My Neighbor, the Dominant Top

"No fucking shit, dumbass," he barked. "I'm happily married too. I've fucked lots of guys before, but there won't be any kissing or cuddling or any of that gay crap. This is pure, unadulterated, hardcore sex."

"When you say "sex", do you mean you intend to fuck me in the ass?" I asked. Stupidly on my part, I had assumed we were talking about oral sex and I was very much looking forward to blowing Jack's big dick. But there was no way I was going to let him take my ass cherry with the missile he was packing.

"Buddy, before I'm done with you, you'll be fucking begging me to slide my cock up your tight little backdoor. I know cause I've seen it before. But you aren't even close to being ready for that yet. You need some training before you enjoy the depths of pleasure I'm capable of providing."

My relief was short lived as he issued his next order, "Here in the shed, I'm the boss. We may find some other convenient places to play, but generally this is where you'll receive your basic training."

Basic training? Jack was taking a very militaristic approach to our nasty little arrangement.

"Now, get down on your fucking knees and crawl over here. Let's see if you learned anything yesterday."

Now at eye level with Jack's crotch, I could see that the pictures he sent last night were very real. The bulge in his shorts inched wickedly down his leg.

"Mouth it through my shorts, boy," he ordered.

Opening wide, I took the bulge into my mouth, tasting the sweaty, musky scent of his manly region. I ran my tongue up and down the ever-growing length, eager to free this beast from the confines of the fabric and taste his raw meat.

"You want that cock, don't you bitch?" Jack said.

"Yes I do," I whimpered.

"You will refer to me as "Sir", maggot. Now put your hand up inside my shorts and stroke me," he insisted.

I ran my hand up inside his shorts and lightly grasped his fat appendage. My hand barely reached around his massive girth even though his cock was far from fully erect. I stroked his uncut cock, feeling his foreskin pull back to expose the pre-cum slickened mushroom head.

"Massage my balls gently, boy," Jack ordered.

His nuts were heavy, easily the size of golf balls, wrapped inside a low hanging sack of velvety soft skin. As I tugged on his ball sack, Jack let out an audible moan.

"Yea, bitch. Love having my balls worked on. Don't you fucking forget it."

I stroked his cock a few more times, amazed at how he continued to grow thicker and longer.

"Now beg for it," he instructed.

"Please Sir, let me suck your big cock," I genuinely pleaded. "Let me taste your leaking cum."

"OK slut, pull down my shorts and get to work," he commanded.

Without hesitation, I yanked his shorts down, his now semi-hard cock springing free at last. As the elastic in his waistband slipped over his rod, it bounded free and slapped hard against my cheek.

Wrapping both hands around the based of his cock, I opened my mouth wide and took his glistening plum-sized head into my mouth, using my tongue to explore the sensitive knob.

"No more hands, boy," he ordered as he thumped me hard on the head. "Put them behind your back, just like I saw you yesterday. You're going to learn to service my cock the right way; none of that fucking jacking off shit. I can do that myself."

No way was I going to be able to deepthroat Jack's big cock like I did the surfer-dude yesterday.

"Don't forget those balls," he ordered as he gave my face a hard whack with the weight of his meaty erection.

I sucked each ball into my mouth, rolling them around my tongue and lightly slurping as he laid his heavy rod across my face.

"OK, cocksucker, let's see how much you can take."

He roughly grabbed my head and forced his cock back into my mouth. I immediately started to gag and reached up to push him away with my hands.

"I said no fucking hands," he barked as he pulled his cock from my mouth and went over to the workbench. He came back with a roll of duct tape.

"Put your hands behind your back, now," he demanded. He wrapped several lengths of tape around my wrists, completely immobilizing my hands, tossing the tape aside.

"OK, shithead, let's try that again, and watch your fucking teeth."

He slowly slid several inches into my stretched mouth until his cockhead reached the back of my throat. I started to gag, but he held my head firmly, not allowing me to back off. As my gag reflex receded, he pushed harder and made additional progress. I had roughly half his rod in my mouth, but my throat just wasn't going to open up and allow access to any more of his pole.

Without completely withdrawing his cock, he fucked my face for several minutes, training my jaw to accommodate his massive girth, but unable to get more than half his length down my throat.

Finally he withdrew his spit covered rod from my aching mouth. He grabbed me by my restrained wrists and yanked me onto my feet.

