Motel Crossdressing Adventure!!! free porn video

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I love to dress up as a woman and strut around like no-one would notice.I was on an out of town job working a shutdown and to save on expenses I split the motel room with a friend of mine,he worked night shift and I worked days,so I figured I was free to do as I pleased and had no fear of JR (My Friend) catching me.

One day I got off a little early and went to the local mall and bought some really sexy high heel and stockings that went really nice with an outfit I had at the motel.I hurried back to my room and was pleased to see that JR had left already for his shift.I got in the tub and shaved my legs and body hair and painted my toe nails and my fingernails with some candy apple red nail polish.I went ahead and tried on the high heels I just bought and they were hot so I slipped a robe on and ventured out to my car like no one would notice and I was starting to get aroused and feeling extra feminine so I just eased back in my room but left the curtain pulled open just a little to give the people walking by something to look at,I loved doing this and still do.

Now the nail polish was dry and I put my black lace top stockings on I had a little black dress that I loved and black lace thong panties with matching bra.I did put some make up on but lightly with red lipstick.It was now dark out so I simply went for a drive for some beer and cigarettes and was ready to just enjoy the night alone at my room.

I got back to the room and I was just enjoying the time I had to act like a woman,when all of a sudden JR walks through the door,they got sent home due to a bomb threat at the plant.My jaw just dropped and I did not have a clue what to do or say.To my surprise he looked me up and down and said "Damn you are one hot bitch",I tried to apologize and started for the bathroom when he eased his arm in front of the door and said "it`s ok".Then he put his hands on my hips leaned back and said,"you stay just like that and I`ll get a shower and show you a good time".I couldn`t believe what I was hearing but I was sure ready for anything now.

When JR came out of the bathroom he had a towel wrapped around him and looked so hot and my cock was getting so hard that my panties barely could contain it.I love gay sex and here I was knowing I`m fixing to get me some cock,when he simply patted the bed and said come have a seat.I didn`t waste any time I eased over to him and we caressed and we kissed each other so passionately I was so into his manhood and I now had his cock in my hand stroking it so gently while his tounge was driving me wild as he continued french kissing me and I felt his hand wrap around my cock and him stroking my cock as I was him.I eased away from kissing him and started my way with my lips kissing every inch of his body.
I eased around to allow him to play with my cock as well and we eased into the 69 position sucking each others cocks and I could feel his massive cock in my mouth pulsating and I could taste his pre cum and now I was throbbing as he sucked on my cock as well.Then he shot his massive load in my mouth and i couldn`t swallow fast enough his juices were now all over my face and I took his cock and rubbed his cum all over my face until my cock exploded in his mouth.As soon as I shot my load in his mouth he jumped up and kissed me again and unloaded my cum in my mouth and by now he was hard again and he eased his cock between my legs and fucked me like crazy and he treated me like a woman.

JR transferred to day shift with me and for the next 4 months we had the best gay sex I think I ever had and actually I think I loved that man but we were both married and that is the only thing that stopped us from continuing our relationship.I still think about JR and I`m sure he thinks about me a lot as well.I will never forget them high heels.

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In Part 3, Jackie and I had our way with each other for the first time and then headed to the shower to ‘clean up’. As I was removing my feminine attributes - the wig, makeup and lingerie - it occurred to me that even without those items I still felt rather girly. Previously whenever I would change out of my lingerie back into my man clothes, my attitude would change as well. Maybe my attitude hadn’t changed this time since I had dressed all the way and given myself completely as a woman....

Crossdressing
2 years ago
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Bookstore Crossdressing

It was at an adult book store in the north part of Denver. I had just gotten a nice pair of stockings with the latex band to keep them up and I had a hot pair of heels that brought out the tramp in me. I always entered the store with the heels tucked in my jacket, so they weren’t that noticeable. Once I was inside a booth, the heels came out the clothes came off and the slut came out. The hallway was empty where the booths were so I ducked into the booth that had a video of a luscious...

