Telling Mom I'm A Crossdresser Part 15: 2 Kinky Girls. free porn video

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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 school. I asked if I could have come along as well but mom told me that it would be boring for me if I did and this way I would actually have the freedom to dress up if I wanted to. It made sense what she said but this gave me a better idea then just dressing up and masturbating all alone all weekend.

It was finally time for mom to leave and we said our goodbyes as she left then I secretly watched from a window as she pulled out of the driveway and down the street. I went straight to my little black book which I kept all the phone numbers of guys and girls I have sex with either as Missy or just as myself and found Laci’s number. I called her up and we made small talk for a few minutes before I asked if she wanted to come over this weekend.

“Oh, I’m not too sure. You see I was thinking of going out tonight to find a boyfriend but I don’t feel like driving to the club that is over six miles away.” She said with an unsure tone in her voice.

I smiled to myself then said in a sweet voice “Well my mom is gone and Missy will be all alone in the house all horny and dressed up. It would be a shame if she couldn’t find someone to rock their world tonight.”

Then with a slight pause and a quick response Laci said “I’ll be there in an hour.” Before she hung up to get ready.

I got my ass moving as well and quickly had a shower and applied a little makeup and my wig. Then I went to my closet to pick out something Laci would find enticing.

I looked around until I finally found thigh high leather boots with 5 inch heels. I attached them to my garter belt which was black with a little lace on it. Next was on top, I wasn’t sure what would look nice so I put on a red corset that hugged around my body. The corset also let my nipples and my small man boobs hang loose. I could just imagine a girl wearing it because her tits would hang so care free and there would be no constriction on her hard nipples what so ever.

“Hmm I wonder if Laci would wear something like this to?” I thought to myself as my cock was growing harder at the thought.

Next to put on was a pair of shoulder length leather gloves that were similar to the boots but matched wonderfully with the corset I was wearing. I looked at myself in the mirror and couldn’t help but think there was something missing. After a bit of thought, I went to my box of sex toys and looked through them until I found my 8 inch jelly dildo and a vibrating cock ring you get with some packages of condoms. I knew this was a night I would not soon forget and thought I should set up the digital camera in my room. I put a sweater over top of it to hide it then continued with my preparations as I waited for Laci. I took the toys with a couple condoms and lube before making my way downstairs to the living room to wait for Laci. As I waited I inserted the dildo all 8 inches into my ass and put the vibrating cock ring on my hard cock but didn’t turn it on just yet.

I didn’t have to wait long before the doorbell rang. I rushed to the door and opened to find Laci standing there. She was wearing one of those sexy school girl role play outfits with the blouse barely going past her amazing breasts and a little tie around her neck. I looked farther down and saw her sexy miniskirt with thong riding over top of her hips. Finally she had on knee high socks and cute black shoes to go with the uniform. I could tell she was looking at me as well and when our eyes met I noticed she had dyed her hair red recently but I didn’t get to see long as she pushed her way in and braced me against the wall and started to kiss me deeply, swirling her tongue with mine and then swallowing mine.

She closed the door and grabbed my ass firmly and I did the same, she was so smooth and warm and I could feel my cock rub against her pussy which was divided by her sexy thong and nothing more. I pushed Laci off of me for a second and took her by the hand and lead her to my bedroom.

“Are you ready for some fun baby?” I asked her as I caressed her hip and her wonderful ass.

“What do you think?” she asked with a lustful purr.

I knew she had been waiting for this night for a while because she started to shake and her hand glided down my ass crack like she was going to press a finger in me but instead found the dildo. She started to run her finger along my opening and press it a little deeper which made me moan. I lowered my hand down her ass more then put my hand between her legs until I was on her pussy and started to rub her, not too hard and not too soft but vigorously as I felt her plump juicy lips grow warmer and begin to dampen more and more each time my finger touched her clit.

It felt like forever but we finally reached my room as I turned her back to my bed then pushed her onto the bed. Her beautiful tits jiggled as she hit the bed and I jumped right on top of her. I started to kiss her stomach and make my way up her body as my hands slid under her blouse so I could massage and knead her big soft tits. I could feel her reach down and start to massage my cock and caress my ass, making me moan along with her.

