Friday Night Crossdressing Fun Part Two free porn video

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Friday night crossdressing.

Doing a favor for a gay neighbor gets me more exposure when a friend finds out I like crossdressing.

Continued…

Gail walks up to Candice, leans over and they start making out.

Before I knew it everyone had a partner and they were all making out except Mark and I.

As I said before, Mark and I have known eachother since grade four. I heard he made a pass to another guy once but I thought it was just a rumor.

I've always liked crossdressing but didn't consider myself bi/gay until I sucked a guy off at the gloryhole later in life. As time went on I got braver or more desperate, depending on how you look at it.

I found myself being a bit shy when I realized that Mark and I would probably be making out soon. I've always been submissive when it comes to sex but Mark was different. He was bigger and stronger than me but I always thought of us as being equal kinda.

I found myself studying Mark. Looking into his eyes, then quickly shifting my look to the obvious bulge. I gasped when I saw it. Mark saw and probably heard me gasp from across the room.

I felt a draw to him. He just sat there on the bar stool grinning as I slowly made my way across the room.

I licked my lips unconsciously as every sound in the room just faded away. It was like I had horse blinders on. Nothing else mattered or existed. My focus was squarely on Mark, or his bulge to be more blunt.

I was only maybe five feet away from him when he got up and walked to the back of the house. I followed like a lost dog in heat. We went to the deck out back. He stood by the railing overlooking a wooded ravine in the moonlight. I stood beside him as we took in the sights.

You know I've wanted you for a long time now he said.

Really, I didn't know you were gay.

I had to keep it a secret, my dad would have killed me if he knew. I see you've been keeping a secret too. How long have you been dressing like this?

Seems like forever now. When I was very young, having an older sister can suck at times. She used to dress me up instead of her dolls and practice putting make-up on me. I guess I've always felt more like a girl than a guy.

Then when I was in grade eight. You remember when I got sick and had my appendix out.

Yeah I remember. You missed a whole month of school, lucky bastard.

Yeah well that's when I decided to be more feminine. I started growing my hair out and stopped weight lifting.

I wondered about that, well the end results look good to me.

I'm Still just a guy.

You look stunning to me, he says as he turns to me.

Mark is much taller and muscular then I am. He's 6'3 190 pounds with deep blue eyes and sandy blonde hair.

He reaches across me and grabs my arm, pulling me to face him. Looking up at him even with my high heels on he still towers above me. At that exact moment I felt something that I've never felt before. It was more than being submissive. More than him being dominant. It was more of an understanding of my place. A willingness to stay in my place.

I'm not that big really. I stand a mear 5'5 125 pounds with blue/green eyes and long brown hair past my shoulders. My ass sticks out, especially when I wear high heels.

We stared into each other's eyes for a bit then he leaned in and kissed me gently. I melted into his embrace as his tongue searched my mouth. He broke our kiss and pulled me to his chest and hugged me, his arms wrapped and caressed my head. My arms wrapped around him and fell to his masculine butt. I could feel his bulge pressing into me. Again I gasped as my hands instinctively came around to feel his manhood.

He was big. I mean really big. Fear, excitement and wonder filled me all at once. I look up to see his eyes closed and looking up at the night sky.

I followed his dick down, almost to his knee as I dropped to my knees. Then reaching back up to the button. My hands shook slightly as excitement and wonder overtook fear with maybe a bit of hunger in there too. With the button undone the zipper came down next. He wasn't wearing any underwear. Trembling now I reach in to feel him for the first time. Shock and fear quickly rose in me as my hand verified his size. I was frozen in fear as I slowly looked back up to his face. He had the look of pure pleasure. This encouraged me. A new feeling of wanting to please him flooded me.

I slid my hand inside his pants down as far as I could but didn't get to the head. Wrapping my fingers around the best I could I started to pull it out. Mark hooked his thumbs on each side of his jeans and pushed them down past his knees. That's when his cock sprang up, if I hadn't been holding it I probably would have been hit by it. They fell the rest of the way on their own to the floor.

Seeing his manhood in my tiny hand really shocked me. My hand wasn't even halfway down. His cock glistened in the full moon.

His cock wasn't that thick at the head but it definitely got much thicker at the base.

My hand instinctively started stroking him. The first thing I noticed was the weight, it moved differently than mine. He was uncircumcised where I was circumcised so watching the foreskin slide back and forth over his thick veins really turned me on. My tight cage felt that much tighter now.

