Date: Mon, 29 Aug 2011 18:17:16 +0100
From: joanne kittencat <joannekitten@hotmail.co.uk>
Subject: Reluctant Cheerleader 3

My name is John. I have a twin sister called Julie. My current girlfriend,
Marcy, has introduced me into the joys of wearing girl's clothes. It
appears that I make a very good girl, and have been mistaken for Julie
before. My alter ego goes by the name of Joanne.

Last week we had taken revenge on the awful Butch, which involved several
of our gay friends.  Marcy had decided it would be good to introduce Jody
into our relationship. He is a gorgeous she and I had only just realised
how much I fancied her. She had kissed me last week, noted by Marcy, and
although I was surprised at how it made me feel, Marcy had agreed that Jody
could join us for a threesome and the night we had agreed upon was here.

Marcy had spent a good hour getting ready. I had got showered earlier and
was sitting around in one of Marcy's dressing gowns. I had painted the
nails on toes and fingers, a dark purple colour. I was lazily letting them
dry.

I had a good view of Marcy's ministrations, and she was looking great. She
had curled her hair into bangs, tumbling down her back. She was wearing a
loose red dress, over stockings and suspenders. Her make up was simple but
very sexy. She had put on her highest 4 inch heels. I watched her putting
on her pink lipstick, marvelling at the care she took. My dressing gown was
showing how much I enjoyed this, hanging over my erection.

It was 8 o'clock and I heard a knock at the door. Marcy looked at me and
nodded. I went to the door.

As I pulled it back I saw Jody standing there. She was jaw-dropping. It
wasn't a boy standing there, but a beautiful girl. Her long dark hair went
straight down her back. She wore a white dress, with the appearance of
small breasts, which presumably weren't her own. Her lips were a bright
red, her mouth open showing her white teeth in a fabulous smile. She wore
lowish heels, and carried a bottle of wine. I asked her in and as she
stepped over the threshold she hugged me. She pressed against my straining
cock.

"Well, someone is pleased to see me" she giggled. Her voice was very
feminine. She kissed me lightly on the cheek.

We sat around chatting for a few minutes, waiting for Marcy. As she came
out of the bedroom, we both whistled at once. She was delighted with
that. She walked over to Jody, who got out of her seat, and they hugged.

I poured some wine into three glasses and handed them around. Marcy took
control. She explained how she had always wanted a threesome and now that
she had discovered how much she enjoyed my being dressed and how much I had
obviously fancied Jody; she thought this was an ideal solution. There were
some rules to be observed. We had to make sure we all got enough attention
and there was to be no monopolising of one person. Whilst most things were
acceptable, there was to be no sodomy. That seemed reasonable enough.

Jody explained that she was almost certainly gay, and whilst she was
willing to participate to the full, it was me she fancied and she hoped she
didn't disappoint Marcy.

I was quite happy to admit to wanting sex with both of them and couldn't
wait to get started.

Jody and I were sitting on the sofa next to each other. Marcy came over,
and held out her hands. We took one each and she led us to the bedroom.

I was still in my dressing gown. The girls decided I needed a little more
work. The sat me at the dressing table and fussed over my hair, fluffing it
with the brush. They applied mascara in waves, and purple eye shadow to
match my nails. Purple lipstick too. I suddenly looked vampish. A squeeze
of perfume, then another, then another. Wow.

The helped me into a suspender belt, one which Marcy had bought me
recently. Yes, it was purple too. She had also bought me purple stockings,
which felt wonderful as they slid up my shaven legs. By the time they
pulled up the (purple) knickers, there was something else that was
purple. I was throbbing with anticipation. After putting on the purple
heels, we all went to the bed.

Jody and Marcy slipped off their dresses. Both were wearing stockings and
both were wearing bras. Marcy had magnificent breasts, her best
feature. Jody had an AA push-up bra which gave her a tiny cleavage. I was
quite jealous of how good she looked as a girl. The one non-girly thing
about Jody was her 6 inch cock.

It was an awkward situation. No-one knew where to start. As we were already
as couple, Marcy and I started by stroking each other, inviting Jody to
stroke both of us too. Limbs started to brush against limbs and it was soon
difficult to know whose was which. I gently kissed Marcy's hardening
nipples, leaving traces of lipstick. Jody was touching and stroking her
legs from the top of her stockings to the damp patch in her knickers. Marcy
was moaning a lot. I looked up and Jody smiled at me. She took one hand and
brushed my own knickers. Oh, oh, oh ... That felt good.

