The next six weeks passed by as the last week. On each
monday I got a message from my master asking when I was available and
after telling him and beeing dressed and ready on that dates and
times I was visited by other guys from time to time.
All in all it were about three guys, the one who kissed
me, the one from first weeks friday and one guy I knew from the
theater, who visited me about one time per week. Sometimes there were
two of them coming the same day, but not at the same time.
There were also seven other guys who came to visit and
use me, but they just came for one visit and not again after it.
As I was only dressed and therefore only wearing my
clitty-cage on the times I needed to be available, I was free to
masturbate like a man at the evenings before going to bed and I
really masturbated every night before sleeping.
On the weekends I was at my masters home and/or at the
The sunday, after the six weeks had passed by, marked
another milestone in my progress of becoming a sissy.
I was at my masters and we were talking about the cage.
He told me, that he would like me to leave it on for one week, even
if I was not dressed. That meant I would be wearing it 24/7 and he
would unlock it on the following weekend to give me an opportunity to
wash and shave my clitty.
I agreed as I was curious how it would be feeling to not
be able to masturbate and beeing horny all week.
The next week was the same than the weeks before. When I
had spare time I was dressed and ready and got visitors which used me
from time to time. The difference was that I was wearing that cage
and was not able to take it off. It was frustrating when I was horny
and not able to masturbate in the evenings.
This lead to me beeing horny all week. It was hard to
fall asleep and hard to concentrate on my work, because I was horny
all the time.
When I got home I quickly got dressed and started
watching porn. I alternated between BDSM and sissy-related porn. With
each day the amount of BDSM porn decreased and the sissy-related
porn, like ‘hypnosis’ or ‘training’ files increased. I was totally
turned on by most of the clips I found.
While watching these clips I started playing with
myself, using dildos to suck and to fuck me with them.
On friday evening I went to the theater again and met my
master. After we had done our 'ritual’ of packing my manly stuff in a
locker and putting the key for the locker in the kitchen safe, which
would open at sunday midnight. We drove to his home and spoke about
the last week and I told him, that I was really horny all the time
and was frustrated not beeing able to masturbate/cum.
He told me, that this is what he intended. He wanted me
to become that horny, to give me more the feeling of beeing
controlled and inferior to other guys.
The friday evening, the whole saturday and sunday passed
by as we all know by now. We talked about the last week, the
visitors, the cage, the sissy-related porn I was watching, me beeing
horny all the time and of course we fucked.
As we got my stuff back from the locker in the theater
at sunday midnight he took the cage off my clitty and told me to get
home, take a shower, shave and put the cage back on right after it.
He gave me the kitchen safe and told me to put the key in it and set
the release time to friday ten o'clock.
He also asked me not to masturbate, while the cage was
off now. I promised him I would not touch myself, even though I was
totally horny and only thought of masturbating/cumming.
At home I went to bed and decided to shower and shave
the next morning, as it was already 1am as I arrived. On the next
morning I showered, shaved my clitty and put the cage back on. Of
course I put the key in the kitchen safe and set the time on the date
and time my master had demanded.
We did this kind of weekly routine for like one month
until we/I made a step further. I was at his home on the weekends and
available in my spare time for visitors to use me. I loved it by now.
The cage was on every day and I got used to beeing horny all the
When I was dressed and ready at home and no one stopped
by I was watching sissy clips and played with dildos.
From time to time I went “shopping” online and
bought new stuff. A new skirt, new stockings, new clamps, new dildos,
new tops (f.e. a body composed in a mix of wetlook and net-cloth
which had holes in it where normally the tits would be), new mask
(same as before, only not dirty from dried cum) and a coat (a black
coat which was long and able to cover the most of my body from
shoulders to ankles).
I bought all this stuff in the month I was wearing the
cage all day.
After the end of the month we were meeting up again and
like always we talked a lot about everything which had happened until
As we got to the point of me beeing horny he ordered me
to get on his couch on all fours.
After assuming the position he began to slide a vibrator
in my ass but he was not fucking me with it regularly. He angled it
downwards towards my prostate and only pushed and pulled it slowly in
It was an incredible feeling. The vibrator was very
strong and I did not cum for like a month.
As some of you will remeber I had an orgasm due to
stimulating of my prostate before. Back then it were only two weeks
of not cumming and it was only a vibrating plug which helped me to
get over the edge and orgasm from riding it. (For everyone who does
not now about it, maybe read part 4)
My master had a nice rhythm in his movement and I really
liked it. I felt a prickle in my stomach to build up and I remebered
the one time I had that feeling already. So I was eager to get over
the edge and began to move my hips fitting to his movements to allow
the vibrator get slightly deeper, which felt incredibly good.
