Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex





88 male escorts and male massage therapists In Chicago, Illinois

card grid realtime
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.

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

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

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

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

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

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

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 #5 on the map Chicago, IL
My Phone Number
+1 7739913638
Email
In Rate Out Rate
$100-$200 $120-$220

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)
I'm #6 on the map Chicago, IL
My Phone Number
+1 (773) 426-1145
Email
In Rate Out Rate
$200 $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

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 #7 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

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

Actively Looking
26 Top Uncut

 Im your boyfriend with a nasty side also an unique mix here Cuban and Lebanese if that matters.. Personable, reliable, punctual, assertive, capable, playful, patient, affectionate, aggressive... into, eye contact, slow deep rhythms, intimate boyfriend experiences...BUT- on the flip side:rough... (more)
travel adChicago, IL
My Phone Number
+1 (630) 440-4290
Email
In Rate Out Rate
$200 $300

Actively Looking
- Versatile Uncut

Amazing massage by great hands.

Are you looking for an amazing massage 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. Providing amazing full body massage. I don't have a table, just your bed, but... (more)
Chicago, IL
My Phone Number
+1 (630) 999-7741
Email
In Rate Out Rate
$160 $160

DaddyCub duJour

Not your average DaddyCub. Im your above average, versatile musclecub with meat on his bones and a bone in his jock.  Young. Gregarious. Frisky. Into a more kinkier side. Im open minded about many fetishes and have experience in various aspects of kink and fetishes in part of my day job. That ... (more)
Chicago, IL
My Phone Number
+1 (978) 325-1890
Email
In Rate Out Rate
$225.00 $225.00

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
+1 (312) 343-9348
Email
In Rate Out Rate
$200 $200

Latin Boy Next Door

Guaranteed to always put a smile on your face. Love having intellectual conversations on just about any topic; I'll let you pick. I'm easy to be around, have a sense of humor, and always allow to progress things at your comfort level. Fluent in two languages and fun in either one. Dates can r... (more)
Chicago, IL
My Phone Number
+1 (773) 892-9238
Email
In Rate Out Rate
Ask me $160

Very fit, attractive guy.

I'm very laid back and open to most normal things - dates, wine, beer, movies, and fun!!! I'd love to hear from you guys.  To get in touch just shoot me a message, text, or call.   Ive got got more pics, including face,  in my private album if interested.   
Chicago, IL
My Phone Number
+1 (872) 216-7332
Email
In Rate Out Rate
$220 $220

8' CUT JUICY%THROBBING

Country Turns CityHey, I'm Collin, thank you for checking me out. I'm a friendly, well-educated, respectful, and discreet TOP man knows how to have a great time. I have awell-defined, toned body, a JUICY 8 x 6 CUT COCK, and a TASTY ass! I am a very open-minded guy with a great sense of humor who i... (more)
I'm #8 on the map Chicago, IL
My Phone Number
+1 (470) 222-6258
Email
In Rate Out Rate
$250.00 $200.00

Country boy looking for a nice date

Howdy boys! I am fairly new to the city and would love some good company.  I have an extensive athletic background, I love to dance, and I love cuddling. True gentlemen are extremely hard to find nowadays.  I am pretty much open to anything, just be upfront and open about what you want. &... (more)
travel adChicago, IL
My Phone Number
+1 (317) 762-5728
Email
In Rate Out Rate
ask me $250

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

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!