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Over 50

1 - 35 of 100
J
58 • Chicago, Illinois, United States
Seeking: Female 25 - 35
DON'T SETTLE
Smooth, easy going but driven to succeed at work and play. Strong work ethic. Drawn to the water. Like to travel and keep in shape spiritually, mentally and physically. I also like nice toys. 6'4 219lbs (at least today). Truly a unique individual
JD
56 • Chicago, Illinois, United States
Seeking: Female 18 - 35
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 restaurant
Christopher
58 • Chicago, Illinois, United States
Seeking: Female 33 - 42
Seeking Serious Relationship
I am from the midwestern United States and spent most of my career working overseas and have lived and worked in Latin America, Africa, and the Middle East as well as spent time in Asia and Europe. I returned to the U.S. five years ago and now work as an international business and trade consultant. My friends would describe me as intellectually curious with an enduring interest in other cultures, kind hearted, easy going with a willingness to laugh at myself, and an ironic sense of humor. I laugh easily and enjoy spending time with friends and family and meeting new people. For anyone who takes an analytical approach to determining compatibility,
J
55 • Chicago, Illinois, United States
Seeking: Female 18 - 41
Finding joy in little moments and big flavors.
I’m unable to view or send messages. Thanks for checking out my profile! 😊 Guidelines: 🚫 No reply if: Your search age range is 18-99, you have only one picture, or your first message is just “Hi,” “Hello,” etc. (Let’s be more creative! 😅) 📱 No
Steve
55 • Chicago, Illinois, United States
Seeking: Female 35 - 52
Looking for a beautiful and loving Thai woman
I love the outdoors, fishing and hiking as well as scuba diving and motorcycles. I am divorced for about ten years and have just lost interest in dating American woman. I love to cook and learn anything new. Physical chemistry, finding each other v
John
54 • Chicago, Illinois, United States
Seeking: Female 26 - 48
American Ex Pat Seeking Companionship
I'm a Mature American recently repatriated after an exciting experience living overseas in the Philippines for over two years as a Digital Nomad. I'm looking for someone to share my free-spirited lifestyle with.
Edwin
51 • Chicago, Illinois, United States
Seeking: Female 24 - 41
Greeting
I am 49 yrs old, born and raised in Chicago. I speak fluent English and Spanish. I am willing to learn Tagalog. Currently work in the transportation industry and study information technology during the nights and weekends. Faith is important to me a
Allen
57 • Chicago, Illinois, United States
Seeking: Female 29 - 47
I want to go back to Cebu ! ano ….philippine girls
I’m into swimming & walking .. listen , I’m quite not a tough guy … I’m into laughing joking you . I expect you to bring me around non violent people . I HATE Violence!! Come with me to funny white man .. 🙋🏼‍♂️🤓 thanks for reading 📖
Alex
58 • Chicago, Illinois, United States
Seeking: Female 22 - 52
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 ha
Michael
56 • Chicago, Illinois, United States
Seeking: Female 37 - 51
Seeking one special woman...
Hi! I'm on this site to try to find the perfect woman for me, so I'll never have to search again! 🥰 I'm kind and loving, and honest and sincere. I don't want to play games, and I'm serious about finding a relationship! I recently retired (😍) from an airline job, and I still get flight benefits (😍😍😍), so it's very easy for me to travel almost anytime. Now I'm looking for a new place to live - somewhere warmer, near the ocean... And I hope to find someone here who will be with me by my side for the rest of our lives. 🥰 Oh, one more thing - I have had a vasectomy, and I'm unable to make babies. So if you want more children, you should look for someone else... But if you don't want to ever have to worry about getting pregnant, then I'm your man! 😄😁
michael
56 • Chicago, Illinois, United States
Seeking: Female 35 - 60
looking to retire to the Philippines, a quite life
IF YOU'RE WEARING A MASK IN ANY OF YOUR PROFILE PICTURES....we're not compatible.. I know if you read my profile...... easy going guy, looking to retire to another country, I am duel citizen (USA & Germany), I love to travel, I love the country and people of the Philippines, I would love to have a filipina , I am young in heart, mind and body, no one ever believes my age
Sal
56 • Chicago, Illinois, United States
Seeking: Female 43 - 60
Please Read.. And Understand.
