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sissydonna: shemalehypnosis: I want to be doing this right now but Im working on something for you sissies. Where Boys Will Be Girls
gaynnylons: likelickvid: packed and popping over before heading off to work Such pretty & delicate Sissy panties :-)
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…
secretfemboy: femboyhypnosis: You should be working out a lot to make your body skinny like a fuck doll. Like the boi in the Sissy Thanksgiving ;)
greedsnotbad: luckied: greedsnotbad: luckied: I’m sorry - I can’t hear yoooooouuuuuuu. come ere sissy boy Bring it on, bitch! Tch tch those wont work Try me.
greedsnotbad: luckied: greedsnotbad: luckied: greedsnotbad: luckied: I’m sorry - I can’t hear yoooooouuuuuuu. come ere sissy boy Bring it on, bitch! Tch tch those wont work Try me. Shoot me Don’t tease me! I’m going
cockdrunk:So I’ve re-uploaded all of my captioned pics to IMGBabes now, they toss me a few bucks a day which helps me out.Now I’m finally back to making new captions! Hurray!I also have a non-website but sissy-related project in the works that I should
fathernight: All things to work for sissies. Become a gurl and get a Daddy to use you the right way. Become His whore.
angelina-sissy: estherswallows: castratedsissyforbigblackbull:slut4bbcdaddy:Yes Get to work white boys. so much I need to be marked by a Black Daddy~
assonlymasturbation: long-live-anal: PART1 AnalAngels AdrianaChechick AssFisting PART1 - PART2 Work those whore holes sissy slut.
New archaeological work at Sissi examines Minoan complex
kitty-clitty: Feminization isn’t a goalpost, you don’t cross a yard line and spike a football. It’s a lifestyle, you’re never done feminizing, your sissy body is always a work in process to become more visually appealing to dominant men and women.
Me: “Relax sissy…let my magic fingers get to work.” Me: “Feels gooood…don’t it?” Blossom: “You, weirdo!” *giggles*
bbcforlife: gjglen96: Just wondering how many sissies are left almost blushing or horny when they receive an instant message on their phone when at work or with their family, their wife or girlfriend. Especially when the include pictures, do you reply
myblackmaster: ellemesen: There has been some scepticism expressed in the press about the effectiveness of Sissywhite. Reblog if you are willing to participate in trials to prove it really works. Participants must be cum guzzling little sissies prepared
sissygirlj: I completely missed locktober (I know, I’m a bad sissy, I’ve just been busy with work and life) and that bummed me out, SOOOOOO I decided start a new session with the initial ending date falling squarely on new year’s day! That means
dumbsissyfag: faggotlover:Mr C LOVES the dangling ball sack as Daddy works on that tight bum-hole with his erect cock. A Faggot who knows his true calling…:) Smallclitsissy@ymail.com #Sissy #Faggot #CumDump in West Sussex england
sissygirlytiffany: totally exposed , reblog let everyone know where this sissy slut works
hakuru15: Really need to start working on some new makeup #crossdressing #crossdress #sissy #genderbend #wig #makeup #Asian #femboy #sissytime #selfie #selfietime #punk #cd
exposed-sissies: My exposingchallenge is working well. My first name is allready public. But I need just 140 followers more in order to exposing my family name! So please share and reblogg!!! http://slavegirlsara.tumblr.com/CHALLENGE
lustomic: I think these two sissy whores are ready to start working the street corner now.
trans-amee: Some more pictures of my sissy ass getting satisfied with my rubber cock on my fucking machine!!I’d love to have a few volunteer operators that could work my ass with a machine, while I suck on a real cock!
jaynelovesdick: kaylynnx1: Becoming a sissy it really is that simple but we are all on different paths we are all different that is why you need to ask the three questions so you know what will work for you what can i do to feel more sexy? what can
chastepantyboy: tenaciouscomputercoffee said:Hi! First of all, i’d like to say a big thank you for your work! I really enjoy it! Second, could you make a caption with these themes: became a caged 4inched sissy cause the envy for normal sized penis
degradedsissy1: It’s so hard to pretend to me a man, when this is what’s going on under the men’s outer clothing you wear to deceive the world that you’re a man. Beneath the well cut business suit, or the work clothes, is a sissy wearing sheer,
girly-is-best: SISSY GIRLS WHO HAVE ALREADY ACQUIRED THEIR DREAMIt’s moments like these that make all the hard work into transitioning worth it. You feel weak and submissive yet protected and sexy as your man, looking sexy in his suit, has his eyes
vancouverhypno:A good sissy is constantly working to have her hole loaded up.