Excitement, curiosity and the need to please overcame me as I pulled his cock down until it was pointed at my mouth. My watering mouth opened and I moved forward. Closing my painted lips around a part of the head I savored the taste. He was clean and tasted very good. My hand stroked long as my tongue searched for the slit in the head. Finding its mark it felt like the slit swallowed my tongue. Moving as much saliva as I could to his delicious treat I began to bob back and forth. Getting a little more in my mouth each time. He rested one hand on the railing and the other held the back of my head.

Once the head slipped in my hungry mouth I wasn't gonna let it go.

Then I felt a set of hands on my upper back, gently pushing me forward. A man's voice encouraged me to take more. The head was now pushing at my throat. I closed my eyes and relaxed as much as I could. A feeling of want. No, Need filled me. He was by far the biggest cock I ever had and I wasn't going to be defeated.

He kept pushing me forward a tiny bit at a time until Mark's cock head slipped into my throat. Then I slid down his shaft two, three, four then five inches. I stopped there for a moment then pulled back until just the head remained in my throat. I was able to breathe a bit through my nose then slid back down again a bit faster this time. My mouth was stretched so wide.

Mark's breathing became labored and both hands were now on my head.

That's a good girl I heard Mark say as he steadied my head. Then he pulls out most of the way. He pushed back in faster and faster as he throat fucked me for a while. I swear he was ripping my mouth open with each thrust in but I loved it.

I felt my mini dress being pulled over my ass and a hand rubbed my puckering bud.

Mark slid down the railing until he was laying flat on his back without stopping the throat fucking. This put me in an ass up head kinda down position.

Almost immediately I felt whiskers and a tongue on my Smooth ass. His tongue licked and probed my hungry hole. God did it feel wonderful.

Mark had a firm grip on each side of my head as I kept bobbing up and down.

Is she tight? Mark asks.

Oh yeah and she tastes so good.

Loosen her up for me will ya.

It'd be my pleasure.

I heard him ripping a condom wrapper then I felt a cold liquid being applied to my hole. Next I felt his thumb pressing past my sphincter. He massaged my hole for a bit then pulled it out leaving me feeling empty. A finger quickly pushed in, then two. Empty again as he pulled his fingers out.

Then he put a hand on the top of my ass and I felt his cock pressing at my hole.

He'd push on my anis for a bit then let up, then push a bit harder. He kept doing this over and over all while saying fuck she's right. You're gonna destroy this hole Mark.

Then he slid in and stopped. Pain shot through me but quickly turned to pleasure so I pushed back on him. He got the hint and started fucking me right. Having a cock in each end of me felt amazing. I slowed my pace with Mark as whoever picked up his pace fucking me.

Soon I had to put my hands on the deck to steady myself as the pounding my ass was receiving was gonna knock me over.

Mark started moaning and groaning as his cock seemed to expand even more.

Oh you better be ready for this. He's gonna blow. Not wanting to waste a drop I forced as much cock into my throat as I could. Holding there for what seems like forever he finally gasped loud and shot gallons of hot cum deep into my throat. I gagged and choked but I held steady. Not like I had a choice though. Mark had both hands wrapped tight in my hair pulling me down further.

He pulled my head up and I sucked almost every drop from his cock. I licked what got away from his shaft and balls as he panted heavily.

Brav-fucking-oh a woman's voice cheered. I looked to see Gail naked watching.

Mark slid to the side a bit and Gail stepped over him, then lowered herself down onto his still hard cock.

Watching them fuck while I was getting fucked outside in the nights air felt fantastic but it didn't last. A sudden empty feeling rushed over me. Then a hot splash of cum landed on my gaping boi-cunt.

I spun around and sucked what I could from Seth's cock.

Gail commented that I was a real cock whore. That just made me smile.

Let me know if this story interests you by commenting below.

Please let me know if my writing skills are improving as well.

Thanks.

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CROSSDRESSING CHARLIE Episode 11 UNDER HIS THUMB Prue watched him get into the car from the top of the steps. Dave, who was still standing outside of his car, stared at Prue maliciously. She returned the gesture, glaring intently with apprehension before watching him swing into the car. Dave was quieter than usual as he settled himself at the wheel. He looked unnerved, doubtful, and even a little irritated. He turned the key in the ignition and the engine revved up like a vicious...

3 years ago
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The Knight and the Acolyte Book1 Chapter 7 The Knights Sacrifice

Book One: The Quest Chapter Seven: The Knight's Sacrifice By mypenname3000 Copyright 2016 Note: Thanks to B0b for beta reading this. Acolyte Sophia – Western Deorc Forest, The Federation of Deoraciynae The two other elf hunters appeared silently out of the woods. Like Xera, they were gorgeous, tall and lithe, their bodies painted in greens and browns to let them blend into the woods. Their keen eyes flickered at Angela and me, their ears twitching in obvious curiosity at the sight...

