My First But Not Last Encounter With A Tranny free porn video

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My Wife and I have been married for about 3 years now and have since recently, been looking to have our first experience with a she male. I met a girl online name Judy and after chatting for a while and exchanging pictures we agreed to a meet and greet.

Judy proved to be a very sexy transgender with feminine features. Her highlighted hair was long and she had size B cup breast with a thick firm ass and long pretty legs. She was very beautiful and had an awesome personality. We sat down and chatted at a local café and got to know each other better. She agreed to come by the house later that night to meet my wife. As soon as I got home I called my wife and told her the news. My wife told me she was going to be working late but gave me the green light, she asked me to fuck the tranny and see what I thought. I was nervous that evening when Judy called and said she’d be there in an hour.

Nasty thoughts flooded my mind as I rehearsed how I’d initiate first contact. With butterflies in my stomach I went and showered to prepare for a night of hot sex and fantasy fulfillment. As soon as I was out and dressed the door bell rang, it was her. I let her in and showed her around the house and explained that my wife would be running late but would surely join us later. I poured us some wine and we sat on the living room couch to talk. We talked about my marriage and what experiences my wife and I had shared. “Why don’t you come sit next to me? I won’t bite” she said as she patted the spot next to her. I got up and went to sit next to her and she turned to face me and asked “so you figured you would warm me up on your own”? She grabbed my hand and put it on her silky, smooth thigh. I rubbed on her smooth legs then she kissed me with such fire and passion.

As we made out on the couch she began feeling her way down to my shorts to feel my hard cock. She caressed my dick through the fabric of my shorts as I slid my fingers up her skirt. “You like what you feel” she asked as she pushed my hand up forcing me to feel the mound under her panties. “Oh yes baby” I whispered as we now felt each others massive erections with our tongues entwined. I laid her back and kissed down her neck while I squeezed her tits and pushed them up and out of her bra. She closed her eyes and moaned as I made my way down her chest to her nipples. I sucked on her tits and licked her nipples while she moved her skirt up. Her skin was so soft and tender and her body tasted so good that I wondered what the rest of her tasted like. As I now took my shirt off she unzipped her dressed and slid it off exposing her red and white panties and bra. With no hesitation I started kissing at her legs while she unclipped her bra to unleash her beautiful breast.

I licked all over her thighs and she moaned and pinched her nipples.


Suddenly the mound under her panties grew larger as I now circled my tongue around it and kissed it making it moist. She pulled her panties aside and out came this 7 inch shaved cock with the head extra wet. I closed my eyes as she pushed me down to swallow her love stick in my mouth. I sucked her wet cock and balls as she held my head watching me circle the head with my tongue. Her juicy dick tasted delicious and I wanted more so I sucked on for about 20 minutes. With each lick and peck her dick protruded more pre cum which I swallowed with pleasure. Here I lay on top of this hot tranny, with her dick in my mouth…I loved sucking her cock. “I want to suck your cock too” she whispered as she brought me up to lay on my back. She got up and slid her panties off and was now butt naked with a raging hard on. Just then she climbed on top of me in a 69 position and pulled down my shorts to unveil my hard cock. We sucked on each other’s cocks some more and I was in heaven. I had always wanted to suck a cock while mines got sucked. Her dick slid in and out of my mouth as I squeezed her ass cheeks and fondled her balls.

She then slid a wet finger in my ass and began finger fucking me while she sucked me up. I moaned in excitement then she stopped, got up, got on her hands and knees and looked back at me saying “How bad do you want this ass?”. I sat up as I watched her rub her asshole and slap her ass making it jiggle. “You want this sweet ass baby”, she asked as I jacked off. “Yes, I want it bad” I moaned…”how bad do you want it?, you want to taste it?” she replied spreading her cheeks. Without warning I went in with my mouth opened and ate her perfect round ass. She moaned as I licked her balls up to her asshole and slid my tongue in. “Oh yeah, tongue fuck my ass baby, eat that ass” she moaned as I ate her up. I couldn’t take it any longer I had to fuck her, I slid my cock inside and started pounding her sweet ass. Her hole felt so warm and tight inside and the moistness made it possible for my cock to slide in easy.

Sweat built up as I fucked this sexy tranny in her ass, slapping it with each stroke. She moaned “fuck me, oh yeah, ooooh fuck me daddy, ah, ah, ah!”. Her cock flung up and down as I fucked her harder and harder filling her entire anal hole. Just then I felt my cock about to explode from all this excitement but before I could cum I pulled out. “I want to feel you inside of me” I told her as I got her up and took her by her hand to the bedroom. We came to a stop at the foot of the bed where we tongue kissed and felt on each others body. My cock was rock hard and hers was now limp so I began to stroke it along with mine. I jacked us off simultaneously and felt her cock grown hard in my hand.