"Up on the pool table, boy, on your back and hang your head over the side. I'm gonna open that throat up and you're gonna take every last fucking inch. Shit, you've seen those circus freaks that can swallow a whole goddamn fucking sword. All I'm asking is that you swallow my fucking cock."

As I hung my head back off the edge of the table, Jack dipped his huge nuts into my mouth. "Yea, take those tea-bags boy. Now open wide and think about those fucking sword swallowers."

With my head bent back, my throat and mouth were perfectly aligned and Jack plunged in deeply, until his fat head lodged into my unrelenting throat.

"Breath through your nose dumbass," Jack ordered as he applied additional pressure, slowly forcing his rod deeper into my stretched throat.

At last, I felt his heavy balls bouncing against my forehead. Somehow, he had worked nearly the entire length of his massive rod down my throat. He put his hand on my throat, squeezing my adams apple roughly.

"Fuck, bitch, your throat is stretched good. But I knew you could do it."

With that, he began to fuck my throat with deep, powerful strokes, pulling all but the head from my mouth before pistoning his rod back down my throat, his balls smacking against my exposed face on the downstroke.

I struggled to breath through my nose, fearful I would pass out from lack of oxygen as he continued his brutal assault on my throat. He was fucking my face like a pussy, deep dicking my throat over and over. Thankfully, his cock was leaking huge amounts of precum and it was acting as a natural lubricant to keep my throat slippery and wet.

After several minutes of this action, I knew he was intent on fucking my throat in this position until he unloaded. Jack was starting to moan and he increased the pace, furiously pounding my throat. My arms ached under my pinned body, but the soreness in my throat was agonizingly painful. If he didn't unload soon, I was sure I was going to pass out.

Finally, with a loud grunt, he drove his massive tool deep into my throat and exploded. "I'm fucking cummmmmmmmig slut," he yelled.

I felt several spurts of hot jizz pour down my throat before he pulled his cock from my mouth and finished shooting over my exposed face and chest. His load was huge, and even after shooting several jets down my throat, he completely covered my face and chest with his thick, stringy cum.

"Holy shit, bitch. That was fucking fantastic," he exhaled as he used his cock to wipe the cum from my face into my mouth. "You took my cock like a real fucking pro. I've had bitches take it all before, but it usually takes several sessions before they can manage."

I was exhausted, in pain, and completely humiliated, yet I felt proud as hell being able to throat his entire tool and make him shoot his load.

He grabbed a box cutter from his workbench and rolling me onto my stomach on the pool table, cut the duct tape from my wrists.

"Jerk off, bitch," he ordered.

I rolled over onto my back, grabbed my rock hard rod, and with only a few jerks, erupted all over my flat stomach, several shots reaching all the way to my neck.

"Now get over here and clean my cock completely," he instructed.

I jumped off the pool table and kneeled between his legs, licking his cock clean, savoring the taste of his spunk. Even soft, his cock was a mouthful as I sucked every drop from his spent tool.

"You like that jizz, huh boy?" he asked.

"Yes Sir, I love it," I replied, not having to lie.

"I think we have a very workable arrangement," Jack chuckled. "But I have some homework for you."

I was smitten by Jack's powerful cock and was ready to do anything he asked. "What can I do?"

"You know that adult bookstore down on Main Street?" he asked.

I nodded affirmatively.

"I want you to go buy a series of butt plugs. You can start with any size you think you can handle, but make sure the last one is the biggest they have. And buy yourself a big bottle of lube."

"Yes Sir," I replied. I knew my ass training was soon to begin, and I wanted more than anything to be able to take Jack's huge schlong up my ass like a pro.

"You can leave the toys here in the shed, but I want you to keep one of the plugs in your ass at all times. Also, buy a big dildo, one of those with the suction cup bottoms. We will meet back here tomorrow morning, and before you service me, I want to see you take that dildo up your ass."

"Yes Sir," I whimpered as I fantasized about getting bent over and fucked my Jack's powerful tool. My penis was again erect, as I did a horrific job hiding my obvious excitement.

"I'm taking Martha out for dinner and a show tonight," Jack said. "You can use the shed to practice tonight. Make sure you practice sucking on that big dildo too, cause I don't want to have to retrain your throat again tomorrow. Now get dressed and get the fuck out of here."

I was so excited to begin my anal training that I didn't even bother to take a shower, leaving Jack's cum to dry on my chest as I grabbed the car keys.

"I'm heading to the hardware store," I said to Laura. Thankfully she had no idea what kind of hardware I was buying.

