Rentboy – Largest Gay Male Escort and Massage Site

Advanced Search

filters



Sexual Position




Cock



Rates


Ethnicity











Interests




















Body Hair






Build








Safe Sex





83 male escorts and male massage therapists In Chicago, Illinois

card grid realtime
page of 4

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.

Actively Looking
32 Top Uncut

100% Texas Beef!

32 yr. old Latin male, 5'8, 31" 156 lbs. Discreet, respectful, easy going, open minded, adventurous, spontaneous, and most importantly, I play well with others :) Please feel free to call or text me at anytime. "Another Morning" ENJOY!  http://www.pornhub.com/view_video.php?viewkey=90... (more)
Click to open map Chicago, IL
My Phone Number
+1 (773) 850-1123
Email
In Rate Out Rate
Ask Me $200

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
40 Cut

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)
Click to open map Chicago, IL
My Phone Number
+1 (773) 642-6402
Email
In Rate Out Rate
Ask me $250.00

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

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 #5 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

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

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

Actively Looking
37 Top Cut

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

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

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 #8 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

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

Actively Looking
25 Top Cut

12in HOSTING BOYSTOWN AND MOBILE

DEVONSTARR 12IN HOSTING IN OWN APARTMENT IN LAKEVIEW AREA OFF LAKESHORE YOU WONT BE DISAPPOINTED. 100% REAL. VERY PASSIONATE AND AGGRESSIVE I LOVE WHAT I DO AND IT SHOWS IM A NICE GENIUNE GUY THATS INTERESTED IN MEETING NICE PROFESSIONAL PEOPLE FOR MY TIME I AM AVAILABLE FOR INCALLS, OUT CALLS, HOU... (more)
Click to open map Chicago, IL
My Phone Number
+1 (773) 628-3772
Email
In Rate Out Rate
Ask me $200

MUSCLE JOCK

Young muscular jock, very handsome, 6', 220lbs, bubble butt, versatile, moderately hairy. Friendly, outgoing, and laid back. Love to travel and enjoy longer sessions.Open to most scenes and i'm a expert cocksucker. Best way to reach me is to call or text me at 708-254-9622 please no private or block... (more)
Chicago, IL
My Phone Number
+1 708-254-9622
Email
In Rate Out Rate
$225 $225

Actively Looking
24 Versatile Uncut

Boy Next Door

I am handsome sexy, masculine and intelligent Latino. I I am very open minded and into most scence safe only. I know how to make someone feel comfortable and at ease very clean hygiene so if you're looking for a accelerating experience from time to time you're done by contacting me you agree that a... (more)
Chicago, IL
My Phone Number
+1 (312) 866-8670
Email
In Rate Out Rate
$200 $300

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
41 Bottom Cut

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)
Click to open map Chicago, IL
My Phone Number
+1 (619) 318-3801
Email
In Rate Out Rate
$175 $175

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

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

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

page of 4
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!