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Crossdressing

Our crossdressing (cross-dressing) stories feature tales of either gender (usually male) dressing up in the clothes of the opposite sex, for reasons of sexual gratification. Crossdressers are akin to the transvestic fetishism, which is a sexual fetish for the clothing of the opposite gender. The crossdresser can be of any sexual orientation.

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The Path to Satin - Liv and James Meet Again

Liv and James meet again for a satin adventure

Liv I walk down the hallway, spotting you at the party. I haven't seen you in so long. I swing my long hair over my shoulder, sliding up behind you as my hand slips across your ass. I pretend to act innocent while reaching for a cup of punch.  Leaning in to whisper, I say, "It's been so long. I took a walk down memory lane and missed so much." My hand trails up your back then away as a...Read On

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My Crossed Life - Chapter 2: Bikinis & Blowjobs

Jenni's second makeover turns into an unexpected day of fun in the sun.

A day did not go by when I didn’t think about that night at Jimmy’s house. I would frequently wear the black bra and panties Missy gave me when I was alone at home or occasionally out with friends. My buddies and I were looking at girls in a completely different sense. I started looking at girls for what they were wearing and how they carried themselves. And my fellow sixteen-year-old...Read On

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Captain Quentin Stocking

Series: Dear Cum

Everyone has problems. I do my best to help.

This morning I popped down to Pret a Manger to meet up with my good friend Albert Einstein for a slice of red velvet cake with a vanilla butter-icing topping and a medium cappuccino on the side. "Albert Einstein," I hear you say in a somewhat incredulous tone. Yes, Albert Einstein! THE Albert Einstein. I gave you all a perfect opportunity to invite me out for a yummy little Pret-fest back in...Read On

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My Crossed Life - Chapter 1: This is Jenni

Series: My Crossed Life

It's hard to imagine 30+ years of crossdressing all started with a simple high school dare.

Like many sixteen-year-old boys, I was at that age where I had moved on from department store magazine bra and panties pages to the pages of Playboy magazine. There was not much left to the imagination in these pictures, and I quickly became fascinated by the female form. As much as I admired the female body, I couldn't help but be drawn to their makeup, hair, and everything satin, lacy,...Read On

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48 Hours - Chapter 2

Chris discovers a whole new persona

Chapter 2: Let's Make Up Lynn walked into the bedroom and threw the bags down on the bed, a white lacy suspender belt falling out from one of them. "Wow," smiled Chris, "you weren't kidding about the weekend." "I certainly wasn't. Now lose the dressing gown and turn around. Shut your eyes too, keep them shut until I say otherwise, and remember, no more questions." Chris did as he was...Read On

Very Good Friends - Continued

The evening brings us much closer than either of us had anticipated.

Jim Turning around, Gerry came back and kissed me while cupping my groin and giving it a squeeze. He led me through the back door and around toward my car. After one more kiss, he suggested, "How about I meet you at Fratellis in about an hour. I need to rinse off the sawdust and change into something a little sexier." "Okay, but you better not stand me up, or I'll come looking for you." ...Read On

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48 Hours - Chapter 1

Chris and Lynn's marriage has lost its sparkle. Suddenly it seems to be back on track.

Chapter 1: Sexual Equality It was Saturday morning, they were both lying in bed awake and the tension was almost suffocating. At last, Chris had the courage to speak. "Look, I'm sorry, but I just can't switch on like a computer at least not right now, I need something to get me going. I do love you, but all this stress with my job just makes it really hard for me." "Or not hard!" came...Read On

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Surrendering to Temptation

Sixteen-year-old Grant waited until he was sure that the house was empty before heading to the laundry room in the basement to recover his basket of clean clothes. He needed to be alone because of what happens when he went down there and today would be no exception. However, today was the day he decided to do something about it.   As he switched on the lights and slowly descended the stairs...Read On

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My New BFF Part Three

Tiffany continues to teach me how to be a woman as we meet two men.

The light shining in the window woke me up.  It took me a minute to realize I was in Tiffany’s bed and started to remember and replay the previous night in my mind.  Her right arm was hanging over me as she spooned me.  I could feel her perky breasts against my back.  My cock was sticking out of the crotchless panties I was wearing.  The lace was stiff from the dried cum all over.  I still had...Read On

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Noodles - Part 9

Series: Noodles

Mark and Dani go to a club, looking for one lucky guy.

