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Meet Single Men Over 50 in Chicago
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Over 50
1 - 35 of 100
William
Standard Member
54
•
Chicago, Illinois, United States
Seeking:
Female 29 - 50
Seeking a loyal life partner
I'm very ambitious and loyal. I like to travel mainly to Jamaica 🇯🇲 I consider it to be my homeland.. I like working out but I'm no fitness trainer. I also love nature because of the peace and harmony it brings... I'm willing to relocate when the t
Paul
Standard Member
59
•
Chicago, Illinois, United States
Seeking:
Female 45 - 55
Simple guy is looking for simple girl
My name is Paul I'm from Switzerland but have been living in the USA for the past 29years. I have a daughter she will be 29years old soon. I love to cook and gardening and play chess. I'm also interested in a little bit of politics I like to know what is going on in the world.
Michael
Standard Member
52
•
Chicago, Illinois, United States
Seeking:
Female 25 - 38
Be spontaneous
I am looking to meet someone for a possible long-term relationship. I am a teacher living in Chicago. My family is very important to me. I am single with no children. I love sports (baseball, basketball, football) - playing or watching on television or attending events. I treat people as I would like to be treated. I enjoy being outdoors and traveling. I love teaching and coaching as a career because I feel like I can make a positive difference in my students' lives.
Bruce
Standard Member
Verified
57
•
Chicago, Illinois, United States
Seeking:
Female 23 - 48
Praying for a special little miracle. . .
Well, I am very loving, caring, and affectionate. I am highly intelligent, good-hearted, and generous with my love. I have a good career in the technology field and perhaps have focused too much on my work in the last few years. I have realized that i have to find a woman to be with. I need that sweetness and kindness in my life. To the ladies who have written me. I will try to write back tomorrow. Thank you for your letters!!!
Will
Standard Member
58
•
Chicago, Illinois, United States
Seeking:
Female 26 - 44
Looking for a Long Term Relationship
I’m from Chicago in the United States. I recently visited the Philippines and fell in love with the country and the people. I’m looking for someone special that will hopefully turn into marriage. I’m able to travel often but it would be important for my partner to eventually relocate to the United States. I’m able to spend extended time in the Philippines. I’m not here to waste anyone’s time but to find forever true love. I’m a very compassionate person and care about people. I am thoughtful, genuine and sincere.
JD
Standard Member
Verified
57
•
Chicago, Illinois, United States
Seeking:
Female 18 - 40
Let's Video Call ;)
Hello, I'm an open-minded, active guy looking for a genuine connection. I like the simple things in life- family, friends, good conversation, good food, and laughing at misc funny stuff. I like simple things- dining out, trying different restaurants- but try to keep it healthy, movies, long scenic walks, rollerblading, frisbee, most sports, festivals, road trips, traveling, etc. etc. Let's talk and videochat sometime and share more about each other ;)
Eli
Standard Member
Verified
51
•
Chicago, Illinois, United States
Seeking:
Female 18 - 25
I cannot be scammedSo don't even try!
Weighting over ten feet tall Feet of clay, head of gold Middle made of cannon balls Rumor has it swallowed whole Mineral, without a soul That's the story being told The estimated, undefeated Champion of the world Big yet unfamiliar Think bigger than the biggest bar Think big, that's only half as large Bigger, better, twice as hard Outsized, extra large Velocity very fast Bigger than the closest star Bigger than the motor car Quick, quiet, confident Comfortable, permanent Undisputed every tense Not a trace of what went left More equal than the best Unparalleled success Everybody Be impressed
Alex
Standard Member
59
•
Chicago, Illinois, United States
Seeking:
Female 22 - 48
Big guy, Big heart.
Oh boy, how do you put a whole lifetime in a little box ? I've experienced a little bit of everything, the highs and the lows. I enjoy the little things in life and look for some of those same qualities in other people. I'm attracted to people who have inner happiness and sometimes think of others before themselves. I too am a very caring person with a big heart. My friends know I will always be there for them and they can trust me with their life. I usually walk around with a smile on my face, full of personality and easily make other people smile, laugh. I'm very attracted to Asian women. I don't think I will be going to Asia anytime soon, so this is the next best thing. I've had some relationships, including with Asian women but I am single now and if I find the right woman here I will cherish her and take care of her. Hopefully forever.
