Date: Mon, 30 Oct 2017 20:12:02 +0000 (UTC)
From: Ronald Shearing <ronald.shearing@yahoo.com>
Subject: Starting with Simone Part 6 TG

Starting with Simone - Part 6

Nifty / transgender / teen

Legal stuff.

This story is of course fiction and is explicitly for mature readers only.
If it is not legal to read this story in your jurisdiction, or if you are
not over the age of 18, please close this page now.

Please note, I am always delighted to receive feedback. Feel free to email
me at Ronald DOT Shearing AT yahoo DOT com. Thank you.

If you haven't done already, please do read Parts 1 through 5, it will
place this chapter in its correct context.

Fetish alert. These tales include more than a passing reference to smoking
fetishism. If this is a problem for you, please don't read any further.

Lastly, as always in my preambles, I would like to take time to remind you
that if you enjoy accessing erotic literature on nifty, please donate to
nifty at http://donate.nifty.org/donate.html.  Nifty is run for us by
volunteer(s) whose dedication is admirable and should be supported by all
our community.




A week had passed since I'd last seen Simone. In fact, when I thought about
it, when we'd last met, it had been Simon, not Simone. The meeting at the
Mall. The smoky blow-job in the men's bathrooms in the Mall last Saturday.

I'd surprised myself the night before by making an excuse not to catch up
with Simone for a "walk and a talk" as Simone had written in her text
message.

"sorry. upset stomach, cant go far from toilet"

I felt bad as soon as I'd pressed "send". Inside, I really wanted to see
Simone. But something that felt almost outside of me was saying to me "no".

In the days since Mrs. Blount, Simone's mom, had "tried to make things
right" for me, I'd really not left the house much. I was going through the
full spectrum of emotions. The upheaval going on in my mind even stopped me
eating for a couple of days, which had made mom so concerned she forced me
to go with her to our local Italian deli for some special recipe Lasagna
(my favorite since I was small). Eating out midweek was not a common
occurrence for us, especially since my father had left us.

The sex with Mrs. Blount had been good, very good. To me, in my confused
state, it had also acted as a kind of reassurance that I was not gay. I
kept telling myself during this summer of my sexual awakening that I was
not gay. My fucking Mrs. Blount was almost like my "straight" comfort
blanket. More so than when I'd fucked Carla while Simone was in Carla's
ass.

Mostly that week I had been glad not to run into Mrs. Blount. Despite the
sex, even as a red-blooded 16-year-old youth I had not felt that
comfortable during my encounter with Mrs. Blount. As I replayed the
situation over and over again in my head, I had now realized she'd taken a
bit too much pleasure trashing Simone and upsetting me. It confused me
greatly. It was almost like she had been getting off on it. There had been
another comment I remembered Mrs. Blount making when Simon had called on
the phone that seemed particularly nasty. The one where said that she hoped
her ex-husband's new wife got AIDS. And then if Mrs. Blount had really been
so concerned about her friend's son, as in ME, would a normal concerned
adult then fuck that same kid. A kid who was 25 years her junior?

There was also the matter of the video and the pictures Mrs. Blount had
shown me. Why would someone do that? What had Simone really done to make
Mrs. Blount react in such a callous way. "Sexual predator". Even as I was
at the time, a 16-year-old hormonal boy, I thought who the fuck calls their
teen kid a "sexual predator"?

I thought a lot about what Mrs. Blount had told me about Simone. Even
though each time I did, I felt like I was dying a little inside. I kept
running every possible horrible scenario through my mind. Simone the
seducer. Simone stealing Mrs. Blount's boyfriends. Simone and Carla setting
up kids on the internet. Worst of all, Simone engineering our supposedly
accidental sexual encounter. Fucking setting ME up. I really didn't want to
believe it, but Mrs. Blount had called it almost exactly as it had happened
with me and Simone.

I noticed it was just gone 3pm. I glanced out our front room window at the
loud sound of a "Muscle Car" idling loudly across the street. I faintly
heard a door slam and then saw Simone's sister Wendy, recently returned
from her trip to France, jog quickly to the passenger side. I stared as her
large firm tits bounced inside a tight green t-shirt. I noticed that Wendy
had a cigarette in her hand as she opened the passenger door and slipped
in. The car engine revved loudly as it drove off. I guess Wendy was about
to catch up with a boyfriend after her 4 weeks in Europe.

