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-2
OedipusSon24
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@confessions
08 Feb 2026 4:00PM
• 63 views • 1 attachment
[ − ] thread [ 2 replies ]

My virgin sissy pussy is hungry for cock i want to be slutted out with my mom 

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Anonymous
@confessions
24 Nov 2007 11:00AM
• 15,938 views • 0 attachments
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I was born a female but sadly with a sexual characteristic that when seen identified me as a boy. As a result of my gender feelings;
My Uncle taught me to suck cock at five and to swallow.

A friends father learned of my demands that I was a girl and soon I was his "special daughter" at seven. My virginity was given up with joy to him at nine. (he I continued to see till I was 26)

Starting around 8 most neighborhood boys called me "sissy" I liked it as it affirmed who and what I was, but, I was always dragged into some secluded place and made to suck them off. Then after my anal virginity was lost, get f**ked by them. Many times I was a plaything to groups of them.

My childhood while abusive and acts of molestation has made me enjoy the many aspects of sexual activities. Today I have become the Woman I have always been. That part of me that has defined me as a boy will soon be altered and then I will at last live with comfort within myself. And as before the sex will be great only better.

My ultimate dream is a gang bang with all my openings filled at the same time.

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1
MomLover24xxx
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@requests
05 Apr 2025 9:40PM
• 151 views • 1 attachment
[ − ] thread [ 2 replies ]

I need my virgin ass fucked infront of my mom so she can see what a sissy fag i am 

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3
MaiMai92
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@confessions
22 Nov 2020 6:43PM
• 556 views • 0 attachments
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I confess I'm very bi curious while I like girls I always wonder what it's like with another guy, I'm a virgin clearly but my first time in my head is always with a guy as I'm face down biting the sheets as I get fucked hard like a good little sissy... Perhaps I'm a perv but it's all I can think about to the point I'm lost in a daydream alot it might be all the stress of the 2epandemic but lately I've also found myself insatiable I'm always turned on, I can't masterbate enough even when I can't cum I just can't help myself it's like I'm in heat or something..

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5
Anonymous
@guys
10 Mar 2017 11:07PM
• 1,783 views • 1 attachment
[ − ] thread [ 3 replies ]

Started with JOI, then CEI and now I'm actually training my virgin sissy hole to be fucked hard and good by real alpha cocks...

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9
Sonikku92
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@confessions
23 Nov 2020 7:57PM
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I'm new here but here goes...i confess that I'm bi curious and let me explain I adore woman I'm attracted to them however when I masterbate I like to imagine lying in bed face down being railed hard like a sissy I like to stroke my cock on my knees pretending to ride slapping my ass on the bare floor, I've even licked my own cum up, I'm a virgin and well maybe it's getting to me but lately I've been masterbating more alot more and the fantasys are getting stronger to the point it's all I want.

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-1
Anonymous
@confessions
11 May 2017 7:06AM
• 27 views • 1 attachment
[ − ] thread [ 0 replies ]

I am a sissy virgin. I never sucked a cock and never got my ass fucked by another gurl! OMG, I dream of it every time I masterbate. When I watch she male porn my mouth waters! I so much want a gurly dick to suck. I want to tast her old-cum! I want to gag while she pulls my hair and feel her spunk shoot down my throat as I jerk off. Then I want to feel her warm cock slowly pushing in my girl hole as I scream with pleasure. Pumping and pumping, deeper and deeper while she strokes me till she shoots her hott cum in my butthole as I cum all over! Yes I really must want a young tranny inside me...

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-1
Sissy2005
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@random
31 May 2022 11:24AM
• 57 views • 1 attachment
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For every daddy that wants a sissy, I am open for everything. (I am a virgin) ;) 

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Anonymous
@confessions
16 Dec 2020 6:07AM
• 668 views • 0 attachments
[ − ] thread [ 8 replies ]

I admit I’m a sissy boy and a tease. I’ve never had a sexual encounter with a man before, but I love teasing gay men who wants me, but I only let them think they can have me by letting them grab my ass and stroke my cock on my jeans. It gets me hard knowing guys wants me, but I’m giving them false hope of taking my virginity

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Anonymous
@hookups
12 Feb 2022 8:43AM
• 0 views • 1 attachment
[ − ] thread [ 3 replies ]

I'm a closet cd shaved smooth want a hard cock to fuck my sissy virgin ass bareback and cum in my ass. You must get hard and be able to cum you must host I'm in Gainesville ga.

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4
Anonymous
@guys
03 Oct 2018 12:37AM
• 282 views • 1 attachment
[ − ] thread [ 3 replies ]

Sometimes i want to be treated like a whore or a sissy, and forced to bend over on my hands and knees, and pull my hair, like a sissy bitch , and have a man with a big dick, grab my waist, and slowly shove his dick in my virgin asshole! Spank my ass, Daddy! As i back up and fuck myself on ur big thick throbbing pole! And shoot ur warm cum in me!

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Anonymous
@confessions
20 Mar 2017 6:52PM
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I'm 29 years old guy from Spain, studying, have the chance to go somewhere in Europe next year for three months and thinking of spending that time as a woman. I'm the typical guy who never had a girlfriend, never been liked back from girls, liked girls but have gender identity issues (two sisters, borrowed clothes since always, been dressed up thousands of times but always secretly).

For the first time in my life I would have the chance to live alone and dress as I always wanted, I will have to work those three months but I am going to spend every second of my time at home as a woman. If I have the chance I want to meet guys and have all the sex I'm able to and be fucked like a whore, suck dicks and have a total sissy time.

I'm virgin and my idea of a good first time is being fully dressed, meet a black guy and have his monster dick filling my holes.

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