DISCLAIMER: This is a fantasy depicting homosexual acts involving adults. The story is intended for adult readers and not minors. IF
YOU ARE NOT OF LEGAL AGE TO BE READING THIS STORY OR IF YOU FIND SUCH
MATERIAL OFFENSIVE, PLEASE LEAVE. All characters are fictional and in no way related to any person or persons living or deceased.
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Auntie Ellen and I were getting ready for bed that evening. She had donned a satin chemise, lavender in color and very short. She called me over to the dresser and extracted a hot pink one for me. It had black lace 3 inch wide panels down each side. Very sexy. Ellen let me keep my bra on knowing how much I loved the feeling of having my chest wrapped tightly in the lingerie. She dropped the nightie over my head and the sensation of the cool fabric cascading over my tits and then my cock and balls, had me erect before the spaghetti straps landed on my shoulders. She gave my dick a squeeze and said "later baby."
In bed we played kissy face for at least 30 minutes. Making out like teenagers in the back of a car. Your tongues spent a lot of time in each other salivating mouth. We furiously massaged each others tits making both our nipples as hard as gravel. Mine pushing at my bra and hers mounding the satin gown.
She said it was time to rest and rolled away from me. I too rolled away and ever so slowly stroked my sissy erection thru the nightgown until I silently released and big load soaking the cloth. My hand went under the hem gathering a bunch of my ejaculate and I brought it to my mouth sucking all of my messy fingers clean. I was, for sure now, a crossdressing sissy cum freak.
I slept deeply lying on my side, faced away from Ellen for what seemed like a long time but then was awakened by her hands raising the hem of the nightgown exposing my smooth shaved ass. Then her hand came around me stimulating my chest again as she whispered sexy talk in my ear.
"Relax baby. You are going to love what comes next", as her hands moved to my behind and her fingers every so softly traced the contours of my ass. A little smack and a firm squeeze proceeded her stuffing the side of her hand in my crack. The finger tips touched my taint just below my balls then, making sure her hand was all the way into the crevice, she brought it all the way up to my back where the mounds of butt began. "Wow! " I kind of moaned.
The next sensation was wet and slippery. "Just a bit of lube Joss. It will make things much more comfortable." Her words proceeded one of her long fingers entering my butthole.
"How does that feel in your ass cunt baby? Does you pussy feel full yet? A little more maybe?" and her finger was buried in my boy cunt!
I moaned louder this time as she slid her didget in and out of my sissy hole. The front of my gown was above my oozing prick and i frequently grasped at it to reload my finger with precum before sticking my hand in my mouth devouring each precious glob.
Soon it was two fingers stretching my behind and then three were plugging and dancing in my hot and happy pussy. I loved it!
Her fingers were extracted, leaving me with a very empty feeling back there. Not for long as I soon felt something very cool touch my well lubed and stretched pucker.
"Relax honey. It is called a butt plug. I am going to put it up your hole to stretch you a bit further and then leave you to rest for a bit to get used to having a full sissy boy pussy.
I felt my hole getting wider and wider as she pushed it in. Oh Jeez! I felt like a baseball bat stuck in my ass. Then it kind of popped in past my sphincter/ With a small yelp I took it and once it was in it was not so bad. in a minute or so I was pretty much at home with the feeling of my ass cunt being stuffed.
Over the following half hour it was heavenly. With the plug keeping my hole stretched Auntie spent time rubbing and caressing my satin clad body. She rubbed my back, being sure to tug at my bra straps as she knew this got me excited, Once again she massaged my tits and pinched my nipple thru the bra and slippery satin gown. Ellen floated her fingers up and down my smooth shaved legs on the backs of them. It tingled and felt so extra good when she traversed my girlie bubble butt. Her fingers danced all over my ass cheeks making me leak even more in the front.
My hand was busy transporting the seeping goo from my cock to my hungry mouth throughly cleaning each dollop from my fingertips.
"You must be the sexiest,hottest,horniest sissy boy on the planet" Ellen spoke softly in my ear before puting her tongue in it to tease me even more. I swelled my chest just to feel the tightness of the bra and sensations of the straps which enclosed me.
As she moved away slightly she took hold of the base of the butt plug and slowly withdrew it from my ass. Damn! Now I felt so fucking empty.
"Put it back please Auntie! Please stick it in me again. I need it."
"Patience baby. Auntie will be glad to fill your horny sissy cunt but with something a little bigger and better this time".
I felt the pressure against my rosebud but it was not cold like the plug. And then "Oh my God! spewed from my mouth when Ellen buried her long thick cock in my ass to the hilt in one forceful stroke. She plunged in with amazing intensity and I felt her groin come too rest against my ass cheeks,
"Is that filling enough, Bitch? Do you like Aunties big dick stretching your tight pussy to the max? Do you want me to fuck your brains out now?
Answer me cunt boy! Tell me to fuck you!"
"Yes. Fuck me! Fuck me hard and deep and please don't stop. Darn your thick dick feels so good up my ass!"
"That is your ass pussy Joss, your sissy cunt. Remember that,"
"Yes Ma'am. Has pussy is all yours. Now fuck me!" And she did. A lot!
My brain was exploding with new sensations as her long tool traveled in and out stimulating so many new nerves inside my sissy cunt. I thought sucking cock was the best but this was better and it was not long before I yelled ." I am coming. Oh my dick is going to explode. Oh Oh Shit!" i yelled as the most powerful stream of cum ever exited my cock literally soaking the sheets in front of me. Then again and again, I swear that my balls shriveled to nothing as they were totally drained from Aunties fucking.
Her dick was still hard in my backside as she kind of talked me down from the intense high I had just experienced.
"I take it that you liked me reaming your boy pussy? Very few girlie boys cum just from a fucking the first time. That makes you a confirmed and very special crossdressing,cocksucking,butt fucked sissy slut. Do you enjoy being my slut?"
A moaning `yes auntie' was all my exhausted body could muster.
I slept like a rock till sunrise when I awoke to find Ellen sitting on top of me waving her cock in my face. I stuck out me tongue eagerly for a lick as it was dripping a bit of precum that I cannot resist. Soon I had its full length between my moist lips and the head touching my throat. She was stroking my clitty dick behind her butt. To my surprise, knowing how much she enjoys my cocksucking skills, she pulled out. As she shuffled her bottom lower on my body she grasped my hard tool, aligned it to her ass pussy and sat down on it! All the way in. One move.
""Holy shit. that felt so fucking good. Her ass was so hot and tight around my shaft. I think she only bounced up and down a dozen times before her butt muscles extracted a forceful blast from my nuts.
Now it felt gooey and hot as Auntie smooshed around on my groin with my dick still inside her along with my dose of cum. Soon I softened and slid out but things were not over. Ellen raised her hips and brought her sopping ass cunt to my face placing her gooey hole firmly onto my mouth.
"Get your tongue in there and eat me you sissy! You made a big mess in there and it better be sparkling clean when you get done."
I greedily lapped away all of my discharge as well as whatever juices she had contributed from her hot hole. I actually loved the feeling of her fleshy butt mounds on my face and you know how I love the taste of cum now.
What a way to start a new day in my sissy slut life with Auntie Ellen.
"Your Mom is going to love the stories I have to tell her about her crossdressing sissy slut son."
Are you all wet now. Did it relieve the pressure? Tell me what you think.
Lacylips@gmail.com
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