Telling Mom I'm A Cross Dresser Part 19: Christmas Special free porn video

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Christmas Special

It was now around Christmas time and I couldn’t have been happier. Any other year we would have had family over which meant I had to dress normal because the other members of our family still had no idea or at least weren’t talking. However this year we had no plans at all, our cousins were off on vacation to Mexico until new years, my grandparents were not in a visiting mood because of some family matters that keep us from talking to each other at the moment and others we just lost contact with.

Anyway, this year mom and I decided that since we had no visitors that we would spend the time by ourselves and doing girly things and trying out some of our new clothes that we liked in the privacy of our own home. I was so excited because we made a deal, on Christmas eve we would give each other a gift that involved lingerie and we would sleep in it that night so we could wake up and spend Christmas day as our sexy, feminem, and slutty girls that we liked to be. However this was on one condition, that neither of us had sex, masturbated or even pleased another person sexually (man or woman) for at least two weeks. This seemed a little unfair from a guys perspective I know but when you take into account how slutty mom has been in the past I feel I may actually have the edge instead of the short end of the stick so to speak.

It was Christmas eve and part of our deal was to spend the next few days dressed up starting with the morning as soon as we got up. I got out of bed, took a quick shower and shaved my whole body clean once again before sitting at my new dresser with vanity mirror to apply my makeup. I made sure to apply extra on my eyes and on my lips to make them stand out the most and apply just a little bit of blush to hide the other boyish features I may have had on my face. I just loved the way I looked and even gave myself a few flutters of my eye lashes just to see how flirty I looked. It felt nice but it also made me giggle a little.

When I was finished, I went to my closet and got out some of my lingerie. I decided that since it was Christmas time, I would get out my green chemise with spaghetti straps over the shoulders and my red with white lace thong. It wasn’t very flashy but I wanted it to be Christmas themed and I didn’t exactly have a lot of that and I’m sure that mom would give me something better tonight, she always knows how to coordinate clothes best for the occasion or pick out exactly what she or I would need. That is why it is always fun to go shopping with her.

I went downstairs to eat breakfast when I found mom already out of bed and walking around. She was in her green teddy with stockings, garter belt and sexy booty short panties that hugged her body tightly and even spread her cheeks as they only went half way down her beautiful buttocks.

“Morning mom.” I said with a smile and catching her off guard. I guess she never noticed me walking down the stairs or was lost in thought at the time.

“Oh hi sweetie, did you sleep well?” she said cheerfully then walking over to give me a hug.

“Yeah mom and merry Christmas by the way.” I said happily

“Oh yeah, this is Missy’s first Christmas isn’t it.” She said coyly and trying to act like she had no idea.

“Yep” I said to her with a big smile and my hands behind my back and twisting back and forth in a girly way.

“Well this year is going to be a special one then.” Mom says smiling and leaning over forward at her waist while tapping my nose with her finger in a playful way before continuing

“We are not going to open the majority of our gifts until Christmas morning however this year since it is special we can open one gift at 2 o’clock this afternoon.”

I sighed with a little disappointment but also relief because I hadn’t quite finished wrapping all my gifts yet and figured I should do that.

It was finally about 2 in the afternoon and our agony was almost finally over. All week I was aching to cum or have sex but since I made a deal I did everything I could to resist. Even mom was having a tough time as well as I see she was frustrated more with things then she normally would. I even noticed that she would stare and bite her lower lip whenever she saw another sexy woman her age bend over or a guy in his underwear on tv. We went to open our gifts and I got to go first. My gift was a Pink secret santa lingerie set with triangle bra top, matching garter skirt and black vinyl belt. The flirtatious bikini style bra top features white plush trim, a cute black bow and black halter straps that are adorned with silver sleigh bells. The hot little pink velvet garter skirt has plush faux fur trim and attached black garter straps with silver sleigh bells. Finally it came with some candy cane striped white stockings and matching heels and a Brazilian thong that was green and red.

