My Sissy Summer (Concluded) free porn video

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The next morning I lay in bed impatiently waiting for my aunty to leave the house for work. When finally I heard the door close downstairs, I raced into her bedroom, grabbing a short black bob wig with bangs that looked super sexy.

I remembered Jeff's words from the day before, 'wear something slutty for me.'

I wandered back down the hall and into Veronica's room, laying the wig on the bed before jumping into the shower quickly to freshen up and prepare. After my shower, I began searching through my cousin's room, looking for the most slutty clothing I could find.

As I searched through her wardrobe my heart skipped a beat, my eye-catching the sight of a slutty Halloween costume tucked away near the back. I reached in and pulled out the costume, revealing a naughty little halter neck nurses outfit with matching thong and white stockings.

My tiny cock stiffened and I knew this would be the thing to drive Jeff crazy. I quickly slipped on the thong and stay-up stockings, before putting on the dress and heading over to the vanity mirror.

I could feel myself trembling with excitement as I donned my wig and applied some makeup, staring at myself in the mirror. You do look slutty, I thought to myself, adding some gloss and puckering my lips.

This was the most feminine I had ever felt, imagining myself as Veronica, getting ready for a date with a hot guy, texting her jealous friends who all wanted to fuck a sexy guy like Jeff.

Time flew by, as I wandered around the room, staring at myself in the mirror, adjusting and modifying my behavior. I practiced walking in high heels, speaking softer and higher, swaying my hips, and correcting my posture. All the while, slowly becoming more and more effeminate.

The doorbell rang startling me. I peeked out the window through the blinds to see Jeff waiting eagerly by the door. I glanced at myself one more time in the mirror, enamored by my reflection, before heading down the stairs. As I opened the door to reveal my slutty nurse's costume, Jeff's eyes almost popped out his head.

"Oh damn!" he exclaimed, "You look super sexy, baby!"

"Thank you," I replied, "please, come on in."

He stepped inside the door, eyeing me from head to toe with his deep brown eyes, an erection starting to form under his jeans.

"So, you wanna show me your bedroom, sexy?" he asked eagerly.

I smiled and led him up the stairs towards Veronica's room, swaying my hips, making my ass wiggle to ensure he caught an eyeful under my tight dress.

As soon as we entered the room his hands were all over me, caressing my body and grabbing my ass ferociously. He rubbed his hands around my body, thrusting his pelvis against my petite frame.

I'd never felt so sexy or wanted as he pressed his lips against mine. I closed my eyes and imagined how Veronica must have felt, inviting a guy into her room, knowing she was about to let him go all the way.

Jeff pulled back and ripped his shirt off, revealing his super-toned physique and rock hard abs. I couldn't help but run my fingers softly over his chest and down his stomach, feeling his strong muscles, making me feel weak as I trembled in anticipation.

He grabbed hold of my ass, pulling me close again before kissing me passionately on the lips, his tongue lashing at mine.

I could feel his hard cock pressing against me as we kissed, proof of how much I was turning him on. The sudden realization that I had caused this massive erection, making me feel even hornier than before.

Jeff leaned back staring into my eyes deeply. "I want you, baby," he said, ushering me over to the bed.

I moved over to the bed and lay down on the soft pink duvet. He frantically pulled off his pants, revealing his hard cock that stood proudly to attention, then lay down next to me naked.

We kissed for a while as I played with his hard cock. I was really nervous and was trying to bide my time, kissing him passionately and jerking him off to avoid moving on to the next step. He reached under my short dress and yanked my thong down, sliding it down over my legs and off my heels.

I started to think about my cousin Veronica. She must have invited boys back to her room before. She almost certainly had sex with a few of them, maybe she even lost her virginity on this very bed. The thought made me wild with excitement, loosening me up and turning me on.

Jeff licked his finger and gently starting rubbing my boi pussy, moistening my tiny pink hole and slowly easing the tip inside me. I yelped as his finger slid inside me, letting out a girly moan while I jerked his stiff cock.

"Do you like it, baby?" Jeff asked in a gritty low voice.

I moaned softly and replied, "yes, baby, finger my pussy."

Gently, he continued fingering me, occasionally licking his finger, caressing me slowly and loosening me up. I laid back, enjoying his soft touch, feeling myself open up as his finger slid deeper inside me, rubbing gently against my g-spot and making me moan louder.

