Cross Dressing Stories

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Fetish Pro Wrestling Ch. 01

by VexingVanna on Jan 7, 2020
Fetish

My dark chocolate hair hangs, damp and limp, framing my view: the light-colored canvas - "it doesn't show stains as well," they said - green knee pads, and black patent-leather boots. Dewy perspiration beads all over my pale, freckle-flecked skin, mixing with the sauna-heat of Jess' shaved slit resting on the back of my neck. Thick, iron thigh muscles sheath...

Broken In by BBC

by sissyashley4bbc on Jan 15, 2019
Transgender & Crossdressers

My wife, Jena, and I married so young, right out of high school so we were still only 22 when we had our 5 year anniversary earlier this year. Things had gotten a bit stale in the bedroom. We are both very open sexually, but we just found ourselves in a bit of a slump. So open to the extent that we had even tried some threesomes previously, both with an ex...

Gentleman's Club Ch. 02

by naughty42 on Jan 15, 2019
BDSM

I arrive for work at the gentleman's club and begin changing into tonight's outfit, a chemise with a tiny skirt that barely covers my arse and lace cups with a slit for my nipples to poke through, paired with a suspender belt, stockings and heels. As I begin doing my make-up, the manager comes in. Looking approvingly at my outfit, he comments, "Your exposed...

The Boutique Ep. 01

by youjjrousseau on Jul 15, 2020
Erotic Couplings

In just 3 days, my girlfriend would be celebrating the grand opening of her new location for her salon and boutique. What started in a small store front had gradually grown into a thriving small business. The swanky suburb of Nashville was thrilled to host a locally sourced clothing retailer that also cut hair and did the works. But don't be fooled... we w...

Caught Out Again and Again Ch. 01

by grgy56 on Aug 31, 2020
Transgender & Crossdressers

Caught Out Again and Again Ch. 1 "What the...?" My girlfriend Cheryl shouted out. I was standing in our apartment kitchen preparing lunch. That wasn't so bad but I was in a pinny which was open in the back and left my panty covered bum exposed. Up until then Cheryl had no inkling of my dressing fetish. But... let me start earlier. Before I met and moved in...

Khan Market Sissy

by smalltownsissy on Dec 24, 2019
Transgender & Crossdressers

An English degree was all that Lijo had when he took a train from Kochi to New Delhi. He was promised a teaching assistant's job at a University in Delhi. Though he knew that he could barely survive on the salary of a mere 16,000 rupees, Lijo still went ahead as he somehow wanted to leave behind his conservative hometown in Kerala and experience a metro life...

It was a Surprise

by Just Plain Bob on Dec 23, 2019
Loving Wives

It Was a Surprise, and Not a Good One ***** It was at Rowdy's, a country-western place about a mile out of town. She was sitting with two other girls and as soon as I set eyes on her I knew I just had to try or I'd regret it forever. The band was Without a Net, and they were playing a twostep. I walked over to their table and asked her for a dance. She sm...

Taking the Lad out of Alladin Ch. 17

by CaseyHeart on Mar 9, 2020
Transgender & Crossdressers

Now that my head was clearer, I checked out my face in the mirror. A hot babe I barely recognized as myself looked back at me. Like, I knew it was me, but it looked like someone had put a Snapchat hot babe filter over my real face. Then I jumped as Cinnamon's face appeared over my shoulder, and she whispered in my ear, "What the hell just happened?" The fac...

SCTT Nancy Pt. 08: Nancy Agrees

by KittyZateez on Mar 23, 2020
Fetish

Nancy was watching him carefully as he caressed her now; she was really enjoying his all-too-obvious sexual arousal as he felt up her hips, waist and back. And that's all he was doing; his hands weren't going anywhere else and he wasn't getting too aggressive or anything, just gazing admiringly into her eyes as he worshipped her body. His attentiveness was s...

Don't Judge a Book... Pt. 03

by Sianwrites on Oct 12, 2020
Fetish

This is part 3 of Sian and Curtis' story. I'm really enjoying writing these so I may do more. If you'd like to see more please comment down below. :) This story (as always) contains excessive cum, cum inflation, squirting and excessive cock size. Enjoy :) It had been about a week since I had proven my girlfriends wrong about Curtis and his mammoth cock an...