I have been with many men over the years. Pretty much bare naked sex, blow jobs, and numerous jerk buddies. I met Sheila online a few weeks ago, and no Sheila is not a female, she goes by the name Sissy Sheila.

We met at her home, a rather large partially secluded home at the end of a winding road. I was greeted at the door by a guy dressed in a pink fluffy skirt of sorts, white stockings and pink boots. Full makeup, wig, even his voice sounded rather fem.

I had fucked a Tranny or two in my time, the sex was great, never a CD or a Sissy. Sheila took me to her very large bedroom upstairs, she walked amazingly well in her high heel pink boots. Sheila opened the door to what appeared to be a very large master bedroom. The walls were painted pink with white trim.

If you didn't know better, anyone would have thought it belonged to a young girl. Stuffed animals scattered about in chairs and everything decorated any young girl would love to have in their bedroom.

Sheila took me to her closet, not just a closet, it was almost another bedroom in size. There was no way to count the frilly outfits that hung on hangers, several dressers that contained her frilly panties and under garments. On the floor was rows of high heels, sexy sandals, and boots, the favorite colors being white and pink.

Sheila seemed to get excited showing off her collection of sissy wear to me, she came close to me, I could smell her perfume as she took my hand and guided it under her billowy pink dress. I felt the softness of her satin panties and felt the hardness of a raging erection tucked inside of them.

Sheila took me by the hand and led me out of the closet and back to her large king size bed, sitting me down on the edge. She dropped to her knees and began to rub my cock through my jeans. I actually didn't realize it but I was already semi hard. Sheila looked up at me, her eyes darkened with the mascara and eyeliner. Her red lips looked wet and inviting, Sheila unzipped my jeans and pulled out my growing cock.

Sheila smiled up at me, caressed my cock with her white gloved hands, and took my hard cock and slid it between her warm red lips. I groaned loudly, her eyes looking up at me as I let her take my cock into her mouth.

She sucked and licked my cock perfectly, she seemed to know exactly what spot to hit and when to do it. Sheila cupped my balls and squeezed just enough to make me moan with pleasure once more. I looked down at Sheila and felt the tingle of pleasure rising deep in my loins.

I was getting close to that point of being ready to fuck but Sheila had something else in mind first. She pulled away and stood up quickly in her heels, turning around and walking over to a corner in the large bedroom.

There behind a big chair was a doll that I hadn't noticed among the stuffed animals in the bedroom. Sheila brought the doll to the bed and laid it down. Looking at the doll made me chuckle, the doll was dressed in the same manner as Sheila was. A fluffy pink skirt with white stockings, the face was something from a Japanese cartoon, with large cartoon eyes staring blankly.

Sheila knelt onto the bed with the doll and lifted her frilly skirt. Sheila's cock was big and dripping precum already. She spread the dolls flimsy legs apart and pulled the doll closer. Sheila stroked her cock a few times with her white gloved hand and ever so gently lifted the dolls dress and exposed the pussy of the doll. She pushed her big cock into the doll slowly, her eyes closed for a moment as she enjoyed the pleasure of entering the doll.

I watched her fuck the sex doll slowly, pulling her cock out every so often to admire the wetness of her own cock. She inserted her cock again and began to thrust with more urgency now. Her hips began to thrust deeper and her pace quickened. Sheila began to moan and call the doll a naughty whore.

I admit to anyone reading this that I was so fucking turned on for reasons I have no idea why? I kicked off my shoes and pulled off my jeans as fast as I could. I don't know if Sheila saw me, I didn't care! I climbed on the bed behind Sheila, we both knew why I was the there anyway. I lifted her large frilly pink skirt and saw her white satin panties covering her ass. I pulled them to the side and knelt up quickly.

Sheila said something, no idea what, again I didn't care. I was there to fuck and that's what I was going to do. I pushed the head of my cock into Sheila's pink hole. she cried out as I slowly drove it all the way into her shapely ass. Sheila was tight but she wasn't a virgin by any means, her asshole stretched easily around my cock and I fucked her like it was my last day.

Thinking about Sheila fucking that doll and me fucking Sheila at the same time just sent me off the fucking edge. The urge to cum arrived way too soon for me, Sheila begging me to fuck her sissy ass and give her all my cum was too much for me to hold back.

I slammed my cock into Sheila's ass, she collapsed on the doll underneath her. I called Sheila a sissy cock slut and a few other things as I blasted my load of cum deep into her asshole. She screamed like a girl, I kept pumping my load into her ass until every drop was inside of her hole.

I collapsed on top of Sheila, too spent to even pull out of her ass. She lay under me thanking me over and over again for satisfying her sissy desires. I managed to pull my spent cock out of Sheila's ass, my cock dripping with cum. I knelt up behind her, Sheila knelt up quickly and pulled her dripping cock out of the sex doll.

It was so fucking bizarre and I realized I was into it. Sheila lay on the bed with her sex doll and I could see her cum dripping out of the hole. She looked up at me and smiled as I walked around the bed. I knelt by her head and turned her mouth towards me, Sheila knew what I wanted, she cleaned my cock beautifully!

I have been back to Sheila's many times now, as fucked up as it is, I like fucking a sissy slut more than I could ever imagine. The sex doll is something I never imagined, but Sheila talked me into fucking it a few times as well. It's so fucking weird and I enjoy doing the doll very much also.