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Browse Pen Pal Ads: By Age and Country: 50+ from Canada

125 PenpalsNow ads are available in this category. Displaying ads 1 - 5

Name: C B. Gender: male Age Group:50+
E-Mail Address: Hidden, click here to show e-mail
City & Country:

Canada

Hobbies: Many.
Penpal message / wishes:
I’m a 61-year-old recently divorced Caucasian man with no children, living and working in Midtown Toronto. I’m employed full-time in a university Community Safety role — stable, grounded, and emotionally mature.

Divorce leaves a quiet space behind, and I’m hoping to meet a divorced Black woman who understands that feeling and is open to connection, conversation, and companionship. I’m not in a rush — I value sincerity, comfort, and letting things unfold naturally.

If you’re missing meaningful dialogue, warmth, and the possibility of something real again, I’d enjoy hearing from you.

Tell me a little about yourself — let’s see if we can fill that space together

Last modified: 20260108


 

Name: Paige S. Gender: female Age Group:50+
E-Mail Address: Hidden, click here to show e-mail
City & Country:

Canada

Hobbies: writing, junk journal maker, crochet, knitting, baking, gardening, volunteering, and crafting
Penpal message / wishes:
I am 52, a mom to 4 mostly all grown kids ages 14-33, looking for connection, snail mail (if all is good) no men, I wont respond to any. I am looking for a female writing friend. A reason to want to check the mailbox. Times are hard, i don't want anything, no scammers, if you want stuff sent i am not the one.

Last modified: 20260107




Name: Elizabeth P. Gender: female Age Group:50+
E-Mail Address: Hidden, click here to show e-mail
City & Country:

Canada

Hobbies: Knitting gardening cats
Penpal message / wishes:
Hi I am a nice caring female. I am not looking for a relationship. . You must not be a scammer. I try to write often but sometimes am busy. I don want to chat on WhatsApp etc until we have emailed for awhile. You also must be respectful

Last modified: 20260106


Name: Rod H. Gender: male Age Group:50+
E-Mail Address: Hidden, click here to show e-mail
City & Country:

Canada

Penpal message / wishes:
I am a 76 year old married man who would like to talk to a woman who might be in the same situation as I am. Even if you aren't, that's fine. Every situation is different. Please let me explain. My wife is handicapped and I'm living in a platonic situation with her. No intimacy, communication and other things. I will gladly explain a lot more if the right person comes along. I am basically seeking an online relationship outside of my marriage. Not interested in meeting in person.I've had a few replies and, for some reason, some women think I'm ready to marry them next week. Not going to happen. As well, I'm not willing to send money, gift cards or data top-ups. However I am open to talking about such things. Just tell me instead of creating a reason to try and get things in an underhanded way. I'm open, non-judgmental and understanding of others. Perhaps I'm asking too much but it doesn't do any harm to at least talk to someone. I like to talk but I LOVE to listen. One thing, would you please not reply and think I'm single, because I'm not. I've stated that. I want an online relationship outside of my marriage. Just give me a chance.

Last modified: 20260104


Name: S M. Gender: female Age Group:50+
E-Mail Address: Hidden, click here to show e-mail
City & Country:

Canada

Hobbies: Looking for that increasingly elusive connection.
Penpal message / wishes:

Is there anyone out there that just wants to talk? That probably sounds a bit plaintive, but that’s how I’ve been feeling lately. Another year older and maybe not wiser :) And now I’m retired, so I have a lot of time on my hands.

The past five years for me have been hard - one crisis after another, and for whatever reason, I simply don’t have it in me to sit down and write long emails anymore. I understand that some people don’t like WhatsApp, or similar methods of chatting. I’m not suggesting using that method (although they don’t bother me). I guess what I’m trying to say is I WANT to talk, just not in 12 paragraph chunks. Short, sweet, sarcastic, funny, silly, thoughtful, curious emails? I can do those.

I’m not looking to dump my troubles on anyone. I just feel a need to share. To connect. Maybe help someone else who is struggling. I am a strong person who’s been through a lot these past few years and have come through it with most of my sanity intact :)

But occasionally I feel down and right now there’s not a lot of people I can reach out to. Being able to share some thoughts daily could be a good thing I think. I hope :)

Movies, books, cats, dogs, art, astronomy, how winter should be banned for all of eternity…I can offer opinions on all of them - I’m good at opinions :) Ranting about life, expressing gratitude for what’s going well - I can do that too.

I’m 63, single, no kids.

Looking for a MALE perspective on life.

North America ONLY please - time zone differences are a bit of a problem. No need to send pics.

I should be clear on this - I’m NOT looking for a relationship - just friends!

So there it is - is anyone interested in short and hopefully frequent emails with a mostly intelligent, empathetic, occasionally lonely Canadian?

The tiny hopeful voice inside says you’re out there somewhere - I’m looking forward to hearing from you!

I think many of us have so much to share and no one to share it with, am I right?

Write me a few lines and tell me about yourself :)


Thanks for reading!

Last modified: 20251226




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