I bought three butt plugs, a large bottle of anal lube, and a fat 8" black rubber cock. The clerk smiled curiously as I paid for the gear, but I was too far gone to care what she thought.

In the car, I lubed up the small plug and pulling my running shorts aside, forced the cone shaped toy into my virgin ass. With an audible pop, the plug firmly seated in my hole. The initial discomfort slowly subsided and by the time I pulled into the driveway at home, a huge wetspot had appeared on my shorts, my dick clearly enjoying the feel of the plug in my butt.

I snuck into Jack's backyard and put my new toys into a drawer in Jack's workbench. Already adjusted to the small plug, I lubed up the medium plug and worked it into my butt. I also unwrapped the big dildo and spent several minutes deepthroating the big toy, quickly overcoming my gag reflex and eagerly licking the big rubber nuts with the entire length of the rubber cock buried in my throat. Jack was going to be very pleased.

I spent the afternoon doing yard work, the medium plug firmly planted in my ass. When I saw Jack and Martha leave, I went into the shed and exchanged the medium plug for the biggest plug. It took several minutes to work that monster into my stretched hole, but when it finally popped in, I let out a relieved sigh. If I could handle this toy, I knew I could take the rubber cock.

My cock was again rock hard, so I jerked a load all over the rubber dick, before spending 20 minutes practicing my deepthroat skills. The natural lube of my jizz helped the dildo slide down my throat easily. Looking into the mirror over Jack's bar, I watched myself take the slippery cock down my throat, knowing I had a huge butt plug impaled in my once virgin ass. In a little over 24 hours, I had been converted from a pussy-loving, 100% heterosexual into a cockcraving, cumloving, butt pirate. And I couldn't wait until tomorrow morning to show off my improving skills to Jack.

I fell asleep that night next to Laura with the big butt plug firmly rammed up my now stretched hole. Little did she know that her husband was soon to be fucked by Jack, the "nice old man" that lived next door.

I was so excited the next morning, that I skipped my run altogether and knocked on the shed door right on time.

As I walked in, I noticed that my new dildo was stuck to the front window, swaying menacingly.

"Morning bitch," Jack began. "I don't want to have to remind you each morning to strip, so please undress each time you enter our little sanctuary."

Jack was sitting in his recliner, watching porn on his big screen TV. A hot little starlet was getting tag-teamed by two big cocked studs and she was moaning and groaning like she was in the throes of a non-stop orgasm.

"Bend over boy. Show me how well you take instructions and let me see that butt plug."

I bent over and grabbed my ankles, exposing my ass with the plug firmly planted in my rearend.

"Reach around and take it out," Jack insisted.

I pulled the rubber toy from my ass, feeling the breeze from the overhead fan blow up my now gaping hole.

"Excellent," Jack said. "Now get over there and show me your deepthroat skills on that black rubber cock. Interesting choice might I add; should have known you'd be a slut for black dick."

I engulfed the rubber toy in one mighty slurp. As I began to bob up and down on the dildo stuck to the window, I did a comical double-take as I watched Martha come out onto the back patio to water the plants, only about 30 yards away.

I quickly ducked below the window sill, hoping she hadn't seen me.

I felt a swift whack across my bare bottom as Jack hit me with a short piece of rope. "You dumb fucker. I told you the windows are tinted, she can't see you. Get back up there and stuff that dildo back down your throat."

Relieved, I went to work on the big cock, still somewhat uncomfortable that I was deepthroating a dildo as I watched Martha doing her housework.

"Do you think you can take that rubber dick in your boy-hole?" Jack asked as he stripped off his shorts and t-shirt, his semi-erect cock clearly pleased by my progress.

"Yes, Sir," I replied, scared but eager to try.

Tossing me the bottle of lube, Jack continued, "Lube up your hole, spread those cheeks, and show me how bad you want a cock up your empty ass."

I squirted the lubricant on my ass and positioned the big dildo at my opening, pushing firmly back as the toy popped through my ass-ring and easily, if somewhat painfully, drove into my gaping ass.

"Now fuck it," Jack ordered.

As instructed, I began to rock back and forth on the rubber rod, the friction on my prostrate quickly replacing the discomfort with a feeling of immense pleasure. My cock was dripping with precum as I fucked the black rubber dick.

"Damn, you are one horny little slut," Jack chuckled. "Never seen a recruit take to basic training like you."

As I continued to fuck myself, Jack presented his cock at my lips. "Don't just look at it, bitch. Suck it."

