Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex





93 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)

Actively Looking
24 Versatile Cut

Warm up :D

I'm pretty laid back & like to please. I generally meet people where they are & accommodate a variety of personalities and interests. Let me know what you have in mind :D text/email preferred  
Click to open map travel adChicago, IL
My Phone Number
Mobile+1 (312) 854-9204
Email
In Rate Out Rate
Ask me $180

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

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
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

Actively Looking
42 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

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

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

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

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

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 #8 on the map Chicago, IL
My Phone Number
Mobile+1 3128591581
Email
In Rate Out Rate
Ask me asm me

Young, muscular and well defined Stud at your Service

In Denver Wed 1/28 thru Thurs 1/29Call me 202-594-8127Hello guys, my name is Ray. I'm down to earth physically active Texan 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 mo... (more)
Chicago, IL
My Phone Number
Mobile+1 (202) 594-8127
Email
In Rate Out Rate
$160 $180

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

(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

http://daddysreviews.com/cruise/newest/lewis_la

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

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 #9 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
32 Top Cut

**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)
Chicago, IL
My Phone Number
Mobile+1 (312) 731-2394
Email
In Rate Out Rate
Out Only $300hr

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

Just landed here from NEW YORK! 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 11 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.8157802451
travel adChicago, IL
My Phone Number
Mobile+1 (815) 780-2451
Email
In Rate Out Rate
$200 $200

Young, athletic model visiting SF 1/16–1/120

I'm a young, fun, intelligent, sexy model working as an escort to help pay my way through school. I've been an athlete my whole life and my body shows it. I'm well-cultured and traveled, able to hold a meaningful conversation, and a lot of fun to be around. I'm very adaptable to any situation, and a... (more)
Chicago, IL
My Phone Number
Mobile+1 (831) 512-9356
Email
In Rate Out Rate
Outcall only $220

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 a natural and confident top, professional, educated and very into what I do. I’m 28, 5’11, 207 lbs, brown hair, hazel... (more)
Chicago, IL
My Phone Number
Mobile+1 (872) 216-1618
Email
In Rate Out Rate
ask me $300

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!