Cross Dresser Enslaved
- 3 years ago
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Bi-Cross Dresser That's Me!! free porn video
For the longest time I would only top. Then one day my Bi male fuck buddy brought his wife and her well hung boy friend to one of our hotel meets. Her BF was very gentle then once he was inside me he slowly picked up the pace. Soon he was pounding me like a madman. It seemed like an hour but it was more like 15 mins. When he finally came in my ass I saw stars. There's nothing like a real cock filling you with hot cum. This was the one and only time I came from being fucked anally. I've had several cocks since. But nothing compare to the one that popped my cherry. I remember on the drive home I still had his cum seeping out my ass.
As it turned out several weeks later I received an email from the boy friend (Eric). He said he wanted to see me for an evening of fun. We planed a evening two weeks off. The day before Eric emailed me asking if he could bring a friend. He said his friend was a well hung bi-curious black stud. Eric assured me that I could say no to anything I choose not to do.
The night finally arrived. Eric had reserved a room at a nearby high end hotel. I picked up the room key at the front desk along with a note from Eric saying get dressed they would be up to the room in an hour. My heart was racing as you can imagine.
I brought my favorite little black dress, black stripper heels, fishnets with a leather garter belt. & leather bra. The fishnets felt so good against my freshly shaved legs. I'm not at all passable so I skip the makeup and wig. almost on que the boys came in. Eric hugged me an kissed me deeply taking me by surprise. I have never kissed a man like that before. His friend name was Stephan very hansom. We talked for a bit to help calm our anticipation. I finally said come on boys I'm here for your cocks.
Eric was out of his cloths in a flash. Stephan seemed a little uneasy but with a little persuading from Eric he removed his cloths. To break the ice with my new friend I went right for his cock worked my magic soon he was at full attention. 8" and very thick. I had a hard time getting much of him in my mouth but he didn't complain. Eric then asked me what my limits were. I said I wanted to stay dressed as I was throughout the evening and they could cum anywhere they wanted to. Also I never been throat fucked and I'm not sure I want to be. No photographs
Eric led me to the bed. I laid back he grabbed my ankles and pushed my legs against my chest. My sexy stripper heels inches from my head. I thought of the many porn movies I watched where the women were in my position. I'm such a slut. Eric motioned Stephan to hold my legs. Eric took hold of my cock and began to stroked it. Seconds later it was in his mouth. He brought me right to the edge and stopped. I begged him to continue,"your time will come my slut" he replied.
Eric moved his hand under me and along the crack of my ass to find my heart shaped but plug. "My my sweetie I love your sexy plug. But I have better plug for you" He gently removed my plug and replaced it with his finger.
"Oh my I've been thinking of this all week baby" I said
"Stephan and I will try not to disappoint you"
Stephan released my legs and laid along side me. He kissed me deeply as he stroked his cock.
"Are you ready for me?" Stephan asked.
"Be gentle baby you are soooo thick" I begged.
"Don't worry gurl I'm going to take you to heaven and back" he promised.
With that he spread my legs and began rubbing his tool at my hole. Well lubed and dilated from having my plug in all day I was more ready than I had expected. As he pushed forward I found myself pushing back. Soon I was filled to the hilt. He started with short thrusts followed by long slow mind blowing thrusts. Bi-curious my ass this guy knew how to fuck a sissy whore. He slowed down and leaned forward our lips met for a long sexy kiss. He broke our kiss and whispered in my ear "When I fill your ass with my cum you will be mine"
"Fuck me baby make me your cum slut. Fill my pussy with your you man juice" I screamed.
He picked up the pace my hips meeting every thrust. My cock starting to drip precum. I knew he wouldn't last much longer.
Then he stopped with his manhood buried in my ass and started filling me with his seed. Seconds later I blew my load all over my dress. He pulled out and a river of cum flowed from me. He slid next to me and whispered "I have to go slut, lets do this again soon"
"Heaven and back and then some baby, where are we going next time "I asked
"Well Well that was quite a show my little whore" Eric said clapping his hands. " And the nights not over yet!" he smiled.
I smiled back. "but I need a break"
Eric walked over to me grabbed my plug and slid it back into place "We cant have you leaking out"
In the after glow of Stephan's hard fucking I dosed off for a few minutes. I awoke to find we were joined by three young men and a young women. Obviously members of the hotel staff.
"Hello there sleepy head" Eric said "These young people would like to use you for a bit. I told them of your insatiable hunger for cock."
Although I wasn't sure I could handle all of them I smiled and said "bring it on. Its a big bed!"
I slid to the middle of the bed. The young men climbed on. One on either side of my head offering me their cocks. The third was between my legs looking for access to my hole. Soon I felt the plug being pulled from me. The young stud replaced it with his ample rod.
