Telling Mom I'm A Crossdresser Part 13: Missy's Turn free porn video

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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” Ray a few times to which all together made for a great payment plan.

But I digress, It was the beginning of a week off at my job and my mom was on her second week of holidays to. We had talked about going somewhere for vacation but decided it would be best to just stay home, save money and enjoy having fun by ourselves and our new car.

Most of the time we took it out for a spin in daylight where it would be seen and we could show it off. No where special, just some places where it would be seen and we could get a few things done as well like pick up groceries or going to a movie. At one point I even went back to that adult shop my mother and I had went to when I was still new to being an open cross dresser and got a sexy blow up doll and one of those sex toy pussy and ass molds for guys to fuck. I also bought a few kinky items such as a paddle that said slut with a carved out heart in it and nipple clamps. I bought them confidently and the cashier already knew me. I wasn’t sure if he had realized I had been here as Missy and went into the glory hole with my mom or if he just knew me because I had bought porn there a few times. Either way, he knew me and it made me more comfortable.

I left the store and put my new sex toys in the trunk of the car then drove home. When I got home I found my mom trying on some sexy new clothes. She had a purple tube top on that was so much tight as it did hang off her body, like a skirt but for around her chest and you could get a good look at her cleavage from underneath. She also had on a matching purple short skirt that was tight fitting around her hips and barely went past her crotch which I’m sure would reveal lots of she was to shit down and stand up lots. Mom asked what I had bought so I showed it to her. She loved the kinky items and was interested in the blow up doll and pussy and ass masturbator I had bought. I took the toys upstairs and put them in the secret hiding spot Mom and I have for our naughty items except for the blowup doll which I was going to take and spend the day with alone in my room with some sexy clothes and buckets of my cum.

I decided to set up the digital cam again for some more missy footage to post on the website. I felt naughty and figured I should have some cock videos for more female clients as well.

giggles

Sunset soon came and my cock had been drained of its juice but my ass wanted some attention to. Through out the day I could hear mom going in and out of her room to either try clothes on or masturbate. Eventually she came up to my room and knocked on the door before entering. She was wearing the same clothes she was wearing when I came home so I thought maybe she liked those best and was going to stay in those for a while longer. There was also a bag in her hand with some odd coloring that I could see sticking out of it as mom dropped it onto the bed next to me.

“I bought something for you to, I hope you enjoy. I thought we could wear this stuff and go out tonight.” She said smiling. Then looking over at the blow up doll I had thoroughly used.

“Sure that sounds like fun.” I said to her.

“I’m going to borrow your friend here for a while if you don’t mind, she looks like she could use some girl time with me now.” She said teasingly but I could tell she just wanted to have some lesbian fun with it.

“Sure go ahead, I bet she can hardly wait.” I said playfully and to add to the fun.

After picking up the blow up doll, mom went back to her room leaving me with the bag. I opened the bag to find a one piece, form fitting tiger striped dress. I held it up to me and found that it looked great on me I just had to change and maybe find a good pair of underwear to go with it. I stripped naked and put on a nice zebra print thong to go underneath and a pair of heels. Once I had it all together, I did a few turns in the mirror, put in my breast forms, wig and did all my makeup.

“It’s time for this jungle pussy to go on the prowl.” I said to myself.

It was now 10pm and dark outside and I went to my moms room to see if she was ready. I knocked on the door and went inside to find my mom on the bed with my blow up doll naked and eating it’s pussy like if she was eating out a real girl.

“Hi, mom are you ready to go?” I asked her.

She turned her head to look at me then sat on the edge of her bed.

“Actually sweetie there has been a change in plans.”

I looked at her with a little disappointment. “What do you mean? I thought we were going out?

“Actually Missy, I thought you could take the car tonight and go find a man to bring home for me like I brought home that big black cock.” She said with a smile and that famous devious grin of hers.

I thought about it for a second and loved it. The thought of going out dressed so sexy and finding a cock to fuck both of us tonight sounded like amazing fun so I agreed to it.

