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    Displaying results for 'stiff' - View all videos for 'stiff'
     Gallery Name 
     Images 
     Quality   Added 
      Look Honey i found a way to get my clitty stiff  
     3 
    Low Quality
     2015-09-22 
    Free porn pics of Look Honey i found a way to get my clitty stiff 1 of  picsFree porn pics of Look Honey i found a way to get my clitty stiff 2 of  picsFree porn pics of Look Honey i found a way to get my clitty stiff 3 of  pics
    Sissy tries to show his wife that he can still get an erection...sissy just needs some boi pussy stimulation. The wife laughs at the little white sissy thinking she wants that little shrimp clit...when she has Big Black Cock to satisfy her... Sorry...
    inferiorwhites
    inferiorwhitesissy's profile
    <2,824 fans>
      My Sissy Body  
     3 
    High Definition
     2017-11-03 
    Free porn pics of My Sissy Body 1 of  picsFree porn pics of My Sissy Body 2 of  picsFree porn pics of My Sissy Body 3 of  pics
    Sissy dressing up for stiff man cock
    SissySubSuxx
    SissySubSuxx's profile
    <567 fans>
      Denver Shoemaker Flashing His Fat Ocean Pines Cameltoe Pussy  
     3 
    High Quality
     2023-04-04 
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    Hey it's Sissy Denver Alan Shoemaker back flashing my fat Ocean Pines pussy at everyone. Look at how fat and fuckable my cameltoe is! Any guys want to pump those stiff dicks in my sissy twat?
    GoddessJennife
    GoddessJennifer's profile
    <249 fans>
      prims petticoat wendy house  
     5 
    Medium Quality
     2016-03-21 
    Free porn pics of prims petticoat wendy house 1 of  picsFree porn pics of prims petticoat wendy house 2 of  picsFree porn pics of prims petticoat wendy house 3 of  picsFree porn pics of prims petticoat wendy house 4 of  pics
    Oh gosh, here are some lovely pictures from a new site that I've found. primspetticoatwendyhouse takes off where Prissy's Sissies left off. It promises even more deliciously naughty satin sissy pictures and stories, which have my little dolly very...
    pablo909
    pablo909's profile
    <565 fans>
      I've Been Captioned  
     5 
    Low Quality
     2016-08-15 
    Free porn pics of I've Been Captioned 1 of  picsFree porn pics of I've Been Captioned 2 of  picsFree porn pics of I've Been Captioned 3 of  picsFree porn pics of I've Been Captioned 4 of  pics
    These are the first edits anyone has done for my pictures. Thanks so much to danidhotcd for the great captions!! I love seeing my photos labeled for the world to see what a cock-obsessed sissy I am. My sissy pussy is tingling dreaming about the...
    sissynatalie1
    sissynatalie1's profile
    <186 fans>
      Cocksucking >>> FORCED <<< Bisexual Sissy Sluts  
     6 
    Low Quality
     2009-01-30 
    Free porn pics of Cocksucking >>> FORCED <<< Bisexual Sissy Sluts 1 of  picsFree porn pics of Cocksucking >>> FORCED <<< Bisexual Sissy Sluts 2 of  picsFree porn pics of Cocksucking >>> FORCED <<< Bisexual Sissy Sluts 3 of  picsFree porn pics of Cocksucking >>> FORCED <<< Bisexual Sissy Sluts 4 of  pics
    Cuckold humiliation, sucking the huge cock of his wife's black bull lover! Blindfolded and forced to suck his new Master's cock! Forced sissy maid service, she polished more than the floors when she wrapped her Hoover around her boss's thick attachment...
    RockCandy
    RockCandy's profile
    <1,073 fans>
      Shemale Hanna (Stiff Cock + Firm Tits)  
     7 
    Medium Quality
     2007-07-26 
    Free porn pics of Shemale Hanna (Stiff Cock + Firm Tits) 1 of  picsFree porn pics of Shemale Hanna (Stiff Cock + Firm Tits) 2 of  picsFree porn pics of Shemale Hanna (Stiff Cock + Firm Tits) 3 of  picsFree porn pics of Shemale Hanna (Stiff Cock + Firm Tits) 4 of  pics
    purplenight
    purplenight's profile
    <11 fans>
      Bondage  
     7 
    Medium Quality
     2021-01-26 
    Free porn pics of Bondage 1 of  picsFree porn pics of Bondage 2 of  picsFree porn pics of Bondage 3 of  picsFree porn pics of Bondage 4 of  pics
    I was cuffed and put on the toy to be sexually broken before being used by my Dom. Once I was cuffed he milked me till I came hard so I would have to endure my mechanical stretching without the benefit of a stiff clitty. He took pictures and video of...
