Shemales Porn Stories
Page 122

The "Ball" Game 2

I awoke the next morning to dad's cock fucking me from behind. He held me tight as he pumped my ass gently. He gave me a sweet kiss and said he needed to use the bathroom and I was to accompany him there. He told me to step into the shower and he followed. I braced my hands against the wall and he entered me from behind again telling me he was going to "douche" my sweet pussy. I felt a warm sensation flowing into me and knew he was pissing in me! OH it felt so nice, like hot cum exploding in me only it lasted much longer! It started to leak out of me and down my nylon covered legs. I was SOOO ... Continue»
Posted by Barb51 3 years ago  |  Categories: Anal, Mature, Shemales  |  
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SheMale Pussy and Cock


I once had a friend who always said "never fuck anything you can't bench-press". He was right, the biggest benefit of having sex with someone smaller and lighter than you is you can lift them easily !

On a recent trip to Thailand I couldn't take my eye's off a stunning, short, tiny but beautifully proportioned woman sitting on the bar-stool close to where I was eating.

She had a silk-blue clinging chinese style wrap on with a huge slit running all the way up her thigh revealing a beautiful tanned leg. The outfit was buttoned all the way up to the neck, but her (37?) bre... Continue»
Posted by Niggle 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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On the street with Luci

About a week after my fantastic session with Luci and Karen, I was walking down the street in the city. I got a text. It was from Luci. It simply read 'Stay there Ill meet you very soon.'
Strange!
I looked around and couldn't see her anywhere, so how could she know where I was?
I stood and waited a couple of minutes. (I was standing in a small corner between two shops) Luci suddenly appeared round the corner.
She was wearing an ankle length coat and lovely strappy sandles. Her hair was glistening in the sunlight. Of course we kissed lovingly. I asked her how she knew where I was? She confe... Continue»
Posted by cockhappy 3 years ago  |  Categories: Gay Male, Shemales  |  
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my last and favorite

it was 3 years ago .. id become close friends with a girl who had so many friends but she had trouble getting guy friends and when she did get boyfriends it never lasted long and i felt so bad for her. one night we were drinking and went to her house. i loved her and treated her like my s****r, but tonight she was sticking unusually close to me..soon we were kissing and later we started taking each others clothes off.. she soon saw that i was wearing my panties and saw that i was embarrassed in front of her.. she then showed me that she wasn't just a normal girl but a TV , but she never seemed... Continue»
Posted by drewcd 3 years ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  
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Gurlz night out


I was getting ready for a wild night of drinking & dancing with my best friend while my husband has all his buddies over for poker night. Im in the bathroom doing my hair & makeup when my husband walks in. "Oh baby, how about a qiuckie before the guys get here" "no" I replied. "I dont want you cum oozing outta be & stinking. Later when I get home you can hit it". He's standing in the doorway stroking his hard cock watching me. Im at the sink wearing my thigh high nylons, black lacey thong panties & bra. Both with a pink bow on the front. } looked over at him & he really was turning me on. I ... Continue»
Posted by KD2010 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Atrip to the dentist

My wife thought I was at the dentist but I was really with my special friend Sandy. It had been over a month since I could sneak away to see Sandy. My cock was wet and hard just from the ride thinking about what she would be wearing and how we would please each other. When She met me at the door I almost exploded just looking at her. She had blonde hair today in a long braid d****d over the front of her shoulder. Her eyebrows were dark thin lines followed by different shades blue all the way to her eyelashes. Her cheeks were painted a blush color and her lips a dark crimson. She wore a black ... Continue»
Posted by Zeffer1 3 years ago  |  Categories: Shemales  |  
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A very big f****y secret.

Let me start by giving some f****y background. I have a mother and father and one s****r, Virginia, who is almost f******n years older than I am. When I was three, going on four years old, my s****r ran off with her high school boy friend to get married. Over the next 20 years I saw her from time to time at f****y holidays and of course funerals. Her and her husband let the f****y know that they had two daughters over those 20 years.