"Come on you dirty whore show those boy how well you can suck cock" the young woman demanded as she took hold of my clit.
I turned to one of the men and began working my magic on his meat as I stroked his friends.
The next half hour was a blur. My love hole was well fucked by each of them. The girl sat on my face demanding for me to get her off. I did my best. She had two orgasms so intense that I had no choice but to swallow her copious amount of juice.
Each man left after filling me with his load.
My plug was then pushed back in my hole. "Waste not want not" Eric chuckled.
The young woman's name was Chris. She had an ample chest and a shaved pussy with a landing strip. I held her close as she rubbed my cock. Soon she leaned over and took it in her mouth. She was quite talented to say the least. I didn't last long. She sucked every drop then returned it to me with a long passionate kiss.
"Well I believe it;s my turn" Eric said.
He told Chris to sit on the couch with her legs spread wide. He directed me to kneel in front of her. She immediately grabbed the back of my head forcing me to her hairless pussy. and for the last time of the night I felt the heart shaped plug being pulled from my well used ass.
Eric took aim and in one steady thrust bottomed himself in me. He was not as gentle as he was several weeks ago. He pounded away at me calling me every degrading name he could think of. (whore, sissy, cum dump, slut) When he finally released his load I didn't think he would ever stop cumming. Spurt after spurt of hot cum filed my ass.
Before we were finished Eric directed Chris to lay face up on the bed. A huge grin came across her face as she licked her lips.
"Vicki there is only one cum whore here tonight and it's not you. Please sit on Chris's face and let her lick every drop of cum from your ass"
I did as I was told. I must say It was a labor of love for Chris. Such an intimate sexy feeling being rimed just after pulling a train. I came again before she finished.
Before Eric left he explained to me that I had just passed an initiation. He uses the position as manager of the hotel to put these type of parties together. He had me there tonight to test my limits. "All the people here tonight work in the club and reap the monetary rewards. We set up clients with sexual situations. Gang bangs, fun meetings with Trans and Crossdressers, Bondage parties, etc"
"I will send you a list of emails of all the people that participated tonight. Email them ask questions we would love to have you join us. No need for you to rush home. The Room and Chris are yours until morning. Enjoy if you have any strength left" he laughed.
After Eric left Chris told me that she had been a member for a year. Her initiation was being tied up and used by 8 or so men. This was the first initiation she took part in. She has a thing for TGs and CDs and Eric knew it.
"Let's take a shower then we can order room service" she said
That's when I realized that I ached all over not just my well fucked hole. She helped me to the shower.
We had a nice meal and conversation. Plans were made to go cloths shopping the following week.
I can't wait to see what my first party will be!
As it turned out several weeks later I received an email from the boy friend (Eric). He said he wanted to see me for an evening of fun. We planed a evening two weeks off. The day before Eric emailed me asking if he could bring a friend. He said his friend was a well hung bi-curious black stud. Eric assured me that I could say no to anything I choose not to do.
The night finally arrived. Eric had reserved a room at a nearby high end hotel. I picked up the room key at the front desk along with a note from Eric saying get dressed they would be up to the room in an hour. My heart was racing as you can imagine.
I brought my favorite little black dress, black stripper heels, fishnets with a leather garter belt. & leather bra. The fishnets felt so good against my freshly shaved legs. I'm not at all passable so I skip the makeup and wig. almost on que the boys came in. Eric hugged me an kissed me deeply taking me by surprise. I have never kissed a man like that before. His friend name was Stephan very hansom. We talked for a bit to help calm our anticipation. I finally said come on boys I'm here for your cocks.
Eric was out of his cloths in a flash. Stephan seemed a little uneasy but with a little persuading from Eric he removed his cloths. To break the ice with my new friend I went right for his cock worked my magic soon he was at full attention. 8" and very thick. I had a hard time getting much of him in my mouth but he didn't complain. Eric then asked me what my limits were. I said I wanted to stay dressed as I was throughout the evening and they could cum anywhere they wanted to. Also I never been throat fucked and I'm not sure I want to be. No photographs
Eric led me to the bed. I laid back he grabbed my ankles and pushed my legs against my chest. My sexy stripper heels inches from my head. I thought of the many porn movies I watched where the women were in my position. I'm such a slut. Eric motioned Stephan to hold my legs. Eric took hold of my cock and began to stroked it. Seconds later it was in his mouth. He brought me right to the edge and stopped. I begged him to continue,"your time will come my slut" he replied.
Eric moved his hand under me and along the crack of my ass to find my heart shaped but plug. "My my sweetie I love your sexy plug. But I have better plug for you" He gently removed my plug and replaced it with his finger.
