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

Advanced Search »

filters

You can use these checkboxes to limit your results. Check the characteristics that you like. Have fun!

Sexual Position




Foreskin



Age Range


In Rate


Out Rate


Cock Size


Ethnicity











Tastes / Specialties / Fetishes




















Body Hair






Build








Safe Sex




96 male escorts and male masseurs In Chicago, Illinois

switch view map card thumbnail realtime
stat card
page: of 5

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.

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

Why play with the rest when you can be with the Best

Hey Guys! Whether you're looking for a Hot and Fun time or a just a Companion to go to with to a black and tie dinner, let me be the one to fulfill them both. I'm a very social, fun, and outgoing individual that is educated and well mannered. I play a lot of sports here so if you're looking for a pl... (more)
Chicago, IL
My Phone Number
Mobile+1 (561) 713-6174
Email
In Rate Out Rate
$300 $300

Hookies Mr. Chicago 2014, Traveling to Toronto Pride Late June

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

NEW very hot

Thanks for reading my profile! My name is danny . i'm young very hot, open minded, very clean. VERSATILE TOP. I have 8 inch very good thick dick. My service is full very hot. I have good erection. am very discret, discret is my second name ahah :) . Regards and thanks for read my profile. My other m... (more)
Chicago, IL
My Phone Number
Email
In Rate Out Rate
$220 220 + cab fare

Actively Looking
24 Versatile Uncut

Hot European guy with classy look

Let's keep it simple: If you're looking for a hot, hung, fun, guy, I am your guy.  I enjoy working out, travelling or just hanging out. Whether you are just looking for an hour, overnight or a weekend, you will enjoy our time together   Services are by the hour or preferably a long t... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (773) 580-5245
Email
In Rate Out Rate
please ask please ask

Available in Chicago til Aug 4 & Return Aug 22

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

Do you like the Cuban Spice?

College boy, very good kisser ,very passionate,and very down to earth, very educated and available for hourly overnight, weekend and traveling , please call or text , emails are forever nowdays.
Chicago, IL
My Phone Number
Mobile+1 (630) 639-3614
Email
In Rate Out Rate
$200 $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 #3 on the map Chicago, IL
My Phone Number
Mobile+1 773-413-8086
Email
In Rate Out Rate
$225.00 $250.00

As seen in Raging Stallion's "Young Warriors"

I am a sociable, fun, down-to-earth & down-for-whatever guy who is the perfect companion for a night on the town, a lazy afternoon at home, or any other kind of fun you can imagine. I am a college student who models and does adult films. I am everything you can possibly ask for in a companion: A... (more)
Chicago, IL
My Phone Number
Mobile+1 206-681-3304HomeNO BLOCKED CALLS
Email
In Rate Out Rate
$200 $200 + cab

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

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 #4 on the map Chicago, IL
My Phone Number
Mobile+1 (312) 905-4691
Email
In Rate Out Rate
Ask me Varies

I Swallow

Hello all. I am a very handsome Middle Eastern guy. I am 27, 6'3'' 200 pounds, hairy. An expert cocksucker (who always swallows) and rimmer as well as a tight, muscled-ass bottom, I am genuinely into physical contact with other men. I love sex more than anything else. Absolutely not a clock watcher.... (more)
I'm #5 on the map Chicago, IL
My Phone Number
Mobile+1 (646) 732-2360
Email
In Rate Out Rate
$175 $200

Good vibes here , CLEAN , Dominant TOP

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

HUNG COLLEGE STUD ;)))

Excellent companion for dinner dates, weekend travel or long distance visits. I'm sexy, in great shape and very sexual. :) All of my pictures are real and up to date. So there is no surprises. Versatile, 6'2", 202lbs, uncut and a very thick 8.5 in. Willing to visit you at your hotel or apartment in ... (more)
Chicago, IL
My Phone Number
Mobile6303101486
Email
In Rate Out Rate
$250 $250

22 year old college student versitile bottom

Im a 22 year old College Student 6"3, 8 thick cut and hung, blue eyes sexythick hair thick from head to toe and a nice round ass for your enjoyment, always clean inside and out, std free and HIV - , from Chicago. I was raised in the burbs , now living in the city. Im here to cater a great time for y... (more)
I'm #7 on the map Chicago, IL
My Phone Number
Mobile+1 (773) 849-5673
Email
In Rate Out Rate
$200/hr $250/hr

Pleasure and Passion at your knees Chicago mate

I'm a down to earth professional escort, very sweet and passionate with a great personality skilled 7.5" versatile stud great kisser amazing top and bottom fit with a great body also a tattooed stud but don't let it fool you very well educated with a lot of Latin passion. Please no private calls or ... (more)
I'm #8 on the map Chicago, IL
My Phone Number
Mobile+1 (847)644-9874Home847-749-8541
Email
In Rate Out Rate
Ask me $250

Actively Looking
33 Versatile Cut

Natural, Athletic, Discreet

Discrete and trustworthy 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 versatile, masculine, and fun. Looking for a companion for travel or the best boyfriend experience?... (more)
Chicago, IL
My Phone Number
Mobile+1 (312) 343-9348
Email
In Rate Out Rate
$200 $200

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

Brandon Biggs

What's up Gents, I'm Brandon Biggs. I'm a resident in the DC metropolitan area, from the Chicago originally. Plenty of historic landmarks and beautiful sights here. I'm a fully versatile male here to provide all of your services. Great with my hands for those looking for sensual massage. Physic... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (202)-573-9349
Email
In Rate Out Rate
$180/hr $300/hr

Actively Looking
24 Top Cut

...

prefer email, then text.
Click to open map travel adChicago, IL
My Phone Number
Mobile+1 (312) 854-9204
Email
In Rate Out Rate
Ask me $180/hr

Actively Looking
24 Versatile Cut

Pumping Iron and Dylithium Crystals

Hey, Im Joshua!!! I'm Tall, Hung, and Nerdy!Got a thick 9 inch dick, furry ass, and a treasure trail worth following. Im that geek in HS you wanted to play with but never had the courage to muster a convo. I can get very Kinky, and i think ill reinvent the boyfriend Experience with lots of Kissing.... (more)
Chicago, IL
My Phone Number
Mobile+1 415-857-0720
Email
In Rate Out Rate
$250 Per Hour $220 Per Hour

very hot :)

Hello am jhon, totally independent boy, am 22 years old, conplexion thin athletic, eyes brown, hairy legs. I define myself funny, elegant, respectful, discreet, nice, masculine i have 7.5 inch. And in the bed like a warm, powerful, top, agreeable boy. Very clean.  jhon2013@live.cl *Please no bl... (more)
Chicago, IL
My Phone Number
Email
In Rate Out Rate
$180 $180 + cab fare

stat card
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