When He Begs In Frustration...

Uploaded to Imagefap by SissyPHTights

i’m screaming

Delegate.

Everyone moaned about the conference….but you always found a way to amuse yourself. There was usually a lady in the hotel bar, maybe looking for some funattached fun. Alpha corporate males with an expense account bigger than their cocks proved to be popular with some of these ladies.

Tonight was no different, you had the final workshop session in the morning and you took your usual place at the bar. Looking around the lounge, the lady that was catching your eye wasn’t your type. Older, certainly. Maybe 50? But a firm, slim figure. She had a sleek, short haircut…..black with a hint of grey mixed in. Her expression was stern, dark eyes intently looking around the scene in the bar. She was wearing a pair of leather thigh boots, matching short skirt and silk blouse. Her make up was quite discreet, pale skin with mascara accentuating her already deep eyes and scarlet lips…..she was quite intimidating in an understated way.

You found yourself staring too much and she matched your gaze…..the look was unwavering and she carried on until you looked away, embarrassed. So much for the alpha corporate male as you sipped your rum in shrunken silence. A whiff of perfume and the creak of leather soon invaded your senses as you turned to see her standing next to you. She was a few inches taller and her demeanour reminded you of a lioness. Casually watching a baby zebra meander around a watering hole before deciding to take it down.

“A drink would be appropriate now, seeing as you’ve spent the last half hour watching me.” Her voice was clipped with an accent, possibly British, possibly Irish. You fumbled to get the bartender’s attention and she ordered a large red wine. You talked….or rather you rambled nervously. Her cool countenance was extremely off putting and you really didn’t know how to act. She was gracious and smiled at the right moments, but her eyes never smiled….not once. She asked if you wanted to fuck her this evening….you sat, struck dumb by the direct question.

“This is why you’re here, isn’t it? To find some easy pussy and to fulfill whatever thrills you?”

You nodded, a little unsure if this would offend her. Instead she smiled again….a genuine one this time and ordered a bottle of champagne. Of course, it was charged to you and she placed her hand on your crotch….your cock springing into life. She tutted, and told you to follow her up to the room. You watched her ass sway in the soft, fitted leather. Her walk was regal, the long boots oozing dominance and you felt like a filthy peasant.

The elevator ride was tense as she stood close to you, but not once acknowledging you…..the short walk to her room and the door was opened. She pushed you on the bed, ordering you to undress. You quickly removed everything as she popped the champagne open. You sat, butt naked watching as she slowly stalked around the room…..her short skirt clinging against her hips and ass.

“Go into the bathroom and shower. I don’t approve of dirty cocks….if I’m going to take something in my mouth, I want it clean.”

You got up and headed into the shower and took care to wash throughly. You even brushed your teeth as you heard music start to play from within the room. You reappeared and she was sitting there, the two glasses of champagne sitting on the dressing table. She handed you one and she guzzled her glass in a single go. You did the same as she poured another….the heat in the room seemed be getting more intense as you felt like your muscles were made of stone. She drank her glass quickly again and you tried to reach for yours….but the strength had evaporated from you. Your fingers were moving in slow motion, your face felt numb and you were dimly aware of your slurred voice. The lady patted you on the head and gently laid you down……

Your eyes opened. The room was dim and the music was still playing. The champagne bottle was next to the bed and you tried to move. You looked down and your heart leapt. Despite the sluggishness, you were fully awake now. The shiny dress you seemed to be wearing was tight. The red ropes coiled around you were also very tight. You tried to call out, but the ball jammed in your mouth stopped any intelligent conversation. The reflection in the mirror filled in the blanks. The sissy slut opposite was indeed you. A short brown wig, leather collar with steel ring attached and a pair of red high heels were forced onto your feet. The makeup was painted on like a true whore and you struggled furiously.

The bathroom door opened and the lady walked out. Her boots were now swapped for a shiny patent pair, fully adorned with buckles running the whole length of the boot….right up to her crotch. She was wearing a latex body suit and long latex gloves. Her hair was slicked back and her demonic eyes almost glowed in the dimness of the room. But the one thing that drew your attention was the massive, jet black cock strapped to her groin. A veined, glistening monster….maybe 8-10 inches long. You shook your head as she strutted over to the bedside table and grabbed a few implements you couldn’t quite make out.

“You really can’t hold your drink, can you, boy? I was afraid I’d have to amuse myself tonight….luckily you made a recovery.”

She moved toward you and quickly grabbed your limp dick. A yelp from you was rewarded with a stinging slap across the face. The black plastic chastity cage was skilfully placed on you and she held the key in front of your disbelieving eyes. She smirked and sat down in the chair opposite you….her boot raised and lifting the dress up to expose your caged cock. A sigh and a chuckle came from her cruel red lips as she started to stroke her huge phallus. Quickly and rhythmically jerking it up and down.

“This could have been you. But I got the idea that you might prefer taking cock, rather than giving it. A shame really, I just reapplied my lipstick for nothing. But don’t worry, baby. I’ll make sure that I’ll reapply yours….i plan on having it smeared all around my big, black dick. You like my big, black dick, sweetie?”

You shook your head and she ground her boot heel into your cage. She would educate you for the whole night to come. A vibe constantly forcing your little girly cock to swell in its prison while a real piece of equipment took your virgin ass.

Perhaps you won’t be returning to the conference next year…..or maybe you will. I guess your lady will decide that.

Long term psychiatric patients confined within the secure section of the state's psych ward are provided a variety of amenities. This is done to ensure their likely indefinite detention doesn't drive them into the depths of insanity, more so than they already are. However, whenever these individuals become unruly, disobedient, or a nuisance, it is commonplace for them to be placed immediately in a straightjacket and thick diaper. Sometimes the criminally insane assume their frequent interactions with staff means they are equal, however this perception is quickly dashed the moment they are reminded of their place in this institution.

She loves teasing you about your chastity

Reblog If you want to be my slave

And private chat me.