Date: Mon, 21 Sep 2009 11:35:44 -0500
From: jamie connors <jme2417@gmail.com>
Subject: My Mom and My Boyfriend

Jason stood only a few feet away from me in my room.  Jason was my Mom's
boyfriend.  Mom was busy making dinner and I had been avoiding him, hiding
out in my room ever since he had accidentally walked in on me a week
ago. He had gotten the full view of me in my Mom's lingerie, a nice black
satin panty and cami set.  I was so embarrassed.  He had quickly shut the
door and hadn't said anything to my Mom as far as I could tell but I had
been walking on eggshells ever since.  Now here he was in my room.

He stepped close to me.  I could smell his cologne.

I've been thinking about you all week, he said.  You in that little black
outfit.

I could feel my heart beating fast. I didn't know what to do. My legs felt
like they were glued to the floor.

He leaned in close to my ear. You looked very sexy in it, he whispered. I
was wondering what you had on tonight, he said.

With that I felt his fingers touch my stomach at the waste of my jeans.  He
began to slide them back and forth just inside of my pants.

I'll bet it's something sexy, he said.

Unfortunately I was. I was wearing a blue lace tanga panty.

His fingers reached further into my pants and I felt him touch the top lace
of my panties.

Mmmmm, feels nice, he said.

Oh my God, what had I done.  I hadn't said anything since Jason came in and
I think he could sense I was frightened.

It's OK, he said. None of this has to get out.  I'm sure can keep it in the
family, he said.  You wouldn't want your Mom to find out, he said.

No, I said in almost a whimper.  By now his whole hand was in my pants
getting a nice feel.

That's a good boy, he said.  Good boy.  Although I bet you'd like to be a
bad little boy, he said.  I felt his other hand move to my bottom.  Yeah,
definitely a bad little boy, he said again.

He began to kiss my neck and I could feel myself getting hard. He reached
up my shirt and pinched my nipple. Man you feel good, he said.  I want to
kiss those soft little lips, he said.  And he did. The next thing I knew it
his lips were pressed to mine.  What was happening.  I felt his tongue slip
into my mouth and then we were French kissing. I breathed in his
cologne. It felt intoxicating.

And then we were pulled sharply back to reality.  I heard my Mother call
for us to wash up for dinner.  Jason pulled his head back from me and
smiled at me.  And not a bad little kisser too.  He gave my bottom another
little squeeze and then walked over to my desk and started scribbling
something.  He gave me his mobile number and email address and then told me
to give him the same.  I obeyed and wrote it on a scrap piece of paper.
Two minutes later we sat down to dinner with my Mom like nothing ever
happened.


That was the start of my relationship with my Mom's boyfriend Jason. It was
the summer of eighth grade, right before I went to High School and would
become one of the most influential times of my life. I had started dressing
up in my Mom's clothes the year before. It started out mainly because I was
bored one day. Mom was a nurse and worked quite a bit leaving me home alone
quite a bit.  Mom was working that day and I was stuck doing laundry. My
Mom tended to wear very sexy underwear. Lots of satin and lace.  I liked
the way they felt in my fingers as I folded them. And so I thought what the
hell. That day I paraded around in my Mom's lingerie trying on quite a few
different outfits. It was fun and I thought well that's that.  After that
though my curiosity didn't stop though and I found myself frequently in her
lingerie drawer. From there I found myself wearing her under things more
and more. At first it was just when she was out but after time I found
myself wearing them more and more even out. I did most of the laundry so it
was easy for me. The only trick became the bra straps when I would go
out. Sometimes I would wear two shirts to hide them or I would wear a
camisole top which wasn't as obvious.  I loved the way they felt underneath
my clothes.  Now a year later I had been found out.  I was so nervous but I
also knew I was a little turned on as well.

Tuesday of that week was when he first contacted me. My mom was working the
late shift which got off at 2:00 a.m.  Jason called and said he was going
to stop by tonight.  He showed up a little after 5:00 p.m. and brought some
cheeseburgers.  He had also brought a little package with him.  After we
ate he asked me to open it up.  It was lingerie from Victoria Secret.  He
had bought me a pair of black panties with a little rhinestone design on
the front and "Hot Stuff" on the back. There was a matching cami top that
went with it.  I blushed as I looked at them.

I know I probably shouldn't have but when I saw them in the window I
couldn't stop thinking how hot you would look in them.  He asked me to try
them on. I was still nervous but I did it.  I went to my room and slipped
off my clothes and tried them on.  They fit quite well and I looked in the
mirror at myself.  Wow I thought.  A few minutes later I heard Jason knock
on the door.  You decent, he said.  I hope not, he followed and peeked his
head in the door.  Wow, very sexy, he said very...

