Asspussy Stories

158 results
Orientation
Length
Source
Infinite Scroll

Linsey Takes Two

by linseyCDslut on Sep 16, 2017
Transsexuals & Crossdressers

I peeked into my living room, my heart racing, watching the two large black men introduce themselves to each other. My girlfriend was out of town for a few days, and I had met these guys in an online transsexual chatroom I sometimes visited while she was gone and I was extra horny from lack of sex. I dress occasionally, and sometimes like to do online chat r...

Black Mafia - 1975

by puzziboi on Sep 16, 2017
Transsexuals & Crossdressers

Bucky Collins downed the last of his whiskey and collected his chips to cash in. His cousin, Don Lee, who served as his driver and bodyguard escorted the Black Mafia attorney-slash-lieutenant to front door. His leisure trip to the Big Apple had been fruitful. Tonight, his winnings totaled $2,300.00. Don Lee was especially happy as his younger, much smarter r...

David Shares with Melissa

by Boxlicker101 on Sep 14, 2017
Anal

Melissa, one of my most beautiful and sexy lady friends, is also a bi-sexual and recently she expressed an interest in sharing a double-dong with a gay man. “This is something I read about on this online porno site I go to; there was a discussion of a woman fucking a man in his ass with a strapon. Personally, I would rather use my double-dong, which should p...

Covid 19 - Pete Turned into Charleigh Pt. 04

by His_fag_wife on Jul 27, 2020
Transgender & Crossdressers

Red unlocked the locks, unclasped the clasps on the box and then popped the lids back on the two bottles of poppers, but popped them in place for later. After this first session being so much of a hit, she thought Charleigh might be in the box for some time, every day for the coming weeks, if the lockdown remained in place for that long. At least then the du...

The Prostate Exam Pt. 03

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his naturally submissive tendencies by pushing back against her finger, his female doctor had decided to test just how submissive he was. She gave him the option to back out if he didn't want to go any further, but she told him that if he did want to go furth...

The Fucking Machine Ch. 04

by Boxlicker101 on Sep 18, 2017
Toys & Masturbation

As Shelley strolled to her next class on Tuesday morning, she heard someone calling her name and saw Larry waving at her. They were acquainted; he sat next to her in their American History class, but she didn't really know him very well. Although handsome, Larry was president of the Gay Students' Association so Shelley had never given any thought to him as d...

My New Daddy Ch. 07

by sissytoy20 on Mar 21, 2018
Transsexuals & Crossdressers

After Boss zipped up his freshly cleaned cock, glistening with my spit, he took me up to the 30th floor. My brain was still buzzing with my anal orgasm when he took my arm and basically forced me to walk out of the elevator. I stumbled on my heels beside him, reaching back to finger my cum-filled asscunt. I dug out some of Boss' load and licked it off my fin...

Little Eats Big

by gentle504 on Mar 7, 2018
Sci-Fi & Fantasy

Alright, folks here's another plot bunny for ya! I hope you enjoy and please, as always, feel free to leave any and every feedbacks! ***** Demarcus could only moan in pleasure as he watched his dark copper dick slowly enter the tight asshole of Ora the Annihilator. Once she had him fully inside, the halfling witch began to rock back and forth on his meat p...

Tender is the Day

by IcelandSpar on Sep 16, 2017
Transsexuals & Crossdressers

Lolita, light of my life, fire of my loins. He was making the final preparations for slipping into his role for me, before he got a call. "Yes, this is Leland", he barked awkwardly into the phone, feeling the full contradiction of the moment as I came up to him, naked behind him, and lightly stroked his arms on either side. "Mmmph", he moaned, as I lightly...

Poker Night Servant

by GenOral on Sep 16, 2017
Transsexuals & Crossdressers

The phone rang and it was Jeremy. He and I had just met at a motel and he was so sweet to me. I must have had his nice 6" cock in my lips for hours, enjoying the taste and his wonderful huge load of yummy! He had teased me about being his French maid for the next poker nite at his place. I found out the next day returning home from work he wasn't teasing. I...