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My first time dressed as a girl Part 4 ( Spitroast

My first time dressed as a girl Part 4 ( Spitroast

The next morning I awoke with a raging hardon, Gunther was already up and
wasn’t in the room so I masturbated myself to a rather satisfying orgasm
using the visual in my mind from the past two days as inspiration. After I
cleaned up I found my panties at the foot of the bed and put them on and
then went into the closet. I fixed up my makeup and selected a Red wig that
was fashioned into a steeply angled bob. I found a thin Ivory cashmere
v-neck sweater-dress that was a decent fit and put that on after taking off
the corset which was becoming a bit uncomfortable. The cashmere felt
heavenly against my body but it was a bit loose so I wrapped a couple thin
belts around my waist and slipped several bracelets over my wrists and put
on some clip on earrings, finishing off my look with a long faux pearl
necklace that i looped around my neck three times. I checked out my self in
the long mirror and was quite pleased with my look. Classy, elegant,
refined and hot! Man did I have great legs back then!

I walked out into the living room where Gunther and Tracey were having
coffee and watching the video from last night.their backs were to me and
they hadn’t heard me come in Tracey chuckled and said ” It looks like
you’ve found the perfect slut for you Gun.”

“Tell me about it” he replied “Bobbi is a natural born cocksucker with the
lips of an angel and her gurlpussy is heaven.I really have to thank you for
introducing him to me.”

“No problem my man! I knew the moment he showed up on the doorstep looking
like a slut that you were going to have to make him your bitchgurl. I
assume you’re keeping this one around for awhile then?”

“Ya”

“Well I’m glad I got to pop his cherry then because after the workout you
gave that ass yesterday there’s no way he’s as tight as it was that first
time”

“Well you’re probably going to have more chances at that ass. Bobbi’s a
born sissy and I have the feeling that she won’t be able to go for weeks at
a time when I’m gone on business. Also she confessed that she really liked
it when we both used her yesterday and I’ve got a feeling she’s prime for a
good spitroast. Plus she’s a teenager and you remember what it was like
when you were one. Horny all the time! Now that he’s discovered this side
of himself he’s going to want to let her out and explore the gurl in him. I
think when we go out shopping today I’ll get a copy made of the apartment
key so he can come over whenever she wants to play dress-up. After all,
practice makes perfect.”

I cleared my throat “Umm, did somebody mention shopping?”

Both Tracey and Gunther turned around to look at me. Tracey gave out a wolf
whistle and said “Look at you Bobbi! Damn if your not a perfect little
hottie. If you looked like that at school there’s not a single boy there
that wouldn’t be trying to get into your panties to pop your cherry. Ha,
too bad I already took it!”

I arched an eyebrow at him flipped him the bird. Then I turned to Gunther
and asked if my appearance was pleasing to Master. He nodded his head an
motioned for me to come sit down beside him. I did so, gingerly as my
backside was sill quite sore from previous days activities.

Gunther told me that we were going shopping for more clothes and outfits
and lingerie that would fit me better. The woman who would help us with the
shopping was his personal shopper and knew about his gurls so I wouldn’t
have to worry about her figuring out my secret as she already knew. He had
already called her and she would meet us at the Mall at one PM sharp. he
poured me a cup of coffee and asked how much I had heard earlier. Pretty
much all of it, I replied. then I asked what a spit-roast was. He laughed
and told me I’d find out later this evening as long as Tracey didn’t have
any plans. Tracey said he wouldn’t miss it for the world. Gunther told me
to call my Mother and tell her I would be staying at Tyler’s place tonight.
I did so and then we left the apartment stopping at a local bistro for
breakfast. The waitress told me how much she loved my outfit and I blushed,
stammering out a thank you, realizing she had no idea I wasn’t a pretty
young coed out on a breakfast date with an older man. I looked around and
saw several men checking me out while their wives glared at them. Being a
girl was more fun than I had realized as I thought about all those men
lusting after me. Gunther grinned at me,speaking softly “You enjoying being
the center of attention?” I nodded. “That’s because you are a very
beautiful and sexy young woman Bobbi. There’s not a man in this place who
wouldn’t’ fuck you silly even if they knew your little secret. My friends
are going to just love you when they meet you but that’s not going to
happen for awhile. I’m keeping you to myself for a bit. I’m going to get
you a key and when you feel the need to dress up you can come over and play
dress-up. I’ve been an admirer of sissies since I was teen and I know them
very well. Now that you’ve discovered this side of yourself, you’re going
to want to let your inner gurl out. At times it will feel like a compulsion
and if you fight it it will just cause stress to build up in you which
isn’t healthy. If i’m out of town I’m sure Tracey will indulge your need
for cock. At least there you’ll safe and able to indulge your cravings
without risking anybody finding out your secret.”