I looked up to see mom smiling and I thanked her for my gift. Next she opened hers and it was a Heavenly Holiday babydoll set with a sparkling sequined bust with underwire and fur trim all wrapped up in a pretty Christmas bow. Luscious, sheer red fabric reveals a sexy, peek-a-boo center slit. A festive red sequined bust is contrasted by soft white snow trim. The Christmas babydoll is then wrapped with an attached red bow highlighted by a rhinestone charm and features adjustable straps and finally a sexy thong panty with the words “My Christmas Box” written along the front. It wasn’t until she opened her gift that I had realized that we had gotten eachother the exact same stockings. I gave her striped stockings with candy cane colors just like she gave me but the heals I gave her were 4 inch heels and bright red and I added a mistle toe hair clip as well.

We then went to our rooms and put on our new lingerie that we got from each other. A few minutes later we came back out and gave a little turn to each other to see how it looked. The skirt on mine was pretty short but it was just the way I liked it. As for mom’s, I think hers was suppose to completely cover her ass but she had a bit more bust then I thought and it gave more sex appeal and teasing then I had originally thought.

Anyway after we got changed and complimented each other, we spent the rest of the day just taking pictures of ourselves doing erotic poses or just spending time together.

The next day was Christmas, and we got up around 9am so we could open gifts. That night we both slept in our new lingerie so we could get up and be sexy as soon as we woke up. We ran to the tree and sat on our knees as we separated the gifts by hers and mine before we opened them.

My gift was a new set of breast forms that were much bigger then the ones I had and even some implants for my ass as well. I wondered why they were so big but then my mom jumped in and said she had them specially made.

“You see Missy, those were actually made from my body. In fact, they took molds of my chest and my ass to make those and now when you wear them you will have the same measurements as me.” She said while fondling and bouncing her huge tits in her hands.

She also included a book of home made coupons that involved sexual requests of all kinds of things from a one on one fuck session with her to being allowed a lesbian orgy or a fantasy party at the house. I was very surprised and was impressed at how much thought mom put into my gift. It was special and I loved it a lot.

Next was mom, I got her a gift certificate for a few lap and private dances at a male strip club that was in the city as well as some bath and massage oils. She loved those and even bit her lip as she was incredibly horny at the thought of going to see naked men dance for her. I was sure she would have left to cash them in right away if it wasn’t for the fact that everything was closed on Christmas. However there was one gift that made her tear up and it was the one I worked the hardest to get. It was a photo album with “precious memories” labeled on the front and pictures inside it of all the special times in moms life including pictures from when she was a kid and having fun with her friends and even the special times she had with me from the day I was born and even some of our “Missy” days we spent together that we had pictures of.

She began to cry and I gave her a big hug. She was so touched by gift we held eachother for quite some time and I gave her a kiss on her cheeks to help her stop crying. However the kissing went to making out and soon I was on top of mom and we were sticking our tongues in each others mouths. I started to roll my hands all around her body as I heard a slight moan escape my moms mouth. I took that as a hint that she was enjoying herself so I slipped my hand my hand down the top of her shirt until I felt her erect nipple between my fingers and pinched them. This made her ache for more and gasp as she turned her head to the side, giving me access to her neck so I could kiss and make love to it like a man but in a sensual way that only a woman is familiar with. I started to move my hand down her body and reached under her body until I could grab her ass and squeeze it tight as I licked her nipple through her babydoll.

I wanted more and I know she did as well. Her scent was filling the air and both of our panties were soaking wet with juices but I stopped us and got off of her before getting her to her feet.

“I know you want more mom but I think you should check to see what Santa left in your stocking.” I winked at her as I caressed my hands down her body and over her sopping wet pussy.

She purred then told me I should do the same before she rushed upstairs to check her stocking that was just beside her bedroom door. I ran up to and checked mine but by the time I got up there moms stocking was gone and she had disappeared in her room. I checked my stocking and found a cock pump in it. I took it out and pumped up my cock from its 6 inches to a full 9 inches and thick. It sucked on me so hard that I thought it was going to pull the cum straight from my body but thankfully it didn’t.

I made my way in my moms room just as she was rubbing the vibrator along her pussy lips. I jumped on the bed and took the vibrator from her before holding my hand over her mouth. I told her to shush with a smile on my face as I turned on the vibrator. I ran it slowly over her lips then moved down her body until I found her breasts. I moved it from side to side, going from one nipple and gliding around her areola before pressing it on her nipple. This drove her crazy so I did that a couple times to each nipple before once again going down. By now her pussy was soaking wet like a flood and her body was shaking with anticipation. I moved down to her navel and slowly touched it to her body as I gave it little kisses all the way down until I met her thighs where I danced it all over them and finally coming to rest on her clit. The sudden touch of it made her body shutter and she came, squirting through her already soaked panties and making a pool on her bed.