Since my hands were under her blouse she opened the buttons on the front now releasing her tits and setting them free. I removed my hands and started to kiss her chest, slowly making my way to her nipples that were as hard as diamonds. I kissed one nipple then sucked it into my mouth as my tongue flicked it around in my mouth as I gently pinched the other. I continued like that for a few minutes before giving the same treatment to the other. Laci was going mad with lust and reached down to my ass as she once again found the dildo in my ass. She wet her fingers with her mouth then reached down and into my ass to slowly pull on the dildo until it was all the way out of my ass. This drove me crazy and my cock leaked precum like mad all over her panties.

Once it was out, Laci pushed me onto my back and hopped on top of me in the 69 position. I watched as her pussy drooled through her tiny thong and I noticed something that made my cock jump from excitement. The thong was connected by a button like you would find on a shirt. I undid the button and the thong exposed her pussy to my face that was inches away. She removed her thong then went down onto my cock and started giving me a blowjob I knew I would not soon forget. Her lips were so warm and I could feel her kiss the tip of my cock before slowly lowering down my cock, tracing it with her tongue and memorizing everything about it. I dove into her pussy and licked her from clit to asshole before opening her lips and starting to lick a little deeper. I wiggled my tongue, making it go deeper as I made my way to her inner pleasure spots.

The more I licked the more I could hear Laci moan on my cock, vibrating it with her voice as her tongue lapped around my throbbing member like a lollipop and her sweet pussy juices flowed onto my hungry tongue and mouth. I could feel as her lips touched around the base of my cock and my body as she slowly began to bob up and down, sucking me like she was trying to get the cream filling from a twinky bar.

I started to moan as I pushed my tongue as deep as I could into her pussy and traced her gspot with the tip of my tongue as I could barely reach it. The more she squeezed the tongue the more my cock filled with blood as I couldn’t take it anymore and rolled Laci off of me and onto her back with her legs spread wide.

“Baby, I can’t wait anymore. I need to fuck you. Do you want to feel my cock inside you?” I said to her as I rubbed my cock head in her slit.

“Mmm.” She purred with a smile that said yes please do before continuing. “God I love your sexy body in that beautiful corset and those sexy boots.” Laci said as she caressed from my hard nipples down to my thigh high leather boots.

With that I pushed my cock as deep as I could into her dripping wet hole and began to move my cock back and forth as it entered her over and over again. I thrust my hips back and forth as Laci moaned louder and louder until she grabbed me by the back of my neck and pulled me in and shoved her tongue into my mouth. I swirled my tongue around with hers and I squeezed her ass as hard as I could and forced my cock harder into her pussy. God she squeezed me so tight as her warm pussy liquid flowed out like a river and the tip of my cock kissed the opening to her womb each time I went balls deep into her pussy.

I continued to fuck her for I don’t even know how long before I got off of her and she got on all fours. This was incredible I thought to myself as I saw how in sync we were when it came to sex. I slid my cock right back in and started to pound her like a man starved for sex his entire life as Laci pushed back onto me, meeting my thrusts and swallowing my cock like a horny slut on an ecstasy high and a pussy so hot you would think she could melt the condom right off of an ice cold dick.

I gave her ass a few slaps on each cheek and called her my dirty little fuck toy before grabbing her by the hair and shoving my thumb into her ass. This made her stop momentarily and her whole body shook as I felt a warm wash surge over my cock. With disbelief at what I saw I asked the question that I already knew the answer to.

“Oh my god, Laci! Did you just cum?” I asked as I caressed her ass and slowly twisted my thumb.

“Fuck yeah I did! That was fantastic, it’s like you knew exactly what I needed to send me over the edge.” Laci smiled with delight and slowly grinded my cock to keep it feeling good.

“Ha ha yeah, you looked like you were enjoying it so I thought I would do something to give you that little extra push I knew you liked. I said to her with a big smile on my face.

With that she pulled off my cock and lay on her stomach as she started to suck my cock again. She was ten times more enthusiastic about it now as she massaged my balls then reached between my legs to my asshole and made little circles around my opening before plunging her finger in. Just the cock sucking alone would have been enough to bring me to orgasm but that little extra work she put in I guess was a reward for lasting as long as I did.

She wiggled around in my ass until she found my pspot pleasure center and began to massage it like she was rubbing her clit and deep throated my cock, bringing me to the most incredible orgasm I have ever experienced from a blowjob yet. I came for what felt like forever as my seed filled Laci’s mouth and I felt her tongue move from side to side, organizing my cum in her mouth so she could hold as much as she could. When I finally finished I laid back with a sigh of relaxation but it was short lived as Laci hopped on top of me again and kissed me but this time I was able to enjoy the taste of my cream filling with her like 2 sexy women cum swapping in a porn movie. We caressed each other and kissed and swapped cum until we had swallowed every last drop from our mouths.