Crossdressing
2 years ago
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Married Crossdressing Fun Ch 3

“Mikki?” Caz asked. “Yeah, babe?” “I’ve been thinking...” “Always a dangerous thing,” I said, cheekily. “Yeah, whatever. Seriously, I’ve been thinking about what happens next.” “What do you mean, what happens next?” “Well, you are really beautiful but I was thinking of stepping it up a notch.” My wife Caz is the most beautiful woman I know. I love her with all my heart. She is sexually voracious. We played a little game a while ago. She saw how turned on I got when she treated me like a bitch...

Crossdressing
2 years ago
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Married Crossdressing Fun Ch 2

Caz and I had been living in our new home for about two months. Our life was wonderful. We loved each other more deeply every day. Caz enjoyed her new job and she was really good at it. She was a beautiful, sexy woman and in the field of international finance surrounded by mainly middle-aged men, she had the advantage and wasn’t ashamed to use it to further her cause. Her company was making record profits and she had already had a pay rise. She was also in line to get a huge bonus at the end of...

Crossdressing
3 years ago
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Married Crossdressing Fun Ch 1

I was lying on our marital bed blindfolded, with my hands cuffed to the bedhead, wearing a pair of sheer black knickers. I was waiting for my beautiful wife to come home from her date with Antwan, her big black lover. I thought back to how this all began. Caz and I met when we were both studying at the State University. I was doing an MBA having completed my degree in Business. She was finishing her degree in International Finance. She was the most beautiful woman I had seen and I thought I had...

Crossdressing
1 year ago
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An Introduction to Crossdressing Pt 3

As I was following Jackie to the hotel I couldn’t stop looking in the rear view mirror at what was a complete transformation in my mind. I kept doing that thing where you look away and then back hoping to catch your reflection not keeping up with you because you are sure it is not you. It is probably a good thing that there were not very many cars on the road since I wasn’t paying any attention to it while I was admiring myself. I did see Jackie’s turn signal and brake lights just in time to...

Crossdressing
2 years ago
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An Introduction to Crossdressing Pt 2

So as Jacky was going through his story about how we ended up in this shop, I started to look around. I found that my initial belief that the shop was just a hair dresser was completely wrong. The shop was split in two, long ways, with the left side having about four stations for regular hair work, two stations for nails and a couple of closed rooms for massages, waxing and tanning. The right side had several racks of all sorts of women’s clothes including lingerie, dresses, shoes, wigs and...

Crossdressing
2 years ago
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Crossdressing at the truck stop

Hello this is my first story I really hope you enjoy it I am a crossdressing truck driver and with my job I have a lot of time to enjoy dressing up in my truck. One night I was all dressed up in one of my sexy outfits watching some porn and thinking about trying to find a nice hard cock to suck. So I put an ad on Craigslist and got a few but none of them wanted to come to me then I got a message from a guy, he said that he was a driver and was at the truck stop. I ask him what he wanted to do...

2 years ago
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A Crossdressing Story

***A crossdressing story***(All characters are fictitious...maybe…!)I had been dressing for a number of months when this adventure occurred. While I felt that I was learning the basics of makeup and dressing, I needed some expert advice and so I placed an AD in a local TV/TS newspaper for an understanding woman to help me with my feminine side. Little did I know what an erotic journey this would take me on! I got a number of good responses, but the best came from a woman named Debbi. Her...

2 years ago
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Steve the Crossdressing Cat Lover

My boyfriend, Steve, has a lot of cats. I can't tell you exactly how many because the little critters come and go out the pet door and scatter as their furry little paws please.Steve lives on a farm. Well, it's kind of a farm. I mean, he has a lot of land, but he doesn't exactly grow anything on it except cats from what I've seen. And he has a barn, too. You'd think with all that land Steve has that he'd keep a couple of horses to ride but no. The barn is filled with cats that curl up and sleep...

Crossdressing
1 year ago
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Mother and Crossdressing Son Fantasy

Mother and Crossdressing Son FantasyThe story is about how my passion for wearing women's lingerie helped me to establish a more intimate relationship with my mother.I'm a 42-year-old man and I still live at home with my mother. My Father passed away 20 years ago. We live in a suburban bungalow and I have a nice little apartment in the basement. It's not as private as I would like. That's important because four years ago after discovering a number of chat sites where men present themselves in...

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