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




100 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

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

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

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.
I'm #2 on the map Chicago, IL
My Phone Number
Mobile+1 (630) 639-3614
Email
In Rate Out Rate
$250 $350

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

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

The Black Masseur

This is Yahshua the one everyone loves stay near the ohare airport area by all highways very freaky never shy not afraid love to talk very outspoken friendly nice smooth skin X-TRA large hands to provide you great bodywork. Aggressive if needed. stay near all surrounding highways including the 94 an... (more)
I'm #4 on the map Chicago, IL
My Phone Number
Mobile+1 312-497-8589
Email
In Rate Out Rate
Ask me Ask me

...

prefer email, then text.
I'm #5 on the map travel adChicago, IL
My Phone Number
Mobile+1 (312) 854-9204
Email
In Rate Out Rate
Ask me $200/hr

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

PORN ACTOR MATT STEVENS in Chicago 7/20-24

Sensual, personable, educated, masculine, muscular, 5'9" 175 lbs. rock-hard body. Great kisser, orally talented and totally versatile. Into most scenes. Attitude-free and discreet with an innate ability to identify and fulfill your needs. Will go the extra mile to make sure you have a good time. Ava... (more)
Chicago, IL
My Phone Number
Mobile+1 786-281-3381
Email
In Rate Out Rate
$250 $250+

Hot European guy visiting Chicago from 25 July. Email me for an advance booking

I will be in the US from 25th of July. I offer elite services to upscale clientele. If you're looking for a hot experience that you'll be craving for more then I'm you're guy!  I take great care of my physique, presentation as well as manners. I am very sexual, sensual, but witty and play... (more)
travel adChicago, IL
My Phone Number
Email
In Rate Out Rate
please ask please ask

Intelligent and real, ..very fun and clean always

I am very fun  and exciting, I love atv' s , motorcycles, cool cars,  wrestling around and most sports, I am a dominant ,discreet and masculine individual ,I am always freshly showered and very clean .  you can email or text me for more pics  , all my pics are recent ,i prefer to... (more)
I'm #7 on the map Chicago, IL
My Phone Number
Mobile+1 3128591581
Email
In Rate Out Rate
$200 $300

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

Young, athletic model for massage and more

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 know I can make your body feel like it h... (more)
Chicago, IL
My Phone Number
Mobile+1 (831) 512-9356
Email
In Rate Out Rate
Outcall only $220

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 #9 on the map Chicago, IL
My Phone Number
Mobile+1 312-391-4541
Email
In Rate Out Rate
$225

Your Man by the Hour

More info at www.dcbeau.com Gentlemen. My name is Beau. I am a masculine, take charge, artistic Southern man. I have been told I am strikingly good looking and some have said I have a magnetic personality. I am discreet, reliable and professional. I can be your top or bottom man, teacher or guide... (more)
Chicago, IL
My Phone Number
Mobile202-495-1091
Email
In Rate Out Rate
$275 $300

Brains and Body

I will be in Chicago July 24 and deparrt early July 28. I have a very innocent shy mid-west look, but once you get me behind closed doors it’s an amazing experience.   I am a passionate guy who likes to have fun. I LOVE bottoming but am also very versatile. I may look innocent, but... (more)
Chicago, IL
My Phone Number
Mobile+1 3476034727
Email
In Rate Out Rate
$300 $300

Actively Looking
20 Top Cut

Brown, Hard and ready! 11 inch Hershey Bar!

How goes it fellas? I'm A smooth college kid with a Thuggish swag. I'm masculine but gentle. I'm a young man trying manage school and keeping a roof over my head. I'm a top. Text,email or call. No hassle for the time of your life! Excellent Massages! Great Hands!Very affectionate guy here. I also ca... (more)
travel adChicago, IL
My Phone Number
Mobile+1 7087379133
Email
In Rate Out Rate
ask ask

Actively Looking
26 Versatile Uncut

Eastern European Experience

Honest gentleman 26 yo Eastern European stud that everyone describes as a sweetheart. bad boy body, Great kisser, skilled 8" top - amazing bottom. I love to make people happy. Friendly and professional with perfect hygiene. Picture are recent and genuine. Text me (no emails) - no blocked numbers.
Chicago, IL
My Phone Number
Mobile+1 530-936-7883
Email
In Rate Out Rate
Ask me $250

VISITING Chicago for 2 Nights July 22nd - 24th INCALL ONLY

Hey there! I'm Brendan, and I just moved to New York City. Im 24, 6'11 TALL, yes you read right I'm 6'11 TALL, 330lbs, 7 CUT THICK COCK, and I'm always looking for a bit of fun. I'm a VERSATILE guy WHO LOVES SEX, love it both ways, very oral, and I love kissing, let's get HOT & STICKY THIS SUMME... (more)
travel adChicago, IL
My Phone Number
Mobile+1 (312) 772-6005
Email
In Rate Out Rate
$250 $200

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 #10 on the map Chicago, IL
My Phone Number
Mobile+1 (847)644-9874Home847-749-8541
Email
In Rate Out Rate
Ask me $250

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