Softcore and hardcore porn from Tumblr
search sissy regret on PinDuck or ClipFuck or XXX search
submit your pics
simplyepicurious: When I entered the room and saw the cane and the look on her face,  I regretted that I had agreed to dress up for her in sissy clothes.
well, rommmate? still regretting letting me living with you?
xxx
One step for all you wannabee sissy girls, get more girly underwear, you won’t regret it!
It’s time to break you, sissy.I’m going to make you regret giving me the keys to your chastity belt.
Sisters II: Always act like a real sissy girl or you’ll regret it.
Your Personal Maid: Help out a sissy boi today! believe me, you won’t regret it.
her-sissy-in-training: Do it! You won’t regret it
It is time to expose this sissy for all to see! Let her know what you think! I’m sure she is going to regret these pics!
Mistress had me tattooed and has planned more. Was hard to do this but love it and don’t regret it. Hard to hide sometimes. Can’t wait to get my Garters with pink bows attached to the chains. The bows will run all the way down to my knees so almost
Please oh please show everyone what a slutty sissy bitch I am in my red sequin dress! It has been weeks since I’ve been dolled up and I’m turned on as hell! I know I’ll regret sending these later when I’m less horny but it will be soooooo humiliating
Closet sissy slut. Please expose and humiliate me. Make me regret this.
I know I’ll regret this in the very near future.Humiliated-faggot-loser.tumblr.com
I chickened out the first time I got exposed here and I regret not embracing being a sissy slut for the world to see. It makes Princess happy to see you’re back and ready!
Make me regret exposing myself with no makeup or wig!
Princess is looking for obedient sissy slaves and cuckolds that really know what it takes to submit. I’m an expert at teasing and female domination so trust me you’ll never regret the things I’ll do to you… or with you. Submit to me now and
I’m so horny. I’m going to regret this in the morning!
Reblog, spread, humiliate, degrade and ruin me please. I BEG AND DARE YOU all to make me regret posting my pics so please expose me. Please I want to be spread all over and exposed!
Am I slutty enough yet? Will you make me regret this? Do I need to be humiliated further? Let’s have some fun and find out!
I can not stop exposing myself! Please make sure I regret this! Some info about me: Cumslut Connie. 20 yrs old. I love being blackmailed and humiliated by alpha men and dominant women.
slave2womyn: “Say another word without permission and you’ll regret it for a month.. Now get back to work.”
muslimsdestroychristianpussies: Your mother’s greatest regret was raising a sissy like you, so she reported both you and your father to the Christian Male Disposal Unit. She didn’t even wait until you were taken away for execution to start inviting
jenni-sissy: holly-smith97:This is where it all started for me and not that long ago. No regrets though as I love the new me
Never regret sucking a stranger’s cock that’s what sissies are supposed to do!
Even more importantly, sissies never regret getting big implants *giggle*
jaynelovesdick: I have never regretted my decision to live as a girlI have never regretted how much happier i am as a girlespecially now that i crave cock so muchsissydonna:sissy-maker: Sissy-Maker Where Boys become Girls Where Boys Will Be Girls
sissy-pussy-galore:You’ll be a sissy fag for life, but you won’t regret it.
mistressz:Has there ever been a sissy that regretted becoming the center of attention and the dream partner?__________________________You can reach me via mistress.z@hotmail.com orhttp://mistressz.tumblr.com
Slightly regretting taking these…will be another week before I’m allowed out :3
itssissysuzi: bitch-daddy: trap-futa-hq: One step for all you wannabee sissy girls, get more girly underwear, you won’t regret it! Tiny breasts and tiny cock allow for the skimpiest of outfits. Toon sissy
simplyepicurious: When I entered the room and saw the cane and the look on her face, I regretted that I had agreed to dress up for her in sissy clothes.
sissyu: At some point in our lives as a sissy, we struggle to accept what we are. We deny our urges. There are many reasons why we do this. Shame, fear, and regret are emotions that every sissy deals with at some point during our lives. There can be
daddyssissiesfordestruction: sissy submission…Here you go guys, fresh meat in Lebanon, MO. Make this slut regret asking to be exposed. Please expose this slut sir I’m looking for a dom to use me. Kik: Sexy_ieal I live in Lebanon, MO
sissy-joyce-exposed: Please make a tumblr to expose me on with my boypics.. also upload my boypics but also my videos to other pornsites and never delete them.. even when i begg you for it.. once i regret it i will come and do anything you want! But
xsissylindax:Sissy faggot Linda. Make her regret posting pics
sissy-stable: .. and you never regretted it, did you ???