3 years ago
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Crossdressing Fun

Hi everyone, Vinnie here from bglr . I am 26 and love cross-dressing and being a slutty girl. Been cross-dressing from college .When my senior made me wear his sisters skirt bra and top and he lip-gloss and makeup. I loved it when he got so hard and he sucked my nipples while i rubbed his cock harder. We are alone at his place so he was biting my nipples on the sofa. We bunked college so he could have fun alone early. Once i sucked him before in wash room in local church. He said i looked very...

Gay Male
2 years ago
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Ashleys Crossdressing Adventures

It's Sunday and Mommy wants to hear what sissy things I have been up to, and don't leave anything out Sissy Ash, Don't be shy, out with it sissy, I already know you love being a complete sissy!Did you buy anything sissy? Yes Mommy, I did, I want to hear, everything you bought you little sissy, let mommy remove your bra, to access your sissy nipples,Mommy I bought 4 pairs of sheer nylon panties to add to my collection, pink, blue, white and yellow.What else sissy? I ordered 3 packages of...

Crossdressing
2 years ago
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First time crossdressing with a friend

My lovely new Malaysian friend emerged from the bathroom, moving shyly in the low light. He was wearing thigh-high stockings, cute little panties and a matching top that was tied at the front.My heart leaped at this gorgeous sight. He had advertised that he wanted to hook up with someone who appreciated fembois, and I was very eager to indulge his fantasies and mine!We had agreed that we were going to enjoy a girl's night together, and so he started playing some lesbian porn on his computer....

Crossdressing
3 years ago
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Sex with a crossdressing in a public toilet

Friday came and I'd bought a new outfit just for the occasion. I slipped into my low rise boy shorts (black with white spots and white lacing), tucking my penis in where it wouldn't get in the way of course. I put on my matching bra, filling it with my C cup breast forms and then put on my black stockings with pink ribbon at the top, pulling them all the way up my thighs. I put on my very short black skirt next, sliding it up so far as to just barely cover my rear end. Fortunately, I'd...

3 years ago
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Crossdressing Domina gets a new slave

I have been a crossdressing Mistress for several years now. I have a petite body and always looked good in a dress. I take on many slaves but my favorites are other men who look great in dress. This is a story about my favorite slave I have ever trained. I had been anticipating the arrival of my new toy all week, and he was moments away. My new slave, eager to be trained under my heels. The first time I saw him I had brief fantasies of my hands and mouth exploring every inch of his petite and...

3 years ago
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Forced Crossdressing Stories

All of these stories share a central theme of Crossdressing. Rather than add yet another story for one of my ideas, new ones will now go here. I'm making the call, out loud, for additional authors to add their own threads and work with me. I would love anyone interested in any of these stories or my previous ones to add their own threads. If writing isn't your thing but you have ideas, send me a message. I'd love to hear of anything you come up with.

Transsexual
4 years ago
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Crossdressing for sex

The act of crossdressing for sex is incredibly arousing. It gets me in the mood for the debauchery to come and allows me to come Brooke the cock loving whore. Even having been dressing for over twenty years, I still look forward to it. Adding to the experience I like to dress while my lover waits in another room. I want them to sit there thinking about what I am doing, what I’m putting on, what I will look like when I enter the room. I want their imagination to flow, and I want their cock...

3 years ago
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An Introduction To Crossdressing The Finale

Reliving our evening’s events had Jackie and Chandra pretty worked up. “You girls seem to be getting a little excited," I stated. "Are you ready for some more fun?” Simultaneously they both grunted, “Yes we are!” I leaned across the table to find them both holding the others cock and slowly working each other into a frenzy. “You should probably save some of that for back at the hotel, before you run dry,” I said. But that didn’t seem to deter their enthusiasm, until Susan walked up. “I’m done...

Crossdressing
3 years ago
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An Introduction to Crossdressing Pt 6

After Steven leaves me at the table with Jackie and his new friend Chandra, I start to fill them in on the details. I tell them, “It’s really Jackie’s fault that I got fucked so good; since he was being so aggressive with his dance partner, I got jealous and grabbed Steven’s ass.” Then I continued with, “This led to Steven grabbing mine beneath my skirt, and then stroking my cock and balls under my panties.” Jackie interrupted with, “Forget about the dance floor, tell us what happened in the...

