My Journal
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Candie's Journal free porn video
CANDIE'S JOURNAL
By Southern Candie
ENTRY 1
Hi I am Andy, but my stepbrother calls me Candie when he makes me
dress up for him. I decided to keep a journal of all the things that
happened to me since that faithful day. The day my stepbrother caught
me all dressed up in my Mom's lingerie and decided to blackmail me into
being his sex toy. First though let me give you some background
information that lead up to that day.
I do not really remember my Dad, he died when I was just 2.
Growing up it was always just me and my Mom. That all changed when I
was 13, Mom started dating this guy who had a son 2 yrs older than me.
I didn't like the guy or his son and I do not think Moms new boyfriend
liked me. Mom told me it was good for me to have a male influence
around for a change. She said she didn't want me to turn out a sissy.
Little did she know what was going to happen.
She did not know this but I was already well on my way to
becoming a sissy. During the summer before I turned 13, Mom decided I
was big enough to be left alone during the day while she worked. She
said I would not have to have a baby-sitter as long as I stayed inside
and out of trouble. Well, there was only so much a boy can do indoors
during the summer and it got boring real fast.
So one day I was walking by my Moms bedroom and for some reason I
decided to explore. I rarely went into her bedroom and so it was an
adventure. When I went in I really didn't know where to start. So I
decided to go through the drawers of her dresser. The top drawer just
had socks in it. The second drawer had her bra and panties, All colors
and different style of panties. I was going though the panties and I
got a strange Idea, I had discovered jacking off from talking with some
friends from school and I thought it would be fun to jack off in my
Moms bedroom and to use a pair of her panties to do it with.
So I picked a purple pair of silk panties and went over to her
bed. I had another 2 hours before Mom came home so I decided to do this
right. I completely undressed and laid down on the bed. I started
rubbing the silk panties over my little Dick and got hard in a hurry.
God they felt good on my Dick. I would rub until I got close then stop
until I calmed down some. I did this about 4 or 5 times then the
feeling got so good that I couldn't stop and came all over the panties.
Uh oh.... After that I could not just put the panties back in the
drawer. I figured well she had so many she would not miss one pair. So
I got dressed, straightened out her bed and took the panties back to my
room. I hid then in a box of old toys at the back of my closet. Later
that night I got them out and jacked off 2 more times before I went to
sleep.
After that I would spend at least an hour a day going through my
Moms stuff. It was just a matter of time before I started trying on her
clothes. At first I would just put on panties and jackoff. Then I
progressed to trying on a bra, later pantyhose. Soon I was dressing all
the way. I even started trying on her makeup, I didn't do it often
because I figured it would be easy for her realize that her makeup was
disappearing. I started letting my hair grow longer. By the end of the
summer I could pass as a cute young girl.
School finally started back and I had little time to dress up in
the afternoon before Mom came home. I still hid a pair of panties in my
room to put on and jack off with from time to time.
ENTRY 2
In my first journal entry I told how I started crossdressing. Now
I will tell you about my Moms new husband and my new stepbrother.
When summer vacation ended and I started back to school, I had
very little opportunity to dress in Mom's things. She got home from
work about 30 minutes after I got home from school and I was afraid of
getting caught so I never did anything in the afternoons. well except
masturbating in my bedroom but that didn't take long so I would be
finished before she got home.
One day she came home and said she had a date. I was glad, she
didn't get out much and I thought she should have some fun, plus I
would be home alone while she was out.
She had been dating this guy for a couple of weeks when she
decided to have him and his son over for dinner one night. Stan (my
Moms new boyfriend) was 6'2" and weighed around 275 pounds. Mike (his
Son) was a chip off the old block so to speak, at 16 he was already 6
feet tall and 225 pounds. He played football and wrestled for his High
School. Compared to them I felt so small. I am only 5'6" and 135
pounds. I was never good at sports and was considered a geek. I had
been growing my hair long since the summer and it was shoulder length
by now. I had been letting it grow since I stated dressing up.
Stan kept talking about how athletic his son was and how many
girls wanted to date him. He made comments about how he doubted I had
that problem since I looked more like a girl than a man like his son.
Needless to say I did not like Stan.