There is often a period of regret after a sissy is locked by her superior. But that feeling fades with time as they slowly accept their new position in life…~ Subscribe to Sissy Princess on Patreon for original sissy content!
slutrobbie: ppsperv: tgirlcdlover: Yes I love cross dressing 😘❤ 🎀💄💋💕❤️Pretty Pink Sissy!❤️💕💋💄🎀 Totally without regret or turning back ❤❤❤❤it so much 💋💋 it’s not crossdressing if it’s who
sissyexpose92: Uk sissy for exposure This slut just won’t learn her lesson. Let’s make this bitch regret this submission! Enjoy, Reblog, Repeat.
lustmatissecaptions: Be the group’s sissy plaything. You won’t regret it.
sissyhungry4cum: akhkharuknightshade: sissydaphnelovescum: codime69: You know you want to faggots!!sissydaphnelovescum Yes sissy babies, you do know, message her, let her train you, you won’t regret leaving spank-bate behind for the real thing.
goacceptyourfate: I beg you to expose, spread, degrade and ruin me. Post me everywhere. Reddit, twitter, porn sites, Tumblr, sissy exposure, everywhere. Make me regret doing this and show me what a stupid sissy I am. I dare you to show me my place
sissyboyrika: sissy-hypno1: Let me train you, and you’ll never regret it Bailey Jay could possibly make me do anything!
lyndseygurl: tgirlinthemirror: time4kelcey: My Wife says this to me all the time. Let her make you over. You won’t regret it. Time for a buttplug and frilly sissy panties? Isn’t it always time for them?
joinchasis: You can become that bimbo you have always dreamed of - Start your transformation today - Let the CHASIS CORPORATION change your mind - You won’t regret it. 💖 Please support me on PATREON 💖 - OR Support all your favourite Sissy Creators
shadyprincesshideout: charleen69: sissyjessecrossdresser: sarahjmorgan32: becomingkate69: …. and I’ve no regrets….💋 Sissy Jesse Crossdresser Lovely and lucky I would love to look like her..if someone help dress me up close to that
zazanimations: 28 Weeks Latex - Under Pressure As The Cruel Dominatrix pumps the Sissy’s Inflatable butt-plug, she warns in a stern tone “If you squirm even a little bit you will regret it” Still trying to get the lighting just right for these shots.
whiteboi4cock:admitimasissyforbbc:karlisweetcunt: MS. KARLI KUNT REGRETS THAT SHE DIDN’T FULLY TRANSFORM INTO A BLACK COCK LOVING LITTLE COCKSUCKING SISSY CUM-SLUT FUCK DOLLY MUCH EARLIER IN LIFE….. AND …… MS. KUNT WANTS TO LET ALL YOUNG WHITE
cdsissyboi: susannasuckscock: Yes I willThat’s a promiseInbox me London xxx Any Daddy who does this for me will never regret it! I will be your sissy fuckdoll to dress and play with as you please!!
sissysandy20: I’m a sissy slut and I go by the name SissySandy20. I’d like to play the exposure game! I am so going to regret this in the morning, but I am too horny to care at the moment! I will reveal the information about myself on each line once
girlie-points:You might regret it later but in the heat of the moment what sissy could refuse a photo.
ultimate-nugget: I love letting strange men take photos of me while I’m being a whore, it makes me so horny but as soon as I cum I regret it, I came an hour ago but these men are still taking photos of me
cs-vali: sissy-pussy-galore:You’ll be a sissy fag for life, but you won’t regret it. @
newbie-sissy: I worry where tumblr is taking me 🤦🏻♀️🤦🏻♀️🙋🏻♀️❤️. Will I be on my knees being throatfucked rough as I asked but will it get to be too much and will I suddenly regret my life decisions?
chaste-sissy-slut: Every mistress locking her husband up for the first time should give him this offer. If he takes it without thinking first, he will soon find himself regretting his decision.
IDEK….. team RWBY on a mission in the emerald forest….. a steep hill comes up…. ruby plunges first bc shes too excite… yang freaks out thinking ruby’s gonna get hurt…. slides down after her…. regrets decision
queenleoniexx:I bet ya sissy you ain’t gonna regret putting on some sexy pretty panties on trust me sissy slut Mark at (574)-806-2745) Is A Want Be Sissy Bitch Boy Shower Toy My E mail Is markgenis@hotmail.com I Want to Be Raped Like The Slut
