I 37 have been paid $500 monthly to masturbate for my older 71 neighbor for 3 years. My wife knows, and we spend the money on dinners.

This may be a long winded story, but also a fun & spicy one.

My wife and I have a neighbor named Leann. She’s a sweet, lonely, and quiet neighbor who we have lived next to for 7 years. She’s a widow, and I help her with the odd little task or repair often. I put in her widows A/C’s in the summer - that kind of thing.

My wife is with Leann one day chatting, and she comes back with a big smile on her face. “You’ll never believe what she asked you to do for her”

“Anything for Leann, what is it?”

“She wants to you jerk off for her for money” my wife says.

“No fucking way she said that. You are lying!” - I’m stunned. Leann is a little flirty, and I mean very little. The occasional “thanks handsome” is the full extent. She is respectful, sweet, and gentle at all times otherwise. She’s a gardener, and a grandmother.

“You must be confused. That’s not what she wants.” I say, before my wife shoves 5 crisp $100 bills in my hands and says “she said she wouldn’t ask you directly, because she wanted my permission. I gave it to her, so if you want to she said it can be a regular thing. She just wants to watch.”

My wife and I are… flexible-ish. Nothing open, but we talk casually about our attraction to others, and my wife occasionally makes out with other women, again, all above bar and consensual. If either of us wanted an open marriage, or even a fling, it wouldn’t even be off the table.

“I’m confused as fuck, I’m going to talk to Leann” I say.

“Bring your cock! and you better tell me everything!”

I take the money over to Leann and knock. She answers with a big smile on her face and says “I’m so sorry if I upset you guys, it’s okay if you don’t want to.”

I’m immediately stunned. And in the weirdest moment of it all, I’m turned the fuck on. I can feel it. “I was heading over here to say sorry about my wife and her pranks, and ask if this was your money, but you’re fucking serious!?”

“It’s an old fetish of mine, my ex husband and many ex boyfriends used to do it for me. I love to watch, and I just thought, what the heck. So I asked your wife if she would give you her blessing and ask you herself.”

At this point we’re sitting in her living room. I’m hard, truly getting very turned on at the whole idea. She can probably tell.

“So you just want me to sit here and jerk off with you watching, and you’ll pay me to do so?”

“I’ll pay you $500 every time, and you can say no whenever you want, or forever if you choose”

“Well Leann, let’s start today…”