I eagerly obliged and took Jack's penis into my mouth, savoring the salty taste of his beautiful cock. As I rocked back and forth, I was getting fucked like a rag doll between Jack's powerful face-fucker and the fat rubber toy.

After several minutes of this action, Jack pulled his now fully erect rod from my stretched jaw. "Didn't think you'd be ready for this yet, but looks like you need a real ass-fucking now."

"Yes, Sir," I replied. "Please fuck my tight little ass with your big cock. Take my virginity, Sir. Take it now."

"Bend over the pool table and spread those cheeks, boy," Jack demanded. "I'll give you something to remember."

Jack squirted some more lube down the crack of my ass and used his cockhead to work the lube around my gaping hole.

"Reach back and guide my cock into your sphincter," Jack instructed.

I positioned the enormous bulb at my once tight bud and began to push back, ready to feel the power of Jack's throbbing rod buried in my empty ass.

I pushed back, but Jack also drew away, teasing me and not letting his cockhead penetrate my horny hole.

"Beg for it bitch," he barked.

"Please, Sir, please don't tease me. Fuck my virgin ass. Shove that big cock in my empty ass."

Without warning, Jack grabbed my hips and plunged forward, impaling me on several inches of his wickedly fat fuckstick. I stifled a scream, biting on my fist to keep from howling bloody murder. The butt plugs and rubber dick had loosened me up, but I was nowhere near ready for the girth of Jack's giant mushroom head as it split my ass wide open.

"Take it slut," Jack laughed as he plunged inch after inch of steel fire into my tortured rear-end. I was seeing stars as I fought back the urge to scream, firmly trapped between Jack and the pool table, incapable of fighting off Jack's onslaught. He was literally branding me with his hot poker and I knew I must submit to his abuse. I was beyond the point of return and I only hoped the intense pain would subside shortly.

"That is still one tight hole, boy," Jack sighed as I felt his balls bang against mine, his entire length now encased in my man-pussy.

He left his cock firmly planted for some time as I struggled to accommodate the massive spear. With a steady slow pace, Jack began to fuck my ass. The searing pain was slowly replaced by a not unpleasant fullness as Jack worked his rod in and out of my hole. As his fat boner massaged my prostate, I began to enjoy the fucking, an incredible mix of pain and pleasure that made my dick as hard as stone.

Jack pulled all but the plum sized head from my depths and remained motionless. I pushed back, wanting to feel more of his rod buried up my anus.

"You want it, huh?" Jack snorted.

"Yes, Sir," I pleaded. "Fuck me hard. Take my cherry ass. Make me your bitch."

"You are my fucking bitch," Jack laughed as he rammed his tool back into me. Taking a firm hold on my hips, Jack began to piston fuck me with reckless abandon. With each deep stroke, I let out a grunt.

"Oh yea, fuck that hole, Sir. Fuck me deep. Fill my ass with your seed."

For twenty minutes, Jack fucked me with unrelenting stamina. Periodically he squirted some additional lube on his piston, keeping my ass wet and willing. Without touching my own dick, I erupted twice while he fucked me, shooting two sticky loads all over the floor. His cock had found my g-spot and while my ass ached, I didn't want him to stop.

At long last, I felt his cock start to twitch in my tattered hole and with a loud moan, he erupted deep into my bowels, squirting an endless load of jizz up my ass.

"Take that cum, bitch. I'm unloading my seed deep into your pussy. Holy fuck," he sighed.

Jack remained hard even after filling my ass with his spunk and he continued to fuck my sloppy hole for several more minutes. Unbelievably, I came a third time as he pounded my poor butt.

Finally, Jack pulled his enormous rod from my ass and I felt his huge load leaking from my gaping hole.

"Lick me clean, slut," Jack ordered.

I happily took his fat pole into my mouth and swallowed every last drop of his oozing cum, even as his warm jizz leaked from my ass and ran down my legs.

"You may have some trouble sitting down for a couple of days, boy," Jack laughed as he reached for his shorts.

"No problem, Sir," I sighed, my ass already throbbing with a dull ache.

"Fuck Craig, you are one horny little slut. I had no idea how easy you would be to convert to a full-time bottom."

And I was converted. My ass remained tender for a week but I couldn't wait to service Jack again.

On Wednesday Jack called my cell phone just before lunch. "Meet me in my van in the parking lot in twenty minutes."

Jack had a custom van with a convertible couch in the back that he and Martha took on roadtrips. As I walked up to the van, the back door slid open and Jack ushered me inside.