I moved down to Marcy's knickers and started to remove them slowly. Jody
was one side of her, me the other, kneeling facing each other. Jody
continued to seek eye contact with me.  She also took hold of the other
side of the knickers and we moved in unison down towards Marcy's toes. Jody
moved in and kissed me, our lipsticks mingling and her tongue probing. We
seemed to be kissing for ages when I noticed Marcy had sat up and was
gently holding both our cocks, massaging in stereo. She looked very happy
to be doing this.

We continued to kiss, Jody holding my shoulders and my hands straying down
to Marcy's breasts. Jody and I broke off the kiss. We looked clownish,
which made us laugh. Marcy started kissing me and took Jody's hands and
moved them down to my cock. Jody wasted no time in pulling down my knickers
and took me in her mouth. I put my hand in Marcy's cunt and Marcy started
to caress Jody's arse. It was tricky making sure everyone was happy, and we
were all a little nervous.

Jody continued to suck. She had admitted to loving this. I was soon
starting to shake, and with this, Marcy's kissing, the feel of her breasts,
the taste of Jody's lipstick I was soon coming. It was maybe too quick, but
I couldn't help it. Jody kept sucking till I was empty. She then moved over
to Marcy and started tonguing her out, and I lay there admiring her
technique. She may have been gay, but she soon had Marcy writhing. I took
Jody's cock in my own mouth, probing her arse with my finger gently. Within
minutes the two of them were both cumming almost together, Marcy with a
shriek, Jody with a whimper as she shot into my mouth. I swallowed and
licked and swallowed and licked.  I had hated doing this to Butch, finding
it really unpleasant, but this seemed different. It was beautiful.

We all lay there, sweat glistening on bodies. I made the first move and
went to the kitchen and brought back the bottle of wine and the three empty
glasses. We refilled, toasted each other and huddled together, we sipped
wine, kissed, swapped dribbles of wine, sucked each others nipples. Jody
had surprisingly hard nipples, even if they were no match for Marcy's. As I
had noticed last week, for a real girly-guy, Jody was really quick to
harden again. She was blessed with a very high sex drive. This could be
fun.

Over the next couple of hours, Marcy experienced multiple orgasms, with
both Jody and I giving her much attention. Despite her being gay, Jody
showed a generous proportion of her time to Marcy. Jody was given an expert
sucking off by Marcy, but it was noticeable it was having little effect
until I started kissing her. As Marcy went to work, I caressed Jody's
nipples and kissed her, tongues probing. She came in little spurts, hugging
me close as she enjoyed her final spasm.

I wasn't quite ready again yet, despite some aggressive licking from
Marcy. We rested a little and soon Jody was ready again. This time I did
come after Marcy had sucked until her jaw ached, and Jody licked my nipples
and kissed my mouth hungrily. Jody's ability to get excited was a wonder,
and Marcy lay back on the bed as I brought Jody to her third climax, mostly
through pumping her with my right hand, whilst she straddled me on the bed,
pushing at my torso and her hands on her shoulders. I pumped and pumped
until she came again, tiny little spurts leaping onto my chest. Enough.

We lay close together, all exhausted. We drifted off to sleep.

Dawn soon came streaming though the window. Another sex session
ensued. Breakfast was consumed heartily.

For the next couple of weeks, Jody continued to come to our flat twice a
week. Marcy and I still had sex together most nights, but it was the nights
with Jody I enjoyed the most. It was noticeable that Marcy started to get a
bit bitchy over this.

After the seventh time we had got together, something happened which pissed
Marcy off. The sex had been great again, although Marcy was decidedly
annoyed by the amount of time Jody spent kissing me, and I spent kissing
her back. The threesome was becoming a little lop-sided, and it was Marcy
who was losing out. That night, she had got angry enough to tell Jody she
would have to sleep on the sofa. Marcy and I drifted off together,

In the morning, I had woken first and gone to the kitchen the put the
kettle on, whilst Marcy was asleep. Jody got up from the sofa and put her
arms around me. It was sensual, we kissed. Deeply. There was no doubting
our mutual arousal. The kissing became more urgent, hands trembling,
grabbing, rubbing. I couldn't take it any more; I bent down and took Jody's
cock in my mouth, savouring the saltiness. She was my lover and I wanted to
satisfy her this way. I kept licking and sucking and within what seemed
like seconds she was cumming on my face. She grabbed my hair and pulled me
up, licking off the cum, kissing me, passionately. She held me close and
whispered in my ear.

