Crossdressing At Grandmas : Part 1 free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)

100% fiction!

My brother & i boarded the train bound for grandma's. During the 3 hour journey we had plenty of time to talk about the good old days when we would get into trouble chasing her chickens & how she would bake for us. She was very lonley these days & had asked for us to pay her a visit. After getting off the train we made the short walk to her house.

Grandma was delighted to see us & as usual had baked plenty for us. She was very elegantly dressed in blue satin blouse,black skirt & blue 5 inch peeptoe court shoes. After dinner we chatted away. Grandma sat there dangling her stiletto heel & crossing & uncrossing her legs,making her nylons whisper. It was very distracting,not to mention incredibly arousing. Suddenly her shoe fell to the floor. In a split second my brother & I both sprang up to retrieve the beautiful heel. "Oh my,what do we have here" grandma purred in sexy voice. She let her other shoe drop. "There darlings,one shoe each". Our hands trembled as we slipped her heels back on. She then stood up. "Follow me dears" as she led us to her bedroom.


Grandma sat down on the edge of her bed & crossed her legs,her skirt riding up revealing a glimpse of fully fashioned stocking top & white suspender straps. "Strip for me" she demanded. We stripped naked,our fully erect cocks staring straight at her. "You had better show some control in front of dear old granny" she said sternly. She went into the bathroom,her heels were music to our ears on the tiled floor. She returned with a bowl of water,shaving foam & a razor & proceded to shave our cocks silky smooth. I was quivering with excitement as was my brother. We had never shared another woman before & to do it with our grandma was beautiful. What happened next caught us by total surprise.

Grandma disappeared into her wardrobe & brought out an armful of lingerie,hoisery,wigs & heels. We were helpless as she transformed us into crossdressing sissies. She dressed us in stockings,suspenderbelts & gorgeous highheels before applying our wigs & makeup. "Oh you two look so girly" she squeeled. "Now give granny a parade". After a quick lesson in walking in heels we stood in front of her. "Mmmmm,if only your mother could see you now"she giggled. "Now,what do we call you two sissies". She called my brother Justine & myself Erica. Grandma unbuttoned her blouse & popped he enormous 38 dd tits out of her white satin & lace bisque.

She began tweaking her stiff nipples. "Come to me my dears" she moaned. We tottered over to her each taking a fleshy,perfumed pillow in our mouths. Grandma threw back her head. "Mmmm,oh yesss,oh sweethearts,it feels soooo good"she sighed licking her lips. Our hands roamed her voluptuous body,finding there way up her skirt & into her sopping wet cunt. She almost came on the spot. "OOOOH so desperately want to fuck you grandma" i whispered,sucking on her pearl earrings. "Then you will whatever I say,won't you Erica?" she purred.

"Yes maam" was my reply. "Mmmm,that's just what i want to hear" Justine agreed to anything as well. We were so turned on,that tonight anything was possible

Grandma made herself comfy on the plush leather sofa. To be continued xxxxx.

Same as Crossdressing at grandmas : Part 1 Videos

4 years ago
  • 0
  • 37
  • 0

Crossdressing Vignettes True Story

I went through a period in the '80s and '90s when I was very much into crossdressing and being a bottom. I didn't write these events down at the time, but I wish I had. As the events come to memory, I'll write and post them. Here's one such story:In the '90s, I was married, and my wife didn't (as far as I knew, anyway) know about my bi or crossdressing interests. I loved her very much, but I had these other desires I never shared with her. I kept a small bag of lingerie, condoms, and lube...

4 years ago
  • 0
  • 15
  • 0

Grandmas Manfriend Fucks Me With A Great Ending

Jeremy was wrapped around his Grandma's boyfriend's finger, and while Ted had introduced Jeremy to many things, he had withheld the thing that Jeremy wanted most. Jeremy didn't want it at first but as the nights went on he started to change his mind, especially after when he got the chance to witness his grandmother and how she reacted when at the receiving end of Ted's massive manhood. Tonight, Jeremy was to learn, was the night. **** Ted had asked me to join him in the cellar after the TV...

4 years ago
  • 0
  • 25
  • 0

Fucked My Two Grandmas

Hi ISS readers. This is Sri Charan once again back with another sex story. This story is about how I seduced one grandma for sex and other asks me out directly to fuck her. Here is how the story starts. I was 18 when this happened. And it was my summer vacation where I had 2 months of holidays. For the 1st whole month I spent with my maids i.e; shoba, krishnaveni, kanchana, rajeshwari and bhagya aunty. Then I was bored of fucking them even though we used to do it with enthusiasm. Then I...