We finished our breakfast and walked out of there with me now fully aware
of all the lustful looks I was getting and knew they were watching my ass
as I walked out the door. We hopped into his Porsche and drove to a
Hardware store. Once he parked he pulled his keys out of the ignition,
handed them to me along with a wad of cash and told me to get copies made
all of them. I looked at him stunned “Even the Porsche key?” I asked, “Why
not” he said, “Some things that you’re going to need you cant get in this
little hick town, you’ll have to go to Denver to get them and I’m not
always going to have the time to drive you there. Besides i’m sure you can
imagine what your punishment would be if you ever put even the tiniest
scratch on my baby.” I paled at the thought and turned to walk into the
hardware store There I had the guy at the counter make me a set of keys
while i perused through the keychains before settling on a pink rabbits
foot. When I left I could feel the man at the key counter staring at my
cute ass and I couldn resist turning to give him a wink as I walked out
the door. I was surprised to see Gunther sitting in the passenger seat with
the top down. He motioned to the driver seat indicating I should drive. He
asked if I had ever driven a stick shift before. My mom had a 260Z with a
stick so I felt confident and told him so. Then he asked if my wig would
stay on with the top down and I explained that I had learned how to secure
it properly in theater classes at school as we had put on a production of
“Sugar” which was the Broadway musical adaptation of “Some Like it Hot” and
I had played the role of Gerald/Daphne. We pulled out of the parking lot
and headed over to the mall. I was a little nervous driving such an
expensive and powerful sportscar but found it wasn’t that different from
driving my Mom’s 260Z just a lot more fun.

When we got to the Mall we were met at the entrance to the Mall by a very
attractive and elegantly dressed woman about 30 years old whom he
introduced as Elaine. She hugged Gunther and turned to look at me
exclaiming “My God Gunther she’s adorable! Wherever did you find this one?”
He laughed and said “Believe it or not right in my living room. But I’ll
let Bobbi tell you that story while you’re shopping together. While you’re
at it could you pick out a couple suits for me? Oh I almost forgot Bobbi is
going to need a set of boy clothes also since she has classes first thing
in the morning” Realizing that he was leaving me with her to shop my
anxiety started to peak. I realized that I felt safe and comfortable out in
public with him around but wasn’t sure about being out without him.
Evidently Elaine could sense this as she took my hands and said “Don’t
worry Bobbi we’re going to have a great time together. I’ll take care of
everything Gunther. Have a great time golfing” Gunther turned to me and
said “Go with Elaine. She’s the best and will take care of everything.
She’ll bring you back to my place when you’re done” Then he whispered in my
ear ” And tonight me and Tracey will show you what a spit-roast is” then he
gave me a light smack on the butt and walked back to his Porsche hopped in
and drove off.

Elaine put an arm around my shoulders and walked me through the mall doors
” I love that dress on you Bobbi. I picked it out myself last fall but it
looks much better on you than it did on Stephanie.Oh the things I can do
with you! We’re definitely going to have to take a trip to Denver. There’s
a little shop there that caters to sissies like you.”