    Heidi_Neal
    Heidi_Neal's profile
    <67 fans>
      A GOOD STIFF COCK AND SASSY SEXY SHOES  
     8 
    Medium Quality
     2017-03-03 
    Free porn pics of A GOOD STIFF COCK AND SASSY SEXY SHOES 1 of  picsFree porn pics of A GOOD STIFF COCK AND SASSY SEXY SHOES 2 of  picsFree porn pics of A GOOD STIFF COCK AND SASSY SEXY SHOES 3 of  picsFree porn pics of A GOOD STIFF COCK AND SASSY SEXY SHOES 4 of  pics
    smellcutefeet
    smellcutefeet's profile
    <1,404 fans>
      Daddy came in me 7 times  
     8 
    Medium Quality
     2018-04-14 
    Free porn pics of Daddy came in me 7 times 1 of  picsFree porn pics of Daddy came in me 7 times 2 of  picsFree porn pics of Daddy came in me 7 times 3 of  picsFree porn pics of Daddy came in me 7 times 4 of  pics
    Recently a man came over to fuck me when I was all dressed up as a sissy. These are not pics of me, but they illustrate what happened. He told me in advance that he was multi-orgasmic, and could cum 5 or 6 times in a short fucking session, and would...
    cherrylipsbaby
    cherrylipsbaby's profile
    <10,797 fans>
      Stiff Wet Cock In Tight Pink Swimsuit  
     8 
    High Quality
     2008-03-30 
    Free porn pics of Stiff Wet Cock In Tight Pink Swimsuit 1 of  picsFree porn pics of Stiff Wet Cock In Tight Pink Swimsuit 2 of  picsFree porn pics of Stiff Wet Cock In Tight Pink Swimsuit 3 of  picsFree porn pics of Stiff Wet Cock In Tight Pink Swimsuit 4 of  pics
    Cymro
    Cymro's profile
    <4,510 fans>
      me playing in my tutu :)   
     9 
    Medium Quality
     2015-09-22 
    Free porn pics of me playing in my tutu :)  1 of  picsFree porn pics of me playing in my tutu :)  2 of  picsFree porn pics of me playing in my tutu :)  3 of  picsFree porn pics of me playing in my tutu :)  4 of  pics
    Captions of me are more than welcome :) gets my clitty all stiff thinking of what could b done :)
    AkCD_Panty_lov
    AkCD_Panty_lover's profile
    <144 fans>
      girls with a stiffy  
     9 
    High Quality
     2009-03-13 
    Free porn pics of girls with a stiffy 1 of  picsFree porn pics of girls with a stiffy 2 of  picsFree porn pics of girls with a stiffy 3 of  picsFree porn pics of girls with a stiffy 4 of  pics
    thatdog
    thatdog's profile
    <122 fans>
      Stockings and Clitty  
     9 
    High Definition
     2021-04-04 
    Free porn pics of Stockings and Clitty 1 of  picsFree porn pics of Stockings and Clitty 2 of  picsFree porn pics of Stockings and Clitty 3 of  picsFree porn pics of Stockings and Clitty 4 of  pics
    My little stiff clitty dressed in stockings
    OrLLin89
    OrLLin89's profile
    <513 fans>
      Post Valentine Sissy captions  
     10 
    Medium Quality
     2017-02-19 
    Free porn pics of Post Valentine Sissy captions 1 of  picsFree porn pics of Post Valentine Sissy captions 2 of  picsFree porn pics of Post Valentine Sissy captions 3 of  picsFree porn pics of Post Valentine Sissy captions 4 of  pics
    Hoe was Valentine's day? Did you get cards that made your little clitty all hot and excited - gave you a little stiffy in your panties? Or did you SEND some Sissy gurl of your acquaintance a little gift and revel in the emotions that would be going...
    Transcaptions
    Transcaptions's profile
    <2,583 fans>
      Sucking another CDs cock  
     13 
    High Definition
     2021-06-21 
    Free porn pics of Sucking another CDs cock 1 of  picsFree porn pics of Sucking another CDs cock 2 of  picsFree porn pics of Sucking another CDs cock 3 of  picsFree porn pics of Sucking another CDs cock 4 of  pics
    This was my first time dressing with another cd. His cock was s slightly bent and as soon as we started wearing our clothes I could mold see his excitement. I snap some photos posing with his cock sturdy in one hand and my phone in the other. I take a...
