Date: Wed, 25 Nov 2009 10:40:18 +0000 (GMT)
From: penny cox <pennycox694@yahoo.co.uk>
Subject: Johns little Girlfriend (Transgender/Teen)

Being an only child of a single parent, I was naturally very close to my
Mum, and spent most of my time with her.I especially enjoyed our little
"Dressing-Up" games, where I would spend hours dressing up in her clothes,
practicing my femimine walk and sitting like a girl, showing no knickers. I
loved helping her with the housework and cooking, and was even comfortable
when John came round.

John was our neighbour, and lived in the flat above us. He was retired, and
lived alone, apart from when he had his friends round, and we could hear
lots of noises. He was a good friend to my Mum, often popping round for
coffee and a chat, and babby-sitting me if Mum was going out.

He often got me to sit on his lap, sometimes when Mum was in, but more
often when she was out. I loved it, especially when he'd give me a little
kiss on the forehead. It felt so deliciously naughty to be sat on Johns
lap, dressed-up in feminine clothes, feeling his arms cuddling me to him
and receiving those little kisses on my forehead, right in front of Mum.
One day in the kitchen, she asked me if I felt comfortable about sitting on
Johns lap and letting him kiss me. "Oh yes Mum" I said "he's only being
friendly. It doesn't mean anything" That was a lie, because I enjoyed
feeling Johns bulge pressing up against my pantie covered bottom, and his
arms around me. I just wanted a proper kiss from him, but daren't share
this with Mum, incase she banned him from the flat.  I had just gone up to
the senior all-boys school, and was heavily into the mutual wanking that
went on in the showers and toilets. Oh how I enjoyed being in another boys
arms and feeling his hand down inside my pants, playing with my
boy-cock. All I could think of was John doing it to me.

Mum had a tennis outfit that she didn't wear any more, so I sort of took it
over as mine. The short pleated skirt was lovely, and looked good with a
white top. In the mirror, I could clearly see my white bra showing through,
and padded slightly, I could pass for a 13 year old girl. The skirt had
matching navy blue knickers, which felt gorgeous to wear, and as I walked,
it was easy to get the skirt to swish right up and give glimpses of
them. One day, as I sat in front of Mums mirror in this outfit, I heard
Johns voice. He had popped round for coffee. "Good" I thought "I'll show
off to him"

As I swished into the living room, John saw me. "Wow, you look really good
today" he blurted out, patting his knee "Come and sit here." In a few
seconds I was lowering myself onto his knee as Mum brought 3 coffees in and
put them on the table. Mum wandered to and fro for a minute getting
biscuits, so while she was out of the room, John gave me a couple of brief
kisses on the forehead, and a nice cuddle, pulling me further up from his
knee onto his lap. Oh, I liked this because I could now feel his bulge, and
better still, he was wearing shorts. As I glanced down, I saw that my gym
skirt was spayed out all around me, completely covering Johns shorts. It
was as if he had nothing on, what a lovely thought. As usual, I wriggled
about slightly until my bottom cheeks found his cock. I knew roughly where
it would be lying, and when I found it, I wriggled a bit more until my
cheeks had settled over it, as if gently holding it. Another kiss on the
forehead, as
 if he was saying "Thankyou" We sipped coffee, nibbled biscuits and
chatted, with my bottom cheeks holding onto Johns cock all the time. Oh, I
loved this feeling. I was being very naughty, but no-one could see. As the
weeks went by, John kept telling me how lovely and girlie I looked, and how
he liked me like that, when Mum wasn't about of course. As I was seeing him
out one day, he had his arm around me, Mum was in the kitchen, so I slipped
my arm around his waist and then lowered it onto his bottom cheeks. As I
looked up to say goodbye, his lips found mine. As 2 or 3 little kisses
turned in a longer one, my arms slid around his waist and my hands fondled
both cheeks at once, pulling him to me. There was just enough time for me
to feel Johns cock pressing against me, and getting harder, before the kiss
ended. I closed the door, slid my hand up under my skirt and rubbed my
stiffening boy-cock, oh how I longed to see and feel Johns cock.

