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wearing women's clothes for the first time
So now I have not completely dressed as a woman, it was just a pair of panties. But that was the first time I asked to do it and I did it too. and it felt great. when i was 14 i visited relatives in brazil with my parents (i come from germany). it was a great vacation even if i couldn't tal... Read full Story
menina porco 2020-08-26 4,738 first time Teen (18+) Crossdresser solo Amateur Mother In Law
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First Encounter (Mexican Travesti)
I grew up near the U.S.-Mexico border and am ½ Mexican Hispanic and ½ Anglo (white). I visited Nogales Senora on the Mexican side on and off during my teen years. As a young adult, I was fearless and sometimes went across alone to visit the strip clubs, get a cheap lunch, or look for Mexican sweetie... Read full Story
AllenB 2022-09-07 7,044 anal sex Shemale Fucks Guy Blowjob mexicana cum in ass first time with a tranny
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Манифест сисси-девочки.
Я ощущаю себя девочкой, и это делает меня счастливой . Я чувствую как феминизирюсь, я чувствую как становлюсь все более красивой! Мне нравятся мои ощущения, когда я стараюсь быть девочкой послушной и милой. Мне нравится не иметь собственного мнения, быть безвольной и абсолютно пассивной. Я в мы... Read full Story
ALLA_off 2022-02-14 2,261 Teen (18+) solo sissy slut
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Я сисси-девочка.
Глазки, губки, ноготочки, туфли, юбочка,чулочки... Грациозно и покорно я стою перед тобой. С позволения Хозяйки, молчаливо и покорно Открываю нежный ротик, чтоб порадывать её. По приказу встану раком, широко раздвинув ноги, Подогну чуть-чуть коленки, чтоб открыть своё нутро. Я теку и наслаждаю... Read full Story
ALLA_off 2022-02-14 1,221 Teen (18+) solo sissy russian
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De la pucelle quinquagénaire à la mature disponible...
***Prologue - Confessions: Depuis que j’ai offert ma virginité, je me mets chaque jour un peu plus dans la peau d’une femme. Le petit bled où je vis m’interdit de m’exhiber socialement. Totefois je me suis faite une complice, mon épileuse qui me reçoit après la fermeture . Depuis mon nouveau début,... Read full Story
hippocampus_171 2023-01-11 1,985 Crossdresser Amateur Group Sex threesome Big Cock Mature Homemade cum in mouth shemale + shemale milfs Foursome Bi
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From a 50's virgin to a Mature good for all
***Prologue - Confessions: Every day since I offered my virginity, I put myself in the shoes of a woman. The little town where I live forbids me to show myself socially. However I made myself an accomplice, my epilator who receives me after closing. Since my new beginning, male masturbations are not... Read full Story
hippocampus_171 2023-01-11 4,517 Stockings Crossdresser Amateur Group Sex threesome Big Cock domination Mature foursome Homemade cum in mouth shemale + shemale milfs
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lust of a sex-agenarian nana-pops
Frenzied lust of a sex-agenarian nana-pops; between dream and reality I had never fantasized of a manly man, even after offering my virginity; to a fabulous sissy. Before my new Era, my fantasy preferences were always with glabrous he-she’s, same about my relationships after… BUT BUT BUT… My last t... Read full Story
hippocampus_171 2023-07-09 4,882 anal Small Tits Amateur Group Sex Masturbation Guy Fucks Shemale Sex Toys Mature small cock big ass sissy femboy
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Andy In Pantyhose
He had the house to himself for a few hours. Andy slid his older sister Kelly's taupe nylon pantyhose slowly up his nice, smooth legs, wriggled them up around his narrow boyish waist the band snapping in place. His penis was so stiff against the wispy fabric! He sighed happily. Sitting down on ... Read full Story
ALEXEAMES 2024-01-18 5,523 Stockings Crossdresser solo Amateur Masturbation Fetish Lingerie pantyhose Homemade sissy femboy teen (18+)
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My First Blowjob
Fuck! I'm so jealous! Back in my teens I could self suck! I'd lock myself in the bathroom, lay on my back and bring my legs over top. I was able to not only get the head of my.cock in my mouth, but half of my length as well. The first time I nutted in my own mouth, I wasn't prepared for the big lo... Read full Story
Hardrock51Fifty 2024-03-26 4,438 solo Cumshot Blowjob self sucking cum in mouth teen (18+)
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Wife got suspicious...
Wife got suspicious... I ended up having a relationship with a married man I'll call Tom. I didn't know he was married until he told me we had to stop kind of like dating because his wife was getting suspicious. We met online, he was a guy who liked crossdressers like me. He was pretty cute... Read full Story
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The first requirement of a deal with Dominatrix Persephone.e
There was a number of requirements before I even consider'd fucking that sissy ass, firstly, I expected dedication to be shown and to prove that the sissy could obey my orders, after a trial period, then I consider to force my big dick down the throat of the that sissy, and then fuck brutally and ex... Read full Story
Dominatrix Persephone 2024-06-21 2,827 anal solo Cumshot Masturbation Shemale Fucks Guy Big Cock Shemale and Girl domination Mature sissy shemale fucks shemale teen (18+)
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Trans sucht Daddy
( Anonymität Diskretion ) Schreibe eher über mich Geschichte meine Sex Lebenslauf !!! kommt Später Da ich ja aus Erfahrung weiß da viele Herren auf Anonymität angewiesen sind und wert darauf legen dürfen mich sehr gerne was mir auch sehr Gefällt mit Maske im Hotelzimmer + Ferienwohnung besuche... Read full Story
Tranny ( Für den ) Herrn 2022-08-24 2,170 tranny crossdressing transgender tv crosssdresser cd solo daddy sissy crossdresser daddy fucks sissy grandpa DWT TV Transe BI
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Fender Bender Chapter 2
The bright sun shining through the window woke me up, for a moment I was confused and disoriented. Then it all came back to me. I had sex with Mark and Susan James last night and I was still wearing a pink baby doll nighty and matching panties she had given me to put on before we went to bed. I w... Read full Story
shemale lover 2012-07-26 4,456 Teen (18+) Fetish crossdressing
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After Church
I was just horny. All of the time. I just wanted to fuck someone in the worst way. 18 years old, never had a date. Too skinny, too weird. I wore my hair long, not a very hairy body, not very athletic. Just a skinny kid who didn't get any attention. Lot of church girls in the bible belt but they were... Read full Story
shemale lover 2012-08-19 6,185 Teen (18+) Fetish oral sex crossdressing
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Local Hunting
Local Hunting. It was the easter holidays and I was home from school for a while, but James was away skiing so I was a little alone with no one to “play” with. I took to a couple of websites and apps to try and find someone locally who’d “play” with me. After a few fruitless attempts I found a ni... Read full Story
ATC97 2016-01-02 4,229 Teen (18+) crossdressing cd dominated thick cock
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Kylie and Chrissy
The following story is the first part of ‘Kylie and Chrissy’, a story documenting the blossoming sissy-hood of two teenage boys. It is partially autobiographical and partially fiction. PART 1 - THE INCIDENT ‘Stop… we really shouldn’t be doing this’ ‘It’s just a bit of fun. Now just hold sti... Read full Story
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Big Changes
Big Changes Jess was getting tired of hearing about all the female problems his sisters or his girlfriend were having. It seemed all they talked about was their sore breasts or their cramps or their bloating. At times he would just tell them to keep their problems to themselves, that he ... Read full Story
PattiCake 2017-12-05 10,733 Teen (18+) crossdressing amateur hrmones