Find Daddy in Chicago

Seeking a mature top daddy that hosts or can play in his car to teach me how to take it balls deep. I’m 39 white 5’7” 6” cut Read More ...

I am a Hot and Handsome Well Jacked Older MUSLEDADDY I am looking for a Younger Passionate Male who LOVES MUTUAL C0CK SUKKING,,69...MAKING OUT AND 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 ...

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

Sub athletic female guy here. Looking for daddy types that want ongoing fun with a sub cutie. I have pix plz send a pic

Looking for what the post says. Submissive here, looking for daddy's that got pix to trade. Happy Sunday. I'm in nwi Ill border

Hi! I'm a sissy looking for an amazing Daddy Dom. Someone powerful, who can take control and show me my place in our relationship, yet still Read More ...

You’ve been dreaming about when daddy comes over to see you when it’s your "bedtime"... you sit on my lap, naked under your Read More ...

Looking for a cuddle fuck- affectionate, relaxed, and mutually satisfying. Really into older, hairy daddy types but open to all! I like lots of Read More ...

I’m a smooth bottom looking for a straight jock or bro who isn’t getting enough in the bedroom. I’m always looking to play and want Read More ...

Im 38 6 1 220 7uc hairy I cant host but will travel Hit me up with stats and pics and let's get together Love older men daddy types Lets Read More ...

I am a non pass cd. I love to dress in lingerie. Looking for a daddy for a regular fwb. I am clean and discrete. In the Peoria area.

Looking for a young sub, to play with on a regular basis. Want a sub who is available for extended play sessions once or twice a month. Like to go Read More ...

6ft 5in tall 230 brown hair and eyes short beard tattoos and a big thick.... I've been looking for so long and cant seem to find a petite trans Read More ...

Clean, available & looking for older host.. I am a complete bottom looking for a daddy to top me. I enjoy doing other things but I ultimately Read More ...

Fit handsome HUNG daddy is looking to meet a a cute twinkish type guy. Let’s meet and have some fun. Coffee and a chat first- no problem.

Looking for or Interested in a Live In Situation/Relationship? I’m an Older Dominant DWM Gentleman Daddy Type Guy here so Lmk…

Looking for a friend or friends into abdl or diapers also if your into daddy play id love to be diapered and changed

BBC daddy here looking for a feminine bottom sissy to play with exclusively. My stats are 41yo 6’ 205lbs very clean and discreet. I can’t Read More ...

I'm not sure where to find this but I'm looking for an older man to take care of me in all ways...Definitely have some deep seated daddy Read More ...

Looking for an older daddy to pay some special attention to this boy. Seriously I'm new to this and looking for a nice guy to play with my butt Read More ...

I’m a smooth bottom looking for a dominant daddy who isn’t getting enough in the bedroom. I’m always looking to play and want to Read More ...

33, white about 6ft 220lbs on the chubby side looking for a daddy type to host me snd see where things go. I’m located in the south suburbs and Read More ...

Good looking, fit and muscular daddy here. 32 years old, athletically toned near the Ravenswood area. Looking for a sexy lady. I am clean and Read More ...

6'2", 195lbs, 7"c top. 54 yrs old. Very masc, in shape, clean cut. Seeking another masc guy. I prefer in shape men. I can host in Read More ...

You know it's naughty to get daddy's attention like this but you can't help it... your pussy is always so wet when you see how I look Read More ...

Sweet, affectionate, naughty daddy seeking a pretty girl who wants to ride and be licked today. Older bearded WM, 60s, fit, ddf, love to please my Read More ...

60 year old Daddy, in great shape looking for a young twink to play with. It’s OK if you’re new to this. I love to teach and train. You Read More ...

I’m a 57 year old daddy type white male, 6’2”, 190, great shape. I’m looking for young submissive men who wish to experience Read More ...

I’m a 57 year old daddy type white male, 6’2”, 190, great shape. I’m looking for young submissive men who wish to experience Read More ...

Not looking for just anybody, looking for someone that we like in pictures and that we can have some fun with on a regular basis as well as seeing Read More ...

You've been dreaming about it again... how loved you feel in daddy's arms when you come to sit on my lap before bedtime. You were in your Read More ...

Cute twink looking to drain a hung daddy today. Looking for a blow&Go but very much open to ongoing if we click. Im 5ft6, 125lb, and can travel Read More ...

