An older man is caught in self-bondage by his niece and her boyfriend, a fucking machine reaming his ass.
This story contains self-bondage, crossdressing, MM anal, and non-consensual sex (initially).
If that's not your thing, thanks for stopping by.
Cheers.
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My niece, Audrey, was staring into my terrified eyes.
"You're gonna love this, Uncle Don," She purred as she stroked my face around the strap for the 4-inch penis gag lodged in my mouth.
"Jerry has always wanted to fuck a sissy, and it's obvious you want to get fucked, so this is a win-win, don't you think?"
The question was rhetorical - I couldn't speak to answer, even if I wanted to.
Perhaps I should back up and explain how I got into this situation.
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I'm 44, retired, and live alone. My wife passed away four years ago, and I really haven't gotten over the loss. I haven't moved on or thrown out any of her stuff. The insurance settlement allowed me to retire and withdraw from day-to-day life.
I don't want anyone new in my life, but I still crave sex daily. So, I turned to online porn and masturbation. Eventually, vanilla porn became boring, and I branched out.
At first, it was bondage videos - they were intense. I didn't enjoy videos where the Doms inflicted pain. But seeing women bound and restrained - while men fucked the shit out of them or tormented them really excited me. I wondered what it would be like to be tied up and used.
So I looked into male submissives and came across FemDom videos. Wow! Just wow! Men trussed up and used as fuck toys. Teased and denied, over and over.
Then came pegging and strap-on vids. I wondered what it would be like to get fucked in the ass. I started experimenting with my wife's dildos and vibrators. I was immediately hooked. Anal sex became my new thing.
Sometimes the men in the videos were in lingerie, and I wondered what that would be like. So I started wearing my wife's panties and stockings. They were pretty dull, so I started buying new sexy stuff online. Stockings and garters. Then panties and bras. Cammies and corsets. Slutty shoes and boots.
Eventually, my wife's small selection of dildos and vibrators wasn't enough. I bought new toys. Bigger toys. Then fucking machines. And that's when I came across bondage gear - which changed everything.
Three years later, I have a basement full of sex toys and paraphernalia. Bondage gear; bondage frames; fucking machines; dildos, vibrators, and butt plugs of every size and description. I converted the meager basement of my rancher into a dungeon - which probably rivals that of a professional Dom.
I learned about self-bondage and time-release restraints. My ass stretched out, and I was able to take massive toys. Anal sex became my go-to - if I didn't have something in my ass, I couldn't orgasm.
About a year ago, I came across Sissy Hypno videos, and I became obsessed. Especially with the concept of a sissygasm. I started fucking myself daily, sometimes multiple times, trying to achieve this elusive dream. But, so far, I've never had one. Oh, I've had anal orgasms, but I've never ejaculated from being ass fucked.
I keep myself completely hairless - except for my head, which I've let grow out - my hair is now well past my shoulders. Online tutorials have made me relatively competent at applying makeup. I have an extensive lingerie collection. A large assortment of neon wigs and breast forms. And spend the majority of my days prancing around the house dressed as a sissy slut or playing in my dungeon.
Being a recluse and introvert - I don't get visitors. So it's safe for me to dance around the house in sexy clothes with a plug in my ass - or should I say ass-pussy. I don't have to worry about family or friends dropping by unannounced. Most of my friends have moved away or given up on me, and my family lives on the other side of the country.
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A couple of weeks ago, I found a new bondage frame on Ali Express and ordered it. It arrived this morning. I met the courier at the door and immediately began setting it up.
It's called the 'BDSM K9 Frame Training Shelf' and is designed to lock someone comfortably in the doggy position. It has built-in ankle and wrist cuffs, a bench to support your torso, and a padded support and restraint system for your head and neck. I didn't order the optional fucking machine attachment since I already have several of far superior quality.
The only problem for me was the wrist cuffs - they were leather straps, and I couldn't lock them by myself. So drilled a hole in the right-wrist support and bolted in an eyehook. Then attached one of my time-release restraints to the eyehook. Now I can safely strap my left arm to the frame and lock my right arm with the time-release restraint. This immobilizes me until the time release opens.
Rather than taking it to the basement, as I should have, I set up the frame in my living room. I set it on a large and very sturdy coffee table so I could watch TV. I was gonna lock myself in for two hours and really fuck my man-cunt today. Watching my favorite sissy hypno videos while I got raped.
I covered the coffee table and surrounding floor with towels to catch drool, leaking cum, ass juice, and lube. I laid on the frame multiple times, adjusting the coffee table until it was in the best position to see the TV.
Next, I set up the fucking machine - getting it positioned always took multiple attempts. The best method, I found, was to zip-tie it to the bondage frame and then adjust the arm until the thrust rod, without a dildo, touched my asshole. I'd then move the arm back 2 inches along the thrust angle, attach the dildo, and voilà, perfection! Using the controller, I fully retracted the thrust rod and fastened today's dildo to the rod.
The final touch was to set up a few wifi security cameras to record my fucking from different angles. The cameras were controlled from my laptop, which I placed on the table by my head. This would allow me to enjoy my performance as it was recorded.
