MY FIRST TIME WITH A BOY free porn video

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Introduction: BOY/BOY EXPERIENCES My first time with a boy.
{A true story}
must be 18 and over to read this story.
This is my story.
Well I was 12 at the time I had my first encounter with another boy my age. My name is Jackson, He was my best friend, his name is Conner
and has dark brown hair and a firm body, 5 foot 1 inch, hes 12 as well. I have blonde hair and blue eyes and just have a little baby fat
left on me. Im 5 foot 2 inches. We are both circumcised and have a purple scar around our shafts. We had the same doctor
circumcise us as our parents were friends and saw that we would get the same circumcision operation. High and tight.

Any way one day we were at the swimming pool and chilled out there for a few hours and enjoyed ourselves with other
boys from our school. It was summer time so we could hang out all day as our parents worked long hours and they
let us do anything we wanted as long as we phoned them from time to time. Any way we had just entered the locker room
to take a shower before heading back home. We have seen each other naked and knew what we had down there but
today we saw a boy with a strange looking penis.

Hey Conner look at that boys wiener hes got skin covering the end of his penis. I quoted. Its called a foreskin Jackson,
we all had one but ours was cut off when we were babies. Conner explained. Oh I see, I wonder why he didnt get his
chopped off. I replied. I dont know but all the boys in our gym class have a circumcised penis like ours so maybe
his parents didnt want his foreskin cut off. Conner grinned.

We continued to wash off the chlorine and used the soap to make us smell a little better. The 11 year old boy was
showering next to us and our eyes popped out when the boy pulled his foreskin back exposing his purple bell end
and washed it with some soap. I popped a wood and so did Conner&hellip, That has never happened to me before, getting
a boner watching another boy wash himself but today seeing this boy do things to his penis was so exciting that I
had to turn around and quickly feel my wiener and rub it for a while.

Conner and I didnt experiment sexually at first, yes we touched each others wieners like show me yours and Ill show you mine
thing but never jacked off until today. Jackson you got a wood dude. Conner giggled. You have one too. I said.
Does this happen to you all the time. I asked my best friend. Yeah and it bones up when I at least expect it.
Conner laughed. The other boy left us and walked out of the locker room leaving us alone in the shower room.
Um Conner do you want to sleep over night with me tonight. I asked.

Sure bro, you know I like coming over to your house. Conner smiled. Ok but tonight I want to try some stuff
and I dont know if you want to do it with me. I gasped. What kind of stuff Jackson. Conner asked. Well
my older brother told me about masturbating and what comes out of our wieners when we play with them.
I quoted. Our sex Ed class would be starting when we returned to school and we didnt get the birds and
the bees talk from our parents so we didnt know about jerking off and other things like that until my
older brother decided that his younger brother should learn all about our wieners and how to play
with them.

Masturbating, I heard about that at scouts but no one would tell us about this masturbating thing.
Conner moaned. Ok so tonight I want to show you what my brother showed me as it is fun to jerk off
and you get this tickle feeling coming out of your dick and when I first did it I saw this clear goo
come out of my pee hole. I replied. Conners eyes lit up and he had a boner sticking out that it
bobbed up and down with each heartbeat.

Ok Jackson but we better not get caught or I will never forgive you. Conner gulped. That night
we returned to my room as our parents were going out and my brother would be in his room
with his friend that night. Hes 15 and would be sitting for us but I knew he would be smoking
and watching porn with his pal. He never came into my room unless he knocked first so I
knew he would not disturb us while we had our sex play that night.

We played on the X-box for an hour before Conner got restless. Um Jackson are we going to
do what you asked at the pool. Conner said. Um sure if you want to. I remarked. Ok then
what do we do first. he asked me. Get undressed and lie on the bed and wait for me as I need
to get something out of my secret box. I giggled. Conner was naked lying on my bed with a boner
sticking straight out. I was boned up too and could not wait to jerk off with my best friend.

