Date: Wed, 31 Oct 2018 16:18:41 -0400
From: Ashlyn Belle <ashlynb.xxx@gmail.com>
Subject: Ashlyn's Path to Sissyhood Pt.2

Good Morning, Good Afternoon, Good Evening, And Good Night!

Thank you for selecting my story to get your motor going!

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This story involves step-siblings, if this is something that you are not
interested in please move along. This story does not involve dressing but
more me exploring my role as a sub. This story is 100% true, I have changed
names to protect people. Enjoy and...

On with the show!


Ashlyn's Path into Sissyhood Pt.2

The Close Encounter with the Step-Kind

Recap

My parents divorced when I was 13 years old. I ended up living with my
Mother and two sisters. It's no wonder I became a little sissy! Not long
after the divorce my father remarried and I had a step-brother and
step-sister.

The Story

My Dad's new family had been together for a while now and my and my
step-brother were getting along well. It didn't help that he was cute and I
was willing to go along with whatever he wanted to do. He was about 5'10"
dirty blond hair, in good shape as he was on the football team. When fall
hit we would go camping as a family almost every weekend. We had a small
camper so my sisters would sleep in it with my parents and me and my new
step-brother would get a tent outside.

One particular evening while camping the rest of the family had turned in
for the night and I and my step-brother were playing cards in our tent. We
started out playing rummy and he kicked my butt every time. I knew that I
was better at poker so I suggested that we switch to Texas Hold'em. He
argued that poker was no fun without money to bet. Feeling the blood rush
to my face I blurted out that we could play strip poker. There was a moment
of silence and I followed up with the idea that the loser had to run around
the tent naked.

He smiled and agreed.

I wasn't sure if he knew that I just wanted to get him naked. I had caught
glimpses of his cock when he was walking from the shower to his room. (He
never closed his robe very well and was scolded for it often) I knew I
wanted to see it in all its glory, I just wasn't sure what I would do with
it once I did see it.

He stated the deal and I won the first hand. My step-brother has never been
a great loser and argued that his socks would be the first thing that he
would take off. I tried to argue that it wasn't fair because I didn't have
any socks on. His reply was to not suck. The next few rounds went by and
before long I was sitting in my underwear and he was sitting in a t-shirt
and his underwear.

We dealt the next hand and I was holding a pair of Queens. I felt like I
had this and we laid down our cards. He was holding pocket Aces! Ha!, he
shouted. I shushed him to keep him from waking the parents. He told me to
drop the underwear. Never being one to argue I dropped my underwear and sat
in front of him in the tent.

Now, run around the tent outside, he had told me. I hesitated and offered
him to play one more hand double or nothing and if I won I didn't have to
run around the tent.  He agreed but wanted to know what was going to happen
if he won. I replied that I would run around the tent with no argument. He
told me that if it was going to be another chance the stakes had to be
raised. I replied that I would do whatever he told me to do. In the back of
my mind hoping he would fill my mouth with the cock, I could see waking up
under his boxers. He agreed and we dealt another hand.

Looking back I wonder if the universe was working for me or against me that
night, but I lost the next hand.

My step-brother got a big smile and told me to blow him. My heart stopped
not knowing what to do. I laughed and told him to fuck off. He told me that
the agreement was that I was to do whatever he wanted me to do and it was
this or running around naked yelling. I told him well pull down your
underwear. Not expecting him to keep up the charade. I was shocked when he
leaned back and his 6.5in cock sprang up from between his legs. I crawled
over to him on all fours, hypnotized by his pulsing cock. I laid down
between his legs and grabbed his cock with one hand and his balls with the
other. I couldn't believe that I was about to suck my first cock and my
step-brother's cock at that!

I started to pull his cock towards my mouth and he lifted my head so I was
more overtop of his cock. I now am on all fours, with my ass in the air,
fondling his balls with one hand and aiming his cock at my mouth with the
other.

I licked his cock from the balls to the shaft like I watched so many
shemales do in porn before and placed the thick soft head of hi cock in my
mouth. I heard a gasp come from his mouth and I knew I was hooked.

Slowly I started going down on his cock trying to take all of it in my
mouth. I was almost to the base when he hit the back of my throat and I
pulled back.

Watch the teeth, he would say and I tried to open my mouth even wider for
his thick cock. I started to bob my head up and down in a rhythm and could
feel my own cockett bounding around as I did.

I started to reach back and stroke my own cockett in the same rhythm. Not
long after, because we were both 14 and had no stamina, I could taste salt
on his cock and feel my cockett swell with pleasure.

My step-brother started to moan and buck with my cocksucking. I could feel
his legs tense and he pushed up harder and harder into my mouth. I knew
that he was about to explode in my mouth. I then felt his hand on the back
of my head I knew that I couldn't escape him breeding my mouth. I felt
ready for it.

I wasn't ready for him to thrust my head down and gag me with his huge cock
and hold me there. I started to panic at first and then felt his cum fill
my throat. I was in nirvana. I so relaxed and breathed out my nose as he
was still bucking. Spurt by spurt, drip by drip he emptied all of his tasty
cum down my throat. I loved every taste of it and from then on I knew that
I loved to suck cock and loved to get the reward at the end.

I could feel my own orgasm cuming and I quickly squeezed my cockett to keep
the cum from going all over our sleeping bags. He finally pushed me off of
him. He looked down and saw that I was holding on to my own cockett and
asked what I was doing, I told him I had cum but was holding it in so I
didn't make a mess. He pushed me on to my back grabbed my cockett and
removed my hand. He aimed my cockett at my chest and spurt after spurt
landed on my chest.  I was then instructed to eat it up, so I didn't get it
everywhere. As I was scooping up all my cum and eating it he started to
massage my balls and I was in heaven. Did you like that? He asked. I told
him that I wasn't sure, but I knew I was lying. After I cleaned up he
stayed naked and crawled into his sleeping bag for the night. I crawled
into mine with a red face, empty cockett, and a full belly.

To Be Continued