I’m now in my twenty’s and this happened just last week!

The weather has been very wet and cold, so I went over to dad’s place to check on how they were... Continue»
Posted by Dark_Helmet 3 years ago  |  Categories: First Time, Shemales  |  
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Why I miss my ex

Why I Miss My Ex
I feel obligated to say that I am not a passable crossdresser, not even close. Even without my beard, I’m very masculine, large framed, and I have a very deep voice. All of these things aside, I love to dress up in sexy lingerie, panties, dresses, bras etc. While I’m dressed, I love to be verbally humiliated, although, I don’t think being called names like “sissy” or “fag” or “cuckold” is actually humiliating. For me, it’s a huge turn on, and I love to think about sucking cock while I’m being humiliated.
It’s quite a long story about how I got my ex-wife to play with ... Continue»
Posted by pbg732 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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fantasy

This is a fictional story, a personal fantasy of mine

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"Cum to my place, I need you ;) xxx" Was the message I recieved from her. Needless to say you do not pass up on an invitation like that so I had a quick shave and a shower, got dressed and headed out to find my 'girl'.

When I arrived in her apartment it was pitch black except from the candels lit down te corridor, guiding me to the bedroom. Feeling the bl**d start to rush away from my head and into my cock I proceeded hastily down to the bedroom. I opened the door, expecting to see my lover but there was a note and a pil... Continue»
Posted by shyadam89 3 years ago  |  Categories: BDSM, Shemales  |  
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gut next door

Well after Dan next door find out I was a crossdresser and we had sex.I knew there was something I had to do.
I woke sunday morning and loaded some boxes in to back of my pick up.He seen I was dressed as Paula and came over and asked what was in the boxes.The stuff I don,t want anymore all of Paul's old clothes.For now on you only see Paula.
He said really?Yes, what about the other nieghors he asked.I don't care what they thing it free world and they know.I said well I better take this stuff and but it collection box for homeless.He opened my door for me and gave me kiss before I left.I... Continue»
Posted by cdpaula 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Luci........... My first.


LUCI


I only went into the bar on that stormy winters night because I was drenched, and I had to get out of the rain.
As I walked in a soft dark voice beside me said “Oh you're wet, you should get out of those clothes.” I turned and saw a lovely lady sitting at a corner table near the door.
Well I'm not the ugliest bloke in the world, but it's the first time an absolutely gorgeous woman has told me to take my clothes off as an opening line!
I told her I was very flattered by her invitation. I saw she was alone so I asked if I could buy her a drink?
She said “That would be nice.” So I... Continue»
Posted by cockhappy 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Luci........... My first. (Part two)


About a week later I got a phone call from Luci, she told me she had a big surprise for me and I should meet her at a restaurant we knew and I should wear something sexy. Then she hung up!
My mind was in a whirl, what could the surprise be?
I had three hours to get ready, so I started with a shower, then I removed every hair from my body below the waist and moisturised and creamed myself all over.
Then I dressed.
I wasn't the only person who was going to get a surprise.

When I arrived at the restaurant I was carrying a small parcel. I was met by a radiant Luci. Her hair and make up wa... Continue»
Posted by cockhappy 3 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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I Call on Jill & Mary



When Jill was born the medical staff looked at the baby's genitals and
told the parents "You have a baby boy." The baby was named Jack, after his
uncle and spent the next several years as a boy. Jack never got involved
in sports with other boys, partly because of his small stature and partly
because he felt more at home playing with girls. He enjoyed wearing his
older s****r's clothing whenever he could. The s****r, who was empathetic
beyond her years, permitted, even encouraged this, and sometimes they went
out together. Jill was the... Continue»
Posted by JaxsonCurry 3 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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niebor meets Paula part3 true story