    ThathotcdSC
    ThathotcdSC's profile
    <154 fans>
      Attn Princessboy Wannabes--take a lesson in sexy from Stef   
     14 
    High Quality
     2014-11-18 
    Free porn pics of Attn Princessboy Wannabes--take a lesson in sexy from Stef  1 of  picsFree porn pics of Attn Princessboy Wannabes--take a lesson in sexy from Stef  2 of  picsFree porn pics of Attn Princessboy Wannabes--take a lesson in sexy from Stef  3 of  picsFree porn pics of Attn Princessboy Wannabes--take a lesson in sexy from Stef  4 of  pics
    All of you wannabes that have asked me to post your photos---take a lesson from Stef Warren. She's a real Princess--devoid of masculine virtues and obsessed with the accoutrements of femininity. And a Boy--flat tits, stiff cock and an inability to...
    nickwyld
    nickwyld's profile
    <1,476 fans>
      Pink and Stiff Sissy  
     14 
    High Quality
     2022-05-16 
    Free porn pics of Pink and Stiff Sissy 1 of  picsFree porn pics of Pink and Stiff Sissy 2 of  picsFree porn pics of Pink and Stiff Sissy 3 of  picsFree porn pics of Pink and Stiff Sissy 4 of  pics
    lickher
    lickher's profile
    <1,077 fans>
      Going to a bookstore�s adults only room  
     14 
    Low Quality
     2024-04-19 
    Free porn pics of Going to a bookstore�s adults only room 1 of  picsFree porn pics of Going to a bookstore�s adults only room 2 of  picsFree porn pics of Going to a bookstore�s adults only room 3 of  picsFree porn pics of Going to a bookstore�s adults only room 4 of  pics
    Decades ago, before there was the Internet, I was a secret crossdresser, recently divorced, and was desperate to know more. On a Saturday I went to this newsstand/bookstore’s adults-only back room. Once I was alone I looked at the magazines and...
    Cdjami
    Cdjami's profile
    <53 fans>
      Tammy's Shiny Black Heels and a Stiff COCK  
     16 
    Medium Quality
     2015-05-16 
    Free porn pics of Tammy's Shiny Black Heels and a Stiff COCK 1 of  picsFree porn pics of Tammy's Shiny Black Heels and a Stiff COCK 2 of  picsFree porn pics of Tammy's Shiny Black Heels and a Stiff COCK 3 of  picsFree porn pics of Tammy's Shiny Black Heels and a Stiff COCK 4 of  pics
    smellcutefeet
    smellcutefeet's profile
    <1,404 fans>
      Me : Wild and Sexy Panther  
     16 
    High Quality
     2013-10-01 
    Free porn pics of Me : Wild and Sexy Panther 1 of  picsFree porn pics of Me : Wild and Sexy Panther 2 of  picsFree porn pics of Me : Wild and Sexy Panther 3 of  picsFree porn pics of Me : Wild and Sexy Panther 4 of  pics
    Wild kitten waiting for a trainer with a looong and stiff whip... no! DICK!!!!
    Xena.CD
    Xena.CD's profile
    <1,801 fans>
      Sexy tvmaids  
     17 
    High Quality
     2014-11-15 
    Free porn pics of Sexy tvmaids 1 of  picsFree porn pics of Sexy tvmaids 2 of  picsFree porn pics of Sexy tvmaids 3 of  picsFree porn pics of Sexy tvmaids 4 of  pics
    Sexy tvmaids in their frillies and sexy uniforms never fail to give me a stiffie
    olgacd
    olgacd's profile
    <509 fans>
      Well-Cummed Panties: shots 26-30  
     18 
    High Definition
     2018-07-27 
    Free porn pics of Well-Cummed Panties: shots 26-30 1 of  picsFree porn pics of Well-Cummed Panties: shots 26-30 2 of  picsFree porn pics of Well-Cummed Panties: shots 26-30 3 of  picsFree porn pics of Well-Cummed Panties: shots 26-30 4 of  pics
    Here are the next 5 cum shots going into or onto my well-cummed panties (Hanes Nylon High-Cut Briefs). I am now past the halfway point of the goal of 50 shots. My panties are now really getting somewhat stiff and the earlier dried shots are turning...
    EdieCD
    EdieCD's profile
    <1,504 fans>
      Well-Cummed Panties: Sculpture!  
     18 
    High Definition
     2018-12-08 
    Free porn pics of Well-Cummed Panties: Sculpture! 1 of  picsFree porn pics of Well-Cummed Panties: Sculpture! 2 of  picsFree porn pics of Well-Cummed Panties: Sculpture! 3 of  picsFree porn pics of Well-Cummed Panties: Sculpture! 4 of  pics
    Here is a final set of pictures of my well-cummed white Hanes Nylon High-cut Briefs: two before/after pictures so you can see how far my panties have come since the day they were brand-new and pristine; a bunch of pictures of my stiff, sculptured...
    EdieCD
    EdieCD's profile
    <1,504 fans>
      T-Girls Getting Their Stiff Rods Sucked  
     18 
    Medium Quality
     2007-12-09 
    Free porn pics of T-Girls Getting Their Stiff Rods Sucked 1 of  picsFree porn pics of T-Girls Getting Their Stiff Rods Sucked 2 of  picsFree porn pics of T-Girls Getting Their Stiff Rods Sucked 3 of  picsFree porn pics of T-Girls Getting Their Stiff Rods Sucked 4 of  pics
    dharma927
    dharma927's profile
    <756 fans>


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