My purse was back in my room so I grabbed it and the keys to the car and went off to find the biggest and hardest cock I could find. After driving around for a few hours, I found what I would call an “above average bar” which is basically like saying it’s a bar that’s fairly fancy but isn’t only for rich people and all the alcohol is not overpriced like some places. The thing that I liked the most about this bar is that it was for cross dressers, transvestites and the like which made it perfect and easy for finding guys who would fuck both me and my mom in one night.

I went inside and sat down at a table in the middle of the room. Any other time I would have sat in a booth or at the bar so I wouldn’t be so out in the open. However, I was out to find cock and cock is what I was determined to find and this was the best place to scope out guys who may be interested.

An hour passed and I had just finished my first drink. It seemed like forever and most of the people there were either other tranny’s like me or were guys who had brought their tranny girlfriend. I was about to leave when the bartender brought another drink and said it was from the guy two tables away. I picked up the drink and took a few sips before I motioned for him to come over and join me.

He was a fairly nice looking man, about the same age as mom with nice muscles and about 6 ft tall. The man introduced himself as Thomas and that he likes hot young sluts like me and gave me a little wink then caressed my thigh under the table. I gave a cute little giggle and a moan as I thought to myself that he was perfect but just needed to check his cock size.

“Come with me baby, I want to show you how fun I can be.” I said in a seductive voice as I took his hand and lead him to the bathroom.

When we got in the bathroom we walked into the closest stall and locked the door. I dropped to my knees and started to rub his crotch. God it felt so huge in his shorts and it was just getting bigger and bigger by the second.

Thomas smiled and looked at me in the eyes as he said. “Yeah baby, get me hard so I can see how good that hot little mouth of yours is.”

I pulled down his pants and to my surprise was a 9 inch cock with nice veins and fairly thick with a nice round yet fairly pointed head with a pair of balls that I could only describe as large oranges.

“That’s right baby, it’s that big and it’s all for you.” He said with a little laugh.

I held his cock in my hand and stroked it slowly, he wasn’t kidding it was huge! While stroking his cock slowly, I began to lick and kiss each of his balls. Opening my mouth slowly and sucking them in to lick all around and get an understanding of how full and big they really are and I have to say they felt like they were about to bust from how much cum was stored in them. I couldn’t even get both of them in my mouth at the same time and had to work with only one at a time. Then I let them pop out of my mouth and I licked up from the bottom of his sac and slowly up the shaft of his cock. Pressing lightly with my tongue then hard when I got to the top as I swirled it around and drooled all over it.

The head was so large I had to open my mouth more then usual as I looked him up into his eyes and slowly moved his dick into the back of my throat when I hit a snag, literally. When the head reached the back of my throat I wasn’t sure if I could deep throat him because it was larger then what I’m used to, but I relaxed and swallowed his cock down my throat until he was down 8 inches in my throat. It was hard to not gag but the trick I use is to keep swallowing over and over again and it also helps to get deeper into my throat as well.

Once I had him 8 inches into my throat, I looked up at him and moaned as I held it there for a few seconds then pulled it out. I stroked his big cock with both of my hands as I told him how wonderful his cock was and how hot and good it would feel inside me.

“That’s good to hear baby, cause I got a surprise for you soon.” Thomas said.

I just smiled and kept sucking on the head and about half way down his big cock over and over again, stopping every so often to stroke and suck his balls again. This went on for what felt like 20 minutes as every time it seemed like he was getting close to orgasm I would back off and let it settle before continuing. At one point I even got right down between his legs so that when I looked up straight his cock could go straight down my throat. Then I just used my legs to bounce up and down so I could take his cock down my throat again until I was able to touch my nose to his body. He said he was about to cum and I gave him a sign that it was ok to cum down my throat but instead he grabbed my head and pulled me off in time for his cock to shoot his massive load onto my face and in my mouth but he quickly grabbed the top of my dress and opened it up enough for him to stick his cock down my dress and finish his orgasm. At first it seemed like a big load but then it wouldn’t stop! He shot over and over again gigantic loads just like the first. I almost said “Stop! You are going to become a dried out husk!”.