37 WM 6’3” 195lbs 7” cut std free. Clean hygiene. Looking for a gf that’s into daddy roleplay and Ddlg. Also must be willing Read More ...

Are you a younger submissive female with daddy issues, and need to please and serve Daddy Dom and know your purpose is to do what Daddy wants? Then Read More ...

Looking for a strong dominant White Daddy that knows what he wants. I'm a sissy sub bbw latina crossdresser. I'm into all types of play Read More ...

Looking for a strong dominant White Daddy that knows what he wants. I'm a sissy sub bbw latina crossdresser. I'm into all types of play Read More ...

I'm a older gent who has not had sex in years because of a disabled wife. I'm a retired professional, safe and sane, ddfree, literate and 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 ...

Bi Daddy hosting today near South Elgin. 62, 6'1",210, clean cut white professional. Looking for younger to join me in bed and go from Read More ...

You’ve been home alone all afternoon and you’re missing daddy’s attention… you’ve been soaking wet all day after he Read More ...

You've been so horny lately... waking up every morning with a wet throbbing pussy, touching yourself and aching for daddy's attention and Read More ...

Nice, attentive older man who wants to please and enjoy a sweet horny girl today… maybe you like playing like this with a daddy or have just Read More ...

Clean, discreet, athletic, GL, 40's MWM Daddy seeks some one to be my pillow princess Let me orally pleasure you completely, on going Read More ...

I am a masculine Daddy type looking for that 20ish year old trim looking twink type for occasional play. Beginners welcome. I am good at teaching Read More ...

Mature mid 50’s wht orally bi kinky Daddy seeking well HUNG twinks that have a big bush. I’m 5’8” 210 gry/brn w/ short grey Read More ...

Looking for frot and bate buddies for group fun/underwear party Lets start with an underwear party and move it to a jo/frot party Everyone naked and Read More ...

Simple post,,,I am a Well Buffed and handsome Alpha Daddy and I am looking to meet a YOUNGER PASSIONATE ONGOING FWB I have Broad shoulders,great 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 ...

Free all day on tomorrow morning and looking for long play for a few hours I top safe married 52 neg ass lover into a sub bottom that enjoys Read More ...

Open to any age and race Let’s have some fun while you earn your reward Can get us a room Luv to eat at the Y How do you want daddy to spoil Read More ...

Fun laid back top daddy into a sub bottom to pamper me for hours neg and only top safe my fave is getting edged for a hour

I’m in Chicago ridge by the apartments on 103 and natoma. I’m a shy beginner looking for a daddy to be my teacher. Show me what daddy Read More ...

Any females free tonight? Age/body type/race doesn't matter im not picky at all! I love titty play ass play and of course I'll eat you out Read More ...

Young, ddf, clean. 6ft, 190. I'm in the SW burbs looking for an older daddy, prefer white than can host me or down for car play. Serious here. Read More ...

Hello to those who took the time to read this. I’m 27 Latino. Gym build with some extra. I’m 5,6 175 lbs. I’m a bit smaller. Read More ...

Let me come over and swallow it. Send face and coch pics or be deleted. No pics= no chat and no meet. I'm ddfree and hiv neg. Looking for Read More ...

I am free most mornings after about 6 am till about 10 am. Be ddfree and hiv neg as I am. Send full clear face pic and sword pic or be 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 ...

-Please read it all- Hi, I'm a 44 year old married guy that is extremely curious about meeting a feminine trans. I've not yet had the 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 ...

Looking to a muscle daddy or jock tonight. If you’re around then let’s get together. Into straight and bi curious men who love getting 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 ...

Hello there guys, I’m in my mid thirties, slim, consistently told attractive, masculine, white guy and I enjoy and am very talented at pleasing Read More ...

T. You used to come see me in Skokie, dress all sexy for me and give me the best bj. You said my size was perfect for you. The last time (pre Read More ...

Attractive clean dd free discreet masculine and looking for a hungry smooth sissy to have some fun with. 602 200 fit with a throbbing 7c for you to Read More ...

WMW looking for older daddy to dress me up and bred me. HWP not an issue. 45+. 5+ inches needed. Dress me in sexy lingerie and use toys on me if you Read More ...

I’m 40 wm 6.5 inch bottom. Looking for older wm daddy who knows what he wants and makes me give it to him.

