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my older cross dressing friend

my older cross dressing friend

... is, and what a nice trim build... almost a woman's shaped ass. My cock started getting very stiff. Tim, "Well all that work ... -cum is under-rated. He slipped his hand around my balls "follow my lead", Tim coaxed. I felt his balls too, what a feeling ... ... Continue»
Posted by TenderLoins 2 years ago  |  Categories: First Time, Shemales  |  Views: 993  |  
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Cross Dressing, Pegging and the Promise of a Three

... my last session with Ann, the gorgeous older woman (we’d call her a MILF nowadays) who’d discovered my love for cross-dressing, things were ... think your friend might like us to have a threesome?” The idea appealed to me, which became apparent as my soft ... ... Continue»
Posted by daviea9 6 months ago  |  Categories: Fetish, First Time, Mature  |  Views: 612  |  
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Cross Dressing play turned horribly wrong - fantas

... still horny and wasnt satisfied. I have tried a little bit of cross dressing before but I was feeling very horny and for some ... slid his cock into my mouth , his friend had quickly positioned himself between my legs and pushed them up towrds my chest, he ... ... Continue»
Posted by clevelandzj 2 years ago  |  Categories: Anal, Gay Male, Interracial Sex  |  Views: 2749  |  
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My Cross-Dressing for a couple fantasy

... recurring fantasy of wanting to try cross dressing for a bi-sexual couple. Several years ago i did try cross dressing just the one time ... on their driveway i could feel my heart pounding in my chest and my nerves tingled throughout my body, just as i stepped ... ... Continue»
Posted by marcusp1979 3 years ago  |  Categories: Fetish, Gay Male, Mature  |  Views: 507  |  
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Cross Dressing to go to Girls' School

... or something. But that didn’t have anything to do with cross dressing.

There was an all-girls school a few miles from mine ... to extract myself from the school grounds fairly easily. However my girlfriend was suspicious – she wasn’t the girl involved in the ... ... Continue»
Posted by daviea9 1 year ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 2511  |  
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my first cross dressing play time

... sucked my first cock the other day. i posted a ad on craigs saying i like to cross dress and would like to find somebody ... once in a while he would reach down further and stroke my cock for a few seconds. then i could hear him moaning alot ... ... Continue»
Posted by floyd1985 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1411  |  
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My Mom is one hot Milf! Well that what I’ve been told by my friends at school you see when my ... slightly older?
Yes that’s him he’s my best friend Mom ... ... Continue»
Posted by bobbyblue53 9 months ago  |  Categories: Mature, Sex Humor, Taboo  |  Views: 6351  |  
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My first time

... Her is a lil story for everyone during one of my early cross dressing experiences. Both my parents worked during the day and I didn’t feel ... a lot so all the fabrics could rub on my hard cock. During my posing my bra strap had fallen down as I have no ... ... Continue»
Posted by kaos420 1 year ago  |  Categories: Fetish, First Time, Masturbation  |  Views: 885  |  
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Me and my Older s****r Lucy

... my water pistol in my fingers spraying against the Wendy house with Lucy looking on, giggling.
One day Lucy had her friend around ... to my face as she held the headboard. Rubbing and thrusting her wet lips on to my tongue, making her cum instantly, my older ... ... Continue»
Posted by nckboy 3 years ago  |  Categories: Taboo  |  Views: 4959  |  
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Living with my Older s****r Lucy

This story follows on from; Me and my Older s****r Lucy which goes in to more detail about our early ... wasn’t many more thrusts before my cock exploded, pumping torrents of hot creamy sperm in to my s****rs friend. I don’t know who came ... ... Continue»
Posted by nckboy 3 years ago  |  Categories: Mature, Taboo  |  Views: 6394  |  
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my teen arse fucked by my older boss (gay)

... there was really nice , a girl called louise and an older

Women called karen .

I only worked thursday friday but he ... wrong with that ?

Me - true , but obviouslt your my boss and a friend of my mums that's all , it
Just feels a little wierd . ... ... Continue»
Posted by bigwillyuk 2 years ago  |  Categories: Anal, Gay Male, Mature  |  Views: 2863  |  
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Story of my Life: My Brother's Friend Brandon

... them.

In the last story, I told of my first time masturbating. For two years that ... particular night, my older b*****r Jacob (who at the time was thirteen), had his friend sl**p over.

His friend was a f******n ... ... Continue»
Posted by v-a-gina 11 months ago  |  Categories: Sex Humor  |  Views: 1763  |  
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My wife , a old friend and new cockhold who is me

... . ben go's on to say that my great uncle and a " friend " of his well be here ... sucking , I hear voices and I hear sarha laughing my uncle walks in and he has just a ... up and it was my older cousin jon. we both we kinda were shocked my uncle says calm down u ... ... Continue»
Posted by iceman56 2 years ago  |  Categories: Fetish, Group Sex, Hardcore  |  Views: 1713  |  
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I'm hot for my older s****r

... of my first sexual experience with my older s****r.

I was looking into the bathroom mirror shaving when my 17 year old s****r,

... of my ass cheeks.

Leaving my mouth on one of her juggs I began to run my hands all over my older

s****r's body ... ... Continue»
Posted by adel5000 3 years ago  |  Categories: Hardcore  |  Views: 5888  |  
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Me and My Older s****r

... she started to unbuttoned. Lucy is 28 and three years older than me and nearly six feet, size six to eight ... started to gyrate her fanny over my face.
This is it, my cock erupted in to my older s****r’s mouth and she is managing to ... ... Continue»
Posted by nckboy 3 years ago  |  Categories: First Time, Hardcore, Taboo  |  Views: 6611  |  
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My son and his friend, the perfect MILF

... my inner thighs and stockings, as I kissed his friend welcome into our home, my eyes watching my sons contented face, my ... my crossed legs crushing my sensitive clitoris in my to-ing and fro-ing, was stimulating my self in front of my son and his friend ... ... Continue»
Posted by MarieL 3 years ago  |  Categories: BDSM, Fetish, Group Sex  |  Views: 6072  |  
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I craved my older neighbor

... . I was still a 20 year old virgin when I started fantisizing about my older neighbor. I knew what time he came home everyday so I made ... more. Day one I would let him see my panties from under my skirt. Day 2 I pulled my panties to one side so he could ... ... Continue»
Posted by freshpussy48 4 years ago  |  Categories: Masturbation  |  Views: 1107  |  
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Caught by my older sibling

... in the morning thinking I'm home alone, the night before I stole my older sibling (Mark's) cum drenched boxers, I have always found him so ... did it.

After this he got me on my knees, pulling my arms behind my back and gripping them tight he knelt behind ... ... Continue»
Posted by busty-amber 1 year ago  |  Categories: Anal, Hardcore, Taboo  |  Views: 4408  |  
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My Wife And Her Friend Fuck Some Strangers

... near it. I took the camera 1st and my wife and friend struck few posses with the sun ... with each other. My wife Jess and I had thought of asking her friend we’ll call her ... the water towards us and I could see my wife and her friend eying Raj’s cock. It was ... ... Continue»
Posted by bava12 5 months ago  |  Categories: Anal, Group Sex, Hardcore  |  Views: 3514  |  

My Older Fantasy Lady

... going to happen. My cock had been hard since arriving and after the phone call to my older lover my heart raced even faster. You said you’d be at my motel room within the hour.
Lying on my bed ... ... Continue»
Posted by retcntryboy 1 month ago  |  Categories: Fetish, Mature  |  Views: 1400  |