Crossdressing
4 years ago
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An Introduction to Crossdressing Pt 4

In Part 3, Jackie and I had our way with each other for the first time and then headed to the shower to ‘clean up’. As I was removing my feminine attributes - the wig, makeup and lingerie - it occurred to me that even without those items I still felt rather girly. Previously whenever I would change out of my lingerie back into my man clothes, my attitude would change as well. Maybe my attitude hadn’t changed this time since I had dressed all the way and given myself completely as a woman....

Crossdressing
2 years ago
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Bookstore Crossdressing

It was at an adult book store in the north part of Denver. I had just gotten a nice pair of stockings with the latex band to keep them up and I had a hot pair of heels that brought out the tramp in me. I always entered the store with the heels tucked in my jacket, so they weren’t that noticeable. Once I was inside a booth, the heels came out the clothes came off and the slut came out. The hallway was empty where the booths were so I ducked into the booth that had a video of a luscious...

Crossdressing
2 years ago
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An Introduction to Crossdressing Pt 3

As I was following Jackie to the hotel I couldn’t stop looking in the rear view mirror at what was a complete transformation in my mind. I kept doing that thing where you look away and then back hoping to catch your reflection not keeping up with you because you are sure it is not you. It is probably a good thing that there were not very many cars on the road since I wasn’t paying any attention to it while I was admiring myself. I did see Jackie’s turn signal and brake lights just in time to...

Crossdressing
2 years ago
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An Introduction to Crossdressing Pt 2

So as Jacky was going through his story about how we ended up in this shop, I started to look around. I found that my initial belief that the shop was just a hair dresser was completely wrong. The shop was split in two, long ways, with the left side having about four stations for regular hair work, two stations for nails and a couple of closed rooms for massages, waxing and tanning. The right side had several racks of all sorts of women’s clothes including lingerie, dresses, shoes, wigs and...

Crossdressing
3 years ago
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Crossdressing at the truck stop

Hello this is my first story I really hope you enjoy it I am a crossdressing truck driver and with my job I have a lot of time to enjoy dressing up in my truck. One night I was all dressed up in one of my sexy outfits watching some porn and thinking about trying to find a nice hard cock to suck. So I put an ad on Craigslist and got a few but none of them wanted to come to me then I got a message from a guy, he said that he was a driver and was at the truck stop. I ask him what he wanted to do...

3 years ago
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A Crossdressing Story

***A crossdressing story***(All characters are fictitious...maybe…!)I had been dressing for a number of months when this adventure occurred. While I felt that I was learning the basics of makeup and dressing, I needed some expert advice and so I placed an AD in a local TV/TS newspaper for an understanding woman to help me with my feminine side. Little did I know what an erotic journey this would take me on! I got a number of good responses, but the best came from a woman named Debbi. Her...

2 years ago
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Steve the Crossdressing Cat Lover

My boyfriend, Steve, has a lot of cats. I can't tell you exactly how many because the little critters come and go out the pet door and scatter as their furry little paws please.Steve lives on a farm. Well, it's kind of a farm. I mean, he has a lot of land, but he doesn't exactly grow anything on it except cats from what I've seen. And he has a barn, too. You'd think with all that land Steve has that he'd keep a couple of horses to ride but no. The barn is filled with cats that curl up and sleep...

Crossdressing
2 years ago
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Mother and Crossdressing Son Fantasy

Mother and Crossdressing Son FantasyThe story is about how my passion for wearing women's lingerie helped me to establish a more intimate relationship with my mother.I'm a 42-year-old man and I still live at home with my mother. My Father passed away 20 years ago. We live in a suburban bungalow and I have a nice little apartment in the basement. It's not as private as I would like. That's important because four years ago after discovering a number of chat sites where men present themselves in...

4 years ago
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Crossdressing at the cinema

I placed an advert on Craigslist as I fancied something new. I'd been crossdressing for a while and had met a few people for fun but wanted to try something a bit more exciting. My advert was looking for someone to meet in public for sex with me dressed in lingerie. A few replies came but the one that caught my eye wanted to meet in an adult cinema in London near city road. I heard of this place and fancied trying it out. We agreed to meet at 11am in a coffee shop nearby and go to the cinema...

3 years ago
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Wifes Crossdressing Fantasy

This is a work of fiction. Any resemblance to persons or incidents is coincidental. My adventure began while I was a senior in high school. My mother took me to the dentist. It was late afternoon and shortly after I was called into the examination room the receptionist and assistant went home. The dentist then closed the door of the room we were in. He walked over to me and started making small talk... I guess to make me feel at ease. We talked about many things. He told me I was cute and that...

Crossdressing

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