PLEASE , Be of sound mind and heart AND OVER 40.....! Ive learned my lesson... maturity level... so please.. If your gettingout of bad realtionship and you're trying to get back at cheating ex- husband or your cheating boyfriend or your jumping from relationship to relationship and or collecting cell numbers... STOP.. We all have gone through emotional turmoil from our past. I am remarkably empathic toward those that have gone through that painful and wretched past. "Some people come into your to life just to teach you how to let go"..a beautiful quote... however this is reciprocal and understand that in order for this to work begin closing your doors from past behind before you are ready to open the next one. I have to admit... I’m finding online dating difficult. Yet here we are. When I’m alone meeting my prospective half the traditional way doesn’t seem feasible. Most people are too busy playing on their cell phones to interact with strangers. There is also a sense of entitlement in today’s age of modern dating. Everyone seems to have a list of requirements and deal-breakers. I get it, but I don’t have that. I seek a feeling.That feeling when someone is that last person you think about before you go to bed and the first person you think about in the morning… Online dating is equally challenging it has become so mainstream. The possibilities seem endless each profile more promising than the last. Attractive people… with wit and heart... The stream of available women who I would love to be with is enticing, emails and texts are exchanged… But then… an even better profile is stumbled upon. Always chasing the proverbial dragon. That is why we are alone.. Relationships are to be honored and cherished, especially if the person you are with is very special to you. If one is not ready…. Do NOT GET IN ONE!!!!. Some people tend to get into relationships for their own SELFISH REASONS!!!! That is not only unfair but hurtful to the other person in the relationship. Love is not to be played with..no game's no hidden agenda...Love is an insplicable and for those selfish people that play and treat someones feeling's as trifling second hand are not deserving of love...Each and everyone of us has the ability to love differently and in our own unique way..... that's what makes it special.....
Mick
56 • Chicago, Illinois, United States
Seeking: Female 21 - 50
Happiness Ahead
HI. I am single, I am staying in Makati now. I came to the Philippines for some dental work on my teeth and then vacation time. I really like the Philippines people are so nice and it’s beautiful country. I love dogs and animals and I have many hobb
Josh
59 • Chicago, Illinois, United States
Seeking: Female 21 - 43
hello
Mature man, responsible and respectful, and successful business owner with 18 year old son looking for a special relationship.
Mike
55 • Chicago, Illinois, United States
Seeking: Female 25 - 50
Enjoy the good life
I was flying helicopters in the South Pacific and heard a lot about the cuture from my mechanic. So, I'm planning to vacation in the Philippines in the next year and looking to meet wonderful people for friendship and hopefully more. Currently work gives me two weeks off every month, so travel is a must.
Michael
59 • Chicago, Illinois, United States
Seeking: Female 35 - 62
I am a caring, kind, honest, and responsible man
If I would describe myself it would be a King Arthur type personality. I have a great sense of fair and just behavior. I do what is correct no matter the cost, because it is the right thing to do. I am looking for someone, who is confident about hers
Jose
59 • Chicago, Illinois, United States
Seeking: Female 30 - 44
Wanted , lady with a heart of Gold...