He finally stopped and pulled out his cock as he stroked the last few drops out onto my tongue. I just sat there, shocked, as I couldn’t believe the torrent of jizz he had just unloaded down my dress.

“Ha ha, I see you have noticed. You see I take these sex pills that increase the volume of cum I can produce which makes my orgasms better and creates thick, creamy loads for hot little sluts like you to enjoy.” He said with a wink.

My shock turned to a kinky devious smile. Here I found an older man with a huge 9 inch cock and shot cum like a bull, but I had to ask him two more questions.

“Can you go again? And will your next load be as great as that?” I asked.

“Baby, I’ve been taking those pills all month and haven’t had time for sex for almost two. As for going again, well, I have some Viagra in my pocket so if you are ready for it I’ll make sure you can’t walk tomorrow.” He laughed then wiped his cock on my cum soaked face.

“In that case Thomas, I have someone for you to meet and I can promise you that you will not go home disappointed.” I told him

To be continued.

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Telling Mom Im A Crossdresser Part 8 Bus Drivers and Cops

My mom and I spent the next few days practicing and exercising with the stripper pole until we felt confident and extremely sexy while doing it, which I have to admit did not take long. One night I came home late from my part time job I had at a local restaurant and took the bus home. I didn’t have a car because I hadn’t decided on what car I wanted to get yet and what I could afford. I was sitting at the back of the bus and saw how there wasn’t any other person on the bus besides me and the...

4 years ago
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Confession and testament of a crossdresser

Italy, september 2011. Sorry for bad english, I try to write correctly but don't know if I did. From tonight, I was a crossdresser. I'm been crossdresser from 12 to one day before my 27th birthday. Irony. I begin to have an answer to the question: "What feel girl?" Yes, a simple question. What feel girl when wear panty, tights, dress, skirt? What feel a woman in heels, purse, with her hair falling down the shoulder? What feel a teenage when begin to make up herself? When wear lipstick,...

3 years ago
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Telling Mom Im A Crossdresser Part 4 Repeat Business and Roleplays

When my mom and I had gotten home, I immediately ran into the house to take a shower and change as quick as I could. I re-shaved my entire body and removed my makeup so that I could start from scratch and apply it again. Once I was finished with my makeup, I see a new outfit laid out on my bed. This was a cute nurse outfit with a short tight skirt that barely covered my ass. It was also pink with white stockings and long lace gloves that went up to my shoulders. Finally the top was like satin...

4 years ago
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Telling Mom Im A Crossdresser Part 5 Movie Night and Gangbangs

I had decided to take a few days off from being Missy after Stan and Roger had left and my mom and I were finished with our little girl time. I spent the next few days just continuing with life as normal except for the throbbing pain in my asshole and my cock from the 3 days of constant sex. I couldn’t stop thinking about all the things I had done as Missy and all the kinky fetishes I had experienced since I came out to my mother, but I guess I have her to thank for all my new wonderful clothes...

2 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...

3 years ago
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Telling Mom Im A Crossdresser Part 75 Amateur Pole Dancers

After our time at the spa, I spent a lot of time in my room trying out all the new sex toys we got from Richard and Monica. They were all exciting in their own ways and I came so much with each one. Some vibrated, some went deep and some felt good stretching my ass wide. The feeling of all the sensations I could get from my new plastic and electric friends were amazing and found myself spending long hours with them. Once I was finished, I had to stop to rest as they had left me completely...

3 years ago
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Telling Mom Im A Crossdresser

When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5'10" in height. She is also a fairly busty woman with a 30DD chest with about 35" hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...

Crossdressing
2 years ago
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Telling Mom Im A Crossdresser

When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5’10’ in height. She is also a fairly busty woman with a 30DD chest with about 35′ hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...