Mike did not say much then but later when I was showing him my
room, he was just as bad as his Dad. Always talking about how he had
girls fighting over him. He even said that he thought I was more
feminine than some of the girls who wanted to date him. It was a bad
night all around for me. After that when Stan came over after that I
stayed in my room and avoided him as much as possible.
One positive thing came from my Mom dating Stan, she started
buying sexier lingerie. I really liked this one Teddy that had garters
and matching stockings. I tried it on one night while she was out, I
thought I looked hot in that pink teddy and I noticed she had a pair of
pink 4 inch heels. They were a little tight but with the stockings on I
could just squeeze my feet into them. They hurt my feet and I had to
take small steps, but man did they make me feel so sexy. It didn't take
me long to cum when I started jacking off.
When I started to cum I realized that I didn't have panties or a
tissue to cum into and I did not want to stain her new lingerie and get
caught so I caught my cum in my right hand. Since I had already jacked
off twice that afternoon I did not cum much. When I looked at my hand I
did something I had never done before, I tasted my own cum. It did not
taste all that bad. I quickly undressed and put her things away.
That night Stan slept over, the next morning while Mom was
cooking breakfast in her robe, the belt came undone and I noticed she
was wearing the same lingerie I had tried on the night before. Stan saw
the look on my face and started laughing. He said your Mom is so sexy
in that outfit and man was she good in bed. I know I turned all shades
of red.
Two weeks later Mom told me that She was going to marry Stan and
we were going to move in with him and His son Mike.
ENTRY 3
After Mom announced that she was going to marry Stan and that I
was going to get a new stepbrother, I got really depressed. We were
going to move into their house and I figured that I would never get a
chance cross dress. They had a big house so I got my own room, I
thought at least I would get a chance to wear panties at night and
masturbate, something I was doing a lot lately.
It was October and I had just turned 13, Mom said I was becoming
a man and I needed male influences in my life. I had a bad feeling
about living with Stan and his Son Mike, I didn't particularly like
Stan and Mike was always bragging about his athletic ability and
putting me down. I just hoped I would be able to get along with them
enough that they would not bother me to much.
Mom was in love though, and we soon moved into their house with
the wedding to take place in 2 weeks. With all the preparations for the
wedding going on I was pretty well left to myself. We would
occasionally eat together but that was the extent of our family
bonding. One night Mom asked Mike to help her with the dishes, Stan
laughed and said that was for women or sissies, so she should just ask
me to help her. I ended up doing the dishes for her.
The big day was approaching and we had a dilemma, Stan wanted to
take Mom on a week long cruise for their honeymoon. The problem was
what to do with Mike and myself. Mike told me I had better help him
persuade them to let us stay by ourselves or I would regret it. Luckily
our parents agreed to let us stay by ourselves since Stan's brother
lived just up the street and he would keep a close eye on us.
The Wedding took place on a Wednesday afternoon. It was a small
wedding with just the close family, well with Stan's family since it
was just me and my Mom. Mom looked beautiful dressed in a white lace
bridal gown. I was jealous because I had been with Mom when she
purchased the lace panties, garter belt and lace thigh highs. I was
dying to try them on but didn't know if I would ever get the chance.
After the ceremony we had a small reception where Stan's Brother
got drunk and started talking to Mike about how I had a cute butt and
nice hair to be a boy. I heard Mike say "just look at him, he isn't
much of a boy, more like I am getting a little sister." They both
laughed about what he said and then went off to talk to Stan. That
night I went to bed wondering to myself what kind of family did Mom
marry into?
ENTRY 4
Thursday Morning came and I went into the kitchen to get
breakfast before school and Mike told me I had to fix it myself because
Mom and Stan were still in Bed. He told me, "I bet Dad really laid it
to your Mom last night." and then he laughed and said she better get
use to it because He knew that his Dad was like him and that they both
really really liked sex. He then said something about how he bet that I
was still a virgin. I said yeah right, not wanting to tell him that it
was true.
When I got home that afternoon, Stan was lying on the couch
watching TV and he said that Mom was still in bed and that she was
exhausted because she did not get much sleep last night. He told me to
make myself useful and go get him a beer. I wanted to tell him to get
it himself but I did not want to cause trouble on Mom's first day of
marriage.