Conner my brother said to use this stuff as it makes our wieners slippery when we play with our
wieners so cover it all over your dick. I giggled. I grabbed a towel and placed it on my bed and
then used the lube and made sure that I had covered my dick with this slippery stuff.
Now what Jackson. Conner asked. Close your fingers around your wiener like this and then move your
hand down and up until you cum. I said. Cum, you mean the sticky stuff. Conner grinned.

I started to stroke my shaft as my brother showed me and watched Conner stroking his shaft.
Wow this feels awesome dude, your wiener looks so hard now. Conner quoted. It is but
wait till you cum and then see how hard it gets. I replied. We continued to jerk off and our
speed got faster and faster. Let me do it for you Conner, you will feel even better if I did it
to you. I said. Um is this gay to jerk each other off. Conner questioned. No way dude,
my brother has done this with all his friends and they all have girlfriends now. I remarked.

Conner stopped stroking his wiener and let me continue to give him relief. His body jumped
when I touched his cut cock for the first time and soon was cooing as I stroked his tool.
Oh god this sure does feel strange, no one but myself has touched my wiener except
for the doctor but he was not stroking it like you are. Conner panted. I quickened my
pace and moved my slick fingers up and down over my best friends cock until he started to jerk
his butt up and down until he told me he was going to pee.

Stop Jackson or I will pee on the bed. Conner moaned. You wont Conner, you will get the
tickle feeling and then squirt your goo. I mumbled. Faster and faster I stroked his wiener until
Conner yelled that his cock was on fire and let loose a small squirt of cum out of his wiener.
Oh fuck what was that. Conner gasped squirming on the bed. You cummed dude, you
had what my brother calls an orgasm. I grinned.

Conner looked at his red throbbing cock and saw a bead of cum leave his pee hole. Look my
wiener leaked some shit out of it. Conner panted. Yeah wait till you really start squirting stuff
like my brother does as it shoots over his head. I laughed. Conner was now relaxed and saw that
my wiener was stiff and waiting for relief. Um do you want me to jerk you off now? He asked me.
I nodded my head and laid down on the bed, my butt was on top of the towel so that we didnt
make a mess on the bed spread.

Get ready Jackson. He told me and started to lube my wiener. It felt cold at first but when Conner
started to jerk his fingers down and up on my shaft I started to moan as the heat of his fingers
covered my shaft. Thats it Conner, go faster dude, make me cum, oh shit this feels awesome.
I groaned as I started to fuck his hand feeling my shaft slide in and out of his lubed fingers.
Conner was watching me twist and turn as I got closer to Cumming, he had a smile on his face
knowing what was going to happen to me.

This is weird but it feels great to feel another boys dick. Conner moaned as his fingers continued
to stroke my saddle shaped glans. My scar was turning a little red where my foreskin used to be as
Conner continued to jerk me off. My butt was rocking up and down until I felt my small balls tighten
until I let out a gasp of air when my pee slit opened and squirted a small amount of cum over
Conners fingers.

Gee you squirted a lot more than me. Conner groaned. Well Im 4 months older than you but you
will be squirting lots more when you get older. I explained to him. We went to my bathroom and cleaned
up all our mess and then returned to my bed. That was the best thing I have ever done with my wiener
Jackson. Do you know any more stuff we can do together. he asked me. Yes but you have to promise
not to say a word to my brother or anyone else for that matter. I muttered.

Conner nodded his head and in seconds he had another boner sticking out from between his legs.
Um you know when we watched that boy wash himself at the swimming pool I got a feeling down
my dick that I never felt before, now I want that feeling again. Conner gulped. Ok take a look at
this. I said pointing to a stick book filled with naked men and women that was given to me by my brother.
We flipped over the pages and Conners eyes lit up seeing his first look at a womans virgina.