I heard the sound of a condom wrapper tearing, my eyes opening slightly to see Jeff sliding it over his hard cock with one hand and rolling it down to the base. I was ready. I wanted him to take my virginity, to make me a real girl.

He grabbed my slim body and turned me onto my back, quickly spitting on his cock and guiding himself into my pink hole. I arched my back and lifted my ass towards him, feeling his strong hands wrap around my waist as he slowly began to enter my tight boi pussy.

As the tip slipped inside my moist hole, I yelped in pain, instinctively pulling away.

"Does it hurt?" he asked.

I looked back and nodded. He looked at me empathetically and spoke softly, "do you have any lube?"

"I'm not sure, shall we look?" I replied.

We got up, frantically rummaging around the room in search of some lubricant. As Jeff searched my cousin's room, I raced down the hall, my heels clicking loudly on the wooden floor, as I searched my aunt's room.

'Yes!' I thought, finding a tube of Durex play gel in one of the drawers.

I raced back to the room and handed the tube to Jeff who immediately began squirting ample amounts of gel into his hand, tossing me onto the bed and wildly lathering my ass in gel.

I bent over, moaning as he rubbed his fingers around my hole and grabbed hold of me once more, slowly pushing his cock gently inside my moist boi pussy.

I closed my eyes and fantasize about being a girl. I'd heard all girls say it hurt the first time and tried to relax, allowing him to fuck me deeper. He inched himself in further with each thrust, slowly filling me up with his huge hard cock.

After a few minutes, the initial pain subsided and I could start to feel my g-spot pulsing with pleasure from his throbbing cock. 'Yes,' I thought, 'this feels better than a finger, for sure.'

Jeff began to fuck me faster, pushing my head down into the pillow as he powered his cock deeper into my ass, talking dirty as he pounded me hard from behind.

"You sexy bitch. That's it, take it! Take that cock, you fucking slut. You love my cock, don't you?"

I whimpered softly back to him, my words muffled by the pillow, "yes baby, I love your cock. Please fuck me harder, baby!"

He let out a loud roar, pushing my head deeper into the pillow and ramming his cock all the way inside me, his balls pressing against my bum. Fucking me fiercely, faster, and harder than before as he continued to degrade me.

"Your ass feels so good, baby. You such good little slut! You love my cock in your ass, don't you? Tell me how much you love it, say it!"

I tried to lift my head, gasping for breath and moaning back at him, "yes baby, I love your cock in my ass!"

He started panting heavily, his balls tightening as he yelled at me from behind, "Do you want me to come?"

"Yes baby, please come for me!" I wailed back.

His hands clasped tight to my hips, slamming his cock faster inside me as he shouted, "beg for it, sissy!"

I yelped like a sissy girl as he fucked me. "Please come for me baby, please!" I screamed back, feeling his sweaty balls slap against my ass and wincing as he rammed his cock deep into my tight hole.

He began to growl and grunt heavily, his body jolting as he pressed against me emptying his warm sticky load inside the condom. I could feel his cock tingling as he continued to shoot his load, his whole body shuddering while he held on tightly to my petite frame.

After several more shudders, he relaxed and eased away slightly. I lifted my head from the pillow and looked over my shoulder. He had cum for sure! A look of pure relief and shame was in his eyes as he tried to avoid looking at me.

"Is everything ok, baby?" I asked.

"Yeah, it's fine," He replied. "I have to go."

He quickly pulled his cock from out of my ass making me jolt, then tore the condom off, come trickling out and onto the bed. Quickly, he rushed to put his pants and shirt back on.

I lay on the bed, lovingly watching as he dressed, admiring his sexy body that glistened with sweat. My ass was a little sore but felt kind of nice, a tender sensation as my erogenous spot gently pulsed.

"Thanks, see you later," he said, looking down at the floor, a quick glance in my direction as he left, walked down the stairs and heading out the front door.

After a few more minutes, I slowly got up and looked at myself in the mirror. My dress was pulled up over my ass, my stockings were hanging halfway down my legs and my hair was a mess. I looked used, like a dirty whore, makeup all smeared across my face.

Is this how all girls feel after sex? I thought. I was hoping Jeff would have stayed a little longer. Maybe held me tenderly after he had deflowered me. I tried to comfort myself in the fact that he probably had work to do, or maybe he was late for something important, but deep down I knew he had gotten what he wanted and didn't need me anymore.