Incest
2 years ago
  • 0
  • 31
  • 0

Crossdressing Hooker and the Creampie

I've always had a feminine body, slim but some female curves so I've been able to pull of being woman in public a few times already. I started by placing an ad in the local erotic escort guide with some of my best pictures and immediately got replies from interested men. I decided to call one of them who wanted to bring a buddy and we set a date at a local hotel for 8 pm. I wanted to look amazing for the first time so I started by shaving and making sure I had no body hair...

3 years ago
  • 0
  • 26
  • 0

Crossdressing Karte Hue Pakad Liya

Hello indian sex stories dot net friends , my name is preeti(fake name) age 20. Ye baat kafi purani hai lagbhag 3 saal pehle ki . Mai ek part time crossdresser tha aur mujhe meri chachi bahut pasand thi aur hain . To mai jab vo aur ya koi b ghar pe nahi hota tha to mai unke room mai jake unke innerwear pehnta tha . Aur jaise ki mujhe bondage bahut pasand hai to chachi ke kapde pehnke self bondage karta tha jab ghar pe koi ni hota tha . Isi tarah ek din ghar pe koi ni tha aur mai chachi k room...

2 years ago
  • 0
  • 26
  • 0

Crossdressing Charlie Episode 11 Under His Thumb

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...

4 years ago
  • 0
  • 15
  • 0

Weekend at GrandmasChapter 3

Sex. What else were we going to do? The evening was soaked in sex. But that was later. It was after 4:00, and the dinner line was going to start at 6:30. We'd just put the blanket away when Grandma came out. "Hey everyone!" she called. "Dinner will be in a couple of hours. We need to get things set up out here." The dancing, screwing, kissing, and talking came to a slow end. People got cleaned up, and Jerry showed me the fun of showering with a partner. He made sure my boobs were...

3 years ago
  • 0
  • 21
  • 0

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...

4 years ago
  • 0
  • 41
  • 0

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
  • 0
  • 24
  • 0

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...

4 years ago
  • 0
  • 31
  • 0

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...

2 years ago
  • 0
  • 25
  • 0

Crossdressing internet ad part 1

I have been crossdressing for several years mostly at home going to the theaters some and to local bars. I was on my way to the Theater one night and stop at a service station and was being hit on by a couple different guys. I flirted back a little then one guy came up to me at the gas pump and said I would love to eat that pussy. I smiled and said maybe next time. When I got home it got me thinking that maybe I should go on a CD date. I looked on a couple dating and personal sites and one...

2 years ago
  • 0
  • 25
  • 0

Crossdressing with my Girlfriend and Boyfriend Part 3

Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 3 At the rehearsal on Friday night Mrs Cartwright asked me how my mother was getting on with the dresses for the show. "She has just about finished two dresses for me, including the wedding dress," I said. "I'm sure they will be very pretty, she did so well with your costume for Dorothy last time I can't wait to see them," replied Mrs Cartwright. I...

4 years ago
  • 0
  • 20
  • 0

Crossdressing with my Girlfriend and Boyfriend Part 4

Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 4 Oh no, I thought, I sensed that dizzy feeling coming over me again, there was so much going on in my life I didn't understand, with my mom, with Jason and with Aubrey as well and now Janette was going to tell me about mom and dad and being brave. I sat with my own thoughts for a while and then I noticed we were not driving home. "Where are we...

2 years ago
  • 0
  • 22
  • 0

Crossdressing Charlie Episode 2 High Waisted Skirt

CROSSDRESSING CHARLIE Episode 2 HIGH WAISTED SKIRT "Oh Charlie, you're burning up!" said Mom. She took her hand off of his forehead and read the thermometer. She then left the room to get some medicine. Charlie took the thermometer out of his mouth, held it up against the lamp on the bedside locker, grabbed his hot water bottle and placed it on his face. He left it there for a few seconds before he heard approaching footsteps echoing from the hallway. He slipped the hot water...

2 years ago
  • 0
  • 19
  • 0

Crossdressing Charlie Episode 3 Relinquishment

CROSSDRESSING CHARLIE Episode 3 RELINQUISHMENT Charlie stared at the door as if it were a wave of fire rapidly heading toward him. His eyes watered and his hands trembled with shock. His could hear his mother's heels clicking against the shiny wooden floor getting louder and louder as she approached her bedroom door. Then, something electric shocked Charlie's brain which broke him free from his frozen state as adrenaline pumped through his body. He jumped to his feet and turned for...