I am a simple man , I work 40plus hours a week , pay my bills . I am family oriented , family always comes first ..and my true love will be my first priority in my life.. I like traveling on vacation , I work for the Airline industry so I travel
tom
59 • Chicago, Illinois, United States
Seeking: Female 30 - 45
Nice Guy seeking Nice Girl
Hi there. I am a easy going American man in search of a nice partner for friendship, romance, and hopefully. I am originally from Chicago (born and raised) but I have moved around a bit (Cleveland, Philadelphia, Pittsburgh, Baltimore, New York City, and now back to Chicago). I am of Italian, Irish, and German origin. I enjoy reading, long conversations, hiking, canoeing, visiting museums, camping, baseball, and dancing (well I try). I am from a family of 6 kids (3 boys/3 girls) and I have 14 nieces and nephews (my sisters are fertile!) so I am used to a lot of commotion... but maybe I am a little needy for attention too ;-) I am quite curious and have a wide range of interests (history, linguistics, anthropology, religion) outside of work (I can thank my Dad for that as he worked for the local Chicago newspaper). I like to think I have a good work ethic (I was a great busboy, an adequate waiter, pretty good at plowing snow, and a solid tree-cutter). I paid for my own education. I come from a solidly Catholic, middle-class, loving family. I have pretty much accomplished everything career wise finally realizing that you can never get caught up with work without sacrificing one's personal life (which I am guilty of). I was in school for a while (BA JD MBA) and then moved around while I paid my student loans off (which took some time) and then eventually got lost in work (I work in trade finance). I am here to try and remedy that. I like kids and if you are a single mom with 2-3 kids, that is not a problem. Some say I am a pretty good communicator (must be the 1/4 Irish) and I am endlessly curious (maybe to a fault). I am pretty simple in my pleasures: sometimes after work I will go watch the baseball game at the local pub along with 2-3 beers and a dozen chicken wings. I am willing to try the balut as well...if I meet the right person ;-) My hair is going grey (but at least I still have a full head of hair :-)
Patrick
56 • Chicago, Illinois, United States
Seeking: Female 21 - 60
Looking for the one for me
I am a happy kind person . I enjoy life ! I like sports and music, I play guitar. I work hard and enjoy my free time .I am not looking for someone young enough to be my daughter . If we are going to communicate I hope you can speak some English, I wi
Will
57 • Chicago, Illinois, United States
Seeking: Female 29 - 49
Peaceful Warrior from Birth
I was born in the southeast of the United States. I'm quiet until I get to know you, I enjoy cooking working out reading gardening my hobbies. I come from a Military Family on both sides, I am skilled in more than 50 styles of Martial Arts, Self Defe
Aaron
59 • Chicago, Illinois, United States
Seeking: Female 30 - 48
Hello from chicago
Hi, thank you for checking out my profile, I guess you could say I am the tall athletic type, stable employment, decided to reach out and entertain the crazy idea of meeting a woman from someplace that is so different than where I am from (Chica
Jesse
57 • Chicago, Illinois, United States
Seeking: Female 21 - 30
Smile 🤪 it's a New Day
Mature, respectful, hardworking Man with a sense of humor but yet serious. With high goals.average looking and smart 🤓. win win. you can't have everything, well maybe some do LOL. Anyways, I like to go for long walks, read a good book, go camping often, love the outdoors. swimming, biking. I eat healthy and exercise. I like to cook indoors and outdoors. I love dancing and try new things. I'm affectionate and like to treat a woman with respect and honestly.
Tim
52 • Chicago, Illinois, United States
Seeking: Female 25 - 50
Hello,Is It Me Your Looking For ?
Hello I’m a nice guy with a great sense of humor who is still searching for Mrs Right. Certainly not easy to find but I’m hoping to meet that one that I couldn’t live without. Love music,movies and would love to meet someone who is real and down to earth and can smile and have fun
Patricio
55 • Chicago, Illinois, United States
Seeking: Female 35 - 52
God is good
Not serious. I cannot be serious if we do not meet face to face. Pics here from October and November 2025. Jollibee picture is from January 2023, in US. I am born 1966, I am 59 years of age. I cannot see/read messages or send messages. I am a Standard member. My personality is pretty calm. But I am American, so I think you will feel like I am bossy. I have a sense of humor. But I am American, so I think you will feel like I am strict. Tell me, what do you do with your hands or feet that makes you feel good? Do you craft? Do you build things? Do you jog or walk?
tom
51 • Chicago, Illinois, United States
Seeking: Female 28 - 35
NO WHATSAPP!!! Stop asking!
