Asspussy Stories

158 results
Orientation
Length
Source
Infinite Scroll

Linsey Gets Used

by linseyCDslut on Sep 13, 2017
Transsexuals & Crossdressers

It was one of my first times in public dressed as a girl, and I was feeling nervous and insecure. As other guests at the party milled about around me, I stood by the snack table, clutching my drink with one hand while tugging at the hem of my miniskirt with the other. Was it too short? What do people here think of me? Do they even notice me? And where's my f...

Weekend of Love Pt. 07

by IcelandSpar on Sep 19, 2017
Transsexuals & Crossdressers

(continued from the first six parts) Leland and Helda leant over the edge of the Jacuzzi, and I guided Martha in this act of wonderful exploration. I had got a bag with a few items I thought we'd need, and I opened this and placed a jar of oil on the ledge between us. "First," I said, "let's slick em up nicely." I dipped both hands in, and smacked his...

Percy Jackson, cumdump of the hunt

by Emi on Jun 13, 2019
Transsexual

In this story, all the hunters are older than 18. "Sorry Seaweed brain, but I think we should end this relationship here." It all begun with this simple phrase, she never told him why she wanted to dump him, she just did. When he asked why, she just said that he wouldn't understand before leaving like that, like everything they've been through didn...

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Truth and Lies

by BigDaddy4u2 on Sep 16, 2017
Transsexuals & Crossdressers

It was early on a Saturday morning and it was such a great day. Spring; warm, that just right amount of warm, blue skies, and the faint scent of flowers blooming being carried on a gentle breeze. I was on my front porch, my laptop on my lap, sipping my coffee, perusing a few sites on landscaping, when I saw him walk by. He was a neighbor; I think he lived...

Paula

by Marlene on Sep 13, 2017
Transsexuals & Crossdressers

Hi----I got the idea for this story from a Literotica fan. I’ve never done anything like it but it’d sure be fun wouldn’t it? A few months ago I met a woman while getting coffee at one of our local “gourmet” houses. We were in line and started talking about whatever (I was in my male persona). Her name is Paula and she’s 42 but looks an easy mid 30's, Very...

Julie's First Date: Wedding Night

by maanmathan_playboy on Sep 12, 2017
Transsexuals & Crossdressers

Author's note: Please read the first two chapters of 'Julie's first date,' so that it would be easy to get an outline about the story before reading this final chapter. * Our relationship became intimate in the days and months that followed. Julie was a perfect lover everyway with an added special asset. She made sure I was happy in and out of bed. Actual...

Dr. Landry and Nurse Lisa

by newfield1981 on Apr 17, 2018
Transsexuals & Crossdressers

This story is a spin-off from the "Neighbors sissy son" series. Though it stands alone, it will eventually cross over with NSS. SPOILER This series falls in the transsexual crossdresser category for the first story. There will be very little in the way of men participating in gay sex. This series will sometimes revisit this subject. After that it will be ba...

Cucky Trained by CD DOM Pt. 02

by sndycd on Sep 15, 2017
Transsexuals & Crossdressers

Your alarm went off promptly at 6:00am. The dildo in your ass made you squirm as you got out of bed. There was a wet spot on your panties. Your face felt tight and you remembered the cum that was on you had dried. On your night stand was a note. "Slut...Go into the bathroom. You may relieve yourself in the bottle, not the toilet. You may remove the dildo f...

Carla & Jerry: A Girl Story Ch. 02

by Marlene on Sep 14, 2017
Group Sex

I got so worked up writing about my new Carla creation and her boy Jerry that I just had to do another story about them. They're very wicked. If you like it I'll do more. After Jerry and mine's little slutty interlude at the party neither one of us said anything about it for a few days. Finally, one night we were watching TV and kind of kissing around—just...

Neighbors Sissy Son Ch. 05

by newfield1981 on Apr 18, 2018
Transsexuals & Crossdressers

For as long as Tiffany could remember she always envied real girls sexy curves. Clothing looks so much better on a girl with a nice set of tits and ass. Tiffany spent the night thinking about all the options Dr. Landry offered her. The most compelling option was that he could increase her bust size or ass size, without surgery and that counted for a lot. B...