2 years ago
  • 0
  • 23
  • 0

Crossdressing Charlie Episode 4 Lust

CROSSDRESSING CHARLIE Episode 4 Lust The sky was blue. Yes, just blue, not a cloud to be seen. Every so often a light sliver jet could be seen, trailing white smoke behind it. The sun hung over the city like a warm light bulb, belting its warm rays unto the necks of people within the hustle and bustle of the packed streets. People wore shorts, t-shirts, sunglasses and sun cream, making the most of the rarely seen good weather. The sounds of construction workers banging and drilling...

4 years ago
  • 0
  • 36
  • 0

Crossdressing Charlie Episode 5 Rachels Date

CROSSDRESSING CHARLIE Episode 5 RACHEL'S DATE Rachel sat in front of her makeup station brushing her hair whilst humming a soft happy tune. She had just dried her hair after getting out of the shower. She was dressed only her in bathrobe as she wasn't in the least bit cold because outside the sun was splitting the rocks and melting the tar on the roads. As soon as she was done brushing her hair into a silky shiny doo she walked over to her chest of drawers and began to put on her...

3 years ago
  • 0
  • 20
  • 0

Crossdressing Charlie Episode 6 The Tennis Uniform

CROSSDRESSING CHARLIE Episode 6 THE TENNIS UNIFORM Since Charlie and Rachel's day of sorrow three weeks ago, much has been altered in their lives. For a brief time they became closer than ever as they shared their feelings with each other. Emotions of pain, jealousy, hurt; anger and betrayal were common occurrences of feeling in their deep immersive conversations. Despite the fact that their mother felt alienated and that she was alone in the universe she still felt a glimmer...

2 years ago
  • 0
  • 33
  • 0

Crossdressing Charlie Episode 8 Family and Nightmares

CROSSDRESSING CHARLIE Episode 8 FAMILY AND NIGHTMARES His eyes opened quickly. The first thing that came into view was his bedroom door. His heart slowed down as he exhaled into his pillow. It was just a dream. He thought. Well of course it was! His eye's swirled about in their sockets like a startled animals as he rolled over onto his back and licked the inside of his mouth. That usual morning taste was in his mouth and he couldn't wait to get his hands on his toothbrush. He...

4 years ago
  • 0
  • 42
  • 0

Crossdressing Charlie Episode 9 Everybodys Crazy

CROSSDRESSING CHARLIE Episode 9 EVERYBODY'S CRAZY "What are we going to do now?" Charlie yelled over the loud rush of passing cars. "I don't know!" cried Rachel, tears streaming down her face. "Well we can't just hang around the streets all night!" shouted Charlie. Rachel didn't say anything back. She continued to walk briskly ahead of Charlie as if she knew where she was going. Dusk was rapidly descending into night and the skyline of the distant city buildings was...

4 years ago
  • 0
  • 24
  • 0

Crossdressing Charlie Episode 10 Prudence Svahnstrom

CROSSDRESSING CHARLIE Episode 10 PRUDENCE SVAHNSTROM The moment that Charlie was told that he would be moving out of his current home he could not help but feel a little sad at first. However, the more he thought about the prospect the more it made him feel hopeful for a brighter future. For so long he had been stuck in a never-ending chasm of darkness and now there was a light at the end of the tunnel. It was something to look forward to, something to root for and above all else a...

3 years ago
  • 0
  • 25
  • 0

Crossdressing Charlie Episode 12 Seventeen

CROSSDRESSING CHARLIE Episode 12 SEVENTEEN It is the 12th June, ten days after the shopping/cinema date and Charlie has not heard from Dave. He sits in the back garden on his deck chair, staring out into the dusk sky as the sun slowly sank down behind the distant housing estate. It is a warm mid-Junes evening and the sky is painted with pinks, reds and oranges across the dark blue canvas. Even the stars were beginning to protrude through the blackest parts of the sky. It is truly...

