Chicago Gay Hookup / Amateur and Escort

USA > Illinois > Chicago

NSA with a grad student living on the South Side, Chi-town

Some would consider me a normal modern person in my twenties, not a bisexual. I want to explore my sexuality. More importantly, I’ve got this beautiful dick. Or so I’ve been told by loads of guys who lovee to blow it. I am not looking to wine and dine. Just a quick beer and then we fuck no strings attached …

View profile of , 27 yo

Bathtub sex with a lusty sub otter in West Loop anyone ?

I’m Trenton, I’m 32, and I live in West Loop Chicago, Illinois. My hole is already nice and stretched out from all the gaping I do but, just add water and a bit of soapy suds and it’s a whole bunch of wet slippery fun in there. I absolutely love fucking in the bathtub, I guess you can say it’s kind of a kink of mine. Just look…

View profile of , 32 yo

Hung, older daddy ready to provide good dick in Chicago, IL

49 has never looked so good, please tell me I’m lying!! Along with the decently toned, tall and towering tan body, my cock is still so fleshy and plump. I’m Randy and I live in Chicago, Illinois, up in the West Ridge area. Any in the area want to take up this once in a lifetime offer? That offer is, of course, a good…

View profile of , 49 yo

As horny as I am flexible Oak Park, IL

Flexibility is an integral part of my training routine. But my body is not the only part of me thing that is flexible. My name’s Franco, I am 24, and I’ve got a pretty flexible sexuality too as I am a full on bisexual. I have even been called gender fluid in the past. Which I don’t think really suits me. I mean, I’ve got nothing against it, but having long hair and somewhat …

View profile of , 24 yo

Simply horny dark skinned Indian dating Chicago

What’s up Chicago and its surrounding area ? Are you guys ready for me ? A dark skinned Indian with an even darker foreskin ? I know this is not something you’re used to see much. Most of you are probably circomsised and have never been with an Indian. Let alone a dark skinned one with hair thick as mine. Don’t worry, unlike some other of ..

View profile of , 28 yo

Power though control-gay lover wanted Chicago, IL

I’m almost done reading this report. But please, join me in the bed and get comfy. I’m Simon, 37 years old. I’ve got a super stressful, demanding, yet fascinating job. But, I need to relax and let go from time to time. I don’t have the time for a relationship, but I can certainly clear some space in my calendar for a fuck friend. Or a …

View profile of , 37 yo

Work and play harder, gay hook ups Chicago, IL

Here’s me behind my cock. My phone struggled to focus as my ding dong is so big and thick. I’m Charly, an uncut dude from Illinois with tight skin on my large shaft. I mean business here. Forget me if you’re looking for anything remotely caring and loving. Hook ups and fast sex dates are my things. I live on the adrenaline ….

View profile of , 34 yo

Suck my cannoli and I’ll do you manicotti, Chicago

Here’s hoping that my profile is the last one you need to read before you decide on your hookup. That is, if you happen to be in the greater Chicago area and looking for a nightcap. An Italian nightcap to add even more sass and glam to your fantasy. Si, I’m an Italian hung dude offering you a shot at my big cannoli …

View profile of , 32 yo

Hung barista ready to stir you up, Chicago IL

Fuck I’m horny ! That’s why I’m posting here. Since I’m too scared to hit on guys in real life, I’ll have to settle for online where my ding dong is king. If only I could work butt naked underneath my apron, guys would literally jump over counter to suck my freaking big dick. And hell would I stir you’re insides real good against the fridge …

View profile of , 23 yo

Hung bottom to fill in Chicago IL

I am Trevor, 24 years old hung gay boy, mostly bottom in bed but I can give a couple of dick slap inside you if you ask. But for most of the time, I want you in me, pounding my ass real hard. Guys in Chicago, Illinois, what are you looking for, hit me up !

View profile of , 24 yo

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