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My Real Life Crossdressing Experience

Guys! This was sent to me by a fan of TransLadyboy. Hope you enjoy:

I have dressed in lingerie since the age of six. For as long as I can remember I have been fascinated with the idea of being a girl, and many times I wished I was one. As I grew older and moved out on my own I began to buy my own lingerie and learn how to apply makeup. I have had my makeup professionally applied and when I looked in the mirror with my wig on I was shocked at how pretty I looked. I naturally have the look of a biological female without much effort. My shoulders are rounded and I have a natural woman’s hip and behind. I fill out my panties and am honestly more comfortable wearing a bra and panties than I am any male clothing. I have next to no natural body hair and the first time I shaved my entire body clean, the small amount of body hair I did have took several months to grow back. When it did it was much lighter and most of it did not return. I have shaved my body clean three times over the years and currently, if I shave it once more, I’m pretty sure almost all of it will not grow back. My penis is abnormally small and when it gets fully hard it measures only 1.5 inches. (Yes, I have measured.) It’s almost like it was put there by mistake. I own a complete wardrobe of dresses, wigs, and makeup and I transform fully into a woman as often as I can. It has been very easy for me to pass in public for years.

I am an only child and never had any brothers or sisters to ask about sex so I never learned much about it. It wasn’t until I was almost 25 years old that I had my first ejaculation, and even then it was when my cock was completely flaccid and very tiny. I thought I had wet my pants. When I got to the bathroom and pulled down my briefs I saw a soft mound of white cream and I was shocked at what had happened and it took me a couple of minutes to realize I was looking at semen. I was under the impression it would not be possible to orgasm since I had never done it before. Shortly after this event I started to teach myself to masturbate by pulling on my tiny cock. I was able to bring myself to climax using just two fingers to pull on myself because that’s all I had to pull. I have since seen men use their entire hand when stroking their penis. I can never do that as I am way too small. The older I get the more convinced I am truly a girl. I tried to have intercourse three times with biological women, but I was not able to penetrate their vagina with my tiny “erect” penis. After the third failed embarrassing attempt I did not seek out females for sexual experiences.

When I was in my thirties I finally I built up enough courage to go on a date with a biological male. As I waited in my hotel suite for him to arrive my heart was pounding in my chest. I had spent most of the day perfecting my look and I must say I looked very, very pretty. I was wearing a dress and under it I had a satin and lace half slip and camisole. Under that I had a satin and lace bra and large nylon and lace panties. Under my panties I had a white satin & lace garter belt holding up my white lace top stockings. I had on a shoulder length red/brown wig and my fingernails and toenails were painted a very feminine shade of pink. My tiny penis had shrunk back into my body to the point the tiny head was not even visible. I was for all intents and purposes a total female.

When there was a knock at the door I slowly got up and answered it and a very nice looking gentlemen was standing there in slack pants and a casual shirt. When he identified himself as the man I had been expecting I opened the door wider to let him in. He had a bottle of champagne and some strawberries with him and one of the first things he said to me was “you are very beautiful.” When he said that I thanked him for the compliment and felt myself completely relax. We shared champagne and strawberries and sat together on the sofa and I found myself very attracted to him in what felt like the most natural of ways. I shared several of pictures I had of myself in all sorts of poses as a woman. He was very kind and considerate.

His first move toward me on the sofa was to put his hand up behind my earrings and stroke my neck. This was followed by him sliding his hand up my leg under my dress on my stockings and gently brushing the front of my panties. He then leaned in to kiss me and as natural as can be my lips parted and so did his as we began a session of deep tongue kissing that I literally wanted to last forever. I think we deep kissed for at least twenty minutes with him running his hands all over me, and me, without any hesitation, stroking the crotch of his pants and feeling what to me was the biggest penis ever. I could feel it throbbing through his pants and he was becoming very excited. I felt totally turned on inside my body. I was thrilled that my tiny penis was still soft and still hiding inside my body. I felt completely female inside and out for the first time and all I wanted to do was to climb into bed with this beautiful male partner.