We spent the next four hours shopping at various places in the mall. One of
the first places we went was a shoe store as the heels I was wearing were a
little big for me and made walking more difficult than it had to be. Elaine
said it was essential that my shoes fit properly or my feet would kill me
and I could even screw up my back with the wrong shoes. “I know there are
dozens of shoes in Gunther’s special closet but you should only ever wear
those in the apartment, don’t do any real walking around in them or you’ll
screw up your feet.” My shock that she knew about the closet must have
showed because she laughed and said “Please sweety, who do you think
designed that closet for him? Gunther and I go waaay back. Sometime after
we get to know each other a little better I’ll tell you all about it. But
we don’t have time for that today because we have a lot of shopping to do.”
She took me by the hand and started to head towards a shoe store called
“The Wild Pair” I stopped short panicking. It had slipped my mind that my
older sister managed that store,what if she was there? Elaine looked at me
puzzled. I told her that I knew someone who worked at that store. She
laughed and said “Relax honey, if I didn’t already know your little secret
I’d never guess you were a boy. I’m going to tell you a little secret about
perception. People see what they expect to see, when they look at you they
see the dress, the hair and makeup, the jewelry, the feminine curves, the
heels all equal female in their minds. There are no visual cues on you such
as stubble or a pronounced adams apple to make them realize you are male.
So the only thing that might cue them is your voice, so today you are a
French girl visiting relatives and your English is quite limited You
understand it well enough but don’t speak much. I’ll ask you yes or no
questions and if the answer is yes either nod your head or say Oui. If the
answer is no, shake your head or say no but do it with a French accent
okay? You think you can pull off a French accent?” I replied “Oui Madame. C’est
un plaisir de vous rencontrer. J’em appelle Bobbi.” I winked at her “Two
years of French class”. She laughed , patted me on the cheek “Perfect
sweety, you’ll do just fine”

Then she led me into the store, i looked around and breathed a sigh of
relief. It didn’t look like my sister was working today.

One of the girls looked up “Oh hey Elaine! How’ve you been? You picked
great day to come in. We just got a new shipment of shoes in late
yesterday. Karen is in the back checking it all in.” Ok, so she was there
after all, Damn! Elaine said “Oh that’s great Kristy! This is Bobbi, she’s
from Marseilles in France here visiting relatives. her uncle has asked me
to take her shopping and show her around. She doesn’t speak much English
but she understands it pretty well. She’s going to be here for awhile so
we’re going to need several different things, heels, boots, sneakers,
slippers, basically the works.” Kristy nodded and set about measuring my
feet and started bringing various shoes for me to try on. My sister came
out of the back room to help, chatting with Elaine, and even shook my hand
and welcomed me to the US hoping I would enjoy my stay. Fortunately she let
Kristy do most of the work and we didn’t have much contact. By the time we
left I was feeling very confident, even my own sister hadn’t recognized me. We
spent about an hour doing this and Elaine picked out over a dozen pairs for
me. She took the white pumps Id been wearing and had me put on a pair of
soft black flats that felt like heaven on my feet reminding me that we had
a lot of walking to do.

Elaine handed my sister a credit card and asked if her and Kristy could put
put the shoes in the trunk of her Caddy out in the parking lot. She handed
my sister a key and asked her to leave it in the trunk.

We spent the rest of the afternoon shopping at various shops and I got my
right ear pierced at Claire’s (the left was already pierced), after Elaine
convinced me that I would have a lot more options if I did as clip on
earrings were outre and not many places even carried them anymore. I
figured I’d cover it with a bandaid and tell anybody who asked that I’d
nicked it.

At one of the first shops I was taken into a fitting room in the back
where Elaine told me to strip down to my panties so they could take my
measurements.I was a little freaked out but Elaine reassured me that the
owner knew I was one of Gunther’s special girls and was totally discreet.
The seamstress measured me all over with a cloth tape calling out the
numbers to Elaine who wrote them down in her organizer. The results
37-27-34 I asked what that translated to and Elaine said I was close to a
size 7 or 8 but that I would need alterations made if the clothes were to
really fit right. I asked why and she replied because I had a figure most
women would kill for…Large chested,Slim waisted, and a Small tight round
ass. Most women were actually a couple inches larger in the hips than the
chest. Which is why women were jealous of teenage boys. ” Put a corset on
you darling and you’ll take three to five inches off that waistline which
will redistribute flesh to your chest and hips

. Add a little padding in the right places and you will look like a life
size Barbie doll.” When all was said and done they decided that because of
my height and depending on the designer I would be either a size 6, 7, or 8
and my bra size should either be a 38C or 38D. and that my panties should
be a size small.

After the seamstress left the room Elaine noted the welts on my backside
and tsked. “Got you playing that game already does he?” she asked ” Let me
guess, he set an impossible deadline and then you had to be punished for
not making it. Right? ” I nodded but sheepishly admitted how much I had
enjoyed it. She arched an eyebrow at me looking both surprised but
with realization dawning on her “Oh, no wonder why he likes you so much. He
told me to go all out shopping today, that the sky was the limit. Not only
are you the prettiest gurl he’s found in years but you really love
this don’t you?” I nodded and she walked over to me and lightly traced the
welts on my derriere “Well, there’s going to be a lot more where this came
from. I hope you know what you’re getting into. Now that he’s got you he’s
not going to let go of you that easily. And let me tell you he is a very
kinky and somewhat twisted man. He will have you doing things you’ve never
even imagined. If you ever want out it won’t be easy because he is
dominant and charismatic and somebody like you is putty in his hands.” I
told her I was cool with that and excited about discovering more about this
part of myself.

