Downward Spiral Into The Sissy World free porn video

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The covid crysis i blame it , i would have never done this
yet iam wearing panty i just received and the cute diamond plug , feeling so freaking good walking plugged before i go home to sit on my bbc toy

i was drunk when i order it, i had just fuck my ass in the shower with 2 of my finger and god did i wanted a cock to sit on

alone all day doing not much i started watching sissy porm, a month later i was craving my toy most night until i just bought myself sissy stuff, getting more accustome to my fantasy each day passing , my drawer became a collection of smooth frilly sexy undies

i coudnt stop shopping and buying cute panty
there wasnt enought days in a week to wear em all i endup changing 2-3 times a day , lubing my plug and putting it back in

then one Friday evening walking, back from work
i desperately wanted to suck a cock , it became a daily obsession, until i had the best idea ever
i used that huge cardboard i found downstairs near the garbage, someone had bought a couch , and went to my appart
duck-tape applied and i had a custom made glory hole in no time my sissy hearth pounding

i open my phone and i was drinking beer checking the grindr app loooking for ....my first

my profile empty, just a picture pf my setup

i had no luck, i was midnight and i was about to stop looking when a 20 yr old empty profile sent me a picture

2 boy on the younger side holding their horny bbc

i watch my screen anxious

''we are close i think want to suck 2 cousins?''

my god they were cousins just asking to be suck

i was shaking when i reply with my address

i took the sizor and made a second hole in the cardboard wall
on a pillow waiting , it felt so long ,an eternity , until i ear my door open and i saw em getting in my dark lobby

my god they were young and cute, i stop my eyesdropping and put my mouth right in the hole

i started moaning both young boys having their bbc out , touching my mouth , one cock went in the hole , i stroke it the young boy moaning, my mouth still in the other hole waiting open , it slided all the way inside and out making me moan and gag , falling back , looking up at the 2 young hot black cock thru the wall

i stroke and suck one , making both boys moan as i suck em like a hungry slut

in little pink panty , plugged sucking bbc, i was proud , that glory hole idea was nice

i was sucking and having fun when thewall just got pushed open the ducktape to the left unglued from the wall

''oh shit bro you need to see her''

i was feeling so stupid sudenly, looking at the young guy come to me frozen on my pillow watching the guy come to me out of the glorygole setup, at their mercy like all those sissy vids warned me about

''oh my god here suck me baby''

i was looking up 2 younger boy treating me like a sissy slut sharing my head until they wanted more

''omg dude that bitch is plugged ''

''oh wow ''

i was ass up , panty on the side , 2 young bbc up and wet from me sucking them , my plug removed with a wet pop

''holly shit , iam first ''

and i was open up, one bbc in me sliding down

''oh my god wow so tight''

i moan my ass fucked and i was shut up the other in my mouth fucking it

all those night training sit on my toy watching sissy hypno warning me man would want to fuck my sissy pussy

and there i was spitroasted by two horny young boys cock , they switch , both loving my cunt so much i started loving the deep thrusting, my spot hit real good

''look at her , she is moaning , leave her mouth alone i want to ear her ''

i was moaning and squealing like a true sissy , my pussy stretch in turn by them having fun making me sound like a slut

and then one got so big and hard i started moaning my pussy cum inside each stroke help with a fresh cum spurt until i was face down on the floor prone and full of cum

my ass dripping cum the other young boy got on top of me

''mmmmm so wet, you want more slut''

i learned why sissy go out and meet black cock that night

i cum my spot pounded so good , the big cock treatment made me squirt all of it on the floor as i shook and yell him cumming in me

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I first became aware of "Sissy Michelle" back in the old Craigslist days. She would pop up in the T4M section, advertising herself as an older but very horny sissy looking to serve a group of kinky guys. She said she was interested in all sorts of kinky stuff, everything from group sex to watersports to hypnosis and lots and lots of bondage. She practically begged to be photographed and blackmailed into doing all of this. Here's an example of one of her ads that piqued my...

4 years ago
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Tweak Chapter Four Whats A Sissy To Do

What makes a sissy happy? What makes a sissy's Mistresses happy? It's complicated. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Four - What's A Sissy To Do "You have made your Mistress very happy, sissy Simonne. Let's see if we can't make you just as happy." She led him to the bedroom...

2 years ago
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The Sissy Diaries My Two Mistresses

Dear Diary, Things were going so good for me. I got promoted at work, even though I know most people there don't like me because I'm quiet and reclusive. It's just that I can't get too close to anyone there and risk exposing that I'm a closeted crossdressing sissy. Still, I do my work and go home to my apartment and escape into my sissy world. Still, I decided that with my promotion and my increase in salary, I could afford a better apartment in a better neighborhood and that's where...

2 years ago
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Good Sissy Girl

Good Sissy Girl. I kept pressing myself backwards. Not much further to go now, I could feel the flare really stretching my lips now and that meant I was almost there. As the plug's biggest width popped past my sphincter and went all the way in I shuddered all over. It felt so full. It felt so good. "That's a good girl. Allll the way in..." my Mistress purred at me. I loved seeing her this excited. I loved turning her on. I loved that transforming myself for her turned her...

3 years ago
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Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
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Dr Cooks Sissy Clinic The Begining Jade and Deans Experience

Dr. Cook's Sissy Clinic: The Beginning and Jade and Dean's Experience. By dirteesissy I gazed at Jade's bottom, as she raped her husband's ass with a 10" strap on cock. Her pounding of her sissy maid's hole, bordered on the extreme, somewhere between love and hate, she punished that sissy ass with long powerful strokes. Jade, dressed in just red thigh high P.V.C. boots and gauntlets of the same material, was making mincemeat of her hubby's derriere and I looked on with pride at my...

2 years ago
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Andrew The Unsuspecting Sissy Part III

ANDREW THE UNSUSPECTING SISSY PART III [email protected] MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH THUSFAR..... ANDREW NOW DREW: SISSY SUPERSTARSOON TO BE HUSBAND TO JIM JIM : BILLIONAIRE INDUSTRIAL WITH A PENCHANT FOR SISSIES AUDREY: DREW'S STEPMOTHER AND OWNER OF THE MANOR SARAH: DREW'S STEPSISTER AND TRAINER VALERIE: DREW'S DOCENT TRAINER DR NEWMAN: MEDICAL DIRECTOR OF THE MANOR PENELOPE...

2 years ago
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Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

4 years ago
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She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
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100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

2 years ago
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The Young Sissy Chapter 3

I was running through an empty parking lot...looking for someone, or something, but I wasn't sure who I was looking for...or what. All I knew that was no matter how hard I looked, how far off into the distance I stared, all I saw was miles and miles of concrete. It was an oppressive emptiness, the vastness of the open space crushing me. I fell to my knees in despair. I don't know why I was looking anymore...everything I had seen up to this point was testament to the futility of hope. At...

4 years ago
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Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

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