2 years ago
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Crossdresser porn story 1

Ray Hirsch sat at a desk filling out form after form. It was amazing, the information that an employer required before you could start working at a new job: health insurance forms, Social Security, etc., and etc. He was now filling out a questionnaire on his background which would be used to conduct a security investigation, since his work might involve working on classified government projects. He stopped for a minute at the question: List any aliases you have used. “I wonder if I should...

2 years ago
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Telling Mom Im A Crossdresser Part 12 Tow Truck Drivers Big Score

Sorry it has been so long since my last story. I have been busy with alot of things and I thank you for your patience. Lately, I’ve been working part time at a restaurant to make a little extra cash on the side along with my nights as Missy. I was saving up for a cruise I wanted to go on that I heard was for like minded people such as Missy. When people ask me about what I want to do with the money I am saving I just tell them I am thinking of getting a new car or something, but that’s not the...

3 years ago
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mature crossdresser 18 year old PART 1

Myself being a fulltime crossdresser and wear mini skirt and dresses all the time an high heels. A few weeks ago some new people move in across the street from me to be extact it was a woman and her 18 yr son.I talked to her few times and she was very nice and in our talks asked her if it bother her that i was a cd/tv she said nope. Well after couple weeks we became good friends and found out her son was shy and kind of a nerd. One day she came over to me and was little upset over something she...

4 years ago
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The Crossdresser Body Swap Part 1

The Crossdresser Body Swap Chapter 1 Ashleigh finished polishing her toenails with a final dab of red nail paint. She rolled onto her belly whilst letting her feet dangle off the bed to dry. She noticed the time on her phone and let out a sigh of annoyance, her neighbours would be coming around for another dinner night soon. Ashleigh always thought they were a weird bunch, always practicing meditation in their garden, plus their house was littered with all this voodoo and spiritual...

4 years ago
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Portrait of a Crossdresser as a Young Man

Portrait of a crossdresser as a young man By Sara Keltaine I didn't write this for others but instead as an outlet to release the demons that have haunted me since I was a child. Some might think this story funny, others might think it sad, and the people that think they know me the best would be shocked. I'm writing under a pseudonym that has become my alter ego but I will get into why's of that later. I've been told I was a happy infant and my memories of that time...

4 years ago
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Telling Mom Im A Crossdresser Part 2 The Adult Store

I awoke the next morning a little groggy as I slowly recalled the events that had taken place last night. I rubbed my body up and down feeling how the latex had now become a little sticky and how my ass and cock were still sore from the pounding I had taken. I read the note again left by my mother and decided to make breakfast as I was for when she arrived.   It was just past 9am when I heard a fumbling at the door, my mother had walked in with her heels in her hands and her clothes hanging...

4 years ago
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CD crossdresser sissy caught by mom and dad pt3

Please go back and read part 1 and 2 before reading this or nothing will make any sense. I ended part two after going to the pool with my mom and dad, having sex then coming home and showing together. That was a few days ago. Not much happened between now and yesterday but I've been wearing girls clothes when at home, basically a bra and thong, heels, and normally a dress. My mom ordered me a romper and some skirts and blouses to wear too. I've also been wearing the chastity belt all the time...

2 years ago
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Cd crossdresser sissy caught by mom and dad pt4

Sorry to all those waiting on another post - been busy and haven't gotten to it.So my mom, dad and I just returned from a wonderful trip to the Bahamas on our boat and we had some wonderful sex.I had totally forgotten about this trip until the day before we left when my dad brought our boat home from the place we keep it about 20 minutes from our house. My mom had rented a house on one of the islands in the bahamas with a small private beach and a place to put our boat. Well I started packing,...

3 years ago
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CD crossdresser sissy caught by mom and dad pt2

So I left off my true story last right when I woke up the morning after getting caught by my mom and her and my father having sex with me, go read that before you read this otherwise it wont make since.That was about a week ago now. Well that next morning I woke up naked in my parents bed at about 9:30 naked from the sex the night before, walked into my kitchen and saw my mom sitting at the table in lingerie with a coverup just wrapped around her but not hiding anything with my one of my dress...