Then we found pictures of men fucking and sucking each others dicks. Is that for real? Conner
mumbled as he slowly stroked his boyhood. Yeah my brother said he has done this with Ryan
last year and told me it hurts a little bit but he told me to use this stuff to make it slippery to
shove your dick up a boys hole. I replied. Conners eyes shut tight for a few seconds and then
opened them before he asked if I wanted to do what those men were doing to each other.

If you want to Conner, I have never done it before, just heard what my brother did to his friends.
I quoted. Ok then lets do it before I chicken out. Conner replied. I grabbed the lube and started to
finger his butt hole like my brother Wesley told me and soon I had two fingers up my best friends butt hole.
Conner was moaning and groaning as I entered his hole and said he feels like he wants to take a dump.

Youre doing fine Conner, do you want me to try using my wiener now. I moaned. Conner whimpered
for a second and then nodded his head. I moved a pillow under his groin and slowly aimed my circumcised
head towards his hole. I had lubed my cock and it was throbbing as I slowly pushed into Conners butt hole.
When I say push your butt hole like you are about to take a dump and then I will be able to enter you.
I said. Conner let out a grunt as I passed his sphincter rings and waited until Conner relaxed his butt muscles.

I in Conner, how does it feel. I asked him. Oh shit it hurts but it also feels like I need to shit at the same time
it feels awesome. Conner mumbled. I waited for Conner to settle down and then I started to thrust my shaft
in and out of his lubed up hole. Oh fuck that feels great Jackson, move faster dude, fuck me, oh shit I
feel your cock rubbing inside me. he gasped as I hit what was his prostate and give a grunt as it rubbed
my wiener over his button again and again.

Holy fuck my wiener is so hard I need to jerk it off. Conner groaned as he flicked his tongue out like a snake.
OH god youre tight Conner, you have to try this after I have finished fucking you. I quoted. I had never swore
that bad before until I started hearing my brother swearing when he was fucking or getting fucked. I didnt
know what he and his friend were doing as he only did this fucking thing when our parents were not in the house.
Now I knew how he was feeling when I started to pound my friends butt.

Slapping his butt with my balls as I rabbit fucked Conners hole soon put me over the edge and I gave Conner one
last jab before I cummed into his moist bottom. Im Cumming Conner, take my seed and join our bodies together.
I yelled as I fell on top of my best friends back. Sweat was falling off our bodies as we lay on the bed panting
and sucking in air as my orgasm settled down.

Jackson, if you had d asked me to do this with you earlier on I would have caved your head in and would have
told you to fuck off but now I am glowing like a bright light and it was an awesome feeling I truly enjoyed.
Conner said surprising me with a kiss. I gave Conner the lube and he in turn lubed my hole after waiting
to get his sexual feelings back so that he could do me.

I felt his fingers enter my hole and soon found my butt hole open up to his fingering. I let out a gasp of air
as he hit my prostate, I didnt know what he hit but my wiener boned up in a flash as he rubbed my young button.
Whatever you did just then dont hit just yet or I will squirt myself. I groaned. Conner had three fingers up my butt
and I told him to enter me. I felt his hot circumcised head push into my sphincter and slowly enter my deep tunnel.
Are you alright Jackson. he asked me. I just nodded my head as he continued to drill me.

Go for it Conner, fuck me, fuck me hard. I yelled out. I hope my brother could not hear us as we fucked one
another, I bet he didnt care as he would be doing the same thing to his pal. Conner started slow and then
he started to rabbit fuck me pounding my hole with all the energy he could muster. He was now drilling
that little button inside my tunnel and soon I was gasping for air as he squirted into me. My memory
is fading so I needed to write this down and send it to Conner who is now living on the other side of the
world and I hope he too remembers the fun we first had together as cum buddies.
Love
Jackson.

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Tipping The Paperboy

Have you ever wanted to just do something really naughty? Well, I have. My name is Tammy, and I was divorced about 4 months ago. My ex was a scum bag that had no idea of how to treat or please a woman, if you know what I mean. Oh sure, we all want the bad boy when we are dating, but ultimately, they make terrible husbands and lovers. We lasted a whopping 9 months before I caught the bastard cheating on me with a filthy little skank from the grocery store. Well, I say good riddance; she can have...

