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Life had been great, living with my roommate. I could feel freedom and independence, for the first time in my life. Free to act as young and immature adults, while drinking beers and playing games. I could watch porn without looking over my shoulder. Masturbate without worrying if I am being too loud. But what my roommate didn’t know about me was my newspaper fetish. Also, he didn’t know the fact that I was bi-curious and liked to wear dresses sometimes. A fresh new life awaited me. And I was going to take it as it came.
My girlfriend, on the other hand, had known for quite some time about my dirty little secrets. She was more than accepting of me and was more than willing to allow me to experiment with my sexuality. Truth be told, she had a few fantasies she wished to fulfill and I accepted this, as well. The perfectly open relationship that we had. She would often come over to our apartment and hang out with us, like one of the guys. But when she and I were alone, I would share my intense urges to want to taste a cock in my mouth. Feel the skin as I take another man’s shaft in deep. To lick the pre cum from his cock tip. Oh, how I feel my own cock getting hard, just thinking about it! “You’ll get to experience it, someday, Hun!” she often says to me.
She sits me down on the bed and turns to open my closet door. I see the boxes and bag sitting upon the shelf, as she pulls them down and places them on the bed next to me. “Open them.” She tells me. So I start with the small boxes. I reach in and pull out the most beautiful, long, straight dark red wig I had ever seen. Curious to the other boxes, I open the smallest one. And with my hand inside, I pull out a pair of black lavender heels. I can almost see where this is going, but I hold on to my excitement. Opening the last box, I pull out a black, petite silk dress with a pearl chain wrapped around the waist. “Put them on.” She tells me. I quickly undress myself and in no time, I am wearing a dress, a wig and heels. “You look amazing!” she says to me. I quickly look into the mirror and realize I am not a young man, anymore.
I am Gillian, the woman I pretend to be at night. She is more real to me now, more than ever. As I pretend to be Gillian and pose for my girlfriend, she and I become aroused. And to top it off she hands me the bag and tells me to take the item out and apply it. I pull out a tube of red lipstick and apply it to my soft lips. Now, I look more like a woman.
His kiss was hard at first, to ensure I could not pull away. Then our lips soften to each other, slowly, as I feel a sense of rightful passion. To ensure him that I feel good in the moment, tilt my head in towards him and continue our bi-sexual kiss. Wrapping my arms around his waist. My newspaper touching his back. We kiss for what seemed like 5 minutes.
I stop and stare at it, working my way up to the final moment that I will dive into it with my mouth wide open. I breathe hard and with one big breathe, I over come my hesitation. I open my mouth as wide as I can and force his cock inside of me. His cock tip plays hockey with my tonsils, as I play deep throat position. My cock growing harder, knowing that my girlfriend is watching me take another man into my mouth. She plays with her clit, while she watches in excitement. My lips moisten, while I go down on him. I swirl my tongue around, while wiggling his cock in my mouth. I come up for breathe and hear him moan for my lips and for me to finish him.
I ride and ride him like I am a woman, riding a horse in a fantasy dream. My ass tightens as he is about to cum. And I feel my orgasm arriving, as well. Then right before he cums , he bursts out a tough grunt, pulling my ass hard into his waist. His cock has achieved new depth, as his cum shoots out, filling the walls of my inner ass. He squirts into me several times, before pulling out. I can feel his cum running down, lubricating my inner walls. It is an amazing sensation. So amazing, that I begin to cum all over the newspaper laying on top of his chest. The 3 of us lay there, pulling newspapers from under us and playfully rubbing each other with them.
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Location: A bed | Roleplay: Any
Fulfillment: I will tell you later | Nature: I will tell you later