“Are you cumming?”, he asked and I answered
him, that I am not but I that I know the feeling and hope to cum in
the next minutes.
“When you think you cum you ask for permission
first slut!”, he informed me and I confirmed this order by a
A few minutes later, the prickling in my stomach was
already really strong and intense, I felt how a pressure build up in
me and I quickly asked if I may cum now.
He quickly pulled the vibrator out of my ass and spanked
my ass with his other hand.
“No, you may not cum right now. Maybe I will let
you cum later.”, he told me and proceded to spank me.
I was that horny that I willingly held my ass towards
him, to let him be able to spank me as best as he could.
While he was spanking me I begged him to make me cum.
After he was done with my ass he told me to get of the
couch and to kneel in front of it.
He then gave me a dildo with a suction cup on it and
demanded to put it on the floor and ordered me to ride it.
He told me, that I am allowed to cum if I can make it
from riding that dildo.
So I started to ride it in different positions and
angles and tried it to hit my prostate to make cum.
I was not able to cum from riding it. It did not felt as
good as the vibrator and it hit my prostate not in the right way.
After fifteen minutes my master told me to stand up and
lay on the couch. This time I layed on my back, spread my legs and
held my upper legs with my hands. Again my master used the vibrator
on me, the same way as before and again he stopped right before I was
about to cum.
After that he wanted me to put the dildo against the
door of his living room, so that I would be able to fuck it while
He allowed me again to cum if I was able to do it. I
wasn’t. Again after fifteen minutes he ordered me to stop. Now I had
to suck his dick until he came.
After that I had to stand in front of him and bend over
as much as I could. He started to tease me with the vibrator again
and stopped before I came.
He then stood up and told me to get comfortable on the
couch and fuck me with the dildo as I like. Meanwhile he started
sissy-related porn on his laptop and transferred the clip via cable
to his TV.
He then sat down on a kitchen chair and watched me
fucking myself while I watching sissy-hypnosis and -training clips.
I tried several positions (lying on my back, on the
side, doggy style, one foot on the ground and the other on up in the
air) and at the end slipped from the couch, leaned my back against
the seat and rode the dildo on the floor.
I felt a little bit of a prickle while riding it like
this and started to moan. My master recognized, that I might be able
to cum now. He stood up and stood in front of me. He opened his pants
and took out his cock, starting to masturbate it.
I looked at him and his cock and thought about getting
fucked, sucking cock, beeing groped, slapped, cummed on,…and
finally after all that fucking with vibrator and dildo I was able to
cum from stimulating my prostate.
It was insane, awesome and after I was done I knew I
would be giving a lot to feel that again.
My master smiled and made me suck his cock again. He
came after a few minutes in my mouth and made me swallow his spunk.
The rest of the weekend, until sunday midnight, we
talked a lot about the sissy-cage, prostate-orgasms (which he called
sissygasms) and how we will move on in our kind of “relationship”
and of course we fucked from time to time.
We agreed on several things:
- I would be wearing the cage 24/7 further on with using
the kitchen safe to have the key locked away for the week.
- I would be available for visitors monday, tuesday and
thursday from 3pm to 10pm, wednesday would be my 'day off’ to get
things done like buying groceries, household,…
- I would be coming to the theater on fridays as soon as
I could and stay until sunday midnight with my master
- I would practice my sissygasms only with dildos and not
with vibrators. Vibrators would only be used by my master to tease
- I would only have a sissygasm if I asked for permission
first (I had to ask before starting practicing with the dildos) and
the request was confirmed. If I did not asked beforehand I still had
to practice, but would not be allowed to cum if I was able to.
- I would at least watch sissy-related porn two hours a
day (even on my day-off wednesday).
- I would at least have my toenails painted everyday and
would paint my fingernails at least friday after work for the
- I would shave my body at least on friday before leaving
home for my master, on monday and wednesday.
- He would save about 50 to 100 Euro per month to invest
in me (clothing, toys, maybe a fucking machine,…) and I would be
saving up to 50 Euro to take a share in it.
- We both would be looking for an opportunity of going on
vacation together (f.e. a cottage with a big parcel of land, so that
we could be having vacation as Master and Slave).
- We both would be going out on saturday-evenings
(visiting parking lots or just going for a 'walk’ somewhere).