Find Bear in Chicago

If you need some company in your hotels rooms I’m free I’m a Bi bottom chub is looking for any sexy guys i love s###ing and sw####ing Read More ...

Are you a horny dad in need of a hot wet mouth in between your legs? I'd love to be the lucky one to service that cock. Bonus if you're a Read More ...

Solid, masc chub daddy 59 needs to travel. Enjoy passionate mutual side play but open to bottom for the right guy. Safe, sane, discreet, squeaky Read More ...

wanting to feel a nice eggplant fill my mouth with cream. We can discuss the possibility of a natural liquid chaser to go with the Read More ...

Dearborne Station area and HORNED up Daddy! Super fit and trim. Trimmed body and nice thick 7"C I TOP FEM/CD only. I bottom for SMALL/Thin Read More ...

I'll be looking all day and night.. Why so hard to find? blue collar guys big turn on also bring a buddy fantasy is to do multiple guys sucking Read More ...

Older chubby bottom looking to host a big top - got a big fat as. so I need someone with 7.5" or better to bend me over and explode inside. You Read More ...

64 mbm 5'9 220 7cut iso hot grinding partner. I'm into kissing, making out, oral & masturbation. No anal. Be a discrete, non-smoker Read More ...

Mature bear chub wants a host that will use me as his personal sissy. Very oral and open. Will do as commanded and swallow what you give me. Suck you Read More ...

Masc GL chub great oral skills. Hosting and looking to give oral to nice one. NSA or regular. Be ddfree and traveling. What happens between us stays Read More ...

Hey. Me: 39, sissy with short brown hair. Lots of fem tattoos. 5-8 160 and a super talented, wet mouth. Always been a HUGE fantasy to take BWC down Read More ...

In town beginning 9/14 for the week staying at hotel near Mag. Mile. 58 yo wm hairy bear type, 5'8, 280, brown, blue, 7.5 cut, top. Looking Read More ...

Where the big chubby black tops at??? Masc, sexy black dad bod dude here looking to please thick chubby men love nipple play,very clean DDF tight Read More ...

Versatile chub bottom down for anything that makes us both cum. I'm hosting now till midnight. Be clean, D/D free and freshly showered. Party Read More ...

Attractive and masculine closeted BI wm looking for a new friend. Healthy, fit and closeted older guy here. Cubs, Bears, Hawks and Bulls fan that is Read More ...

will be in Naperville starting next Wednesday, looking for a masc guy in his later 40s to early 60s for some safe fun - stroking, sucking each other, Read More ...

Free most of the day today untill 6 pm. i’m 43 ,6 foot two, 195 , shoot ropes, and multiples. ( pics and vids to verify ) I will inseminate a Read More ...

On a 43-year-old white guy who has a slim to average body. I’m into bigger chubby older guys. I would love to meet somebody for a mutual fund. Read More ...

Sub chub (6’2”, 300lbs) hosting at office or mobile. Looking to service superior men and claim my reward - mouth or anywhere else. Let me Read More ...

Masc go chub on dl love to give oral. Be ddfrre safe sane discrete in subject put taste this. Send stats into and like or want. Serious only

Are you a horny dad in need of a hot wet mouth in between your legs? I'd love to be the lucky one to service that cock. Bonus if you're a Read More ...

59 bi WM chub looking for a guy to swap or more with. I'm 5 10 275 chub 5" cut and trimmed and also versatile but more of a Read More ...

Im 28 looking for older best top to either host or be down for CarPlay send pics and stats I have pics in return

I can host for a little while in the NWI area. Please send stats and pics I’m looking for an older bear and I can also travel 28 5’10 215

I am a 27 year old 215 5’11 bottom looking for a top that can come and breed me. I’m in NWI and can host but can also travel please send Read More ...

Horny daddy bear looking for a host who is up for holding Underwear Party or a naked Group Event. A room full of men in their underwear and/or Read More ...

Don't mean to brag but no one has lasted more than a couple minutes with me. Either way I very much enjoy it, if you got what it takes then let Read More ...

38yr old redhead bear type. Looking for an older guy to tease and edge me with his hands. Explore my body and get me super worked up then back off Read More ...

43 Hairy chub bottom looking for someone thats into pounding uncleaned out h*le. If you like getting that d ick dirty reach out. Cool with p play Read More ...

34yo hwp stocky masc guy here looking to give some good head. love to rim as well. prefer hairy dad bear types. No recip. Just want to focus on Read More ...

White guy here. Bear build. Lookin for a man to come through and get serviced. I’m oral, love to swallow. Can host in Humboldt park.

Northside guy here, bear build masculine bearded. Looking for an older black man who can host. I can travel all over the city. Looking for a regular Read More ...

Just left Bears game, and looking to buy some nice used panties to celebrate!! :). Can travel somewhat. Let’s work something out.

