My First Crossdresser - Part Two free porn video

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We finished our drinks and got up from the table. As we walked out of the restaurant I could feel everyone's eye's on me. On us. Uncomfortable to say the least, and I wondered for a moment just how it must feel to her, or to anyone who lives outside the norms that our society dictates. We walked through an open lobby and entered the Sahara casino side by side, but a group of oriental tourists rushed past us and she stepped ahead of me to get around them. As she walked in front of me I once again saw just how sexy she was, and for the time being my discomfort took a back seat to lust. Beautiful long legs, a tight ass that moved ever so nicely, and hint of perfume. The small crowd passed and we walked side by side again, past the sea of slot machines and video poker. I instinctively walked toward the elevators, but she walked to the right toward the rear entrance. She paused and motioned with a nod, and said "I forgot to tell you, my room isn't here at the Sahara. I stay at Mandalay Bay, on the other end of the strip."

It never occurred to me that we would go outside the Sahara, but here we were, climbing the steps to the Monorail. It was busy, lot's of people coming and going. She had a long term pass but I had to buy one, and feeling all the eyes looking at us made me clumsy. I dropped my credit card when I pulled it out of my wallet, and we bent down together to pick it up. Face to face as we bent down, she smiled and my discomfort faded once again.

Putting me at ease with a simple smile. No woman had ever done that to me before.

Once aboard the train she told me her plan. "I told you that we were going to play it my way, so here it is. Ever since the first time I wore my mothers silk panties to high school under my jeans, being a woman in public has made me feel so sexy and pretty. It took me a while to get up the nerve to go out in public dressed as the woman that I am, but once I did I realized just how exhilarating it can be! My blouse against my skin, lacy underwear, and my legs feeling the cool night air. Such a turn on in ways that you can't understand. And the freedom! Living life the way I want to, if only for a few hours at a time! But I've never been out in public with a man, always alone. Men always want to meet me at my room, you know, come up by themselves so they won't be seen with a "freak". I need to live my life in the open to enjoy it to the fullest. So tonight you and I are going to make our way to my hotel as man and women. In public. In the open. Are you ready for this?

I swallowed and looked into her eyes for a few moments, silent. She was, without question, a mans body dressed in woman's clothing. But there was something else, something much bigger than that. Her eyes looked back into mine so deeply that I somehow began to understand a tiny, tiny bit. She had feelings that were complex and deep, and she was letting me into her world. It scared me, but it also turned me on in ways that I had never imagined. I was shaking when I nodded and said "I'm ready."

The train stopped at the Harrah's station and we got out of our seats and walked off the train. Once again side by side, she took my hand in hers. It was soft, warm and gentle. My heart was racing. We walked into Harrah's holding hands.

To be continued...

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It had been a week since Mom and I spent the 4 days at the spa and hung out with my old babysitter Laci and for a while it was back into our old routine of working and coming home. Day after day I kept thinking about how her warm wet pussy felt wrapped around my cock while the feel of a sexy thong rubbed against my asshole.I came home one day to find my mom was packing a bag. I asked her what she was doing and she told me that she was going out for the weekend to visit an old friend from high...

Crossdressing
3 years ago
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Telling Mom Im A Crossdresser Part 14 Back to the spa and a familiar face

Part 14: Back to the spaI'm sorry this story is a fair bit longer then my usual ones however I didnt want to separate thes and have another story with almost no sex in the first one so soon. Having said that I hope you enjoy my story and please read the whole thing. I promise you will not be dissappointed. I woke up the next morning lying next to mom in her bed. I was wearing a pair of white stockings and a corset and mom had her bra on. After Thomas had left Mom and I spent the night licking...

Crossdressing
4 years ago
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Girlfriend Ne Crossdresser Bana Diya 8211 Part I

I’m ricky sharma frm delhi and now i am 25 year old. ye meri pelhi story hai agar galti hui ho to plz maaf karna aur mail bejh kar suggetion jarur dena. ye mera real life experience hai… lets start the storyMeri famly me papa-mummy chota bhai aur 2 sal badi sister hai. So story start karta hu apni cd life se. Ye stry aj se 4 sal pelhe se start hui ki kaise mein cd bana. Jab mein 21 ka tha tab meri neha naam ki gf thi. Us ka kadh lagh bagh mere jitna hi hai 5’6. Figure 34 30 32 tha ek dam...

