First Public Crossdressing ♕

Josh crossdressed in secret for his whole life

He’s in his 50s now and married for many years. No one knows his secret, not even his wife. So, obviously, his first public crossdress experience was a big deal. To his wife, the garage is the “man cave”, but to him, it’s his private girly safe place. Thankfully, his wife stays away. Over the years, he’s continued to collect more things to make him really feel like his female alter ego, Lisa. Now he stocked a room full of clothes, lingerie, jewelry, makeup, and his favorite black wig.

Surprisingly, he’s never even sucked dick before his first public crossdress experience! I got to say, I’m very proud of him for finally letting Lisa have some fun. He planned a weekend getaway, but he had no idea that he would unleash his inner cock obsessed sissy. As far as the wife knew, he was going to do some work. However, this Vegas trip was all for pleasure.

He packed for his first public crossdress

Since he was doing this for so long, his female personality was perfect. She loves to wear her red wig, silky nightgowns, nail polish, bracelets and anklets, eye shadow, eye lines, fake lashes, sexy bras and panties, and of course, a padded bra to tie it all together. He left the house in his regular man clothes. Uncomfortable button-down shirt and khakis. Of course, he wore his cute panties underneath.

Unpacked in the casino hotel room

Finally, Lisa was ready to play. He put the contents of the suitcase away in the closet and drawers. The perfect outfit for the first public crossdress was laid out on the bed. Finally, it was time for the sensual ritual. The evolution from Josh to Lisa. Underneath, a purple padded bra, purple lace panties, and matching purple stockings. Over that, he wore a cute, tight silver dress and 2-inch heels. Full face of makeup, all nails painted, and her wig. She felt beautiful.

Lisa checked herself out in the mirror and was filled with excitement, confidence, and determination. She cleaned up the room, grabbed cash, and went to the elevator. Several people passed by some even checked Lisa out. When she got to the casino floor, she looked around at everyone enjoying themselves. such a powerful moment to stand in a room full of strangers for her first public crossdress. Now it was time to figure out what to play, how much to gamble and see if there are any cute single boys around.

At the poker table, Lisa caught eyes with a sexy college-aged boy who was all alone

Happily, she sat next to him. It was clear he was a bit drunk. He slurred his words. They exchanged flirty eyes as they continued to gamble together. She couldn’t help but wonder if this guy knew that there was a dick in her panties. Lisa truly passed as a woman. After a few rounds of poker, the guy started to rub Lisa’s thighs. Before they knew it, their hands were all over each other.

Soon enough, they got to Lisa’s room. They went into the room and started making out. Both their dicks were hard, although the dude didn’t notice Lisa’s. This first public crossdress turned into the first dick in her mouth. She happily gave him a blowjob. The cock grew in her mouth and finally, she tasted cum.

I love making my sissies happy 😉 I’ll make sure you get fucked really well! Let’s play!

xoxo