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chien-cl: CUM CLEANING SISSYMistress decided that from now on her husband will do what she says. The sissy husband agreed with this situation. The training began with a month in chastity for the sissy husband, who is already become sissy maid. Then Mistr

Ideal wedding situation. You’re getting drunk, while your grooms men take turns eating my pussy in the limousine.

sissysexysituations:Imagine yourself in this hot situation, sissy!

sissysexysituations:Imagine yourself in this hot situation, sissy!

sissysexysituations:Imagine yourself in this hot situation, sissy!

dream situation for any sissy…servicing a nice hard throbbing cock then immediately licking and servicing her mistress sweet ass….oh dear….

karlikunt: JUST LIKE EVERY OTHER THIRD GENDER SISSY, MS. KARLI KUNT LOVES THE PURE PLEASURE OF ALL OF THE SITUATIONS DESCRIBED ABOVE……. WHAT FEMME LITTLE SISSYBOI DOESN’T ????

Sissy situations

blackbulls-whitegirls-bliss: Being submissive, committing submissive actions, surrendering your will to be controlled by another individual, obeying their commands, having no say in a situation or not having your opinion matter, is not weakness. It

As I straddled my bed wearing my sisters tights and panties, my kinky older sister, also wearing her tights took me from behind with her strap on. I found the whole situation weird but at the same time truly exciting. My sister moaned along with me and

Humiliation: all closeted sissies crave it. Make sure to let everyone in your neighborhood aware of his new situation!

Jealousy: It’ll get you into all sorts of fun situations!

sissymelissa03: billfassel: ppsperv: “Now that my lipgloss is perfect can I smear it all over that guy’s cock? Please, I’ll touch it up afterward.” Follow my tumblr—> Pretty Pink Sissy Perv ALREADY! This is a similar situation

blackbeastandboibitches: A real man on discovering his pretty boi roomie dolled up like a hot slut would have taken advantage of the situation by making the sissy roomie his bitch. A boi like this, though, sees it as a chance to girl up himself. That’s

sexy-sissy-fun:i-want-to-be-a-girl: That seems like the easiest way, rather than have to explain your situation to every person from your past. (via TumbleOn )

gemmgqsprettysissies: The look on this sissy’s face tells you much she’s loving this situation.

Would you sissies every allow yourself to escape a situation such as this, given the opportunity? Or would you keep yourself as femme as possible for the rest of your days?Model: the ever swishy @sissypenelope

karlikunt: MS. KARLI KUNT WENT TO A “PROFESSIONAL” ONCE FOR COUNSELING REGARDING HER FEMININE TENDENCIES AND MS. KUNT ENDED UP IN PRETTY MUCH THE SAME SITUATION AS THIS SUBMISSIVE LITTLE SISSY FAIRY FAGGOT PUSSYBOI.

chien-cl: CUM CLEANING SISSYMistress decided that from now on her husband will do what she says. The sissy husband agreed with this situation. The training began with a month in chastity for the sissy husband, who is already become sissy maid. Then Mistr

gaycurioussissy: goingay86: sissy-nikki: sluttydani: mmmm not sure yet…we’ll see… Nope, not at all :) Nope gotta think of cock Doubtful, but I can’t remember a situation where a man or a cock wasn’t involved.

debbiebarua: isuckblkcock28314: i’m not passable and i’m limited by my family, job and financial situation. But the gurl that lives in my heart and soul tell me i’m a sissy that loves to worship Black Cock as my God Yes I Am !!!!!!!!!

kinkycouple30: Even this contains sissification in image I’ll post it, I’d like also love to be in this situation. Spread open, bound, waiting, humiliating but enjoyable. I think that this would work very well in many occasions: - Slave training:

feetanal: Angelina Crow - “Analizing Her Situation” - Handsonhardcore.com / DDFNetwork.com

karlikunt: nastykinkysissycumslut: MS. KARLI KUNT CAN RELATE TO EACH AND EVERYONE OF THESE SITUATIONS. MS. KUNT IS SUCH A COCKSUCKING, CUM-LOVING LITTLE SISSY FUCK-TOI THAT SHE CONSTANTLY CRAVES REAL MEN’S COCKS AND COCK CREAM. MS. KUNT FUCKS HERSELF

degradedsissy1: ottawasubcdslave: Storage I never cease to be amazed at the stupid sissies in these situations that struggle and moan in the futile belief that somehow it will improve their situation.That fact that it is dressed in women’s clothes

zombee2468: limpfemboidreams: Transform me into a cock loving sissy Train me for every situation Rent my pussy out to men using condom When transformation done pull off your pants and fuck my face like you hate me when you get bored you throw me