“Oh you’re going on quite the adventure all right. Gunther is going to take
you on a journey that will definitely test your limits. If you ever want to
jump off the crazy train call me and I’ll help you out. I have a lot of
influence with him.”

“How do you know him so well? ” I asked her

” Oh honey Gunther used to be my fiance. At least until I found out about
his predilection for, well,…this” she said gesturing at me.

The shock on my face had to be quite evident

“Oh please Bobbi did you think he only fucked Sissies? That horny bastard
likes women too. He’s left a trail of aching pussy and ass on practically
every continent with the exception of maybe Antarctica.”

“Umm, does he like guys too?” I asked, praying the answer would be no. The
thought of Gunther having sex with another hairy man was just repulsive.

” Oh god no baby! He really likes femininity, I guess it’s just the thought
of a boy who is so submissive and loves being a girl so much that he’ll
dress up as one really turns him on. It’s just part of his dominant nature.
That’s why I broke it off with him. I realized that I could never compete
with his little Sissies and that they would always come first. What woman
wants to deal with that?”

I was definitely relieved. Not much was known about AIDS back then but it
was definitely considered to be a “Gay” disease. Why I thought the
definition of what we were doing was different I had no idea but it
was.Fortunately I’ve been very lucky (and careful), despite the very large
number of sexual partners I’ve had over the years I have never contracted
any STD. I’m not sure why my luck has been so good but pray it continues to
this day.

Elaine could tell I was dealing with a lot of fresh information and that I
was having trouble processing everything, her next words were were soft and
presented as nearly a whisper. “There’s another problem sweetie” She paused
briefly before continuing “You’ve got some spotting”

“What’s that?” I asked

“You don’t fuck a monster cock like Gunther’s the first few times
without some bleeding” she said “There’s a bit of blood on your
panties.(White Satin, go figure!) ” Don’t worry it will go away in a few
days. But it will happen for the next few times you do it with him until
your body gets used to him.” She pulled several tampons out of her purse
and handed them to

me “Lucky for you I’m on the rag right now so I’ve got spares on me. Put
these inside you and make sure you change them every few hours. You don’t want
to contract Toxic Shock Syndrome. It’s going to take a few times but
eventually you’ll get used to his huge cock but you’re going to want to
pick up a box of these for the first few times.”

I nodded and put them in the clutch We had purchased earlier still trying
to process everything. I looked at Elaine and said “I’ve got a ton of
questions!” She smiled, reached out and patted me on the cheek, and said ”
I’m sure you do Sweety but unless I miss my guess you’ve got one hell of a
night ahead of you. Let’s just get the shopping done for today. You and I
are going to become very good friends. You’ll have plenty of time for
questions later.”

She left the room and I inserted the tampon into my tender rectum. I
finished dressing and Elaine came into the room a short time later. we left
the shop together and headed to ou next destination.This was my favorite
place of all Frederick’s of Hollywood. A shop that specialized in slutty
lingerie. There was a large fitting room in back that had a private
attached sitting room where Elaine could wait while I tried on various
outfits and then come out to the sitting room to show them off. the sitting
room had a full length three sided mirror so I could see my self from all
angles. I thought about all the women trying on slutty lingerie while their
boyfriends and husbands watched and wondered how many had gotten fucked in
this room while unknowing customers shopped a few feet away.

I tried on many different outfits in all sorts of styles and colors. I was
in absolute Sissy heaven. To this day while I do love being dressed up in
women’s clothing it’s lingerie that makes me feel sexiest and my favorite
outfit is to be dressed up in heels, thigh highs, panties, garter belt,
corset, and bra.

