The Prom Sissy Princess (Short)

 

I was so excited about the opportunity to go dressed to the prom in the cutest frilliest feminine dresses, and to be escorted by a hunky, strong athletic senior boy. I pleaded with my mother that she support me in this, and help in the preparation for the big day. At first she was a bit reluctant, but, when she realized how important the whole event was for me, she embraced the idea, and we planned my outfit and all the other preparations for the special day together.

The preparations for my first Prom started a few months before the event. It allowed us to look at a lot of different dress styles and designs together, and we had regular 'dress rehearsals' to try out a number of outfits, and different combinations.

In addition to the prom dress, my mother suggested that I take a suitcase of clothing for my overnight stay, and an outfit for the following day, which would be more demure than the prom outfit.

It was so exciting to try on sexy lingerie, including pretty white lacy bra and panties and petticoats, and white stockings. I was just thrilled at the image that reflected in the mirror.

For my prom outfit, I had chosen pink of course.

The dress had a bodice top and thin shoulder straps, and a lovely pink net petticoat, that was quite short and which showed off my firm shapely legs, a feature of which I was particularly proud.

My mother felt the dress was too short and revealing, but she did realise how good it looked on me, and, after quite a bit of persuasion, she relented and allowed me to choose my preferred style for the Prom.

I had a sweet hair piece of matching pink ribbons in my hair, which emphasised my submissive sissy look.

Mother was so supportive, and gave me such good advice on how to look my best in the beautiful prom outfit, which fitted me perfectly.

I think she was really proud of her sissy son and how sexy, glamorous and girlie I looked for this big public event.

She styled my hair, manicured my nails and advised on my make up. Mother also chose accessories like the necklace, my gorgeous pantyhose and high heel shoes, and the pink bow hairpiece.

When I started out planning to go as a sissy crossdresser to the College Prom, I had no idea how much effort would go into my preparation for the big day.

But I was very determined to make this a memorable and special occasion. In addition to planning my outfit, I had to put a lot of work into keeping slim and fit, and moisturizing my skin, and keeping my legs soft and supple.

The other important issue, that needed a lot of work, was looking for, and choosing a potential partner to escort me to the prom.

He had to be tall, athletic, muscular and the hunkiest of Seniors, but also sensitive to the needs of a sissy crossdresser and not embarrassed to be accompanying me to the event, where we would be on very public display.

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All the sissy boys wanted to pose with their escorts at the official photo booth at the Prom.

Doesn't  Pat look fabulous in his pretty prom outfit? He was a bit nervous and unsure at the beginning of the evening, but soon embraced a wonderful special event where he could truly become a sissy princess accompanied by his handsome escort.

He loved the attention from Kevin, who had invited him to the prom, and towards the end of the evening, gave him a hug and a lingering kiss when they had a picture in the Photo Booth.

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All inhibitions were cast aside as the special evening unfolded.

Every sissy boy had been escorted to the Prom by a Senior, and most of the escorts had been attentive partners, and aware how brave and bold their sissy boys had been in being fully cross-dressed for the Prom.

The sissy boys wanted to make the very most of a special and unique evening and wanted to hold, hug and passionately kiss their escorts as a special thank you for the invitation to the event.

The boys that had been going out with their escorts for some time before the prom, asked permission from their mothers to be allowed to stay out overnight with their boyfriends.

In most cases the mothers of the sissy boys relented. Permission was given on the clear understanding that the Seniors were held fully responsible for protecting the sissies from the attention of other males at the Prom, and that the overnight accommodation would be in reputable hotels.

The mothers also insisted that the expensive and feminine prom dresses would be carefully hung up at the end of the evening, and care taken with the stockings, tights and pretty lace lingerie that the boys were wearing. 

A change of clothing would be taken to the hotel, to be worn the following morning, so that the prom outfits would not suffer wear and tear.

The beautiful prom dress had been hung up on its hanger, and now I stood in front of the large mirror in the hotel bedroom in my gorgeous white lacy bra and panties and white pantyhose.

It was an exciting and arousing experience to be in my sexy lingerie, looking into the mirror and seeing a convincing and attractive image staring back at me. 

As my escort looked on, it all felt so natural and normal. I felt totally transformed to a demure sissy princess that was preparing for a night of passion with my gorgeous male admirer.

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My lovely handsome Senior escorted me back home after the prom and for a time we just stood together holding hands and talking about how special the evening had been.

Ryan took the initiative and pulled me close to him and I melted in his arms. It was a wonderful moment as I reached up and kissed him, and my body tingled with a mixture of excitement and apprehension. We spent some time just locked together in a wonderful romantic embrace. 

Source: Fredstar

(Note: the first and last caption are from separate photo captions, I thought they would tie together this set. follow Fredstar on Deviant Art for more photo caption)