Caught Crossdressing Stories

164,111 results
Orientation
Length
Source
Infinite Scroll

Bargain

by CherryCummins on Sep 16, 2017
NonHuman

I could taste him in the back of my throat, blood more than human like candy on my tongue. His otherness rode the air before him, spilling through the doorway as he paused, taking in the shadowed commons. His eyes were hidden in mirrored shades, but the very stillness of his body said he was searching the crowd, seeking. I sat back a bit farther from the l...

Dinner's On Amy

by john71atx on Sep 17, 2017
BDSM

I stretch out on the couch still naked and damp from the shower. My cock is already semi-hard anticipating the phone call I am about to make. I haven't talked to her in two weeks. I have just been letting her stew, hopefully in her own juices. I smile while I dial. She answers on the first half of the second ring. She doesn't even say hello. She just waits...

A Cock and Ball Story Ch. 02

by storyfella on Mar 6, 2018
Fetish

Jim had been busy with his work commitments, so Jen had a few days to fill before a next session could be arranged. Jim apologised for not being free to organise anything but Jen told him not to worry, a few days would do her good and make her enjoy their next adventure even more. She filled her time mainly with reading, something which she had always enjoy...

A Cottage Caper Ch. 04

by TonyBCa on Dec 13, 2017
Exhibitionist & Voyeur

They enjoy watching each other outdoors. If you are offended by affection between men in a loving MMF threesome – then this story is probably not for you. ***** We didn't wake again until the morning mists burnt off, and bright shafts of sunlight streamed in through the bedroom windows. We got up sexually satiated – and even a little sore: but very p...

Ally, Iris and Me

by Bisondkj on Jul 4, 2018
Group Sex

"Cum on her tits, Simon, so I can lick it off." It was Iris behind me, reaching around, to squeeze and stroke the shaft of my cock while Ally sucked the tip. Her instruction came in the nick of time, as I was just beginning to feel that stirring in my balls. I put my hand over Iris's, gave a loud moan and let loose over Ally's chest, the first spurt coating...

Cockatoo Pt. 37

by nikkiesilk on Oct 3, 2017
Transsexuals & Crossdressers

I froze in the open door watching Nin and Shane fucking each other on the bed. Nin had her back to me and Shane's hands were on her breasts as he drove upwards into her. They were both grunting loudly and I could see the sweat shining on both their bodies from the effort. Nin arched her back as she squatted over Shane taking him deep inside her. She threw he...

The Perfect Dress

by LunaStarwolf on Sep 13, 2017
Erotic Couplings

"Come on, Lana, it'll be fun!" Jamie said excitedly to her roommate. "Fun?" Lana shot back, stabbing out her cigarette in the ashtray next to the open window. "That's what you said about that ski trip to the Poconos where I broke my arm, the skydiving thing where my parachute almost didn't open, the mountain climbing trip where I fell off that rock and damn...

A New Way of Seeing Things Pt. 02 Ch. 01

by BusyBadger on Sep 13, 2017
Exhibitionist & Voyeur

Author's Foreword For all that expressed their wishes to see Gwen's story continue, thank you for taking the time to let your feelings be known. It's flattering to know you have enjoyed the story so far and don't wish it to end just yet. For those who feel Gwen went far enough (or too far) in the first part, the continuation may not be for you. For thos...

Jessica: Lust Prevails Ch. 06

by Joe_Dink on Sep 14, 2017
Loving Wives

Some of you will recognize a large part of this final chapter as "My French Canadian Cousin", published on Literotica just over a year ago. I hope you enjoy it all over again. Chapter 6 - Epilogue Time passed quickly. Jeff Eccles, my lawyer, had negotiated a healthy settlement, as well as ongoing support payments, from Walter, As it turned out, Walter had...

Our New Neighbors

by BadBuzzard on Sep 16, 2017
Group Sex

My wife greeted me at the door after a long day at the office. She was wearing absolutely nothing! As I closed the door behind me, she took my face in her hands and gave me one of her most sensuous tongue jobs. She was obviously turned on sexually. Her breathing was deep and passionate. She was moaning. Her hands dropped to my crotch and grabbed my hardening...