We spent the rest of the afternoon shopping. and Elaine picked out at least
a couple dozen outfits for me. We even stopped at a Uniform shop that
provided sports uniforms for all of the schools in town including the local
university. There we ordered a green and yellow cheerleaders uniform from
my hometown’s university and on a whim I asked for my school colors of
Crimson and Gold as well. (And yes since this is a true story there are
clues with in this narrative that can give away my hometown and possibly
even my identity. If you are that much of a Sherlock Holmes Message me
with your guesses and I will either confirm or deny your assumptions.
Either way I figure youre on Xhamster also so youre not likely to betray my
secrets!} Elaine looked at me questioningly and I realized she must think I
was a freshman/girl at the local university and that Gunther hadn’t told
her everything. I quickly covered by saying that the colors were from my
old alma mater and it would be fun to dress up in them. She replied “Well
if you tell him that I am sure he’ll like it. He does like them young!”‘
This confirmed my suspicion that she actually didn’t know how old i really
was and I resolved to keep that information private and act as if I was an
18 year old freshman at the local university.

By the end of the afternoon we had bought an entire wardrobe for me with
dresses in various styles and lengths. Skirts, blouses and tops in an
assortment of styles, along with hosiery, panties, bras , corsets and waist
cinchers. Oddly enough we did not buy any pantyhose, Elaine explained that
Gunther really didn’t like pantyhose as they covered up the
ass which annoyed him. “The entire time we dated I had to wear Hose and
Garters, which was quite frankly a pain in the ass! Pantyhose are much
easier.” She exclaimed. Funnily enough this is a preference which has stuck
with me to this day. I rarely wear pantyhose, preferring thigh highs or
garter-style pantyhose that leave my ass exposed for groping and fondling .

( and yes please do!) In addition to having my ass fucked I’ve discovered I
quite enjoy being groped, licked, fondled, spanked, and reamed! At least
when I’m dressed as a gurl… Try that with me when i’m in guy mode and you
might get knocked out! I’ve never been able to explain or completely
understand those two very different aspects of my psychology There are
times when I am completely all Guy, ready to fuck any woman (as long as she
is in shape, attractive and hot.) But the thought of hooking up with a guy
when I am not dressed as a gurl is quite frankly disgusting, but when I am
in gurl mode I will let almost any Guy with a stiff cock fuck me silly. (
OK there are limits… excessively hairy,(EWWW Gross!), morbidly obese,
tiny cocks……etc.

Sorry! I prefer them large and any thing under 6″ is a waste of my time.
Where as a 6 to 7 1/2 inch cock is perfect for face fucking . Mmmmm
yummmy! And 8 to 10 inch cocks feel divine in my gurl pussy.Anything
larger and it gets a bit painful. To this date the largest I have ever
dealt with is 14 inches but that is a story for another day (No
I didn’t deep throat him and No I didn’t take him all the
way inside me…but I did try!)

Anyways… we spent the rest of the afternoon shopping and Elaine picked
out many new outfits for me. By the time we were done I had changed into a
new outfit with a form fitting black pinstriped pencil skirt with a wide
black patent leather belt and a white silk blouse that Elaine had taken the
shoulder pads out of saying the last thing I needed was to emphasize my
shoulders. it was unbuttoned low enough to how off my cleavage and just
the very top of my padded push-up black lace bustier. My shoes were black
patent leather stilettos with a strap around the ankle Underneath, I wore a
black girdle that further slimmed my waist and had strategic padding to
make my hips and ass look fuller and rounder. There were garters attached
to keep my black fishnet thigh-high stockings up and it had a snap crotch
for ease of access.It also had the effect of minimizing any bulge which was
good as my Skirt was pretty tight and form fitting. The black bustier had
boning for support and laced up the back. Elaine had helped me with this
pulling the laces fairly tight, further slimming my waist and pushing any
loose flesh to to my chest creating a very realistic cleavage which
between the pushup bra cups and the inserts Elaine put in made it appear as
if I had real 38d cup breasts.. Standing there looking in the mirror at
myself before I put on the skirt and the blouse and seeing my self as a
sexy young woman I knew I loved being a sissy and would never
stop cross-dressing. I was really looking forward to tonight’s activities
and remembered what Gunther had said about a spitroast and asked Elaine
about it. She muttered something about Gunther being a pig and told me I
would find out soon enough because looking like I did there was no way He
was going to be able to keep his hands off of me for long once I got back.
She had me take off the red wig I had been wearing an took some pins out of
her purse along with a rattail comb and restyled my long hair into an
elegant french twist with a swept bang and quickly redid my makeup with
dark smoky eyes and a wine red lipstick that she applied a shiny gloss
over, which made them look very full and kissable. She had me put in large
gold hoop earrings and tied a black ribbon choker necklace around my neck
with a gold filigree heart pendant. Next she handed me a pair of black
rimmed nonprescription glasses to put on that we had picked up at Claire’s.
The overall effect was that I looked like a sexy librarian or secretary and
I was totally thrilled with it. I hugged her and told her how much I had
appreciated her help and asked if their was anything I could do to repay
her kindness. She kissed me on the cheek and told me not to worry about it,
Gunther had paid her quite well for today and that was compensation enough.
I insisted there must be something I could do and she said that she did
have some boxes in her basement that she needed moved and maybe I could do
that for her sometime.