4 years ago
  • 0
  • 27
  • 0

Crossdressing Charlie Episode 13 Hide and Seek

CROSSDRESSING CHARLIE Episode 13 HIDE AND SEEK TWO YEARS AGO... Dave watched the raindrops roll down the windowpane and morph into one another before they dripped away. Outside, it was pelting down so hard that it looked like the rain was coming up from beneath. He watched people scurry down the street with umbrellas, newspapers, and briefcases over their heads to protect their precious haircuts. It was dreadful weather. However, he was safely inside a nice warm caf? with a cup of t...

4 years ago
  • 0
  • 28
  • 0

Crossdressing Charlie Vol 1 Episode 1 The School Uniform

CROSSDRESSING CHARLIE Volume One Episode 1 THE SCHOOL UNIFORM The thump of the car door made Charlie open his eyes. The sound of a second door slamming made him sit upright in the bed like a startled squirrel. He listened carefully. The ignition jerked several times before the engine started up. He was still as a statue as he listened to the low rumble of the car reversing out of the driveway. He scurried across the blankets, jumped off the side of the bed and stumbled over a pile...

2 years ago
  • 0
  • 28
  • 0

Crossdressing Charlie Vol 1 Episode 15 Crime and Punishment

CROSSDRESSING CHARLIE Episode 15 CRIME AND PUNISHMENT Dave's long, golden hair hung gloriously down over his bosom, and down his back like an unrolled curtain of soft velvet. Covered with an explosive overdose of fake tan, his skin looked radiantly false yet hotly sensual. His face was painted like a dolls and his makeup was over the top and trampy. Like two fluttery butterfly wings, his lashes were thick, dark, and long. His lips appeared plumper as they were coated with neon-pink...

4 years ago
  • 0
  • 26
  • 0

Crossdressing Charlie Vol 1 Episode 16 The Greatest Change

CROSSDRESSING CHARLIE Episode 16 THE GREATEST CHANGE Everything in Charlie's life became slow and dreary after a period of unexpected escalation. Yes, he returned home to his family after nearly being kidnapped by a psychotic blackmailer. However, that did not mean everything would immediately return to normal. There were still a lot of unanswered questions pressing on the minds of those who loved Charlie and he knew they would start asking sooner rather than later. He had prepared...

4 years ago
  • 0
  • 30
  • 0

Crossdressing Vignettes 2 True Story

This is from the early 1990s, when I was in the occasional habit of crossdressing in lingerie and bottoming. I don't do that any more for several reasons, mainly because at my age I just don't have the body for it any more. About 20 miles from where my wife and I lived, on the outskirts of one of America's largest cities, there was an unofficial red light district. It was basically a very poor little village that had opened its boundaries to adult businesses in order to attract some kind of tax...

4 years ago
  • 0
  • 21
  • 0

Crossdressing in Highschool but oddly enough my friends are alright with it

Never in your life, you thought you will be entering my school walk-in crossdressing as a girl. If you told yourself this two years ago you will be laughing at your face. But here you are swallowing your guts down into your stomach and pray to God that today is the day you die. Facing the high school doors that separate you from the inevitable humiliation. You close my eyes and push the doors open, immediately multiple eyes lock onto you. Freeze Frame Record Scratch. Let's go back all the way...

Transsexual
3 years ago
  • 0
  • 18
  • 0

Weekend at GrandmasChapter 4

I was a little nervous, despite everything, as we finished cleaning up. Oh, the sex sounded fun, but with older people? And I'd see my Mom and Dad naked, too. What about Grandma? Women that age should remain covered for very good reasons. Mother Nature isn't kind to you as you age, and it's really not polite to show that. First, the practical details. Everyone used the bathroom to clean up. It really isn't cool, and kind of distracting, to be in the middle of doing it with someone and...

4 years ago
  • 0
  • 19
  • 0

Weekend at GrandmasChapter 5

I felt marvelous when the sun came up and lit the room. I was naked and in bed with a boy. I'd had sex with him, and in the last 24 hours I'd had sex with at least six more. Quite an accomplishment for the nervous little virgin of Saturday morning. There were others stirring around us. In my fantasizing of my first sexual experience I hadn't considered waking up in a room with three other couples, all of them naked. But that was the case, though nobody seemed to pay it much of any mind as...

3 years ago
  • 0
  • 18
  • 0

Weekend at GrandmasChapter 10

Shortly after the start of school word began to get around that Eric and I were sleeping together. I could have hotly denied it, adding fuel to the rumors, or I could smile and admit it. After analyzing things in my best redhead manner, I chose the latter. "Yeah, once a week or so," I said. "It's kind of fun, and he makes me feel special." The girl, expecting a hot denial, looked confused. "What, this shocks you?" "N-no," she stammered. "I just thought ... well, you...

