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The Caught Compilation #22

The Caught Compilation #22

Russian Noob Can't Invade Sex Industry

Russian Noob Can't Invade Sex Industry

Priceless Escort Experience

Priceless Escort Experience

OFFICIAL: The Most Vile Girl on the Internet

OFFICIAL: The Most Vile Girl on the Internet

10 Men - My Agent Said Only 2!

10 Men - My Agent Said Only 2!

Suicide By Dildo

Suicide By Dildo

Board Posts

5
Anonymous
@confessions
17 Nov 2020 4:45PM
• 582 views • 3 attachments
[ − ] thread [ 3 replies ]

so last night i got very very very horny looking at sissy porn along with some of my favorite female pornstars who i feel really ABSOLUTELY LOOOOOOVE and really own stretching their not only beautiful but goddess-level and tight AF pussies that definitely got me to the slutty submissive masochistic level of horniness i reached after completely feminizing myself by shaving, doing makeup. fake lashes, lipstick, hair bows, goth girl lingerie and masturbating myself to orgasms at least 10 times looking through some well-put together sissy caption galleries that kept helpong me fantasize about being pushed to transition myself so i could be the slutty fem i feel like inside, getting degraded by dominant men who put me in my place by splattering me back to back with cum, making me eat as much as i can, reminding me to keep my flaccid 2in cock hidden in my cum soaked panties till they decide i can jack off onto myself then to think about how good it must feel to have a pussy as a woman, what all those sizes feel like, how long it has been since i stretched or got to feel something deep in mine because i no longer have parts of my toy sets, and most of all how much i would reallly love to one day be able to get creampied and feel cum matted in my hair, dripping down my face to mix with drool in my mouth, then dribble from my chin y
to my chest.

This black plug is about 6in tall with a girth of over 9in. My usual plug is at 6in girth and even that one has definitely got a painful stretch accompanied by that pop of your asshole triying to recoil back closed once you pass the lip of a plug but i had trained myself to register the pain from the pink plug's pop as something that makes me feel like such a submissive-bratty slut so i decided that since i was a little stretched out from leaving that plug in almost all day and night that i was going to take advantage and see how much pain i could could take and maybe get to take a humiliating picture of this plug filling my hole to a girth that is girthier than almost every dick on the entire planet. I found it very difficult to keep trying to go deeper but as i worked myself up and down, i fould that it started to change into pleasure that gave me chills like i was suddenly transported to a walk in refrigerator and the only way to get warmth was to fuck it with this animalistic instinct moving my hips up and down, making spiral patterns with my ass on each up and down motion. This inner slut spirit in me has clearly been depraved and the arousal i got from doing this for at least the next 20-30 minutes caused my limp tiny cock to pour q constant leak of precum pouring all the way to the floor way to the floor for about 15 minutes til i git up and decided to try every position i could to make my guts open up more inside. furthest i could get was about 1 inch from the bottom which made me feel so fucking desperate to be punished with the pain of it just popping in but it just kept hitting a dead end that would was pushing with such force along with the insane amount of lube i used that i knew if i let go, that it would pop out of me like i was a slutty sissy cum champagne bottle popping a cork 🤣😄😄 Thankfully i felt myself about to orgasm (my very first sissygasm actually because i did it all with just anal stimulation which basically bukkaked my stomach, it made left me so disoriented with prolonged waves of pleasure followed by trembles, but made me have to lay shamefully completely soaked in sweat, lube, and cum that didnt stop leaking out if me til around 7 mins after i had that orgasm hit. My asshole is was gaped for quite a while and i had to eventually strain kegels through my ass muscles to keeo myself from worrying about if i was leaking lube onto my floor.

I have never in my life felt so degraded, submissive, humiliated, pleasured, or more in tou h with the slutty trans girl i fantasize about being. Honestly I would love for the readers to keep that spirit foing by dropping some comments that degrade, humiliate, emasculate, and make me feel like im a dumb little slut who should keep trainig my mouth and ass further down the road of being a submissive sex slave cuckold toy to some dom goddesses or gods. wierd how addictive it is to dream about how badly it gets me off thinking about being a fluffer - voyeur for people who are obviously superior to give each other the sex they deserve while i experience that bliss of torture from denial and control. What can I say? im a hot mess who got the wrong biology for the girl i feel like inside.