"Joanne, please take me, please make love to me. Turn me round; think of me
as your woman. Take me."

Now, this was clearly against Marcy's rules, but she was still
asleep. No-one had to know. I was too inflamed to refuse. I wanted to do
this. I think I had wanted to do this from the first moment Jody had kissed
me. She turned around, legs apart and put her hands on the sink. I took
some hand cream from the sink and quickly greased my cock. Jody reached
behind and parted her cheeks, I put some of the cream at he entrance of her
hole, She moaned a little. I pushed my cockhead into the entrance and she
moaned some more. When I pushed forward and got the first two inches in she
grunted and groaned just a bit louder.

I rocked slowly until it slid in fully. She pushed back at me. I could feel
how much she wanted this. I rocked a bit faster. And faster. And came more
quickly than I wanted, but more thoroughly than I think I ever had. I
gasped in delight. The whole episode had taken just a couple of minutes,
but I felt like we'd been at it for hours. I was drained, emotionally I
think.

I pulled out, stumbling backwards. I heard a slight noise and looked up to
see Marcy standing in the bedroom doorway, arms folded. She had a look on
her face that made it obvious she was furious. She hadn't wanted this to
happen. Maybe she knew how much I would like it, and that was a threat to
our relationship. Maybe she just objected to men having anal. Whatever, she
was angry.

We didn't talk much over breakfast. It was cordial, but something was
unsaid, and made things uncomfortable. Jody gave me a peck on the lips when
she got up to leave and suddenly we were alone,

It was a mighty argument. Marcy was adamant there were to be no more
threesomes. I argued back that she had started this and I wanted it to
continue. It was pretty obvious there was no way she would change her
mind. It looked like the threesomes were to be a glorious thing of the
past.

I did meet up with Jody on campus that week, in our photography class. We
talked briefly, and agreed we had crossed the line. We would try and get
Marcy to see past this, as the sex was great. We would both try separately,
not together.

It was to no avail. Marcy was not going to allow that to happen again.

Sex between Marcy and I was still good, but something was missing. Over the
next couple of days we still had good sex, but I wanted something else. One
night I turned her over and instead of entering her vagina from behind, I
tried to be subtle about entering her anus. Of course she noticed and
grabbed me and moved me to her proper hole. I showed my intent by trying to
enter her anus again. She wouldn't have it. We did complete this bout of
lovemaking, but Marcy made it quite clear she was annoyed at my attempt to
bugger her.

We didn't have sex at all for the remainder of that week. She barely let me
touch her. This wasn't good.

I decided to go and chat to Jody about the situation. She had her own room
a couple of blocks away. I felt a knot in my stomach as I knocked at her
door. When the door opened, there was Jody, in a unisex jogging outfit. She
still looked radiantly feminine. She invited me in and shut the door behind
me. I turned to start to tell her we needed to talk but she put her finger
on my lips and moved in on me. There was to be no talking. She placed her
full lips on mine and started to suck hungrily. Her horniness was showing
through the jogging trousers and my hand went straight there, holding her
through the soft material. She was rock hard and so was I.

We kept up the snogging and holding all the way to the sofa, were she just
pulled me on top of her. We continued to kiss, to all intents and purposes
two slightly effeminate looking guys making out. I was panting as Jody
pawed at me. In seconds she manoeuvred me onto my front and she pulled my
trousers down, then my boxers. She took a jar of lube from the table and
coated two fingers and rammed them up my arse. I had forgotten how good
this felt. I pushed my arse towards her and she needed no second
invitation. She slipped her cock straight in, no holding back, just pushed
and slid right in. Oh that was good, a bit tight and sore, but it left a
feeling in my stomach I just couldn't describe.

Jody was pushing away at me, and I could tell she was soon to be cumming. A
shame, as I hoped she could stay inside me a lot longer, but this first
time was never going to last long. She shuddered and I felt her legs
weaken. Her cum filled my passage and she flopped against my back, done.

