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makeup-stained-pillowcase: “Forced Chastity”; requested by, like, a million people.I took my Sissy’s little cock out of its cage and worked it right to the point of orgasm. I wish you could have seen the look on his pathetic face when he realised
sissyhannahxxx: as requested (like an hour ago, i work fast. when im horny you can get me to do anything) a set of me spreading my sissy cheeks open for mr anonymous to see what he’d like to slip his big thick dick into :p
A Brown Bat got into the Garden Shop at work, and all my other coworkers are little sissy babies. They asked me to take care of it, and after much cajoling, it landed on a box where I was able to catch it with a Halloween costume and let it outside. Brown
Enjoy a new caption story! At its inception, this was supposed to be a tribute to Sissy Trainer’s “Pink Slipped”, but as I wrote it, I sort of got carried away. It’s a pretty long story, but I think it’s a really solid piece of work. I’m
pattiespics: Bra & Panties I wore to work on May 17th. What did you wear? You can peek at more of Pattie’s Panties, Bras and Sissy Dick here:http://pattiespics.tumblr.com/
exposedsissycockwhore: Me, your host. Exposing myself just like all the other Sissy Faggots on my Tumblr. I already have a coworker that knows my secret and I desperately service hoping he will keep it won’t be known everywhere at work. 510 Area
wyckedjasmine: Love my sissy…taking the impaler chastity for the day, his key secure on his Goddesses angle at work all day!
auntiesuz:Looks like that vibrating plug is working out quite nicely… and be damned, those bells on the cage is such a cute added touch…. you will never lose this caged sissy in a crowd…hehehe
mistressaliceinbondageland: Do sissies need obedience training? Does femdom behavior modification work? Stephanie gave me the keys to her chastity device but that does NOT mean we have to unlock her! She has a slutty, talkative mouth so I start with
mistressaliceinbondageland: Do sissies need obedience training? Does femdom behavior modification work? Stephanie gave me the keys to her chastity device but that does NOT mean we have to unlock her! She has a slutty, talkative mouth so I start with a
katycat2009: Im a Sissy Slut! Well not yet but im working on it.
misstresskeykeeper23: twistedsissy: shemuses-world: pidaras duhh Working on it hes such a little sissy and loves it
ppsperv: mistressdaphnismaids: sissysamantha324: admitimasissyforbbc: Oh god If I could do this for my job everyday I’d leave my work in a second!!! Sissy maid service Clean your house and service you in anyway you want me to. Gosh I’d have a
spankednlovinit: As requested… close ups of sissy’s jailbird with countersunk security screw. Mature Metal did a fantastic job of creating the cage and the security screw works well. No padlock rattling about or sticking into one’s leg. No rattling.
This is me %100. Love beening a working sissy CUM DUMP
Good sissies always practice when not working a cock or two in her mouth
madbat061: gaggedhard: embraceyournature: This is a must have for any occasion on which you entertain guests. 🐺 I wish this was me. Great spot for a sissy lookin for work
sissytrainerblog: sissyboicharlie: Iam ready to be put to work!! sissyjanbetsy: daddyssissiesfordestruction: Today’s theme… Get your whore ass out on the streets and make Daddy some money. I’ll do that! I love the sissies on the street corner.
haydenssissysubbottomplaypen: The hormones and hypnosis are working. The transformation is almost complete. Soon the cage will not be necessary. I will be broken and happy to serve him as his sissy. I’d love for this to be a permanent thing
yoursissygirl: work those COCKS Sissy
verysissycaptions:You rented your first apartment so you could finally dress as a sissy as freely as you wanted. You got home from work and got dresses as your alter ego - Tiffany. You decided to order a pizza and waited for the pizza guy. You heard a
dadslittleboi: I love when daddy comes home from work and shoots his load into my sissy hole <3
jackiefucher: sissy-stable: and this is life as it should be, no ? ME NEXT, I promise to be work hard to a complete cumdump crazed bimbo slut. My body will be your property to mark as yours. I’ll moan with desire as I see your hard cock thrust at
ashleyleesissyblog: tgcaption: I was so nervous and excited.d; #sissies Source (pantyslut559) It was my moms panty drawer for me. I wore them while she worked. She found out when she found a pair in my room.