"Oh my I've been thinking of this all week baby" I said
"Stephan and I will try not to disappoint you"
Stephan released my legs and laid along side me. He kissed me deeply as he stroked his cock.
"Are you ready for me?" Stephan asked.
"Be gentle baby you are soooo thick" I begged.
"Don't worry gurl I'm going to take you to heaven and back" he promised.
With that he spread my legs and began rubbing his tool at my hole. Well lubed and dilated from having my plug in all day I was more ready than I had expected. As he pushed forward I found myself pushing back. Soon I was filled to the hilt. He started with short thrusts followed by long slow mind blowing thrusts. Bi-curious my ass this guy knew how to fuck a sissy whore. He slowed down and leaned forward our lips met for a long sexy kiss. He broke our kiss and whispered in my ear "When I fill your ass with my cum you will be mine"
"Fuck me baby make me your cum slut. Fill my pussy with your you man juice" I screamed.
He picked up the pace my hips meeting every thrust. My cock starting to drip precum. I knew he wouldn't last much longer.
Then he stopped with his manhood buried in my ass and started filling me with his seed. Seconds later I blew my load all over my dress. He pulled out and a river of cum flowed from me. He slid next to me and whispered "I have to go slut, lets do this again soon"
"Heaven and back and then some baby, where are we going next time "I asked
"Well Well that was quite a show my little whore" Eric said clapping his hands. " And the nights not over yet!" he smiled.
I smiled back. "but I need a break"
Eric walked over to me grabbed my plug and slid it back into place "We cant have you leaking out"
In the after glow of Stephan's hard fucking I dosed off for a few minutes. I awoke to find we were joined by three young men and a young women. Obviously members of the hotel staff.
"Hello there sleepy head" Eric said "These young people would like to use you for a bit. I told them of your insatiable hunger for cock."
Although I wasn't sure I could handle all of them I smiled and said "bring it on. Its a big bed!"
I slid to the middle of the bed. The young men climbed on. One on either side of my head offering me their cocks. The third was between my legs looking for access to my hole. Soon I felt the plug being pulled from me. The young stud replaced it with his ample rod.
"Come on you dirty whore show those boy how well you can suck cock" the young woman demanded as she took hold of my clit.
I turned to one of the men and began working my magic on his meat as I stroked his friends.
The next half hour was a blur. My love hole was well fucked by each of them. The girl sat on my face demanding for me to get her off. I did my best. She had two orgasms so intense that I had no choice but to swallow her copious amount of juice.
Each man left after filling me with his load.
My plug was then pushed back in my hole. "Waste not want not" Eric chuckled.
The young woman's name was Chris. She had an ample chest and a shaved pussy with a landing strip. I held her close as she rubbed my cock. Soon she leaned over and took it in her mouth. She was quite talented to say the least. I didn't last long. She sucked every drop then returned it to me with a long passionate kiss.
"Well I believe it;s my turn" Eric said.
He told Chris to sit on the couch with her legs spread wide. He directed me to kneel in front of her. She immediately grabbed the back of my head forcing me to her hairless pussy. and for the last time of the night I felt the heart shaped plug being pulled from my well used ass.
Eric took aim and in one steady thrust bottomed himself in me. He was not as gentle as he was several weeks ago. He pounded away at me calling me every degrading name he could think of. (whore, sissy, cum dump, slut) When he finally released his load I didn't think he would ever stop cumming. Spurt after spurt of hot cum filed my ass.
Before we were finished Eric directed Chris to lay face up on the bed. A huge grin came across her face as she licked her lips.
"Vicki there is only one cum whore here tonight and it's not you. Please sit on Chris's face and let her lick every drop of cum from your ass"
I did as I was told. I must say It was a labor of love for Chris. Such an intimate sexy feeling being rimed just after pulling a train. I came again before she finished.
Before Eric left he explained to me that I had just passed an initiation. He uses the position as manager of the hotel to put these type of parties together. He had me there tonight to test my limits. "All the people here tonight work in the club and reap the monetary rewards. We set up clients with sexual situations. Gang bangs, fun meetings with Trans and Crossdressers, Bondage parties, etc"
"I will send you a list of emails of all the people that participated tonight. Email them ask questions we would love to have you join us. No need for you to rush home. The Room and Chris are yours until morning. Enjoy if you have any strength left" he laughed.
After Eric left Chris told me that she had been a member for a year. Her initiation was being tied up and used by 8 or so men. This was the first initiation she took part in. She has a thing for TGs and CDs and Eric knew it.
"Let's take a shower then we can order room service" she said
That's when I realized that I ached all over not just my well fucked hole. She helped me to the shower.
We had a nice meal and conversation. Plans were made to go cloths shopping the following week.
I can't wait to see what my first party will be!
Mckenna
- 03.06.2020
- 46
- 0