After we laid together for a while to rest, Laci got up and told me she was going to be right back because she was going to get something. I just laid in bed and felt around till I once again found the dildo. I began to lick it and suck on the head a little as I got up and walked around my room then went into my drawer to take out one of those smooth shaft with a round tip vibrator. I decided it was time for a wardrobe change and went to my closet quick to change. I decided to keep the corset on but I took off the thigh high boots and put on some knee high socks and 7 inch heels.

Laci came back soon after I got my heels on and she had changed as well. Now she had on a full body latex suit with nipple clamps built into the suit and attached to her nipples and wearing a purple one piece strapon.

I knew exactly what she wanted and got on the bed again on all fours as I sucked on the dildo while she applied lube to the strap on and my ass.

She applied lube to my ass and even plunged 2 fingers into my ass as she said:

“Now I get to pound your hole like you pounded mine.” She said sensually

“I can’t wait” I said to her in my girly voice.

With that she pushed the head of her plastic cock into my ass. I moaned and couldn’t wait as I wiggled my ass on her plastic cock. Just to tease me, she pulled out then popped it back in a few times before pushing it all the way in. I could feel it slide all the way to the base with its smooth shaft and tip as my ass squeezed it tightly.

Laci poured on more lube then started to fuck me, starting out slowly then building speed going faster and faster, harder and harder until she was pounding me as hard as I fucked her to begin with. Laci was holding my hips hard as she thrusted with all her might into my ass. After a few minutes my ass felt like it was on fire from the lube but it was amazing and only got better as Laci grabbed my wrists and pulled me back and grinded her dildo cock in my ass before pounding me again.

I could feel my orgasm building and swelling inside my body more and more but I could hold on until Laci got tired, or so I thought. She reached around and grabbed my cock, stroking it like mad as she continued to fuck my boy pussy like it was her own personal plaything. This destroyed all my willpower to hold back and got up onto my knees and leaned back against Laci as my orgasm exploded in one more long stream, soaking Laci’s hand and leaving a nice trail of clitty cream from my pillow to the tip of my cock. She stroked out the last few drops before I fell over onto my stomach and she laid next to me moaning like she was ready to cum again to.

I grabbed the vibrator and told Laci to get off the bed. She smiled, got onto her feet and removed her strap on. Once it was off, I noticed there was a little zipper that went from her navel, between her legs and to the lower part of her back that was just above her ass line. I got down on my knees and kissed her latex from her thighs up to her navel, when I got there I grabbed the zipper with my teeth and pulled it down as far as I could between her legs. I moved between her legs and continued with the zipper until I reached the end above her ass. I pushed her until she leaned against a desk I had in my room then kissed her from her ass down to her pussy while she was in a type of standing doggy position but with her back arched instead of being fully bent over.

I gave a thorough licking and tasted her sweet juices once again before I took the vibrator and slowly went in and out of her hot wet cunt. I never turned it on yet as I thought that would be better left saved for closer to the end but I couldn’t help but giggle to myself as I kept licking and fucking her slowly with the vibrator. She moaned and I could feel with each moan her squeeze the vibrator like she was squeezing my cock. Her moans became louder and more frequent as her body squirmed for more.

“Yes, Yes oh god please fuck me with that toy.” She begged in a moaning tone.

I moved the toy faster and faster and angled it so it hit her gspot. I moved up to her ass and started to lick her, dancing my tongue around her opening before prodding my way inside. I twirled my tongue in circles inside her ass which made her suddenly grunt in pleasure and I rubbed her clit with my thumb. I could tell her orgasm was getting close and turned on the vibrator to max and reamed it in and out of her until she gave a loud scream and her body spasmed and flooded the floor of my room.

“God this was the greatest night of my life! I should introduce you to my girl friend she would love you.” She smiled and rubbed her nipples.

She laid down on the bed next to me and we just laid there cuddling for a while and removed some of our clothing to cool off. Laci put her sexy clothes back in her bag along with her strap on.

“Hey won’t you need something to wear home?” I asked her since she was naked and had just put everything in her bag.