Sissy Situations and Caps

pussibutts: ppsperv: bigbootyboiiii: Sissy Situations Follow my tumblr—> Pretty Pink Sissy Perv! Wish Wish

txbottomboy: imjustheresoidontgetfined: top4dayzz: pussibutts: ppsperv: bigbootyboiiii: Sissy Situations Follow my tumblr—> Pretty Pink Sissy Perv! Wish Wish Yes yes yes I love fucking sissy sluts like this. Make me yours

shapeshifterbook: gemmgqsprettysissies: Letting Daddy take charge of the situation. It can’t be any other way if you’re a sissy. Sissy in service

britishsissyexposer: UK sissy slut Mathew Lovecock vs the machine: There is only one winner and it’s not Mathew! Such a sub sissy faggot loser, with all of your darkest degrading moments being spread around, long ago you had control of the situation,

gay-obedient-sissy: “Was wäre deine Ausrede, wenn Jemand deine Dildos finden würde? Ich meine, du hast keine Freundin oder One-Night Stands. Es wäre eine sehr peinliche Situation.“ Been there done that🙈

sissysexysituations:Imagine yourself in this hot situation, sissy!

chien-de-nadya: CUM CLEANING SISSYMistress decided that from now on her husband will do what she says. The sissy husband agreed with this situation. The training began with a month in chastity for the sissy husband, who is already become sissy maid.

ma-amsgoodboy: shoulda-put-a-lock-on-it: Perfectly situated. Simply stated. Her key will sit there. For the next month…. At least. I am Hers. The lock is Hers. The sissy clit is Hers. She will do as She please. I will do as She pleases. And W/we

sissyarielsaint: I have nearly 5k followers now and I’m ready to take this to the next level. I’d like to find a Daddy that’s into feminizing sissies near Chicago, Saint Louis, or Kansas City. Ideally it would eventually turn into a live in situation.

ppsperv: Follow my tumblr —-> Pretty Pink Sissy Perv! kerriluvscum: Its a win/win situation!!! xoxoxo Yes it does :) xxx

sweet-sissy-natalie: I had experienced such a situation and I would do it again *giggle*

bashfulsissyboi69: curvyslave4bbc: blondewifey: Perfect situation http://curvyslave4bbc.tumblr.com/ White Women are just Slaves For BIG BLACK COCK It’s not just white women-us sissy white faggots are slaves for the BBC, too.

joychastity: trapsecretnaomi: sissysexysituations: Imagine yourself in this hot situation, sissy! Yes yes! I want to be a good sissy for Daddy and Mistress :) Yes of course!

sissyforblackmegan: SISSY MEGAN NEVER WASTES BLACK MAN’S CUM I believe it’s disrespectful to ask a Black Daddy to use a condom. It is HIS choice. But If he does use one, it’s also disrespectful to let it go to waste. In this situation, he was pulling

Having two sissies is really the best situation for a daddy. That way one can clean daddies cum out of the other’s pussy before it drips onto the carpet.

sissyassgirl: GET SISSY. sissyassgirl.tumblr.com At first I could only picture this situation in my mind. Now I can stare at it and visualize my destiny while I dress up like a sissy slut. Source of original cock pic: Dawgs-xxx-bodyshop

sissysexysituations: Imagine yourself in this hot situation, sissy!

sissysexysituations: Imagine yourself in this hot situation, sissy!

sissysexysituations: Imagine yourself in this hot situation, sissy!

sissysexysituations: Imagine yourself in this hot situation, sissy!

sissysexysituations: Imagine yourself in this hot situation, sissy!

Sissy Situations

pussibutts: ppsperv: bigbootyboiiii: Sissy Situations Follow my tumblr—> Pretty Pink Sissy Perv! Wish Wish

Sissy Situations

couldbeherbbc:I picture her having a hard time walking in those heels, toppling forward, and having this happen as a result. Perfect sissy situation

sissy-queer-wannabe: sissy-beth-fun: how fun When our buddy David found out thew TRUTH about me and my brother (by CATCHING us when we were making out in GIRL’S clothes), he seemed pretty COOL with the situation. :-)

sissy-queer-wannabe: I want to be TIED UP in this situation, waiting to be PLAYED WITH. :-)

sissy-queer-wannabe: TIED TO THE BED as a PLAYTHING FOR ANOTHER SISSY QUEER. I would PAY to be in THIS situation. :-)

Sissy Situations and Caps

Sissy situations

pussibutts: ppsperv: bigbootyboiiii: Sissy Situations Follow my tumblr—> Pretty Pink Sissy Perv! Wish Wish

sissy-queer-wannabe: sissybimbodolly: Truly a dream situation to be put into. ESPECIALLY if that’s a REAL DICK instead of a strap on. ;-)

pussibutts: ppsperv: bigbootyboiiii: Sissy Situations Follow my tumblr—> Pretty Pink Sissy Perv! Wish Wish

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