Seeing Wendy made me think of her mom. Mrs. Blount. Janice.

My thoughts were interrupted by my cellphone ringing. My "S Blount" contact
showing as the caller. I hesitated then went to press the reject button.
But almost hypnotically and against my will my finger diverted to the
answer button. I pressed it. I was silent.

"Ronnie?" I heard Simon say, sorry Simone say, it was definitely the Simone
voice.

"Eh, um", I really didn't know what to say.

"Ronnie. Are you OK?"

I paused for a minute confused. Oh yeah, my fake stomach problem.

"I guess I'm feeling OK" I answered, not much emotion in my voice.

"Is there something wrong?". Simone had definitely picked up that something
was not OK. I wondered if I was too easy to read, if my feelings would just
broadcast themselves without me knowing it. Maybe that's why I'm so bad at
Poker.

"Fuck it Ronnie, speak to me". Simone's voice was calm. Was this the voice
of a manipulator? Someone who knew that they could twist me round their
little finger.

I muttered some semi-audible response. I wasn't thinking straight.

Simone continued, very calmly. "Ronnie, I don't know what happened here
when I was at my dad's, but I really want to see you. Truly. I'm going to
Carla's in about 15 minutes. I'll ask her to drive back to the Mall at 4:30
to pick you up. Be at the parking lot right by the Giraffe".

Each exit at the Mall had an animal designation, with a cartoony sign above
it. The "G" exit was the one with the smiling Giraffe. I never could work
out why the giraffe was dressed like a cowboy.

"You saw Carla's car when she came round mine, right?".

I answered that I had. 2-door Chevy Cavalier, metallic green paint job.

"It's blue Ronnie, not green. I'll ask Carla to wait 15 minutes for you. If
you're not there, I'll accept it. But I really don't know what's going on,
and I really care about you, and I need to know what's happened".

Simone said goodbye, and the line went dead.

Fuck. What to do? Just let this affair drop, forget it ever happened, focus
on getting a real girlfriend again. As in a natural girl, not a boy acting
as a girl? Stop being a "fag"? But with Simone it felt so natural. I was so
mixed up inside.



As it was, at 4:35pm I found myself climbing into Carla's blue Cavalier.

Carla warmly greeted me, "Hi lover boy. How's tricks?"

She could see I was pensive. Carla put the car in drive, then continued,
"Just spent the most intense hour with Simone. She's worried. I think I've
given her the best make-up job ever, but she never even smiled in the
mirror when I finished".

The car cigarette lighter popped out and Carla took two or three rapid
inhales to get a Marlboro lit.

Carla looked sideways at me. I hadn't really said much, if anything since
I'd got in the car.

"I'm gonna take a wild guess here, Ronnie". Carla rolled the driver side
window down a little to let the smoke from the cigarette in her left hand
drift out into the late afternoon air. "Simone's mom has had a word with
you".

I involuntarily tensed, Carla turning towards me, picking up on my body
language.

Was I surrounded by fucking clairvoyants? How did everybody just seem to
KNOW all the shit that was happening in my life?

Carla exhaled in the direction of the open window, then whistled, "Oh shit.
Here we go."

I fidgeted uncomfortably in my seat. Carla tapped on the directional, it
clicked repeatedly, and we switched lanes.

"Ronnie. You must know this already, I mean, Simone told me that Janice has
been friends with your mom for a long time. Look. Janice is fucked in the
head. Her old man leaving did something to her. Although she was probably
fucked up before."

I spoke more than a grunt, or a single word, for the first time,

"She told me things about Simone".

"I fucking bet she did!"

Carla took a deep drag on her Marlboro.

"I've known Janice for longer than Simone. I admit it, I'm a player. Me and
Janice, we hooked up online. Janice was new to the scene, she asked me to
show her the ropes. She reached out to ME, not the other way round. Janice
and me went a long time just chatting on the website. Fuck, it must have
gone on for about 2, maybe 3 months. Janice kept on putting off meeting
with guys, she said she was dieting, she wanted to look good for her first
experience after her divorce. Eventually I managed to set something up,
fuck, it took forever, but eventually, Janice and me and 2 very cute guys
in their 30s".

