Sissy Finds Real Man On Bike Ride free porn video

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James had always had a secret bi side, he had a girlfriend but had never been with a man before.
He always fantasised about being used and abused by a real older man, someone that would use him as the sissy he was.

He'd had lots of offers online but never had the courage to actually arrange a meet.
James LOVED to secretly dress in women's underwear, he would wear his girlfriends panties almost everyday under his work trousers , he loved the thrill of knowing he was wearing them while in a room full of people , sometimes he would pull the waist band up higher than his trousers, it excited him to think that everyone would see them if he bent down and his tshirt rose up travelling them.

Today was one of those days, he planned a bike ride, he showered and shaved his cock balls and ass, applying talc to make his skin super soft !
He rummaged through his girlfriends panty draw and chose a baby blue soft shiny satin thong to wear under his Lycra cycling shorts and matching top.
After he was dressed he got out his bike and headed on out for his ride

The feel of the the saddle on his freshly shaved balls against the shiny satin panties was tuning him on as he peddled.
Cars were passing him from behind, he wondered if they could make out the shape of his thong through the Lycra.

After a while he came to a single back road , he wasn't far off being home, about 2 miles, he was thinking about the fun he would have with himself once he got back when suddenly another cyclist pulled along side him making James jump

"How do!" Said the stranger
He was a powerfully framed man about 45 years old James guessed , his huge thigh muscles were on display and he obviously did a lot of cycling

"Oh hi there there, you made me jump" James replied with a nervous laugh

"Iv been riding behind you the last mile, enjoying the view!"

"Yes it's nice around here isn't it" said James

"No, I mean your panties! They are half way up your back , it's a real nice site"

James flung his hand to his back and realised his Lycra shorts had ridden down and his top ridden up, he could feel a huge satin whale tail!

"Oh, haha" James was embarrassed and lost for words, he started blushing as they rode abreast slowly along the road

"Are you a sissy ? Gay?"

"Errr .. Kind of, I like wearing panties they are comfortable"
James blurted out

"Fancy nipping over this wall for 5 minutes sissy?"

The cyclist slowed down forcing James into an awkward predicament.

"I'm not sure" said James stopping and putting his foot on the road

"Come on, don't think about it, let's just have a few mini it's then we can be on our way "

The cyclist laid his bike in the long grass at the side of the road and started climbing over

"Come on boy" he said as he jumped down the other side

James laid his bike in the grass too and started feeling numb and shaky with adrenalin
He'd always fantasised about something like this but now it's happening he was afraid!

James climbed over the wall and met the man in the field, he was much taller than James and his huge powerful shaped body was a far cry from James young slight physique

"Let's have a look at those panties"

Said the man stepping over and pulling down James cycling shorts, he took them fully off and holding them in his hand he stood back and admired James in his panties

"Mmm you suit them!"

James laughed nervously and hung his head

"Let's see you on your knees"
Said the man

As James got on his knees the man lowered his shorts and took out a huge sweaty cock from his jock strap , it must have been 9" long and thick,

James eyes widened as he approached

"Hands behind your back boy"

The man took hold of his cock and bright it to James face
Pulling the foreskin back and running the cock head over James lips

Cautiously and nervously James opened his mouth

The cock slid in

James felt a huge hand on the back of his head and the cock been driven right to his throat
James gagged
The man pulled back

"You ok boy"? Asked the man

James freed the cock from his mouth, his eyes watering

"I think so"

The cock slid in again this time with a fast rhythm, just taking James to gagging point with each thrust, he could smell the sweat and taste the cock he had fantasised about

The cock grew harder until eventually it was like iron! James jaw aches and his throat sore , his eyes were blurred and his nose ran from the little gags he was made to do

At last the cock was an out of his mouth, wet and dripping with saliva

"Stand up , put your hands in the wall and bend over"

Said the man wanking his huge veiny cock

James nervously did as he was told, he was poised there against the wall, trembling all over

The man moved James thing to one side and poked his cock head at James ass and spat on it
Gently easing the head in

Slowly the cock disappeared deep into James

He gasped and screwed his face up as the cock stretched and filled him up

"Right, you ready boy?"

Said the man

James just whimpered

The man grasped James hips and started to slide in and out
Speeding up the pace each thrust until he was pounding James at about 4 thrusts a second

James couldn't do ANYTHING , he just had to take it. He was being pulled into each thrust and pushed as the mans huge cock was dragged out if him
He whimpered and gasped as it happened

Until 4 big strong powerful thrusts filled James with cum

He felt the cock twitching inside him

Then with one final drag the cock flopped out of him , the man replaced The panties over his ass before James dropped quivering to his knees

The man pulled up his pants "thanks for that, maybe see you again sometime!"
He climbed over the wall and cycled off

James lay in the grass in the fetal position breathing rapidly and trembling

As he came round and stood up he realised he couldn't see his cycling shorts anywhere !
He hinted round but they were gone
The man must have taken them, accidentally or on purpose he didn't know

But one thing was for sure , as James rode back home with his top pulled down as far as he could, was that he had fantasy material forever after that

As he rode the last part of the hill towards home he HAD to stand to generate enough power
It was as a car passed him from behind beeping that he realised cum was seeping through the panties onto his his bike seat in one strand, he was a mess, he only hoped his girlfriend was out.



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For all those who missed my earlier story, you can go through the below link Here it is my new experience which happened couple of years ago with one of my office mate. She’s from karnataka, I’m from Andhra and the incident happened in Tamil Nadu. She was my office mate, looks like innocent, well reserved but she was never an innocent. We soon became good friends. Coffee breaks, lunch breaks, teasing bla bla bla. We used to chat and exchange some adult funny texts initially. One day we along...

4 years ago
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Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
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Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

1 year ago
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Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

2 years ago
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Batwoman meets Catwoman Part Two

Holly crept up behind Kate with instinctive ease, then like some guard dog she bit on Kate's cunt then chewed playfully on her flesh through her latex while her hands shot forward, and grabbed Kate's tits. She let out a deep, long moan that resonated through the latex into Kate's cunt as latex covered flesh muffled it. She couldn't resist Kate's succulent position one moment, and she wanted some of that sweet pussy so badly! "Ahhhhhhhhhhh...., uuuhhhhh....,...

3 years ago
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Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 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...

3 years ago
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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven 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...

2 years ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

4 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - 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...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
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Sissy gets a black master

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

3 years ago
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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

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