The Sissy and the Spankmistress part two

The sad little sissy was no longer sad, rather, his poor little silly head was in a whirl. The fabulously glamorous Mistresses in their sexy dresses and stilettos, out for dinner and a drink on one of their amazing yearly vacations, had heard his sad little plea. They had taken pity when he knelt at their incredibly erotic feet and begged them to teach him how to be more girlie, how to be the sort of sissy that real men would want. Or, at least, they were amused by him and had decided to take him home to play with. When he saw the giggling flirty little sissy that they had brought with them, and set loose to go “get yourself fucked properly now. Suck a lot of cock and report back to Mistress Elizabeth in the morning. Not too early. “, he knew he was in the best of manicured hands.

That night, they didn’t do much with him, they had already made plans, so his only orders back at their mansion was to take a hot bath in one of the spare bedrooms, a bubble bath, and to shave off all the hair below his neck.  One of them had kindly, if tipsily, left him a short little frilly baby doll and matching pink ruffled panties to sleep in. It was adorable and not in the least bit manly. Just putting it over his newly shaven skin gave him a thrill! He was on his way!

The next day the Mistresses really got to work on him. He learned to walk in high heels with Ms Ally’s little dog snapping at his feet, forcing him to really balance his way over the hardwood floors, while a room full of ladies watched them and laughed whenever the dog tripped him. Ms Corrine had him paint his fingernails and toenails, over and over again, making him redo it whenever he smudged or overran the nails. Ms Elizabeth got out her entire store of wicked dildos and the whole house had him sucking on command, bending over and squatting on increasingly bigger latex cocks until he begged for mercy. Those pitiful pleas for mercy, of course, just brought on more laughter and scorn from all the Mistresses who weren’t busy doing something more interesting than fussing with one pathetic little sissy wanna be.  And whenever he got rebellious or hesitated to do what he was told, Spankmistress Tara took down the pretty pink panties that Ms Heather had dressed him in and spanked that bare ass until the sad little sissy cried and promised to be obediant.

As the Mistresses were busy having fun, it took them a good month to train the former little sad sissy to their satisfaction. But, the night came when they were finished and decided that it was his time to graduate. So, they gathered in the main hall of their mansion one night, all of them dressed in their own incredibly beautiful dresses and sexy shoes, and applauded at the vision drifting down the stairs. Long platinum blonde hair swept past bare shoulders touched with glitter lotion. Moist pink lips formed a cocksucker pout on a lovely feminine face, a tight strapless dress outlined a delicious little girlie figure, the short skirt showed off long stockinged legs, lacy tops sometimes flashing, as the little sissy moved gracefully on her strappy high heels.  An ankle bracelet glittered on one leg, big gold hoops gleamed in her ears. She was ready.  And, later that evening, as the newly happy sissy moved onto the dance floor and later into the back room to suck the first real man’s cock of her lifetime, the Mistresses congratulated each other on a job well done. And then, of course, it was time for cocktails!!

the end

Hugs,

Miss Tara