Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex





108 male escorts and male massage therapists In Chicago, Illinois

card grid realtime
page of 6

To All Those Whom Appreciate Customer Satisfaction

 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, S... (more)
I'm #1 on the map Chicago, IL
My Phone Number
+1 (773) 642-6402
Email
In Rate Out Rate
$250

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

Actively Looking
- Versatile Cut

Hairy Muscle Educated Sweet Stud Beefy Military Top Quality Escort ALL MAN ! SOLID BIG FOOTBALL LEGS.BEAUTIFUL PROPORTIONAL BODY HANDSOME

Professional escort horny discrete muscle, great personality mild to very wild escort sensual massages Big Blonde Adonis. Thick in all the right places... Bubble Ass. I enjoy all types of place, food music, available for travel in U.S.... I am lucky to meet great guys from this site. Sweet smile kin... (more)
Click to open map Chicago, IL
My Phone Number
+1 (646) 807-9356
Email
In Rate Out Rate
$200 $280

AUTHENTIC ! ( No worries )

 Fun experience with a cool guy ,also with more pics to share upon request, im very athletic and my ad is genuine with accurate pictures and information  ,YOU WILL NOT REGRET inquiring  my company! ! I provide a vast array of options such as personal training or martial arts, dominati... (more)
I'm #4 on the map Chicago, IL
My Phone Number
+1 (312) 477-1760
Email
In Rate Out Rate
Ask me asm me

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

(UPDATED) Dtn Boy Next Door: I'm a dork, and its ok to laugh

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 #5 on the map Chicago, IL
My Phone Number
+1 (719) 924-7040
Email
In Rate Out Rate
$200 $250

FOR SALE BY OWNER.

Hey there, my name is Kapov , 39 years , 6'0" 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 me know what's your fan... (more)
I'm #6 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

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

Meeting all your bottom line needs

You can HAVE IT ALL with me! I'll let you release you top concerns tension for bare release. I'll let you enjoy my body also while I enjoy yours regardless of the body type. All sessions come with a guarantee. My discreet and private home in Lincoln Park is open any time for you! Feel free to c... (more)
I'm #7 on the map Chicago, IL
My Phone Number
+1 (619) 318-3801
Email
In Rate Out Rate
$175 $175

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 #8 on the map Chicago, IL
My Phone Number
+1 (404) 860-1213
Email
In Rate Out Rate
Ask me Ask me

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

Happy Pride

I'm a college student in Chicago looking to make a few new connections. Let's get to know each other. I've got a variety of interests--great for chatting during extended meetings. I'm pretty friendly, too.   Treat me with respect and I'll do the same for you. I cannot answer calls from blocke... (more)
Chicago, IL
My Phone Number
+1 (312) 972-9793
Email
In Rate Out Rate
Ask me $220

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

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 #10 on the map Chicago, IL
My Phone Number
+1 (312) 483-7976
Email
In Rate Out Rate
Ask me Varies

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
Ask me $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

Return to Chicago July 10!

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

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

Actively Looking
20 Versatile Uncut

looking for overnights

Hi my name is Leo I'm a Loyola Freshman 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

XXX STYLE SENSUAL X-PERIENCE

-Short time visiting new guy here-Very well muscle built, good looking, charmy, professional-Enjoy doing REAL high quality deep tissue massage, sensual erotic touch & oral sex play-Very nice private apartment in the best area 
Chicago, IL
My Phone Number
+1 (424) 832-6001
Email
In Rate Out Rate
$200 $300

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

Boy-Next-Door Gives Stimulating & Exciting Encounters

All-American Jock; Holder of Undergraduate & Master's diplomas; Apprentice of Elite Acting & Teaching programs; AND most importantly...a BLAST in the BEDROOM.Rough-N-Tumble kind of guy who is also an excellent Active Listener with amazing Empathy. You will experience me to be Sweet, Engaging... (more)
Chicago, IL
My Phone Number
+1 (760) 898-0613
Email
In Rate Out Rate
(only at Steamwoks) $200

page of 6
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!
 
EB23

Before we can share the rate with you, we want to make sure you know that THIS SITE MAY NOT BE USED FOR THE ADVERTISING OF SEXUAL SERVICES OR TO ENGAGE IN ACTIVITIES REQUIRING THE PAYMENT OF MONEY FOR SEX OR OTHER ILLEGAL ACTIVITIES.

I AgreeShow the rates