Hello master I am hosting tomorrow morning after 9am tell noon please come and train me how to please you correctly I am very open minded and love 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 ...

I am 34, total bottom, sissy / CD, probably trans but not quite there yet lol. I’m looking for an Alpha top Daddy that wants a loyal and Read More ...

fun-loving trans girl with a big smile and even bigger personality. 5’10 155 Asian mixed with about a year of experience searching for a Dom Read More ...

Looking for over 45 daddy type to come over, and have his way with my tight bubble butt. I also like to drink from the tap. I’m 5’9 200 Read More ...

Seasoned daddy looking for hot Fun with a new younger friend. Available to travel Now.!! You host or we find a good Spot to get to know one another. Read More ...

Looking for a regular daddy to serve. Looking to drop to my knees and please him orally when he needs it. Love feeling submissive and inferior to Read More ...

Kinky daddy will be in Chicago June 18-21, staying in a hotel downtown. Looking for other kinky older men or couples who want to play while I’m Read More ...

Dear Daddies, I’m a 38 year old submissive guy looking for a confident, commanding Alpha Daddy to build a real long-term power dynamic with. Read More ...

I’d love to talk about kinks and fantasies and what wild experiences you’ve had. Maybe we could relive a fun one or indulge a fantasy. Read More ...

Daddy has been bad, and maybe deserves a spanking. Or do you punish him in another way? Daddy will accept the punishment that you believe is Read More ...

To find you in panties again? You were told what would happen again if Daddy found you like this! Real safe sane roleplay. Reply back to me in Read More ...

Looking for a hung daddy who wants to use my mouth or face when they need to drop a load. I’m petite, smooth face and twink body type, 5ft7. Read More ...

looking to try with a hot hung daddy type. Im an attractive white male, smooth petite twink frame, 125lb, 5ft6. Big into this kink, Always wanted Read More ...

Sexy Latino couple looking for a hung sexy papi chulo Latin to help me with the wifey would love for you to follow her in the store or something and Read More ...

A mature daddy wanted your son is ready for you to serve you the older you are the better the hairy the better looking for today in around midway Read More ...

I want to meet up or go over or let's get a room! Im young dumb and full of cum! Im ready to out you in different positions and beat that pussy 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 ...

hi im 33 years old masculin bi bottom discrete smoth azz looking for a daddy master to play with my azz with my huge toysor a bbc if into send pics Read More ...

Looking to host Perfect for married/bi/DL I get on my knees ready to serve Love dom men with full low hangers to tell me what you want and get Read More ...

I seek one Mwm alpha here for work ? Or wants needs a loyal sissy by his side our secret I’m feminine smooth love lingerie heels makeup happy Read More ...

Looking for frot and bate professionals for group fun/underwear party Lets start with an underwear party and move it to a jo/frot party Everyone Read More ...

I’m looking to watch and learn. I’d love to start by observing—maybe watching Daddy go down on Mommy—and then being Read More ...

I'm a mature, masculine verse/btm, bi daddy on the NW side of town. I like suc king and fuc king someone CD/TG. I can host or travel. I'm Read More ...

Have you ever wanted to be with an older man 41 years old, hwp 6ft 225lbs looking to be your daddy for a moment in time. Let me help you fulfill a Read More ...

GL daddy is looking for his boyy , please be slim and cute between 18-30yo. Let’s have fun together Hit me back, let’s chat

I’m older, fit tall hung into a guy in his 20’s who likes to be in relationship with handsome daddy Located in Wilmette area Hit me Read More ...

Lonely daddy is looking for his boyy 18-28 slim I’m tall fit , nice thick package;) Hit me up if interested. Let’s have a little fun Read More ...

Come say Hi if you want to meet a Handsome and Well Jacked Muscledaddy and I am looking to meet a Younger Obedient fwb/bf for ongoing

Come say Hi if You are a Younger Twink and want to meet a Really Maculune,Handsome and Well Jacked Muscledaddy,,,ONGOING ONLY

Super curious straight discreet professional is looking to hang out and experience the gentle touch of a ts/cd/femme cute/hottie. Me. Read More ...

Simple post,,,I am looking to meet a Younger Guy to Fill each other up I am an Alpha Daddy and I LOVE C0CK,,,I am looking for a Younger FWB