we left the mall at closing time at 6pm. Her trunk was filled with shoe
boxes and her backseat was filled with shopping bags. We stopped at a local
Mexican restaurant called the Armadillo and she ordered us fajitas along
with a pitcher of Margaritas and a couple shots of tequila telling the
waiter to bring us Herradura Reposado Not Jose Cuervo as the only thing
Cuervo was good for was cleaning out rusty pipes with. She told me a couple
shots of Tequila would help prime me for this evenings festivities. They
certainly had me feeling pretty good in short order and i tucked into my
Fajitas when they arrived with abandon not realizing how famished I had
become. Strangely after only a little bit I was stuffed. I remarked upon
this and Elaine told me that the compression from the girdle and
the bustier left little room for my stomach to expand which caused me to
fill up quicker.Between the shots and the Margaritas I was pretty buzzed
and Elaine and I were talking and laughing like we had known each other for
decades instead of just one day. We left the restaurant around Eight. and
she drove me over to Gunther and Tracey’s apartment.

She parked close to the stairs that led to the apartment and we each
grabbed several bags before heading up the stairs giggling and laughing
over a dirty joke Elaine had told me. Gunther must have heard us because he
opened the door before we could knock, He stared at me a stunned smile on
his face obviously pleased with the way I looked. Elaine told him to quit
gawking and go down and grab some more bags and bring them up. Spotting
Tracey sitting on the couch she told him get off of his ass and go help
Gunther. We took the bags into to Gunthers bedroom and dropped them in
front of the closet that I had come to think of as the Sissy Room. Gunther
and Tracey came in arms loaded with boxes and bags and she told them to put
them on the floor and she’d drop by later in the week to reorganize the
closet. We all went out into the living room and relaxed a bit while Tracey
rolled us all a very large joint. We all chatted for a bit and Elaine
chided Gunther for his coarseness over the use of the word “spitroast”. He
rolled his eyes and said she was uptight. She laughed at that saying “I
just spent the day outfitting your new little sissy toy and i’m uptight?
That’s so rich Gunny!” with that she got up and said “Well, that’s my cue.
I’m really tired and I’m sure you boys are eager to show little Miss Bobbi
what a spitroast is.” she paused and arched an eyebrow at Gunther “Have you
given Bobbi a safeword yet Gunny?” He looked a little sheepish and admitted
he hadn’t yet but he was going to get to it tonight. “Fine then there’s no
time like the present, is there?” She turned to me and explained that some
of the games Gunther played could get a little extreme, and if it ever got
to be too much I was to use the word Waldo and everything would stop.., no
harm no foul. I asked why “Waldo”? She replied it’s his middle name and he
hates it. With that she gave both guys a quick peck on the cheek and gave
me a big hug before kissing me gently on the lips and whispered “Don’t let
them bully you, Gunther may be the Dom in the room but
ultimately you’re the one with the power here.Remember That! Oh
and don’t forget about those boxes. maybe you can come by Wednesday after
you get out of classes. I put the address in your purse.”

