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

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Specialties




















Body Hair






Build








Safe Sex




94 male escorts and male masseurs In Chicago, Illinois

card grid realtime
Previous
page of 5
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.

Ready for a great time?

Hey Guys! I'm a young, masculine, fun, active guy, that gets into just about anything. Into something , but not sure if I am? Simply ask! I enjoy making you quiver with pleasure and am damn good at it. Thinking of taking more than just me? Inquire about my partner Axel for more details. Make sure to... (more)
Chicago, IL
My Phone Number
Mobile+1 (630) 631-2148
Email
In Rate Out Rate
Credit Cards and Paypal accepted $250; 500 for 4hand

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 Por... (more)
I'm #1 on the map Chicago, IL
My Phone Number
Mobile+1 (773) 354-8802
Email
In Rate Out Rate
$225.00 $250.00

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 ACTITUD , . REVEWS: WWW.DADDYSREVEWS.COM.search for Midwest, IL .Chicago / marchello 26/5'11" 175 /muscular buff/natural smooth all over/ AV... (more)
Chicago, IL
My Phone Number
Mobile+1 312-375-6020
Email
In Rate Out Rate
$180$ Ask me

(646) 732-2360

Hello all. I am a very handsome, ivy-league educated man of Middle Eastern (Iranian/Egyptian) descent. I am 26, 6'3'' 195 pounds, hairy. An expert cocksucker and rimmer as well as a tight, muscled-ass bottom, I am genuinely into physical contact with other men. I am sexually adventurous and wou... (more)
I'm #2 on the map Chicago, IL
My Phone Number
Mobile+1 (646) 732-2360
Email
In Rate Out Rate
$180 $215

In town for 1 week Only . . . 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.
I'm #3 on the map Chicago, IL
My Phone Number
Mobile+1 (312) 905-4691
Email
In Rate Out Rate
Ask me Varies

Return to Chicago Aug 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 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

HOT session. Forget about your problems

In Chicago until Sunday only Hey My name is Trevor. str8, independent Masseur, available anytime, INCALLS/OUTCALLS. Service is discreet and professional I am 6'1" slim but athletic built with 6pk I am very confident and very energetic lots of stamina and I am clean and provide a quality satisfying s... (more)
Chicago, IL
My Phone Number
Mobile+1 (213) 309-6120
Email
In Rate Out Rate
$140 $180

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$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

100% :•SEXY ¦ ? ¦ YOUNG WITH A BIG Gift Below •: ___ IN&OUTCALL

Here To Bring You Complete Satisfaction & The Best  Massages DISCREET & All Alone... Dominant Verse Top Here. Safe Play. Disease Free Fun.   Body Rubs & Contact. Looking To Have Some Safe & Relaxed Play! In A Safe & Private Area. Visiting. Come While You Can! &n... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (805) 317-6939
Email
In Rate Out Rate
$200 $250+

Eastern European Experience

Honest gentleman 26 yo Eastern European stud that everyone describes as a sweetheart. bad boy body, Great kisser, skilled 8" top - amazing bottom. I love to make people happy. Friendly and professional with perfect hygiene. Picture are recent and genuine. Text me (no emails) - no blocked numbers.
Chicago, IL
My Phone Number
Mobile+1 530-936-7883
Email
In Rate Out Rate
$250 $250

Young, muscular and well defined Stud at your Service

In Chicago Thurs 21-Sun 24Call me 24/7 (352-316-9318)Hello guys, my name is Ray. I'm down to earth physically active texas who happens to be str8,who loves to have a good time. I really love this job of mine and I do it with love . Don't hesitate to tell me your fantasy I'm quite experience with mos... (more)
Chicago, IL
My Phone Number
Email
In Rate Out Rate
$130 $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 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

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

CLEAN, Dominant , STUD

hello I'm a masculine, discreet,  good looking guy that is here for a mutual beneficial  TRUE experience .  I prefer to go out for dinner or any cuasul date to get to know you first , don't have to though , also dont hesitate to ask me to visit you if your out of state , I love travel... (more)
I'm #6 on the map Chicago, IL
My Phone Number
Mobile+1 3128591581
Email
In Rate Out Rate
Ask me asm me

COUNTRY CABALLERO

Hi Chicago! I'm just a country boy visiting from the plains of South America. Taking a year off from University and traveling the world b/4 heading back to school in January. I have an interest in fine foods and dining. My goal is to open my own restaurant after school.Let me whip up a little d... (more)
I'm #7 on the map Chicago, IL
My Phone Number
Mobile+1 (773) 367-7078
Email
In Rate Out Rate
Out call only $275

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
$180 $220

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

Hot Str8 guy here

In Chicago until Sunday onlyCall 24/7: 251.303.5167 Midwest born guy looking to make extra cash. I have played sports all my life so I am in gr8 shape. I can give you a super nice intimate session and I am open for escort as well.
Chicago, IL
My Phone Number
Mobile+1 (251) 303-5167
Email
In Rate Out Rate
$140 $180

Sexy, Tattooed, Chicago Stud!

**My contact number has changed**(312) 757-1429Call or Text I will be inSan Francisco Sep 17th-23rdAvailable for IN / Out CallsAsk about rates. Available for IN and Out CallsText me or email if interested!German/Italian masculine, mature, tattooed stud available for satisfying encounters ... (more)
I'm #8 on the map Chicago, IL
My Phone Number
Mobile+1 (312) 757-1429
Email
In Rate Out Rate
$175 $175

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 decid... (more)
Chicago, IL
My Phone Number
Mobile+1 7735677170
Email
In Rate Out Rate
Ask me Ask me

Tall, Dark, & Handsome......

I'm a College educated professional. I'm discreet and respect a clients need for the same in return. I'm passionate about giving you the best experience you can get, weather that be a night out on the town or just an evening in. I enjoy most scenes and am open to many possibilities. Plea... (more)
Chicago, IL
My Phone Number
Mobile+1 (312) 532-3614
Email
In Rate Out Rate
Ask me for options/locals $250

Ambitious, friendly, sexy boy.

Hey guys, my name's Evan. I'm a Chicago native and very excited to visit my home city for a week. I'm a fun, smart, young guy now living in DC. I'm extroverted, outgoing, well-spoken, and educated. I'm very easy to talk to and great company. What you see is what you get here, and I'm pretty amazing ... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (202) 643-4560
Email
In Rate Out Rate
$250 $300

Previous
page of 5
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!