Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex





87 male escorts and male massage therapists In Chicago, Illinois

card grid realtime
page of 5

For Those Whom Appreciate Customer Satasfaction

  First and formost I would like to thank the 3.5 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 porn talent, ... (more)
I'm #1 on the map Chicago, IL
My Phone Number
+1 (773) 642-6402
Email
In Rate Out Rate
Ask me $250.00

Clay is your man!

Hey guys, I'm a fun, sensual guy. I really enjoy to sucking cock and like to kiss! Versatile when it comes to fucking. I enjoy pleasing a man! Let me fulfil your fantasies and desires! Send me a text or email! Look forward to hearing from you!
I'm #2 on the map Chicago, IL
My Phone Number
+1 (312) 725-0690
Email
In Rate Out Rate
$225 $250

Established Male Geisha: mild 2 wild

SF: 6/16-17 & 28th-7/2... Seattle & Portland 7/3-18th. Possible travel to NYC, DC, MN and IN during that time at the beginning of July or end of if and early august~ U.S. / international companion w/ excellent reviews~ (15 yrs experience). Responsible, stable, dependable. Happy go lucky/horn... (more)
Chicago, IL
My Phone Number
+1 (971) 400-2633
Email
In Rate Out Rate
$2hrs=$350, 3hrs=$500, 6hrs=$600 $2hrs=$350, 3hrs=$500, 6hr=$600

Furry Young Man

Hi, I'm Clark! Back in Chicago Young, sensual, and all man. Totally versatile and looking to have some fun with you! Fluent in three languages and friendly in all of them.   I respect your requirement for discretion while I tend to your more intimate needs. Professional, intelligent, sexy, a... (more)
Chicago, IL
My Phone Number
+1 (312) 401-7393
Email
In Rate Out Rate
$250 $250

FOR SALE BY OWNER.

Hey there, my name is Kapov , 40 years , 6'0", HIV neg ( ON PREP ), my dick is 8 inches(not less). I live in  E LAKE VIEW - CHICAGO where I can have you in my private apt. Your pleasure is my pleasure and my goal. Always assertive, passionate and TOP / Versatile. I'm open to most scenes , let m... (more)
I'm #3 on the map Chicago, IL
My Phone Number
+1 (773) 891-8532
Email
In Rate Out Rate
$250.00 CREDIT CARD OR CASH $270.00 CREDIT CARD OR CASH

The Best Top In Chicago 310-927-9484

  I always deliver, never under perform.I can be your passionate boyfriend or a dominant and aggressive pig.  i get into most every scene, if you have any questions feel free to ask. I absolutely enjoy what i do and i'm good at it.  i'm well reviewed, i dont play games or watch ... (more)
Chicago, IL
My Phone Number
+1 (310) 927-9484
Email
In Rate Out Rate
Ask me $250

Actively Looking
30 Versatile Cut

Dtn Boy Next Door type: I'm a dork, and its ok to laugh at that

My profile may seem different from others on here and well, that's because I am. Im not gonna talk about my raging hard cock, or how much I can benchpress. I like getting dressed up to look sharp when meeting a client, it makes me feel confident about myself and you're spending your hard earned... (more)
Click to open map Chicago, IL
My Phone Number
+1 (719) 924-7040
Email
In Rate Out Rate
$200 $200

Actively Looking
22 Versatile Cut

When You're Ready, Come And Get It! (773) - 426 -1145

HEY WHATS UP :)My Name Is Diego, I'm a Very Clean and Good Looking Latin Guy.I'm 22 Years Old, 5'3ft 130lbs 7in Cut, Vers. I'm Very Open Minded and Willing tO Try Fetish's Fantasies Etc.Never Feel Shy, NervOus or Unsafe. SatisfactiOn is Always Guaranteed.First Timers and Older Guys are Always WelcOm... (more)
Click to open map Chicago, IL
My Phone Number
+1 (773) 426-1145
Email
In Rate Out Rate
$200 $250

Touring Chicago - SIX DAYS ONLY - 7/30-8/4

A rare occurrence! Two hot, truly versatile guys: one a naturally great top/vers, the other an incredibly sexy bottom/vers. Amazing synergy - you will not be disappointed! Valentino, originally from Spain yet based in London, is back in the USA touring for the first time in 3 years. Dave’s bee... (more)
travel adChicago, IL
My Phone Number
+1 703-927-2759
Email
In Rate Out Rate
Ask me Ask me

