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Free porn pictures 10 25 50 100 150 results per page   Search for: Filter by: Any size Small Medium Large Huge Anytime Today This week This month  Gallery Name   Images   Quality   Added    Shemales and Fuckdolls AI    21   2025-06-24  These prissy fuckdolls know their place, as dolled up cock toys and breeding sluts for powerful shemales. spj2000 <412 fans>   Diaper Sissy Humiliation Captions 17    7   2024-03-13  Time for more humiliation for our poor sissies! yoboyobo <251 fans>   properly dressed sissies 2    11   2024-02-08  keifd <618 fans>   properly dressed sissies    15   2024-02-06  keifd <618 fans>   Diaper sissy Captions 16    5   2023-03-22  When a phoenix rises from the burning flames, its shiny scales does not resemble that of a prissy satin dress, nor does its fiery wings swish like a flouncy petticoat. Its thunderous roar sounds nothing like my weak whimper. yoboyobo <251 fans>   Tribute to Sissy Candy - the world's cutest sissy pansy    54   2022-12-22  cindylondon <32 fans>   Prissy sissy    19   2022-01-25  Various prissy sissy toons that I find hot and regularly fantasise about with me being the sissy Fiona_cdf <953 fans>   Dressing Adventures in Second Life    66   2021-07-13  Just my own little personal storage showing the evolution of my avi's various outfits, I've been enjoying it quite a lot since moving from using IMVU to have fun, way more to be and do in SL in comparison. FishnetSissy <487 fans>   Diaper sissy humiliation captions 15    5   2020-06-30  I'll try to do more, and more often yoboyobo <251 fans>   Prissy RBW    9   2020-05-09  Prissy going trolling to suck and get used by truckers wish you could cum with me PrissyGurl24 <866 fans>   Valentines Day     14   2020-02-15  Going to a Valentines Day party Think I stand of chance of being on my knees and with my skirt and petticoat pulled up over my head. I will guarantee it. PrissyGurl24 <866 fans>   Diaper sissy humiliation captions 14    3   2019-12-01  More humiliated sissies! yoboyobo <251 fans>   2018    18   2019-07-24  Some of my sissy pics from 2018 naomiitgirl <3,680 fans>   Sissy Manor June 2018    16   2018-06-22  Had an amazing time at this event with the exquisite Mistresses and prissy sissies naomiitgirl <3,680 fans>   Diaper sissy captions 11    6   2017-08-16  Diapered sissy losers manage to get themselves into trouble.. yoboyobo <251 fans>   Jacki Exposed    24   2017-08-13  Nice Christian Girl. She went to Bible School then posed 4 her hubby. Delighted to show her to you. Du6658 <1,852 fans>   Sissy Princess Jennifer 3    46   2017-07-08  This prissy faggot put on a nice dress to show off to a Real Man, and got a mouthful of cock for the trouble. Then we see her stripping out of her girly blouse and skirt to show off some pretty lingerie and that pathetic sissy cock. She needs a Real... spj2000 <412 fans>   Sissy TV Guide    12   2017-04-11  7 Day TV Guide for the Fantasy Sissy TV Channel 666 aliceadams1984 <8 fans>   Diaper sissy caption 9    10   2017-04-06  Not everyone can be Alpha... yoboyobo <251 fans>   Sissy Kelly    5   2017-02-12  Meet Sissy Kelly! She longs to be forced to dress up in girly dresses and made to suck the cocks of Real Men. She's ready in her pretty party dress to hear your nasty comments, and maybe even find a Real Man to fuck her! spj2000 <412 fans>   Olivia is Exposed     24   2016-07-27  Olivia's first appearance. Her stunning elegance and awesome tits are now exposed. Du6658 <1,852 fans>   Diaper sissy caption 6    4   2016-07-09  New diaper sissies ready to learn their new place in life! yoboyobo <251 fans>   Gina Being SISSY    14   2016-06-04  Gina being a mincing sissy faggot in need of a prissy sissy partner. GinaCrossdress <5,611 fans>   Diaper sissy caption 5 - Sibling rivalry!    4   2016-06-01  Wimpy sissy gets what he deserves! yoboyobo <251 fans>   Diaper sissy captions 3    4   2016-04-28  Ridiculus sissies are dominated and humiliated. yoboyobo <251 fans>   Sissy Caption No4    13   2015-06-21  sissysonia4dad <522 fans>   Sparkly Sissychelsea    8   2014-09-05  My first face pix on imagefap!!! Hope everyone likes me :-) Sissychelsea <2,640 fans>   Prissy Sissy Captions    8   2012-11-30  Adventures of a Little Prissy Sissy in training. steffieTV <489 fans>   Declicia Lin    7   2012-10-27  freddygomez <20 fans>   More waterfun    12   2012-10-02  fuck me while I piss Hotprissy <590 fans>   Prissy Sissy Favorites    97   2012-09-19  Oh these are a few of my favorites things!. Just another little gallery to showcase my own personal fav outfits and sissy accessories from lovely birchplace store (link iin profile). So many pink satin frills and lace makes a sissy blush... oh my... steffieTV <489 fans>   Prissy Sissy Bedtime    53   2012-09-05  Zzzzz oh my.. such a tired little prissy sissy.. after mincing around on her high heels and doing her chores and serving like a good dainty sissy. Oh how nice it will be to climb into the soft pink satin sheets..but only for the big girls.. little... steffieTV <489 fans>   Prissy Sissy Accessories    78   2012-09-04  Sissy accessories.. oh my how fun!.. a pretty dress,cute panties and high heels are not enough!.. oh no girls me must accessorize to *giggles*. Cute little bonnets and gloves, extra cute bows and ribbons to show off what cute little sissys we are.. a... steffieTV <489 fans>   Prissy Sissy.. oh my..Shoes!    19   2012-09-03  Shoes,shoes,shoes..! What sissy outfit is complete without a lovely pair of matching shoes..? oh how we love them.! But not just any normal shoes for a little prissy sissy...nothing short of the highest heels,the cutest mary janes or the cruelest pair... steffieTV <489 fans>   Prissy Sissy Delicates    147   2012-09-02  Oh my what do we have here? Such cute little "dedicates" for sweet prissy sissys! Every sissy should have a drawer full of panties.. but not just panties.. she should have all sorts of underwear in her pretty pink drawers.. cute satin bloomers, frilly... steffieTV <489 fans>   Sissy Humiliation 4    10   2011-10-17  Captions featuring the humiliation and degradation of sissies. I am very grateful for feedback on images - I love to know what you like and want more of. james4tv <336 fans>   Prissy    380   2011-01-20  dreyelash <4,138 fans>