He stood up and took me by the hand and led me into the bedroom. The front of his pants was bulging way out. At the foot of the bed he stopped and took off his shoes and then asked me to turn around while he unzipped my dress. It fell to the floor and I was standing at the foot of the bed in my half slip and camisole. I turned back around and we began to deep kiss again and again. He gently lowered me onto the bed and climbed on top of me. We were still deep kissing on the bed when I think he noticed the wrist restraints that I had tied to the headboard. I was so into kissing him and feeling his huge cock in this pants rubbing on my leg I did not notice him gently raising my arms and putting me into the restraints. When we took a breath from kissing I noticed I was tied by my wrists to the bed. My tiny penis was still flaccid and small in my panties but inside I was boiling into a sexual feeling I had never experienced.

At this point he got up off the bed and had me watch him take his pants and boxers off. When he did I saw his thick, hard erection and I was shocked at how big it was. At least 7 inches long and sticking straight out! I think he saw my look of surprise as he climbed back onto the bed and he lowered the head of his erection to my lips and asked me to kiss it. I did this without hesitation, even adding a playful lick to it as he pulled it away. At that moment he pulled up my half slip and pulled down my panties to expose my tiny misplaced cock that I completely despised having between my legs. He began to pull at it as I begged him not to stimulate it. He did not stop. I kept begging him to stop as I thought this little organ was filthy and disgusting and as a girl I hated having it on my body. He did not stop and soon the tiny head popped out of my body and in no time was a full 1.5 hard inches. At this moment I began to cry. I was softly saying “no, no, no” as he still continued to manipulate my little nub. Before I knew it, my back arched up, I gasped for breath, and a stream of cum shot out of my little organ at least three feet into the air. I had never had an orgasm that intense when masturbating and the way it happened even surprised my partner. He gave me a big smile and dried my tears and told me not to cry but to relax and take his huge erection into my mouth. I did this quickly as he lowered it to me and with three long deep strokes I felt him tense up and in an instant shoot a full load of cum into my mouth which I swallowed almost instantly and began sucking on his rapidly shrinking member as if I was wanting to get every possible drop of what he had. It was wonderful!

Since that night we have seen each other on dates several times and we have begun to talk about moving in together as a couple. I would be able to fulfill a lifelong dream of wearing female clothing 24/7 and he has said he would love to climb into bed with a partner like me every night. We’ll see what happens.

Just in case, I have started shopping on line for a satin and lace wedding gown as I would like to experience a wedding in front of a group of people with me being the bride and my new found love being the groom.

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I had been eyeing her up across the bar for about 20 mins when she finally noticed me. She flashed me a cheeky grin and I could feel the front of my pants start to tighten. I told the bartender to bring her a drink and when he did she looked over and sucked on the straw in the most suggestive way. I had my suspicions but I still didn’t know for sure. She picked up her drink and made her way over to my table, sitting down straight away. Again she flashed me that wicked smile.

“See something you like?” she asked.

“Yes I do,” I replied with a smirk of my own.

“Oh really?” she continued. “You are very direct, I like that.”

“Well, when I see something I like I go for it!” I said.

“You do know what I am?” she asked with the faintest hint of shyness.

“I wasn’t sure,” I said, “But I’m glad I was right.”

She moved and sat beside me in the booth, her hand instantly dropped between my legs and started rubbing my inner thigh. I sipped my beer and lowered my hand to the top of her mid-thigh length skirt. We both stroked each other’s inner thigh and I started to feel the precum leak from my painfully aroused cock. I could tell she was getting just as turned on. She leaned in and whispered in my ear…

“Men’s room, now.”

With that she stood up and walked away.

