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Penis Shrinking from Chastity

bdsm tinywhiteboi 2018-12-02

I laid on a padded table while Mistress Alex explained to the male technician that I needed a Prince Albert piercing to secure my chastity device. several times a week she'd pound my ass with her 8 inch black strapon, causing cum to leak out of my tiny locked peepee. As the year went by she began having parties where I'd be required to suck off three or four black cocks in addition to my pussy licking and cleanup duties. I was then locked back up and the party began in earnest as the black men fucked all the ladies while me and the other white bois cleaned up and provided oral service. Again the party continued with Mistress and her friends getting their fill of big black cock while us white boys cleaned up.

Mistress Marisa's Estate Pt. 27

bdsm keptsissy 2018-11-28

I feel the white hot pain of the cane come down across my cheeks, choke slightly as the panties in my mouth gag the back of my throat. Would you rather be licking my pretty pussy right now, serving me wine, displaying yourself in one of your cute little sissy outfits for me or be here in the corner with dirty panties shoved in that dirty little mouth of yous?" I think we'll start doing that tomorrow, have you earn the right to keep pretty things up that little ass all day while you do your housework." I will hold it better next time, crying hysterically, dirty panties hanging out of my mouth.

Mistress Marisa's Estate Pt. 30

bdsm keptsissy 2018-11-26

When you left, when you walked away from me at the stage, me just standing in front of him, watching for what seemed like hours, seeing him and other gay boys fucked over and over, well I was wet to say the least. "I dare you, Mary, tell me you didn't like that and I'll take my hand away. And I have to admit, it wasn't all bad having you be the submissive little good mother you were last night on your hands knees, face to my pussy while your son was sent away to serve the ones that bid for him at my slave auction. Ilsa looks at you, back at Mary. Ilsa looks at you, back at Mary.

Mistress Marisa's Estate Pt. 19

bdsm keptsissy 2018-11-25

My head starts to move up and down on his large semi erect cock, feel it swell to full erection in my mouth. I feel him pull my face up, feel him pull my mouth roughly off of his cock by the sides of my head. He stares down at me, can feel his eyes on me, he sees my lipstick all over his hard on. He closes his eyes, starts to pump slightly, takes his hand off my head. He moves my head, uses it to masturbate, face fucks me while he moves my mouth up and down on him. Three more little spurts, then drips, I feel him push my head off and away from him.

Mistress Marisa's Estate Pt. 29

bdsm keptsissy 2018-11-25

All black, I instantly feel my little penis stir, let out of its cage as you restrained me over the whipping horse. I get instantly hard when I see you like this, can feel my little thing start to stand up slightly inside of my panties. I hear you laugh, feel you run your finger over the head of my little thing, toy with the hole and then pull your hand away. I feel his tongue enter me, hear him cry and scream around it as it slides into my tight little hole. I feel his tongue pull out of me as he sobs, face secured to my rear.

Mistress Marisa's Estate Pt. 18

bdsm keptsissy 2018-11-25

You watch her face as the index and third finger of your right hand go to the outer lips of her pussy, spreading them. You push up hard, raising her up slightly on her toes, high heels slightly off the floor and standing on her toes as you stab up into her ass with your extended middle finger. The other serving bitches can keep them in drinks if you want to make a show of Princess." I felt my penis shrink in its harness, didn't' dare look at you, kept busy serving drinks to your lady guests. Say anything else to one of your lady guests and I'd be pulled from serving duty and whipped, punished, put into my cage for the rest of the evening.

Mistress Marisa's Estate Pt. 36

bdsm keptsissy 2018-11-24

I feel your middle finger go up into my cheeks, probing, searching, you are looking for my tight little hole. "I think a couple of hours in your little bitch cage would be appropriate for your dirty thoughts, that little penis or yours chained up high and tight to the back bar. I feel your crop across my rear several more times as I crawl quickly toward my punishment cage. "The thought of you thinking about kissing me, fucking me like a real man, putting your hands all over me like my lover does...indeed! I can think of nothing but making you happy, pleasing the man you will give me too later tonight, being the best sissy girl he's ever had.

Mistress Marisa's Estate Pt. 24

bdsm keptsissy 2018-11-24

You tell me how happy you are that I don't look any of the office girls in the eye. You tell me that you've instructed your staff to have do any menial thing they need done, 'Feel free to use him while he's in the office.' You tell me that two of the women in legal know about me, what you do with me when others are not around. You are covered with his cum, can feel yourself drip slightly as you sit in the booth. I watch as the two of you laugh, flirt, talk, lose yourselves in each other as you sit at the bar for the next two hours.