3 years ago
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Telling Mom Im A Crossdresser Part 85 Cops and Prostitutes

When morning came, I told mom what had happened the previous night. She had a surprised look on her face and I could tell she was feeling uneasy at the thought of me getting arrested while dressed as Missy as well. We talked for a while and she was glad as well that the police officer was a Missy fan.“We can definitely let him have a free night in exchange for not getting a criminal record.” Mom said as she gave a sigh of relief.We started to talk about the sybian that mom had bought and some...

Crossdressing
3 years ago
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Telling Mom Im A Crossdresser Part 7 The Spa

I could barely sit for days after Mistress Keri thoroughly tanned my hide and I had to take almost a week off so that I could heal. My mom knew this to and said we should go on a “girls” weekend to a spa for cross dressers and women, she also said that since it was for others like me then I could spend the entire trip as Missy.I loved that idea and hurried upstairs to pack Missy’s bag. I packed the essentials including a mini dress, a few different pairs of bras and panties, a very sexy and...

Crossdressing
3 years ago
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Telling Mom Im A Crossdresser Part 6 Missy and Mistress Keri

Up until now, I have enjoyed my time as Missy. My mom had kept me busy with clients and we pulled in a lot of extra income and I was able to experience a lot of different fantasies, However I had not had the chance to try anything involving BDSM, or not yet at least.One day I came home from mowing the lawn for an elderly woman when I walked in the door to find my mother smiling deviously at the kitchen table. I instantly knew that Missy had been hired for another job.I sat down next to my...

Crossdressing
3 years ago
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Confessions of a Sex Crazy Crossdresser Part 9

Hi all, hope you enjoy Sandy's adventures. Chapter 17: Viva Las Vegas Peggy and I woke up in each others arms around 5 AM and we made love again. Then at 6AM when we both had to get up we showered and made love again under the water in the shower. We were avoiding the subjects of me leaving for Las Vegas today and her having to be at work at 8:00. I drove Peg to her apartment on the Northwest section of Phoenix and we exchanged phone numbers. I told her I would call her from Las Vegas and...

Crossdressing
1 year ago
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Confessions of a Sex Crazy Crossdresser Part 7

Chapter 13: One Hour Photo I checked in at the motel and went to my room. It was a standard motel near the freeway, two levels tall and I was on the lower level in the room farthest from the office and facing away from the freeway. I opened the door and turned on the air conditioner. It was still about 85 degrees and it was after 5:00. After a quick shower, I picked up my voice mails from home and returned a couple of calls for work and then got dressed into some nicer clothes. I knew there...

Crossdressing
3 years ago
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The Young Crossdresser Part 2

So after my little adventure at mom and dad's bookstore,the next couple of years were uneventful. I did have sex a couple of times with Phylis,the older lady that was part of mom and dad's swinger group. I knew that I was wanting something more,something was still missing and I kept thinking back to how the guy's cock felt as it spewed cum into my panty covered ass. Now I was 15 and one weekend my parents went away with some friends and I knew that this would be the perfect oppurtunity to...

Crossdressing
3 years ago
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First Time With A Hot Crossdresser

My email id is Please contact me for any queries, doubts or proposals. I usually work late nights, and leave home by 1 am. I take a rickshaw for home, which happens to cross this one spot where post-midnight you usually find young crossdressers here on business at the side of the road. They are dressed mostly in skimpy western outfits, some of them are really attractive. That’s saying a lot coming from me, for a 26-year-old straight guy. I’ve never been bi-curious either. It’s been months I’ve...

Gay Male
2 years ago
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Telling Mom Im A Crossdresser part 13 Missys Turn

Sorry not much sex in this one but its a lead up to 13.5 and I hope you enjoy both of them. Once mom and I had gotten our car back, we took it out for a spin and I have to say it worked and looked like new. It had everything from a new paint job to new parts in the engine. Now in all honesty, I did have to go back a few times and give Ray a few blowjobs to help pay for them but it was definitely worth it and I didn’t mind sucking his huge cock anyway. Mom helped as well by going over to “visit”...

Crossdressing

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