Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex





89 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

Military Beefy Hairy Charming Educated Sweet Stud

Professional muscle bodybuilder great personality, mild to wild escort or sensual massages.  I enjoy all types of places food music available for travel  I am lucky to meet great guys from this site. I have a big sweet smile charming kind heart traveled intelligent up for intimacy romantic... (more)
I'm #2 on the map Chicago, IL
My Phone Number
+1 (646) 807-9356
Email
In Rate Out Rate
$200 $280

Actively Looking
18 Versatile Cut

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

Vers Corn-Fed Beef!

Visiting Minneapolis, again :) Companionship and conversation are a no brainer for me - whether its cocktails and dinner you'd like, you just need some man to man time with the boyfriend experience or my magic hands if you so desire, I do give a damn good massage. I am mild to wild kinky or vanilla ... (more)
Chicago, IL
My Phone Number
+1 (402) 871-6928
Email
In Rate Out Rate
$200 $240

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

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 #3 on the map Chicago, IL
My Phone Number
+1 (773) 426-1145
Email
In Rate Out Rate
$200 $250

Southern boy-next-door

  Laid back, confident, very good looking. Boy next door type. Over all great guy. Gym 5x a week. Southern born and raised, accent and all. I genuinely enjoy what I do, so I have no doubt you'll enjoy what I do too. I respect everyone's privacy and any encounter is between us. Feel free to con... (more)
I'm #4 on the map Chicago, IL
My Phone Number
+1 (404) 860-1213
Email
In Rate Out Rate
$225 $250

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

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

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

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

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

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)
I'm #6 on the map Chicago, IL
My Phone Number
+1 (312) 300-1232
Email
In Rate Out Rate
$200 $200

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

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

IN CHI NOW - AUG 5TH 614-648-0966

Just a good old mid-western boy here. I'm 25 5'10 175lbs blonde hair, clean cut, blue eyes, 7" cut with nice bubble butt, naturally smooth. Workout 5 days a week now, stay healthy and tan. I enjoy being a top and bottom but really like to pile drive when I top. Open to most scenes with only a few li... (more)
Chicago, IL
My Phone Number
+1 (614) 648-0966
Email
In Rate Out Rate
$250 $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 respo... (more)
Chicago, IL
My Phone Number
+1 (312) 972-9793
Email
In Rate Out Rate
Ask me $200

11x8 ....ONE OF THE BIGGEST. IN CHICAGO FOR 5 DAYS ONLY. AVAILABLE !

Very hot and muscled TOP. Very well hung and very thick.   A REAL 11x8, Very attractive, smooth skin toned guy here.. Available.. Also I can travel locally and internationally. Masculine and mature here .  o call or text me. No private calls accepted. 414-736-2297 Wesley
I'm #8 on the map travel adChicago, IL
My Phone Number
+1 (414) 736-2297
Email
In Rate Out Rate
$300 $300

Chicago Aug 4-10

Easy going and educated young jock. I enjoy working out, going to the theatre, and midnight movies. Earned my degree studying media regulation and further pursuing a carrer in that field. I also have performed in porn, with scenes ranging from vanilla to kink. I can rock a pair of leather pants an... (more)
travel adChicago, IL
My Phone Number
+1 415-347-1853
Email
In Rate Out Rate
Ask me Ask me

Hung Built Muscled Man Visiting 8/6 to 8/10

Hey Guys, Visiting Chicago August 5 to August 10 Downtown Chicago at Marriott Also available with my friend as a duo who is 6'1" 215 built hung 9x6 uc (pics available)Handsome, masculine, solid muscle guy here. Big & Beefy Muscle...Well endowed & easy going with a relaxed personali... (more)
travel adChicago, IL
My Phone Number
+1 860-912-0329
Email
In Rate Out Rate
$300 Ask me

Actively Looking
24 Top Cut

10in Hung Dominican Top!

STEP INTO MY WORLD! Felipe Dominicano Here; Sexy & Charming, Athletic, And Intriguing, I'm The Hung College Bi Jock Top, Here to Fulfill  Your Deepest Fantasies...Specialized In Domination w/, BDSM, Boyfriend Experience, Pig Bottoms, Fisting & Body Worship!...Felipe is VERY Masculi... (more)
Click to open map Chicago, IL
My Phone Number
+1 (774) 334-1025
Email
In Rate Out Rate
$275 $300

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 #10 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!