Mature Women First Time Wearing Stockings Stories

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Infinite Scroll

K's Candy Ch. 007

by candy_slut on Sep 14, 2017
BDSM

Part 7: Saturday Night I looked in the box, or started to, I should say, when Katherine stopped me. "Strip first, Candy." I blushed a little and said "yes, Miss." It's not like she hadn't already seen me naked, it was just . . . well, stripping in the living room wasn't something I'd normally do in front of anyone. I slipped the sneakers off, wiggled ou...

A Happy Marriage: A Stockings Tale

by silkstockingslover on Dec 9, 2019
Illustrated

Summary: Wife decides to spice up their sex live in a few kinky ways. Note 1: This is a 2017 Valentine's Day story so please vote. Note 2: Thanks to TexBeethoven, Dave, Robert and Wayne for editing this lengthy tale. PS: This is a lengthy, stocking foot HEAVY, husband-wife story that is likely one of the most personal in my 300 plus stories. Although Mira...

Caroline's Mom Ch. 11

by heryankee on Sep 25, 2017
Mature

Morning came and Allan woke slowly. He had not slept all night and was wondering whether or not he should have listened to Rachel. Last night they had told his parents that both the Caroline and her beautiful mother Rachel were going to be his brides. He and Caroline had been together since childhood. And his parents had always hoped they would marry. Rachel...

Patrick's Training Treat

by slowtofade on Sep 16, 2017
Transsexuals & Crossdressers

My hand touched the edge of the swimming pool and I decided that was enough for one day. I hauled myself out and glanced up at the benches at the side of the pool. I couldn't help but notice a couple of Latina goddesses watching me. One of them leaned forward, resting a hand on the back of the bench in front with the result that I had a glimpse of her cleava...

Don't Neglect Your Girlfriends

by bbw4youngercocks1 on Sep 25, 2017
Mature

I'm a man in his early forties with one son attending college. I always considered myself an average guy; I'm a shade under six feet tall with brown eyes and hair some call "salt and pepper" as a result of premature graying in my mid-thirties. While I may be a few pounds overweight, I've made the effort to get into decent shape, and many say I still look gre...

Our First Meeting In The Forest

by extraone on Sep 15, 2017
Exhibitionist & Voyeur

We had agreed to meet “by accident” … at a place and time that could have happened by chance. That left you with a perfect excuse … in the extremely unlikely event that anyone saw us that knew you … you could simply tell your partner that it had been unplanned … just something that had happened. We had talked about meeting somewhere by the sea or in the fore...

Swimming Pool Encounter Ch. 02

by ABC40 on Sep 19, 2017
Transsexuals & Crossdressers

This is the second part of a story, the first part is Swimming Pool Encounter. The below will stand on its own but reading the first part will give you some background, and also answer the question why there is a swimming pool in the title. ***** It was the day after I'd met Kate at the pool and I was still unsure of my thoughts about what had happened bet...

Becoming His Slut Ch. 05

by Ms_Allison on Jul 30, 2019
Exhibitionist & Voyeur

Author's notes: This is a work of fiction regarding consenting adults, group sex, sexual enslavement and other erotic things along those lines. If you do not like those topics please move along. Thank you. ***** "Go have fun in your new dress!" Jimmy encouraged giving the lower zipper a tug a couple inches upward. I found a relatively attractive man, bri...

Oversimplification of Amy Ch. 05

by Michael142 on Sep 16, 2017
Romance

From Chapter 04: Kathy tries to reignite a relationship with Michael, but fails. Amy and Michael live together during the last year of college, and into law school. Amy lets her guard down with an ex-boyfriend, and later she is nearly raped at a party. Michael worries about her fetish for exhibitionism leading her into more trouble, but he and their friends...

Marty's Quest Ch. 01

by sin2win500 on Sep 14, 2017
Mature

For Marty, being nineteen meant two things for his summer; He'd be bored and he'd be lonely. Most of Marty's friends were still away, finishing off their respective freshman years. Some of them would even be spending their summers in other cities, getting apartments and working summer jobs in their college towns. Not Marty, he'd been home for a week and was...