Gay Lipstick Stories

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Hippie Boys Get It On

by lipstick_poet on Aug 18, 2017
Gay Male

It was going to be his last night in Colorado for awhile. His head distant from the quantity of beer, weed, and tobacco he'd consumed that night, Jon looked at the aspens growing on the hill across the road from the cabin deck. The skinny trees looked like a choir of old men in the starlight. He wondered what they would sing, if they could. "You all right,...

Cherry's Graduation Party

by CherryWood on Aug 30, 2017
Gay Male

I finish applying my lipstick and take one last look at myself in the mirror. I'm almost stunned at the reflection that stares back at me. After months of training and feminization I look like the perfect slutty fuck toy. I feel my little cock begin to get hard and strain against my chastity device as I look over my changed body. The strict exercise regimen...

Becoming a Gal Friday Pt. 11

by Showoff888 on Sep 14, 2017
Gay Male

I'm the office fem slut, looking just like I should. I'm all made up with long lashes, mascara, and pink lipstick, though I think by now most of the lipstick has worn off. I'm perfectly happy showing off my naked body just wearing red slutty 4 inch platform shoes while I do my fem submissive thing and suck on my black boss's cock. "Ohhh... be good girl," Da...

Becoming a Gal Friday Pt. 09

by Showoff888 on Sep 14, 2017
Gay Male

Here I am standing naked in red 6 inch plastic high heel platform shoes, all dolled up in makeup with red lipstick and sporting a semi-erect cock being held in a fabric cock ring thong that is also holding a penis shaped butt plug in my ass. I am in my Ex's apartment complex in the morning hours with David in an elevator. I feel so vulnerable and so much l...

Rocky Horror Redux

by JKendallDane on Sep 14, 2017
Gay Male

Dr. Randy Wolfe, PhD, stared with purpose into the bathroom mirror as he applied the last bit of near fluorescent, ruby red lipstick to his mouth. Setting it aside, he used a piece of toilet paper as a blotter to dab away any excess, then stepped back to admire his handiwork. Suddenly his deep voice began to reverberate off the walls and ceiling of the small...

Wolves

by synthetic.touch on Aug 18, 2017
Gay Male

My mouth is red and sticky with blood. No, not blood. Lipstick, crimson and wet, a moist, warm gash. The illusion vanishes, and I ache. This is why I never wear red lipstick. My mouth in the tiny compact mirror hurts me, plagues me with memories that never happened, makes a phantom flavor burn upon my tongue--a flavor that I am all too familiar with, but t...

Mother Helped Me to Come Out

by Popper_Papa on Mar 6, 2018
Gay Male

My mother was a beautiful woman. Tall with shoulder length black hair and an hourglass figure. She had bright blue eyes and full lips that she always kept glossed in red lipstick, a large bust, flat stomach, curvy hips and a full bottom that had many men and women lusting after her. She conveyed an angry-dangerous sexuality. She and my father divorced when I...

Mother Helped Me to Come Out Pt. 02

by Popper_Papa on Oct 6, 2020
Gay Male

My mother was a beautiful woman. Tall with shoulder length black hair and an hourglass figure. She had bright blue eyes and full lips that she always kept glossed in red lipstick, a large bust, flat stomach, curvy hips and a full bottom that had many men and women lusting after her. She conveyed an angry-dangerous sexuality. She and my father divorced when I...

Becoming a Gal Friday Pt. 10

by Showoff888 on Sep 14, 2017
Gay Male

I'm dressed in my 'Fuck me' backless platform pink six inch high heels, and nothing else, having stripped off the denim Daisy Duke cut offs, the sweatshirt and even the white string thong that was holding in my butt plug. I'm all made up with long lashes, mascara, and pink lipstick, whispering in my white bosses ear to please fuck me. I had previously been...

The Rosebud: Secrets Behind...

by Rrrosyn on Aug 30, 2017
Gay Male

"Madame Liat, the new boarder is here." Deke's voice echoed up the winding staircase. My houseman, he had a unique way of shouting without his voice growing shrill or allowing a demanding tone slip unto it. The heart-shaped face in the mirror was creamy and smooth. Pale jade eyes vanished and reappeared behind long dark lashes. Beneath a retroussé nose,...