Wearing Lingerie Stories

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Infinite Scroll

Bringing out his Inner Sissy

by jessikab on Sep 24, 2019
Transgender & Crossdressers

I can vividly remember the first time I decided I would feminise my husband. We had been going out for about 18 months and had celebrated living together for exactly three months by going down to the pub beside the laundrette for a drink or two while we waited for our clothes wash. I had noticed pretty early on how Steve seemed entranced by my underwear and...

Strangers Ch. 01

by fallondallon on Sep 12, 2017
Erotic Couplings

Jennifer stood in the changing room in front of a large, floor length mirror, critically eyeing herself. Wearing nothing but a pair of delicate lace panties and a matching bra that neither covered nor offered support, but made her look damned sexy, she gnawed on her lower lip in agony. This set of lingerie, which made her look like a goddess in lace, cost al...

Hot Emails Lead to Great Sex

by Oregon111 on Sep 14, 2017
Erotic Couplings

For years I've been married and doing OK. But, it's been years since I've had that really hot sex packed with desire. Where your woman is dying to suck your cock and she's dying to have you fuck her. For the first time, checked out the chat option on Literotica. Got lucky and before long was having really hot back-and-forth with Lisa99. Later that night sh...

Incest Neighborhood Ch. 01

by BrettJ on Sep 19, 2017
Novels and Novellas

Things were about to get extremely naughty at 574 Forest Hill Drive. As she tidied up her daughter's brand-new room, Karin Towers was perplexed. The 38-year old blonde was at a total loss as to what she could give her daughter Krystal for Christmas. Now that she was Assistant Manager of the Bank, she could finally afford to give the 18-year old anything she...

The Making of an Angel Pt. 01

by AngelLawrence on Jul 29, 2019
Transgender & Crossdressers

This is part biography and part reminiscing. I've changed names to protect people's identities and skewed some of the locations to make it difficult for people to be identified. All persons are over the age of 18 at the time of what happened. I wish I was still 18... I would have had my surgery much earlier! ***** My name is Angel Lawrence and I'm a 48 ye...

Confiding in My Hairdresser

by Leighharding on Dec 19, 2018
Transgender & Crossdressers

I've always had a great relationship with my hairdresser, Mary. She'd been cutting my hair for years and we probably shared a few more details than we should about sex, she made me laugh at some of the naughty stuff she'd been up to! On occasion around a year ago, she came to the new house that I'd just moved into with my girlfriend to cut my hair. The cha...

Phone Blackmail Ch. 05

by emma_sturton on Sep 26, 2017
Exhibitionist & Voyeur

John’s wife greeted me at the door to their house that evening, ‘Hi, you must be Emma. John’s told me all about you. Come and get yourself a glass of wine and meet the gang!’ She was very welcoming as I followed her through to their kitchen, commenting on how nice my hair looked and how flattering my dress was. I felt immediately at home, her friends were eq...

Ali's First Modeling Experience

by TheNaturalPhotog on Sep 14, 2017
Erotic Couplings

I have published many photos and stories and written books. My photos have been in photo exhibits on the East Coast. Everything is copyrighted, but you can pass this story along for personal reference and use. I just wondered if anyone would be interested in reading what the models thought of their photo experiences as related and seen through their eyes. If...

Adventures of Alice and Alex Pt. 03

by AlexCarroll on Sep 14, 2017
Loving Wives

Aware of Alex's desires for girls in lingerie, Alice wears her red teddy and black baby-doll. But she soon tires of this bedroom-game, so Alex takes a big chance ... While driving home one night, Alice recalled that my appreciation of girls in lingerie had reminded her that she had a few "naughty things" hidden away. These were the present of a girlfriend w...

Pantied and Cucked By My Wife

by TammyPanty on Jul 27, 2020
Transgender & Crossdressers

I met the woman who became my wife through a former college roommate. My ex-roommate had known about my history of wearing women's lingerie and my enjoyment of dressing as a girl. He told me he had met a female fertility doctor who had told him she was really turned on by males who liked to dress and act as females. My roommate gave me her phone number and...