Mistress Marisa's Estate Pt. 25

bdsm keptsissy 2018-11-21

I feel his huge erection held with his hand and pushed up between my rear cheeks. He ignores it all, starts to fuck holding my cheeks tight. I see you walk away, hear you move down the hall as he ignores you, as he fucks me intently. When he cums fifteen minutes later I feel him pull himself out of me roughly. "You ever not address me as 'Sir' again and I'll not only fuck you like the bitch you are I'll beat your ass so bad you won't sit for a month. I feel him pull his cock back and forth across my lips, tears streaming down my face.

Mistress Marisa's Estate Pt. 31

bdsm keptsissy 2018-11-20

As soon as the two of you enter the room I hear Barbara's girl like chirpy voice. "You know Barbara, when you find a good little bitch it doesn't matter whether or not it's a boy or a girl." I like, as you do, sobbing little bitches that know their place. Mary looks at you quickly, hesitant to do as Barbara says. If I liked girls I'd want that butt pushed into my face." She giggles as only Barbara does, little girl like. First time this bitch went down on me I knew what she was, what she is, my very first real live 'yes, ma'am' slave girl. Barbara looks at you smiles, then to Mary.

Mistress Marisa's Estate Pt. 35

bdsm keptsissy 2018-11-18

My girly little high heel ankle boots flailing in the air, up on my knees with my chest and face to the table below me, my heavy breathing and moaning is almost lady-like. I push my little erection up against the inside of my panties, fight with my knees to hold the pillow up high between them. I feel your warm hand caress and push my rear down firmly onto the pillow. You look back down at me as he pats your rear end and moves away toward the bar at the back of the room. "I'm going to come by and say goodbye before I leave tonight but for now I'd like you to go to the back of the room with the rest of the little pets by the back wall.

A Severe Paddling

bdsm keptsissy 2018-11-16

His rock hard fully engorged 10" cock bounces in front of him as he removes his finger from inside my cheeks, wipes it up the back of my balls and moves to select a paddle from the wall of spanking and whipping tools. I'd been seeing him for only a couple of weeks when he pulled the condom from his hard on, the condom I insisted he use for both fucking me and using my mouth, and took the belt from his pants and doubled it up and just whipped me. Then five more times fast, the last hits my balls so hard I feel like I will pass out.

Mistress Marisa's Estate Pt. 08

bdsm keptsissy 2018-11-14

Stretched so tight, that alone is extremely painful, stretched to the furthest ankle and wrist restraint eye-hooks on the legs of the wooden whipping horse, naked in only locking cock cage and held tight, feel two more blows. You start thinking with your big head instead of this tiny little insignificant one...", your slap my soft penis hard, send me into dancing from foot to foot spasm, "...and maybe I'd touch it more the way we both know you love." "And you wanted me to touch that little thing with it, right?" You copy my every move away from you, follow me as I try to turn, hear you shout out the words 'I-WILL-NOT-LEAVE-MY-MISTRESSES-PANTIES-ON-THE-FLOOR...' each word a crack of the whip across my soft penis.

Mistress Marisa's Estate Pt. 07

bdsm keptsissy 2018-11-13

I feel you hold me in place by my butt, your hand on my penis starts to pump faster, drives me to a rock hard little erection. I hear you laugh softly, smile back at me in the mirror, just watch as I cum in you. Fucks my ass for over an hour like that if he wants before he cums. You put your hands on your knees, bend slightly forward, push your butt back into my face, your slightly squating, feel your little hole tighten on my tongue, feel you tighten on my finger. After half an hour of using my face and tongue to fuck your ass you cum hard again, finish and push me away. I feel my little penis start to get hard in my hand.

Mistress Marisa's Estate Pt. 21

bdsm keptsissy 2018-11-13

I see the box on your table, remember it on the floor as you brought it in, almost threw it to the floor sneering at me, had to pick it up yourself, remember the crop brought up between my legs fast and hard, thighs whipped, remember it snapping against my little balls, whipping up over my rear. A drop-down door closes into a tiny hole that holds my balls and penis on the outside of the cage, holds it all in place very tight. Kind of like you fucking me a little while ago, I know you want to cum, baby. I feel my balls held by the cage door behind me as I stare at the dangling cum filled condoms.

Mistress Marisa's Estate Pt. 34

bdsm keptsissy 2018-11-12

"Gone one fucking night and you can't control yourself. Was I right the other day when I said you needed a diaper, said you have no self-control? I hear you enter the room as I hold the chain in place firmly. "Last chance little girl, do you have to go to the bathroom?" You lean down and take the chain from my hand, hear me whimper as you pull it up just enough to make it hurt a little more, make me wince. Or do you want me to trust you to be a big girl while you clean? Come home and find out that you shit yourself, made a mess in your clean cage, pee all over the floor of it.

