Has another mature guy( 40+) asked you to Join him in mutual JO? If so how did they do so ? Did they probe for Interest?

Yes many times but I always politely decline as I don't JO on the computer. My wife used to ask me to masturbate and she usually finished me with a blow job, a fuck or her hand job.

Why yes.A friend of mine kept telling me how well hung he was...so after telling me about a dozen or more times, I told him to let me see it.He said if I wanted to jerk my cock while he had it out...so i did.It has led to a lot more than us just jerking off together.

There was a rich kid in our neighborhood that would have me lay down on his bed and have me jack off for him. He would lay me 5 dollars to watch me do it. I would hang out with him when i needed money and i liked having someone see me do it. It was our secret.

I sure wish they would!

that is very fucking hot! I have a vibrating sleeve on and thinking about you jacking off for him is about to get me off-no hands. Thanks for sharing!

They can ask me anytime!.

My late wife did and encouraged it when separated and some creeps on this site tried.

I've been asked, and have. It just needs to be the right person. I don't just do it for anyone, I have some standards

Same here, been asked and have provided the request; but very selective about who I would share with.

Years ago, I met a woman after chatting on CB radio and she asked me to do it while she watched. She told me it really got her horny to see a man masturbate but her husband wouldn't. I was more than happy to oblige.

My long distance girlfriend loves to watch me jack off and fuck my fleshlight while she masterbates. She usually finishes me off with a GREAT blowjob!
When we can't get together, we cam and masterbate together!

Was it as big as he said it was?