Fantasy Island – After the Homecoming Loss

Oh My – yet another trip to Fantasy Island. On a previous trip I was nominated as an honorary member of the Fantasy Island Cheerleader Squad. It was not an honor for me, but a very humiliating experience. I mistakenly caused our team to loose by falling (I think I was pushed by the other Cheerleaders) onto the field causing a stoppage of play as we were going to score and as a result we lost. It was all my fault.

Now, as I got off the Ferry, Mistress smiled as she always did as the Cheer-leading Squad rushed out of the building, grabbed me and took me into the Cheerleader’s Locker Room. Today was just a practice of the Ladies Soccer Team, but they were told and remembered how I had ruined the Boys Football Game. I was told that they were looking to punish me for being such a bad Sissy Cheerleader. Girls can be so mean.

Another Fantasy Island Experience begins:

I was taken to the Cheerleaders Locker Room (It was more like a Ladies Beauty Salon) for preparation. First my toenails were polished Pink, then my Fingernails polished Pink and finally a Pink Bra (stuffed) and a Pink thong and Pink Panties. Everything was Pink and Humiliating.

Then I was dressed (Unlike the other Girl Cheerleaders that had on typical Cheering Outfits) in a very frilly, a very Pink, a very little Girl Feminine and a very humiliating Sissy Cheer-leading Outfit. I was mortified as I was led out on the Girl’s Soccer Field. They all stopped and started laughing and ridiculing me and calling me a Sissy. There were many other people watching the practice and they also took their turn in humiliating me.

It was a long and humiliating two hours of practice and the Girls made me cheer constantly as they stood around and made fun of me. Finally the practice was over and I knew the real fun would start, for them. I knew my punishment was coming.

I was crying even thinking about it as they led me back into the Cheerleader’s Room. I was bent over, my ass exposed and paddled until it was Pink. I was then handed the full bulging enema bag and stood in the middle of the Room as the Girls teased me more. Then I was bent over again and the enema nozzle was shoved in and released. I cried as it quickly filled me. It was terrible.

I was led to a corner to stand as it emptied causing me much cramping and I cried. Finally it was empty. Then they put a blindfold on me. I was really scared now as I would no longer know what they were doing. All I could hear was their giggling.

Then, blindfolded, I was led into another room. From the sounds I knew it was the Girl’s Soccer Team Room and the laughter was immediate. I was led to the showers, placed in the corner of the shower and told to stand very still or I would be punished severely. I was to stand there for an hour. The laughter and teasing was bad, but the enema in me was even worst as the cramps were unbearable. I knew I could never do this for an hour. After about 30 minutes it started to leak and dribble down my leg. The laughter was very humiliating as they giggled each time I leaked, but I could not stop the leaking. Finally the hour was up, but my panties were drenched. They pulled them down and I left them on the floor of the shower.

A lesson I learned early in my Sissy Punishments was that whenever you thought things could not get any worst, they most certainly did.

I was then led (still blindfolded) and pantyless out of the shower and back into the Locker Room. I was told that in front of all the Girls I was to practice my oral technique. I was mortified. I was then forced to practice first on the Dildo and then on the Vagina. The Girls shouted – “Suck that Dildo” and then “Lick that Vagina”. I was so embarrassed and humiliated as the Girls giggled, laughed and shouted at me.

I collapsed crying on the bench when they finally relented and said I was done. Laughing, they all left the Locker Room and I was finally alone. Sobbing, I quickly undressed and left my humiliating Sissy Cheerleaders outfit on the floor in a heap (not caring if I would be punished for careless treatment of my feminine things) and left Fantasy Island.

I am so glad that I have finally completed all my Trips to this magical, but horrible, terrible, humiliating place and hope never to return.


Got Something To Say:

Your email address will not be published.


Assignment # 5 Grading for sissy billy’s Assignment # 5 – Fantasy Island Cheerleader – Aftermath (Refer to Assignment # 1 for Grading Procedure)

• Would have liked to see a picture documentation of you in corner of shower leaking your punishment Enema – Minus 1 point.
• Failure to turn in assignment on Time – Minus 1 point.

Final Grade is C = ( 2.0 )

Your average is still a D + ( 1.6).

Your Assistant Instructress (Summer School), Mistress Rosemarie

Sounds like You need another “DO_OVER”

Please do not take this as being rude, but it would be nice if you kept your comments like this to yourself. Mistress Katzenburg and Mistress Rosemarie do not need any urging.

Copyright © 2022. Powered by WordPress & Romangie Theme.