My heart was pounding. I stood up and walked to the men’s room. When I opened the door she was standing there in a pink frilly bra and matching panties. I closed the door behind me and she started kissing me, probing my mouth with her hot tongue. I undid the button of my pants and released my throbbing cock from its confinement. The head was slick with precum and I was so turned on I knew I wasn’t far from orgasm. I stroked my wet cock while she continued to kiss me deeply. She wrapped her hands around my neck and the tip of my cock rubbed against her belly button. Suddenly I felt it coming. Just in time I grabbed the elastic of her pink panties and pulled them towards me. At that moment my orgasm washed over me, and a hot thick jet of cum spurted from my cock and into her panties. I continued to stroke my engorged rod and spurt after spurt of hot sticky cum shot from the tip of my head and into her (by now) very wet pink panties.

As my orgasm subsided I looked down and saw it for the first time. Peeking out from a puddle of my cum was her hard little cock. There was so much cum in her panties it looked like it was floating on a sea of seamen. She was rock hard but still only about 2 inches, a perfect boi cock. I closed her panties and the flood of cum spread and started to drip out and down her legs. Her panties were dripping cum. I started stroking her girly clit through the cummy panties and straight away she started moaning. I could tell it wouldn’t take much. I slid a hand down the back of her panties, her ass was wet with my cum. Gently I slid a cum covered finger between her ass cheeks. As I continued to stroke her cock through the moistened fabric the tip of her girly cock peeked out from the waistband of her dripping panties. As I slowly inched my finger into her tight boi pussy she couldn’t take any more and erupted with a hot gushing spurt of her own. Her cum shot out of her panties and all over my still hard cock. I continued to work my finger into her pussy. She whimpered the sweetest sounds as hot jets of girl cum bathed my man meat. I could feel the heat from her cum as it washed over my cockhead.

Eventually her orgasm subsided. We stood there dripping in each others cum with our cock heads gently dribbling the last drops of our love juices on each others softening cocks. Slowly she removed her cummy panties and slipped them in my pocket.

“I have an idea for what we can do with these when we get home,” she said.

I smiled.

We hopped in a cab and were at her house in 10 mins. As soon as we got in the door she took my hand and led me into the bedroom. She started to take my clothes off and I did the same to her. As soon as we were naked she took the cummy panties from my pocket.

“Your turn,” she said.

She bent over and proceeded to put the panties on ME!

“Hmm,” I thought. “This could be interesting.”

I went along with it and she slid the panties up my legs and eventually put them in place, tucking in my semi-hard erection. I could feel the cum inside the panties basting my cock and it made my erection grow, straining against the moist fabric. I looked down and could see her tiny cock was painfully hard, pointing straight up at me. It looked so sweet and delicious so I dropped to my knees and took it into my mouth. Even though it was rock hard it felt soft in my mouth and I could still taste the traces of her cum on it. I licked around the head and slid her all the way into my moist warm mouth. My own cock had grown fully erect by now and was really straining against the tight panties. The result of this was that the cum within them was spreading further and rubbing all over my tool. While my tongue worked on her cockhead my fingers found her sweet rosebud.

I knew what happened last time I touched her there and I was hoping for a similar response. Wearing cum soaked panties, on my knees, sucking cock, it seemed the only natural thing to do next was swallow a mouthful of cum! However, she had other ideas. As her orgasm approached she pulled me to my feet, and began frantically stroking her girl cock. She pulled the panties open and released an enormous spray of cum into the panties, all over my rock hard cock. Now I knew what she meant by “your turn”. Her ejaculate kept coming. For a small girl with a tiny cock, she sure had a lot of cum. She filled the panties, bathing my cock in her warm thick juice. I felt like my cock was going to explode, it was so hard. Having someone cum all over my cock is the most erotic feeling I have ever experienced. Her cum was so thick and hot, it clung to my cock, penetrated under my foreskin and dripped down between my legs. I felt like such a cum slut, and loved it.