4 years ago
  • 0
  • 21
  • 0

Weekend at GrandmasChapter 11

We all took turns at helping new people. Chad was my project. His parents partied with my parents, and when he turned 15½ it was time to invite him in. I'm sure his Dad had a talk with him. Chad showed up, awkward, skinny, and blonde, with wide eyes. He knew what was going to happen, and felt understandably nervous about it. Rick had told me guys feel nervous beforehand because girls are a completely unknown territory for them. I hadn't realized that. I thought guys talked with older guys...

1 year ago
  • 0
  • 17
  • 0

Weekend at GrandmasChapter 14

The party was a blast. It took hardly any time for us to get naked, and then one of the boys had a bright idea: mass eating-out. Show me the girl who would say no! All dozen of us were soon draped on the couches, chairs and rug, and the boys had their faces buried between our legs. Rick once asked me why did most girls get this goofy grin on their faces when guys took their tongues down there? I wasn't aware that he was looking at my face. And as for the grin, well, it's kind of hard to...

2 years ago
  • 0
  • 21
  • 0

Weekend at GrandmasChapter 17

I thought it was morning when I finally woke up and went downstairs. I peeked out the front door—I was wearing shorts and a halter so I wouldn't shock the casual passer-by—and the shadows were more advanced than what you'd see in the morning. All right, noon. Or afternoon. Whatever. Terri was up, and was already naked and sitting on a chair watching an older version of her get eaten. She was running her fingers through her hair, but I could tell she was excited by what she was seeing. Or...

3 years ago
  • 0
  • 44
  • 0

GRANDMAS AND GRANDPAS FUCK YOUNG GIRLS AND BOYS

As a young boy I visited my grand parents a lotMy grand mother was a petite slim brunette with saggy titsnice pert bum cheeksShe always dressed like a young girl short skirt and stockingsWhen staying there I searched the linen box and found her soiled panty's and bra'sI loved sniffing them like I did with my sisters at homeMy cock got erect all the time and I loved rubbing the silky panty's on mythrobbing prick until I shot my load of hot semen into her panty'sGran started to look at me...

2 years ago
  • 0
  • 22
  • 0

Weekend at GrandmasChapter 2

In those last few steps I had many questions to answer, but all of them practical. Should I remove my top? Who should I talk to? Should I stay near Krys or Rick? Was I thirsty (yes!)? And just how did one get involved in a conversation whose endpoint was both of you naked on a blanket? There were other considerations; the temperature always dropped after dark. If we stayed outside, we'd freeze, and that didn't sound sexy. I wasn't going to rely upon body friction to keep me warm. Second,...

4 years ago
  • 0
  • 27
  • 0

Weekend at GrandmasChapter 6

On Monday I was faced with the age old dilemma: what to wear. I no longer felt like wearing the usual jeans and a top. I wanted to dress up a little, though not too much. Denim mini? Maybe. Or I could wear nicer slacks; no, too dressy. And then, in the back of my closet, I saw it. A full skirt, just more than knee-length, certainly modest, certainly flirty in an itty-bitty way, and it probably still fit. There's something light and airy about wearing a full skirt. Pencil skirts and most...

2 years ago
  • 0
  • 20
  • 0

Weekend at GrandmasChapter 7

I can be a lot more introspective than Krys. That's one of those obvious statements like music in New Orleans, corruption in Washington DC, or the sun rising in the east. A walk through the ocean of my sister's soul would scarcely get your feet wet. Of course I don't stop thinking, which is the problem. I think I've said before that I can over think something. So the reader probably won't be too surprised that I did a lot of thinking about my entry into the swinging life, or even what...

2 years ago
  • 0
  • 16
  • 0

Weekend at GrandmasChapter 8

Later Eric and I got to comparing notes about those last few minutes before he picked me up. I was nervous, trying very hard not to sweat, er, glow. Young ladies don't sweat, they glow. And glowing would stain my dress. And he was nerving himself to show up at the door. The situation could best be described as unusual. After all, we'd been to parties and seen each other naked. My parents had seen him naked, and vice versa. They'd even seen him putting it to me. But here we wee, going...