She walked out and I turned to the guys, I was already feeling
pretty buzzed from the tequila and weed but Gunther must have wanted me
pretty pliable as he crushed up a vicoden and put it in Captain and Coke he
mixed up. He handed me the drink and told me to go into the bathroom and
clean myself out down there with the enema bag and said I had five minutes
to get ready. Naturally, I took ten. When I came out Gunther sternly told
me that since i had kept both of them waiting for five minutes each that I
was to receive five swats from each of them . He ordered me to go get the
paddle and a blindfold from its drawer in my sissy room along with four
scarves and four lengths of silk rope. I did so and came out to the living
room to discover that they had moved the coffee table in front of the two
couches over against the wall and that Trace was setting up the video
camera on its tripod to focus on that area. Gunther told me to take off the
skirt and blouse but Trace interrupted suggesting I should do a sexy
strip tease for them and he had the perfect song in mind for it. He walked
over to the stereo and popped a Memorex cassette tape marked “Bobbi” into
the player. He said “I was bored earlier so I made you a mix tape”. Gunther
and he sat on the couches and Gunther chuckled when the Kink’s “Lola”
started playing over the speakers. I started dancing and slowly unbuttoned
my blouse showing more cleavage and revealing my 38 D cup ersatz titties.
1983 was when “Flashdance”had come out and I used some of the moves from
that as my inspiration. By the end of the song my blouse was fully
unbuttoned and David Bowie’s “Rebel Rebel” came on I glanced over at Tracey
who shrugged his shoulders and I realized he had filled the mix tape with
songs about transvestites. Oh well it was my role so I might as well own
it! I sashayed over to Gunther and had him him unzip my pencil skirt from
behind after I had taken off the patent leather belt. I was facing away
from Gunther so as he helped me shimmy out of the tight skirt he couldn’t
help but to grope and fondle my ass and legs. I sat back on his lap and he
groped and fondled me all over as I ground my ass onto his stiff cock. I
loved it when he grabbed my boobs and roughly squeezed them. I gave him a
sexy lap dance through two more songs “Royal Orleans” by Led Zeppellin and
“Walk on the Wild Side” by Lou Reed. By the time Wild Side” was over I
could tell that Gunther was getting really worked up as there was a spot of
precum staining his khakis. At the end of the song he growled “Enough!” and
pushed me off of him and made me stand at a specific spot in front of the
couches facing toward the couches Then he had me put my hands together in
front of me and bound my wrists together with one of the satin scarves
winding it around them in a figure eight before tying it in a knot at the
center. then he took one of the lengths of rope and passed it between my
arms tying one end around the scarf binding my wrists together. The other
end he passed through an eye-hook that was drilled securely into a joist in
the ceiling It was painted white so I hadn’t noticed it before and I
wondered what other modifications to the apartment Gunther had made
to accommodate his fetish for bondage and domination. Quite a few actually,
as I would find out over the next two years that I served as his Sissy
Slut. He pulled my arms up over my head until I was just barely touching
the ground and tied the rope off with the same knot he had used the night
before.Then he blindfolded me and told Tracey to put another tape in the
video camera. He left me hanging there for awhile while he
and Tracey smoked another bowl and I’m pretty sure I heard Tracey snorting
some coke as well. I was tired and buzzed from the weed, alcohol and
vicoden and I suspect I dozed off hanging there with my feet barely
touching the floor suspended from the ceiling by my wrists, because out of
the blue I felt a sharp crack on my satin covered derriere which exploded
me out of my reverie. I groaned inwardly as I realized what song Tracey
had cued up “Bad Boys Get Spanked” by the Pretenders. A few seconds later I
felt another swat and I could tell it was Tracey because it didn’t hurt as
much as Gunthers swats. They took turns tanning my tender backside until I
had received all ten swats that I had earned with my tardiness. Once they
were done Gunther reached up and undid the knot keeping my arms raised over
my head gently lowering me to the ground. He untied the binding on my
wrists and both he and Tracey rubbed feeling back into my arms as they had
become numb in that raised position.Then they took off my blind-fold and
had me kneel on the floor and d**** myself over a padded ottoman. Gunther
peeled back four squares of carpet and revealed four recessed D-Rings
similar to the ones he had used the night before. my wrists and my ankles
were wrapped in the satin scarves before he secured them to the D-Rings.
Tracey helped and I could tell he’d done this before with Gunther as they
worked in unison binding me to a helpless doggystyle position from which I
could not move. By this point I had figured out what they meant by
spit-roast and that I would be servicing one or the other with my mouth
while the other one fucked my eager gurlpussy. Once I was bound and
helpless they took off their clothes and paused a bit to snap some pictures
of me with the polaroid. Tracey put the blindfold back on me and the guys
stopped for a moment to take a drink, a few minutes later i felt a cock
press up against my lips and I opened up my mouth to take it in. By the
size I could tell it was Gunther and I felt Tracey undoing the snaps on the
girdle which allowed him access to my ass, his fingers lubing up my back
side as Tracey prepped me for his meaty cock. A few seconds later i could
feel the head of his cock pressing against my hole and it slid in with a
little pop and he began sliding his cock in and out of me slowly at first
but increasing the tempo til he was slamming in and out of my pussy like a
jack hammer. Gunther obviously enjoyed watching Tracey fuck what he now
regarded as his little bitch, he pistoned in and out of my mouth with both
hands holding my head like a vise using my mouth as a fucktoy while he
called me a little whore and a slut saying that he and his friends were
going to make me into a little sex toy. I LOVED IT! Tracey slapped my ass
several times and fucked me for along time before he puled out of me and
ripped off his condom shooting his load all over my smooth asscheeks. This
put Gunther over the edge and he pulled out of my mouth jerking his huge
cock as he sprayed gout’s of cum all over my face and into my eager mouth.
He ordered me not to swallow untill he took a couple pictures of his
sissy slut with his cum all over my face and in my mouth. They left me
there, bound and helpless while they took a smoke break. Tracey smoking one
of his clove cigarettes and Gunther a cigar. I knew it had to this way
because I was well acquainted with the smell of Tracey’s clove cigarettes
as they were quite fashionable amongst teens back then. They hid the smell
of ganja so we could sneak a few hits when we gathered at a local bar on
teen nights. And the smell of cigar smoke is much different than regular
cigarette smoke. Besides I just couldn’t see Gunther smoking a cigarette!