Carla tossed the remainder of her cigarette out of her window, and rolled
the window back up.

"The sex was good. The guys that night were actually gentlemen. Janice was
nervous at first, but she really quickly got the hang of it. After that we
became a team. Janice felt that she didn't want to meet guys alone. A
bonus, for me at least, we also got much better looking guys when you
offered them a threesome. I know my limitations. Online, Janice was a cock
magnet. But she wouldn't play on her own. Her confidence had been dented
whenever whatever the fuck his name is, Simone's dad, left".

I looked at Carla. She really was quite attractive. A few pounds over her
ideal weight, but still a very pretty woman in her own way. I noticed then
for the first time that she wasn't a natural blonde, dark roots showing
slightly through her curls.

Carla lit another Marlboro, rolling down the driver side window slightly
again.

"Around 3 or 4 meets into our arrangement, Janice starts to suddenly
fucking realize she's this super-hot MILF. She'd really worked out, yoga,
the whole nine yards, her figure IS fucking tremendous, even I have to
admit that. She puts me to shame, I mean most guys LOVE my tits, but next
to Janice, when we partied together, I'm always second in line. And if I'm
being honest, Janice's tits are better than mine. Her personality had
changed, there was no more insecure Janice. She'd got her confidence back.
But there was a nasty side starting to show".

Subconsciously, I pictured Janice's tits in front of me. I remembered her
pressing her cunt into my 16-year-old face. She was definitely confident.

"When we did 4-ways, the guy fucking me couldn't wait for his buddy to
finish doing Janice so he could jump off me and get into Janice's snatch.
Even young guys my age. I still had my specialty, Janice wouldn't take it
in the ass, and I love a cock in my ass, as you know Ronnie."

Carla signaled right, then pulled off into a residential street and put the
car in "park" at the side of a group of trees.

"I want to finish this before we meet Simone, OK? She's pretty cut up about
you seeming to have fallen out with her. She cares a lot about you. But if
Janice has fucked this up for Simone, I'm gonna drive round and slap that
bitch in the face. Please just hear me out".

Carla then took a sip out of a plastic Diet Coke bottle that I hadn't
noticed had been sitting between us, tightly screwing the top back on
before continuing.

"Janice had changed. In about 2 months I saw her go from this scared
divorcee with no self-confidence to a supremely confident but controlling
bitch. I felt it was time to back out after one session with a rich college
boy type. He was pretty fucking handsome, age wise he was older than me,
I'd say he would be late twenties. We'd met at his place. On his couch we'd
fucked and sucked a little bit in a fooling around kind of way. Then we go
to the bedroom for the main event. As usual, Janice demands the lions
share, and preppy boy turns all his attention to her. I'm actually starting
to wonder why the fuck Janice invites me along, why we need to be a team
anymore. Anyway, after a while pounding Janice's pussy with me fingering
his asshole, he liked that part of it, preppy boy stops and tells Janice he
wants to come in her ass. Janice tells him that's not her scene, says that
I'm the ass whore. Fuck, she used those exact words. So, preppy boy
switches to me, and Janice lies back and lights a Newport and plays with
her pussy and watches. The guy's excited, he slips into my ass, then he
starts going on about how ass-fucking a girl is good but he prefers doing
boys dressed as girls. How he loves trannies. Younger the better. At that
point, I'm glad I made the bitch put on a condom. He loudly shoots his load
into the rubber, then pulls out of me and goes to clean up. He comes back
from the bathroom a few minutes later, and right away Janice is asking to
get onto his computer. He opens his laptop and hands it to Janice. Janice
logs on to "our" dating site then smiles and points to a profile of what
looked like a very young girl. Janice asks preppy boy how hot he thinks
this little tranny slut looks. He's really into it, he's almost drooling.
She opens the profile and shows him more pictures. Very pretty girl, but
young, I would have said 18 or 19 years old."

I swallowed, my mouth was dry.

"Janice then laughs and eagerly tells him that the sexy trans girl on the
screen is her son. That she can fix it up. I'm genuinely surprised. I'm
thinking, what a fucking bitch. Seriously, I'm like, what the fuck? Is
Janice for real?"