The next time he popped in for coffee, I slipped into Mums bedroom and
quickly changed into the tennis outfit. As I swished out into the living
room I saw John look me up and down. "Why have you changed"? Mum asked "I
feel very comfortable like this Mum, you don't mind do you"? I
answered. "No of course not darling" she said "you look lovely and girlie,
much more like a girl than a boy, doesn't she John"?  "Oh, yes" sighed John
"she looks gorgeous, and that tennis outfit does suit her. We ought to
think of a girls name for when she's dressed up. What name do you like" he
said looking at Mum. "I think she looks like a Jennifer" said Mum, looking
at me "so we'll call you Jennifer in gym knickers, especially as you seem
to like wearing them. They do fit you well, lift your skirt and do a twirl
for us". Nervously, I eased the hem of my skirt up and slowly turned right
around. I could see that both John and Mum, were looking at my knickers, as
I stopped twirling and faced them.

"What do you think"? I asked "Yes" said Mum "they do fit you nicely, I'll
have to buy you some more, then you could wear them all the time. What do
you think John"? "Maybe I could but them for her" John blurted out "3 or 4
pairs should do" "Oh yes please" I said "can John and I go shopping on
Saturday Mum, please"? "Oh alright" she replied "perhaps John could supply
your underwear from now on, then you wouldn't have top keep on borrowing
mine" I looked over at John, he was patting his knee, so I walked over and
sat down. With Mum looking on, Johns arms pulled me up onto his lap, and as
she leant over to offer us both a biscuit, I felt my cheeks settling over
his cock, gently holding it. As we chatted, I felt it stiffening, pushing
my knickers further up between my cheeks, until he was teasing my
boy-hole. Rocking to and fro made this feel even nicer, and with an
occaisional kiss on the forehead, girlie thoughts were filling my brain,
and they all
 revolved around Johns cock.  When Mum cleared the table and went into the
kitchen, I lifted my head. In a second Johns lips were on mine and his
tongue slipped into my mouth. At the same time, his hands slid up under my
skirt, and one of them found the front of my knickers, where he began to
squeeze and fondle my boy-cock. By the time Mum came back into the room, he
had his hand up under the elasticated leg, and was wanking me off. He kept
his hand there, but still as she returned, only to tell us she was going to
have a bath. As we heard the bathroom door shut, I looked down to see his
hand movements begin again under my skirt. He kissed me briefly many times,
then finally we began to snog. Between kisses he whispered that I should
sit astride his lap, facing him.  I looked down, as I parted my legs and
eased them astride his lap. As I stood there, he lifted my skirt and pulled
the front of my knickers down. I watched as his fingers wrapped themselves
around my boy-cock and began to wank me. I leant forward and kissed
him. "Take your knickers off" he whispered. I stood to one side and slid
them down my legs, letting them fall to the floor and stepping out of
them. Once again I stepped astride his lap as he liffed my skirt again and
took hold of my cock. I lowered my bare bottom onto his lap, where I could
feel his cock was fully erect and standing almost straight up. I began to
rub my cheeks to and fro over his cock, trying to get his helmet to touch
my boy-hole. Much more snogging untill I felt some movement and tugging. I
looked down, he was trying to pull his shorts down. I lifted myself
slightly, and the shorts were soon down onto his thighs. As I looked down,
I saw his lovely purple helmet, all glistening with
 clear juices, and pointing straight at me.  I reached down and took hold
of it, carressing it. It felt so lovely and natural to be playing with an
older mans' cock. "Oh Jennifer" he sighed " that feels so lovely. I've
wanted to feel your hand on my cock for so long now. I want you to be my
secret girlfriend and do lots of girlie things to me" "Yes, yes John
darling" I whispered "I'll do anything for you, anything" I placed my arms
around his neck, and lowered my bottom onto his lap, trapping his cock
between my cheeks, working myself to and fro, as if wanking him with my
bottom cheeks. His hands were up under my skirt again, wanking me as we
kissed. In just a few seconds I began to cum, and looking down I saw my own
cum splattering over Johns tummy.

