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*
Tiffany takes Walter to a very exclusively private, secret celebrity, swinging hideout where only the rich and famous play all night and have sex with other celebrities.
Saturday night and with Bill, Tiffany's husband, getting to know Linda, Walter's wife much better sexually, Walter and Tiffany were out for an evening on the town. Not knowing where she was taking him, but promising him a good time, she wouldn't tell him where they were going and what they were doing. Their destination was a secret, sexual surprise.
Tiffany parked her car in a private lot and retrieved a ticket from the machine to claim her car later.
"Let me pay for the parking," said Walter reaching for the ticket.
"The parking is free, as long as I have my parking ticket validated with the bartender," said Tiffany. "If you're not too star stuck to remember, remind me to have my parking ticket validated when leaving," she said with a smile while looking over at him.
She was so beautiful when she smiled. Star struck? He figured that she meant in the way he continuingly stared at her while pinching himself that he wasn't dreaming. He figured that she was referring to the way he looked at her with stars in his eyes. With him going from masturbating himself while watching her clean her kitchen in her sexy nightgowns to having sex with her, he can't believe lucky he is to be with her. With him being a top tier man, at least a level five pussy licker, if only he knew it was the other way around. If anyone considered themselves lucky, Tiffany was the one who considered herself lucky.
They parked the car, got out, and took the elevator down to the street level. Once outside, not knowing where he was, Walter didn't recognize anything familiar. Not paying attention to the road signs, he was paying more attention to Tiffany's short skirt riding up her shapely thighs as she drove. Wondering if she was wearing panties, he was thinking more about eating her again. He loved licking her pussy as much as he loved her sucking his cock.
"Where are we?"
"You needn't know where we are," she said teasing him.
"Where is this place?"
Tiffany nodded her head in the direction of the club.
"Just across the street," said Tiffany.
Walter fussed with his wig, straightened his dress, and checked feeling them with his hands to see if he was still wearing both clip-on earrings. He opened his purse and pulled out his compact for one last check of his lipstick.
"I'm so nervous," said Walter. "How do I look? Do I look stupid? Tell me the truth and be honest, do I look as ridiculous as I feel I do?"
She looked over at him and checked him up and down before complimenting him.
"You look very pretty," said Tiffany giving him a satisfied smile. "Don't worry. Everything will be fine."
Feeling better about himself dressed as a woman after Tiffany's assurances, he smiled his confidence at her.
"Thank you," he said. "So where are we going?"
She looked at him closed lipped while smiling her secret.
"I told you. It's a surprise," she said. "If I tell you where we're going now, it won't be much of a surprise."
His first time out in public dressed as a woman, all that he could think of is other people's perceptions of him.
"Do you think people will believe that I'm a woman?"
She looked at him and laughed.
"No," she said. "Even though I did what I could with your wig and makeup, you look too much like a man."
Able to fool himself into thinking that he looked pretty enough to leave his house dressed as a woman, Tiffany telling him that he looked more like a man than he did a woman was a baseball bat of a reality check to the back of his head. Now he felt foolish. Now he felt insane that he could fool anyone other than himself into thinking that he looked anything like a woman.
"Oh," he said suddenly hurt.
At the very least, he was hoping his womanly appearance was more befitting of Aerosmith's lyrics, Dude Looks Like a Lady.
"Walter, Honey, it's not so much the way you look but the way you act," she said backtracking her negative comment.
The first time she called him honey, he liked having her calling him that endearment. He never heard her call her husband Honey. She always called Bill Babe or Baby. Perhaps in the way that Babe and Baby was reserved for Bill, Honey was reserved for him.
"Oh," he said still tingling from her calling him Honey.
He imagined calling her Sweetheart and Darling, maybe even Baby Doll, when the time was right.
"You walk like a man and you talk like a man. With that girdle you're wearing that raises and sculpts your ass, and your sexy legs, you look more like a woman from behind," she said patting his ass and laughing.
As if he was a 4-year-old about to have a temper tantrum, he stopped walking.
"Then, I don't want to go if I'm only going to embarrass myself in front of a lot of people. I don't want people laughing at me. They'll be lots of people there right? I'm vulnerable right now. This is my first time in public dressed as a woman."
Tiffany smiled her encouragement.
"Yes, they'll be lots of people there but, trust me, you won't embarrass yourself. Having already arranged in advance with the host for you to have a good time, I promise you that you won't feel uncomfortable once you're inside," she said taking his arm. "With them all having the air of celebrity, these are your regular, everyday people who just happen to be rich and famous. These people embrace everyone who's rich and famous and even though you're not rich, after tonight, you'll be famous," said Tiffany.
Walter wondered why he'd be famous after tonight. Celebrities? He was going to meet celebrities? Maybe she was taking him to a fund raiser. Maybe the fund raiser was for retired cross dressers. Maybe they were expecting him to make a charitable contribution. He wish he had taken more cash with him.
He wondered who these rich and famous people were. He wondered where Tiffany met rich and famous people. Maybe she met rich and famous people when she worked as a stripper stripping off her clothes. Without compare, she is the most beautiful stripper he's ever met. Actually, she's the only stripper he's ever met but he's seen plenty.