“Not really, It’s really late and I wanted to drive home naked anyway. It’s one of my fantasies.” She said with a laugh and a wink.

“You know you could just stay here tonight, mom wont be home this weekend and that way you don’t have to drive home tired.” I told her hoping she would so we could have more fun.

“Thanks kiddo but I need to get home, but I will come see you again some time and we can do this again.” She smiled as she made her way out the door and I watched as her sexy ass wiggled with her juices flowing down her thighs.

I took off my clothes and had a shower because I was all sweaty from having sexy with Laci and opened the window since it was a cool summer night anyway. I listened and heard there was thunder and it was starting to rain. I put on my pink bra and thong then made my way to my dresser where I set up my digital camera and had recorded the whole thing.

“One more memory to add to my collection.” I said giggling to myself before crawling into bed and going to sleep for the night.

To be continued.

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My night with Laci was amazing, It was like I could tell what she wanted and when she wanted it by instinct and she could do the same for me. All that weekend it was all I could think about as I continued on with a normal weekend. Nothing to special really just washing my normal and my Missy clothes as well as taking care of chores around the house. I went off with some friends at times to because even though I do have my Missy life I also like to keep my normal life as well. Eventually my...

4 years ago
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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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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...

3 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,...

2 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...

2 years ago
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Telling Mom Im A Crossdresser part 135 Missy Brings Home A Stud

I told Thomas all the details of why I was out this night and he loved the idea. He took one of his Viagra and he led me out of the bar. I felt a little embarrassed at all the cum leaking down but some of the cross dressers were just smiling at me like they were saying “you go gurl!” which made me a little proud. Thomas followed me in his car until we got to my place and I took him by the hand until we got in the door. When I walked in I heard a thumping upstairs and asked Thomas if he would...

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...

1 year ago
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My Mom Is The Best Kinky Lady Part II

Hey guys, I’m writing the II version of the sex relationship between me and my mom. To understand things better, please go through My Mom Is The Best Kinky Lady, Introduction – Part I. So, here we go! After the D-day, we enjoyed our sex life a lot. In fact, I took another day off from office to enjoy her completely. Outside the room, we were like humble son and good, traditional mother. But inside the room, she was a naughty slut and me, a mother-fucking son. Soon came Saturday and we decided...

Incest
1 year ago
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Kinky Mom

John and Andy moved quietly through the gate and into Andy's yard. Moving up on the deck behind the chairs they knelt down."Ohh ohhh Andy....damn your mom is so fucking hot!" John moaned looking through her bedroom window seeing Reba come into her bedroom naked. Her firm tits bouncing with her movements, her large dark brown nipples were hard and erect. He pulled his hard cock from his shorts looking over to see Andy's hard cock sticking out already. " I would love to fuck your mom and have her...

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 3 Missys Weekend

One day while watching T.V, my mother had come in and told me Missy’s services had been requested for the entire weekend and we needed to go shopping. I smiled as we got into the car and went to the store to buy lots more sexy clothing for me to play in. After we had bought all the clothes and makeup needed for the weekend, my mother and I went home so that she could give me the details of what was to happen. She told me that I was to live with a couple this weekend and do everything they say....

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
2 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...

4 years ago
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crossdressers 1st time

hi, im new to this. this happened about 3 years ago now.I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from this simple thought I became massively aroused and started trying on her underwear, make up, and even a wig that was in the apartment. soon enough, I was looking like a slutty crossdresser.I thought enough...

3 years ago
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Crossdresser Got Caught By The Neighbor

Hello readers, my name is Rajesh, a 24-year-old guy who likes to dress like a girl. I am in Australia now.  This story will tell you how a crossdresser got caught by a neighbor and had to do whatever the neighbor ordered. His name is Roy (name changed), he is 6’1 height with a well-built body, and he is in his late 50’s. I recently had to move to another unit as my old unit’s lease got finished. On a Friday morning, I was leaving for my office. I saw an old man (who lives in the next door unit)...

Gay Male
4 years ago
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Amazing Night With A Sexy Crossdresser

Any ways, it had been awhile, and I wasn’t in any sort of relationship at the time, and the thought of being with a tranny again had started to be on my mind. Luckily, this was before Craigslist dropped its casual encounters section, so it was relatively easy to look for hook ups, and being there was a TS/Crossdresser section, I could easily contact one. I remember looking through postings, hoping to find one that was attractive enough, because as I’m sure you know, many cross dressers and...

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