Model massage

Hello, I'm trained in giving Swedish full body relaxation massages. I'm 5'6 and 175lbs. I have my own table and can host or travel for $20 extra. If I travel I won't be able to bring my table with me. My prices are $70 for 40 minutes and $100 for an hour for a basic massage. $200 an hour for erotic ... (more)
I'm #6 on the map Chicago, IL
My Phone Number
+1 7739913638
Email
In Rate Out Rate
$100-$200 $120-$220

Toned Pre-med Student

Hi guys! I am an easy-going fit student, new to Chicago, who enjoys meeting nice guys of any age. I have a lean, athletic build and I enjoy working out, martial arts, and reading. I don't meet a lot of guys, which keeps things relaxed and fun, and tend toward more vanilla activities. You can be... (more)
Chicago, IL
My Phone Number
+1 (773) 418-2921
Email
In Rate Out Rate
n/a $240

I'm a graduate student in Chicago looking to make a few new connections.   Treat me with respect and I'll do the same for you. I cannot answer calls from blocked or private numbers.   Like to know more? Don't hesitate to contact me. I'm pretty friendly, and I make every effort to resp... (more)
Chicago, IL
My Phone Number
+1 (312) 972-9793
Email
In Rate Out Rate
Ask me $220

Lets have fun

Hello, thank you for checking out my ad. My name is Ron, I'm 18 years old And just started college. I'm very athletic, I enjoy exercising and staying in shape. Took ballet for 3 year along with karate for 4. I'm Very talented and intelligent. I enjoyianything and like to try new things; very open mi... (more)
Chicago, IL
My Phone Number
+1 (630) 624-8775
Email
In Rate Out Rate
N/A $200

In Chicago til Aug 5! Return Aug 21!

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

All American Blond Boy next door!

Hello!  ;) I am a good looking, educated, funny, masculine guy. I am really easy to get along with and always try to live in the moment.  I have my dirty, goofy/corkey side, my serious intellectual side, my creative artsy/musical side, my passionate caring side & my wild side!  :... (more)
Chicago, IL
My Phone Number
+1 (954) 901-5282
Email
In Rate Out Rate
$200 $250

****Visiting Las Vegas July 17-23****

I am something like a counselor and/or therapist. Let me be the one you call after a stressed out day at work. I want to relax your mind and body. Let me be your prescription. Let me be your fantasy -Boss Dawg password to my gallery is boss
Chicago, IL
My Phone Number
+1 (773) 559-1695
Email
In Rate Out Rate
N/A $200/hr

new pics

Hi my name is Leo I'm a Loyola sophomore  moved to the city from DeKalb county looking to make some extra money because i'm wayyyy be hind on billsI'm 5'10 150lbs brown hair brown eyes 7in uncut vers/top get into n e thing from mild to wildText me any time (773) 454-5626
Chicago, IL
My Phone Number
+1 (773) 454-5626
Email
In Rate Out Rate
ask me $150

Actively Looking
25 Versatile Cut

Summer fun

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
+1 415-857-0720
Email
In Rate Out Rate
$250 Per Hour $220 Per Hour

Intelligent, Fit, Sexy, and Fun

Hi All! I'm a very well educated indivual (degrees in modern language and humanities), who is as comfortable having an intellectually stimulating conversation as passionate one-on-one time together. I enjoy art, fine dining, music, the theater, and more carnal delights. I am reliable and professiona... (more)
Chicago, IL
My Phone Number
+1 (872) 215-2258
Email
In Rate Out Rate
N/A $200

Irish lad in the big city

A hundred years or more ago, thousands of Irish moved to Chicago to fulfill their dreams of living in tenement housing. Now, in the present, Jack Riley is bringing up the rear. Literally, so to speak. As an Irish immigrant, I bring a great experience to any appointment. I do have the sexy accent, as... (more)
Chicago, IL
My Phone Number
+1 (708) 600-6754
Email
In Rate Out Rate
$200 $200

Man time

 I know its rentboy and i am good with that but if you want a Man look no further i am 6 foot 2 205 all muscle and a big package very masculine manly handsome italian stud i enjoy role play verbal and muscle worhip I  also enjoy kissing i am very sensual passionate and enjoy... (more)
travel adChicago, IL
My Phone Number
+1 3127744089
Email
In Rate Out Rate
$250 $250

Young Blond Student

Hey- My name's Blake and I've been living in Chicago for three years now. Currently attending school in the city. I've got a great smile and a winning personality. I'm educated, energetic, and here to please. We can meet in my residence in North Uptown or at your apartment/hotel or anywhere in Chica... (more)
I'm #8 on the map Chicago, IL
My Phone Number
+1 8472760010
Email
In Rate Out Rate
$200/hr $200/hr

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!