3 years ago
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Mistress Jessica and her Asian boytoy

Disclaimer: This story is purely fictional. I always welcome comments and suggestions so please feel free to email me – kace.lee at gmail dot com. Thanks!Lee was bored. He was a 14 year-old student at Osborne High, a large high school that catered for thousands of students, and in his freshman year. Like most Asians, he was a top student in most of his subjects, but also like most Asians, he sometimes found it hard to score with western girls. Not that there were many good-looking ones in this...

2 years ago
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Daytime friends nightime lovers

She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½ feet. Dark red… it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the crystals were so thick it turned everything pastel. Breaking it apart just enough to smoke easy, she arranged the weed in...

3 years ago
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Daytime friends nightime lovers

Introduction: While a few details have been tweaked, this story is as close as I can remember it Prologue She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½, feet. Dark red&hellip, it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the...

4 years ago
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Sandy and RandyChapter 2 Daytime Funtime

After the close call and excitement, in more ways than one, of that first night together, Sandy decided they better cool it a bit so Mom wouldn’t get suspicious. Mom also went back on day shift, 8am – 8pm, so bedtime was less private, but days were not such a problem. Randy tried to act normal around Mom and of course, around Sandy, but he did have some issues like being quieter and more protective. Mom just thought he was getting older and closer to starting into puberty, especially now...

3 years ago
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Ladyboys Moving to Thailand and my first Ladyboy

After living in the Netherlands for 33 years I was ready for a big change. I had been toying withthe idea of moving to another country to get away from the stress of it all for a while.I had girlfriends in the Netherlands. Wives.I had one nighters and 2 nighters. I wasn't doing bad for myself.But, there was something missing on the girl side. I love variety. I think I've been withevery kind of girl I COULD be with in the Netherlands. I started thinking about other countries.Other girls. Other...

2 years ago
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The Newlyweds Chapter 1 Boyshorts

The Newlyweds Chapter 1: Boy's Shorts Ji-min, my new wife, wanted to be called Jasmin now that she arrived in America. We have known each other for for about three years. She served on several mission trips in Africa. And I served in the Peace Corps. Thinking myself too small and not aggressive enough for regular military service I thought it was a good choice. And it was. When we met she was fifteen and I was eighteeen. Over the years she and I exchanged love letters, text...

1 year ago
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Halftime Stranger

It was a warm October night and I was at a college football game with a few buddies. Throughout the first half of the game, I looked to my right and there was this hot sexy bald guy 3 sections to my right. He had huge arms and was wearing a black wife-beater and jeans. We kept looking at each other and at each time, he would show that bright smile of his.At halftime, I went to the restroom and used one of the stalls, luckily I was the only one in the bathroom. As I opened the stall, he was...

2 years ago
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Anne Marie kitten Slutwife for cowboys

My latest bit of “whoring” was so hot, that he asked me to write a story about it. Bear with me, as this is my first attempt at literature. Trust me; I suck cock much better than I write. This past weekend my two girlfriends and I decided that a “girl’s weekend” was in order. We planned a road-trip to go see a professional bull rider’s rodeo in the next state over from ours. I wish I could say that I wasn’t thinking about finding myself some hot stud of a cowboy to fuck and suck, but...

2 years ago
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Anne Marie kitten Slutwife for cowboys

Introduction: A more recent detailed account of Anne Marie being the slutwife that she is. This time, she wrote the story. My husband and I have been together for 17 years now and believe me, I consider myself to be the luckiest wife in the world. You see, we have what you might call an arrangement. He allows me to fuck pretty much whoever I want, whenever I want. I, in turn have to promise to tell him all the sordid details of my slutty encounters. My latest bit of whoring was so hot, that...

