Hot Sissy Roleplay Porn Videos Free Porn Videos Paid Videos Photos You switched to shemale orientation. Do you want to keep searching in the gay section? Best Videos Relevant Hot Sissy Roleplay Porn Videos More Trans Chat with xHamsterLive trans now! 10:07 Step Mommy Trains You How to Be A Sissy Cock Sucker (Humiliation) Jessica Bloom 116.8K views 07:12 Crossdresser Nun Get Fucked Hard Sebnem 71.6K views 10:38 Fail your class or suck big sissy cock of your piano teacher? Anna Rios 28.4K views 07:30 Guy Fucks Trans Step Sister While She Brushes Her Teeth Jake Grand 27.7K views 12:40 Crossdresser STORM does a STRIP SHOW For YOU !! Wondahead21 19.6K views 08:26 Trans Cuckold Roleplay With Tantaly Sex Doll And Jessica Bloom (Humiliation) Jessica Bloom 4.1K views 02:06 Steampunk Roleplay teaser Cassandra Lovit 18.5K views 02:04 Sissy been a little Naughty girl in needs some Spankings (Onlyfans) BBC_4Sissy 9.6K views 01:56 Private Study Session with Thicc Shemale Janice Renee 4.1K views 04:38 Blonde sissy CHEERLEADER teasing and cum on socks Sorona 4K views 12:21 Feeding your HuCow! Victoria Lecherri 4.7K views 01:03 Role play with cute femboy CutePinkUnicorn 15.9K views 04:10 Hot Young Crossdresser Strip Tease Your Toy 2.1K views 04:25 Hot Young Crossdresser Strip Tease Your Toy 2.7K views 01:23 Cop Fucks Tgirl in Chastity Jake Grand 1.3K views 01:27 Elmo Fucks Transgender Woman in Chastity Jake Grand 919 views 19:24 Trans Fucked anal while talking to the bartender NekaTeen 1.2M views 03:03 sexy business secretary girl posing and jerk off huge cock big cumshot Nadja Cox 70K views 05:31 Daddy Treats Me Like a Good Little Whore Skinnyminxx_xd 239.7K views 01:28 Roleplay crossdresser sissy get fucked Sebnem 221.7K views 07:53 Sissy Anal Training Session (roleplay) V0.8 - Intermediate to Expert Ft Sissy Kenzie Star Kenzie Star 8.6K views 03:03 joi horny shemale with huge cock fuck fleshlight and cumshot in your face Nadja Cox 300.3K views 05:44 Your dick needs to go inside my ass - for purely medical reasons of course! Emily Adaire & PF Bhangs Emily Adaire 62K views 06:20 Mistress Ass Fucks & Humilates you, BIG COCK Kymmy Harper 267.8K views 04:00 dominant office mistress lets you lick her high heels and ass and cum in your face Nadja Cox 123.8K views 10:03 TRANS SLUT UNIVERSITY: Jade Gets Ass Fucked To Get In PREVIEW Adam Castle 21.7K views 09:45 Smashing your cock between my thighs Anna Rios 50.1K views 05:22 Anal Time Me Time Kimbilly 2.5K views 06:10 I Seduced My Shy Friend by My Cock Medi Voi 20.1K views 02:19 Ringing Golden Chastity of the Royal Physician Reina Hanno 53.8K views 14:12 Bondex - 2021 Cum Compilation Bondex 7.3K views 03:05 mistress roleplay i fuck u hard like my little sissy toy and cum deep inside you Nadja Cox 41.4K views 03:11 Cute Little Sub BDSM Teaser Mistress Jodie May 43.9K views 19:26 POV You are caught using and stealing the owner's dildo - XXL dildo anal - Sissification Elvi Lynx 16.3K views 11:54 Leisures of harem and sweet big cock sissy posing for her caliph Anna Rios 9.1K views 06:23 Oral administration Anna Rios 11.9K views 08:20 Sucking my little sisters boyfriends big black cock Anna Rios 21.4K views 10:35 Jessica Bloom's Sissy Slut Academy Introduction Interview Jessica Bloom 14.5K views 21:28 ANAL TRAINER (FOR MALE SISSY TS) - DOMINO PRESLEY ROLEPLAY 77.4K views 05:29 joi with countdown dominant mistress spit and cum in your mouth and face Nadja Cox 56.6K views 04:19 gothic goddess tarot decides to use you as a lick and swallow slave Nadja Cox 19.6K views 03:05 horny stepmom roleplay she jerks off you and her milk in the coffee Nadja Cox 35.7K views 03:26 Sissy Princess getting fucked by big black King Ericka Sprinkle 36.2K views 04:48 Playful sissy fox Annarios Anna Rios 11.3K views 10:55 Stepbro is really a creep Anna Rios 11.6K views 03:50 Nun Dildo Dommed & Spanked By Priest PREVIEW Adam Castle 18.6K views 07:00 Navy T-girl Cumshot + roleplay Kymmy Harper 11.8K views Back 1 2 3 4 5 6 ... 80 Next Straight search results Gay search results