2 years ago
  • 0
  • 19
  • 0

Weekend at GrandmasChapter 9

Two things happened right after school let out for the year. First, college kids began coming home for the summer. Some of them came to the parties, and they doubled the number of people attending. Some went upstairs with the parents, some stayed downstairs with the younger crowd, and some drifted back and forth as the mood struck them. I'd had a girl tell me, "Big deal. A guy is a guy. In the end, they're all basically the same, a hard dick, and that's about it." I wondered what planet...

2 years ago
  • 0
  • 18
  • 0

Weekend at GrandmasChapter 12

Rick's solution was to get a hotel room. When I heard that I burst out laughing. Isn't that what people told a couple that was going at it hot and heavy with the kissing? I didn't ask for the details, that would come later. Instead I was told what room in which hotel, it was near the mall on the other side of the state line, and about what time on Sunday people would be gathering. "This feels like something out of a spy novel," I told Robin as I got in the car. I'd checked around to...

3 years ago
  • 0
  • 22
  • 0

Weekend at GrandmasChapter 13

A new couple joined the adult group, and they wanted us to include their daughter. We looked at her with curiosity, and a little skepticism. Our parents could add someone to the group, but we had to be careful, especially with the likes of Mrs. Tucker hanging around. Cynthia was cute, pert, and certainly attractive with long brown hair and an oval face. She'd just gotten involved with sex as a social activity, having held off until she was 16. She had nice legs and a well-rounded behind,...

2 years ago
  • 0
  • 24
  • 0

Weekend at GrandmasChapter 15

School was out for a few days, so we drove to Shreveport and caught a flight to New Orleans, and from there to Las Vegas. Mom hadn't been too specific about what was going to happen, only that I would enjoy it, legally. Rick and Krys didn't come with us. Rick had a job and couldn't get away, and Krys said she wasn't interested. That suggested that this trip had to do with sex. She still wasn't into social sex. She loved the Sybian at Grandma's; me, I could take or leave it. I'd tried...

4 years ago
  • 0
  • 20
  • 0

Weekend at GrandmasChapter 16

What do you do at the biggest orgy on the North American continent? Well, you go horseback riding, of course. We did dress up a little more. I don't care what fantasies boys have, or older men for that matter, but if you're going to bounce along on the back of a horse, you wear a bra. And long pants. I'd tried riding in shorts once, and the inside of my thighs had been rather tender for a couple of days. We checked out some horses, proved to the staff that we knew what we were doing, and...

4 years ago
  • 0
  • 15
  • 0

Weekend at GrandmasChapter 18

Krys was only a little snarky when I saw her. "So, how many notches did you cut in your bedpost?" "I didn't keep count. Had fun riding horses, though." I showed her the picture. "That's Renée and Terri. We did a bunch of trail riding." "Any ... you know?" I shook my head. "All three of us like boys." She nodded. "Mom asked me if I wanted to go. I think I'm a one-man girl." "Nothing wrong with that," I said. "I did miss Eric." She gave me a level look. "There's hope...

3 years ago
  • 0
  • 20
  • 0

Weekend at GrandmasChapter 19

The big event I was looking forward to after the Prom and Krys's graduation was, of course, my seventeenth birthday. After that I would be legal, at least in the eyes of the Law. I wouldn't have to worry too much about CPS. No, that was a mistake. As long as our group of kids existed, and we had a member who was under 17, we would have to worry about them. This struck me as strange. I'd had to do some reading for one of my classes, and girls normally were getting pregnant at the age of 16...

1 year ago
  • 0
  • 37
  • 0

The summer at Grandpa and Grandmas housepart I

Part I My mother had remarried (again) when I was 18. One summer she wanted to travel with her new husband to Europe. He suggested that I stay with his parent on their farm house. This sounded terribly boring becuase I was a city girl nd loved to shop and hang out anf the local malls. I was a fahsionalable girl, always wearing miniskirt, high heels, and small revealing top. I had a gift for making men and boys drool. I had sex with many boys my age and even with some older men I had met online...

Fetish
2 years ago
  • 0
  • 18
  • 0

Crossdressing Friends

I forgot about my dvd and took the picture. It was inspiration for several orgasms. A long black haired wig hung down to his shoulders and a black leather corset was squeezing his body tightly. I only wished that the picture went down further so I could see his cock. Part of me wanted to tell him that I knew. At least then, we would both have someone to share this interest with. I figured I’d talk to him about sexual interests and fetishes, see where it led. “So…Joe. What kind...