2 years ago
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A Crossdresser Gets Caught

Johnny was gentle and had slightly feminine mannerisms for a guy. He had had quite a few escapades with women, a couple of failed marriages and a dozen or so relationships but all had fizzled out. He had never thought about the fact that maybe he was gay or bisexual and although he was not homophobic he thought the idea was not for him. He found women attractive and loved them wearing sexy lingerie and became almost obsessed with lingerie and all its variations, sometimes even more than the...

Crossdressing
3 years ago
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AutoRide Made Me A Crossdresser Whore 8211 Part 5

Except for some dirty and humiliating ones, most of Raghav’s dialogue will be in English in this part about the crossdresser whore. I thought that it is easier for me than translating each of the dialogues. The ride home was uneventful. I just sat dumbfounded in the back seat while Ragahv just fled the auto fast. In a short time, we reached my place. I picked my bags and climbed the stairs. Raghav followed me, carrying another small bag. Where did he get it from? I am sure he was spotting a...

Gay Male
3 years ago
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My first Crossdresser Part One

When she walked in to the restaurant I knew I was in trouble. It was the end of three long days at the convention and I was tired. I had come down to the NASCAR Cafe for a sandwich, mainly because it was the only bar in the Sahara that didn't have video poker...I lose a lot of money playing video poker. Well there I am with my beer and sandwich, and I glance toward the entrance just as she's strutting toward a table.Convincing she was not, a crossdresser without question. But pretty, really...

3 years ago
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Jaq Invites Crossdresser Over

Anyone who follows our adventures will know what type of lifestyle we lead.A short while ago Jaq got chatting to a crossdresser online. It turned out that he only lived a short drive from where we live. Kieran was twenty-two, his pictures looked amazing. Jaq asked me if she could invite Kieran to visit, an offer that I could not refuse.All was set for the Friday evening. To say we were excited would be an understatement. Jaq and I showered and dressed. Jaq looked amazing as always in a very...

Crossdressing
2 years ago
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Milwaukee Cuckoldrsquos Wife and the Crossdresser

Judy used several sites over the years to find her friends with benefits. She never tells me until afterwards what she has done. It’s rare she tells me anything in advance. One day she advised me the k**s were at my parents and she was entertaining that night and I would have to stay in the family room. My curiosity was getting the better of me.She went and took a shower and asked me to come in and shave her pussy. She had me paint her fingernails and toenails. Once she was ready she put on her...

2 years ago
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Crossdresser for mature couple

I am a bi crossdresser....love some pussy or cock. I registered on an fabswingers looking for a meeting with similar people.I was actively looking for an older couple to have some fun with. To cut a long story short, I finally got talking to a guy called Bill. He and his wife could entertain a gurl like me for a fun filled evening, if I was game. We both had a list of dos and donts for the night and we went over a few ground rules etc.I was to be their maid and waitress for the evening. They...

2 years ago
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A Crossdressers Night in the Park

Last night I was on line in a crossdresser chat room where I was talking with Master Brian about me being a pain loving, submissive, bisexual crossdresser who was looking a master to use and abuse me. As we talked Master Brian asked me if I was dressed as a woman while I was on line with him. I told him that I was and then he asked me what I was wearing. I told him that I was all dressed up wearing a black silk mini skirtwith a black stretchy lace blouse. Master Brian then asked me what I had...

3 years ago
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Teenage crossdresser

Here are the usual disclaimers this story is for adults only if you are viewing this andare not 18 years of age or older please close this page immediatly.There is no cross dressing in the story but this is how I began my transformation fromregular boy into cock suckking teenage crossdresser.We were having a really hot heat wave. i meat with my older brother (wear red shorts, and a black T-shirt) wanted me to get out of the house and off the computer so she suggested a movie. I felt wierd going...

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