I went upstairs and change into some warm-up pants and a T-shirt.
I really wanted to put on the pink Panties that I had gotten out of
Moms drawer during the move and jack off. I decided not to because I
didn't want to do it with everyone at home. As I started downstairs,
Mom came out of the bedroom and she did look exhausted and I noticed
that she had a sexy red teddy on under her robe.
That night I slipped the panties on before I went to bed and I
jacked off 3 times before I went to sleep. The first time I decided to
taste my own cum again. It seemed to taste better this time then it did
the first time I tried it. That night I had strange dreams about
wearing a wedding dress and getting married. At 4 A.M. the alarm clock
went off, we were getting up early to see Mom and Stan off since they
were leaving on their honeymoon. After all the good-byes and our
promises to stay out of trouble for the next week, they finally left.
As we walked back up stairs Mike told me all I had to do to stay
out of trouble was for me to stay out of his way. That he might have
some friends over to party this weekend and if I told anyone I would be
sorry. I promised that I would stay out of his way and went into my
bedroom. I was happy because I realized that Mike always had practice
in the afternoon and that he would not be home until 6 at the earliest,
and since I got home around 3:30 that I would have a few hours to play
dress up. Something I had not had a chance to do for over a month.
When I left for school that morning I was eager to get the school
day over with and get home and put on something sexy. I hoped that Mom
had not taken all of her sexy lingerie on her honeymoon and that I
would have something sexy to try on.
Entry 5
Mom and her new husband had left for their honeymoon that
morning, and Mike would not be home until 6 so I would have the house
all to myself for a couple of hours to dress up and have fun. All day I
had trouble concentration in class, by the last period I just wanted
the day to end so I could get home. When the final bell rang I could
not get out of there fast enough. The sooner I got home the more time I
would have to play.
As I entered the house I stopped in the kitchen to get a coke and
then I headed upstairs. I decide to get undressed in my room and then
go into Moms and Stan's bedroom to see what I wanted to try on. As I
left my bedroom my Dick was already getting hard in anticipation. I
stopped at their door and took a deep breath before I entered. The
first thing I noticed was that Stan's bed was a lot bigger than Moms
was at our old house. Plus there was a big mirror on one of the closet
doors and you could see yourself when you laid on the bed. Perfect I
thought to myself, I could actually watch myself as I got off.
I went to my Mom's dresser and started my search, I found the
sexy red teddy that I had noticed that Mom had on the day after her
wedding. Man it was a sexy outfit, a red lace bodice with a thong snap
crotch, with 2 garters on each side. I quickly found the matching red
lace top stockings. I could not find any red shoes but I did find the
4-inch heels that Mom had worn with her wedding dress and I decided to
try those.
I think I was harder that I had ever been before, I stroked my
Dick a few times and then started getting dressed. I slowly pulled up
the teddy letting my skin feel the material as it slid up my body. As I
adjusted the spaghetti straps I noticed that my erection made an
obscene sight sticking out one leg opening. I sat on the bed facing the
mirror and slowly rolled the stockings up my legs and fastening them to
the garters. I had sexy legs if I said so myself. I slipped the heels
on and about fell the first time I tried to walk in them. I had to take
small steps and I noticed it made my butt jiggle. I tried a few sexy
poses in front of the mirror the decided to fluff out my hair and then
I sat at Moms vanity table and put on some dark red lipstick.
Looking in the Mirror I seen a slutty teen girl looking back, the
only problem with that picture was that I had a raging hard on and it
was noticeable. I decided it was time to take care of that problem. I
went to the bed and laid on my side facing the mirror. I would slowly
stroke my cock and pretend that the sexy girl in the mirror was doing
it to me. I would bring myself to the edge and the back off. I did this
several times until I could not back off anymore I knew I was going to
cum a lot and when I did I tried to catch it all in my left hand and
then I took my own load in my mouth and swallowed. I was in heaven, I
was so absorbed in my after climax bliss that it took me a minute to
hear the laughter and applause coming from the doorway.
When I realized what was going on my eyes snapped open and there
was my stepbrother Mike and his friend Mark, standing in the doorway.
Oh my God how was I going to get out of this?
TO BE CONTINUED...
Cheryl
- 19.03.2021
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