That’s when she pushed me on the bed and I immediately got on all fours pushing my ass in the air. She then got behind me and slid all of her 7 inches inside. “Oh yesss, that’s it, fuck my ass baby, fuck me good” I moaned as she filled my inside with her love.
Her cock felt tight and the pressure was killing me but I loved that I was getting fucked by a tranny. She spit on my asshole and slid in and out of me while I enjoyed every minute of it. “I want you to taste your ass” she said as she now moved around to the front of me to put her dick in my mouth. I sucked her dick as she reached around to the back of me to play with my asshole. She was finger fucking me with two fingers while I sucked the juices off her dick. Then she got back up and went to the back again, this time turning me to hang over the bottom of my sleigh bed. “I want you to see” she said as she moved my head sideways to look at the dresser mirror. In the reflection I could see her slapping my ass with her cock. I moaned “Oh yes baby, that’s it, I love the way you play with me”. Our eyes locked through the reflection as she now fingered me and slapped my ass. I couldn’t take this anymore, I was going to explode any minute now, the intensity grew more and more.

With that she got me up and she laid on her side with her cock in her hands. She signaled me to go down and we got into the 69 position again. We sucked each others hard cocks, slurping up every drop of precum oozing from the head. It was then that her cock spit a few drops of cum into my mouth which I swallowed completely before exploding loads of hot cum into hers. I moaned and moaned as I released my fluids. With her cock still hard, I asked “do you want to fuck me some more?, please”, I would like it a lot if you fucked me more”. She then rolled me on my back and pulled my legs up, sliding her manhood inside once again. The sound of her balls slapping against my ass intensified as she fucked me harder and deeper than before. It felt so good to get fucked, I moaned “Fuck me, fuck me, oh yes, baby that’s it , ram your dick deep inside of me, cum in my asshole…please baby cum in me, let me feel that warm cum in my ass”.

As I watched the mirror, I saw her face light up as she unleashed her hot sperm deep within my bowels. Her body jerked as I felt cock shoot bullets of hot cum inside of me. We laid there together, her behind me, with her soft dick in between my ass cheeks until my wife came home. It was then that we would experience our first threesome with a tranny, but that, is another story.

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Susanne Butler was settling in for the night in her house, she was Caucasian, she was 62-years-old, she was 5'8, shoulder length long blonde hair, blue eyes, she was wearing underwear, a long satin silk nightgown, she was also a loving divorcee mother to her 18-year-old teenage Daughter named Katherine, she's also Caucasian, she's 5'7, brunette hair, hazel eyes, her 16-year-old son named Peter, he was also Caucasian, he was 5'9, brown hair, brown eyes, her 3-year-old Toddler son named Mark, and...

Mind Control
1 year ago
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Encounter With Lusty Manager To Another Encounter With Colleague

Hey boys (hard dicks) and ladies (yummy pussies). Sameer working in Bangalore is back with a hot encounter with my colleague. After my encounter with HR manager, as soon I had this encounter I am writing this to share with you and guys I am better in real life than the story because some romantic scenes are tough to write as words fall short to describe instead it can be shown please mail me your reviews and fun at my email id at the end of story cum real experience. Now there was another HR...

2 years ago
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The Knight and the Acolyte Book 8 Labyrinth of LoveChapter 8 Impaled by the Minotaur

Note: Thanks to b0b for beta reading this! Acolyte Sophia – The Labyrinth, the Island of Yalut The words of the Minotaur echoed down the hallway out of the darkness of the large room before us. The source of the foul stench pervading the Labyrinth flowed with it. In the glow of my pink, ethereal light bobbing beside me, I spotted a skeletal arm stretched out of the large room, fingers twisted in agony, one of the beast’s victims. My heart hammered fast. We were at the heart of the...

2 years ago
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The Minotaur

The MinotaurI polished the story a bit and finally finished it. This was written as a present to a very special (in a good way) girl here on xhamster. You know who you are. Enjoy ;-)Setting: Warhammer Fantasy, Dark Elf Kingdom of Naggaroth...Part 1: The AmbushThe coach was rumbling along the road going from the city of Ghrond, the northern seat of Morathi's cabal of Sorceresses, to one of the Witch King's Watchtowers in the far north, guarding the Dark Elf kingdom of Naggaroth from incursions...

4 years ago
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Encounter with an older man

I checked my "personals" mailbox one day inDecember of 1999. I was surprised to see a reply froma man called "cen-tex bear". I had forgotten allabout placing the personals ad months before, whichbasically stated that I was looking for a man to havesome fun with from time to time in the Central Texasarea. The ad listed a phone number, so I called it andtalked to a man I'll call Trelane. He told me he was59 years old (I'm 38) and that he was basically a"top" only. I responded that I'm...

1 year ago
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First Encounter With Pretika

By : Shon Hey I’m a guy 18 years old who will let you know about encounter with a woman who I wanted to fuck. My name is Shon and her name was Pretika. Well the story starts off by the day pretika came to my house. She was a married woman who has had two children. Firstly let me tell you she is short not very tall, has black skin.She was a family friend. She was good looking so before you ask me why I was interested, you should know the answer. Pretika was doing the dish when my dick started...