She withdrew her softening penis from my anus and immediately the roles
were reversed. Jody held onto the back of the sofa and I lubed her arse
fully. I was desperate to enter her and start fucking her. I was inside in
a trice, my hands holding onto her smooth thighs as I rocked backwards and
forwards. She moaned loudly, definitely in pleasure. I kept rocking,
staring at her beautiful back, her long hair lying forward over her
shoulders. My beautiful, gorgeous boy-girl, making all the noises that
showed how much she liked this. It drove me on, until I too had the deep
fulfilled pleasure of a stonking orgasm.

We lay in each others arms for what seemed like hours, stroking each other
gently, arms, legs, back, neck. Kissing sweetly, sensuous licking and
sucking.

As on previous occasions, Jody's recovery was nothing short of amazing. She
was hard again next to me, and I was nowhere near ready to go again. But
Jody was. She pushed my leg upright and re-lubed my ass. This time she
entered slowly, oh so slowly.  Once she was inside, she pushed so that she
was soon all the way in. She made short sharp jabbing motions, tingling my
nerve ends. I wasn't getting hard yet, but I don't think I wanted to. I
wanted to be a sex-slave to my beautiful Jody at this point. As long as she
was satisfied, I would be. I had never felt like this before. Sex had
always been about reaching an orgasm which involved my spurting cum. This
was so very different. A slow build of ecstasy in a place I had never
really felt it. It seemed like an orgasmic sensation, but then it was in my
arse and bowels and not like anything I had experienced. I imagined this
was almost like a female orgasm, but I didn't want to buck and shake like
Marcy did. I just felt good all over.

We eventually started the chat I had gone there for. However, the sudden
sex had changed what I had gone there to say. I realised I was totally in
lust with Jody, if not yet in love. I felt like I wanted to stay here
forever. Jody felt the same, although she had been with many more men than
I had. Jody was my first time of giving anal to a man. I was probably her
20th or more, she couldn't really say. No matter, I wanted to be with her
right now.

I cried buckets of tears as I kissed her over and over, explaining how this
was all new to me and I needed time to think what to do next. Jody was very
understanding, but kept telling me I had to realise how much I had enjoyed
this, so much that it was almost certain I was gay, definitely bisexual at
least, with my strongest leaning towards Jody. My second erection lying in
her arms was sure proof that I enjoyed same sex experiences. We made love
again, even though I was now quite sore. No matter how much I enjoyed this,
there would have to be times when oral and wanking would have to be a
substitute for this assault on my anus. We fell asleep.

I must have slept for hours. When I woke Jody was not in the bed. She had
been up for a short while, as she had made me a coffee. Not only that, she
had got dressed to do so. She approached the bed, a vision of
loveliness. Her long black hair fell forward over her shoulders, over a
gorgeous green satin peignoir. Her face was made up with a green eye
shadow, long eyelashes and deep orange lipstick. On anyone else it might
have been too much, but Jody's fabulous face carried it off perfectly. She
wore matching knickers and was standing on 4 inch green stilettos.  She put
down the coffee and sat next to me.

She looked into my eyes and asked if this was how I would prefer to see
her. I didn't need to say much as her hand went to my cock, which although
tender, was rising to the occasion. Jody must have placed a washbowl by the
bed earlier, because she took a flannel and started to wipe clean my cock
which probably smelled of shit. She washed it thoroughly, the whole erect
length. She kept looking in my eyes. She handed me the lipstick and told me
to put it on. No mirror, just wax it on, long and deep. As I did this she
started to suck me off. She really was an expert at this. She tickled my
balls, licked my arse, fingered me, sucked my cock again. Over and
over. She took the head of my cock wholly in her mouth, sucked deeply. She
stopped doing this and came up to my face, started to kiss my waxy orange
lips. She took the lipstick and painted herself deeper again. Then she
insisted on painting my lips too. Holy shit, this was sexy. She went back
down to my cock and this time took it all in. I couldn't help it; I started
to fuck her face and came in short tiny spurts, which she took in her
mouth. She again climbed up and started to kiss my creamy lips. Her lips
were creamy with both lipstick and cum and she her tongue probed my mouth
so we both had a taste of my cum.