cumslutkat: sissykrissie: Yes yes o did I say yes. It does not have to be in a hotel. Car, Alley will work just fine for this sissy slut Why does it turn me on twice as much when they take me somewhere trashy to breed #slutlife
sissykrissie: Yes yes o did I say yes. It does not have to be in a hotel. Car, Alley will work just fine for this sissy slut
wannabeasissyhousewife: indbutt: sissy-bimbo-candice: yeahwatsup: promiscuousgurlyboi: blkmasterdaddy4sissies: Working gurls all of the above is good with me! hottt! Yes Need a daddy to rule me I am going to meet up with a Mistress tomorrow
trans-sissy-wants-2b-female: feminizationfantasymtf: Male to female transformation. You want this and so much more….. Become a woman and feminize your mind to the point of no return Once you start to feminize there is no way back. I’m working
lbmgf: Wearing a pink thong to work may not seem like a big deal at first, but then you find yourself distracted all daywondering if your shirt is un-tucked.Sissy Problems…
princesscumslutkatie:Not every sissy is born a slut, some have to work hard at it!
cdcarly: Secretly meeting up with Daddy Sissy gets very anxious every time she receives an anonymous email at work. Always checking to make sure no one’s around she opens it, dreading its content. She catches a glimp of the lingerie the girl in the
sissychloe: midwestsissydreams: Can we get some love for the secret sissies? The ones that aren’t trans. The ones that aren’t even passable. The ones that you’d never suspect if you passed them on the street. The ones that work normal jobs but
youngsissyboy4man: How a sissy orgasm works and how I like to cum!!!!
calaracd: That’s better work it sissy
gellis62: submissive-sissy-slutty-princess: heatherslut: paradisepleasure: I wish for perfection Working on it yes please do THAT IS SO TRUE FOR ME
rdy4rbr: slavecaps: slave captions chastity sissy bodymod body mod breasts heels highheels bdsm transgender transvestite trans mistress owned submissive submission domination cuffs manacles breast implants Tried this, great lock, works like a charm
bi-sissy: thebimbochaser: Hooker fashion. I wear a similiar Outfit tonight, hope it works …
jessicafappit: What do you think about my all natural tgirl body? Are you proud of me Daddy? I work so hard for you.You can just barely make out my sissy parts in most of my pics, but in this video I think you can see them a little more clearly. You
jessicafappit: What do you think of my fit little bunny body daddy? Does it look good? I’ve worked so hard to be a pretty little sissy slut. You can barely tell I was born a boy now. All those injections I’ve been taking have paid off! Every month
jaynelovesdick: and love makeupand love to look as sexy as possible to make men cum for us I love working towards my own version of sissy Barbie *giggle*
wsta4all: Family Team work is an examination requirement before any White Slut/Sissy Training Academy Student can graduate to public ritual whoreship….lol
tiffanyann69: go4metoo: My boss and I went out of town for work and he well you see what he’s going to be doing to me for the next two weeks mmmm I LOVE going out of town♥♥♥♥♥ Yessssss, fuck my sissy cunt 💖💖💖💖💖💖💖💖💖💖💖💖💖💖
makeup-stained-pillowcase: It was close, but it looks like most of you thought the sissy deserved to be milked. Shame. I worked his pathetic little clitty mercilessly while I fucked his face with my dripping pussy. It didn’t take long until I felt
sissysherry69: kulleke: sissych4n: Hello Sissies, just wanted to give you an update. Beta is coming next week! Also, here’s a little sneak preview ;):gobadlands.io/users/sissych4nWhat is Badlands?I’ve been working together with www.gobadlands.io to
sissychloe: pretty-when-he-kneels: Good sissy. Oh wow, nice! ❤️😍❤️😍❤️ How does that work?
daddywantssissys: Exactly - let yourself be bred. Let Daddy have his way with you. It’ll all work out better in the long run once your body absorbs his seed and makes you more of a Sissy.
sissysluttynikki: ABOUT TIME - As Master’s sissy maid, cleaning can be hard. He goes to work, you’re left alone. You’ve spent all day cleaning his house. Now he comes home and you’re left with one final task. He strips and walks up to you. It’s
63 Sissies, pay attention!! 26! I need to work on raising that score! ;-) 63
petticoatedqueen: cuckold-sissy-devot: Nice You used to have a wife….. and even had children But that didn’t really work out … can’t imagine why You still love women …. but for some reason you now have a boyfriend …. and you sleep with
submissive-sissy-slut: Wish this was me. Dressed up like a slut working a cock in a glory hole whole being filmed.
dionnespet: Hard working sissy.
melodiousramblings: YamiMarik, for my sissy, who’s been having the shittiest day. I sketched this all during choir, anytime our director was working with another section, and during break and I finished re-outlining it just now to darken the lines.
courtneyisasissy: Am calling in sick to work Monday, will dress as a sissy slut to suck cock at local the adult theater, my kinda gf has no idea. Not that she probably cares, she has not let me fuck her since Jan 2009 and sleeps in the master bedroom
