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Over 50

1 - 35 of 100
Karl
59 • Chicago, Illinois, United States
Seeking: Female 18 - 39
Seeking For MARRIAGE !
I am a very laid back Black Male, trustworthy, honest, articulate, friendly, ect. I am looking for a nice you lady, to become PEN PALS with, and if it were to lead to more (marriage) than a friendship, that would be GREAT. So ladies send me a message, and lets chat.
Bruce
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
56 • 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.
Alejandro
57 • Chicago, Illinois, United States
Seeking: Female 53 - 58
Vivo en Chicago Soy Ingeniero de Sistemas
Hablo 4 idiomas. Me encanta cocinar comida internacional Vivo a las afueras de Chicago Quiero jubilarme en 6 anos y vivir en la peninsula en mi amado Ecuador. Me encanta la cultura Europea, pues vivi alla por mas de 12 anos, y quiero viajar.
JD
56 • 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 ;)
Alex
56 • 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
52 • 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
55 • 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
54 • Chicago, Illinois, United States
Seeking: Female 38 - 55
American Man Seeking A Serious Relationship
I am compassionate, driven, not hard on the eyes, and am told that I'm funny, sometimes even 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.
Over
54 • Chicago, Illinois, United States
Seeking: Female 40 - 52
WILL ONLY MEET IN PERSON IN CHICAGO AREA
If you like your partner to be educated, intelligent, mature, easy-going, witty, affectionate, honest, romantic and a great lover, well, what are you waiting for then? Due to lots of scammers on this site I am removing my pictures so that I have less contact from them however if you have patience you will view my pictures at the same time that you also need to provide them so that I know you are the same person too.
Durand
57 • 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..
Ricky
59 • Chicago, Illinois, United States
Seeking: Female 25 - 45
If you can't do a live video, 📷 please keep movin
I am caring and a loving man.I am Honest, and enjoy boating and traveling in the Oceans & Lake. I love fishing and riding jet-skis, going to the movie and plays. I enjoy playing basketball, swimming, football. i love setting up different business.
Sam
52 • 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 :)
Hector
57 • Chicago, Illinois, United States
Seeking: Female 25 - 42
loyal,friendly who is looking for a serious girl
I'm healthy I work out at the gym I like to go out and enjoy the weather and the ocean. I like to travel, watch movies and cook. I'm learning Vietnamese. . sk*pe,hector.rodriguez705Tôi thích đi ra ngoài và vui chơi với bạn bè và gia đình. Tôi thích đi cắm trại, đi du lịch, nấu ăn và chỉ mất một đi bộ trên bãi biển.
nino
51 • 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.
Andrew Carlos
52 • Chicago, Illinois, United States
Seeking: Female 35 - 70
CHRIS
58 • 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.
James Morrison
59 • Chicago, Illinois, United States
Seeking: Female 45 - 66
I'm a very gentle and caring man
Sean
51 • 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
58 • Chicago, Illinois, United States
Seeking: Female 57 - 65
金在光
53 • Chicago, Illinois, United States
Seeking: Female 48 - 65
Alirio
54 • Chicago, Illinois, United States
Seeking: Female 32 - 54
Chauncey
57 • 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.
Siraj
52 • Chicago, Illinois, United States
Seeking: Female 26 - 44
IF YOU ARE NOT A US CITIZEN PLEASE DO NOT RESPOND
On here looking to establish a relationship with someone.
Tim
54 • Chicago, Illinois, United States
Seeking: Female 30 - 60
I am a very loving. passionate and affectionate. ...
Loving, gentlemen, passionate and affectionate.
Ron
51 • Chicago, Illinois, United States
Seeking: Female 18 - 29
USA GENTLEMAN SEEKS LOVING CARING PARTNER
SUCCESSFUL BUSINESSMAN WANTS LOVING PARTNER TO SHARE MY GOOD LIFE
Carlosj
51 • Chicago, Illinois, United States
Seeking: Female 32 - 59
Seeking. Long term serious relationship
I'm 51 yrs Puerto Rican guy in Chicago
Henk
54 • Chicago, Illinois, United States
Seeking: Female 36 - 60
Jamie Clinton
53 • Chicago, Illinois, United States
Seeking: Female 50 - 70
like frequent pleasure trips and holidays
am a bit of an optimist and an introvert but I love a deep conversation with a sarcastic sense of humor
Nino
54 • Chicago, Illinois, United States
Seeking: Female 40 - 90
Adventurous, passionate, and full of laughter,I be...
Adventurous, passionate, and full of laughter—I believe life is too short for boring conversations and missed opportunities! I’m someone who enjoys deep connections, spontaneous road trips, and finding joy in the little things. Whether it’s exploring a new city, getting lost in a good book, or having meaningful late-night talks, I love creating beautiful moments.
Christopher
59 • Chicago, Illinois, United States
Seeking: Female 55 - 65
Here for true love.
I can describe myself as calm and a good listener and adventurous. Built my business from the ground up, and now I'm focusing on growing myself outside work to cook pasta. "Weekend escapes to the coast keep me balanced, nothing beats a sunrise run followed by a strong espresso." I'm grounded, curious, and drawn to people who bring both intelligence and warmth into a room. I'm looking for a confident woman who values experiences over things. Someone with drive, depth, and a sense of adventure. Someone. My ideal evening is Jazz, a good bottle of wine, and a conversation that lasts longer than the music.
Jim
58 • Chicago, Illinois, United States
Seeking: Female 48 - 60
Robin
52 • Chicago, Illinois, United States
Seeking: Female 40 - 99
Love will always win
Humble and honest man
Claudia
56 • Chicago, Illinois, United States
Seeking: Male 45 - 60
Jason
57 • Chicago, Illinois, United States
Seeking: Female 41 - 60
Kind soul seeking something real
I’m an easygoing and thoughtful person who loves good conversation, laughter, and trying new things. I enjoy [your hobbies — e.g., exploring new places, cooking, watching football, or relaxing with a good book]. I value honesty, kindness, and a sense of humor. I’m here hoping to meet someone genuine, build a strong connection, and see where it leads.

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