Illinois Men Interested in Penpals

HACKER SAFE certified sites prevent over 99.9% of hacker crime. Click to Verify - This site has chosen a thawte SSL Certificate to improve Web site security
  • Review your matches for free
  • Access to advanced messaging features
  • Trusted site backed by Cupid Media
1 - 20 of 100
Carlito is from United States

Carlito (36)

How are you Chicago, Illinois, United States
Seeking: Female 18 - 35 for Penpal

I am a 35 year old male from Chicago, never been married, with no kids. I am 6' feet tall, 190 lbs, Black Hair. Family is very important to me, as is the idea of marriage. I general try to live a healthy lifestyle by exercising and cycling.


Philip is from United States

Philip (59)

Oi anjo! Cadê minha linda? Chicago, Illinois, United States
Seeking: Female 32 - 50 for Penpal

Ethnicity:5' 7" Dark Sicilian/Polish Sicilians We are different from Italians. I always correct people. We are spicier and zestier than italians. Yes, we do have plenty of attitude (talkin to me?) We are very passionate about EVERYTHING we do; makin


Tony E.  is from United States

Tony E. (43)

Are you the one? Chicago, Illinois, United States
Seeking: Female 23 - 40 for Penpal

I'm single saved and sexy. I would like to meet a god fearing woman of noble character who is both exciting and grounded in faith. I am a man who of many talents and I respect culture outside of the united states. I'm open-minded and intelligent and I love trying new things. I am very laid back with a quiet demeanor but I know when to speak and how to speak and I reserve my passion for love for the right person. I do not waste or mince words so I'm very careful about how I speak. If this sounds interesting I invite you to introduce yourself.


GEORGE is from United States


I would love to please u Chicago, Illinois, United States
Seeking: Female 18 - 45 for Penpal

Hello ladies I am 6 "1" 170lbs I African America I have black hair brown eyes like to workout, play sports, go out to movies, restaurants, and travel. But when it comes to the bed room I am a freaky l love to please a women I love licking every inch of ur body until ur laying in ur own juices and that's just the warm up so if ur a freak like me then lets have some safe fun and get these juices flowing.


Rocky is from United States

Rocky (36)

Olá, prazer em conhecê-la! :) Chicago, Illinois, United States
Seeking: Female 18 - 36 for Penpal

Oi, eu estou vivendo atualmente em Vitória, Espírito Santo, na Praia do Canto área. Eu sou de Chicago (EUA), mas vivi em mnay outros países. Eu estive aqui apenas um mês, mas eu pretendo ficar por pelo menos um ano. Eu vim para o Brasil, porque ele sempre foi um sonho meu, e eu queria ver como era a vida no Brasil. Iam atualmente trabalhando on-line, assim que eu sou capaz de viver em qualquer lugar que eu quero. Estou muito feliz que eu vim para o Brasil, minhas coisas favoritas sobre o Brasil é a música, especialmente velho samba e açaí, eu adoro comer açaí! Eu também gosto de aprender Português, e eu estou ficando melhor a cada dia. Obrigado por ler meu perfil, e eu espero que nós possamos conversar em breve :)


Larry is from United States

Larry (41)

Tell me a story!!! Springfield, Illinois, United States
Seeking: Female 18 - 40 for Penpal

Im a loving, caring, faithful and passionate man. Im a single father that gets his son every other weekend. I like movies, working in the yard, playing in area leagues with my friends, sex ( when I can but Im not a dog)LOL! and dancing and singing when I got a few drinks in me!!!


Andre is from United States

Andre (49)

Looking for my Heart Chicago, Illinois, United States
Seeking: Female 21 - 45 for Penpal

People describe me as being very fun, loving and caring and very,very affectionate!!! I love people of all races and I enjoy simple things in life. I can make you laugh and at the same time know how to have meaningful conversation. I try to maintain a humble attitude and I appreciate the beauty of life. I plan to take a long vacation in Brazil very soon and maybe look for a home to purchase there. I'm willing to learn new languages as well.


Raul is from United States

Raul (42)

Oi, tudo bom? Chicago, Illinois, United States
Seeking: Female 23 - 30 for Penpal

I like to be honest, super carismatic, like to be romantic, I have several goals in life that I would like to accomplish one day! Eu sou uma pessoa honesta, muito legal, sou romantico. Tenho muitos sonhos na minha vida que quero fazer realidade...


david is from United States

david (53)

looking for a good woman Chicago, Illinois, United States
Seeking: Female 18 - 34 for Penpal

intellectual, well-traveled guy looking for similar woman who wants to settle down and have a family... Love eating out, exploring new and familiar wines, hiking, museums, music shows, plays, movies, working hard and working out. Am flexible and stubborn at the same time (Hint: Empathy goes a long way with me, selfishness just bores me). Very curious (PhD Physics) and a good listener, though I can talk your ear off also! Looking for interesting, big-hearted woman...