"Wank me off darling" I heard him whisper. I knelt down between his feet
and pulled his shorts down to his ankles. As he stepped out of them, I
cosied up between his knees, reaching out and taking hold of his cock. As I
wankied it, more clear juice ouzed out, making his helmet lovely and
slippery. I was feeling very romantic and began to kiss his thighs, all the
way up to the top. As I moved my lips from one thigh to the other, my lips
touched his helmet, once, then twice. I couldn't help myself. The next time
I stopped, and gave his cock-head a big kiss. Oh, the clear juices tasted
good, I licked them all up. John was sighing loudly, and it just felt the
right thing to do at the time, so I parted my lips and allowed Johns big
purple helmet into my mouth.

It was such a big mouthful that I had to open my mouth wide to accomodate
it, but it felt so good. "That's it darling, suck Johns cock" I heard him
whisper. Little by little, I lowered my mouth further onto his cock, taking
more and more of his shaft into my mouth. Oh, I was in heaven, and my lips
soon felt his curly hairs. I seem to know what to do, and soon found myself
bobbing up and down, wanking him with my lips.I could hear lots more sighs
of joy from John, then he whispered. "I'm goin to cum very soon darling" I
didn't care, I was in love. Then I heard the bathroom door open and my Mums
voice calling out "I've forgoten my bath towell, could you bring me one
Jennifer darling" Just at that moment, Johns cock exploded, and I felt 3 or
4 big jets of cum fill my mouth. Seconds later, I lifted my head and was
shouting "Coming Mum" I looked down at John, he was smiling up at me, and
when I looked down, I saw cum was still ouzing from his cock, but I had to
go.

I went into the hall, opened the airing cupboard, and reached in for a bath
towell. I used it quickly to wipe my mouth, then quickly turned towards the
bathroom door. My Mum was standing in the open doorway naked, gesturing for
me to enter. I did and she closed the door. I couldn't help but look at her
lovely full breast, wishing I could have them. "How are you getting on with
John" she asked. "Very well" I replied "we've been chatting" Looking down
at my spunk stained gym skirt, she whispered "More than a chat, come to
Mum" She opened her arms, I stepped into them and was cuddled to her lovely
breasts. "Is John being good to you"? she whispered in my ear. "Oh, yes
Mum" I blurted out. I felt her hand slip up the back of my skirt and fondle
my bare bottom. "Did he make you take your knickers off"? "No Mum" I said,
slipping my hands down onto her bottom cheeks "I took them off because I
wanted to". I cupped one of her cheeks in each hand and pulled her to
 me until I felt my boy-cock nestle into her curly hair. "You can always
come and cuddle Mummy, if you've got anything you want to tell me, can't
you darling" I lifted my head and nodded, then eased it back in bewteen her
full, round breasts. "Best you go back to John now, he'll be missing you"
she said. I nodded and pulled myself away from her. We both looked down. My
boy-cock was stiffenig again, and poking out from under my skirt.

I went back to the living room. "What's happening"? John asked. "Oh, Mum
just wanted a little chat" I said. I stepped into my knickers and pulled
them up. Five minutes later Mum came into the room wearing her short
housecoat and as she bent over to straighten some cushions, John and I both
saw her little black thong dividing her bottom cheeks. "It's time I went"
he said "I'll take you shopping tomorrow Jennifer" he said as I walked him
to the door. He took he and kissed me, my hand easing down inside his
shorts to feel his spunky soft cock. When I closed the door, I smelt my
hands. HHHHmmmm Johns spunk.

The next day, John took me all round town. After an hours shopping, I had a
lovely new nightie with matching panties, bras, panties, suspender belts
and stockings, and a selection of petticoats and camisoles. Back at home,
Mum wanted to see what I had in the bags. As I nervously got each item out
and handed it to her, she was full of praise. "Oh darling, you will look
good in these, John wont be able to keep his hands off you will he"? she
said jokingly. Holding up a transparent pair of panties she said "I suppose
John will love seeing you in these." That afternoon I tried on all my
presents and paraded round for Mum. She said she liked them all. At bed
time, Mum suggested I try on my transparent nightie with matching panties,
and show them to her, and she'd show me a new nightie she'd bought.

