ValerieCarlsonValerieCarlson
TransLauraTSTransLauraTS
AthenaGrayTSAthenaGrayTS
TiaraGrandeTiaraGrande
ShelandWilliamsShelandWilliams
Hostess_AmaraTSHostess_AmaraTS
tsfuckqueen69tsfuckqueen69
Swipe to see who's online now!

Stupid Sissy Maid Ch. 02

Story Info
My new masters have some friends over.
1.6k words
4.63
9.6k
11

Part 2 of the 2 part series

Updated 07/31/2023
Created 07/26/2023
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

This story contains scenes of forced feminization, bondage, rough sex and humiliation. All sex acts described are consensual role-play between friends.

For what seemed like hours I waited helplessly bound to the saw horse, thinking about what was happening to me. I was now the property of my very cruel Master and Mistress, and there was absolutely nothing I could do about it.

I struggled with my binds, although I knew they wouldn't come free. After a while I peed myself, soaking my panties. I waited and waited, wondering what came next.

Finally I heard the door open, and heard heels clicking on the floor. "It peed it's panties." She said, sounding disgusted.

"Pathetic." Master said.

Mistress stepped into view, holding a wine glass that had a smear of her red lipstick around the top, looking at me with an amused smile, and a sadistic gleam in her eyes. "Peeing your panties is a serious offense!" She said, "I think you deserve a little more punishment for that!"

"Definitely." Master agreed, then I felt his paddle across my backside. I squirmed in pain as he delivered five hard swats to my already sore ass. Mistress watched, showing absolutely no sympathy.

"You're lucky we don't have more time, or we would punish you properly." She said, "But, we have a few guests coming over, and you have work to do."

Master uncuffed me, and led me to a shower. After I washed and shaved, I followed him to a small room, that contained a cot, a table and a mirror. Mistress handed me a make-up bag and instructed me to make myself presentable. I put on the make-up as I had been taught, then Master handed me my uniform, and told me to dress. I put on the black, lacy crotchless panties, a little black and white frilly skirt that covered absolutely nothing, a black and white top that exposed my stomach and white thigh high fishnets. Six inch heels completed my outfit.

"Not bad." Master said, inspecting me. He groped my bottom and fondled my cage. Then he led me out to the room with the bar, where I saw two men and a woman sitting on a couch. One of the men was a very muscular white man, with a beard and a shaved head. The other was a lean athletic black man, clean cut with short cropped hair. The woman was a redhead, in her early thirties and she wore only stockings and a collar.

"Well, who is this?" The white guy asked, looking me over with a grin.

"This is our new sissy maid." Mistress said. "We just bought it. It seems stupid, but we will get it properly trained." She introduced the black guy as Sir P, and the white guy as Sir R. The submissive woman was introduced as Zoe.

"Why are you not fetching them drinks yet?" Master said, slapping me on the ass. "Sorry, it's quite slow."

They two men gave me their drink orders, and I hurried off to fetch them. The woman didn't get a drink.

Master removed my ball gag, and Mistress said, "Get down there and eat that sluts pussy, cunt. Hurry up now, the men are horny."

I quickly dropped to my knees, and Zoe spread her legs, exposing her tight, bald, pink pussy. I went to work licking it, and she quickly became wet. "That's a good bitch. Get it all ready for the boys." Master said, over Zoe's moans.

"Is she wet?" Mistress asked.

Sir R slid a finger inside of Zoe's pussy, and said, "Oh yeah!"

"Good." Mistress replied. "I want that whore first. I hope you boys don't mind."

"Not at all!" Sir R replied.

Master pulled my leash and moved me away from Zoe. I could see Mistress was now wearing an eight inch strap on. She took Zoe's leash, and took her into the dungeon, and shoved her onto the bed. Master ordered me to my knees, and cuffed my hands behind my back. Mistress situated Zoe on all fours, and then roughly penetrated her with the toy. Sir P amd Sir R undressed, then they both put very large cocks in front of my face. I knew what I was supposed to do, and put Sir P's meat in my mouth. It was at least nine inches, and very thick. After sucking him for a bit, I throated Sir R. He was very long, also about eight or nine inches, but not quite as thick as Sir P.

