Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex




89 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 #1 on the map Chicago, IL
My Phone Number
Mobile+1 (773) 354-8802
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

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

Actively Looking
- Uncut

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

Insatiable Muscled Jock-Make your Reservations NOW!!! 4 Days ONLY!!! Dec 4th to Dec 8th (303) 359-3192 WWW.ELIDANIELSENTERTAINMENTNETWORK.COM

***CHICAGO AREA for 4 DAYS ONLY 12/04 - 12/08 & 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... (more)
Chicago, IL
My Phone Number
Mobile+1 (303) 359-3192
Email
In Rate Out Rate
$300 CASH or CREDIT $350 CASH or CREDIT

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 #3 on the map Chicago, IL
My Phone Number
Mobile+1 (310) 927-9484Home+1 3109279484
Email
In Rate Out Rate
$250 $250

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

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

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 #5 on the map travel adChicago, IL
My Phone Number
Mobile+1 321-287-4568
Email
In Rate Out Rate
$250 $300

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

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)
I'm #6 on the map travel adChicago, IL
My Phone Number
Mobile+1 347-533-0867
Email
In Rate Out Rate
Ask me Ask me

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 #7 on the map Chicago, IL
My Phone Number
Mobile(951) 331-8137
Email
In Rate Out Rate
Ask me $180

Versatile Midwestern Bubble Butt Porn Dude Visiting

Lets have some fun while I'm visiting!  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...... (more)
Chicago, IL
My Phone Number
Mobile+1 (402) 871-6928
Email
In Rate Out Rate
$200 $240

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

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

vanilla is for ice-cream

Sexually open, aggressive vers guy here.. few limiTs..
I'm #9 on the map Chicago, IL
My Phone Number
Mobile+1 (312) 978-7096Home(312) 978-7096
Email
In Rate Out Rate
$225 $250

Brown, Hard and ready! 11 inch Hershey Bar!

What's up everybody!?!? What you have here is not your typical entainer for the evening. I'm the REAL DEAL! I'm masculine, muscular "Very Hung", dominant and articulate. I'm open to practicing new fettish and role play. I can travel or host. When it comes to making appointments just email, text or c... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (708) 737-9133
Email
In Rate Out Rate
ask ask

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

FITNESS MODEL 6'3 ripped, 20'' ARMS, & VERY HUNG

Hey there! Your muscle fantasy is ME. My stats are 6'3 230 pounds of pure ripped muscle. My two most impressive muscles are my 20 inch arms and beautiful Pecs. However, don't let my intimidating figure scare you :) My personality ,SMILE, and all around character is what I'm most proud about. Of cour... (more)
I'm #10 on the map Chicago, IL
My Phone Number
Mobile+1 (224) 315-9590
Email
In Rate Out Rate
$250/hour $250/hour

porn star and professional model

IM MR LONG AKA DERRICK LONG OF JETSETMEN.COM ADULT FILM MODEL AND NOW I CAN BE ALL YOURS
Chicago, IL
My Phone Number
Mobile+1 3129276837
Email
In Rate Out Rate
$250 $250

**XXL TOTAL TOP ***BOOK NOW!!!**

Six Packed, THICK, mushroom headed and EXCEPTIONAL 11"; 5.10", 180lbs 30w, HIV- DISEASE FREE; SAFE ONLY; Available for Block hrs and overnites. FOR THE DISCREET MALE. Please describe what type of service and time frame you want. HEADTURNER; DISCRETION EXPECTED AND INSURED. Email: SmoothOne2008@hotma... (more)
I'm #11 on the map Chicago, IL
My Phone Number
Mobile+1 (312) 731-2394
Email
In Rate Out Rate
Out only $300hr

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!