by
Kaori_chan
on Apr 22, 2025
It all started with a random conversation with Annie, my gf. I was arguing how women have cuter underwear and make everyones ass look great. There's a huge selection and so many styles to choose from to compliment your features unlike the men's. She argued men had just as many styles, that I just didn't want to try the gay underwear lol. She was right to a c...
- 778 Words
- chyoa.com
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by
meeah sue
on Sep 16, 2017
Transsexuals & Crossdressers
"Holly, hold your breasts up. That's it honey. Squeeze the nipples between your fingers. Make them hard for me, sweetie."
Jason lifted and pushed his soft breasts together, squeezed the small dark nipples, and hurriedly looked up to see if what he was doing was okay. He really wanted what he was doing to be okay. It was dreadfully important to be okay. Kare...
- 206,117 Views
- 37 Favorites
- 4,831 Words
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by
tawnysuede
on Sep 15, 2017
Celebrities & Fan Fiction
"Miss Robin! Surely you can't be serious!"
"Introduce us, Alfred! Just like any other guest arriving, we deserve to be introduced to the crowd!" demanded the lovely sissy! Robin and Jamie were dressed in very attractive summer dresses - Robin in blue and Jamie in green which accentuated his green eyes and emphasized his bright red hair! The dresses would ha...
- 11,084 Views
- 9 Favorites
- 1 Comments
- 5,099 Words
- www.literotica.com
by
maturesubmale_for_F
on Apr 20, 2020
Transgender & Crossdressers
1. Becoming a lesbian sissy slut
I was eighteen years old when I became a girl. Or rather: When I was turned into a submissive lesbian sissy slut by my High School teacher, Miss Johnstone. She was an imposing woman, in her late fifties, tall and with short cropped grey hair. She had piercing green eyes and a well-trained body that she kept in shape by regul...
- 35,472 Views
- 44 Favorites
- 6 Comments
- 15,587 Words
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by
Randi_Michelle
on Sep 16, 2017
Transsexuals & Crossdressers
To me, part of the process in my case of stripping me of my masculinity involves documenting my transformation and the humiliation that it would involve. For me it started through an encounter with a dominant man who enjoys feminizing submissive males and turning them into 24/7 gurls. It just took the right dominant man to make it happen for real.
I've spen...
- 184,608 Views
- 18 Favorites
- 6 Comments
- 1,492 Words
- www.literotica.com
by
maturesubmale_for_F
on Apr 22, 2020
Transgender & Crossdressers
Dear readers,
This is a continuation of my story 'Miss Johnstone's Lesbian Sissy Slut' and I sincerely recommend reading that story first as it provides background for this one.
Enjoy and please take time to give me some feedback!
Theo
3. Intermission: Further training
Following the loss of my sissy virginity just after I had turned eighteen years old,...
- 18,179 Views
- 17 Favorites
- 2 Comments
- 9,821 Words
- www.literotica.com
by
born2srvtv
on Sep 19, 2017
Transsexuals & Crossdressers
(You may want to read The Journey before reading this so you will know the background of Tom/Tonya and Jason. These stories are a combination of real life and fiction. Thanks for sharing your comments.)
Tonya was content as she stretched across Jason's lap. She had given Jason a long slow blow job and now Jason was rubbing his sissy slut's smooth ass a...
- 24,468 Views
- 8 Favorites
- 3 Comments
- 1,271 Words
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by
Angelscuck
on Sep 17, 2017
BDSM
A couple of weeks had passed since our last adventure and I decided it was time to further Sandy and Shelly's sexual education.
They had called me several times during the last week and I knew they were anxious to have their next lesson. This time I had planned something very hot.
While teaching gymnastics at the alternative high school several years ago...
- 32,277 Views
- 2 Favorites
- 1,893 Words
- www.literotica.com
by
vaultdweller111
on Sep 12, 2017
Transsexuals & Crossdressers
So this is the story of how I became daddy's plaything. It all started when I was nineteen and my name was David Romero. I was going through a bit of a depressive stage in my life. My girlfriend left me, I was doing terrible at college, and I hated my retail job.
The only safe haven I had was the internet and porn, and let me tell you something there was s...
- 83,915 Views
- 47 Favorites
- 7 Comments
- 1,189 Words
- www.literotica.com
by
Angelscuck
on Sep 14, 2017
Fetish
Oscar started sucking my well fucked pussy with great zeal, licking up all the cum that Jordi had deposited. Jordi's cock was so big and thick that it had left me quite sore and Oscar's attentions were both soothing and stimulating. After about an hour and four orgasms, I reached the conclusion that I really enjoyed being sucked to being fucked.
Oscar looke...
- 43,670 Views
- 11 Favorites
- 1 Comments
- 2,508 Words
- www.literotica.com
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