I soon realised that Jody was hard again, and spent the next 10 minutes
improving my ability to give her a blow job, which both she and Marcy had
taught me so well. When she came we kissed again so we were both tasting
her cum this time. This was just a brilliant sexy feeling, cementing my now
very deep feelings for Jody.

Over the next couple of days, I kept returning for afternoon bouts of
lovemaking with Jody, whilst spending the evenings at Marcy's although
still not sleeping together. It was time for a talk.

We agreed that although we both still had feelings for each other, my
desire for Jody had made things difficult for Marcy. She didn't really want
to share me with someone if that someone happened to be a person I found
more attractive than her. I accepted this was difficult and that the
threesomes were over, but could we ever be intimate again? Well, we began
being intimate immediately as it happened. Wonderful boy on girl sex, no
anuses, just good old fashioned sex.

When we had finished, I knew I had enjoyed it, but felt an unrest. It came
from the knowledge that it had not been a patch on the sexual excitement I
got with Jody and in a way this feeling was a means of cheating on
Marcy. Even though she had brought Jody and I together, I admitted to the
recent meetings with Jody. Of course, Marcy had already guessed that
much. She just wanted to know if I could stay with her and see Jody just
sometimes. It would mean I could lead a conventional campus lifestyle,
complete with girlfriend, whilst having Jody as a mistress. It seemed
attractive. I said I would think about it.

I did think about it. I thought about it right up until the next day, when
I went to visit Jody. A couple of days ago I had dropped my girlie outfits
at Jody's place. This time we spent ages making each other look pretty,
curling each others hair, painting each others nails, just doing loads of
girlie stuff. The sex was sensational as usual and I just knew I had to
spend more time with Jody. I couldn't do it any other way. We talked about
my moving in to stay with Jody and she was overjoyed that I wanted to do
this. I was having too good a time to only do this occasionally. I agreed I
would tell Marcy that night. Until then, we just wanted to have sex and
more sex.

It was on this occasion that I found out how good it felt to take her from
behind whilst wearing high heels and stockings. I was pretty good at
walking in heels by now, but this was my first time of actually cumming
whilst wearing them. And it was better than ever. The feel of stockings
tugging at my suspenders, with Jody pulling at the suspenders from in
front. The strange angle of my calves as I stroked powerfully from
behind. The look of Jody's gorgeous hair tumbling over her bra straps. Her
red-painted toe-nails peeking out from her open-toed white high heels. My
balls slapping against her own balls. My own red nails against her white
skin. The intensity of the orgasm was so great I nearly fainted. I screamed
in pleasure as the cum spurted from my cock and seemed to keep spurting.
Jody writhing her gorgeous arse beneath me as my lovely red nails dug into
her thighs. Aaaaagggghhhh.

Later, the feel of satin nightie on satin nightie was another pleasure I
enjoyed. Jody looked stunning in white lingerie and I felt so very naughty
in black. The sensation of material on material, with my hands and their
red nails massaging her breasts, with her hardened nipples. Her soft
feminine hands caressing my own nipples through the black lacy nightie. The
feel of our hard cocks banging and rubbing into each other as we kissed and
fondled. We faced each other, kissing, putting on more lipstick, kissing,
putting on MORE lipstick.  We held each others cocks, slowly masturbating
until our nighties were covered in cum. Heaven.

Jody promised me oodles of sex like this, as soon as I was living there
permanently.

That night I explained the situation to Marcy. She was a little tearful,
but she had known it was coming. When I had removed my girlie clothes she
had known I had taken them to Jody's. It was just a matter of time before I
made this decision. She recognised that she had helped me to find this side
of myself and that it was for the best. She told me she might even try a
relationship with a girl next, as finding a guy like me could prove
difficult. There was a local trannie bar, which she might try, but that was
for later. We made love one last time. I was pretty drained from my
afternoon with Jody, so Marcy got a real long time of my thrusting, which
seemed pretty good for her. After she came, she asked if she could help me
get there. She reached over for the `Scarlet Red' lipstick, my favourite.
As I kept pumping, Marcy rolled to lipstick onto my lips, over and over and
then I came.

We parted on good terms and agreed to go as a threesome to the trannie bar
that week end, as three girls together. That seemed like a real fun idea
and could just lead to Marcy finding Mrs Right (who might even be Mr Right
trying to be Mrs Right, you know).

That night I moved into Jody's and slept as soundly as I ever have done.

I dreamed of the weekend.