Moving to a small village to be a water buffalo farmer is my dream, need a WIFE, need family. Orphaned I'm a young person at heart, mind and body. very active, Looking for a good women to be apart of my life and make a happy future together. I
John
55 • Chicago, Illinois, United States
Seeking: Female 18 - 30
The time has come:)
I am a genuine and caring person. I am physically fit, financially stable and emotionally mature. This year I am completing my Master's of Accounting full time and I am lucky that I can financially afford to do this. Family is very important to me and I enjoy learning about different people and cultures. I love to travel and make memories. I am caring, love to communicate and loyal. A one woman man. I am 100% single. Having gone through divorce I know how important it is to choose the right one and to not rush things.
Tony
58 • Chicago, Illinois, United States
Seeking: Female 26 - 40
Looking for a travel partner w/o kids!
I am looking to start a new life in a new land. I have travelled to almost twenty countries and would like to meet a partner who is willing to join me and see the rest. I plan to travel the world for a few years in order to learn the languages and cultures of different societies. I studied world history while at university and have an abiding admiration for the planet and its people. I seek a kindred spirit with whom to share the journey.
Lamonte
53 • Chicago, Illinois, United States
Seeking: Female 25 - 50
Looking for someone honest 
I am looking for someone with honesty and integrity. Please be who you say you are–please no game players! We all wish we looked and felt the way we did 10 years ago! :) So don't send take pictures if asked. A person with a good sense of humor… 
Rafi
56 • Chicago, Illinois, United States
Seeking: Female 35 - 52
Rafi
I am a man of faith, a creature, true to myself and others, consistent with my convictions, flexible, easy, calm in dealing with various issues, ideas and circumstances. I love respectful acquaintance and friendship, I don’t like the arrogant, arrogant, arrogant, foolish woman, and I’m alienated from the moody woman. I am a person who loves life in its simplicity, loves nature with its beauty, loves friendship with its purity, loves loyal friends. I love joy and extroversion, I love temperance and banter, I love calm and serenity, I love traveling, it gives me positive energy.
Otis
51 • Chicago, Illinois, United States
Seeking: Female 34 - 38
JustOne
I'm just a hardworking guy looking for some happiness. I know you will want to know more, but I will go into complete detail when we speak to each other. I will say that I'm not on this cite looking for someone to live with. I'm looking for that special someone I cannot see myself without. I come from a very big family. We have had reunions every two years since 1991. I want to finally bring my significant other with me. This is why I am on this particular cite. True happiness and prosperity knows no color or nationality.
Cashell
55 • Chicago, Illinois, United States
Seeking: Female 20 - 36
Enjoying life and having fun
I love my job sometimes I work a lot hour I love sports I basketball Football Baseball Tennis and Hockey I love to workout I like to take walks I like to cook I like the movie I like to travel and I like to see people around me have fun I’m a big ted
Jimmy
59 • Chicago, Illinois, United States
Seeking: Female 18 - 40
Talk, handsome, friendly American relocating to BG...
I’m a confident man who knows what he wants and leads with calm strength. I value loyalty, devotion, and a soft, affectionate connection between two people who understand their natural roles. I’m not in a rush, but I am serious about finding someone
Andy
53 • Chicago, Illinois, United States
Seeking: Female 18 - 55
Seeking friendship & Long-term relationship.
I am very ambitious, athletic, goal-oriented and full of humor. I love to make jokes and have fun. For we only have one life to live.
Rory
57 • Chicago, Illinois, United States
Seeking: Female 29 - 50
Looking for that special Lady
I am 57 Human Resouce Manger living and working in Chicago. I am looking to relocate to the Philippines within the next 2 years. I do not llike the cold so I am ready to leave here. I love to exercise and have lost over 200 pounds over the past 5 yea
Douglas
58 • Chicago, Illinois, United States
Seeking: Female 30 - 55
Hello, Joy, Passionate & honest, fun and energetic. I am at my 2nd home in Phoenix October 3-12

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