"Yeah, suck that cock sissy faggot." Sir R hissed, ramming himself down my throat. "Get it nice and hard."

"Who's next?" Mistress asked, joining the men and shoving her wet dildo in my face. Sir R let her have my mouth. "Yeah, taste that sweet pussy, sissy. But that's all you get to do is taste it. You'll never get to use that pathetic dick of yours again."

The men laughed, and Sir R walked to the bed to take a turn on Zoe. Master now joined us, rubbing his cock on my face as I sucked Sir P. I could hear the redhead moaning loudly as Sir R had his way with her. After awhile Sir P left me, and took a turn on Zoe while Sir she sucked Sir R.

"Yeah, cunt, you wish that was you getting both of your holes fucked don't you?" Master asked, while he fucked my throat.

"Oh, poor sissy. It should have something in its pussy." Mistress said. She left and returned, with an inflatable ball that had a dildo mounted to it. Master helped me stand, then Mistress placed it under me, and got me wet. Then I lowered myself down on the ball, taking the dildo up my ass. "Now bounce. Show us how much you love dick!" Mistress instructed. I obeyed, and began riding the ball, sliding the dildo in and out of my wet hole.

"That's a good bitch!" Master said, feeding me his cock again. Mistress used her crop on my but while I bounced and sucked.

"Yes, very good." Mistress said. "Maybe if you're lucky one of these men will give you a real cock." Her and Master laughed, then Master left to take his turn on Zoe, who was now riding Sir P. I bounced and watched as Master got behind her, and entered her ass. She moaned and her face contorted as she struggled to take another cock. Sir R took her mouth, and she was now full of dick.

"Ride that dick bitch!" Mistress yelled, slapping me hard with the crop. "Ride it and watch that slut get fucked!" I bounced up and down watching the gangbang, while Mistress continued whipping my ass.

Sir R watched me while Zoe sucked him, then got up and came over to where I bounced on the toy. "I wanna fuck this now." He said, rubbing his dick on my face.

"Oh, well, it's your lucky day!" Mistress said. "See, I knew if you showed off your skills one of the boys might want to fuck you!"

Sir R led me to the swing, and fastened my cuffs to the chain, then pushed his cock up my wet hole. "Oh, shit, that's nice!" He said, looking down at me.

"Oh yeah, fuck that sissy cunt." Mistress said, slapping me in the face with her strap on. "Doesn't that feel good slut?"

"Oh yes!" I moaned, feeling Sir R slide around inside of me.

"Now thank sir for fucking you." Mistress ordered.

"Oh thank you sir!" I moaned. Sir R laughed and slowly fucked me deep while Mistress fondled my cage. "Oh that feels so good Sir!"

"You like that bitch?" Mistress asked.

"Oh yes Mistress!" I cried.

"Of course you do. You feel useful when a real man is fucking you don't you?"

"Yyyyyeeeeessss!"

Sir R started going faster. "That's right, beat it up stud." Mistress said. "Wreck that sissy cunt."

"Oh yeah, it's a hot piece of ass for sure!" Sir R said, now pounding away at me. Mistress reached under my skimpy top and pinched my nipples with her fingernails.

"Oh fuck!" I screamed, then erupted into a violent sissygasm. Everything spun and cum flowed from my caged dick.

"Well, look at that!" Mistress said. "My, you are a little sissy bitch aren't you?"

"Yes Mistress!" I whispered. Sir R fucked me a little longer, then went back to Zoe. Mistress got me out of the swing, and took me over to the bed. She took off her strap on, then laid down on her back.

"Lick my pussy slut. Do not stop until I tell you to." She instructed. I began licking her pussy, and I felt another dick inside of me. Within a few seconds, she screamed, and squirted in my face. After several orgasms, she told me to stop, and then just laid there. Master pulled me off the bed, and positioned me right beside where Sir P was fucking Zoe, who was now on her back. Soon all three men came, and I was told to lick her clean. Cum dripped from her ass and pussy, so I licked it all up. Then, I licked the men's cocks clean.

