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15m:55s right now
This sissy is in for a wild ride as they explore the pleasure of a butt plug and get their tight butt filled with pleasure! The Sissy will be amazed at the sensations they experience as they insert the Butt Plug into their tight backside.
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2m:40s 9 years ago
This mature ladyboy in lingerie and stockings shows off her big ass while using a sex toy and engaging in some hot amateur anal action. She sits atop the bed, her Mature Ladyboy figure dressed in Lingerie and Stockings.
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8m:26s 5 years ago
An amateur sissy tantalizes with a tease before exploring anal play with toys and butt plugs behind the scenes for an electrifying solo adventure.
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3m:24s 5 months ago
A postop from Thailand Tgirl enjoys the pleasure of her own company as she toys her upskirt pussy with a plug.
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5m:27s 11 months ago
A crossdresser hooker explores their newfound freedom and independence as they explore their femininity in public, learning the ropes of the trade while out in the open air.
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11m:11s 1 year ago
A crossdresser prostitute takes a night walk on the street and is trained in the art of being a slut outdoors by a tran prostitute in a solo session.
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10m:35s 1 year ago
A sissy enjoys a solo session of anal pleasure with a barrel plug, resulting in a love-filled orgasm as they are guided through JOI instructions.
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9m:47s 7 months ago
This hot teen trap is ready to show off their anal skills with a big toy, wearing a miniskirt, pigtails, and socks while they futa and futanari their way to a gape-filled ladyboy and mexicana sissy adventure!
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10m:45s 1 year ago
Watch a stunning crossdresser in red satin lingerie pleasure themselves with a butt plug, showcasing their beautiful transgender beauty.
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5m:25s 2 months ago
This compilation video features a hypnotic sissy being trained by a lealk to explore their anal desires in a shamele scene. In this Compilation Video, a Hypno Sissy is trained by a Lealk to explore their Anal desires in a Shamele scene.
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3m:50s 2 years ago
sissy Fabienne Sissy Fabienne is a modern Femme Dominatrix who loves to use her Plug to tease and tantalize her submissives.
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12m:16s 7 years ago
This sissy trap tgirl video features a cute boy getting naughty with anal play, pissing, and more, all in a naughty and exciting way! This Sissy Trap Tgirl Video showcases a Cute Boy exploring his naughty side with anal play, pissing, and more.
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11m:48s 1 year ago
A sissy gets her shaved pussy and tight ass filled with dildos and toys, moaning with pleasure as a chastity plug stretches her out.
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4m:32s 4 months ago
Spur of the moment 8). My sissy side came out and thought I'd ride the wave. The butt plug is awesome. When it gets inside me, I have no control over myself
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12m:17s 6 years ago
A sissy boy is feminized with makeup, lingerie, and heels before being plugged and pleasured with a dildo, dirty talking and a cumshot to finish off the sissyfication.
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5m:03s 4 months ago
A German sissy crossdresser gets their tight ass pleasured with a huge anal plug, delighting in the sensation of a rough and wild fucking.
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6m:50s 2 months ago
A shemale solo star takes on a huge public challenge, using a huge dildo and lots of love to cum hard and big.
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22m:02s 10 months ago
A hot Latina in a thong bikini enjoys some outdoor snooker while pleasuring herself with toys and showing off her big tits, before finishing with some explosive cumshots. She teases her audience with a tantalizing display of her body, clad in a thong bikini that accentuates her big tits.
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15m:58s 3 years ago
Paola Pink is one alluringly kinky t-girl with really interesting snooker skills. This naughty shemale shoved the eight right in her tight anal! And I mean all the way in before pushing it back out ...
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16m:08s 7 years ago
A Japanese crossdresser documents their solo anal play session with a variety of toys and leather clothing.
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7m:26s 1 week ago
A beautiful shemale takes a sensual solo journey of self-love, exploring her body with a tunnel plug and chain.
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3m:30s 8 months ago
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5m:30s 6 years ago
A hot and sexy shemale with a big ass is teasing with an anal plug, using toys to drive her little clitty to the hottest and sexiest levels.
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10m:07s 9 months ago
A horny ladyboy with a big ass and even bigger dick gets her backdoor pounded by a lucky guy in this intense anal POV video.
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4m:56s 1 month ago
Nanny shows off her beautiful gaping hole with a strangers fingers and a glass buttplug. Nanny's petite cock sticks straight up as she's penetrated and her ass pussy gripes tightly around the plug.