Sissyboy Jake Is Harshly Used - Part 2

bdsm culotte_de_dentelle 2018-11-12

Karl was laughing and talking with Rashid about how nice and tight my ass felt, how I compared to the last few sissy-boys he'd brought down here. you took my ass cherry." I choked on the words, I'd never thought of it that way and I wasn't sure how I felt about it. The girl next to him, a tall, dark haired hooker who looked to be in her middle twenties, gave him a kiss and said, "I think she's new." "Yeah, come on, Rashid, let's get this show on the road," one of the others - the black one - said. The cocks in my hand were only mostly-stiff, I could tell they were waiting for their turn at my warm mouth.

sissyboy jake is harshly used - part 1

bdsm culotte_de_dentelle 2018-11-11

At the same time, Rashid's hand came up between my legs, the two mounds of his palm expertly finding and crushing my balls. My right hand went up the inside of his thigh and I saw his cock start to move. He slapped me hard and growled, "don't scratch my ass, you cunt!" I shook my head and cried, feeling the tears running down my cheeks and neck. I'd lost track of Rashid's hand until I felt his fingers slide up my ass. Karl rammed his cock into my mouth again and Rashid tried to push into my ass. He opened my cheeks and slid his cock into my ass, burying himself deep in me with a single stroke.

Mistress Marisa's Estate Pt. 22

bdsm keptsissy 2018-11-10

My little penis is locked in a tight and confining cock harness and it is clearly visible in front of me for all the ladies to see. I feel the lady nearest to you take my cock cage in her hand. I feel you take my arm, pull me to you away for the lady holding my cock penis restraint. "Don't you look away, princess, show the ladies your pretty face. You laugh as you hand me the CB-6000 cock harness you took off of me while the ladies watched. But enough of the amusing little show, girls, let's talk about serious matters. I know you've never seen anything like the breeding party I put on with my little bitches."

Mistress Marisa's Estate Pt. 28

bdsm keptsissy 2018-11-08

"Marisa, you know you could just jack me off, let me cum in your mouth or onto the floor, it would have the same effect." You like it when I cum in your mouth." "And to see you fuck this little sissy boy of mine, mmmmm, can't tell you how wet that gets me, honey." The condom flies off onto the floor as he picks me up from under my arms, his huge hands in my arm pits, and positions me with my head over the edge of the bed. I feel his hand close in my hair, holding my head hard from up underneath. Gurgling sound, whimpering, crying, slightly choking, he fucks my mouth.

Mistress Marisa's Estate Pt. 32

bdsm keptsissy 2018-11-06

"Marisa, you are something else." She laughs quietly, turns to Mary. The men in the room are on the edge of their seats with keen interest in the well-dressed older cougar-like and beautiful woman standing before them. Mary looks to you, face bright red, feels the sting of your hand. You know that first hand, little girl." Serving tray in my hands, my eyes to the floor, I see my mother wiggle back into her dress, zip it quickly. Just as quickly I turn and hurry to fill the drink requests before serving lunch in the dining room with Niki and Trevor, your other slave boys that will serve your guests at today's luncheon. The lady that said she'd fuck Mary looks on.

Mistress Marisa's Estate Pt. 26

bdsm keptsissy 2018-11-06

An array of paddles, crops, belts, butt-plugs, etc., on shelves and in cabinets, this is a very real punishment room for the most errant of little bitches...and at times for your amusement. Bring the paddle down so swift and hard, the loud 'CRACK' sound across my naked bottom resounds off the mirrored walls, ten times. I see my tears all over the white board shining up at me, see some of the letters run slightly with my tears, 'SEXUAL INDISCRETION, FLIRTING' still clearly mocking me, looking up at me, glaring up at me...know in my heart of hearts I would never betray my Mistress, would only be her devoted little bitch.

Mistress Marisa's Estate Pt. 13

bdsm keptsissy 2018-11-01

You know I always take good care of your little pets, Marisa. He looks down at me as I'm led down the hall to a glory hole station at this club only the select few know about and frequent. I feel him pull his semi soft and wet cock back out of my mouth, yanks if free and I see it disappear back through the hole it poked out of. I feel my little penis strain at its locked harness as I fantasize you watching me on your cell phone, watching me do this dirty act, one of the hundreds of dirty things I do to please and worship you as your slave.

Mistress Marisa's Estate Pt. 23

bdsm keptsissy 2018-10-31

And seeing Princess while we both played with him at home, seeing him cry, I can't tell you, I just can't tell you...", she looks around the room, leans in very close, "...we fucked like rabbits. I wanted to talk with Princess, let Charles hear. Took his soft dick and his balls all at once into my mouth, like a baby, Marisa, like a baby, I never knew it could be hot to go down on a soft little thing like that. After that we had drinks, Charles and I, Princess kneeling at the edge of the bed ready to do as told, holding a tray we put our glasses on.