45 year old white male chub here in Miller located just one block South of Route 20 hosting in my house and giving you the best head in Northwest Read More ...

Are you a horny dad in need of a hot wet mouth in between your legs? I'd love to be the lucky one to service that cock. Bonus if you're a Read More ...

Looking for one married, straight/heterosexual man who isn’t getting enough action at home, or at all, and who needs DISCREET head/oral service Read More ...

Heading to Chicago next month for a Bears game and looking for a little no strings attached fun while there. I’m attached, so not looking to Read More ...

Trans lady Chub bottom looking for some fun. Discreet Married, Truckers, Military and DL types to the front. shoot me a message with a pic and Read More ...

Chub guy here for superior c*ck. Looking to provide service to verbal men. 35yo 270lbs. Serious MEN only. Who wants a gum J*b? Excellent hygiene is a Read More ...

Chub guy here for superior c*ck. Looking to provide service to verbal men. 37yo 300lbs. Serious MEN only. Who wants a gum J*b?

45 year old white male chub here in Miller located just one block South of Route 20 hosting in my house and giving you the best head in Northwest Read More ...

In loop area hotel for the next couple weeks. 56yo daddy bear polar bear bottom for mature or masc black top guys. Discreet, clean and neg. Send pic Read More ...

Masc GL chub great oral skills. Hosting and looking to give oral to nice one. NSA or regular. Be ddfree and traveling. What happens between us stays Read More ...

36 year old bottom bear looking for 60+ chubby top looking to enjoy a younger bear botto m. Let me b low you, the bree d me. Also down to do this Read More ...

Daddy bear nudist looking for other nudists and naked activities Love to find and connect with other guys who like to get naked with other men in a Read More ...

Younger Daddy Bear looking for a twink bottom. 38yr old bigger guy that loves a smaller guy he can toss around. Hit me up with your age and stats in Read More ...

Hello i am a younger navy guy looking to get sucked and bb fuck an older bottom preferably a chub but not a deal breaker. I can travel. I am 21 Read More ...

Hello i am looking to get sucked and bb fuck an older bottom. I cam host in my hotel or travel. I am 29 5'9 210lbs with a 6 inch cock and ddf

Bear guy here, northside. Mobile. You host. Looking for a black guy to service. You be 25-55, slim to bear build.

59 Bi WM versatile bottom chub looking for a guy to swap or more with. I'm 5 10 275 chub 5" cut and trimmed and also versatile but more of Read More ...

You host. Mobile bear on the red line today. Lakeview, uptown, Edgewater. Looking for a black or brown bottom host. I want to make out rim suck and Read More ...

I’m a 40 bi male, 6’3, 175 lbs, 7.5 in cut. Looking for older an older guy. Prefer 50 and up. Bears are a plus but open to all. I’m Read More ...

Blk chubby bottom looking for discreet top Normal married blk chubby guy 6'3 250 ,ddf ,nipple play, like to dress in lingerie for the right Read More ...

You host. Chubby bear thick build white guy here looking for black men who want to relax while I go down on them. You host. I can travel all over Read More ...

I am a 62 year old, deeply closeted professional daddy bear who is looking for other closeted middle aged professionals for friendship and Read More ...

Married AA chub whose wife has been depriving me lately. So I’ve been watching a lot of porn lately. I find myself thinking of that that Read More ...

Looking for a middle aged stocky/chubby man who’s into getting oral and being a top. I’m available now and looking for asap. I’m Read More ...

45 6'3 250 6 cut ddf ,, looking for DDF top or chub top to play with love nipple play,and I can dress in panties or lingerie also for a little Read More ...

North side guy here looking for a stocky dad type with a few extra pounds. Come over and let me suck you and be your sissy bottomtonight. I’m a Read More ...

36 year old bottom bear looking for 60+ chubby top looking to enjoy a younger bear botto m. Let me b low you, the bree d me. Also down to do this Read More ...

Gl masc chub on dl occasionally love to pleasure a nice one. Hosting downtown be ddfree title says it all in subject put suck this so I know you read Read More ...

Lets chill with our dicks out. Jo oral ass play and vers looking for a chill guy to get together with and help eachother get off. I am ddf Read More ...

I am a thick, curvy, chub, bttm, looking for tall, older chub clean tops. I am dd free and clean you be also! I'm looking to travel Please send Read More ...

Prefer making this happen sooner versus later and open to making future plans. Respond with detailed stats (age, height, weight and race) and Read More ...

Looking for a thick assed cub or bear type like dude with a nice booty to eat and stuff my face between the meaty cheeks. Looking for first timers Read More ...

Daddy bear nudist bear looking for other nudist bears, cubs, and chasers Looking for guys who want to come together and hang out and/or participate Read More ...

Short and stocky bi dwm seeking big and tall men for nsa fun. Masculine, ddf, lifter with an xthick tool. Versatile, but tend to get submissive with Read More ...

