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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 Displaying results for 'clothes' - View all videos for 'clothes'  Gallery Name   Images   Quality   Added    shopping for sissy husband    70   2021-02-07  i was furious when i caught my husband wearing my clothes. but after thinking about it i turned him into a girl and make him dress in feminine things.i have so much fun shopping for his clothes and trying to humiliate him in public. dilligaf340 <1,269 fans>   Bondage    7   2021-01-26  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 <68 fans>   What a day!    5   2021-01-18  So...I got naughty with my step mom’s clothes and accidentally found her office Christmas party gag gift I guess?? I’ve never tried a wall dildo before and I am definitely hooked!!! So after I fucked myself silly, I stopped at a thrift shop near... jakec88 <296 fans>   TV Joanie - A Mature TV - models her clothes    36   2020-11-25  TV Joanie, A Mature TV models her Bridal Lingerie, - her Seven Til Midnight Bustier, - her Blue Maxi Vest Dress and Lady Marlene Garter Belt, - her Midi Sheath Dress. stmagaretsman <2,964 fans>   Virgin buddy to dreamy wish    64   2020-10-31  This time we have a story about a secret love, my little loves~ In this transformation story, we have a boy that loved a girl so much that he never could stay away from her, hoping that someday the girl will recognize this love and get married... ms_Rosaleen <781 fans>   A Happy Faggot    22   2020-10-01  Yes,there is sissy progression.First it's about the clothes and how good they make you feel.Then you discover other trannies and shemales.Finally there's cock. Cock is a whole different story.Noticing it ,craving it,feeling it,sucking it... seegirl <3,089 fans>   Sissy Thoughts---More Cock Thoughts    30   2020-09-28  Sissy toughts used to be about the clothes but now cock is front and center. seegirl <3,089 fans>   P.S. I Love You     314   2020-08-25  P.S. (Prissy's Sissies) I Love You. I love these comics, I wish they had fully animated Prissy's Sissies cartoons of these story lines or even live action movies. I absolutely love the clothes especially the sissy clothes and the story lines are hot.... ShyLonelyVirgi <1,002 fans>   Becoming a sissy girl 2 (some of my new outfits)    15   2020-07-13  Some of my new outfits, I hope you like. Feel free to tell me what you think, and what you'd like to see next. I have a lot more new clothes, and toys too ;) xxx fillmein666 <261 fans>   My New Clothes    2   2020-07-06  TheSissyHunter <16 fans>   The Sissy Life-A Happy Faggot    19   2020-06-23  Sissy Life.It starts with the clothes but eventually cock enters the picture and suddenly pussy no longer interests you.You still love women but your eyes are always looking for the slight bulge hoping they're packing cock. seegirl <3,089 fans>   The Sissy Life-Cock Thoughts    42   2020-06-17  Being a sissy is not all about the clothes.For many of us our thoughts eventually turn to cock and we become obsessed with them.When we finally experience having a cock inside us we wonder what took so long. seegirl <3,089 fans>   Friends Of My Dreams / Life Of My Dreams #2    254   2020-06-17  Things I find sexy like clothes an Sexy people I would love to have as friends I could explore my sexuality with. In some cases I wish I could look like them or be them an do the stuff in the image with the others in the image or described in the... ShyLonelyVirgi <1,002 fans>   Cock Lust    27   2020-05-01  Cock Lust-It's not gay.For sissies the initial desire was to dress as a women.We love the clothes! Then we discovered we were not alone and we were know as transvestites.Then we discovered shemales.Pretty yet still with male anatomy-yet desirable! Then... seegirl <3,089 fans>   Informant to trophy wife    20   2020-04-18  A new transformation fantasy for you, darlings. This time we have to thank our dear Daisy Taylor for her role in this lovely story. In this story, the protagonist is a troublemaker boy. The boy loves the expensive things but his wallet can't cover it.... ms_Rosaleen <781 fans>   Sissy Pam Adventures    2   2020-03-02  Here are a bunch of random pictures of Sissy Pam crossdressing, wearing a strap-on to fuck Mistresses pussy with, outdoors, dressing room, trying on clothes etc. PLEASE COMMENT :) DiaperedCouple <1,331 fans>   Striptease and buttplug    18   2020-02-20  I take off my clothes, showing more and more of my ass until inserting a buttplug SkunkGirl <180 fans>   A Day in the Life (of a sissy)    35   2020-01-26  Being a sissy means looking at lots of porn and then-at least for me organizing it into a story but today I'm showing just a glimpse of what I downloaded this morning.Sissy stuff.For me it used to be about the clothes but now it's becoming more about... seegirl <3,089 fans>   Trans edits by me Clothes on off    15   2020-01-12  Chicks with dicks clothes on and off. Will update gallery periodically. Disastrous_Cas <36 fans>   Trying To Resist Cock #2    42   2019-12-28  For a transvestite there is a destiny.A metamorphosis.A journey. From an attraction to wearing feminine clothes to being effeminate to being a sissy. And then comes shemales.They are the essence of who we imagine ourselves to be-and they have... seegirl <3,089 fans>   Pretty Sissy    30   2019-11-21  All sissies have to start somewhere.Some,like me,started by trying on our sisters' clothes.It was our secret because"boys don't act or dress like girls" but we did-and loved it.Eventually I discovered that there were others like me and we were... seegirl <3,089 fans>   Sexy Big Shemale Cocks Can't Be Contained By Slutty Clothes 01    113   2019-11-18  cantona2000 <544 fans>   Forbidden couple to sex slaves    16   2019-11-06  A reminder to our dear submissives. If you belong to a Mistress or Master, you can't find out a mate without their permission. Else, you will are going to get punished. Trust us~ We can be very creative and outside our usual techniques. For this... ms_Rosaleen <781 fans>   Sissy Workout #2(Sports Bra & Yoga Pants)    16   2019-11-01  Got some real exercise clothes and a pair of fake tits, hope you all like them. -lexiluvscox lexiluvscox <200 fans>   clothes    19   2019-09-13  TSLL <353 fans> :: prev :: | 1 | 2 | 3 | 4 | 5 | 6 | 7 | :: next ::