from earlier
https://motherless.com/g/sissy_captions

https://motherless.com/gf/sissy_captions/141348/how+I+was+trainedSissy
Captions Forum How I Was Trained

rangerfordson
Group Member • Mar 19th 2014
I responded to his Craigslist ad awhile ago. As I recall, it was
something like, "Grandpa type seeking to turn you into my girl" or
something close.

I responded and received a quick reply back from "John" a 65 yo WM,
retired who claims to have turned 4 men into sissy girls. John was quick
to point out this was a process, it took time and effort on both our
parts to "break my male ego" and get me to be his girl.

Our email exchanges were casual to start. Sharing each other's
backgrounds, interests etc. In time, their nature changed and they were
aimed at transforming me into a sissy girl. He gave me a female name,
"Claire", and gave me assignments. He made sure I understood that this
was not some CD, crossdressing training, but transforming into a woman,
specifically, HIS woman.

In the beginning the assignments were to look at on line retailers and
pick our items to complete an outfit. He would critique the dress I
selected, or the shoes, or the necklace. But I found I got better as we
played this game more. I was instructed to end my emails to him with
"xoxo, Claire" which was awkward at first, but it was what he wanted.

John instructed me to obtain some lingerie. He said I could buy it in
person or on line, he didn't care as long as I was able to get several
pairs of panties, a bra and stockings, to start. John let me know that
there were going to be more things in the future, but this would help
get me in the right mind set.

I was far too nervous to buy these things in person, so opted for on
line. John wanted a full report of what I bought and when they arrived.
John instructed me very clearly to NOT try anything on until were IM'ing
each other. It felt a bit odd, but very exciting at the same time, being
told what pair of panties to put on, or to put on the stockings as he
encouraged me, "Go ahead Claire, be a good girl and put on the
white/pink string bikini panties on for me" he would say. I was
unbelievably excited.

Once dressed, I was overwhelmed with sensations and super excited, but
nervous too. John then asked me, "Claire, do you want your training to
become a girl to continue?" Being in the excited state that I was, I
emphatically said, "Yes!". "Good girl Claire, then you must do as I say,
no exceptions, agreed?" Once, again, I agreed quickly. "you must not
play with yourself until I say you can and I want you to meet me at
Starbucks tomorrow with the lingerie you have on under your clothes, do
you understand?" I was disappointed about not playing with myself, but I
agreed quickly.

As I drove to the Starbucks the next day, I quickly became very nervous.
OMG, I was going to meet him and I have on a bra, stockings and string
bikini panties underneath my jeans and sweatshirt. I was getting seconds
thoughts. As I debated the dilemma, I realized I was in front of the
Starbucks. I recognized John from his description waiting for me in
front of Starbucks. He had a table and 2 drinks already. He was the only
in front of the store.

As I approached, I was shaking. He helped calm me down by smiling and
saying hello. As we sat, he handed me a drink. "Don't worry" he said,
"its a girly drink, one of those mocha things" he said quietly as he
handed it to me. "Are you properly attired" he asked with a smile. I
managed a quiet "yes" as he smiled approvingly.

As we sat there, he showed me other lingerie on his phone that he
thought would look good on me. I was still shaking, sitting there in my
bra and panties talking to John. Sensing my nervousness, he leaned in
and said, "Its ok sweetie, you're a girl to me and its what we both
want, its our secret" he said with a wink.

We were only there for a moment, when he said he had to get going. As we
walked to our cars, he asked me if I saw anyone around. "Just those
people over there" I said. "Good" he said and grabbed my butt. We were
between two cars, so we were out of view, but I was nervous and started
to turn around. He quickly held me in to place and whispered in my ear
as he continued to fondle me, "This is what girls like, if you want to
be a girl, stand still" he said. Part of me wanted to run, but I stood
still. "Good girl, Claire" he said as he felt me up and quickly reached
over my waistband to feel my panties. Very quickly, I felt his hands on
my hips, pull me into his crotch. Through his pants, I could feel his
hard cock grinding into me. I was terrified, but turned on at the same
time. Panicked, I looked around to make sure no one saw us!

Over the next couple of weeks, there were more training requirements, I
could only sit to pee, I had to buy more lingerie, as well as Cosmo/Elle
to get up to date on fashion trends. I was instructed to shave my legs
as well as "douche" myself, twice a day. He already renamed parts to a
clit and vagina. I was given mental exercises he called, BAD, Behavioral
Attitude Drills. Each day I was to look into the mirror and repeat the
phrases he gave me. Initially, they were, "I am a girl" "I am a sissy"
"I am Claire and I am a girl" "I am a sissy faggot" but they gave way to
"I like boys" "I like men" "I like cock" "I am a sissy fag that likes
cock". After each exercise I was to send him a report of how I felt.