When she was done she closed the waistband encasing my throbbing cock in her cum filled panties. She told me to lay on the bed on my stomach. Without hesitation I did as she asked. When I lay down my cock moved in the puddle of cum and rubbed against the fabric of the panties. She straddled me from behind, pulled the panties to one side, lubricated her finger with cum, and inserted it into my ass. I writhed on the bed, pushing back against her finger and forward into the panties and the puddle of cum. I didn’t take long for me to reach the orgasm of my life. I thrust my hips back and forward one last time and unleashed a massive load of cum into the flooded panties. Our juices mixed together and leaked out all over the bed. I screamed as jet after jet of cum shot from my cock, I may have blacked out for a second.

When I came around I was lying in a pool of cum, with a soft cock tucked snugly into very cummy panties.

Hope you enjoyed it :)

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I always remember that valuable lesson I learned a few years ago, if I don’t want to wake up with a heavy head from a long night partying, I should drink a lot of water. This saved me from a lot of hangovers over the time, but as it seems, it doesn’t help with memory. No sir, if I drink a lot I might as well bang my head on a wall and have a nice cup of amnesia, it’s the same effect as 2 bottles of tequila!

So, it’s another one of those damn heavy mornings where I can feel just a bit of pain in my head but I am glad that it’s not a hangover from which I need 3 days to recover. It’s so good to just lie around and not have to d… what the hell is poking my ass? Shit, it seems that my night was more fun than I remember… beside me there’s a gorgeous ladyboy who seems to have some morning issues. By that, I mean morning wood, which right now it’s poking my bare ass and that is something I CANNOT have! What do I do? Simple…

I slowly take the covers from me and move behind her. She’s also bare naked so this is going to bring the game to the same level. Let me just get in here and continue my sleep, she’s so damn beautiful and peaceful looking right now that I wouldn’t want to wake her up. Las night I might’ve fucked her brains out but I don’t remember much, so I shouldn’t kill my brains out with that right now. I’ll just rest my body next to hers and hope to fall asleep again, in this cozy nice situation.

Apparently, my dick has its own mind since in this moment, I alone want to sleep but my cock starts wondering around and poking her ass. Ok, so he has the call right now since it’s clear that I won’t be able to let it run around and do as it pleases… without any guidance. I slip my hand on her ass, just to feel what I’m dealing with… and apparently I’m dealing with a perfect round tight ass, pointing up, begging to be treated in all the wrong ways. I can’t stop patting it, it’s so firm and holds my hand like a magnet. I get lower on the cheeks and reach between them… I just love the feeling of tight ass with no panties in the morning. Who needs to sleep right now? I refuse to shut my eyes!

As I caress her cute ass, I hear her moaning in her sleep. I hope she won’t get up right now, I kinda’ enjoy this situation… Pfew, she’s still with her eyes shut. I grab my rock solid cock and start playing with it between her ass cheeks, pushing it with a bit of daring from my side. She was sleeping on her side, but as soon as I start poking her, she spreads her leg across the bed, revealing her ass in its entire splendor. Oh, maybe she’s teasing me or maybe it’s just a reflex. In any case, whatever she’s doing, she’s gonna have my dick inside her in a few seconds. I have to do this slowly, at least at the beginning… if she wakes up while I’m fucking her, what she’s gonna do? Not have my cock inside? Too late for that!

I’m almost on top of her but trying not to push my weight, just my dick. Damn, tight and nice, exactly as I like it. I stretch my hand and grab her slender and asleep cock. It’s starting to get had but I’m betting I can make it even harder. I keep my cock deeply pushed inside her ass and I rub her cock frenetically and happy as if it was my own. Ah damn it, I knew I went too far… now she’s waking up…

I look into her eyes while they are getting open and prepare myself to give a good explanation, even if nothing comes to my mind right now. I have no opposition from her, but instead she grabs my ass and pushes me harder on her, whispering me “nice way of waking me up” among her heavy breathings. So this is going well…

I rest my face on her shoulder and start kissing it all romantically as if she was my longtime girlfriend. My cock is happy inside her and with every push, she moans and pulls my hair.

