Bondage Anal Friday

Bondage Anal Friday

A true story of Analboys antics

The assmaster picked me up in his van. It was a cold rainy day, as I watched the windshield wipers scrape the windshield. Bobby asked me " How's it goin' boy, ready for some fun". "yes" I replied, "I'm hot, and its been a long day". "Good as I'm gonna really work that asshole tonight slave" Booby sneered. The van moved down the hill and closer to Bobby place. "what's all that stuff in the back" I said. I looked in the back of the van, it was stuffed with all kinds of electronic equipment, lumber carefully cut and nailed together, various rubber hoses and antifreeze bottles. "stuff made especially for you and tonight's ass intrusion session. Bobbies hand was now patting my knee as we entered the driveway, "It's been a while, babe, since Ive seen your gaping asshole, I'm gonna eat it up tonight. Help me get the stuff out of the back of the van, we will take everything to the basement. Bobby opened the back of the van as we unloaded things in the wet rain. "Here take this video equipment first, we don't want to damage it". I carried the tripod and video camera downstairs as Bobby struggled with the antifreeze bottles. Down the stairs I set the camera and tripod down, and proceeded upstairs. "Wait!", he said, "I want you to stay down here, Ill get the rest. I want you to strip naked" He threw me a crumpled up shower curtain "The once naked, set up the video camera, spread out that shower curtain. In those antifreeze bottles is baby oil, coat you naked body with it, paying particular attention to your cock, balls and asshole". "OK". I proceeded to set up the camera on the tripod and plugged it in. The shower curtain was spread flat as I removed my work clothes and soon was naked.

