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 massage therapists In Chicago, Illinois

card grid realtime
page of 5

Hope Ur HO HO's were jolly good fun!

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) 606-9929Home(250) 999-5823
Email
In Rate Out Rate
$225.00 $200.00

Gay Porn Models WANTED: Frost-Models.com

Hey Guys! Thanks for checking me out, I'm Shane! A fun guy where who's easy going and loves to have a good time! I'm 5'8 165lbs Smooth, Muscular Jock Build! 8x6c & 100% versatile! The checklist of what I am into is not set in stone. Mild to Wild! Whether you're looking for a hot one on o... (more)
Chicago, IL
My Phone Number
Mobile+1 860-202-3148
Email
In Rate Out Rate
Steamworks: $300/hr includes my admission. $300 / hr ($550/2 hours)

The Best Bottoms make the Best Tops

I AM CURRENTLY NOT IN CHICAGO. I am available to travel there for over nights or extended appointments.Whether your pleasure is a dinner date and a romantic overnight, spending an hour together or exploring a fetish you had in mind (I have extensive experience in a lot), our time can be as explosi... (more)
travel adChicago, IL
My Phone Number
Mobile+1 646.370.0299
Email
In Rate Out Rate
ASK ME ASK ME

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) 483-7976
Email
In Rate Out Rate
Ask me Varies

Now Visiting Chicago

Bi DL Top Real Sexy Muscle Man, Hot Body,Hung 8inch Uncut Tool. Very Good Looking, Sexy Face. Manly Masculine. Very Discreet. If you want what you see in pics you will fall and will want more in person!! Super Cool, Real Hot Guy to make you have a great time!! Give me a call or text! Passw... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (305) 900-3975
Email
In Rate Out Rate
$300 $300

xxx 310-927-9484 xxx

Sexy, Fun, and Well-Endowed, Masculine Top... Im easy to be around, have a sense of humor and alays alow things to play out at your comfort level. I'd say that Maturity Confidence, Professionalism and a love for fun define me I always deliver, never under perform.I can be your passionate boyfriend ... (more)
I'm #2 on the map Chicago, IL
My Phone Number
Mobile+1 (310) 927-9484Home+1 3109279484
Email
In Rate Out Rate
Ask me for details Ask me for details

Actively Looking
27 Versatile Uncut

Passionate Middle-Eastern Model. Fulfilling your Boyfriend Experience.

All modesty aside, I am the ultimate fantasy. I aim to be the best at everything in life and I'm here because I love what I do. If you are looking for a hot connected experience that you’ll be thinking about and craving for months after, then you’ve found your match. I’m a clean, ... (more)
Click to open map Chicago, IL
My Phone Number
Mobile+1 305-748-0853
Email
In Rate Out Rate
Ask me Ask me

LEAVE TO NYC ON 1ST FEBRUARY (check out my reviews)

Please take a moment to read my reviews from a trusted website daddysreviews.com. My reviews are at this link:- http://daddysreviews.com/cruise/newest/lewis_la Hi! My name is Lewis, I'm 27yrs old.   I'm genuine, polite, humble, grounded, well educated, fun, spontaneous, very open minded and ... (more)
Chicago, IL
My Phone Number
Mobile+1 (323) 391-3928
Email
In Rate Out Rate
$250 $300

Returning to Chicago Jan 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 returned t... (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

Actively Looking
27 Versatile Uncut

Middle Eastern fantasy man, here to spice up Chicago.

All modesty aside, I am the ultimate fantasy. I aim to be the best at everything in life and I'm here because I love what I do. If you are looking for a hot connected experience that you’ll be thinking about and craving for months after, then you’ve found your match. I’m a clean, ... (more)
Click to open map Chicago, IL
My Phone Number
Mobile+1 305-748-0853
Email
In Rate Out Rate
Ask me Ask me

HOTT fun athletic sane jock type

hello I'm a masculine, discreet,  good looking  intelligent individual that is here for a mutual beneficial  TRUE experience ,   also with alot more pics to share upon request, im very athletic !! I'm Italian ,I  provide a vast array of options such as personal training for ... (more)
I'm #6 on the map Chicago, IL
My Phone Number
Mobile+1 3128591581
Email
In Rate Out Rate
Ask me asm me