– Fuck… me… harder…

I can barely hear her, I’m so concentrated to fuck her ass like there’s no tomorrow that I almost cum on the spot… and I don’t want that because I want to enjoy her more. So I slow down a bit even though this is too damn hard, I have the sight of her perfect ass with my cock inside it right in front of my eyes, her hard cock is throbbing in my hand and she’s looking at me with wishful eyes. If I could stop the time right now, it would be perfect. While I just fight there with my urges and my thoughts, she pushes me over on my back, throws away the sheets and gets on top of me, in a reverse cowgirl position, pushing her tight hole over my cock once again. This time she controls the moves, so even if I don’t want to give in into complete pleasure, I can’t help it. I hold her cock while she jumps up and down to give her at least half the pleasure I’m having right now.

– I can’t hold it!!!
- Then don’t…

I release my power jet inside her, all that warm cum filling her hole and dripping away as she slows her moves and makes round moves with her ass. What a skillful girl… I’m left right there with my legs in the air as she gets up, completely frozen by the waves of pleasure still electrocuting my body. Without even noticing, I feel a nice warm grip around my cock, when I lift my head I see her sucking it dry and mumming eagerly. Oh hell, I feel I could go hard again and fuck her pretty mouth just as hard as I just jammed her ass before. But she doesn’t stop at my cock, she goes down and sucks my balls, licks them and makes me want to propose to her on the spot. Why not, she’s a keeper! Oh yea, a nice morning rimming, better than every damn shower. I feel my ass hole wet and pulsating on her tongue, I could so easily grab her head between my thighs and push her deeper. Still, I should let her decide what to do because she’s so damn good at this. I just lean back and enjoy this pleasure, it’s so… what the hell? Why did she stop?

I look up and there she is, above me, wanking her tiny dick hard and going closer and closer. Her legs are under and around my ass now, I can feel the tip of her cock beating my balls frenetically.

– Now it’s my turn…

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Kendra Sinclaire demands to fuck and get fucked

TSSeduction would like to welcome back the beautiful Kendra Sinclaire! This woman loves to fuck and her HUGE hard dripping cock gives Mike Panic a run for his money! He loses to a game of strip poker and is made to worship her delicious asshole, gorgeous feet and throbbing cock. Kendra fucks him deep getting herself to the edge but instead of shooting her load she flips over and demands he fuck her hard in her hungry asshole while she jerks off and shoots her load straight in the air! Then and only then is Mike allowed to cum all over her beautiful toes! Two big messy loads of fuck juice!

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Jake flicked away a mosquito that had dared to land on the edge of his cocktail glass. He was not sharing his Mojito with anything Thai! It was hot and humid and the mozzies were out in force, attracted by the bright lights, sweaty expats and the succulent smell of BBQed pork. The garden party had started quietly at first, but after the drink had begun flowing, the expats had become more rowdy and the Thai wives and girlfriends had huddled away to chat in their own tongue. At 49 years of age, Jake was one of the youngest there. He had sold his business in Minnesota and moved to Chiang Mai to retire as many wise Americans had already done. Now, he spent his days between fishing and the gym. His handsome fit figure was a stark contrast to the many pot-belly retirees who wiled away their days drinking in Thailand. His 28 year-old Thai wife, Noo, was an attractive but skinny dark beauty from Isaan. Uneducated and poor, that particular region of Thailand now specialized in planting farang expats instead of rice as an easy solution to poverty. Their women seduced and married aging westerners, then brought the bewildered husbands home to die in their backwater dump, so that their large hungry and unscrupulous families could milk them of their hard earned cash. Jake had avoided that particular form of classic entrapment, and instead, he had moved his dumb but beautiful young bride to a more civilized province. Fucking her tight brown Thai pussy had always been a pleasure and her loud groans of satisfaction as she was serviced by his big cock had earned the couple quite a reputation in the muban neighborhood.