Everyone recovered and went back out to the bar, where I was put to work serving drinks. Eventually everyone left, and after cleaning up the bar I was locked in my room for the night.

The next morning, I was awakened to Master climbing on top of me, and sliding his cock into my well used pussy. He fucked me, then finished, and silently left the room, locking the door again, leaving me there feeling totally used.

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
2 Comments
AnonymousAnonymous9 months ago

Great start can’t wait for part 3!

Hope that cot gets some use and we find out about “ masturbation privileges”

AnonymousAnonymous9 months ago

Oh my God I am so jealous I would love to be the sissy maid in your place, my sissy clitty dribbled reading this story and I can't wait to read more please honey xxx Lucy Drinkmore-Semen

Share this Story

story rosa-blanca.ru

READ MORE OF THIS SERIES

Similar Stories

A Sissy Gets Hooked A Sissy gets deeper and deeper into her hooker fantasy.in Transgender & Crossdressers
White Dom Turned Sissy for BBC Alpha white man learns his inferiority to BBC.in Transgender & Crossdressers
A Sissy's Forced Gangbang Pt. 01 A sissy is turned into a gang bang cum slut for the night.in Transgender & Crossdressers
Making of Tina Ch. 01: Caught A story about forced feminization.in Transgender & Crossdressers
Straight to Sissy Ch. 01 A straight boy meets his new black Master.in Gay Male
More Stories


tsunadehim3Literotic BBW Daughter chapter 2 long lost mom incest sexstoriesmorganrunner14"porn stories"incest sucking dirty pussy through panty literotica মেয়েটি ছেলেটির মাল খেয়ে ফেলল বাংলা ফেমডম চটিLiterortica Love and incest at christmas lirotica master rubs my clit asstr "teaching class naked"chaotictemption nude video"family incest sex stories"The poor boy www.literotia.comhijab futanari eroticaMerry xmass with mom taboo sexstoriesTop 60 transexual juicy literotica storiesLiterotica Husband caught stealing yoguts at work so his boss uses his wifeliterotica wife pool "cum in me" heels Stormbringer literotica.comlitaroticaBabysitter in a chastity belt bondage literticaStudent put his teacher in a chastity belt bondage literticaNEIGHBOURLY SURPRISE CH. 06 PT. 05"sex stories.com"after father died indian son and mom literica/s/just-once-if-you-dont-mind-pt-02/comment/10904732/s/a-female-sailing-instructorpurple glans nurse eroticDisabled incest sex stories"free porn stories"Obssessed with my son incest storyfutanarilitroticablack woman at work invited my wife on a date to experience her feminine side/lesbianliteroticahalloween party bet literoicaSarahhawke sexstoriescfnm white gstring literoicaHot college sex in short shorts literotica"naked wives""free sex movies"muscle biceps stories bigtimmyliterpticahijab lesbians bdms sex stories"literotica incest"mother son made to love taboo sexstoriescuckqueeni.literoticaliterotica sucking sisters titsbdsm storis weekend at he cabinliterotica superpowers girlfriend"best blowjob"literotica spafeminized by friend literoticapurple glans nurse eroticStudent put his teacher in female chastity belt bondage literticaGiantess Kelly shrinks him she lowered him in the crotch of her pants and zips herself up" pantyless " "i.literotica"literoica"nipple torture"lyricsmaster drunkAmaka's sex story fuck me fuck me oh ah uh storynipple clit i.literotica aaahhhhe rears back then slams himself deep again literotica"bbw literotica"lyricsmaster sister mom rapeBending housemaid on the kitchen table and banging her lesbian literotic"literotica gay"mikking grandpa literotica"mom son incest stories"madisonlou AND literotica"literotica massage"literotica"fat cock""young taboo sex stories""mom literotica"marathi literotica अक्का"literotica audio"பூஜா - மேண்மக்கள்my tit hurt boss litertica