love-being-a-bareblacked-sissy: kimmie-cumslut: ❤️ Find more of my captions at kimmie-cumslut.tumblr ❤️ 💖 Check out my Patreon! 💖 MMmmmm Yep that’s how it works :)
cuckiedrew: 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
chien-cl: A sissy cuckold for breakfast.Mistress Annabelle uses her cuckold for her own pleasure. The poor cuckold has been doing some work for Mistress Annabelle. He has spent the last week watching the coming and goings of the Mistress’s bulls. Today
mistressofsissies: How long a shift do you want to work, Sissy Whore?
sissyowner: sissy4alphamales: It works 😉 Repeat it sissy
shemalparis: cross-dress-or-die: sissy-boi-e: seems like such a waste when there are eager little cum dump sluts who would gladly put in the work for such a tasty looking load. More like a waste when I have a perfectly good hole that needs filling
wyckedjasmine: Look what this cute but pathetic little sissy sent to me…I give him top kudos for the sexy and lacy garter and stocking…but his little cock amuses me! I wonder if he is working in an office near you with that on underneath! Submitted
anonnonaus:Mistress had fun dressing me up for work today Let me hear your sissy confessions! —Fill my inbox
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
kinkyguy1964: tenvols9: rosiepalm: queer-4-futa: “Down on your knees, sissy! Get to work!” Yes Mistress…:) Yes I’m going to eat my cum our Mistress Wow.. she’s stunning
sissymissytv: 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
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 hard time charging for this but
sissymade: It appears the subliminal sissy files Master played while his roommate slept worked as advertised. The poor boy never stood a chance.” *giggle*
handsfree-cum: sluttyboinextdoor: Working on my sissygasms. As you can tell, this one felt amazing, nothing makes a sissy feel happier then bouncing on some hard cock ( or dildo) kik me! Sammyboi06 Nice squirts!
trannytracker: Video no. 5 of hot Megan Sissy check: - Has a big bulge in her pants: Check- Easily deep throat her dildo: Check- Enjoys working her tight teen butt: Check
cockdrunk: Daddy works so hard for you, this is the best way to repay him. Follow me at cockdrunk.tumblr.com and @sissycaps Good sissies reblog CockDrunk ;)
gemmgqsprettysissies: A Sissy Maid’s work is never done.
sissiesatwork: Excellent work in preparing himself as a sissy
ppsperv: Follow my tumblr—> Pretty Pink Sissy Perv spermopijka-dupodajka: Daddy works hard, you must relieve his stress as soon as he walks through the door.
kerriluvscum: It seems impossible, but u can take this cock and even bigger ones, gurls!!! That sissy cunt will amaze u with its ability to accommodate monster cocks. It doesn’t come easy. U have to work that pussy every day. Inserting bigger and bigger
sissiesatwork: Working on a Japanese sissy!!
poly-qos-bdsm-cpl: I use my cuckold sissy slaves tongue on average 4-5 times a day to lick my asshole…. to freshen it, toilet tongue cleaning duties and sweatty post home from work and post workout cleaning! Licking of my pussy is only under my direct
hardcock4sissies: Edge him gently with your tongue, work his cock good sissy
leras-sissy-slut: When I was younger I worked at this Pizza Hut. The manager was this older guy who was kind of a jerk. I’d always end up closing down the restaurant with him. He used to make jokes about how good I looked on my knees while I was
mandatorycandy:sissystable:Sissy StableIn the real world, “Forced Feminization” is as common as “Forced Astronaut Training”. The people who do it want it and work very hard for themselves. The people who are there to encourage and support them
kcscuckyboi: Kneeling with an open mouth and a growling belly, jean waits for the load she worked so hard to make spew. Sperm, cum, protein lunch, its all this cock-sucking sissy cares about. And its all that makes jean feel alive. Sir
sissytrainerblog: An essential part of sissies duties is sucking me off before work
cutoffmytinycock: marked4bbc: Your sissy son got a summer job at the new Black Only Golf Course. I wanna work there!!
hungdaddyforsissies: Are you a sissy that wants a daddy? Follow me! Everyday before and after work