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6m:10s 5 years ago
CD slut mistycane dressed up in slutty lingerie toying her tight ass with a pink butt plug Slutty Mistycane Dressed in lingerie, she toyed her tight ass with a pink butt plug, pushing the plug deeper and deeper until it was firmly lodged in her tight anus.
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3m:59s 6 years ago
This sultry Mexican ladyboy in a miniskirt, pigtails, and socks takes on a big toy and a BBC in a wild anal futa gape sissy trap session.
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13m:32s 3 months ago
This sizzling latex fetish video features a naughty sissy in stockings exploring anal pleasure with an anal plug, indulging in anal fetish fantasies and masturbating with latex for ultimate satisfaction.
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15m:44s 3 years ago
This video features a huge shemale in stockings who masturbates and cums solo, experiencing intense anal pleasure and multiple orgasms. This video features a Huge Shemale in Stockings who Masturbates and Cums solo, experiencing intense Anal Pleasure and Multiple Orgasms.
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17m:31s 1 year ago
A shemale in stockings indulges in a steamy masturbation session with anal training, using a big and huge barrel plug for extra stimulation.
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11m:13s 9 months ago
A stunning Asian shemale in solo action takes on huge dildos and toys, pushing the limits of her tight ass with gaping and anal play.
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4m:03s 3 months ago
A beautiful transgender Asian tranny shows off her big ass and big cock while solo playing with anal toys.
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5m:02s 5 months ago
This amateur gay solo video features a crossdressing sissy using a dildo and masturbating before cumming, all captured in a homemade video by Oksana. Crossdresser Oksana enjoys a naughty solo session in this homemade gay solo video.
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13m:46s 3 years ago
A crossdressing school is given an anal plug and toys to explore her femininity and pleasure her tight butthole while wearing a cute skirt.
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9m:58s 8 months ago
This hot and steamy video features a wild shemale orgy with ladyboys cumming, masturbating, enjoying anal pleasure, and showing off their love for each other in stockings.
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16m:42s 1 year ago
This wild carnival video features a crossdressing femboy, a sissy tgirl, and a vadia trans puta with a big ass, all engaging in some naughty anal fun with a blonde cadela.
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9m:34s 2 years ago
A beautiful, blonde, and horny shemale with a big cock and an anal plug shows off her sexy ass and gives an ASMR experience and JOI instructions, all while expressing her love for her viewers.
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20m:52s 1 year ago
TransErotica.com - Pornstar Nicki Blue has fun with Shemale star Nicki Blue, plays with anal plug, masturbation and blowjob
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12m:17s 7 years ago
TransErotica.com - Pornstar Nicki Blue has fun with Shemale star Sarina Valentina, plays with anal plug, masturbation and blowjob
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12m:17s 7 years ago
This steamy transvestite video features a sultry and eroused transvestite taking a large schlong sextoy and wearing a ass plug for three days of intense pleasure.
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9m:57s right now
A goth shemale in high heels, stockings, and a caged chastity device is engaging in a variety of kinky activities, including anal fisting, anal bead insertion, painful anal, butt plug insertion, prolapse, and sissy fingering.
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10m:15s 1 year ago
This hot Colombian crossdresser sissy is ready to show off her sexy legs in pantyhose and lenceria while she masturbates with a travesti consolador and teases her tight anal hole.
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7m:28s 1 year ago
This sissy porn video features a submissive, gender-bending performer exploring their femininity and indulging in naughty fantasies. Sissy is wearing a frilly dress and pink lingerie, complete with stockings and a garter belt.
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3m:30s 6 years ago
This sissy teen video features a young person exploring their gender identity and embracing their femininity in a fun and playful way. In this Sissy Teen video, the young person is seen wearing a pretty dress and experimenting with makeup and hairstyles.
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7m:26s 6 years ago
This sissy boy sailor video features a young man exploring his femininity while dressed in a sailor uniform, giving viewers a unique and exciting look into the world of boy love.
Sissy Sailor: Exploring Boy Love in Uniform
3m:29s 7 years ago
This sissy porn video features a naughty submissive exploring their femininity and getting a taste of humiliation and pleasure. Sissy is put through a variety of tasks, including dressing up in lingerie and stockings, getting spanked and teased, and being told to perform various humiliating acts.
Sissy`s Humiliating Pleasure: Exploring Femininity
11m:09s 3 years ago
This sissy porn video features a submissive, gender-bending performer exploring their femininity and pushing boundaries in a thrilling and titillating performance. Sissy is seen wearing a pink lingerie set, accentuated with delicate lace, as they explore their femininity and push boundaries in this thrilling and titillating performance.