Dad bod bottom for hosting top Bi bottom married in the South Burbs. 48yo, 6'3" 220 looking to connect with a discreet total top chub Read More ...

Hello sir inwould love the opportunity to serve can host in my garage or car or travel to you I am sub/slave bottom bear I have a bag of toys and Read More ...

Hosting on the north side in the Uptown neighborhood looking for middle-age or older to come over and let me give him oral and hopefully bottom for Read More ...

45 year old white male chub here just looking to satisfy all your oral needs I lick , suck , rim I am an oral expert who loves to service men. I am Read More ...

Hi I'm looking for a fat, bottom chub / superchub, over 300 lbs for fwb. I'm 50yo, 6'-1", 250 lbs masculine wm. Cannot host but Read More ...

Hello, 44 5’9. 225 latino moderately hairy 6x5uc here. I have big balls that shoot huge thick loads. Looking to get sucked off. I’m a Read More ...

Dom daddy bear looking for discreet middle aged professionals who want to sub Many middle aged successful professionals are looking for an escape Read More ...

40 year-old white submissive by guy looking for a mature top to come with me. I’m 64, 190, disease, free, laid-back white guy, and available as Read More ...

54, 6’, chub guy looking to meet some hot men for fun. I really enjoy blue collar guys who need a release after a tough week at work. Hairy Read More ...

Looking for some fun tonight. Can host here. 6’2, 295, hairy, 6”. Kissing is a must for me. I’m a top too. Shaved heads and facial Read More ...

Hey there Latino bear 5 foot 10 280 lbs 6 inches; looking for a fem bottom. Typically looking for early morning closer to the west burbs but willing Read More ...

Hosti ng for a chubby daddy bear who wants his c0ck in a bottom or mouth. I’m 40 and 190 pounds and 6 foot. I’m a laid-back white guy who Read More ...

Middle aged horny daddy bear looking for some naked group masturbation fun Looking for get naked with a variety of men who want to strip and Read More ...

Looking for clean c**k. Discrete. I’m a chub that needs to be shot on. If you’re near New Lenox Lmk and let’s set it up

Daddy bear professional looking for frot and bate buddies Horny, single, discreet daddy bear professional looking for other single middle aged Read More ...

Married AA chub whose wife has been depriving me lately. So I’ve been watching a lot of porn lately. I find myself thinking of that that Read More ...

Have a desire lately probably from watching to much CD porn to be someone's sissy. Older bear chub with a pretty virgin ass pussy. Get hard when Read More ...

Be ddfree traveling, adventurous, serious, drug free. in subject put this is the one. Send stats pic. Gl masc non white chub occasionally love to Read More ...

Middle aged daddy looking for other guys interested in naked group fun Would be hot to get naked with a variety of guys Like all sizes, shapes, Read More ...

Anyone near New Lenox now can swing by and shoot all over me real quick? Might bend over for you too. Quick, easy and discreet chub here. Lmk **I am Read More ...

25 6ft 160 fit I’m a suburban black guy I’m masculine but not super dominant. I’m out but discreet Looking for a rough blue Read More ...

Hello sir I am a sub/slave bottom bear and I am hosting from 8am to 930am today please use me how u want ant bring a friend just fill me sir I have Read More ...

Hello sir I am submissive bottom bear looking to make you happy sir make me your slut and u2e me as u see fit all holes are open and I am very open Read More ...

Hello daddy sub bottom bear I am hosting this morning at 9am please come over tie me down and use me for what ever u need few limits just a h0les Read More ...

Hello sir I a sub bottom bear and I would love to be your toy today. I has some toys here I have a plug in now and my cage is on as well. Please Read More ...

Submissive guy looking for a mature bear to come swim and then go to my place. I’m a submissive oral bottom and am seeking a chubby middle aged Read More ...

Masc GL chub great oral skills. Hosting and looking to give oral to nice one. NSA or regular. Be ddfree and traveling. What happens between us stays Read More ...

HI guys Middle aged bear who is looking for some naked group fun A naked Party for a group of guys would be hot Would love to find some guys of all Read More ...

Cubs vs Brewers! Let’s hope today’s game is the same as last night!. Just bought a last minute ticket for myself I’ll be there Read More ...

Masc GL non white chub great oral skills. Hosting and looking to give oral to nice one. Tight non hairy hle would like to feel it in me if you want Read More ...

I'm traveling in the south burbs looking to give a .b. j of your in need send a pic and stats in first reply 45 oral chub must be dd free as I Read More ...

Hey there. Looking for a beefy bear daddy type of guy between the ages of 35 to 60 for a little erotic fun. Mostly into the married dad bod types but Read More ...

Looking for someone who might be curious to find a jerk off buddy. Maybe swap bjs. I am not a fitness model or hung like a horse. Lol. I’m a Read More ...