Each day, he would ask, Do you feel more feminine today, than you did
yesterday? Surprisingly, I did as I would detail my emerging feminine
feelings in emails to him. With each email, John would encourage me,
compliment my progress and keep motivated to become more and more feminine.

One Day, he advised me that he wanted me to enter the next phase of my
training. "Tomorrow at noon, I am going to send you an email with
pictures in it. I want you to pleasure yourself to those pictures while
you are in your lingerie, but you must have a 'cock' shaped item in your
pussy such as a vibrator and you must pleasure your clit with one
finger, no grabbing it like you would if you were a man. I also want you
to put some vanilla scent under your nose as you do" he said in the
email. He continued, "as you cum, pay particular attention to how your
pussy grips the dildo and to the pictures you are viewing" he said in
the email.

As I lay in bed in my lingerie, I eagerly waited for his email. The
vibrator was in place and I was excited. The scent of vanilla filled my
nostrils. Exactly at noon, the email arrived. I eagerly opened the email
to find multiple pictures of naked men and close up pictures of cocks. I
looked for pictures of couples fucking, or of women, but none were to be
found. As instructed, I began to play with myself with one finger on my
clit, but I was having a hard time. I began to alternate looking at the
bra and panties I was wearing and going back to the photos of the men
and began to find it a little easier. After a long time, I found myself
cumming and noted which photo I was looking at and the feeling of my
"pussy" gripping the vibrator.

I sent him an email immediately afterwards detailing my experiences
which seemed to please John a great deal. "Good girl Claire, same time
next week, be ready darling, you're on your way to becoming a sissy" he
wrote back.

The second week was the same, photos of men and cocks, and a little
easier to cum but still some work.

The third week John introduced two photos into the mix that introduced
cum into the mix of photos.

The fourth week, still the same day at noon, there were more pictures of
men, cocks and cum.

My mental exercises continued, I continued reading Cosmo and our
dialogue each day was focused on making me submissive and feminine. I
knew I wanted to see john again. So I asked. He agreed, sent me
directions and told me to be at his place a noon. A very nervous week
went by before our date.

As I arrived at his door, girls clothes on underneath, I was so nervous.
He warmly greeted me at the door and handed me flowers, the gesture was
sweet, along with a small bag. "Go put these on" he said and motioned
towards the bathroom. Inside were a single pair of very cute new
panties, lacey. I removed the tag, took off the panties I was wearing
and put those instead. I put my clothes back on and rejoined John. "I
bet you look cute in those panties" john said as he handed me a drink. I
noticed his was a martini while mine was sweet and had a lot of fruit in
it, with an umbrella.....a chick drink I thought to myself:)

We chatted for a bit. He gave me a quick tour and as he did, he stole a
few gropes of my panty clad behind, which I longed for now. I noticed he
had a few vanilla scented candles about the room that helped set the
mood and provided that familiar vanilla scent. A second drink appeared
and I noticed myself getting a little light headed. "Here, I think you
probably need to go douche yourself" john said as he handed me a small
bottle.

On 12/19/22 10:31, a425couple wrote:

On 12/19/22 10:31, a425couple wrote:
> from earlier
> https://motherless.com/g/sissy_captions
>
>
>
https://motherless.com/gf/sissy_captions/141348/how+I+was+trainedSissy
Captions Forum How I Was Trained
>
> rangerfordson
> Group Member • Mar 19th 2014
> I responded to his Craigslist ad awhile ago. As I recall, it was
something like, "Grandpa type seeking to turn you into my girl" or
something close.
>
> I responded and received a quick reply back from "John" a 65 yo WM,
retired who claims to have turned 4 men into sissy girls. John was quick
to point out this was a process, it took time and effort on both our
parts to "break my male ego" and get me to be his girl.
>
> Our email exchanges were casual to start.

other sissy caption citations

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(fill-in for the prom, really likes it)

https://motherless.com/g/sissy_captions/8D9CCD2

https://motherless.com/g/sissy_captions/9CB9FDC
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(condemned man)

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https://motherless.com/g/sissy_captions/FCD82B6
started as a prank--

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favor

https://motherless.com/g/sissy_captions/9865458
dildo's spell in the shower

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favor to sister

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both get a treat

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a shout out to Democratic policies

https://motherless.com/g/sissy_captions/7B03BA4
lost the football bet

https://motherless.com/g/sissy_captions/7D5EBA3
Misty cosplay with Ash

https://motherless.com/g/sissy_captions/5B8A01D
came out and first date

so I finished this pass thru
https://motherless.com/gi/sissy_captions?page=5

-----------------
if pantyman1957 fails
can always try
https://www.tumblr.com/silkpanties11/178809702572/pantyman1957-cartel63-sexywetcock