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.
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.
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.
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
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I loved how I was able to talk to Dawn about my Aunt and how she makes me super horny as I masturbate. Dawn listened to my stories without judging me and enjoyed how much my Aunt turns me on was a great feeling at the tip of my cock . I will be talking to Dawn again soon.
Romi knows me so well now! She knew somehow I needed more relief and man did she drain me then. Wow, she is really Incredible. I sure will continue to call her!!
Megan was Great again!! Roleplaying ‘mommy’ both as a single and subsequent 2 girl with Frankie!
Alyssa continues to be one of my favorites. She really knows how to get that cum out of me. She can be strict and totally evil. She’s Amazing. If discipline and perversion is what you’re seeking she’s the ONE. I absolutely love Alyssa and always cherish our time together. Don’t take my word for it. Call her, she’s Incredible!!!
OMG, I’m SO thankful for Megan tonight. She was exactly what I needed! I wasn’t exactly sure which road to follow. She took the lead and did a Superb job. I will be calling her again!
Goddess Romi is so Unbelievably Sexy! I can’t express her power in words.
I have had several calls with Romi, and WOW what a Hot Time! The more we get to know each other the better the sex is. Her voice, laugh, and her way of talking with me is such a turn on! I am always sexually excited and satisfied. I will call her always!!!!
After multiple calls with Romi our sex only gets better! She has such a way of relating to me and makes me feel so horny and satisfied. I know I will keep calling.. I love her.
Jenny is Beautiful! She has a hypnotizing voice and a sensual way about her. She easily caught me and I’ll definitely be calling her again soon.
Romi was Great! She was so sweet and made me feel very comfortable! I will definitely call her again!
Alyssa is Amazing! She is absolutely one of the Best. Her voice alone made me cum so hard. I Love her so much and can’t wait for our next call!!!
Hailey listened intently as I shared a personal experience. She then switched gears and helped me bring a fantasy about her to an amazing climax! What a fantastic lady she is.