Bobby returned carrying the rubber hose, looking closely, it really was not hose, it was more like a solid piece of rubber maybe 10 feet long and 2 1/2 to 3" wide. He had several of these all about the same length, but various widths, I had an Idea these were going in my ass, but was not sure what the really fat one were for, certainly not my asshole. Although I can open up wide, could never go 3 1/2 inches wide, he threw them on the shower curtain "Come one boy, oil up your body, you might as well do these black rubber things too" Bobby was ordering me now. I proceeded to lube my entire naked well shaven body, and was bent over doing my lower legs when Bobby was back carrying the wood structure "Nice ass" he commented. I was then lubing up these strange rubber objects as bobby was putting together what looked like a tree fort in the basement. I sat naked sliding on the shower curtain "This, my analslave, is you ass dungeon. You will be placed in there, your asshole eye level, and I will violate your asshole all night with the ball gag in your mouth to muffle your moans. The next trip down bobby bought all the restraints and the dildo collection. "OK, slut go clean your self out and shove the butt plug in your asshole". I proceed to the bathroom, after two large enemas, I greased my asshole again and began to slide a big butt plug in my ass. Slowly I slid it in wider and wider until it got to the widest point and "ohhhhh" it sank in, my sphincter closing around the 1" wide base.
When I returned Bobby was naked with a raging hard on, "Come her slut and suck you assmasters cock" he said. On my knees I could feel the massive plug stretching my inner anal ring. I licked and sucked his rock hard 7" cock, the without warning deep throated him, I could here his moans of delight as he grabbed my head and started facefucking me. I could taste the precum, he stopped "No not yet slut, I want this to last" Bobby said. "Now on you knees, face down ass high for you master. More baby oil was rubbed on my ass. "Lets pull out that plug and start hammering that asshole" he grabbed the plug and pulled, the plug expanded my asshole "unnnggggh" I groaned as he stopped at the widest part "Before I put you in the dungeon, some powerfucking with a dong is in order" My hands and feet were bound, Bobby greased a 10" x 2" thick dong and slid the entire thing in to my ass, "Ohhhhh gawd, your going deep into my ass, shit!" I was spreading my ass cheeks as he began to pick up the pace on the thrusts "Oh Oh Fuck Fuck, yea, work my asshole" I screamed. Bobby picked up the next widest dildo and slammed into mercillesy into my ass "Oooooouuuuu, oh gawd, oh my asshole", "Take it slut!" as he worked my ass, my moans got louder and louder. "Im gonna ball gag you bitch". Bobby got up and the red rubber ball was placed in my mouth and secured. Now Im gonna RUIN your asshole with my new rubber probes, get in the dungeon slave" The video was turned on, as I was made to pose for it, by shamlessly showing the camera by raw open asshole. Bobby walked up dipping his cock into my open asshole, me muffling into the gag as he pumped it. "Up into the dungeon, slut and face your asshole to the camera. Good, now spread your ass cheeks and stick that asshole between the bars" I did as told, the smooth wooden bars holding my ass checks open, fully exposing my loose asshole. Bobby picked up the rubber cylinders and criscoed it up. It was amazingly flexible and would not stick straight out on its own and on the side was printed 2.5" Gates. It must indicate its width, as it seemed that big across, it was about 4 feet long. With two hands he pushed into my wanting hungry hole. Its slid in far "Mmmmmppphhh" I gagged through the ball. "oh yea babe, 10" already!". He began to stroke the soft rubber in and out of my ass hole each time a little deeper " Thats it 11", 12", shit its bottom out slut!" He said. "Ohhh my asshole" I screamed silently. Watching the video of this thing violating my asshole. I watched Bobby work it. He spun it in circles and swirled around, it still bottomed out, around and around until, he suddenly stopped "Ok there's the bend" he said. With that he pushed and the thing snaked way up my colon. "Mummmmpphhh, MMmmm" I cried. "yes bitch 20" way up in you!, what??? your muffling I cant hear you???, Ok let me take the gag out".. He undid it, leaving the tube buried. "Ohhh bobby my asshole its too deep, it feels so weird" "that's The idea slave, wait Ive got a 3" and 3 1/4" diameters to snake in you next!". Please, Bobby my asshole, you'll ruin my asshole, its all red now". "ok, ok, lets take a break, Ill get the speculum" he said unwillingly.
The large speculum was warmed with Bobby hands and lube was applied. The large blade a full 4" long were inserted into my rectum. He twisted the screw as I felt my asshole being pried open. Wider and wider my asshole was spread, as Bobby compared the size of my ass to the objects that was just inserted. "oooh shit my asshole its loosening!" I moaned in ecstasy as the magic 2.5" width was met, and passed. The 3" width was approaching . "Ohhh Bobby thats wide enough, you'll ruin me!", "ok, ok, now just lay there, Im going to get a beer, be right back". Bobby left as I squirmed to get comfortable in the wooden dungeon, my anal ring fully stretched tight. 15 minutes had passed, with each minute, feeling my ass expand and loosen to accommodate the large speculum. Bobby returned with a beer in hand, and began to remove the speculum, "My god!, look at those ass lips you have now! I think your ready for the 3" diameter black rubber anal tube. I watched in the video as Bobby greased up the 4 foot monster, I could see my asshole in the video, it was wrecked!. Huge red asslips parted as the 3" hose started sliding in my asshole. "Ohhhhhhh, gaaawwddd!" I screamed as 8" slid in my ass, Bobby did not stop there, he was counting "9, 10...11 inches, fuck yea deep in your fucked up asshole!" he stopped. He stepped back to look at the scene, a 4 foot hose, 3" diameter buried 11 inches and a ruined asshole, with my contorted face of pain and ecstasy. "ok slave. Lets go back to the speculum, stretch you out a little more for the largest 'rubber snake', 3 1/4" babe, let really stretch that limit!" , I hesitated. "Ok master I will try". "Good, if you can do this wide, Ill fist out your asshole alot!" He grinned as the blades of the speculum entered my ass, Bobby adjusted the screws "ok your at 1, now 2 almost three!" "Oh I feel my hole expanding master, ohhhhhh" "ok almost 3", there 3, how does that feel?" "my anal ring feels stretched tight" "hold on a little more" "Ohhh gawd stop, its getting to wide". "ok let its stand there and let your ruined asshole expand even more. I sat the doggy style with my asshole stretched wider than ever. I was sure it would never get small again. 10 minutes passed, Bobby greasing up the largest snake. "ok lets doit, make mincemeat of your anus!" The speculum was removed and the big tube was pushed at my ass "Its not going master, its too wide!" I said. Bobby pushed harder, my asshole expand and the tube slide in. "Unnnnghhhhh, oh shit, you ruining my asshole, ohhh fuck!, ohhhhhh" is all I could say as I watched inch after inch sliding into my ass. "ok Im going to hold it I want you to turn around, lay on your back legs over your head. As I did the rubber snake slid deeper into my asshole, "good, its going deeper!" On my back, Bobbie swirled the thing in my ass, thrusting it in and out, determined to go deeper in my asshole. "thats it your taking it like a real analslut, look at that ass!, Now jack off, and cum I want to see that asshole spasm!, but tell me right before you come, so I can pull out" I started jacking my hard 6" cock, Bobby was playing with his own too. I was not long "Im gonna squirt!" I cried. Bobby yanked out the tube, and spread my asscheeks "Oh Im cumming!" With that my asshole spasms started. Open then shut, open and shut. Bobby seized the opportunity and sank his cock in my asshole as long continuous anal orgasm milked his cock. "Ohhhh fuck yea, that feels great!, Im gonna shot my load into your ass!" It took only three thrusts as Bobby blasted a huge load on the downstroke. It was the end of a long ass opening session.......

The end