more)
Chicago, IL
My Phone Number
Mobile+1 (773) 888-1574
Email
In Rate Out Rate
Ask me $125.00

Actively Looking
- Top Cut

THE TOTAL PACKAGE

Hot Masculine Top Guy 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 good company as well as good times! I enjoy the theater, mov... (more)
Chicago, IL
My Phone Number
Mobile+1 (312)285--6821Home312-285-6821
Email
In Rate Out Rate
$175 $200

THE BOYFRIEND EXPERIENCE | CHICAGO SEPT 27-30

**THE BOYFRIEND EXPERIENCE**VISITING CHICAGO | SEPTEMBER 27-30 **3-Hour Reduced Rate Escort Appointment- $550/Hour InCall/OutCall Regular Rate Escort Appointment- $225/Hour InCall Full-Body Bodyrub with Sensual Touch- $150/Hour InCall **Advance scheduling PLEASE - Night before or before 1pm Sam... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (347) 857-8839
Email
In Rate Out Rate
$225 $250

Southern Latin boy visiting Sun. Sept. 21-Thurs. Sept. 25

Hey y'all,  Names Alexander... just here to make some spare change to help with some bills and my schooling. I'm fun and interesting guy to be around, I enjoy going out and having a fun time while staying professional. Im just your average boy born in Miami and raised in Chicago kinda guy and ... (more)
Chicago, IL
My Phone Number
Mobile+1 (770) 835-5381
Email
In Rate Out Rate
Ask me $200 for first hour

Latin twink

Young Hispanic twink ready for action.  Clean, in shape, smooth Bttm ready for some company. Call, text, or message me for any questions
Chicago, IL
My Phone Number
Mobile+1 9513318137
Email
In Rate Out Rate
Ask me $200

I CAN'T GUARANTEE YOU HAPPINESS......

BUT I CAN promise you my undivided attention.   My hope is helping you find what it is that brought you here in the first place!! From upscale dinner dates with mom, to last minute latenight chance encounters.  I am a happy guy that enjoys uplifting and personally enrichin... (more)
I'm #7 on the map Chicago, IL
My Phone Number
Mobile+1 (734) 961-4556
Email
In Rate Out Rate
$200 $220

TRAVLIN SHAMAN

VgL Massuer in the chicago area. I host with class and style in a clean upscale setting with the hands of a skilled and sexy alchemist who can transmute stress into pleasure.
Chicago, IL
My Phone Number
Mobile+1 708 953-9399
Email
In Rate Out Rate
$130 $150

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

Just landed here in Chicago! New hung meat on the shelf for you! - 22

New to your Big city, but I'm a big guy so I think I'll fit in just fine! I'm 6'2 190lbs.I'm 12 inches hung and extremely handsome. Everyone says they're dominant, but are they really? Well I'm the real deal hit me up for a great time with a masculine guy.3129614795
travel adChicago, IL
My Phone Number
Mobile+1 (312) 961-4795
Email
In Rate Out Rate
Ask me Ask me

Previous
page of 6
Next
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!