It was half past ten and Jake was growing bored with the gathering now. Jake looked over to Noo. She was chatting with her cousin Fah, a gorgeous ladyboy married to a senile ex-farmer from Lancashire. Jake felt sexual excitement each time he leered at Fah. Noo’s cousin was so attractive and fuckable, he thought. She had such perfect, slender and feminine figure, not to mention that pair of large breasts that must have been enhanced. Moreover, her sexy long legs were complemented by a beautifully tight bottom that looked adorably inviting in that frilly short skirt and stiletto heels. They had chatted and flirted earlier, and the ladyboy was not unaffected by his charms, but the fact that she was Noo’s cousin demanded a certain degree of restraint on his behalf.

Frank, Fah’s husband, had offered to drive them there that evening in his brand new Toyota truck.

“It’s getting late, Frank,” suggested Jake to the ladyboy’s husband.

“Aye, I need to get back and take my medication,” agreed the Lancashire man. “Let me call the girls and we can head back.”

Frank hobbled over to his wife. The girls said their farewells to their friends in Thai, and the two couples headed back towards the truck together. Frank had difficulty walking partly due to his lingering arthritis, and partly due to the effects of the booze. The big ugly truck was parked alongside three other identical looking vehicles. The ladyboy had persuaded her husband to put the vehicle in her name. The idiot had believed her when Fah had told him expats could not own cars in Thailand, a common scam.

“Why don’t you ride in the back with me?” said Fah, giving Jake a seductive little look. “That way you can tell me more about that website you have been working on.”

Jake glanced at his wife questioningly. She began to say something, but was cut short by Fah.

“Don’t worry, cousin. I will take good care of your handsome man,” Fah said winking at Noo, and laughing.

“Of course, you will.” Noo said.

Frank climbed into the driver’s seat; Noo followed him into the passenger seat. Meanwhile, Jake was treated to the wonderful view of Fah’s lovely bottom as she climbed up into the raised cab in front of him. As she sat down, her short skirt rode up her thighs, revealing the white lacey panties extended tightly over her ladydick. Jake could not help staring. Fah smiled knowingly as she followed his gaze.

“It’s okay to look, darling,” said the ladyboy, enjoying the attention. “I have not had a decent man in ages,” she added, whispering in his ear.

She squeezed up close to Jake as the truck pulled out of the parking area, rubbing herself up against him. Fuck, did he feel horny with this nubile creature’s hot body pasted tight against his. The car lurched to one side as Frank peered drunkenly into the darkness, narrowly avoiding a wandering mutt. Fah clung onto Jack to steady herself, and his hand touched her firm thigh. He felt her long fingers take grip on his cock through his pants in the darkness. She looked up at him, staring innocently into his eyes. He felt her hand rubbing up and down his crotch firmly, her fingers kneading his manhood. His erection began to swell at an alarming rate.

“Oh, what a nice farang cock. I have not felt a big one like this before,” she whispered in his ear.

The truck was speeding forward now.

“Watch out!” he heard Noo’s voice call out in urgent panic.

A pair of shining white eyes, open wide with fear, flashed by in the night as the truck hurtled passed a helmetless scooter driving with no lights. Frank had not even seen the poor kid naturally. Typical Thailand.

“We are all going to die,” muttered Jake, bracing himself as the truck swerved onto the inside lane, Frank’s lagging reaction delayed by the alcohol.

Fah put her arms around him, embraced him tightly and began kissing him mouth to mouth. She had his cock out now and was wanking it in her right hand at the same time.

“I want to feel that big snake of yours inside me before we do,” said Fah.

Frank looked in the rear view mirror as Fah kissed Jake passionately on the lips.

“Keep your eyes on the road. It will be the next turning,” said Noo.

Jake was aroused. He fondled the katoey’s breasts and pulled out her ladycock, playing with it too.

“Fuck me, handsome man,” said Fah, trembling with arousal.