She laid there panting and I kissed her body, taking in her magnificent scent and cleaning up her thighs as I made my way to her soaked panties. I got between her legs and tugged on her panties as she lifted up her ass and then her legs as I pulled them off and threw them on the pillow just next to her head. I got up on all fours and stuck my ass in the air with my now 9 inch throbbing hard on swaying from side to side between my legs. I crawled into a 69 position with my mom and spread her legs by reaching around her body and holding her open by her inner thighs. I swayed my hips back and forth to make my cock dangle just inches from my mothers mouth. I could feel her hungry lips try to catch it and when she finally did she took just the head in and licked it like a popsicle. At the same time I started licking her pussy, spreading her lips with my fingers and dragging my tongue from her clit to the bottom of her pussy and sucking on her clit as hard as I could. I began flicking my tongue along her opening and making my tongue swirl around it over and over again.

I knew she wanted more so I grabbed the candy cane shaped vibrator she had and slowly pushed it into her pussy. Another moan escaped her mouth but this was louder and a lot more satisfying.

“Ohhh! Missy! Oh god baby the feels great! Mmmmm please fuck mommys pussy with your big toy. Mommy wants to feel it pulsing inside her!” she moaned while grabbing my cock and rubbing my ass.

I went along with her demand and shoved it back into her pussy but this time harder and faster with the vibe on max. As soon as it went in, mom came again making her give a loud orgasmic scream which I can only assume made her jaw drop and her eyes roll back in her head just from the intensity of her moan. I took that moment to shove the toy in again and shove my cock in her mouth and move my hips in a way that both pushed my cock down her throat but also made it look like I was giving a booty shake dance for her eyes to watch. I grinded, twisted and mixed her insides as her juices began to flow wildly. I picked up speed even more and made sure to angle it just right to hit her gspot and used only my hips to pull my cock from her mouth so I could hear her moan again.

“Oh god baby I need your cock! It looks so big and thick I need it inside me! Please baby fill mommy with your big fuck stick in both of my dirty holes!” She pleaded.

With that said I flipped her over and shoved my cock in her dripping cunt. Her screams became louder and just at the moment of her orgasm, I stuck 2 fingers in her ass and pinched her clit as hard as I could. This made her buck her hips wildly and shutter for what seemed like forever.

“Oh your dirty boy! Oh Jesus I’m cuuuuuuuming! AHH! Oh fuck, oh god yes! Fuck your Momma with that huge cock you dirty mother fucker!”

Finally she relaxed and I pulled my cock from her dripping cave. I still hadn’t came yet but I knew there was still some time for that so I decided to get out the lube for the next act as well as my cock pump. When mom saw it, she immediately grabbed it and started telling me exactly what it was all used for.

It turns out it wasn’t just a cock pump, it also sucked out nipples and made them harder and more sensitive as well as engorged a pussy or an asshole depending on how the person uses it. With that being said I wasted no time and sat up and straddled my moms stomach as I laid my cock between her wonderful tits. It wasn’t until that moment that I really understood how much bigger my cock was. It now reached between her tits and past to be in the perfect area for her to suck on the head and tit fuck me at the same time but that wasn’t I was there for.

I grabbed the pump and put it on her nipples. Mom just smiled and bit her lower lip as I pumped them up as far as I could and make them hard and almost an inch and a half long each. I gently poked one and mom gasped like I just pierced her clit and I knew this would be fun. Until it was too late, I got between her legs and rammed my cock before she even noticed. Her eyes got wide open and I fucked her furiously until I filled her with some of my “holiday cheer”.

