Chastity Lipstick Stories

30,354 results
Orientation
Length
Source
Infinite Scroll

An Ever Changing Story

by Helenthemaid on Sep 16, 2017
Transsexuals & Crossdressers

Caught Out and Permanently Punished I was wearing a ultra short black leather mini skirt, a tight leopard print low cut top, which revealed my cleavage entrapped by my pink lacy bra (with matching panties). The straps of my 6 inch leopard stiletto heels were securely padlocked around my ankles. Recently I had been often going to the local park dressed in...

Office Power Politics Ch. 08

by PaulHub on Dec 10, 2019
BDSM

He'd spent 2 weeks locked up in his chastity device. It had been a torturous and reflective period for him. He'd lost his promotion due to her devilry and deceptive ways. He hadn't got laid but she'd very much been sorting herself out. Whether it was using his fingers, tongue or simply having him kneel in front of her while she pleasured herself. That time...

Platonic Chastity Ch. 02

by Cagedcompliance14 on Aug 24, 2020
BDSM

The roomates arrangement progress and they enjoy a night out... and then the rest of the night in. Platonic Chastity CH. 02 Taylor was unable to sleep in much past 7 in the morning due to the pressure created by the cage and Jacci forcing him to retire to bed early the night before. He was never an early riser but between the ache in his cage and 11 hour...

Mistress Chronicles Ch. 05

by MistressMtoyou on Sep 25, 2017
Fetish

Background: This story involves my on-line subject Nancy, who I introduced in Mistress Chronicles 4. We've had no in-person relationship. In fact, in all of our sessions Nancy has never actually seen me. I have sent him pictures that I have told him look similar to me, but never an actual photo. * By way of background, Nancy is a computer nerd. Brilliant...

Lydia Ch. 03

by femmed on Sep 13, 2017
BDSM

I actually managed to sleep well that night, in spite of all my worries. Lydia had clearly worn me out more than I realized. My alarm woke me at a bit after 8, and after showering and otherwise getting ready, I was at Lydia's room by 9. I had my hands jammed in my pockets as the only way to hide my painted nails. Lydia greeted me with a quick peck on the li...

Mistress Vavi

by justincbenedict on Sep 19, 2017
BDSM

Desmond Carne looked worshipfully at Mistress Vavasour across the table at the Paincafe, Buttermilk Falls's restaurant that served the kinky set. Vavi was so delicious, her impudent curls bouncing around in the close crop on her head...She grinned at Desmond as she speared her last asparagus. "What's on your mind, Desmond?" Mistress Vavasour asked. "Rememb...

Helping Jess Pt. 01

by mski on Sep 25, 2017
BDSM

Jess and I were co-workers. I always thought she was pretty hot, and I thought a few times that she made quite a lot of eye contact with me. She had a great body with long blond hair – that she normally kept in a pony tail and no fat that I could see. She had a mischievous smile, as well as a naughty sense of humour. I thought about making a move on her occa...

Office Power Politics Ch. 07

by PaulHub on Nov 18, 2019
BDSM

They'd settled into somewhat of a rhythm after the conference. One month her team would perform best, the next month it'd be his. It was healthy competition and the board loved it. Their meetings had continued and increased in frequency, the legs on his desk had started to get a bit wobbly from all the action it was seeing. But as long as numbers were high n...

A Fantasy with Lisa

by chastityfan on Sep 13, 2017
Fetish

I met Lisa for the first time just after finishing a workout at the local gym. Over the next few weeks we ran into each other on a regular basis and ended up going to out for a few pints. Spending time together eventually put us in bed together and we decided out relationship was best left as a friends with benefits situation. Over time we discussed each oth...

Your New Male Slave

by CoupleInExile on Sep 14, 2017
How To

So you've taken a slave. Congratulations! Chances are, you really haven't given much thought to 'What now?' It's all been fun play for a few hours. But. If you really want a *real* slave, you'll need to invest some time and effort in consummating your new property arrangement. Your new possession may be naturally submissive (or not! even more fun!), but you...