Keith
Standard Member
57
•
Chicago, Illinois, United States
Seeking:
Female 21 - 36
Love the Life you Live
Hello! Thank you for viewing my profile. I'm single and own a very nice home in Chicago, Illinois, USA. The most important things in my life are faith, family and friends. I have two college degrees in Communications and Political Science, and I'm fortunate to enjoy a great career in professional sports. I enjoy traveling around the world, dining out, playing golf and spending time with family and close friends. I also enjoy movies, concerts and cultural events, along with quiet nights at home.
Tio gold
Standard Member
58
•
Chicago, Illinois, United States
Seeking:
Female 20 - 40
It is not the mountain we conquer but ourselves
Looking for a special lady who wants serious relationship leading to marriage. I'm tall dark and handsome .wonderful sense of humor .I'm very outgoing, hard worker and loyal ,passionate man.no kids.if you are for scams,western union or 🐂💩 save both our time .I look for someone stable ,and want to share life together .NO WHATSAPP & SCAMMERS WILL BE REPORTED
Eric
Gold Member
57
•
Chicago, Illinois, United States
Seeking:
Female 34 - 65
American Man Seeking A Serious Relationship
I am compassionate, driven, not hard on the eyes, and am told that I'm funny, sometimes at the right moment. Calm, intellectual and still kind of a goofball. I'm 6'2" and weigh in at 215 pounds. I am educated, employed and try to enjoy life. ENTP personality type. I'm loyal, honest and trustworthy, and expect the same. I'm not here for games or wasting anyone's time. I will NEVER ask for your money or expect your financial support for anything, that's the man's role to support the woman- if she needs it.
Karam
Standard Member
Verified
51
•
Chicago, Illinois, United States
Seeking:
35 - 51
Happy
I live in Chicago and wish to meet someone who can be a good company ,I am self employed, I live a simple life ,enjoy travel,cooking and compof friends ,I have been single for 3 years after my divorce ,ready for a new and fulfilling relationship wity a special lady that we can grew together .
Durand
Standard Member
58
•
Chicago, Illinois, United States
Seeking:
Female 21 - 75
Ir your a scammer or catfisher don't bother.
I am a God fearing, hardworking, funtobewith, passionate, down-to-earth compassionate man with a great sense of humor. Who wants to be my equal as God intended, I am no sugar daddy so dont ask for money. That is how I know the relationship is Gods plan for us..
Sam
Standard Member
Verified
55
•
Chicago, Illinois, United States
Seeking:
Female 29 - 45
Seek life partner and happy family :)
Hi. I'm a nice, family oriented guy, and I seek my special partner. I have many goals, but I like to relax in my free time. I enjoy simple pleasures the most--cafes, conversations, friendships, good films, and travel. I have a creativity, intellect, and a good sense of humor. I am caring, affectionate, and friendly. I hope to find a kind hearted, attractive woman to build a family and enjoy life with. I like kids and welcome yours :)
Teeto
Standard Member
Verified
52
•
Chicago, Illinois, United States
Seeking:
Female 27 - 42
ISO
I'm a young person at heart, mind and body. very active, my friends all in 30's. Looking for a good women to be apart of my life and make a happy future together. I like being outdoors, being by water, fishing, boating, being active, going to festivals. I'm very creative, very funny, very intelligent, like to travel, and very much an entrepreneur and business owner. I really like to do anything with the right person. Being around me is never boring, i like to make everything fun, better, the best..... I Really dream about having family, going places, raising kids, making life easier and better for people I love. I like to make people laugh, make jokes and be funny. I like to use my intelligence and knowledge to help people.
nino
Standard Member
56
•
Chicago, Illinois, United States
Seeking:
Female 20 - 42
Hi..
To describe you is to describe myself. You are rare and you know it. You do not settle for anything less than your best, and this reflects in the friends you choose, your dreams and aspirations and the quality of your life. We have discovered that "beauty, god, and haven" are states of the mind not places or things. But we can not seem to find our rare and uique soul-mate to share our life experinence with. Einstein said "i want to know god, everything else is just details". These are my details I am a man.
