I was born and raised in the CHI area and would have loved to connect with you at that time. I'm sure you will find a jacking buddy there somewhere. Good Luck!

I have to admit that both my 1st and 2nd wives, have caught me jacking off, but that it was not any secret, I sure didn't mind. If I had not cum by that time, she aalways loved to finish me off herself. When I jerked off alone, I always swallowed it myself and when she finished me off, she couldn't wait to have me cum in her mouth.
She loved to catch me jerking.

I'm well over twice your age, but have been jacking off since I was 14, including two wives and several girl friends and never tire of my daily jerkoff and cum. What a great way to meet fellow jackers. Over the years, I have about 5 fellow jacking buddies, via computer

One evening in 1969, soon after Bibi and I were married, we got the idea that it might be fun to wear others underwear for a while. She wore just my jockeys and I pun on her panties and bra.
We both agreed that me in the bra was kinda stupid, but she liked the looks of my cock bulge in her panties. I wish that we had taken some photos, but alas, we did not. After we took off those duds, we fucked like teen agers for about 30 minutes.

I have caught my wife "jilling" herself 3 or 4 times, just as she caught me jacking off in our bathroom, bathroom or watching TV in the family room. We let our masturbation be a regular part of our sex life

My wife Bibi and I had my secretary Tina and her husband Paul, over for dinner. I never dreamed that after dinner, and we began a game of strip poker, that the four of us would end up fuckling each other wives. Bibi started it by stroking and sucking Paul's cock and I had my mouth on Tina's cunt in a matter of just seconds. Fifteen minutes later, all four of us had fucked and cum in each other spouse. I know that Paul got into Bibi's cunt at least one more time, and I locked my office door and closed the blinds and fucked Tina on my office desk. She loved it told my wife how much she enjoying my cock in her. I told Bibi that anytime she wanted to entertain a guy with her pussy, she was welcome to go for it.

About 15 years ago, before both my wife and her sister and my niece came over from the UK for a visit, I had a great time cumming for them. I was up before any of the 3 woman, and made a bowl of pancake batter for them. I got the4 idea to jerk a load of cum into the batter, so I could know that the three of them all had some of my cum in them. They loved the pancakes and had no idea of the "mystery" ingredient in them.
I did tell my wife later, that the three of them all had a taste of my cum that day. I did that several other times, just for my wife to enjoy.

Burnsville, MN

When my wife Bibi was still alive, we loved to read emails from another couples like us, that loved sex.
They occasionally sent us photos of them, but we often thought they were too "pefect" looking, to be real.
We sent them photos of us, sucking, fucking or jacking, and occasionally they would send photos of them, "maybe they are real or not." My wife always enjoyed photos of the other guy cumming for the camera.
Let me know if you want to see samples.

My SIL Annie lived in Fl Lauderdale until she passed away, and I made several trips down there to see her and fuck her, one of her favorite pastimes. One time we entertained another couple and shared the fun, but she had told me of some of the other guys she shared her fantastic pussy with.

In 1970, I was the Operations Officer of a small suburban airport. I hired a great looking gal for my secretary, and also hired a Line Chief for the outside work. They hooked up within about 3 weeks and got married, and rented the apartment right next to my wife and I. The four of us quite often had dinner at each other places. It turned out that it was only dinner that we were eating. Paul loved the looks of my wife's 40DD tits, and Tina's ass was something to "die for", but only had a pair of 34B's in her bra. We all got quite aroused that first we had dinner, but within 2 weeks, we were fucking the others wives several times.

The first time my wife saw some photos of Milena, she looked at my cock and commented, "I'll bet you would to do a number on her." Guess my wife really knows me pretty well.

I never or seldom use a cum rag. If it not going directly into a mouth or pussy, I catch it in the palm of my hand and take pleasure of licking it all up, as a treat to myself. That began when I was 15, and my GF said she would swallow my cum if I tried it too. I'm 80 now, so have been swallowing my own cum for 65 years, between loads in my wife or girlfriends.

When my wife Bibi and I first went to visit a nearby nudist club. Bibi asked me if I thought that folks would actually fuck in public. I had visited some clubs earlier and told that their was a good chance they would. Nothing happened during our 1st two visits, but in the 3rd trip, we did watch two couples fucking in public and we later learned they were not married to each, but banging their buddies wife. My wife was very interested in watching them and asked how we night get in on that action. We did that by
bring another couple with us the next time. Needless to say, we had switched partners before the day was over.

I think the idea of texting with other masturbators if great.
I've been "pulling my pud" for 66 years and never had a bad cum. My mother caught me once when I was about 15, but she was not upset, as she knew that my older brother, by 6 years, also got caught a time or two, and knew that it was normal for teenagers to practice jerking off.