"Oh my God, Dani!" Mark said, as Sally opened the door. "I can't believe it's you!"  Mark stepped over to me, slowly, as if he really didn't believe his eyes. "If I hadn't seen you come in wearing that dress, I swear I wouldn't...WOW!" My face hurt, from smiling so hard. I put my arms out, for Mark to come kiss me. Mark closed the distance between us and gently kissed my lips, eyes open....Read On

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Noodles - Part 8

Series: Noodles

Dani gets a makeover - and more.

"Oh, yes. I've been needing this for a week, Baby," Mark moaned, as my lips closed around the head of his cock. I licked and sucked Mark's cockhead, feeling it swell, gripping his shaft, tightly. Mark knew how much I enjoyed giving him that pleasure. It made me feel so desired, and beautiful. I didn't want to finish him though, since we had a long day and evening ahead of us. "I love...Read On

Very Good Friends

Our friendship deepens quickly and reveals a few surprises.

I'd moved my print shop to a new location across town recently for a cheaper and more long-term lease. One of my first customers at the new place was a guy named Gerry. As we spoke, I found out that he was the owner of a small business as well. Gerry was a cabinetmaker and created some primo custom-built cabinetry. He'd come in to get some updated cards and stationery and wanted something with...Read On

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Noodles - Part 7

Series: Noodles

Mark and Dani go out of town for the weekend

Lori is coming back home tonight, I had to remind myself. Mark and I slept together last night, then I had to tell him goodbye this morning. That was a bittersweet ending to an amazing weekend. I washed all the laundry and sheets, putting everything back the way it was before my wife went out of town. I hadn't heard anything from Mark since he left this morning. That's probably for the...Read On

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Noodles - Part 6

Series: Noodles

Mark and Dani spend the night together

I was still recovering from the beautiful violence my body had just been through, at the hands...and cock, of my friend, Mark. Both the pain and pleasure of that experience, exceeded my assumption, or even my imagination. I had given my virginity to Mark, and he had given me the most intense orgasm I have ever known. 'Anal orgasms are a real thing,' I discovered. Although I experienced...Read On

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Recommended Read

All Tamara's Panties

Jimmy Swann liked to believe he was the consummate businessman; suave, sophisticated and with an eye for the ladies. He saw himself as an international dealer in supply and demand but In reality, he was barely one step above the small-time drug dealing bottom feeders. He tried not to draw too much attention to himself and thought that as long as he kept his nose clean and paid off the cops...Read On

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Candy Land

3 sexy stories exactly 300 words long

- Hard Candy - A blue raspberry sucker crunched between my teeth as I descended the deserted parking garage. The click of my heels echoed through each level as I minced my way to the busy street below. A cool summer breeze blew up my mini skirt tickling my ass. The pink thong panties Master picked barely contained my swollen balls and the pink cock cage that imprisoned my clitty. I tried...Read On

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Noodles - Part 5

Series: Noodles

Ladies night at Noodles continues back home

Mark and I began the drive back to my house in relative silence. I had admitted that I wanted him to make love to me. Mark replied by saying, "I've wanted to fuck you, since you first stood in front of me, in that red dress." So our quiet car ride wasn't uncomfortable at all. It was more of expectant anticipation. Nothing else needed to be said. We entered my neighborhood and Mark broke...Read On

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Second Encounter conclusion

Monique and Jenny’s second adventure cums to an end.

We grab a blanket and step out into the cool evening. The ocean breeze feels great and the sky is beginning to lighten in the east. We walk naked down the beach, delighting in each other's company. We chat like schoolgirls, and I am overcome with a feeling of happiness and joy.  We soon reach the secluded cove we had visited the night before.  As we approach it, we hear the unmistakable...Read On

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Son's Bikini

He thought his mother was just trying to be funny.

