Ugly Stories

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Ugly Duckling to Sissy Princess

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

All names have been changed to protect the guilty. ***** Being a very short guy (5'3") with a small frame has been a major handicap in my quest for female companionship. Having a micro penis was the nail in my coffin. Throughout my youth, I was ignored or rejected by girls. I had my first girlfriend in college, Caroline Fletcher. She was smart, beautiful,...

Ugly Duckling to Sissy Princess Ch. 06

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

I was terrified, yet part of me was aroused to have such beautiful girl and gurl touching my body. It felt as if they were preparing my body for a sacrifice. Vanessa and Bernice seemed to want to sync their attacks. I could feel the tip of Vanessa's cock at my back door and the tip of Bernice's strap-on cock on my lips. I looked straight into Bernice's eye...

Ugly Duckling to Sissy Princess Ch. 05

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

Bernice held my hand and pulled me out of the bathroom to her living room where there were five very pretty girls, sissies, I will use the word "gurls" to distinguish them from girls that were born with a pussy. I recognized a few of these gurls from the party at the mansion. The gurls' names Deborah, Jill, Vanessa, Shirley and Anne. Each of them was very...

Ugly Duckling to Sissy Princess Ch. 04

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

(Continued from Chapter 3) Several nights had passed after the party at the mansion and kissing Ted. Bernice called me Saturday and Sunday, but, both nights I told her I could not come by to see her. On Saturday, my girlfriend went to a party thrown by the basketball team. I knew she would end up fucking one of them, he would use her like a piece of meat,...

Ugly Duckling to Sissy Princess Ch. 03

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

(Continued from Part 2) Wow! The kiss! Wow! Before I knew it, I was sitting on Ted's lap straddling him and we were French kissing in the most passionate and intense kiss of my life! I don't even know how I got up here. Maybe I climbed on his lap or maybe he grabbed me and pulled me up here. I was in bliss! The kissing was so amazing that my whole body j...

Ugly Duckling to Sissy Princess Ch. 02

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

(Continued from Part 1) My girlfriend, Carol, and I made love to each other about 2 times per week. She was also getting fucked on a regular basis by her jock fuck buddies. I never asked how many guys she was hooking up with on the side, but, I guessed it was at least five, because there were five jocks that she tutored on a daily basis. She put on skimpy c...

Ugly Things

by JimBob44 on Sep 14, 2017
Loving Wives

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: Yes I need an editor. No, I do not want an editor. Yes, there's too many people to keep track of. Yes, it jumps around too much. Yes, it's too short. Yes, it's too long. Yes, it's in the wrong category. Yes, this is stupid shit. And yes, I su...

Ugly Duckling

by FinalStand on Sep 13, 2017
Mature

*Fire inspires Brilliant and consumes the Wicked* (Thanks once more to Frontma's patience and persistence) (This is not a rape story – trust me) My name is Waylon Fielding and I am married to a wonderful woman, my wife Celine Fielding. I would like to say that my life is perfect, or even good, but after two years of marriage I'm pretty freaking miserabl...

Ugly Ugliest Things

by JimBob44 on Sep 14, 2017
Group Sex

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: Yes, I need an editor. No, I do not want an editor. If this bothers you that much, quit reading. Yes, there's too many people to keep track of, yes it jumps around too much, yes it's too long, yes it's too short, yes it's in the wrong categor...

Ugly Uglier Things

by JimBob44 on Aug 30, 2017
Group Sex

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: Yes I need an editor. No, I do not want an editor. If that bothers you, quit reading. Yes, there's too many people to keep track of. Yes it jumps around too much. Yes it's too long. Yes, it's too short. Yes it's in the wrong category. Yes t...