Sissy Discovered 4
©Lacylips@gmail.com
DISCLAIMER: This is a fantasy depicting sexual acts.
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. In no way is this intended to advocate for sex with minors its just my fantasy.
Watching my newly acquired teen boy sissy slut wiggle his pert panty clad bottom around dusting furniture was almost hypnotic. I was trying hard to stay focused on a ball game on the tv but I was failing miserably. Each time Matti reached up high to catch a cobweb the band and straps of his bra pulling more taut across his back perfectly framed his young bod. It turned me on. Loved those sensations myself and could only imagine his emotions experiencing those sensations for the first time.
Even worse for me was whenever he bent over to pick anything up or sweep his duster over the legs of a chair. Damn! His cute now shiny garbed ass was enticing. I was not sure how long I could last before firming up again and just blowing another sissy load in my panties only from watching.
It was torture. My own sissy hole had not be violated recently with the wife being away. She was a master of the pegging arts and always found new and more exciting ways and things to stretch my aching ass hole out. Plugs, rubber dicks, vibrating objects and strings of balls thrilled her as well when she worked them in and out of my horny bottom. Her favorite was to strap on a 9 inch long, fat lifelike silicone dildo and after requiring that I perform orally on it, accepting a full on face fucking, before she became an energetic monster emphatically puffing and pounding my sissy cunt into the some parallel world. I loved, craved and needed every wide fucking inch to be buried in my ass frequently. I had been too long so when Matti bent I too had the silken sensations he must be feeling of the movement of butt flesh in cool sexy briefs.
I needed to do something. Maybe covering him a bit more would help. I went to the bedroom and grabbed a few item from the bedside table as well as a short emerald green satin night gown. Just a slightly long camisole really.
Back to the living room I called Matti over telling him he needed to be a little more dressed so I held the nightie over his head and raised arms and let it flutter down over is cute sissy body. After about 20 minutes I realized that my plan had not worked at all as with the bra all covered up my entire focus was his pretty pantied bottom.
I was so fucking hard it was painful but I had to resist. The little slut was not ready to be fucked yet. It would require some training but the more I thought about it I figured why not start today? The little cock whore was a tease and she was winning.
"I think enough work has been done for now. You need some relaxation. Come over here." I was standing behind the sectional. Matti stood behind it and in front of me.
"You could use a back rub sissy boy." With my hardening cock pressed against his bottom I bent my new little slut over the back of the furniture and began massaging him from shoulders to waist. The tingle in my fingers from gliding over the satin gown heightened my horny mood. Soon my hands were under that cool material making direct contact. Oh my , His skin was so smooth and warm. Somewhat flushed from all of his house work. When my hands engaged his shoulder straps in the back I could not resist giving a tug to remind my sissy of his girly status.
I playfully snapped the band as well.
"I like it when you play with my straps."
I went on down to rub his pert butt thru the panties but in mere seconds both hands were inside the waistband, pushing those panties down, reveling those bouncy firm orbs of sissy ass. Squeezing both side at once brought an enjoying moan from Matti.
"Again please. Oh work my ass with your strong hands Jen!"
My response was to slip my thumbs in the cravase prying the firm flesh open and kneading them like loaves of bread. His cooing and purring was so inspirational. My own sissy urges were well lit.
"Oh that feels soooooo good. Please don't stop. I think my sissy bottom needs attention."
That would not be a problem as I knelt behind, dragged the sides as wide as they could go, exposing the prettiest pink teen sissy pucker you could ever dream of. Fuck! I dove right in. Tongue extended and wetted with lots of spit, I poked the young mans boy cunt over and over.
It lit a fire in Matti.
"Holy shit that is amazing, Your tongue is up my butt! You are eating my ass! I am being tongue fucked! More! More! I need it so bad."
Total sissy status confirmed again. An ass whore soon to be revealed. I was pleased with myself about bringing down the goodies as one hand fumbled in the bag first removing a large tube of lube, strawberry even. I greased him up.
He reacted even stronger to my hands slipping and sliding thru his seam as I worked finger number one into that fine pink gathered edged gash. He accepted the finger all the way with his only reaction being a lot of Oh my God's over and over with each and every gyration of my index invader. It was obvious that Matti had inserted a few things previously on his own based on a full lack of resistance to penetration.
Pleasure vs pain confirmed, I dipped into the bag again finding the beginners butt plug that Amie had broken me, her sissy hubby, in with years ago.
I knew it would be an easy insertion based on the two finger plunges he was already enjoying.
The plastic was cool and Matti jumped some as it made contact with his slicked up ass cunt ring. I did not hold back and slammed it in till the base put a halt to the penetration.
"What is that Jen?"
"Your first butt plug my sweet one. Seems to be an easy go in your perky bottom maybe we need to go straight to a better stretcher. Having your ass forced open further will really get you going I bet."
"Can I see it?"
With number 1 still giving him a thrill I brought number 2, `little ouchie' as I once called it, before his eyes. It was typically formed like 2 ice cream cones top to top. Narrow and rounded at the end then reaching over an inch in the middle and back down to the base I bet his eyes were getting larger seeing the size, but little did my sissy know what was yet to come.
Enough observation, time for insertion. Slowly removing the intro trainer and seeing his little ring kind of snap shut once it was out, I reflected on my own feelings when I took my first anal
invasion. I was excited to press the thicker model slowly and deeply into Matti's prime boy pussy. So slow with a touch of gyroscopic rotation to inflame all those hungry nerves in his backside entry.
I got to working the phony phallus in, out, and around, repeatedly stretching and relaxing his sphincter muscle until I actually had him screaming.
"Fuck me! Oh My Fuck me with that thing! It feels so fucking good. My sissy ass is on fire and needs to be hosed. Oh hell! I think I am going to cum!"
He did. Right there my sissy unloaded his nuts all over the back of the couch just from a vigorous session of butt plug fuckiing. Sissy DNA for sure.
I yanked the plastic projectile from his sweet ass leaving him empty and his whole backside slathered in strawberry scented lubricate, or as my wife calls it lubricunt. I reminded Matti about wasting sissy chow being a no no and required him to collect and consume his warm load off the back of the leather couch. "Eat up bitch!"
While he got busy lapping and slurping his dessert I got to dry humping his body orbs. Was not ready to actually fuck him yet but my raging erection sliding friction free between his lube laced cheeks was enough to make me cum rather quickly and profusely as well. I creamed that boys ass real good! With his focus on cum munching his own from the sofa I squatted and slammed my own face into his bottom to gather my own sissy mess. Grinding ones face around and around in a slick cum and lube slathered ass while licking it all clean was this sissy's dream come true. I could not wait til the wife came home and Matti and I could repeat this performance live for her. She would finger fuck or dildo fuck or vibrator fuck herself into another galaxy as she watched.
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