Desperately, she pulled down her panties and climbed onto Jake’s lap. The commotion attracted the attention of the driver again. Frank peered into his mirror as he drove. There was a jerk as the vehicle passed over a soft squishy bump. A cat? A rat? Who knows? Meanwhile Fah had grabbed hold of Jake’s firm cock, and the ladyboy was guiding the swollen head into her rectum. As the truck landed hard, she thrust herself down onto his shaft, throwing back her head and groaning with sheer bliss as she was impaled on his long tool. Tremendously aroused, the katoey began to ride up and down Jake’s hard cock, thrusting her bottom quickly, taking its entire length into her anus. The sensation of fucking this hot ladyboy in the asshole as her husband and his wife rode up front was utterly incredible. Such a sight was bound to attract attention and by now both Noo and Frank were staring at the copulating couple in the rear through the mirror, but with very different reactions. Noo had her hand down her skirt. She was rubbing her clit inside her panties, whereas Frank was staring at his ladyboy wife in mixed arousal, dismay and anger. Although Fah was by no means faithful to her husband, the ladyboy had never been quite this brazen about it.

“Do you like fucking her little bottom?” said Noo to her husband. She rubbed her clit and bit her lower lip. Her face was flushed. “Fuck her harder!” She encouraged.

Jake groaned, tremendously aroused and panting, short of breath from the effort of fucking the sexy ladyboy in the back seat. Fah continued to ride his hard cock, wanking her ladydick and grunting with pleasure. The truck slowed and stopped at the traffic lights. A bike pulled up alongside them and the rider stared inside with disbelief and the fornicating couple in the back.

“Oh my God!” cried out Fah in a deep growl.

The ladyboy’s body shook hard as she came like a total slut on Jake’s big white cock. She continued to slide up and down his dick as he too emptied himself inside her rear with a groan of relief, filling her ass with his cum.

“We have arrived,” declared Frank, his tone distinctly displeased.

“Yes, we have.” sighed Fah, her face glowing with pleasure.

She kissed Jake on the lips and slid off him, straightening her frock. A trail of sticky white cum was visible on her thigh, caught in the moonlight.

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a TS Seduction exclusive: Mommy’s Dark Secret: A Family Affair

Tom and Siouxsie were supposed to be studying, but instead they made out. Tom and Siouxsie were supposed to making out, but instead Siouxsie discovers the family dungeon… run by Tom’s HOT STEPMOTHER. The two naughty students break in and start playing with her whips when suddenly, they’re caught…And totally punishment-fucked!Tom’s stepmother figures if these two are actually the perverts they think they are, then a complete immersion-therapy fuckfest is in order. She delivers a humiliating group spanking, then Tom and Siouxsie take turns sucking mommy’s cock, licking her toes, and getting their ass and pussy rammed with her giant throbbing gristle. Mommy isn’t all mean, though– the two get to fight over her hot, sweet load for dessert.

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Transsexual for my wife

My wife and I have been happily married for 2 years, that’s right “just” 2 years you may think. But when you are sexually active like we USED TO BE it feels more like 20 years to life. Don’t get me wrong, my wife is awesome in many ways, she is sexy, caring and I love her very much but nowadays just the idea of fucking her gives me a limp dick. I just want to feel & share that passion of sweaty love making again, you know what I mean?

k001

The wife has been noticing my disinterest during sex and misses my stiff cock penetrating her soft wet box. Truth to be told, think it’s time for a change in our sex lives, something that would spice up our sex life and would sparkle our deepest sexual desires (AND secretly has been the one fetish I’ve always been wanting to try). So I talked my wife into hiring a “big dick” transsexual escort for a bareback threesome, to fulfill her needs (and mines ;).

k001

Oh my god, she’s SMOKING HOT! I can’t believe this actually happening. She looks even hotter than in her profile pictures. I was a bit afraid a dinosaur would show up, you know one of those TS escorts that uses pictures from 10 to 15 years ago but this is the opposite. Surely hope her cock is as big as advertised.. my girl seem pleased too, it’s been some time since I last seen that amount of sexual tension looking into her eyes.

My heart rate is raising, look at the size of her cock… I haven’t felt this excited since my first high school fuck during prom night. My boner is rock hard as never before. My wife’s pussy is soaking W E T from excitement as they make out right in front of me. No touching, only looking for now she says. Just to get me even more pumped up, truly feel like the king of the world right now.

k001

k001

k001

Anime: Transsexual for my wife

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Here is a story that our reader that goes by name klandestine313 wrote a few years ago..