4 years ago
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BSC03 Naked Surprises at BSCChapter 3 Philippa Boyd

A very solidly busted student called Philippa Boyd was assigned to show Katrina and Angela around the College. Philippa’s breasts were big and bounced along very happily with every step and movement of her body. They looked just great as they swung along and bumped into each other. Philippa always got admiring looks and smiles from the male students and staff as she passed. Angela and Katrina were delighted and entranced at her bubbly and buoyant attitude to everything. “You know,” she said,...

2 years ago
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Summertime In Colorado

Summertime In Colorado I absolutely love summertime. The hotter it is the less the girls wear. Instead of long jeans they wear short shorts. Instead of full blouses they wear skimpy tops. Coats are strictly out of the question too. Bikinis are popular even if it is just the top half with a micro mini skirt. Like I said I absolutely love summertime. Girls of all ages are wonderful to look at. Touching them might be a different story but looking at them is still legal. The problem...

3 years ago
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Summertime Blues

Summertime Blues Author's Note: This is an old story of mine which I self-edited using the great suggestions I been receiving. I will go back and edit it more. I want to see how well I could implement the suggestions which I got. Also, I want to give a thanks to all the people who had help me in my writing. It was a bright sunny Saturday afternoon in July yet it was raining in Joe's mind. This was for Joe was having a run of the mill bad day so he headed to the bar for a drink. He...

1 year ago
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My bestfriend makes a damn good Tomboy

As a child, Tyler was always a quiet, sheltered person and rarely went outside unless he was hanging out with friends. It was mostly because he would have had to deal with the bullies. One day the bullies started to pick on him, which he stood up for himself, only to be beaten up by them. They were beating him so bad to the point he was almost dead, but then a rough girl came in and fought them off. That was the day he met Emily, his new friend, and they got along pretty well, not many...

3 years ago
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A construction superintendant has a threesome wwith a fourteen year old girl and her boyfriend

As a construction supervisor I meet all sorts of subcontractors. Working on a Saturday is not uncommon and often the subs bring their teenage sons along to learn the trade. This was the case when I met Dillon. Now I am a straight male but even I have to admit this boy was cute. Small boned, brown wavy hair to his shoulders, blue eyes and an engaging smile. At lunch time Dillon found me in the construction trailer and asked if he could talk to me. “Sure,” I said pushing a chair towards him. He...

2 years ago
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The Wilmington Womans ClubChapter 7 Bernie Meets Eddie Boyle

It was a rainy Sunday; Bernie was just sitting around the off-campus apartment, watching The A-Team on NBC with George Peppard, and Chicago-born actor Mr. T. with two other girls, Frannie and Meg. Val was out on a date with Joe, and Bernie was more than a little jealous with the knowledge they were getting very serious about each other. Eventually, she got hungry, and got up to make herself and the others some spaghetti. As she stirred the sauce, she idly wondered if Eddie Boyle was going to...

3 years ago
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Reese Witherspoon dommed

any of the actresses mentioned below. This story is written down for enjoyment purposes only. Reese witherspoon woke up with a headache. She didn't know where she was. All she could feel that she was blindfolded. Not only that, she was tied to the bed with duct tape, unable to move her hands and legs. She also noticed that she was nude. A duct tape covered her mouth so that she shouldn't shout. All she remembered was going to a producer's home for some script reading of a film they were...

2 years ago
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FaceTime surprise

I have a new job working away and I bought an iPad to keep in touch with the wife, it’s great seeing her when away I miss her so much so it’s great when I’m bored in my room. Jane and I for years have spoke about sharing? But she never comes through, it must be 4 years now we have had the same conversation about it and it’s always the same answer maybe! Jane is great in the sack she knows how to please, I keep telling her she needs to give it out cos it’s going to waste on me as I only last...

4 years ago
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Showtime for Teri

Showtime for Teri By Teri Franken Chapter 1 My name is Teri and I am 28 years old. I have been a closet sissy for as long as I can remember. My parents knew that I was not your typical child and they let me live how I wanted to and did not judge me, they just loved me unconditionally. I grew up loving everything that a little boy typically doesn't like, such as dresses and dolls. My parents were concerned that I would be a target for bullies, so I was home schooled, took my GED...

