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Find a Boyfriend in Chicago

Looking forward to find a boyfriend in Chicago? Connect and hook up with single men seeking a short time, a flirt, a casual fling and activity partners. There are no charges to use our chat rooms and send/receive mails. Place your personal ad on Chicago's best online dating site right now.
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How do I toggle email notifications about new messages?

While logged in to your LuvFree account, click "My Profile" in the top navigation tab menu and click "E-mail & Notifications" to open the toggle options. The very first option will be for notifications about new kisses or messages, so just toggle that option off to no longer receive those notifications in your email and click "Save" at the bottom of the page. You can toggle this back on at any time.

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Find a Boyfriend in Chicago

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Natejc
man 32 y.o. from Chicago, Illinois, United States
Looking to enjoy life
Love to have fun.
Letgetiton
man 39 y.o. from Chicago, Illinois, United States
Casual encounter
Looking for a good time...nothing serious, see what happens . Currently just real busy, but who doesn’t need some pleasure in there life. Attractive, and ddf
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chicagodude1970
man 49 y.o. from Chicago, Illinois, United States
something serious
I, m a very nice guy looking for the same to have a real boyfriend. i, m moving back to the Chicago area after 12 years away and starting my whole life over.. i, m warm, romantic, affectionate, honest, real, intelligent, caring and a leo
CUBSFAN4848
man 50 y.o. from CHICAGO, Illinois, United States
LOOKING FOR A GIRLFRIEND!!.
I AM A SINGLE BLACK MALE AGE 48 YEARS OLD NEVER MARRIED, NO CHILDREN!!. I WAS BORN ON OCTOBER 7, 1969 IN TUNICA, MISSIPPI-BIRTH SIGN IS LIBRA!!. I AM "57" 180 POUNDS WITH BLACK HAIR, BROWN EYES, LIGHT SKIN COMPLEXION. VERY SINCERE, HONEST, HUMORUS, FRIENDLY, CARING, PASSIONATE, AND ROMANTIC PERSO... more
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Menny60542
man 41 y.o. from Chicago, Illinois, United States
Fun and clean
I'm a fun guy to talk to and to be around. A little lonely at the moment. Would love some female company for some mutual physical enjoyment. I'm dds free so please be too.
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Cjam66
man 53 y.o. from Chicago, Illinois, United States
Clean MWM
Closet bi, MWM, all bottom, extremely clean, nonsmoker, social drinker, and DDF. Looking for someone similar for occasional meets for fun. Discretion is a must.
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Thisisme
man 30 y.o. from Chicago, Illinois, United States
Thisisme
Do you wanna have fun? Hit me up
Ceasar
man 44 y.o. from CHICAGO, Illinois, United States
Hello to all the women
Im a very hard worker so i like to play hard very cool and laid back im from the far south side of the city 420 friendly looking for a new sexy friend
Bonfils
man 45 y.o. from Chicago, Illinois, United States
Carpe Diem
Single I am. My philosophy is that destiny can be conditioned and redirected if you have the will and you meet right people on your path. More important, you have strong hope in your endeavors. Smile Very Happy. Coming down to dating, I strongly hope I will meet on this site a lady I can connect with at last... more
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Chitownrican
man 47 y.o. from Chicago, Illinois, United States
Hello
Looking for a good time with the right person.not here for games or bs. Do right by me and there's nothing I won't do for you. Hit me up if you think this could be yoi