As I kissed my way down his chest and pushed his boxers down he lifted his so they would slid off. I worked my way down to his hard cock which wasn't real thick but average but aleast 8.5 long.I licked the length of his shaft and around the head and took him between my lips took as much as i could in my mouth. As i was sucking him he wet his finger and moved my thong aside and but it in me.Iwas so relaxed with I figured I try to take him all the in which I never could do.Well after a few slow trys i did my lip were balls deep and his was down my throat after a couple times doing that he asked ... Continue»
Posted by cdpaula 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Neigbor meets Paula for first time part 2

I went and got drink and looked out the window to see if he was home.I sent him text message and asked if he wanted to meet her.I was supprised that a man in his 60's could text, he said yes and asked her name,Paula texted back to him.I was sitting on my porch when he text back and asked when? I said well whenever you want too.He text back and asked what she looked like,I well look out your side window on my porch.I guess it didn't sink in it was me he was looking at first, because he texted me and said she is beautiful and sexy.I sent text back and said thank you.
I walked back in the hous... Continue»
Posted by cdpaula 3 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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Neigbor meets Paula for first time part 1

TRUE STOREY HAPPEN TODAY....Well I moved back to Va. after 11 yrs and bought a home. the house next to mine was small and empty for a good while.Oneday I seen olderman over there well he bought it an fixed it up n moved in.
After 9 months of us living next door to each other and talking I never a single person go there or him go off for very long.We were talking this morning and I asked if he was ever married he said yea but she had pasted 10 yrs ago.I said well guy like you should have no problem find a girl.He said he wasn't adtracted to regular woman any more he wanted to meet a cd if I ... Continue»
Posted by cdpaula 3 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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the real me part five

Well mom and Becky left the room.I sucked Mike and let him fuck me in every postion could think till we fell asl**p.I didn't sl**p to long and got up to go get a drink down stairs.As I walked down stairs my well fucked hole felt loose and very wet and i loved it.
I went into the kitchen figued I'd make pot of coffee since I couldn't sl**p and was on cloud 9.Well I my mom came in the only thing she had on was a black gartor belt and black fishnet stockings an heels.She laughed a bit and said,dam hun you smell like just like sex.We talked while coffee was being made.she was sitting on the tabl... Continue»
Posted by cdpaula 3 years ago  |  Categories: Shemales, Taboo  |  
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Aint a woman that comes close to you

Angie slipped in the room for our occasional discreet encounter. This time she was dressed as a hot MILF wearing shoulder length blonde hair, dark red but lightly painted lips, trimmed dark eyebrows, lightly dusted eye shadow and rosy painted cheeks. She wore a pearl necklace with a white dress that covered her arms and stopped at her knees with nude colored hose and white heels. She wore two diamond rings that highlighted her freshly manicured fingers. “You look so sexy today” I whispered in her ear as I brushed her hair back and tasted her shoulder with my lips. She turned pressing her lips... Continue»
Posted by Zeffer1 3 years ago  |  Categories: Shemales  |  
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A walk in the woods

Walking in the woods taking some pictures I came across two young men sitting there drinking beer. Hey little lady what'ca doin? Just taking some pictures I said. They stood up, one on each side of me. We should be taking pictures of you pretty lady. Thanks, but no thanks boys. As I turned away, they each grabbed one of my arms and f***ed me to the ground. One behind my head holding my arms. The other straddling my legs so I couldn't kick or move. He opened and unzipped my jeans. Grabbed my jeans and panties and pulled them down to my knees. Holy shit, she has a cock!! The other one says, I be... Continue»
Posted by imez 3 years ago  |  Categories: Shemales  |  
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the real me part 4

I took our ice tea back into the den.Mike an I were on the love seat kissing and fooling around.When our mothers came in an sat down too.We all talked and watched some tv show.When my mom and becky said they needed me to come upstairs for a few minutes.
The 3 of wentup to my moms room were they had me get undressed.They had me put on a white and pink full corset with white seamed stockings they hook the gartor straps to the stockings. I put on pair of pink stillettos and sheer white short camsole and sheer pink long robe.Mom and Becky figured know painties was best route.I looked at myself ... Continue»
Posted by cdpaula 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
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