Underwear Stories

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The Adventures of Polly Pt. 05

by CyrusL on Oct 6, 2020
BDSM

Thank God it's Friday I thought as I arrived at the office. All was quiet and, unlike the last two days, Polly was not yet in when I got there. The first thing I did when I sat at my desk was to check my note of Polly's approved underwear for today. The note read as follows: "Fri - NO p - light bl. cot pet. - inside middle rear; skin col. bra - inside strap...

Sherri's Descent Ch. 03

by ArachnisRoyal on Sep 14, 2017
BDSM

The Second Night Sherri hadn't looked at the contents of the package before she spread them on her bed after son left for a date with his girlfriend. Now that she was alone she spaced them out on the comforter and scrutinized what she had purchased. There was a hood like she had worn at the sex store, a black leather teddy with a zipper that started below t...

A Great Trip To The Shops

by Joie_de_Vivre on Sep 12, 2017
Transsexuals & Crossdressers

The following events happened during my last trip to the shops. On this particular day I'd just gone down to the local corner shop which is only two minutes away from where I live. This shop always has everything you need, plus it doesn't have the long queues you can get in the supermarket. And, as an additional bonus, the shop-owner Vi, a talkative lady in...

Tricked into Reluctant Blow Job

by Alluring_Crimson_Shifter on Sep 13, 2017
Anal

Part One: Backing Chad was coming down the sidewalk in his neighborhood in Brooklyn, NY. He witnessed a guy backing his car into another person's car quarter panel doing substantial damage. When the guy looked out of his car window to see if anyone had noticed, he saw Chad glaring at him. The guy, Darrel, got out of his car, trying to think of a way out o...

Cuckold CEO Ch. 05

by drdick69 on Oct 9, 2018
Fetish

Day three of our vacation started with a thud. I woke up rolled over and my wife informed me that she had started her period. Well at least I was getting unlocked from my cock cage for a week. Usually, when my wife has her period, she unlocks my cage and lets me jerk off to relieve myself for a week. Sometimes we play sexy games with each other, but mostly i...

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...

The Magic Thong

by mhc26 on Sep 17, 2017
Fetish

I had a really wild dream the other night and thought I'd share it. I'm not sure what sparked it, as I haven't been shopping for such a thing lately, so who knows. I was in a second-hand clothing store just looking around, not really interested in anything specific. In one section they had t-shirts, undershirts and even underwear. I'd always kind of laughed...

The Crossing Ch. 02

by Decayed Angel on Sep 17, 2017
Mature

After being caught bare-assed, fucking the old lady, Gerry was terribly flustered. Standing up from the old lady's bed, he looked around for his underwear, but couldn't find it anywhere. The dim light in the room made it nearly impossible to find anything, so he grabbed a candle and got down on his hands and knees to look under the bed. "Goodness Gerry, be...

Erotico

by mau_mau69 on Sep 13, 2017
Toys & Masturbation

It was a cold dawn. I lay on my bed like a helpless baby in a womb. I folded my legs and placed it near my torso projecting a fetal position to have the ephemeral warmth I needed. Although I wrapped my body with blanket, I could still feel the chill of the dawn as if ice-cold hands exploring every hill, mountain, and forest of my shivering body. Deep insid...

The Adventures of Polly Pt. 02

by CyrusL on Jun 8, 2020
BDSM

Next morning by 7.45am there was still no sign of Polly. This was not going to be a very auspicious start to my obedience course, but it gave me the opportunity to make her lack of punctuality as good an example as any of behaviour to be avoided. At 8.03 Polly casually strolled into my office. "Sorry I'm late, Boss. I missed my bus." I really couldn't be...