Unique Porn Star with a Big Southern Root ;-P

Discreet, professional, satisfaction guaranteed.... Looking for a handsome young man, who's 100% real, very well experienced in a multitude of situations? I'm your man...here to exceed your expectations.Treat others and expect to be treated with respect. I'm an insanely sexual being, but do... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (214) 310-8441
Email
In Rate Out Rate
$240 $260

Insatiable Muscled Jock-Make your Reservations NOW!!! 5 Days ONLY!!! JAN 22nd to JAN 27th (303) 359-3192 WWW.ELIDANIELSENTERTAINMENTNETWORK.COM

***CHICAGO AREA for 5 DAYS ONLY 01/22- 01/27 & 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 memor... (more)
I'm #7 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

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

(646) 732-2360

A hot, passionate, educated man of Middle Eastern (Iranian/Egyptian) descent. I am 26, 6'2'' 185 pounds...have a hairy, sexy, lean/muscular body. A skilled deep-throater and rimmer as well as a tight, muscled-ass bottom, I am very sexually adventurous and would love for us to explore your ... (more)
Chicago, IL
My Phone Number
Mobile+1 (646) 732-2360
Email
In Rate Out Rate
$180 (90+ minute session) $210

Nerdy artist here

Hey! Im Joshua, 24 and Hung,  9 inch dick by 8 inches thick, im furry, and have some scruff, chest hair and some furry pubes. If you dont like tall dark and hansome boys with plenty of hair then im probably not for youPlease give me a call, text, or email and lets set up an adventure!HIV NEG a... (more)
Chicago, IL
My Phone Number
Mobile+1 415-857-0720
Email
In Rate Out Rate
$200 per hour $220 Per Hour

Masculine Body Builder

Easygoing and super friendly muscle man. I'm kind of like my dog...I might look like I'm going to bite, but I just want to lick you! I like to kiss and I'm very affectionate. Educated, easy to talk to and good dinner company. Very versatile, can be sweet and playful or kinky and twisted! Really enjo... (more)
I'm #8 on the map Chicago, IL
My Phone Number
Mobile+1 312-391-4541
Email
In Rate Out Rate
Ask me $225

Actively Looking
27 Top Cut

Clean cut educated boy here for you

Very professional bi guy here. I love to please a gentleman or a lady. I am a top and can go multiple times. Email me and lets make this happen. This is activity between consenting adults thanks!
Chicago, IL
My Phone Number
Email
In Rate Out Rate
Ask me Ask me

Natural, Athletic, Discreet

Discrete guy here. Drama free and always on time. Awesome cocksucker! I am interested to please and also can go any where from mild to wild for an enjoyable man on man interaction. I'm cool with working with couples or other escorts. Party's are fun. I aim to please. Can be dom or sub. I'm versatile... (more)
Chicago, IL
My Phone Number
Mobile+1 (312) 343-9348
Email
In Rate Out Rate
$200 $200

Sensual, passionate versatile top or bottom.

Visiting LOS ANGELES (Silver Lake)  Nov 20-26, 2014. Willing to travel regionally within reason. Muscular, masculine, passionate, speak five languages, love to travel, keep you company, take care of your carnal and emotional needs. COUPLES are also welcome for 3-ways (rate is 50% higher for cou... (more)
Chicago, IL
My Phone Number
Mobile+1 (859) 803-0843
Email
In Rate Out Rate
$220 $260

12 Dick Inch Thick

If you don't already know me my name is Juan. Im athletic basketball player I love all sports. Interested, want some real entertainment get connected. Well traveled educated and connected. I've always been spoiled and my fetish is to be worshipped. I'm bilingual What are you waiting for? Contact me ... (more)
Chicago, IL
My Phone Number
Mobile+1 (312) 320-9629Home+1 (312) 320-9629
Email
In Rate Out Rate
$300 $300

Hot , Smooth , Clean , Discreet...

Are you looking for an amazing experience? Then you are at the right place. Hey guys. My name is Luis. Clean, toned, smooth, very discreet. I can come over to your hotel room or your own place. In Chicago or burbs. If you would like to come to me I can host too. Providing amazing full body massage. ... (more)
Chicago, IL
My Phone Number
Mobile+1 (630) 999-7741
Email
In Rate Out Rate
$160 $160

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!