AN ASIAN TS/PANTYHOSE TALE or HOW I FELL IN LOVE WITH A KATOY

I am a recently retired military flyer and I wish to relay a tale of an incredible adventure that I had the extreme pleasure of experiencing while traveling abroad. Only now, after I have left the military do I now break my silence to bring you my personal experiences for obvious reasons. As an enlisted flyer I had the extreme good fortune of traveling the world over, and seeing many of the “hottest” places in the world. The Philippines, Thailand, Indonesia and Korea are all places that I have traveled and was fortunate enough to sample much of the local “cuisine”. I particularly enjoyed the Philippines and Thailand as the ratio of available and “affordable” women was extra ordinarily high.
One particular stop over, Pattaya Beach, Thailand, will forever remain in my mind as the single most exciting and erotic in all of my travels, and one which would radically change the course of my life. This particular stop was my fifth, and sadly, final chance that I would get to browse the Thai hooker bar scene. This mission took place within a few months of my retirement day and was offered up as a “reward” for 20 years steadfast service to the military. This giving of a “fini” flight, as they are called, is customary and I had long dreamt of how and where mine would take place. This flight began like any other, a 10 day jaunt across the Pacific, with one of the stops a brief 36 hour crew-rest that put the crew and I into U-Thapao AB, Thailand. Fortunately, for anyone who has ever done this so called “milk run”, the nearest hotels at U-Thapao, was in the world renowned Pattaya Beach. It may not seem like a lot of time to the casual tourist, but in my experience 36 hours was more than enough to “get things done”.
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Tags for this post Post tags: anal, asian, blowjob, cum, cumshots, dick, fucking, jerk off, kathoey, ladyboy, reality, sex, shemale, Shemale Stories, stories, tranny
Bookmark Trans Ladyboy

Hey ya all you TLB readers. Let me present you a fascinating and arousing post by Robert, a guy who discovered the new delicious world of sex with a tgirl for himself.

I have only recently discovered how much I have missed out in my life regarding one of nature’s exotic beautiful creatures….Trannys…( I use the term with the greatest respect and only as a term of endearment, so please forgive me if I hurt your feelings, I don’t mean to). So I want to explain my experience with my first and only tranny doll so you know I’m real.

It’s been about two years since my first experience with a tranny and I fell in love with this doll immediately. I couldn’t have imagined how delicious the sex would be. How amazing a tranny’s body could feel and TASTE!

I never had anal sex or had a penis in my mouth, I have all my life been a very straight man, married, had children and monogamous.. UNTIL I met this beautiful creature… She talked to me in a way I wasn’t expecting… and confusing… like man would talk to a man but in a very sexy way with a VERY sexy goddess body…I was confused, excited, and just downright horny. It was the most confusing moment time in my life.

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Tags for this post Post tags: anal, blowjob, cumshots, dick, fucking, reality, sex, shemale, Shemale Stories, stories, tgirl, tranny
Bookmark Trans Ladyboy

An excellent story by our reader Marcus, who paid hefty price to fuck a gorgeous celebrity domme, but it happened the other way around. He still thinks it was worth every cent though πŸ˜‰

Many years ago I paid a fortune for a one off session with Christy Mc Nicol the famous Australian woman at her studio in Brisbane. I can recall the session well. With some nerves at the time she put me at ease. We started talking over what it was that I wanted, no money had changed hands at that stage as she interviewed me basically. In those days I was a non smoker and I recall that I detested the habit. When she lit up I had no qualms at all, she was so feminine and just regal really. She asked me a range of questions and what it was that I felt at the time. She wore a black PVC get up similar to what she wore in a scene I saw recently on a porn movie. Just below the knee boots which complimented the mood she was in I suppose.

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Tags for this post Post tags: blowjob, domination, fucking, reality, sex, shemale, Shemale Stories, stories, tgirl, tranny
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