Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex




95 male escorts and male masseurs In Chicago, Illinois

card grid realtime
page of 5

Time to Fall Back into These Arms

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

Insatiable Muscled Jock-Make your Reservations NOW!!! 4 Days ONLY!!! NOV 14th to 18th (303) 359-3192 WWW.ELIDANIELSENTERTAINMENTNETWORK.COM

***CHICAGO AREA for 4 DAYS ONLY 11/14 - 11/18 & 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 memories ... (more)
Chicago, IL
My Phone Number
Mobile+1 (303) 359-3192
Email
In Rate Out Rate
$300 CASH or CREDIT $350 CASH or CREDIT

...

prefer email or text.
travel adChicago, IL
My Phone Number
Mobile+1 (312) 854-9204
Email
In Rate Out Rate
$200/hr $200/hr

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 , . 26/5'11" 175 /muscular buff/natural smooth all over/ AVAILABLE FOR ALL AGES AND SHAPES , LIKE OLDERS GUYS, IAM FREE OF STD HIV, ... (more)
Chicago, IL
My Phone Number
Mobile+1 312-375-6020
Email
In Rate Out Rate
$180$ Ask

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

Latin Twink

Very smart and great personality make for amazing company.  Enjoy a good bottle of wine, dinner, going out for drinks, and exploring the city and traveling.  Let me know what you are interested in and we will go from there.
I'm #4 on the map Chicago, IL
My Phone Number
Mobile(951) 331-8137
Email
In Rate Out Rate
Ask me $180

Actively Looking
24 Versatile Cut

Bigger is always better

COME experience a session that will blow your mine!!! I specialize in 1st timers , which I aim to make your 1st experience a very pleasurable one, Massages, Role-Play, Mild-to-Wild, Domination, Companionship, Private Sessions, etc Certified Massage therapist!!! If you want to have one of the best se... (more)
Chicago, IL
My Phone Number
Mobile+1 (630) 917-1884
Email
In Rate Out Rate
$250 $300-400

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

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

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

Masculine Sexy Top

Sexy,  fun &  well endowed, masculine top. I'm 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, I love to party. I've got a thick and meaty 7.5 inch... (more)
I'm #6 on the map Chicago, IL
My Phone Number
Mobile+1 (310) 927-9484Home+1 3109279484
Email
In Rate Out Rate
$250 $250

VISITING CHICAGO / NOV 20 to NOV 24 | HUNG THICK * MASCULINE * FRIENDLY * TOP

38, Italian/Lebanese, 5'8", 150#, 29"w, Hung thick 8x6 cut, lean and muscular. Clean cut sometimes with a little scruff, masculine, discreet, friendly, uninhibited, top. Reliable and uncomplicated. Excellent reviews.Arrogance and attitude free. I treat men of all types the same why that I would like... (more)
I'm #7 on the map travel adChicago, IL
My Phone Number
Mobile+1 321-287-4568
Email
In Rate Out Rate
$250 $300

Actively Looking
44 Top Cut

DEEP PROSTATE MUSCLE MASSAGES/ w/ FULL LOAD RELEASE

VISITNG THURS. 13TH THRU TUES 25TH LOCATED IN THE LOOPOffering Deep Prostate Full Body Rub with a Sensual Touch that leads to a Hot, and Erotic Experience. Body to Body Contact will ensure you get that Erotic and Sensual touch a Man needs and desires. Using my Solid Hard Body and Huge Pierced C... (more)
Click to open map travel adChicago, IL
My Phone Number
Mobile+1 347-533-0867
Email
In Rate Out Rate
Ask me Ask me

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

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

Actively Looking
31 Top Uncut

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)
Click to open map travel adChicago, IL
My Phone Number
Mobile+1 773-236-0126
Email
In Rate Out Rate
Ask Me $200

chocolate goodbar

Freak black escort in town.My name is Kenny.. 22 year oldextra hung.. [[10inches]].Never a rush or fuss..Very aggressive masculine verbal but can be mild and passionate..Im satisfied when you are..Im a real freak...I like to please & be pleased! I offer overnights, party, travel, body worsh... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (312) 961-4795
Email
In Rate Out Rate
Ask me Ask me

When You're Ready, Come And Get It! (773) - 426 -1145

HEY WHATS UP! ?My Name Is Diego, I'm a Very Clean, Cool and Good Looking Latin Guy.I'm 22 Years Old, 5'3ft 130lbs 7in Cut, Vers.I'm Very Open Minded and Willing tO Try Fetish's Fantasies Etc.Never Feel Shy, NervOus or Unsafe. SatisfactiOn is Always Guaranteed.First Timers and Older Guys are Always W... (more)
Chicago, IL
My Phone Number
Mobile+1 (773) 426-1145Home7724261145
Email
In Rate Out Rate
$200 $250

Actively Looking
33 Top Uncut

High quality escort services. Let's get in touch.. I am in the town until 23rd!

Hi Guys! I'm Bjorn. 33 years old, easy going, straight-acting clean cut guy. XXX gallery code is: bjorn (My size is: 8 inches) I AM ALSO AVAILABLE WITH MY HOT FRIEND FERNANDO MANGIATTI. My physic is toned, athletic, swimmer type. From those who knows me, I am a decent guy who enjoy a lovely evening ... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (312) 340-1883
Email
In Rate Out Rate
$200 $250

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
28 Top Uncut

HOT MACHO BELAMI PORN STAR AVAILABLE FOR SHORT VISIT

Hi Thanks for browsing my website. I am a clean, educated and nice guy with a killer smile and the best body. I love sex as a top and I love to show off my great body. If you want to caress it just make an appointment with me. I am AVAILABLE also with my hot partner BJORN!!Money exchange is for my t... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (312) 375-0785
Email
In Rate Out Rate
$200 $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!