1 year ago
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First MM encounter a fantasy

Hi all, this is my first attempt at a story for Xhamster, so please bear with me.It is a fantasy about a first real encounter with a Xhamster contact. Other than the possibility of meeting we haven’t discussed details at all, this is one version of that first encounter as played out in my head.Paul, I don’t even know his real name, said it would be easier to meet at his house as his wife was staying away with family. I had his address and a time to meet, instructions to park the car around the...

3 years ago
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My 2nd time with my tranny

I’ve been talking to this woman for awhile. After our steamy car make out session I was hooked. I didn’t care if she had a dick. I wanted more of her. It was clear that she wanted more from me. We texted non stop everyday. It was fun. She blew up my phone with loads of naked selfies. I’d sit and admire her beautiful body. With every picture she’d send, my dick would throb with excitement. She would even ask if videos of me masterbating to her pictures haha she was amazing. whenever I worked...

3 years ago
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Shooting with a tranny

I was bored one day so i decided to rent out a transsexual escort. I called her up so we can do a special photo shoot together and needless to say, we ended up fucking. She came to my door with an all black dress on and the sides were transparent. She had 5 inch open toe heels on and a leather jacket that came to her waist. Her hair was long and curly and she was fair skinned and spanish about 5'8 with heels on. She walked in and asked me where i wanted to start. I pointed to the couch and she...

1 year ago
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SexyButNotPorn

When it comes to NSFW subs, it’s tough to find something erotic and artistic. It’s usually all just a bunch of dudes who are jerking off to hardcore fucking and similar bullshit. Well, I’m here to tell you that there’s something else that you can do here other than jerk off to straight-up porn. One of the things you can do to avoid all the porn bullshit is to go straight to /r/SexyButNotPorn and see what the latest happenings are on that sub. It’s one of the lesser-known NSFW subs, but it...

Reddit NSFW List
3 years ago
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The Maiden and the Minotaur Part 3

The Minotaur got up off the bed, leaving the dazed Ariadne laying there, cum still oozing from her abused slit, too weak and wobbly to get up. He moved over to his chair by the fireplace, but looked over at her from time to time to check on her.Gradually, Ariadne came to her senses. Her moaning diminished and her breathing and heart rate slowed. She stirred, catching his attention and he watched, interested, as she rose to a sitting position. When she felt strong enough, she slipped off the bed...

Monster Sex
3 years ago
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The Maiden and the Minotaur Part 2

Ariadne felt the odd sensation of being whisked through the air. In her dazed semi-conscious state, she heard a thunderous beating. She could hear it through the soft fur under her ear. Pounding... rhythmic... strangely soothing. As she began to return to consciousness, she slowly opened her eyes. She was being cradled in the strong powerful human arms of the Minotaur. Carried across the room towards the bed she first noticed in the room. She could smell its musky animal scent strongly now - it...

Monster Sex
4 years ago
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The Maiden and the Minotaur Part 1

The Lottery had taken place and the name had been drawn. Only in this Lottery, if your name was drawn you were far from the winner. Ariadne, the youngest daughter of Aegidios, a simple shopkeeper in the village was the name drawn this time.The town drew the name of a virgin girl every three months in this Lottery. You see, this was Pelatrea, and this town was cursed.Long long ago, there was a young woman in the town, an extremely lovely woman, who caught the eye of Zeus, the most powerful of...

Monster Sex
1 year ago
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A Womans First Time Encounter Without Her Hu

After a time of suitable correspondence, a middle aged lady from a small town in Ohio decided to actually meet to determine the chemistry we may have for each other. She, a very nice looking 5'4" tall, with a very attractive firm stocky figure, green eyes, flaming red hair, and beautiful full firm breasts at least a 40DD size. During our prior correspondence she had mention that she had never been intimate with anyone else than her husband, and for the past five years or more her husband had...

3 years ago
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Surprise Encounter with the Boss Part 2

Kelly had been a wreck ever since the encounter with her boss Stan.  She simply couldn’t get the encounter out of her mind.  She was filled with a rollercoaster of emotions ranging from confusion, shame, fear and the most surprising and persistent to her… lust!  The encounter with Stan had been the best sex she had ever had and she hated herself for it.  Kelly didn’t know what to do about it either.  She knew she couldn’t tell her fiancé, Mark, but should she quit her job?  How would she...

Reluctance
4 years ago
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Truckpark Tranny

I would never go out looking for it, I'm a good girl. But I would never avoid it. After all, just being dressed in black inch-mesh fishnets, held up by suspenders from a black lacy basque, nipped hard at my waist, with my cock-clit barely covered by my pink g-string pouch and the string over my divine snow white left cheek, while I tottered about on 8", platform heeled, "fuck-me" shoes, and nothing ...

2 years ago
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My First Tranny

My name is Holly, and I’m twenty-eight. I’m a blonde, and I happen to be a lesbian. I have been with a couple guys before, but that’s it. Anyway, one night, I was at a club securing the perimeter. Looking for some cute ladies, that maybe I’d take home. I saw a lot of worthy candidates, and a couple with D-cup racks. I wasn’t a slut or anything like that, but I definitely played the field. I looked around the entire club a few times, and caught a few eyes. I saw a few ladies casually stirring...

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