He walked over to me slowly and put his arms around me.  You're beautiful
he said.  And with that he leaned in and kissed me.  I could smell his
cologne again. I breathed it in and him as well. I couldn't believe this
was happening. Within minutes we were French kissing and I was thoroughly
enjoying his tongue in my mouth. One of his hands had moved to my bottom
which he was caressing tenderly.  He whispered in my ear. You're a bad boy
aren't you. Yes, I whispered. Say you're a bad boy, he said.  I'm a bad
boy, I said.  A panty boy, he said.  A panty boy, I said. A queer boy, he
said.  A queer boy, I said.  A boy who likes kissing boys, he said.  Yes I
said.  And I'll bet there are more things you'd like to kiss, he said.  Yes
I said, Yes...  I was so turned on I would have done anything he told me to
do.  Get down on your knees you bad boy, he said.  I did.  He slipped his
pants down while I knelt there and undid his shirt. I could see he had a
good body and why my Mom liked him. He was wearing a light blue bikini.

Pull down my underwear, he said. You need to get comfortable with doing
this, he said. I slipped them off his hips and pulled them down. His cock
was semi erect in front of me.  Stick out your tongue, he said.  I did.  He
then brought his cock to it and ran it over my tongue.  That's it he said.
I want you to lick it he said. I did and began to lick the head of his
penis. It was soft and velvety in texture.  He then told me to lick the
shaft and his balls.  I did.  I was so incredibly turned on by the taste of
him I couldn't believe it. I knew I wanted to suck him which he eventually
let me do. He kept his hand on the back of my head while I sucked and
slurped his cock. Every once in a while he would hold my head firmly and
press himself into my mouth. This was the hard part as his cock would press
against the back of my mouth.  One time though he was actually able to push
it down my throat a bit. He told me later this was what real girls could do
but that with practice boys could do it even better. He came in my mouth
that day. He told me before hand that he was going to do it and that I
would need to swallow all of his cum and that you should never miss any and
that cum was actually packed with vitamins. It was a different sensation
that warm sticky cum. I didn't mind it though and was able to swallow all
of it.  He made sure I licked him nice and clean as well.  I was so turned
on at this point I was ready to cum myself.  Jason told me to get on the
bed on all fours.  I did so and he got on behind me.  He pulled my panties
down and reached around and began to stroke me.  I began to moan a bit.
That's it he, said.  Let me hear you.  I began to moan a little louder
which felt good.  Say my name, he said.  Jason...Jason... I moaned.
Oooooh, yeah.  You are so fucking hot, he said.  Then I felt his hand right
on my bottom, right there.  Ooooooooh I said.  Oh yeah, that's it he said.
I felt his finger begin to swirl around my hole.  Uhhhhh, Uhhhhh, I moaned.
Oh that's it he said.  Say Jason.  Jason I moaned.  And with that I felt
him press his finger against my bottom.  Again, he said.  Jason, I said as
he did it again.  Again, he said.  And the rhythm began.  Each time I felt
his finger I said his name.  And each time he pressed a little harder.  I
was coming to climax.  Jason, Jason, Jason, Jason and then I felt his
finger push fully inside of me and I yelled, Jasonnnnnnnnnn.  I came then
all over my bed.  Jason continued to gently finger me while he stroked me
and I finished coming.

Afterwards he rolled me over and laid on top of me and we kissed. He was
certainly bigger than me but I liked the feel of his body on mine.  He
called me his little pantyboy and told me how sexy I was and what a good
lover I was.  He said he wanted to see me again.  By the time he left we
had a tentative schedule already worked out.  Mom worked late Tuesdays and
Thursdays and that he would come over at dinner time on those nights.

That summer I saw Jason a lot.  It was hard when we were all three
together.  I even started getting a little jealous of my Mom at those
times.  Jason played it cool although he wasn't above a little reminder
when we were all three together.  There were many times when we had dinner
together that I would find his and on my leg below the table or get a nice
little kiss goodbye with tongue when Mom wasn't around.

Jason continued to buy me lingerie and sexy outfits.  So much so that it
became hard to find good hiding places for all of it.  Jason's tastes also
continued to push me more to my feminine side. By the end of summer I had
begun to wear dresses when we were together and even wear a little makeup.
The final move was when he had me shave my legs.  Thankfully I didn't have
a lot of hair and it was pretty light anyway.  Jason said it was sexy which
I quickly agreed.

By the time I entered High School we had already had full intercourse
several times and in several positions.  Thankfully Jason wasn't overly big
and after a couple painful attempts we finally did it.  After which it
became more regular with Jason fucking me at least once a week. I loved the
way he felt inside of me especially when our bodies were pressed together
and we came together.  I guess I was really a bad boy after all. It was
almost like I was addicted to it.

When I entered High School things changed a bit.  School was back in
session and I had homework and other activities.  I even had my eye on a
guy or two but wasn't sure how to even approach the possibility with them.

Jason and I continued to see each other but my Mom's schedule changed that
year which threw things off a bit.  By the end of my Freshman year things
weren't too good between them though and they eventually broke up.  We
continued to see each other though for another year.  Jason took a job out
of town at the end of my Sophomore year so it ended OK and I, well, I found
myself another beau who liked his boys in lingerie but that is another
story.