Carla stopped talking, turned round and looked me in the eye. I couldn't
look away. After a few seconds, Carla noticed her cigarette was nearly
done, taking a final pull before putting it out in the ashtray.

"On the drive home that night, Janice tells me she is going to start seeing
preppy boy regular, tells me he's some bullshit painter who's going to do
her portrait, and that maybe we should dial back our team efforts for a
while. Fuck! I was so relieved, it saved me doing it. When you spend time
with someone in intimate situations, you really, REALLY, see that person
for who they are. When a person is naked, they can't hide anything. Their
fetishes, their insecurities, their hidden desires, it all comes out
whether they want it to come out or not. You see the real person. The
fucking person inside. Fuck, I'm not religious, but it's like you see into
their soul. I had seen a selfish nasty side of Janice, and I really started
to think she was a little bit psycho. I felt that nasty Janice was the real
Janice. When we partied, the sex was always about her. Fuck, there'd be
times she would scream at guys for not being good enough. Even good looking
young guys. A couple of times she'd told guys to get the fuck off her after
she'd came. Maybe that's why she needed me around? So the guys would always
get off?"

Carla looked at me.

"Five more minutes, then we'll head to mine. Simone will be so glad to see
you".

I jumped inside a little. Carla was now deep into her recollections.

"Anyway. I'm driving us back home along the Sunrise Highway that night.
Janice is going on about how much money preppy boy had. He's got a gallery
in the Hamptons, his fucking daddy bought him it. Then she comes out with
it. She mentions the tranny girl profile she'd shown us. She doesn't want
preppy boy to be Simone's first. Could I go round her house that week and
break Simone in? She explained that as a treat she was going to let preppy
boy fuck Simone, but she wanted Simone to be ready. She said that preppy
boy would take this as some gesture of love, would want to stay with her
long term if she gave Simone to him. At this point I realize that Janice
actually is psycho. Fucking loco. Anyway, I think, fuck NO, no way am I
going to fuck with this poor kid's head. I mean at that time, I'm thinking
that a boy who wants to be a girl's got issues. Then I think any kid of
Janice's is bound to have issues."

Carla takes another few seconds, looks at her pack of Marlboros, snaps back
into consciousness.

"But I felt sorry for the kid. Simon, Simone. "SimoneSexy" on the dating
site. So, I do go round. I do my best to disengage, tune out, to just
clinically fuck Janice's boy like I'm giving the kid some porno movie dream
experience. I wear my long coat, nothing underneath except a red garter
belt and stockings, I'm sure it was the red set. When I was getting
dressed, I'm thinking what a teen boy would find horny, put that on."

Another pause. Simone now jingling the keyring on the end of the ignition
key.

"It didn't work out like that. True, we eventually fucked. But I realized
that Simone was this vulnerable kid who only felt real, I mean "real", when
they wore makeup and dressed as a young woman. I saw Simone as a person I
wanted to be friends with. I could see how natural Simone was when I made
her up. After we'd done it, we shared a Marlboro, and I gave Simone my
number. I also left a vibrator, my gold metallic toy. I told Simone how to
use it, I really didn't want preppy boy to hurt her too bad. I knew there
was no way short of Simone running away from home that Janice wasn't going
to get her way. That was last November. We've been friends since. I
sometimes feel awkward about the sex stuff we do. But Simone also lacks
confidence a little, like Janice used to. But Simone doesn't have Janice's
nastiness".

Simone looked again at her pack of cigarettes. Empty.

I coughed nervously, then turned to Carla.

"Simone told me how you two met. That it was Janice who set it up. But she
didn't mention the artist. She said it was Janice trying to "make her
straight", get her onto women".

"Simon wouldn't mention preppy boy. The whole artist thing hurt Simone
badly. I think she's trying to forget how fucked up Janice is. She still
doesn't like to talk about it. I know it's off limits, so I never bring it
up. Maybe she's blocked stuff out of her brain. But I know what Janice's
intentions were".

Carla taps the steering wheel briefly. Looks at her fingers.

"I know what Janice told me. It most certainly was not to turn Simone onto
girls. She wanted Simone got ready for her artist friend. Fuck, I feel so
sorry I went along with it."

