Breaking a Bitch In - Pt. 02

"Oh don't look worried. Princess, when we started talking, you asked to be trained. Why? because it's your sissy dream."

Bob took a second and said, "We can stop anytime you want."

Looking down Uncle Bob smiles and asks

"Do you want to stop princess? I'll just take my fat cock out of your pretty whore mouth if thats what you want."

I look up into that old pervents bloodshot eyes and nod no, with his cockhead in between my lips.

"What's that princess faggot? Take my cock out of that sissy fuck hole you call a mouth and speak in English whether or not, you want to keep playing? Do you understand me princess?" Bob bends down, his swollen cock slips out of my mouth. He kisses me gently on my lips. My heart skips a beat.

"Yes I understand sir, i mean Uncle Bob. No i want to keep playing."

"Good then put me back in your mouth all the way and when its at the back of your throat do that thing with you tongue on the base."

Bob holds my head and stands there as I slobber, gag and drool on his fat mushroom headed dick. It's only 5-6 inches but unusually fat, with a huge beat red mushroom head. I've never tasted anything like Uncle Bob's jaw breaker. When it's sloppy wet with big bubbles and strings of spit cover it, Bob takes his cock out of my mouth and rubs it all over my face, covering me in a messy glaze, of spit and slobber. Taking it by the base he begins slapping my face with it. His balls are rubbed over my eyes, lips, chin. I'm called every degrading name in the book. I'm told all the different ways I can be used, shared, loaned out and rented like a common street walker. My makeup is wrecked. One false eyelash barely hangs on, it's clouding my vision. I love it!!! This old man has brought me to the point that all I want is to please him and his fat dick. All the hours and hard work in trying to look sexy, pretty and mostly passable is wiped away with globs of my slobber, and drool.

Bob uses my mouth and face in this way for 30 or 40 minutes at least. He sits, I kneel, he stands, I kneel, Whatever way it feels the best to his cock is how Bob uses my face. More, more feed it to me.,, my jaw is starting to ache, but I need cock. Bob's cock head is too fat to slip all the way back, Bob doesn't care he tries to shove it down. I gag, my body clenching. He lays me on the bed with my head hanging over the edge, he straddles my face. Shoving himself into my mouth, his fat grey haired ball sack in my face. The fat little butt plug in my tight ass keeps my clitty from getting fully hard, but it doesn't keep me from leaking tasty sissy precum. I'm so horny, I'm driven by years of fantasies of serving a man and his cock like this. During this sweet torture I'm not allowed to touch my gurlie cock. Bob "handles" it from nicely and teasingly to bordering on just plain rough and mean, squeezing and slapping my dicklette and sissy nuts.

Bob insults and humiliates me the whole time he's using my skull as a fleshlight. I'm called a "faggot", a "piece of cheap meat" a "future rent-a-whore" and my favorite, "a soon to be cream filled Hostess Twinkie".

I'm on my back and Bob is force feeding me his meat and squeezing my tiny sissy sack when he gets off me.

"Stan's here." Bob says putting on his shorts and heading to the door. I was so caught up in serving Bob I didn't even hear the knocking. I roll over and sit up. Bob let's in his friend Stan.

What the fuck am i doing!?! Am i nuts? This is my first time in person with Bob and here I am in a fleabag motel about to let him bring his friend(s) into the mix.

Bob and I had been communicating for 2-3 months, including video chatting/jerking off, where he directs my play. Bob knows what I dream of and he's had enough time and skill to groom me past just the fantasy of being a man's whore to making it a reality. Bob has learned what floats my boat and he now uses this and his skills as a perverse old man to get me to accept almost anything, including having me "introduced" to his friends.

Stan.... walks in carrying an 18 pack of beer and a black gym bag. He is about 6 feet tall, looks in his 50s, is overweight with a large round gut that sticks out too far for him to see his toes, he has a round pie face with eyes that seem too small for it. He isn't exactly what you could call handsome. He flashes a cheesy plastic smile that borders on creepy.

"Yeah she's a cutie." He says.

I must have lost my mind!?!?

Uncle Bob introduces us. "Princess meet Stanley a first class pervert"

I raise my hand in a small wave.

"Damn Bob I don't go by Stanley anymore, it's Stan, as in "Stan the Man."

Bob gives a slight chuckle "Yeah Stan the man, meet Princess."

What was nervous anxiety about hooking up with Bob now feels like fear or panic. WTF? I am a stupid bitch like Bob called me.

"Hi Princess, glad to met ya. You look super hot in that outfit. It's a good thing that dress is made of rubber it's pretty messy." Stan gives me that crooked smile again.

I can't believe this! Get me out of it!?!? Runs through my mind as I look down and see the mess I've made servicing Bob. The latex is slick, slippery and discolored from my slobber and drooling on Bob's man meat.

"I bet that was some fun!!!" Stanley grins.

"Maybe if you can behave and respect the game rules you can play too." Bob replies to Stan AKA the man.

"Princess, maybe you could freshen up while I clue Stan in on boundaries and then we can have a nice sit down, a meet and greet sort of thing, see what everyone is comfortable with."

"Yes thats good Uncle Bob." My panties are some where on the floor, I have no clue where. Bob peeled them off of me while i blew him. As i stand up i have to pull down the bottom of my dress to cover myself, its ridden up over my bubble ass and gurlie dick. I look over and Stan literally licks his lips. I grab my bag off the table and stumble in my platform heels toward the john."

I see myself in the mirror. I'm a total mess My makeup is smeared, a combo of spit and make up. One false eye lash is completely missing. In one word I looked USED. I've only given Bob head and can't imagine how I'll look if i let him and Stan tag team me.

I start cleaning myself. I wash the makeup and slobber away, my hands shaking thinking whats in store tonight. I undress, peeling the latex dress from my skin. I stand there naked, my sissy dicklette/clitty twitcho. I'm actually getting excited and horny thinking about round 2.

I've only had one drunken gay encounter with a coworker once years ago but ive dreamt of dressing and playing whore to strange men since puberty and my discovery of porn.

My horniness is overwhelming my fears.

i get a simple red teddy, some matching panties and a short black satin robe from my bag. I slip into them and apply some red lipstick and step out of the bathroom and rejoin Bob and Stan.

To be continued......