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John Wears Lingerie | How To Secretly Wear Lingerie

Updated on October 16, 2009

Ever wondered how to wear lingerie without anyone knowing? Take some hints and tips from John, a married man and father of two who manages to wear lingerie without anyone knowing at all...

John slipped into a comfortable pair of Olga panties, the rosy ones with the extra lacy waistband which fit so snugly around his midriff. Behind him, his wife Jocelyn stirred in her sleep and he hurriedly yanked on his work pants, unwilling to engage in another fashion battle with his dear wife. It was too early in the morning to be defeated, humiliated and sent to work in the scratchy cotton jockeys with the bulky waistbands which she insisted he wear. Oh she never said as much, of course, but she was forever buying the things, even going so far as to stash them in her own lingerie drawer where he was sure to find him.

He cast a furtive eye behind him, smiling slightly as shafts of thin sunlight sifted through the edges of the curtain, falling upon her slightly puffy, slightly lined face. She had borne him two children and the once vibrant blond hair and blue eyes which had entranced him and captured his heart back in the mid 80's had faded with the years, but he loved her still, even if he did secretly think he looked better in his lingerie than she did in hers.

“Would you like a coffee, darling?” he asked, knowing she was probably emerging from the last vestiges of another sleepless night.

Awaiting her reply, he slipped a woolen vest over his head and cringed momentarily at its rough embrace. Eying the corner of the camisole still protruding out from under his socks, he was tempted, but Jocelyn was fast rising into full consciousness.

“Yes, please,” Jocelyn mumbled. Tumbling out of bed, her golden mane tossed this way and that, she donned her blue dressing gown and disappeared into the bathroom where she worked her lady magic.

John seized the moment, grabbing a pair of knee high opaque nylon stockings and high tailing it into the lounge, where his size 10 shoes were still strewn about under the coffee table from the night before. In the quiet of the dawn, he rolled each stocking down to the toe, then slowly slipped it over his foot and unrolled it up over shaved skin, each inch feeling better than the last. His only regret was that they stopped so soon, and all the tugging in the world wouldn't pull them up over his kneecaps and toward his waiting thighs.

Resigned to their shortness, he pulled on his thick, slick leather shoes and laced them tightly, grinning to himself as he felt his stocking clad feet slide inside his shoes. It was going to be a good day.

Jocelyn emerged from their bedroom looking stunning, her long blonde hair washed and straightened, her silk bathrobe hanging loose enough to reveal a smidgin of cleavage. She smiled at seeing her handsome husband and straightened his tie before he handed her a cup of coffee, milk, no sugar. She smelled faintly of roses and angels.

They made pleasant small talk over breakfast, discussing their lunch plans for the day whilst the little television in the corner of the room blaring with the sounds of angry protesters bleeding from clashes with government forces in some place just far enough away that the USA might one day bomb it.

“Shoot, I'm late!” John exclaimed as the 8 o'clock news came on with the real news, a story about a pig raising a pack of wolves.

“I'll be home at the usual time today, love you,” he pecked at his wife's lips, waved and was out the front door, tie streaming behind him as he rushed to catch the 8.04 bus, the one with the angry driver who took pleasure in waiting just long enough for John to approach the doors before closing them and driving away.

Watching her husband depart the family home, the lace of his panties clearly visible above his waistband where he had inadvertently tucked his shirt inside them in his rush to leave the house, Jocelyn smiled to herself, slipped into the bedroom, removed her robe, rolled down her pretty purple lace Victoria's Secret panties and slipped into some much more comfortable white Jockey Y fronts.


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    • profile image


      9 years ago

      well done all of you. I've been crossdressing all my life and I love it. Shame about ther three marriages. But I love them all. Life goes on and although it seems wrong it aint, luck to all out there.

    • profile image


      9 years ago

      I've been wearing panties since the age of 15. I love to wear lingerie, it's so comfortable. My wife and I went shopping for me yesteerday. She bought me 2 corsetts, a full legnth slip ( which feels so nice) and 5 new pair of VS panties. I have been open from the beginning about wearing panties, just this past month we've gone full out with lingerie. It's such a boost to our lives.

      Great to see others do it.

    • profile image


      9 years ago from San Jose, CA 95126

      I love wearing womens lingerie every chance I get. Nobody knows I dress in lingerie and when I can get away by myself I dress fully as a woman with full makeup, wig, silicon breasts etc. I love shopping for my lingerie at VS and have found all the sales ladies very easy to work with in helping me select items. I always tell them I am a crossdresser and shopping for myself.

    • profile image


      9 years ago

      Having a lingerie shop we have lots of gentlemen customers. Many are buying for their partners, but a many buy for themselves. We never, ever judge anyone. Selling a pair of panties, or a pair of stockings is simply that: selling an item, an item of clothing. No one would bat an eyelid at a woman buying a pair of men's shorts in Burtons.

      But, all that aside, great story!

    • profile image


      9 years ago

      i wear panties all the time, they are so sexy and more comfortable. i adore mature women in panties etc, that like to dress men in their panties.

    • profile image


      9 years ago

      Funny story (I'd love to see the pig who raises the wolves) and the ending was a good twist!

    • profile image


      9 years ago

      I'll bet this happens more than we think. Cute story!

    • profile image


      9 years ago

      In everyday life I work with a butch lesbian woman who dresses in men's clothing. We have talked many times about dressing and I have advised her on buying and wearing quality men's clothing. Last week she asked me what I was wearing under my pants and I told her nice hip briefs with stretch lace panels on each side. She said she wears either boxers or boxer briefs. We each had a good laugh at the other's choice. ;-)

    • profile image


      9 years ago from Central Coast NSW Australia

      Aside from the battle of wearing panties, it's how i go to work most days except it's winter here and pantyhose and a nice stretch lace cami is included.

    • Hope Alexander profile imageAUTHOR

      Hope Alexander 

      9 years ago

      Thanks for the feeback guys :) Glad you enjoyed.

    • profile image


      9 years ago

      So true, so true... Wonderful story, thanks

    • SatinJenni profile image


      9 years ago from Burlington Ontario Canada

      John is a naughty boy!! and he deserves to get caught wearing panties.

      Nice story Hope, I think you have touched all the favourite panty wearing themes. A real panty mans story. By far the fact that he is exposed for the world to see his panties without his knowledge is the best part...just may lead to some embarrassment later in the have loads of room to expand this story...keep up the good work!!

    • profile image


      9 years ago

      great story the ending was funny


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