It felt great and she must have came twice during it and now she laid there all sweaty and almost exhausted but I told her it was not over yet. I flipped her over on her knees and bent her over so her ass was stuck up in the air and her legs wide apart. Then I got some duct tape we kept under the bed (for obvious reasons) and made ropes out of them to secure her hands in front of her with her arms extended. Next I took the pump and put it to her asshole and began to pump, making it engorged and puff up like a blow fish. Then I got out the lube and coated her hole and my two fingers as I applied it to her hole. First kneading it in circles then inserting a finger and slowly moving it back and forth. She started to moan and breathe heavier with every passing second. I slipped in a second finger and she began to moan a little more and lifted her head slightly as I felt her clamp down on my fingers hard. I could keep moving them but it was like pulling her inside out.

I did this for a while until she relaxed enough that I could fit in my inflated cock. I made sure to apply lots of lube to my cock before pressing it to my moms asshole.

“Oh god baby its soo big. Oh I don’t think it will all fit inside my ass!” she moaned and wiggled her ass around my cock head.

“Don’t worry mom it will fit, ive seen you take bigger.” I teased and slammed my cock balls deep into her ass.

She screamed and shuttered as another orgasm hit her like a brick wall and coated my balls in her sweet juices. She panted but that just drove my lust to its maximum as I started to pound her, starting out slow but getting faster as I pulled my cock back then pushed it deeper but not quite all the way just yet. I kept up that pace, going deeper and deeper again until I was almost completely out of her leaving only the head just to ram ¾ of it back in. This made mom grasp the sheets tight and shake wildly as her head rocked back and forth until I finally had to get up onto my feet and mount her as I fucked her ass. Then I decided to make more use of her vibrator as I licked it from base to tip and slowly pushed it back into her pussy while it was on max once again.

Harder and harder my cock reamed out her hole as what started out as gentle moans became screams of pure ecstacy so loud I thought the neighbors would call the police. My legs started to tingle and my balls beganTo continue reading this story you must be a member. Join for FREE here.

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I had a thought the other day, my hockey equipment has a number of striking similarities to lingerie!To set the stage, I am a cross dresser. Like most of us, I love everything about ladies undergarments. I like seeing lingerie in stores, on models, on women, on men and of course on me! I love the feel when I am dressed up. I love the taboo of wearing them. I love the thrill of being "underdressed", that is wearing lots of lingerie under your manly clothes, when I go to work. I especially...

2 years ago
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Confessions of a Sex Crazy Cross Dresser Part 11

Hi All, it required a couple of re-writes to make it better. The final chapter of Sandy’s adventures in book 1. Please let me know if I should publish book 2 Chapter 21: Nikki’s Night and Sandy ’s Night to Remember I finished shaving Nikki spending a lot of time shaving her pubic hair. I made a small heart shape right above her clit and took off all the rest of her hair. When I finished shaving my new love muffin, I took a shower. When I was dry we got dressed together after a couple more...

3 years ago
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Confessions of a Sex Crazy Cross Dresser Part 11

Hi All, it required a couple of re-writes to make it better. The final chapter of Sandy's adventures in book 1. Please let me know if I should publish book 2 Chapter 21: Nikki’s Night and Sandy ’s Night to Remember I finished shaving Nikki spending a lot of time shaving her pubic hair. I made a small heart shape right above her clit and took off all the rest of her hair. When I finished shaving my new love muffin, I took a shower. When I was dry we got dressed together after a couple more...

Crossdressing
3 years ago
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A New Christmas Mommy Part 1

The New Christmas Mommy (written Dec 17-28) "Ok, I can do this," the lady spoke softly to herself as she stood at the entrance of big townhouse in the middle of the city. She crossed her arms together, tapping a gloved finger against her slim body. The flimsy wood sign next to the door read "Southside Street Orphanage" and the lady knew that, of course. Being an upper class middle class housewife, she didn't have much to do around the holiday season besides indulging in shopping sprees...

3 years ago
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My first time going out as a CrossDresser

MY FIRST TIME OUT AS A CROSS DRESSER A true storyIt was 14 years ago and I had been married to a beautiful petite woman she had long Cole black shiny hair with green eyes.. We had been married about a year and one night I came out playing around in a pair of her sexy blue panties and a sexy blue Teddy and started rubbing on her and having fun it made her so hot we both had the best sex we ever had in our lives.. The next Friday when I got home there was a bag on the table she told me to open...