3 years ago
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Lookingglass Ladyboy

I was taking a walk to stay--all right; I'll admit it--to get in shape, when I saw the "Going Out of Business" sign in the second-hand furniture store a block north of my condo. I wasn't in the market for anything, new or used, but I can't resist a bargain, and what was better for finding a bargain, I asked myself, than a store that was having a going- out-of-business sale? The store offered everything you could imagine, in every condition you could imagine--sofas, tables, chairs,...

2 years ago
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SoCalled Friend The Sissyboy

This story is a spin-off from my earlier story So-Called Friend. Using the first part of it I going to use a totally different story line. If you haven't read the first part of So-called Friend please do so. So-Called Friend: The Sissyboy By Jennifer Allison As my step-mom drove I tried to explain what had happened. All I got in return was. "I knew there was something about you Dean. Now I have the proof. Now shut up and stop whining. I don't want to hear another word...

3 years ago
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Eagle in the Sunset 2019Chapter 29 Summertime for Us All

October 17th, 1995, 7:30 AM PT, Metro Plaza Hotel, Los Angeles, CA Miriam had been tossing and turning all night; she spent time just sitting in the chair in the corner of the room to try and let Baruch sleep. She was so upset she was oblivious to the fact that Baruch couldn’t sleep either, which was not in her nature. She was usually fully aware of what was going on with her husband. They thought together almost telepathically, and yesterday had been one of the first times in decades when...

3 years ago
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Timeless Beauty

TIMELESS BEAUTY BY PAUL G. JUTRAS Sam walked in the dorm house, looked at the lock and then in the dorm mistress's room. The plus size woman was dress in a black blouse and flats, black with white palm tree design jacket and skirt with dark brown nylons. She new there was only a half hour before she made her rounds and called lights out. Upstairs, roommates Chris and Alex waited on their beds. Like their friend Sam, both guys were petite and lovely looking. Being transsexuals who...

3 years ago
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First Time Sex With My Longtime Bestie

Hi everyone Akshay here, age 23 from Chennai. I’m a reader of ISS for the past 5 years, and it’s high time I shared my experience. This happened a couple of months back. It was with my longtime bestie. Her name is Vaishali. We know each other for around 6 years, starting from our college days. She lives half an hour away from my place. I’m pretty familiar with her parents. We got to know each other from our college days as we were from the same department. She had a sexy shape, which gave me a...

2 years ago
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Younger Than Springtime

The door was open. I had no reason to have it closed. We were all in this together. So I was sitting in the large chair as my nurse prepared to access my port to begin the first liter of Cisplatin. The cancer center had been busy today and I glanced out the doorway as several people passed by. Then I noticed a woman pausing as one of the nurses escorted her somewhere.It was Katherine. I recognized her at once even though it had been so many years ago. Then I heard her laugh as her companion...

College Sex
3 years ago
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Space Cowboys

Author’s Note: From an idea by a friend on another site comes this story of role playing, X-men, funny stuff, and hamsters. It’s probably much funnier if you’ve ever played a role-playing game. I combined it with another story a role-player told me about a game where he had giant space hamsters, and his players got out of hand with them. This is the result. Disclaimer: I made up the game of Space Cowboys and the Fantastic Gaming House company. To my knowledge, there is no space game with Old...

3 years ago
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Frannies Femboy

Gay - cross dressing – femboy - feminization – blow jobs – anal sex – hand job – lingerieWhen I was finishing high school, I did a lot of different jobs to raise money. I mowed grass, worked part-time on a construction crew, and pumped gas, all to raise funds for college. I had been accepted to the college of my dreams on a partial wrestling scholarship, but my parents weren't going to be able to help with the other expenses. While I hoped to eventually turn the partial scholarship into a full...

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