Sean
Standard Member
59
•
Chicago, Illinois, United States
Seeking:
Female 50 - 75
Lucas Leo
Standard Member
51
•
Chicago, Illinois, United States
Seeking:
Female 40 - 71
Finn Crawford
Standard Member
51
•
Chicago, Illinois, United States
Seeking:
Female 50 - 80
Adam
Standard Member
57
•
Chicago, Illinois, United States
Seeking:
Female 40 - 65
Dazzlingdoc
I'm a real and kind man you'll love to know
Nicolas
Standard Member
51
•
Chicago, Illinois, United States
Seeking:
Female 50 - 70
CHRIS
Standard Member
59
•
Chicago, Illinois, United States
Seeking:
Female 50 - 75
Let’s Build Something Real and Lasting
I’m a confident, genuine man with a kind heart and a strong sense of integrity. I believe in living life with honesty, respect, and compassion values that guide me in everything I do. I am proud of my good character, and I strive every day to be a better person, emotionally grounded and spiritually fulfilled. I see life as a beautiful journey filled with opportunities for growth, love, and meaningful connections. I believe in making the most of each day, staying positive, and spreading kindness and positivity. I enjoy traveling and exploring new destinations, especially islands and scenic cities. Whether it’s relaxing on an island in Greece, exploring historic European towns, or immersing myself in the culture of Tokyo or Paris, I love discovering the beauty this world has to offer. I also enjoy outdoor activities like camping, nature walks, and appreciating the serenity of the outdoors. Reading inspiring books and engaging in meaningful conversations are passions of mine too. I tend to see life with optimism and a sense of adventure. I believe that every challenge is an opportunity to grow, and I approach everything with a calm, laid-back attitude yet I am passionate about the things that matter most. I am a good listener, compassionate, and honest, I believe these qualities are essential in building a lasting relationship.
Barry Lawis
Standard Member
51
•
Chicago, Illinois, United States
Seeking:
Female 40 - 66
Sean
Standard Member
52
•
Chicago, Illinois, United States
Seeking:
Female 33 - 33
Loving and caring
I enjoy my professional engineering career. I'm caring, giving and a loving individual.
Martin
Standard Member
59
•
Chicago, Illinois, United States
Seeking:
Female 57 - 65
金在光
Standard Member
54
•
Chicago, Illinois, United States
Seeking:
Female 48 - 65
Alirio
Standard Member
55
•
Chicago, Illinois, United States
Seeking:
Female 32 - 54
Chauncey
Standard Member
59
•
Chicago, Illinois, United States
Seeking:
Female 30 - 50
Real Man looking for love
I'm a hard working man,college student, athletic love running ,cooking ,sports and working ,making new friends and I'm a one woman man.I don't want to be on this dating site long. Ladies please those one asking me to send funds. I don't do that. Thank you! God Bless You All.
Tim
Standard Member
56
•
Chicago, Illinois, United States
Seeking:
Female 30 - 60
I am a very loving. passionate and affectionate. ...
Loving, gentlemen, passionate and affectionate.
Ron
Standard Member
56
•
Chicago, Illinois, United States
Seeking:
Female 18 - 29
USA GENTLEMAN SEEKS LOVING CARING PARTNER
SUCCESSFUL BUSINESSMAN WANTS LOVING PARTNER TO SHARE MY GOOD LIFE
John Smith
Standard Member
53
•
Chicago, Illinois, United States
Seeking:
Female 36 - 63
I'm very sincere and real, I hate lies and mostly
I love making the person I’m with smile, laughing about the little things, and being able to laugh at myself too. I believe a good relationship should have plenty of honest conversations, affection, and laughter
Ace
Standard Member
52
•
Chicago, Illinois, United States
Seeking:
Female 34 - 54
ninos
Standard Member
51
•
Chicago, Illinois, United States
Seeking:
Female 33 - 50
Pierre
Standard Member
59
•
Chicago, Illinois, United States
Seeking:
Female 25 - 45
James
Standard Member
59
•
Chicago, Illinois, United States
Seeking:
Female 38 - 66
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