4 years ago
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Comforting Mom pt 4 Christmas Cruise Day 2

“Um... I’m not alone. Could you maybe eat with your mom?” I fake a surprised look and she slaps me on the arm. “Grandma... Good for you. Okay, I’ll eat with Mom and see you later. Say Noon at the pool?” She nods yes then goes back into her room. I make my way over to the other side of the ship, and drop down a floor to Mom’s room, and knock. It seems to take her a few minutes to answer. She also steps into the passageway in her robe. “Honey, um... Bill is still here. I don’t suppose...

3 years ago
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A New Christmas Mommy Part 2

A New Christmas Mommy Part 2 (april 24, 27-28, May 1-3, 6-7, 15 2018) Tim awoke from his slumber, looking over to his alarm clock. It read 630 o'clock in the morning. Oh snap, he realized, Diana has a long day of work then an afternoon appointment to get to, so he needed to hurry. He dashed quickly over to Diana's bedroom. Making sure to close the door quietly, Tim got out the elements of his 'Diana Princeton' guise, laying them out carefully on the bed and her vanity table. Tim...

3 years ago
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Unwrapping mommy on Christmas

If there is an i****t goddess I was a grateful recipient of her bounty on Christmas Eve... although at first it sure didn't feel that way as I drove through a wild winter storm.I was meeting my girlfriend three hours away at her parents'... as my family wasn't celebrating Christmas until the 26th; my sister was flying in later (fares at half the ridiculous pre-Christmas level).So I was driving three hours north (or perhaps it would take far longer since I was driving through a near blizzard) to...

4 years ago
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My First Time with a cross dresser

Growing up, like many children I went through phases. I would climb trees and play football, then as I reached my mid-teens I continued these phases but also became a lot more sexually aware, thanks to the porn magazines and porn films usually belonging to my mates dads or older brothers.Now I am in my late teens and at college.One day my Dad made a pot of tea and breakfast.“Did you sleep well, son?” he asked as I entered the kitchen.“Not bad thanks, Dad, how about you?” I replied.“Pretty good...

Crossdressing
1 year ago
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Christmas present for my aunt and mom

100% fiction! This story begins 5 years ago at christmas. Christmas has always been a small affair for our family. Me 18yo, my mom dad aunt and uncle all sleep over at my grandparents house for the small family get together. Me and my aunt have always been close. I tell her about all the stuff i do good and bad. We have always flirted a little bit over the years. Mostly just patting each others butts when we walk by. I always thought my aunt was sexy. She was 45 at the time. She has a well kept...

Incest
2 years ago
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Christmas Candy Cane Cocked Cousin And Mom

"He's an absolute asshole Aunt Bridget," were the first words I heard when I barged into the kitchen after I'd got home from football practice. "Hi mom," I said with a big smile as I reached to grab a couple of cookies from the pan that had just been pulled from the oven. It was their aroma that had drawn me unerringly to the room. After giving mom a quick kiss on the cheek I turned to Rosie and asked with a twinkle in my voice, "Got a kiss for your favorite cousin beautiful?" "No!"...

3 years ago
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Telling Mom Im A Crossdresser Part 16 Hot talk With Mom

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...

Lesbian
1 year ago
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From Mommy at Christmas

by BrettJ © 2010 As she tidied up her daughter’s room, Karen Shower was perplexed. The 38-year old blonde was at a total loss as to what she could give her daughter Crystal for Christmas. Now that she was Assistant Manager of the Bank, she could finally afford to give the 16-year old anything she wanted, but Crystal hadn’t indicated there was anything she wanted. Not yet, anyway. There had been a lot of lean years for Mother & Daughter both, as Crystal’s dad had vanished when he...

2 years ago
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Bi Cross dresser thats me part 2

A week later Chris and I met to go cloths shopping. We met at a coffee shop in a town a hour drive from me. She greeted me with a warm hug followed by a deep kiss. Our obvious age difference drew some judgmental stares from a lot of the other patrons. Chris sensed the fact that I was uncomfortable. She whispered in my ear "If only they knew all of the cum I licked from your ass". We grabbed two coffees to go and headed out."So Eric said I needed to get something kinky to wear the...