3 years ago
  • 0
  • 21
  • 0

Crossdressing Fun From A Womans Point of View

I have enjoyed reading the stories written by men to get a better understanding of what it is like to crossdress. As a woman, I find that I really enjoy and am very aroused with a feminized man. I guess I have always been a bit of a tomboy and enjoy doing athletic things, so being with a man that is the opposite seems natural to me. I used to play gender swap cross dress role play with my ex boyfriend. It started one afternoon when he came back from playing basketball. I had just finished...

2 years ago
  • 0
  • 39
  • 0

Crossdressing With Walt pt2

Walt and I headed out to the living room and as i sat down, Walt went into the kitchen and came back with two beers. As he sat down next to me he handed me a beer and for the next several minutes we sat there quietly drinking our beers. Walt finished his first and after he put his empty can aside he looked over at me. "You were fuckin' great" he said as he moved his hand over and laid it on my crotch. We were both still had on our outfits and as he now started to caress my crotch, I looked at...

2 years ago
  • 0
  • 19
  • 0

Crossdressing Porn Story 2

Jack let himself in the front door. It had been a long day at the store. He’d noticed Ray’s Porsche in the garage. “Honey, I’m home.” From the kitchen came a sweet “Hi Janice how was your day.” “Pretty rough.” “Well just sit down on the couch and relax. I’ll have dinner ready in jiff.” They had divided up the house chores and Jack was glad that Ray had taken over the cooking. The meals were always delicious. Ray walked in...

4 years ago
  • 0
  • 147
  • 0

Xena Versus The Spartans

It was a time of horrible raids by terrible marrauding hordes, which caused untold misery, fear and poverty in all of Pelopones. It was a time when Xena and Gabrielle were needed by all the towns, before it is too late, but she was nowhere to be found. The century before had been a good time for all, under the Cooperation Accord of Olympia, there was piece between all the polises, and Xena could concentrate on petty crime and feuding Gods. But now Xena had been on a mission in Asia for years,...

3 years ago
  • 0
  • 21
  • 0

crossdressing boy

I had seen porn mags and had learned to jerk off from a couple of friends at school. I loved it and would jerk off every time possible. My mom left for work later than my dad and I saw her often in just panties and bra coming out of the bathroom before she would dress and leave or work. She was about 5'5", just a little chubby with big breasts and big nipples. I had noticed her hard nipples when she was in a bathing suit. My mom was often in my mind when I jerked off. Not only did I think of...

2 years ago
  • 0
  • 26
  • 0

Crossdressing I Got Fist Fucked

I was feeling horny so I put on my blue satin dress with white polka dots, satin panties, my white satin gloves, garter belt & flesh colored stockings. Then I put on some deep red lipstick and lip gloss and topped it off with my blonde wig. When I looked in the mirror and saw the sweet hot girl looking back at me I knew I’d find a guy who wanted to fuck me tonight. I posted a picture of myself on Craiglist and within minutes I had half a dozen guys messaging me so I invited them all over. ...

3 years ago
  • 0
  • 45
  • 0

Crossdressing for sex Pt 2 Getting fucked

Expecting my lover to be sitting there impatiently waiting for me I am surprised to see him leaning against the wall calmly. He too has changed his outfit from when he first arrived. At the door he seemed rather plain and I was kind of disappointed. He wore a T-shirt and jeans with some fairly tired looking boots. I hadn’t noticed him carrying anything else so I assumed I was the only one to be in leather. As it turned out I was absolutely wrong.Before anything else what struck me was how hairy...

2 years ago
  • 0
  • 38
  • 0

Crossdressing with Walt

Carmen and Ann had taken off for a ladies day of shopping and such and just as soon as they had left, Walt called me up and after a bit let me know he was in the mood for a little kinky stuff. I finally got him to admit he was wanting to dress up in a nice sexy outfit and was wondering if i would like to too and come down for a little fun. I agreed and went into my closet and came out with a nice black lace bustier with straps, black stockings, panties and a pair of black, ankle strap high...

4 years ago
  • 0
  • 21
  • 0

Crossdressing and Jocks Part 1

what they don’t know is that I still dress in women’s clothes to this day.I always longed for my sister to leave the house so I could sneak into her room and wear her panties. My parents running on on me wasn’t a problem because my dad lived across the country and my mom had to work two jobs, so growing up, I pretty much raised myself. I was a year younger than my sister, and when she hit puberty, that’s when the fun really began when her wardrobe updated with bras, thongs, crop tops, short...

Porn Trends