Caught Wearing Lingerie Stories

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My New Life in Lingerie

by Everyday2 on Jul 14, 2020
Transgender & Crossdressers

It started innocently enough. There was that time many years ago when I saw a pair of my wife's panties in the laundry hamper. I couldn't help myself and decided to try them on. They were amazing! The way they hugged my ass and balls is impossible to describe. I left them on most of the day as my wife was gone to work. Walking in the panties made me hard, an...

Caught in Ex-GF's Underwear Pt. 01

by HiddenThoughtz on Oct 6, 2020
Transgender & Crossdressers

Hello everyone...welcome to my crazy kinky life lol. This origin story takes place right before my 21st birthday. This all started when I finished my junior year at college. School had ended and I was taking summer classes so my workload senior year would be easier and I could enjoy my last semester. My two roommates had gone back home to work for the summe...

My Friend, His Wife

by hollandguy on Sep 16, 2017
Transsexuals & Crossdressers

Okay this is my first ever stab at a story so please cut me some slack. Intro: Hi my name is Ryan and this is my story The following is 100% true and I have not changed the names as no one is innocent. So about me I am a 35 year old WM, I am 5'11" and 165lbs with a pretty thick 7" cock. I have been a closet cross- dresser since the age of 11 when I discove...

Changing Lingerie

by praeceptor on Jan 15, 2019
Fetish

The department store was relatively empty on Monday afternoon. Shoppers moved singly or in pairs between the racks, stopping every once in a while to finger the hangers or look at price tags. They rarely lifted their heads, keeping their eyes open for bargains, too focused to really notice anybody. Alex, however, remained hesitant. Though he seemed to be mi...

Jimmy Has a Sexy Summertime Fetish

by andtheend on Sep 17, 2017
Fetish

The accusation and realization of a summertime fetish of bra and panties stuns Jimmy. * Jimmy has a fetish that rears its ugly head in the summertime more than it does in any other season. Without doubt, the summer is when he sees more panties and bras, the two things that gets him sexually aroused. He never knew he had a fetish, until recently. He thought...

Panty Shopping Surprise

by amorepanties on Sep 11, 2017
Fetish

I love panties and have been blessed with a beautiful girlfriend who is happy to indulge my fetish. Her name is Tracy, standing at 5' 9" with 34B breasts, a slim waist and a tight bubble butt, that looks beautiful when framed in some sexy lingerie. I love seeing my beautiful girlfriend emerge from the shower and watch as she picks from her extensive collec...

Stud Bitch

by movershaker on Sep 14, 2017
Transsexuals & Crossdressers

Shelly has a very impressive array of lingerie and enjoys modeling it for me. Over the years my intimate photo collection of her has grown. So the night she coyly asked me to put on a pair of her lace boy shorts I was happy to comply. The fit was very snug and I immediately liked the feeling of my curves being shown off. My cheeks were barely covered and the...

Effective Lingerie

by RockHardau on Sep 17, 2017
Loving Wives

Sarah was floating through the air with her friends in a wonderful life; an annoying alarm clock buzz filtering through the background. The morning arrived two hours too early for Sarah as the alarm clock brought her back to earth from her dreams. She lifted one eye to the red face of the clock and confirmed that another 6am day had arrived. She gave her l...

Caught For the Last Time Ch. 01

by TGJamie on Sep 12, 2017
Transsexuals & Crossdressers

I should have known something was up. When I arrived home, I was greeted with a big hug and a long, passionate kiss as I walked in the door. This was not quite the usual greeting, but it was a nice change. Then she slowly slid her hand down the back of my pants, pushed me back and yelled..."What are you wearing??" That day, like many others, I had slipped...

Hosting a Lingerie Party

by photoscribe on Sep 13, 2017
Illustrated

I rang the door bell and waited. In a moment I hear, "Be right there." and a few seconds later the door opens. "Hello, How can I help you?"asked the man. "Hello, my name is Maddie." I am trying to work my way through college by asking people to host lingerie parties." He responds. "Maddie, I'm Todd. I am sorry but I run my photography business out of the...