4 years ago
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The Cross Dresser and The Big Fat Fuck

As soon as the door closed to her place Debbie started squeezing me tight. Before I knew it I was the one with my dress around my ankles. Soon I was being pulled down the hall to Debbie’s bedroom. While I sat on her bed, Debbie went in her bathroom to freshen up. When she came out she was wearing a sexy red night gown. If it weren’t for the fact it was a size 6X you might have thought Debbie bought the thing at Victoria’s Secret. ...

3 years ago
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The Cross Dresser and The Big Fat Fuck

As soon as the door closed to her place Debbie started squeezing me tight. Before I knew it I was the one with my dress around my ankles. Soon I was being pulled down the hall to Debbie's bedroom. While I sat on her bed, Debbie went in her bathroom to freshen up. When she came out she was wearing a sexy red night gown. If it weren't for the fact it was a size 6X you might have thought Debbie bought the thing at Victoria's Secret. ...

3 years ago
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All I Want for ChristmasChapter 3 is My Moms Sweet Love

I still can't believe what happened to me. December 25th 1999 is a day I will never forget. That is the day my mother raped me for the first time. (Merry fucking Christmas you bitch!) I mean it was just cruel and sick and nasty. There is no excuse, no rational explanation for her behavior. It wasn't just that she raped me, it was how she did it, the utterly despicable way she went about it. I guess I'm getting ahead of myself a little. To understand you have to go back a year to the events...

2 years ago
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Tea party for a cross dresser

I decided I'd walk over to her place. It wasn't far and it was a nice day. Once dressed I picked up the bag and headed out the door. I arrived just before 8. She answered the door in her dressing gown. "darling" she said and we kissed each other on both cheeks as I entered. I stood in the hall. The flat had high ceilings. We went to the kitchen. We discussed proceedings over tea and toast. Showers were a must. I had a lot of shaving to do. That would take some time. There was one...

4 years ago
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Cross Dressers First Time

I was in my mid 40's and divorced and living a great life. I ran my own successful from home and lived in a large house in it's own grounds at least 5 miles from my nearest neighbour.Whilst I was single I had an active sex life having been lucky enough to know 3 ladies who were unattached and had no need for a long term relationships but were happy to meet up for sex or go away for a break all no strings attached. They all knew of each other and I was aware they saw other men or ladies if they...

3 years ago
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An Incident in a Cross Dressers Life Part 4

An Incident in a Cross Dresser's Life Part 4I always dressed in pantyhose while teaching class. I had on an extra tight pair of panties to hold in my butt plug. Every movement sent shivers across my nipples. The only person who knew was my fuck buddy and fellow teacher. She was the first to let me explore my cross-dressing (see previous stories). After school, we would go to the park in her van that had dark windows that no one could see in. She would sit back and I would eat her pussy until...

2 years ago
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CrossDresser Delight

As a cross dresser you feel like such a woman when you have on your sexy panties and bra, and other feminine unmentionables. Sometimes you just wear them underneath your boy clothes. But sometimes I like when you have a dress and even high heels on too. I get to look at you, a beautiful and sexy woman. You get to tease and titillate a guy like me with your sexy body. You make me so horny and hard when you prance around the house looking so pretty. You always wiggle your sweet ass when you...

4 years ago
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Young secret crossdresser8217s 1st experience

Hello everyone. I am  Anuradha / Sameera, a Secret Crossdresser of 29 years old from Telangana. My breast might be around 34-36 as 36 size too fits well. I love sports bras and padded bras. started in my junior college days when my friend became my boyfriend. It started with him sitting beside me. We used to stroke each other’s cocks secretly under the bench. The handjobs slowly turned into blowjobs. I also had my boobs squeezed by a few others in the class. But I was too scared to tell my...

2 years ago
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Miss Pink Part 7 The Christmas Party

ONE Over the next couple of weeks, I lost track of the days. At first I would return home and breathe a deep sigh of relief. Grateful I had tolerated any torment, that I had survived all I had been subjected to. And as I relaxed and wound down, I found solace in the many happy moments my day would bring; which I then used to spurn me on. Something as simple as an understanding smile from a customer would keep me on a high for hours. It gave me something to hold on to as...

