Training my pussy
00:58
Trying to be a good sissy and train my boy pussy - Hiddendesires90210
Daddy's Little Sissy Faggot
00:32
Wearing my Daddy's Little Girl shorts with Sissy Faggot and Cumslut on the ass! I'm such a dirty whore! - BrittanyCumSlut18
Sissy amanda carrol in blue satin
00:44
In keeping with Lady Colleen's instructions to post everything I send her here on xhamster. - amandacarrol
WorldWide Sissy Pregnate Challenge from 666AmberRayne666
09:12
Hey SisterĀ“s , this be u make Intensive Girly Feel, mean this time when a Girl feel when inside her Cunt goes seeds be Pregnate.Take Cum in ur Nose and Snoring it to ur GirlyBrain goes Pregnate DO IT - NoLimetslavehh
New look sissy
00:33
Again a new video and again I'm more feminine)))new shoes skirt and tights always ribbed tights or pigtails - glasseslove
Flirty Sissy KathyYes Teases in Kitchen
02:03
Happy sissy displays herself, flirts, shows her caged clit in the kitchen. Chastity, ass, dancing, the perfect shemale slut housewife for any Daddy. - kathytg
Little girls dress
02:57
one girl hung her sissy dress on the heater. The dress was so exciting for her that she had to masturbate. in the end, she marked her little girl's beautiful dress with her semen. - tykev23
AlsoNicole breast growth, going into Further Feminization
03:39
AlsoNicole Pumps up her sissy breasts to show her further Feminization. Grwoing her tits to no longer be acceptable as a man and only seen as a Sissy with tits. Tell Sissy Nicole what to do next? - AlsoNicole
Upskirts in pink sissy tutu for my BLACK DADDY Clarence BBC
02:47
My BLACK DADDY Clarence requested a pink sissy tutu, silky thong panties and 9-inch platform stilettos for his video.I love to tease his BBC rock hard for my white bubble butt ass by doing upskirts. - tgirljillforbbc
Sissy Amanda Carrol Cum Slut II
02:02
For a while this was the only way sissy was allowed to cum. He kept begging for a mouthful so I let him have it. - ColleenCarrol
Sissy Slut Slave Nicky aka Nutte Nicky at Truck Stop Cappeln
03:00
Sissy Slut Slave Nicky aka Nutte Nicky looking for some jobs to do at Truck Stop Cappeln Hagelage-West - NutteNicky
Pottidwtx
05:49
Pottidwtx spielt mit seinem Schwanz. Mit cum. - pottidwtx
Diaper Sissy with Bondage Hood
12:35
Enclosed in the Sissydress, thick nappies and gagged: the Bondagehood and an enforced orgasm in the nappy - SissyMarcia
Another Old SD found...
04:41
Just me trying on outfits, trying to be feminine but failing lol - reggie84
Sissy Amanda Carrol and his sissy toy
02:02
Sissy amanda carrol loves to parade around in lingerie. On this day we got him a new vibrator to put in his sissy hole. When we were done he begged Gregory to suck his cock. - ColleenCarrol
Sissy Amanda Carrol
02:33
Sissy just parading around outside in his panties. - ColleenCarrol
Traceytv 1875
02:38
Caged plugged sissy submissive blonde slut poppers and dildo - Traceytv1975
Sissy Student Dildo Quickie
06:01
Finishing up my Sissy Student photo shoot with a quick ride on my dildo... but I just couldn't help myself and made my caged clitty squirt with my vibrator... - Rina Volpina - Sissy-Rina
Sissy Jessika Shemale
40:38
Jessika is jonesing to bust a load before she gets ready for more dick. - ciolalunga
Plugged Limp Clitty Sissy Ruins Orgasm With Vibrator
09:00
Trying out my new vibrator on my limp clitty, stopping stimulation just before I start dribbling cummies! - Rina Volpina - Sissy-Rina
Sissy Slut Slave Nicky aka Nutte Nicky at a motel
00:59
Sissy Slut Slave Nicky aka Nutte Nicky waiting for a customer in a cheap motel - NutteNicky
Sissy Nikki hypno compilation
04:23
here is the first video from my sissy slut nikki check her out @ youngprboi more videos to cum from her in the future ;) - Exxxpozed
Dopewhore dildo1
04:13
Me encanta cuando mi pequeƱo coƱo cremoso es follado tan duro I love it when my little creamy pussy is fucked so hard - Tscruz00
Filling up my sissy pussy with Junior part 3
02:47
I have successfully stuffed Junior in my pussy ass and you can tell by my breathing that I want more. - babeBrea
I penetrate with two super cucumbers and my black dildo
04:38
I put two gherkins in my sissy ass of 30 cm and 31 cm x 8 cm thick both ... delicious, and my black dildo that does not know how to fail ... I love it. - borrego1985
Sissy Krystal Throatz rides her dildo
01:55
Sissy Krystal Throatz sensually rides her dildo and humiliates herself - Kastity
Stephanie Nichole Collier
01:11
Stephs' Mistress ORDERS her to dance about..do a full twirl for her amusement. She then denies Steph to change into a fresh diaper. Humiliation at it's worst? - Stephanienicholecoll
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