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Lipstick Stories

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The Chair

The beautiful 'torture' of a compliant cuckold

Rick was tied to the chair, naked and vulnerable, his eyes filled with a mix of anger and helplessness. I stood before him, my body adorned only with seamed stockings and high spiked stilettos. My red lipstick was thick and glistening, giving my lips a se...

The Christmas Party Weekend Part 2

A weekend of passion, sex and a whole lot of discussion

The Penthouse Revelations Michelle stood and went back to her chair, leaving me frustrated, my cock twitching, wanting release. She took her time, settled back into her chair, her posture relaxed, but her eyes alight with excitement. She finished her drin...

The Poker Game Developes

Another episode with the loving Cuckoldress

Part 1: The Game begins It was a sweltering summer evening when I invited my three closest friends over for drinks and poker. We had always enjoyed these occasional gatherings, where laughter flowed as freely as the whiskey. My wife, Michelle, had graciou...

A Loving Cuckoldress

Wife needs bigger men but understands husbands feelings

Part 1: Setting the Scene The soft light of the bedroom lamp casts a warm glow over our sanctuary. Michelle, my wife, stands in front of her vanity, her reflection shimmering in the mirror. I sit on the edge of our bed, anticipation building as I watch he...

Dirty Laundry — Part 2

After their initial meeting, Peter can't believe he's actually come prepared to suck his first real cock. Can he really take this next step to true sissy-hood?

Peter had made it a point to call the laundromat a few days after his encounter. He'd asked to speak to the manager and told her that he wanted to thank the attendant who had been on duty that night. His name, he discovered, was Tyler. Peter came into the...

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In The Bar's Ladie's Room

I fucked her while her boyfriend sat at the bar listening.

This is a piece based on experience and fiction. It also involves drug use, cheating and cuckolding. I was tending bar on a late Sunday afternoon sometime around 3 or 4 pm. The bar was occupied by maybe two or three of my usual regulars. Then in walk Dave...

Lipstick

She wore her Mistress's favourite lipstick to go shopping

“Do it!” I nodded and whispered, "Yes, Mistress.” I walked into the store and found the lingerie department. The sales assistant who came up to me was older, motherly looking. I blushed as I told her I needed to get my breasts measured for a new bra. She...