Douglas is from United States

Douglas (52)

Serious man looking for serious w... Chicago, Illinois, United States
Seeking: Female 19 - 30 for Penpal

i am a manly sort of man and have never bought in to the new metro sexual thing. I am not politically correct and say what I do and do as I say. I am very family oriented and wish to continue in this way. Am very successful and have much time to devote to family and interesting travel.Former pilot and architect /builder. Enjoy History, science and politics. Enjoy fine dining travel and yes, shopping


Derrick is from United States

Derrick (52)

Hola Chicago, Illinois, United States
Seeking: Female 27 - 46 for Penpal

I'm a great mix of Southern Black American and Jamaican heritage, with a touch of Chicago swag and the mindset of Asian philosophy. I believe in seeking balance, peace and harmony through the Chinese principle of yen and yang. I'm 6ft,220lbs, muscular build, no kids, and never been married. I'm employed, self employed and athletic. I'm ambitious, fun loving, down to earth, affectionate, romantic and loyal. I do not have any drama in my life, and don't want any. I've started my own investment business, where I invest in real estate and trade in the global markets. I'm trying to be a LEGALIZED DON, so those who can hang, come on.

Jim Jordan is from United States

Jim Jordan (69)

looking for a good woman Peoria, Illinois, United States
Seeking: Female 32 - 52 for Penpal

I'm 67, been divorced since '99 and retired since '08 ........I enjoy attending auctions, walks along the river, and dining out! My music is the blues and classic rock. Favorite foods are Italian and Asian, and my name is Jim. Things I like: the light show (lightening) during a good storm getting a note from someone special road trip with someone special the puddles left after a storm dinner with someone who matters dinner with friends Italian food a bonfire on a crisp Fall evening a fresh snow on Christmas morning going fishing Dislikes: negative attitude rude people kids running wild in a store short tempered parents / with their kids heavy traffic being cutoff in traffic people who don't tip fairly (dinner out)


Ryan is from United States

Ryan (25)

Gringo Americano Apaixando Pelo B... Chicago, Illinois, United States
Seeking: Female 18 - 26 for Penpal

Estou aprendendo o portugues, quero treinar com voce. Estou apaixando pelo brasil e pela cultura brasileira. Espero conhecer o brasil o mais rapido possivel :D An American guy com uma alma brasileira qui parle le francais aussi! I'm an american gringo in love with Brazil! It's my dream to visit Brazil and experience the exotic and rich cultura while making lifelong friends

Walter is from United States

Walter (61)

Looking for a soul mate Chicago, Illinois, United States
Seeking: Female 23 - 45 for Penpal

I am a very loyal family man. If you are my love then you and your family is my family. I love dancing, trying new things and having a good time with the woman I love. I design websites and write computer software. I listen very well and I'm the most understanding guy in the world.


Brutus is from United States

Brutus (51)

Hello There Chicago, Illinois, United States
Seeking: Female 27 - 50 for Penpal

I am en educated man who is looking for someone to have fun with. I do not have time for stress, life is just too short for that. I love to laugh, have a great time enjoying the people I am around. I also like to walk on beaches an admire the moon light while the water rushes over my feet lol. Looking for that special lady and maybe that is you.


David is from United States

David (32)

American man in search of his Bra... Oak Lawn, Illinois, United States
Seeking: Female 18 - 37 for Penpal

So, here's me in a nutshell! I'm a well-rounded entrepreneur from Hyde Park, Chicago who loves traveling, cooking, music and adventure. Learning about new ideas, cultures, eating good food, listening to (good) music and reading makes my world go round. I'm confident but not , ambition for the "finer things" is ingrained in my dna. I'd consider myself both a left and right brain type of guy, experiencing all that life has to offer is what drives me; although, spending some time at home away from the hustle and bustle of professional life is also fun! If interested please contact me at 


Joseph is from United States

Joseph (46)

Loooking for my Latina princess Rockford, Illinois, United States
Seeking: Female 21 - 40 for Penpal

GOOD LOOKING, LOYAL, ROMANTIC, EDUCATED, FUNNY.. I will be traveling to Brazil this October 2013 for 2 weeks. I will be renting an apartment so I can get a real experience for the country. I'm looking for a friend ,possibly more to show me your wonderful country!!


Rodney is from United States

Rodney (52)

Alto e bonito Champaign, Illinois, United States
Seeking: Female 28 - 42 for Penpal

Oi. I'm a tall, good looking and active person. I love to travel and I have travelled to Brazil many times, mainly Sao Paulo. I love sports, especially American football, but I also like futebol. Eu falo Portuguese ok, mas nao fluentemente. I have a daughter who is 13, who lives with me part-time. I am an attorney (advogado), and live in central Illinois, 3 hours south of Chicago, in a town of 20000 people. I also teach at a university. I also like to cook.


G.K. is from United States

G.K. (58)

Hi.. Chicago, Illinois, United States
Seeking: Female 28 - 42 for Penpal

I am a very responsible, respectful, loving,trustworthy, dependable, curious, happy person. I like to laugh, to talk, meeting new people and learning about other cultures I have great job. I 'm always on time, out going, and I love travelling, movies, picnics, parties, beaches, parks, cooking, fine dinning, and reading. I am a very hard worker and I like being successful. My greatest strengths is communication and listening, I am affectionate, romantic, respectful, very giving, passionate and love holding hands and kissing.

k-juan is from United States

k-juan (31)

looking for a good women Chicago, Illinois, United States
Seeking: Female 18 - 25 for Penpal

5'7 light skinned mixed with hispanic/black. i like to drink occasionally, go bowling, play football, watch movies and hang out in the crib. i work 5days a week so my schedule gets pretty busy. in my free time i lishen to music and do custom work on my car

Cupid Media, the Cupid Media Logo and are registered trademarks of Ecom Holdings Pty Ltd and used with permission by Cupid Media Pty Ltd.