4 years ago
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A New Christmas Mommy Part 9 The Spring Dance

A New Christmas Mommy Part 9: The Spring Dance (March 6-7, 9-11 2019) "Oh goodness, what a busy day...." Diana said wearily as she opened the door to her condo. She took a moment to take off her high heels, rubbing her stocking clad feet for a moment. Ah, Jane isn't back yet.... as she noticed no other sound coming from the condo. Ah well, she figured, I can unwind with luscious mistress of wine, as she placed her clutch purse down and walked over to the kitchen fridge. Opening it up,...

2 years ago
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Moms Special Christmas Present

The following story is a complete work of fiction and fantasy. Any resemblance to persons living or dead is purely coincidental. Note that as opposed to most of my posted works, this is a stand-alone story, offered as a holiday thanks to all my loyal readers. Keep that in mind when reading—I hope you enjoy it. And please take the time to vote or leave a comment, the authors do appreciate it. "Jake, I can't believe you went to all this trouble!" Tanya Nolan said as her son took his hands...

4 years ago
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Telling Mom Im A Crossdresser part 10 Another Day With Mom

It was about 11am by the time I woke up and found myself still in bed with mom. I looked over to see she was still sleeping and still in her lingerie as was I. I got out of bed carefully and as soon as I did I felt how sore my ass really was. I decided to tighten up my stance a little by putting my legs together and squeezing the muscles in my ass tight as I walked. It was a lot like my sexy walk and to be honest it gave me my morning erection as I walked to my room.Once I got there, I took off...

Incest
3 years ago
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Mommys Christmas Shemale for David

She had to make it good. It couldn't be just another gift wrapped cologne set, or a gift card to Ulta. She wanted this Christmas to celebrate her newfound lust with her k**s. She wanted David and Dana's presents to be fun, kinky and perverted. That's why, after a few weeks of thinking about it and a little searching, she had finally found David's gift.David had very open tastes. He was very in touch with his sexuality; he knew what he liked, and he was willing to explore new things to keep...

2 years ago
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Telling Mom Im a Crossdresser Part 9 A New First for Missy

It was a few days later after my night with Greg and being his police bitch for the night when I found myself sitting on the couch in a pair of nylon stockings, thong, bra and of course my new brown hair wig and breast forms. That night mom had to work late so I had the house to myself. For the first half of the night, I walked around the house and watched some of my favorite zombie movies. Eventually, I got horny (as usual) and decided to try out that Sybian that mom had gotten me so many days...

Incest
4 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...

Crossdressing
2 years ago
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Mom early Christmas present

This happen a few years ago. And opend up things I would had never imagen possible. I lived with my mom alone. I never knew my real dad. During the years a few man lived with me and mom but they came and left. Mom is a real dificult person,she not easy to deal with. Shes always been kinda immature.Mom was 44 at that time she had a very beutiful body for her age. I never looked at her in a sexual way back then. I even was kinda use too watching her tapless around the house or hearing her having...

2 years ago
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Confessions of a Crossdresser June 29 1982

It is 8:35 on a warm summer morning. I hear the front door close and already the excitement is building. I hear the car start and then pull out of the drive way. I run to the front of the house and watch my mother pull up the hill and off to work. My sister left for work 5 minutes ago and Dad is gone until 2PM.I turn and walk up the green carpeted stairs. With each step I feel my heart pounding harder and harder. As I reach the top of the stairs I take one last look out the window to make...

4 years ago
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Telling Mom Im A Crossdresser Part 11 Girl time

Part 11It had been a while since my last time as Missy. I had been doing some jobs for people, nothing special mostly working on decks and mowing lawns for neighbors to not only keep up appearances so as to not give to much suspicion of where my money was coming from. This continued for what seemed like 2 weeks before and started to wonder if my fun as Missy had ended.I walked in the door to find mom on the phone. I decided to go to get a drink before I got in the shower to cool off so I got...

Crossdressing
4 years ago
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Me Mom and the Hair Dresser

Growing up as a only c***d I was smothered by my Mother, I don't know if it was normal ,but at 14 she was still breast feeding me,bathing me, and sharing one bed . I was a very shy boy, we moved every year so I was always getting beat up at the new school. I had no thoughts until my 14th birthday. It's funny how these things change so fast,I had received my first computer, I was looking up and typed in the words "Mother and Son" I was directed to a porn site one of the pictures was of a mature...

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