It was a hot day. I told my mom, “I'm going to cool off in the pool.” My sister, Jan, was already out there sunning herself. Mom eyed me over. “You know, Mark, that swimsuit of yours is getting kind of old. You should get a new one. I'll look online to see what I can find for you.” Mom and Dad divorced several years back, but the split was amicable. Jan and I stayed with our mother as...Read On

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Noodles - Part 4

Series: Noodles

Mark and Dani go back to Noodles for Ladies Night

I slid into the pink dress and beckoned Mark to zip the back for me. "So beautiful," Mark whispered, as he helped me dress. Then he shook his head in disbelief and smiled, "Let me take a picture of you." "Hmm. That's hot, Baby," I excitedly replied. "Let me get on the bed where I belong," I joked. "Oooh yes. Now one on your knees, like you're about to suck my cock," Mark hotly directed. ...Read On

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Second Encounter Ch. 6

A close shave

I am breathing heavily but fully fulfilled. "Wow, Monique," you pant, "You took five loads of cum! How do you feel?" "Wonderful," I say, dazed and content. We rest a few moments, and then Jill says, "That was great. How about a daisy chain?" "What's that?" you ask innocently. "You'll catch on pretty quickly," she responds as she takes Jasmine's cock in her hand. "I've always had a taste...Read On

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Second Thoughts

I would have never predicted this!

How in the world do I get myself in these situations? I guess I really can’t say ‘these’ situations because this certainly isn’t something that happened to me before, let alone often. I do have to wonder if it's ever happened to anyone before!  I can honestly say I made some choices that … didn’t work out the way I had thought they would. It started out simple enough, I met a girl! ...Read On

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Noodles - Part 3

Series: Noodles

Sunday is Dani's Fun day!

The morning greeted me with a gentle ray of light escaping from the corner of the blinds on my bedroom window. As the fog between sleep and awake began to dissipate, I remembered why I was waking up wearing a dress. I went to bed as a girl last night. And I had decided that I wanted to wake up as one in the morning. I pulled the covers off of me and smiled at the sight of my beautiful shape....Read On

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Noodles - Part 2

Series: Noodles

A first T-Girl encounter leads to some hot experimentation between two friends.

Mark and I were still smiling and reveling from our exciting private dance with Amber, as he pointed the car towards my neighborhood. Ever since Mark mentioned that Sunday nights are Ladies Night, I wanted to know more. I prodded him, "What's so crazy about it?" "OK," Mark began. "For starters, 'ladies' don't pay cover. They get free champagne for the first hour. And their private shows...Read On

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Nice Encounter

We walked into his apartment and he said we can be comfortable here in the living room. He started to remove his pants, so I did also. He was down to his bikini panties and after he took off his shirt, he pulled his panties down and off. He was now nude and I got my first look at his cock. He looked large, long that is, and he was cut. I finished removing my shirt and stood there in my...Read On

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My New BFF Part Two

My second time with Tiffany is better than the first as she teaches me to be a woman.

It was midnight by the time I got home from Tiffany's.  I took off my shirt and pants and put on the silk nightie she gave me over the bra and panties I wore home.  The feeling was exquisite.  It felt so comfortable when I got in bed that I fell asleep within minutes. When I woke up the next morning, I reluctantly took my lingerie off so I could take my morning shower before starting...Read On

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Second Encounter Ch5

Guess who’s cumming to supper

We enter the bathroom giggling like school girls. Taking out our makeup bags, we commence to do our faces. We remove the light make we applied that morning and scrub our faces clean. Like sisters, we help each other to get just the right look, making suggestions and comparing techniques. "I've got something new I'd like to try," you say. "What's that?" I ask. "False eyelashes," you answer....Read On

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Second Encounter Ch. 4

Monique and Jenny’s adventure heats up.

I awaken at the first rays of light streaming through the curtains. I slip out of bed, freshen up in the bathroom, and make my way to the kitchen. I start the coffee pot, and soon the rich aroma fills the cottage. I hear you in the bathroom, and soon you make an entrance into the kitchen.   "Good morning, Sunshine," I quip, " How did you sleep?" "Solid as a rock," you say as you rub your...Read On

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Second Encounter Ch. 3

A Walk on the Beach

The sun is sinking low when I awake. You are already up sitting on the porch watching the waves roll onto the beach. "Jill is still asleep. Let's not wake her. It's a beautiful evening, Monique, let's go for a stroll," you suggest.   "Great idea, I love long walks on the beach. It's so romantic," I respond. "It's a full moon, as well," you say, "Perfect for a beach walk." "I'll change into...Read On

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Second Encounter Ch 2

First-class cock sucker

I feel the head of her giant cock caressing my lips. As she runs it over my mouth, I taste the first drops of her precum and respond by gently licking her knob. "Put your hands on my ass," she commands. "If you want me to continue, press slightly, if you want me to stop, give me a light slap and I'll pull out." I nod in agreement and press lightly on her ass. She responds by slowly inching...Read On



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