Another pause.

"Simone's been a lot happier lately. Generally, when she's dressed, she
feels more adult, more in control of herself, more in control of
situations. But, Ronnie, you need to know how much you've impacted Simone's
outlook in the little time you've known each other. Ronnie, Simone likes
you. A lot. I'd like to think it's more than a teenage infatuation".

I felt like my insides were turning themselves inside out. I once again
plucked up the courage to speak.

"Mrs. Blount showed me pictures. I don't understand ..."

Carla interrupted. "OK, amongst other things, I bet she showed you a film
of Simone fucking preppy boy in the ass, right?"

I instantly think, again, a fucking clairvoyant, how the fuck could people
guess this shit?

Carla pulled me out of my thoughts.

"I call it the break-up video, or the no-more video. By the way, the
cheerleader outfit, NOT our choice. No. Not at all. Preppy boy insisted,
seems Lacrosse teams at rich boy schools don't have cheerleaders, and he
needed to fuck a cheerleader. Or actually he needed to be fucked BY a
cheerleader".

Carla took a deep breath. Looked at the steering wheel.

"Janice should never have seen that video. I still think that, especially
now. Preppy boy was on the verge of dumping Janice by this point. Janice
somehow thinks it was Simone's fault. Blames Simone. Janice and preppy boy
had been an item for about 5 weeks. Janice fucking loved it. Super-hot MILF
and her young artist toy boy. Happy fucking couple. Anybody with a brain
could see it would never last. He would always fight about going to
Janice's house for one thing. Late nights, mainly late nights, if Janice
was able to persuade him at all. Then he'd ask where Simone was. Always
wanted Simone around, not Simon, Simone. Janice had to be jealous".

Carla opened her empty Marlboro pack.

"While he's happily shtupping Janice, he was always making plays for
Simone. Always fucking pestering her. He had her profile online, used to
message her non-stop. Simone brushed him off. There were the couple of
times Janice had got Simone to play along. Those were the only times. After
that Simone didn't want to know. Preppy boy pushed and pushed. It was like
he was obsessed. He even said he'd painted Simone's picture.".

Carla placed her hands on the steering wheel. Removed them again.

"Eventually, Simone agrees to do one last meet-up. Not long before the
holidays. She discussed it with me, I wasn't so sure it was a good idea.
She persuades me, I say OK, as long as I can come along. By this time, he's
saying he wants Simone to fuck him, he's a virgin. I think he's lying, and
given I'd already had my middle finger deep up his ass, I'm pretty damn
sure he's anything but an ass virgin. We go to his studio, he gets drunk on
Absolut, he can't even get hard. I suggest filming it. He goes along with
the camcorder idea as long as he can wear a mask. Fuck, he thinks you can
hide behind a mask? Anyway he fishes out this dinky comic book character
type eye mask. He also says he wants to keep his boots on, thinks they're
sexy. Simone fucks him. Hard, well you've seen it, you know how it went.
Take it from me Ronnie, this was no act of love. It was pure payback for
what that bastard did to Simone. Anyway. We finish. We leave him asleep in
his studio. Well not after I took a few more pictures, pictures preppy boy
wouldn't want published on the web. If I didn't think there would have been
repercussions for Simone, I would have strangled that cunt as he slept in
his drunken stupor."

Carla pauses, I can see the deep feeling in her expression, looks at her
pack of Marlboros, thinks again about having a cigarette, remembers her
pack is empty. Then a sudden look of delight. Carla opens the glove
compartment in front of me. There's a red and white pack, Janice opens it
and sees 3 Marlboros. With a sigh of pleasure Carla lights up and takes a
deep inhale.

"Thank fuck."

After another deep inhale, Carla continues.

"Soon after that night, no more than a couple of days, preppy boy dumps
Janice. By email. Janice is distraught. Simone blocks him on the contact
website. A month or two later we find out he's moved in with a German
"model" in the City. When Janice found this out, she was apoplectic. Janice
being a total fucking psycho blames Simone. Who the fuck introduced preppy
boy to Simone in the first place? Janice finding the video later doesn't
help. Janice is so fucking neurotic and keeps saying that John Pierre loved
her, that Simone spoiled everything for her. Janice is fucking cuckoo. Way
I see it? He wanted to fuck a hot MILF for a while, but he was really into
young trannies. I'm pretty sure his German girlfriend is a shemale".