'Oh well,' I thought, 'I guess I better clean up now before my aunt gets home.'

That was the last time I saw Jeff, and although it was nearly the end of my sissy summer, it was just the start of my sissy adventure!

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SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
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Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy outfits, super swishy behavior and a little sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

1 year ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

4 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

2 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

1 year ago
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Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
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Sissy Farm Chapter Eight

Sissy Farm - By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie Jamie, ...

1 year ago
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Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Incest
1 year ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

3 years ago
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Sissy Julian Chapter V A Day at the Village

Julian spends a most interesting and eventful first day in Lake Orenda Village. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. This chapter is rated X just because of the sheer kink of it....

3 years ago
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sissy Britney serving Mistress Jeri James

About a month ago sissy was honored to meet and serve her Mistress.Mistress has been training me for a couple months to be her Britney sissy slave.Training included watching lots of sissy hypno vids along with BBC hypno vids.Learning to dress as Mistress likes, sucking dildoes to become a better cocksucker.Locked in Chasity, my chastity is a nub because my clitty is so small.Wearing butt plugs and once I got use to a size, I had to go purchase a bigger one to getMy pussy ready for large BBC.I...

2 years ago
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Sissy Fantasy

I waited for what seemed like hours and was probably minutes when I heard Masters voice. "Silly me I forgot to open it, better hurry sissy I don't think Jenny would be too pleased if the neighbors saw you dressed that way," he smirked. The car lights flashed and the boot unlocked. I grabbed the cases and hurried inside. As I was passing Master he handed me a package. "A present from Jenny....put it on when you change... and put my case somewhere safe but don't open it," he...

2 years ago
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Sissy Farm Chapter Nine

Sissy Farm - Chapter Nine By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
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Sissy Gets A Black Master

Sissy Gets A Black Master I got up wearily from my long and exhausting night being fucked and punished by my new Black Master. As I awoke, I could scarcely believe that all those depraved things had happened to me. One minute I had been merely exchanging emails with a man, who could have been anywhere and the next minute, that very man was at my door, in my home, and then inside my body. Black Master, a man whose name I didn't even know, a man who looked to be about ten years my junior, had...

1 year ago
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Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

3 years ago
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Sissy Stepson Part 6 Carolines Sissification

Part 6 - Caroline's Sissification Mrs. Monet was now going to really put the spurs to her sissy stepson and force him to live a life of sissified faggot. With Carl still lying on the floor with sissy cream stains all over his pantyhose and panties she began taking pictures of sissy stepson. "What are you doing, I want to change," said Carl. "Oh, no just because you popped your cookies doesn't mean its over, you pathetic faggot. I now have evidence what a pervert you are and I...

2 years ago
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Sissy Therapy

Sissy Therapy by Kate "Great practice, guys! If we keep working hard, we have a real shot at the conference title," Coach Jones addressed the thirty or so high school boys gathered around him. The boys were sweaty and tired, but the coach's praise momentarily raised their spirits. "Smith nice passing out there. Keep up the good work." Fifteen year old Billy Smith grinned cockily. "Sure, Coach. After all, I am the greatest!" The other boys moaned at Billy's arrogance. Coach...

3 years ago
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Sissy Stepson 8 Carolines Milking

Part 8 - Milking Caroline "Our sissy is going to get ready for milking, I have enough knee highs for everyone to participate" said Mrs. Monet excitedly. She gave everyone three knee high's, sissy Caroline was going to get the milking of her life! Caroline came back to the group with here outfit on and was instructed to sit next to Regina for milking. Regina encased the Caroline's sissy stick with the nylon and instead of using her hand. She took off her high heel and stuck the toe...

2 years ago
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Sissy hypno The beginnings

The beginnings of cock lust – Sissy Hypno pornFOR THOSE NOT INTO STORY OR BUILD UP, SCROLL DOWN TO THE ******** MARKER FOR EROTIC ACTION!Felicity heard Billy come rushing down the stairs from his home quarters above the pub, he swung around the doorframe and appeared behind the bar area calling out to the Indian beauty who was sat looking out the window for a moment.Felicity stood in an empty pub window looking out at the welsh countryside. As far as her Indian eyes could see, were blankets of...

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