They chatted a bit while they took their break with me bound and helpless,
cum dripping from my face and running down my slutty ass cheeks, pooling in
the crevasse between my cheeks and drizzling down across my anus to my
taint and along my shrunken sissy sack before it would drip onto the floor
below me drop by drop. Exposed as I was, blindfolded and vulnerable I felt
every drop. Laying there like that I started to get irritated. I wanted
them to use me again like they just had but in reverse with Gunther fucking
my pussy and Tracey fucking my throat.. I should have known at that point I
was a cock addicted Sissy bitch.and that over the next few years i would
let a great many men fuck and use me for their perverse desires but the
only thing I was thinking about right then was how I desperately needed
them to quit screwing around and start screwing me.

After an eternity they turned their attentions back to me. Gunther asked
“Have you had enough my little sissy bitch?” I dutifully replied “NO
Master, You haven’t fucked me yet and I really want to feel your big cock deep inside me!!!”
That’s the right answer slut! I’m going to enjoy r****g your little Sissy ass while I watch Tracey shove his cock down your throat. Come on Tracey let’s fuck this whore!
Soon Gunther was deep inside me and Tracey was using my mouth like it was a piece of prime pussy. Every now and then he’d pull out of my mouth and slap my face and lips with his cock
Calling me a little Sissy bitch and a whore. He made me beg for his cock. All the while Gunther was fucking me with his giant cock, slapping my ass and talking dirty. They had already blown a load earlier so this time they lasted alot longer. Occasionally they would high five each other and switch off ends. Eventually Gunther blew his load deep in my pussy while Tracey shot his load down my throat. After that they took off the blindfold and untied me. After a quick smoke break and some drinks they started in on me again, fucking me in every conceivable position and using me as a little Sissy Ragdoll Fucktoy for the next couple hours until we were all too exhausted to play any more. By the end I felt like a used dishrag. Cum all over my ass, face, and tits. My lips were puffy and raw from sucking dick all night long and my jaw was sore and tired. My ass cheeks were red and bruises were starting to show. Although I loved it while I was getting fucked my rectum was sore and tired and worn out and bleeding from the rough usage. It was only a little so I plugged my hole with one of the tampons Elaine gave me and crawled up on the couch and passed out.

The next morning I woke up, tired and sore, the smell of coffee brewing in the kitchen. Tracey was lounging on the lazyboy watching the morning news. I groaned in pain, I was seriously hungover and felt like hell. Noticing a partially burnt joint on the table I lit it up and took a deep toke. Relief flooded through me as the THC hit my system. I felt somewhat better but I knew there was no way I could get through school feeling like that so I had Tracey call my school pretending to be my father and tell them I was sick. Gunther had left early in the morning for a business trip and would be gone for the week. Tracey didn’t have to work until later and said he’d give me a ride home after I took a shower as I certainly couldn’t go home looking the way I did. He was right, showing up dressed like a sextoy covered in cum wouldn’t go over real well with my parents. After I showered and put on the boy clothes Tracey took me home where I crawled into bed and fell deep asleep.

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