I came back into the living room, Mum wasn't there so I sat on the sofa and
waited. A few minutes later she swished in wearing a very short and strappy
nightie. Totally transparent. just covering her bottom cheeks and allowing
her lovely breasts to be on show. She stood in front of me and did a
twirl. Wow, the nightie billowed out like a full skirt, showing me her bare
bottom cheeks and her curly hair. She sat next to me and slipped her arm
around me.  Pulling me to her, she whispered "Now, lets have a girlie chat
about boys Jennifer" With my head resting on her gorgeous breasts, and her
nightie too short to cover her curly hair, I gazed down at that lovely
hairy mound.

"Now Jennifer" she began "all boys are after one thing .... sex. You know
about sex don't you "? I nodded " They just want to get their stiff cocks
inside our bodies and cum their white muck. They don't care if its in our
mouths, or up another part, they just want to cum inside us, is that true"?
Again I nodded "Kissing and cuddling, and playing with their cock is just
the way we girls get them all nice and stiff, because we love a nice hard
cock don't we"? Again I nodded. "Now tell me what you and John have been
doing behind my back"

"Does he kiss you"? she asked I was becoming embarressed and buried my head
further between her breasts. "Yes Mum" I replied.  "I can't hear you" she
said, get up, lay your head in my lap, and tell me again" I moved to lay on
my back, my legs up over the arm of the sofa, and my head laying in her
lap. Turning my head towards her, I could feel her curly hair against my
cheek.  "Yes Mum" I replied " John kisses me" "Do you like it" she asked I
nodded, moving my head further over until my nose rubbed into that curly
hair.  "Have you seen his cock yet"? I nodded "Have you touched it"? I
nodded "What else have you done with it then"?  "On Mum," I sighed "I've
played with it, wanked it and.......I've............sucked it" "You've
sucked Johns' cock, when did you do that"?

"The other day while you were in the bath" I sighed "Did you like it,
having your lips around a mans cock. It's a very girlie thing to do"?  "Yes
Mum, I loved it" "Did he cum in you mouth? Was it against your will?"  "No,
no Mum, I wanted to do it, and while I was kneeling on the floor, all I
wanted was for him to cum his lot in my mouth, and he did, just as you
asked for a bath towell" I answered.  "did you swallow it like a good
little girl"? she said, parting her legs slightly I nodded and smiled up at
her. "Now, did he touch you here"? she asked placing her hand over my
boy-cock. It took me by surprise, but as she fondled me, I nodded. "Did you
want him to"? I nodded. Mum leant forward, her breastsswung free from her
nightie, carressing my face. "Suck Mummies titties darling" Her spare hand
guided a nipple to my mouth and I began to suckle. "Oh Mummy likes that
darling" she said as her fondle changed to a wanking movement. Soon my
boy-cock was fully erect. "Now you know John will want to push his cock
into your bottom darling, and thrust it in and out until he cums his muck
inside you, DON'T YOU"?

"Yes Mum, I cant wait. I just long to lay back and feel him slowly ease it
fully up me, make love to me and fill me with cum" Just as I finished I
began to spurt my boy-cum. "There's a good girl Jennifer, now suck Mummies
nipple again. As I returned to her nipple, I could feel it was much bigger
and harder than before. "Bed time" Mum said

First thing in the morning, after my bath, Mum selected some underwear for
me, all black with stockings and suspenders and matching panties, bra and
camisole top. Then a see-through white blouse of hers and a skirt, almost
to the knee. "Lets do some make-up" she said, and as I sat at her dressing
table I slowly turned into a pretty girl. My hair was combed differently
and when I looked in the mirror, wow I was a girl. The door bell went, it
must be John. I went to let him in.

End of part 1