Sissy Shopping Stories

44,561 results
Orientation
Length
Source
Infinite Scroll

Love in an Elevator

by Anonymous1forU on Oct 30, 2018
Exhibitionist & Voyeur

Sir had taken Carrie out to lunch followed by a day of shopping. He bought her dresses, shoes, purses, and lingerie. He even took her to get a manicure and pedicure. He loved spoiling her. They put all of her bags in the limo and Sir said he had another surprise for her. He took her to a huge skyscraper that had a rotating restaurant at the top. Although...

Money Can Buy Me Happiness!

by TheStoryQueen on Oct 14, 2017
Miscellaneous

Stepping off the Greyhound from Hermann ono the parking lot of the Beverley Hills Shopping Centre in St.Louis, a candy apple red Alfa Romeo drives by, parking in front of the mall’s main entrance. As the door opens i get my first glimpse of the driver, as he steps out in a three piece Italian cut suit, designer Ray bans covers his eyes. Oh man here my way to...

Open in Reader

My Life as Lauren Ch. 02

by Lauren_xxx on Sep 13, 2017
Transsexuals & Crossdressers

As usual I left Bev's place in a right state. Panties and really short skirt leaving nothing to the imagination my shirt open with my tits open for all to see but at least this time I didn't have cum trickling out of my ass. I had trouble walking to that car as always thanks to Tyrone but when we got there Kate gave me a pair of panties from her bag which I...

Virgin Aunt's Used Panties

by sniffpanties on Sep 2, 2017
Fetish

It is rather interesting that my first story about my panty sniffing habits on this site starts with the most recent encounter instead of the very first encounter. However, as this is the freshest memory in my mind, it is fitting that this short encounter be the first to be posted. I will post the rest of my countless panty sniffing adventures in time to com...

Honey, I'm Home Ch. 04

by bigcbc70 on Sep 17, 2017
Exhibitionist & Voyeur

I awoke before Sara and was lying in bed enjoying her naked body. As I was recapping the night in my head I realized there must be more to how Sara and Britney met. A lot of Questions were rolling through my head. I quietly got out of bed and decided to make us breakfast. I was scrambling some eggs when Sara walked into the kitchen and gave me a peck on the...

Shower Time

by RichardScott on Sep 13, 2017
Fetish

It was a cold December day, we had set out to do some Christmas shopping on the other side of the Bay. By the time we finished going to all the places we normally frequent, it was getting late and we neither of us wanted to drive home, so we took a short ride over the hill and took a room at the Inn at Saratoga. We went out and had another entertaining dinne...

Visiting Sis Ch. 05

by Orion2012 on Sep 15, 2017
Fetish

If you haven't read the first four chapters, please skim through them to set up this part of the story. I plan to make several additions to this story in the next few weeks. My relationship with Shannin gets stronger and my relationship with Stacy gets stranger. Please keep reading and provide feedback. Orion2012. Saturday morning I woke up alone. I looked...

Sexy Cuckold Hubby

by Luvnlass on Sep 13, 2017
Transsexuals & Crossdressers

When we were first married I found that my husband had a penchant for womans clothing. I also discovered that I found his little fetish pretty hot myself. I not only encouraged his dressing but also helped him with it. I took him shopping for lingerie, skirts, shoes, boots, camisoles,wigs etc... With increasing frequency I asked him to come to bed in his sil...

That Giant Sucking Sound

by Avalanche Man on Sep 16, 2017
Reviews & Essays

THAT GIANT SUCKING SOUND This term was coined by a presidential candidate numerous years ago; however, this was in reference to some legislation that would allow free trade with Mexico. The expression was to mean jobs being moved to Mexico from the United States by the passage of the NAFTA resolution. By the numbers of persons still streaming across the bor...

Are the Red Lights Dimming in Amsterdam?

by MungoParkIII on Sep 14, 2017
Reviews & Essays

Amsterdam, the crown jewel of the Netherlands, a city famous for its canals, the van Gogh Museum and the famed Rembrandt painting The Nightwatch is also famous for its red-light district. Called the Wallen in Dutch, Amsterdam's red-light district is the most open in Europe featuring lingerie-clad women selling themselves in storefront windows. Prostitution i...