Sort By
Search results
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 1 year ago  |  Categories: First Time, Shemales  |  Views: 992  |  
  |  5

me and my older s****r, Jane

see into the dressing area. Both ... cross-
legged in a circle on their towels. Kim was to my left,
Mary to my ... , Toni
and a friend of my s****r's named Miko ... my head in Sue's
lap, her breasts caressing my face as my older s****r
began to clean off my ... ... Continue»
Posted by TheBirch 11 months ago  |  Categories: First Time, Taboo, Voyeur  |  Views: 47706  |  
  |  16

My Older S****r, Jane, and I

see into the dressing area. Both ... cross-
legged in a circle on their towels. Kim was to my left,
Mary to my ... , Toni
and a friend of my s****r's named Miko ... my head in Sue's
lap, her breasts caressing my face as my older s****r
began to clean off my ... ... Continue»
Posted by drew1207 1 month ago  |  Categories: Fetish, Sex Humor, Taboo  |  Views: 19033  |  
  |  2

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 2 months ago  |  Categories: Fetish, First Time, Mature  |  Views: 609  |  
  |  2

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 1 year ago  |  Categories: Anal, Gay Male, Interracial Sex  |  Views: 2748  |  
  |  17

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: 505  |  
  |  3

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 11 months ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 2497  |  
  |  1

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 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1407  |  
  |  5



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 4 months ago  |  Categories: Mature, Sex Humor, Taboo  |  Views: 5969  |  
  |  3

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 12 months ago  |  Categories: Fetish, First Time, Masturbation  |  Views: 874  |  
  |  1

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: 4862  |  
  |  13

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: 6398  |  
  |  13

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 7 months ago  |  Categories: Sex Humor  |  Views: 1769  |  
  |  2

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 1 year ago  |  Categories: Anal, Gay Male, Mature  |  Views: 2830  |  
  |  10

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: 1705  |  
  |  1

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  |  
  |  15

My Older Sister

... my s****r's face.

Jenny purred, pumping her head in time with my thrusts.

I watched my older s****r's pretty face as she worked her magic around my ... ... Continue»
Posted by jogj0308 3 months ago  |  Categories: First Time  |  Views: 11163  |  
  |  4

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: 6376  |  
  |  6

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 2 years ago  |  Categories: BDSM, Fetish, Group Sex  |  Views: 6093  |  
  |  15

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 9 months ago  |  Categories: Anal, Hardcore, Taboo  |  Views: 4416  |  
  |  1