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Phone Sex Sissy Spotting on Vacation

Sissy Spotting on Vacation

1-866-239-2972

1-844-332-2639 ext. 222

One of the benefits of being a PSO is that it has taught me to recognize the signs of a sissy boy with great accuracy. There are just little signs that you come to notice that most people would over look. For instance when a man is paying more attention to my bikini than my body that is usually a good sign he could be a sissy. There is also this little look of jealousy maybe, perhaps envy when they see a man flirting with a woman. A certain longing look that to the untrained eye one might mistake for being jealous of that girls attention to that man.

It was just such a look I saw on the face of the man sitting next to me at the pool. There was a beautiful teen girl at the other end flirting with a college age boy. I couldn’t help myself, I leaned over to this obvious sissy boy and said “you wish that were you don’t you?” He startled being pulled from his intense watching of the scene at the other end of the pool, “Oh no, I’m much too old for her” he said with a smile.

I laughed. “No, that’s not what I meant, you wish you were her.”

“What?” He laughed, but at the same time he looked down and shifted in his chair. “Why would I want to be her?”

“You want to look that good in that kind of bikini, you want to have a sexy young boy like that flirting with you, maybe.” I said with a knowing smile.

“I could never look like that.” He pulled his towel over his lap.

“Oh you never know… A little make up, a long pretty wig, some breast enhancers, some hair removal and you could find yourself very close, you have such a lovely body for it I think.”

“Do you really?” he smiled at me and I could see the traces of old eyeliner under his eyes, the faint stain of lipstick on his lips.

“I think you could be beautiful.” I stood up and held out my hand. “Come on let’s do a little shopping and I’ll show you.

Ever the eager, sissy whore he daintily laid his hand in mine and I helped him to stand up. A few hours of shopping and we had found all that we needed. A few hours more and he was smooth and soft all over, tanned and padded in all the right places. A long dark wig and a little duct tape had him looking like quite the little sex kitten. He slipped his feet into the high-heeled sandals and did a turn around the room and even I was surprised by how gorgeous he looked.

“Now for the final test” I said with a smile.”Let’s go back to the pool and see what attention you can stir up.”

As luck would have it, that same college age boy was there with his friends. When we walked into the pool area they did what boys that age do and started acting up. Showing off, getting loud, until after a little bout of intense whispering one of them came over with two beers and offered them to us, inviting us to join their party. My sissy friend was in heaven. She eagerly accepted and took tiny sips of her beer giggling at the antics of the boys.

It wasn’t too much longer until I saw her sneaking off to the changing room with one of them. I have to say it was a very satisfying moment to know that I was not only right, but that at that moment my darling sissy was fulfilling her dream of having a sexy young man filling her mouth with his hard cock.

Sadie

1-866-239-2972

1-844-332-2639 ext. 222

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