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Chapter 11 by styxmaster styxmaster

So what do you say to her?

Yes, Mistress! I'll be your sissy boyslut!

Pain. It was all you could feel, your grandmother as she now called herself Mistress was likely to inflict more if you did not agree. The pain from getting spanked was unbearable but you know that she has more tricks up her sleeves. "Y-Yes I'll b-be your s-sissy..." You didn't finish as she whipped your ass again.

Her lips then appeared inches away from your left ear, "Good. If you didn't agree I would have to punish you. By know you should have learnt not to disobey me." Her finger enters your arse, you know she was taunting you. "You have a long way to go my slut."

You ask, "Why are you doing this? What's the point."

Gloria smirks, "Your mother asked me to, of course I put the offer to train you on the table. There is no motive except to see you become a cum slut." Two fingers were now up your asshole, you begin to feel a dull sensation. "I see your not a virgin." She withdrew her fingers and you feel her flip you around. Your face inches away from her monstrous cock, it was so large. It was atleast 8 inches thick and 19 inches. "Come on sissy, it's time to you begin worshipping the only thing in your life that matters. My girlcock."

You open your mouth and Gloria thrusts her cock into your mouth, you gag instantly but she continues to thrust in and out. "Come on move your tongue." And so you do. She moans slightly as your soft tongue licks her head. "Good little slut."

Your eyes widen as you notice that she had only put 9 inches in your mouth. You gag harder as more and more of her python enters your mouth. She notices you suffocating and withdraws her entire cock from your mouth allowing to hasp for air before thrusting in. It was painful, your jaw felt like it was about to break but she continues her conquest.

Minutes went by and she continued to say things like, "Your mouth is absolutely device, it was made for girl cock. So cute, you look like girl stuffing her face. It's OK, Mistress will give you the best desert ever. " You had lost count now, she continued to fuck your face and then withdraw. It allowed her to get more of her cock in your mouth and begin to weaken your gag reflex. She moans as your tongue fervently tries to licks her cock, her intervals were changing. She was allowing you less air. "I AM CUMMING SLUT! SWALLOW IT ALL."As if you had a choice.

Her cock released a fucking ocean of cum down your throat. Your stomach is slightly bloated and you feel fuller than you ever have. She withdraws her cock and you fall on your knees gasping for air. Some cum fell onto the ground. "Lick it up ****. " You look at the small puddle of cum on the floor, you slowly lower your head and lap up the cum. You look up to her and she says,"Good you're learning. Now turn around so I can see that bubbly but of yours."

Your nervously do as you were asked. She slaps your red and cut buttom, your butt cheeks are inflamed and the slightest touch causes you to wince. Gloria smiles, this was a training technique that she used. The pain mixed with the pleasure of getting your prostate hammered usually broke her boysluts on the first day. If that didn't work, the nightly round with a massive vibrating dildo would do the trick. Of course it took her longer before they were actually addicted to the pleasure and would do anything for it.

The tip of her cock penetrated your tight asshole, Gloria moans instantly, "God, your asshole is a blessing." She puts her hands on your two cheeks before thrusting hard and fast. The pain, it hurt so badly. She continued to thrusts ignoring your screams of pain. She didn't even bother saying a word as she was lost in her own **** pleasure. Then it happened, it was like a jolt of electricity. The pain was being dulled and it was being displaced with mind numbing pleasure. Soon your whispers were being turned to moans, your vision beginning to gain white spots. She heard your moans and laughed, "Oh I was right you are a buttslut." Your moans were turning into shrills, she slapped your bottom. Soon you were beginning to also thrust back.

"This is what you are Dougy, a sissy slut that will obey everything that I say to get some of my cock." She was right, the pleasure was addictive. Your prostate was being hammered. Your small cock spurted cum all over the floor. She laughed and you merely whimpered as more of her cock went into your tight cavern.

Twenty minutes later, your tongue was hanging out and you were now practically rutting your grandmother's cock. You came several times. She continued to whisper embarrassing things to you causing you to subconsciously become submissive. By now you are lost in a sea of pleasure all you want is to continue to ride the waves forever. Gloria smiles when she notices your vacant eyes. She had broken you and she knew that you would obey her now. She grunted as she felt her cock spasm, you moan as she hits your prostate one last time. With one final thrust she cums, she pours an obscene amount of cum into your innards. You moan in pleasure as you begin to spurt cum from your now broken cock.

She pulls her cock from your ass and you fall face first into a puddle of your own cum. Your ass still in the air, you subconsciously wiggle it asking for more. Gloria laughs at you, "Tell me slut did you enjoy it." You slowly raise your face to look at her, your own cum is all over your face. You slowly nod her to laugh even more. She orders, "Ass up, crawl to me and clean my cock." You crawl not realising how embarrassing this was. Your mouth engulfs the head and you begin to lick all the remaining cum and precum. It tastes sweet and your mind having already formed an association between this cum and the pleasure you just felt. You suck withe extra vigor, Gloria moans slightly. She pats you on the head, "That's a good little slut." All you could do was slurp harder and harder until all the cum was removed.

She says, "I think it's time to..."

What's next?

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