Aware: This is a extreme story, involves gay sex, humiliation and more. If you are not into that, please move to another story :) - First chapter is gay only but in the second one, wife gets involved.
It all started the day I was extremely horny, and my wife was out of town. I made the mistake of exploring my submissive side to openly and ended up being blackmailed into submission by my fat neighbor Kevin.
I have been married to Karen for the last 20 years. We have two great kids who are both away getting educated. Last week, Karen decided to visit her parents who lives about 2 hours from us. I was feeling naughty the first night she was away. I have always been submissive, and my fantasy involves humiliation, being degraded, cuckolding and public exposure. But that is something I have never told my wife about. We have lived a very normal sex life in all our time being married. It has been a good 20 years, I have enjoyed it and I am sure, she has too. But at that time, my fantasies kept getting darker and I was seriously thinking about admitting to her my fantasies, not the darkest one, but some of it. But I lacked the courage.
That night I decided to lose control with dice. I set some rules and rolled the dice. The rules got harder as the night got older. I punished myself, I was naked early, walking around with nipple clamps and a mouth gag. At one point I rolled the dice, and my task was to go outside with her panties on and masturbate for five minutes. I was so afraid but so excited as I stood there, with my hard cock in my hand and I nearly came. But back inside, my next task was even harder. I rolled the dice, and the rules said that I needed to cum, in a glass and to drink it 10 minutes later.
I did, but straight after I chickened out. I didn't want to do that. I just went to sleep.
I woke up the next morning with a big hungover and a knock on my front door. I put some clothes on and went to see who were banging at my door 9 o'clock in the morning on a Saturday! It was my neighbor Kevin.
"Hey neighbor, you got some coffee," he asked as he stormed pass me into the kitchen. I was still at the front door, not sure what was happening. I turned around and told Kevin that I just woke up, no coffee.
"Make some, we need to talk," he said as he sat down at the kitchen table. Kevin was a little older than me, around 55 years old, grey hair, clean shaven but a little heavy. Me and Karen have often talked about him, he was the noisy neighbor, always interfering and making remarks about everything that was going on. He had a beer belly, lived alone after he got divorce around 10 years ago. I didn't like him very much, but I was always polite with him. So that he knocked on my door 9 o'clock on a Saturday morning was strange.
I waited until the coffee was ready before I sat down at the table.
"Nice coffee. I think you need some too, even something stronger," he said as he smiled at me.
"What is going on?" I asked, confused about the situation.
"You had fun last night?"
I immediately turned red. "What do you mean?"
He stood up, walked around in the kitchen and then suddenly, I noticed the glass from last night, with my cum in. I just hoped that he wouldn't notice. "I had fun last night. It was a really educating night for me," he said as he looked around. "Some of the things I saw last night was not something I have ever seen before."
I was so confused. I didn't know what he was talking about. "Kevin, what is going on here?" I asked as I was losing my patience.
He totally ignored my question. "I just bought a new camera. You know that I love taking pictures and recording videos. So, imagine my surprise last night as I was trying out my new toy, that I saw a guy in panties jerking off with nipple clamps and a gag in his mouth."
I was shocked, he had seen me last night, and worse, he had recorded it!
"It was interesting, and I decided to check it out even more. You are a kinky man Robbie," he said and smiled at me.
I tried to remain calm, but my face must have been as red as a tomato.
"It must be quite embarrassing for you knowing the recording that I have of you. I imagine it wouldn't go very well if those videos would find their way to your wife or your coworkers."
It was a threat. He knew that I was a manager in one of the largest companies in our small town. It would ruin my career. It would ruin my marriage.
"What do you want Kevin, I imagine this is a blackmail meeting," I said, trying to sound as sarcastic as I could.
He laughed. "You could say that, or this is a meeting to arrange a deal between two friendly neighbors about this situation that you have gotten yourself into."
"I am confused. A deal, what kind of a deal," I asked, still confused.
"Well, first, I could use a maid around my house. Since my wife left me, the place has been a mess."
I can't afford paying for a maid for you, and I couldn't hide that from Karen."
He shook his head. "For an educated man, you seem to be very slow."
It struck me. He wasn't talking about some lady to clean his place. He was talking about me. I shook my head. "No way Kevin."
He laughed. "I must have misspoken earlier. This isn't negotiation. You either obey my every order or the videos will find a way to everyone you know." He suddenly became serious. "As I noticed when I watched the videos again this morning, is that you seem to enjoy being beaten, being naked, dressing up and doing some degrading things. I imagine your wife doesn't share your kinky urges?"
I looked at the floor and shook my head.
"I thought so. So here is the deal, you will not only be my personal maid, but you will also be my personal slave. You will do anything I tell you to do, no matter what it is. And you will always call me Sir. The only time you do not have to use that word is when we are around your wife. Is that understood?"
I was in a no-win situation, so I nodded my head as I said yes Sir to my neighbor and now, my master. It was scary, not only because I have never been with another person this way, and for sure, never with a man. I considered myself heterosexual, but with bi tendency as a submissive. But I have never gone further than fantasizing about it.
"Good and your name will be either slave or sissy," he said as he walked to the coffee machine, to refill. He then noticed the glass from last night. He took it up. "What do we have here slave," he asked as he lifted the glass. "Tell me."
I stammered. "This is from last night Sir. I came in the glass." I was so ashamed.
"Why did you do that?"
Again, it was hard to answer him. "It was part of a game I was playing Sir."
He told me to explain the game to him.
"I wrote six things down and then I rolled the dice. Whatever number got up; I had to do what it came up on. That is why I was outside in my wife's panties last night Sir."