We assume all rates are for time only.
Ryan - Chicago

Review #2, 11/20/2009
Name: RyanLocation: Chicago
Email: kennedy@windycityboys.com
Website: http://www.windycityboys.com/ryanphotos.htm
Ethnicity: Caucasian Age: 20's
Height: 5'11" (180 cm) Weight: 170-180 lbs (77-82 kg) Build: Muscled
Eyes: Hazel Hair: Average Dark Blond
Cock: Cut 7-8" (18-20 cm) Average
Tattoos: One
Orientation: Bi Calls: In/Out
Roles: Escort
Kissing: French Masturbation: Both Anal: Bottom Oral: Both Kink: No
Rates for time only (US $): 1st=300 2nd=200
Date: 11/2009 Type: 2 Hours Where: Chicago Rate: 500
Rating: Recommended Hire Again? Yes
Where Found? Other Website Which: http://www.windycityboys.com/chicago
Reviewed Before? Match Description? Yes Lived up? Yes
Experience:
Ryan is a hottie. When he walked into the door of my hotel room, I was struck by how downright handsome he was. He is the perfect AF or CK model looks. Hazel eyes (cat eyes), firm, muscular body (an athlete's body), strong legs, sort facial stubble, hairy legs and butt and shaved upper body (I love guys with hairy legs and chest) , you could not really ask for more. In addition, he was a super nice guy. Sweet disposition, easy talker (even as I was shy at first, he was able to bring me out just simply by chatting little). I know I said it already, but he is super sweet and nice!! A smile, with bright teeth that lights up the moment! A great deep kisser, with a tongue as long as a frog's (it almost reached my adam's apple!). We enjoyed a passionate encounter that felt like a true BF experience. He bottomed and it was heaven to watch those legs and his very firm tight butt respond. And did I mention that he is a foot guy and responds to having his feet worked over. It was a pleasure to see him enjoying our time together. Ryan is not for everyone. If you are looking for musclehead, loudmouthed aggressive type who is into only himself and his enjoyment, Ryan is not your guy. He is too sweet and considerate for that. Not only will I contact him next time I am in town, but he may be the only one I call when I am in town , as long as he remains available. A true gem of a guy!
Handle: CeeCee
Submissions: Third Review
You: GL- 50s with decent body and good stamina. Connect with escorts rarely, but when I do I have HIGH standards.
Review #1, 10/07/2009
Name: Ryan
Location: Chicago
Email: kennedy@windycityboys.com
Website: http://www.windycityboys.com/chicago
Ethnicity: Caucasian Age: 20's
Height: 5'10" (178 cm) Weight: 170-180 lbs (77-82 kg) Build: Muscled
Eyes: Blue Hair: Short Dark Blond
Cock: Cut 6-7" (15-18 cm) Average
Smoking: No Drinking: No
Orientation: Mostly Straight Calls: In/Out
Roles: Companion,Escort
Kissing: French Masturbation: Both Oral: Both
Rates for time only (US $): 1st=240
Date: 09/2009 Type: 1 Hour Where: Chicago Rate: 240
Rating: Recommended Hire Again? Yes
Where Found? His Website Which: www.windycityboys.com/chicago
Reviewed Before? Match Description? Yes Lived up? Yes
Experience:
I had to write this review for Ryan (one of the new Chicago escorts) because he did such a great job making my escort experience what I wanted it to be and he has no reviews yet here.
It was a last minute decision the day of our encounter for me to hire him. I had contacted Kennedy and he suggested Ryan since Ryan seemed like a good match for me and was at Kennedy's place already for another client's incall. We arranged an 8PM meet up.
It was raining that night and I didn't know the neighborhood so I got lost. Kennedy was kind enough to give me directions again to get to his apartment. I was greeted by Ryan when he opened the door to the apartment. He introduced himself and had this adorable smile on his face. He had a nice body just like his pictures advertised, no surprises like my first escort experience. He lead me inside where I met Kennedy and he showed us to our room. T
he room was dimly lit by one light but enough for me to be able to see Ryan. I had requested Ryan to wear a button down shirt which he did. We chatted about different things and he made me feel comfortable right away. I wanted to start with him just pretending to be asleep and allowing me to feel his body and undress him. He has a nice chest with a little hair on it and smooth abs. I asked him to stand and pose for me allowing me to touch his abs, chest, and arms as he flexed them for me.
I laid on him and held him tightly like a boyfriend and we talked throughout the hour. I asked him to teach me how to French kiss. I had my first French kiss with him. I then asked him to teach me how to mastubate. We used some lotion as makeshift lube since the other room was using the lube and we couldn't go in to get it (his cock smelled like lotion at least ;) ). He stroked me and I reciprocated, my first time mutually mastubating.
I asked him then to show me how to do oral on me and I practiced on him in different positions. When he said yes I cummed just from the excitement of him saying yes. I got my first blow job. I then asked him to cum for me so he closed his eyes and I just touched him as I watched his body writhe as he pleasured himself to climax.
He produced a nice load despite having had sex with his girlfriend four times the night before and cumming twice already today with other clients. We then cleaned up with a towel and go dressed. He gave me a hug and a kiss and said thanks for sharing my time with him too. He asked me what I wanted to do and didn't force me to do anything that I didn't want to like my first escort experience.
He was super patient with me. He answered all my newbie questions about what to do if I wanted a certain experience. If I didn't want to do something after I tried it for awhile, he was cool about it and didn't make me feel bad like my first escort did. I was able to do everything I wanted to do in my fantasies with Ryan. I had a hot time with him and was sad when it ended.
This is only my second encounter ever with hiring an escort, but it was by far way better than my first last month. I almost wished I saved my money from the first time to have hired Ryan more times in the future. To tell you how great it was, I went home and beat off another load in the shower using what Ryan taught me while thinking about him. I can't wait to save up more money in order to have him again. I highly recommend him for other first timers like me or for other pros at hiring escorts to give him a try as I know you'll like him too. He was awesome. Thanks Ryan!
Handle: firsttimer
Submissions: Second Review
You:upper 20s Asian guy, thin build, still new to all this, likes body contact
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