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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 'crossdress' - View all videos for 'crossdress'  Gallery Name   Images   Quality   Added    crossdress/bondage2    408   2012-10-16  tomlay <39 fans>   brie patsy    333   2011-02-01  fetish crossdresser cd petticoat tranny trans tgirl sissy shemale transexual transvestite drag brielivingston <646 fans>   Non-Japanese femdom art including Underling, Tommy and Mo    315   2011-02-05  Western femdom art, including crossdressing, prostate massage and other humiliation. Artists include Tommy, Underling and Mo. robertmugabe <737 fans>   More Vintage Crossdressers-2001    224   2015-12-04  VirginiaGods <1,371 fans>   Vintage Crossdressers-2001    200   2015-12-03  VirginiaGods <1,371 fans>   Vintage TVs Shemales and Crossdressers    163   2023-07-04  A Selection of Vintage pics of Crossdressers, CD's, Shemales, He-She's. stmagaretsman <2,819 fans>   Trannies, Traps & Crossdressers 114    129   2017-09-20  gus_lorenz <6,539 fans>   Vintage Lady in sexy Lingerie Crossdressing Ladyboy    128   2019-10-01  smok100 <303 fans>   Vintage Crossdress    124   2021-06-09  komedorX <1,294 fans>   Trannies, Traps & Crossdressers 115    121   2017-09-20  gus_lorenz <6,539 fans>   Classic Cunt Coverings for Crossdressers to Covet    67   2023-11-16  I fantasize about being a camera assistant on these vintage photo sessions. Whilst the photographer may get a blow job from the models after a steamy session, I have to set lighting and bring drinks and cigarettes as the bitches go down on each other,... RudeJimmy <1,011 fans>   Festive Fillies in Filigree Frillies    61   2023-12-14  Pungent panties and sweaty stockings for you to imagine sniffing and wearing...happy festive crossdressing and masturbation! RudeJimmy <1,011 fans>   Vintage Lingerie to Borrow, Sniff, Wear and Cum on    60   2022-06-11  These are all Bitch Queens for crossdressers - they're wearing the most delightful silky undergarments, teasing us as they flaunt their nylon-clad cunts and asses. Their nylons stink of the sweat of wearing high heels all day, and the gussets of their... RudeJimmy <1,011 fans>   Crossdresser Ball    60   2020-08-30  VaginaLips <2,868 fans>   Frolicking Fillies Flaunt Filthy Frillies    59   2023-08-24  As a dedicated crossdresser, I love lingerie. And though I would dearly like to fuck each and every one of these bitches (preferably in their cunts and tight assholes, then make them suck my shit-stained cock until I came in their mouths), what I... RudeJimmy <1,011 fans>   Silky Cunt Coverings for Crossdressers to Cum Into    52   2023-06-24  Though cunts and tits and a bitch's ass are heaven itself, so too are the silky coverings these darlings use to hold themselves up or modestly cover themselves. Over the course of the day these garments take on the delicious perfume of a girl's most... RudeJimmy <1,011 fans>   Vintage Crossdressing TV Bondage Domination    51   2018-09-25  TS, TV, CD, forced feminization and femdom magazine pictures LangdonAlger <463 fans>   Vintage Crossdressing    50   2015-12-22  retro fun gus_lorenz <6,539 fans>   grandpa in drag    48   2021-04-24  This family secret may come as a shock to you, but yeah, your grandpa was a crossdresser. He was famous around town for his excellent cocksucking skills and all his neighbours and most of the male towners have emptied their balls into his sissy... beard427 <3,074 fans>   Bygone Girls With Gorgeous Gussets    47   2023-04-25  More lovelies from the past, dressed in those silky-nothings that get us lingerie-lovers so excited. The touch, the aroma of worn lingerie will get my cock hard in a second, and it is for this desire that I have crossdressed since a teenager. RudeJimmy <1,011 fans>   More lingerie from long ago    47   2023-05-20  For you lingerie lovers out there, and especially you crossdressers who LOVE wearing vintage lingerie, here is another gallery of delectable silky underwear. Oh to sniff and wear these pieces after the bitch has worn them... RudeJimmy <1,011 fans>   Crossdressers' dream vintage lingerie    42   2023-03-14  More vintage lingerie to linger over. Stroke yourself as you dream of sniffing these lovely garments after these bitches have worn them for a day, sniffing their secret scents of piss and cum. RudeJimmy <1,011 fans>   More of what to wear when you're wanking    40   2023-10-01  For all you CROSSDRESSERS, there is nothing so delectable as vintage lingerie - and here is a fine selection to dream about wearing as you masturbate RudeJimmy <1,011 fans>   Vintage lingerie that makes my cock drip    40   2022-04-22  These bitches in vintage lingerie make my cock weep with desire...I want to sniff their sweaty stockings, and bury my nose in the crotch of their silky panties to drink in the aroma of their cunt juices and piss. I want to steal their soiled underwear... RudeJimmy <1,011 fans>   Crossdresser Show-off Playtime Lingerie Panties, Bras, Pantyhose    35   2009-06-04  Piles of pretties to play in! Looking for a special piece? A certain size or color bra, panty, pantyhose, nightgown or peignoir? Never be afraid to ask and always know I will be beyond discreet. I've been in the lifestyle for 15 years and always... SexyClothing <530 fans> 1 | 2 | :: next ::