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Anonymous
@guys
17 Nov 2020 5:45PM
• 739 views • 2 attachments
[ − ] thread [ 1 reply ]

so last night i got very very very horny looking at sissy porn along with some of my favorite female pornstars who i feel really ABSOLUTELY LOOOOOOVE and really own stretching their not only beautiful but goddess-level and tight AF pussies that definitely got me to the slutty submissive masochistic level of horniness i reached after completely feminizing myself by shaving, doing makeup. fake lashes, lipstick, hair bows, goth girl lingerie and masturbating myself to orgasms at least 10 times looking through some well-put together sissy caption galleries that kept helpong me fantasize about being pushed to transition myself so i could be the slutty fem i feel like inside, getting degraded by dominant men who put me in my place by splattering me back to back with cum, making me eat as much as i can, reminding me to keep my flaccid 2in cock hidden in my cum soaked panties till they decide i can jack off onto myself then to think about how good it must feel to have a pussy as a woman, what all those sizes feel like, how long it has been since i stretched or got to feel something deep in mine because i no longer have parts of my toy sets, and most of all how much i would reallly love to one day be able to get creampied and feel cum matted in my hair, dripping down my face to mix with drool in my mouth, then dribble from my chin y
to my chest.

This black plug is about 6in tall with a girth of over 9in. My usual plug is at 6in girth and even that one has definitely got a painful stretch accompanied by that pop of your asshole triying to recoil back closed once you pass the lip of a plug but i had trained myself to register the pain from the pink plug's pop as something that makes me feel like such a submissive-bratty slut so i decided that since i was a little stretched out from leaving that plug in almost all day and night that i was going to take advantage and see how much pain i could could take and maybe get to take a humiliating picture of this plug filling my hole to a girth that is girthier than almost every dick on the entire planet. I found it very difficult to keep trying to go deeper but as i worked myself up and down, i fould that it started to change into pleasure that gave me chills like i was suddenly transported to a walk in refrigerator and the only way to get warmth was to fuck it with this animalistic instinct moving my hips up and down, making spiral patterns with my ass on each up and down motion. This inner slut spirit in me has clearly been depraved and the arousal i got from doing this for at least the next 20-30 minutes caused my limp tiny cock to pour q constant leak of precum pouring all the way to the floor way to the floor for about 15 minutes til i git up and decided to try every position i could to make my guts open up more inside. furthest i could get was about 1 inch from the bottom which made me feel so fucking desperate to be punished with the pain of it just popping in but it just kept hitting a dead end that would was pushing with such force along with the insane amount of lube i used that i knew if i let go, that it would pop out of me like i was a slutty sissy cum champagne bottle popping a cork 🤣😄😄 Thankfully i felt myself about to orgasm (my very first sissygasm actually because i did it all with just anal stimulation which basically bukkaked my stomach, it made left me so disoriented with prolonged waves of pleasure followed by trembles, but made me have to lay shamefully completely soaked in sweat, lube, and cum that didnt stop leaking out if me til around 7 mins after i had that orgasm hit. My asshole is was gaped for quite a while and i had to eventually strain kegels through my ass muscles to keeo myself from worrying about if i was leaking lube onto my floor.

I have never in my life felt so degraded, submissive, humiliated, pleasured, or more in tou h with the slutty trans girl i fantasize about being. Honestly I would love for the readers to keep that spirit foing by dropping some comments that degrade, humiliate, emasculate, and make me feel like im a dumb little slut who should keep trainig my mouth and ass further down the road of being a submissive sex slave cuckold toy to some dom goddesses or gods. wierd how addictive it is to dream about how badly it gets me off thinking about being a fluffer - voyeur for people who are obviously superior to give each other the sex they deserve while i experience that bliss of torture from denial and control. What can I say? im a hot mess who got the wrong biology for the girl i feel like inside. [s][s]

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-1
Anonymous
@requests
05 Nov 2022 9:14PM
• 0 views • 0 attachments
[ − ] thread [ 0 replies ]

Does anyone have a collection of sissy captions (gifs, images or videos) that mentions something along the lines like "multiple loads" "for hours" etc?

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2
eluna_84
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@requests
21 Feb 2023 9:27AM
• 104 views • 1 attachment
[ − ] thread [ 5 replies ]

I want to be in sissy, trainer etc caption, is there a chance ?

Woman inside, crossdressing, feminizing
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cdnicole
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@motherless
06 Apr 2012 12:49PM
• 637 views • 0 attachments
[ − ] thread [ 1 reply ]

Hi, im new and I started a new group but need members to get it public, if you enjoy sissy captions then please join. http://motherless.com/g/sissy_captions

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