Carla glances at her watch.

"It's only because Janice is so up her own ass and gives totally zero shits
about anybody but herself that she still lets Simone go out with me. She's
over John Pierre but she always tries to mess up Simone's life. I guess she
can't help herself".

Carla suddenly turned the ignition key and started the car.

"Let's go. Please talk to Simone. Please give Simone a chance. I can see
you feel for her. Give her something to be happy about. Make her realize
that she doesn't have to end up like me, fucking guys that I don't like,
kidding myself I'm having fun. I've always felt I was fat and ugly, I guess
the sex is a way of making me feel wanted. Simone doesn't need to go
through that to feel wanted. When she's a girl she is beautiful. And she's
a lovely person inside. You'll find that out if you give her a chance. You
really are the boy Simone had her first crush on. She told me months ago".

I felt emotionally drained. But I also felt less unhappy as I had in the
days since my encounter with Mrs. Blount. As Carla drove we continued
talking.

"Why did Simone set me up?" I asked.

"What do you think? If Simon had asked you out on a date to the Bowling
Alley, you'd have gone? Burger and milkshake. Kisses on the way home, quick
fumble in your panties. Get real Ronnie. Love works in mysterious ways,
you've got together, does it really matter how? You've never hung around
after cheerleader practice to accidentally bump into your latest crush?
Made it look like an accident?"

"But the other boys?", I asked.

Carla cut in quickly.

"Ronnie, if you ignore the preppy pervert, there's been one boy. ONE. I
guess he was cute for a Nazi skinhead, but actual boyfriend material? No
way. And he only came over because Simone said we'd do a 3-way. He loved
cock, but couldn't admit it. Strange guy. Evan, I think he was called. 18.
Worked at Meineke, into cars, had some bullshit automobile related user
name on the contact site. Certainly, didn't show off his Nazi tattoos in
his profile pictures. Looked too cute to be a Nazi, had a tattoo of some
German bullshit words just above his dick, across his waist, he told us
what it said, I forget but it was some fucking utter Hitler bullshit. Eagle
on one arm, Swastika on his chest. Anyway, one minute he wants Simone in
his ass, next minute he doesn't. Constantly sniffing poppers like a real
gayboy. Tells Simone put a condom on, tells Simone take the condom off. He
didn't know what the fuck he wanted. He couldn't get hard enough to fuck
me. He sucked Simone off. I sucked him off, it took a while. 3 minutes
after he's come he realizes he doesn't want to be with us, begs us to
delete the photos we'd taken, and fucks off out of Simone's life forever.
When Simone's out with me plenty guys hit her up. She's good at brushing
them off. Waiting for Mr. Right she says".

Carla pauses, we pull up at a stop sign. Then we pull off again.

"The worst thing about that day was that Wendy was meant to be going on a
date and her boyfriend got delayed. Wendy hates me, I guess you knew that.
I know with Evan coming, we're on a timer, so I get Simone ready upstairs
anyway. Wendy knows Simone dresses, and also knows Janice has somehow
stopped giving a shit about it, but isn't sure why. Wendy just sits there
in the living room, chain smoking Camels. Like she's in no rush. Evan was
due in 10 minutes. Simone goes out onto the back porch. Reads one of
Janice's magazines, has a couple of Marlboros, she's nervous, especially
with Wendy making no attempt to leave any time soon. I stay near the
window, to see Evan turn up. A beat up VW arrives. It's Evan. About 2
seconds later, thank fuck, Wendy's boyfriend rolls up in his noisy fucking
jock car. Wendy, the bitch, heads out the front door and tells me that
she's gonna tell Janice all about this. She nearly bumps into Evan as he's
slipping round the side heading for the back porch. Later, Wendy tells
Janice the whole story, Simone waiting for a guy on the back porch, how
nervous the guy looked. Janice chews Simone out about setting up young
boys. Really upsets Simone".

Carla stopped the car, removing the ignition key this time.

"We're here. Ready?"

I really didn't know if I was, but I got out of the car anyway.


To be continued