An Introduction To Crossdressing, The Finale free porn video

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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 for the evening, are you little horn dogs ready to go?”she asked.

Immediately, Jackie and Chandra let each other’s joy sticks go. They jumped to their feet and headed for the door.

Susan and I just stood there for a moment, slack-jawed until she finally said, “I guess you will be needing a ride then.” We both broke down laughing hysterically and headed out the door.

As I walked with Susan to her car, Jackie and Chandra pulled up and asked me, “Do you need a ride to the Hotel, or are you going with Susan?”

I told them, “I’ll ride with Susan and we’ll see you there shortly.” As they drove off I turned to Susan and asked, “Is your husband meeting us there or are we going to pick him up?”

Susan replied, “If it’s alright with you we can go pick up Bob and still be at the hotel in twenty minutes.”

I said, “That’s fine with me, it will give us some time to chat about what you would like to do with us in bed.”

As we continued walking to Susan’s car, she slid her right hand under the back of my skirt and started fondling my ass. She continued her assault by sliding her middle finger in and out of my ass as we walked. When we got to her car my cock was showing signs of life from all the attention to my ass. Apparently that was her plan.

When we got to the car Susan accidentally dropped her keys and bent over at the waist to pick them up. As her skirt climbed up the back of her thighs, it was quite apparent that she was not wearing any panties, and she'd done it on purpose.

Being the smartass that I am, I asked, “Susan do you need some help finding your keys, and your panties? They seem to have fallen off somewhere, leaving your pretty little pussy exposed for anyone to see.”

Susan glanced back and me and said, “I’d love it if you would stick that hard cock of yours into my pretty little pussy and fuck me.”

Without another word, I stepped forward and slid all the way into her hot, soaking wet pussy. We both moaned aloud when I hit her bottom and it felt so good that neither of us moved for a few seconds. As I slowly started moving in and out of Susan, she started getting very vocal. That’s when I was reminded that we were in a parking lot.

Now I’m all for being an exhibitionist, but when a woman's moaning loudly in earshot of others, and it could be misconstrued as something else, I start to get a little nervous. Especially with me being dressed the way I was and others still exiting the club. But there was obviously something I didn’t know because the only attention we got were some cat calls and whistles.

Susan noticed my apprehension and said, “Don’t worry about anyone; they all know that I’m loud and love to get fucked in the parking lot. It just really gets me hot!”

After hearing that I started pounding her in earnest. It wasn’t long before she was cumming all over my cock and balls. I slowed to a stop, leaving my still hard cock deep within her while I waited for her to recover. As Susan stood, she slid off of my cock and turned to give me a very deep wet kiss.

Upon breaking the kiss a minute later, she said, “Thank you so much, I really needed that after watching your girls play with each other all night.”

As we got in the car Susan said, "I know you didn’t cum but I think you’ll really enjoy the ride from my house to the hotel.” She then called her husband Bob and told him, “I have a treat for you honey, gather our toys and meet me out front in ten minutes.”

After hanging up the phone, she told me, “I know I told you that my husband and I like girls like you but Bob really loves your kind. He really enjoys sucking girly cocks, even more so if they have been in my pussy and he loves to lick your ass-pussy’s. So pull off those panties, get in the back seat and spread those legs because Bob’s tongue is magical.”

By the time Susan was done talking, I was so hard that I was afraid to touch myself for fear that I would cum. So I gently removed my soaked panties and stuffed them in Susan’s purse. As we pulled into her driveway, I climbed into the back seat as she had instructed, and waited for Bob. When we came to a stop, Bob came out of the house carrying an overnight bag

Susan said, “Bob, this is Denise and she just fucked me in the parking lot at work but didn’t cum yet. Do you think you could help her out with that?”

Bob handed Susan the bag, opened that back door and got in. I was spread eagle with my left leg on the top of the back seat and my right on the top of the passenger seat. Bob was an attractive man about sixty years old, in good shape, and about my size. He was also very much the gentleman.

“May I enjoy your goodies?” he asked me.

I replied, “Please do”

And with that, he proceeded to lean down and run his tongue the length of my cock, causing it to twitch uncontrollably. Sensing that I was very close to cumming, he grabbed both of my ass cheeks and spread them wide. Bob started licking all around my hole, never quite touching it and occasionally sucking on my balls. When he finally licked across it, I thought I might cum just from that alone.

Again, he must have sensed that I was close, so he just blew gently on my ass until the feeling started to pass. When Bob was sure I had calmed down he started licking circles around my hole. Soon he was moving his tongue up and down and side to side across my sensitive ass. I noticed that he started increasing the pressure with his tongue and, before long, he was moving in and out of me.

As I started to moan like the whore I am, Susan said, “You are about to learn why I love Bob so much.”

As soon as Susan said this, Bob started tongue fucking me in earnest. He went so deep, it felt like a cock.

I started screaming, “Fuck me Bob, fuck me hard!” over and over.

This is when Susan piped in again saying, “Bob’s tongue can extended about three to four inches out of his mouth. It’s like having a flexible cock with a directional tip.”

It was only another minute before I was screaming, “I’m cumming, O God I’m cumming!”

I didn’t have much cum left, but Bob got what little there was by pulling out of my ass and engulfing my cock as soon as he could. The orgasm was so powerful, I passed out for a minute or two. I awoke to Bob licking me clean from stem to stern.

As I gathered my wits, I realized that we were in the Hotel parking lot and Susan had already gone inside. So I reached down and pulled Bob up on top of me and gave him a long sloppy kiss.

When we parted I said, “Why don’t we go inside and have some more fun.”

To which Bob replied, “I can’t wait to get naked and fuck that sweet ass of yours.”

Of course this caused me to pull him in for another long sloppy kiss and I even wrapped my legs around his lower back and ground my cock against him. As the kiss wound down Bob started to pull away.

“If we don’t get out of here right now I’m going to fuck you in the car,” he said.

With my legs still spread, I started fingering my ass teasingly.“How close are you? I think it would be so sexy to have your cum running down my leg when we walk into the hotel room.”

And with that statement barely out of my mouth, Bob pulled down his pants and slid his average sized penis right into my ass. He didn’t last more than about two minutes but he did hammer away most of the time and it felt fantastic to be fucked hard.

Bob grunted loudly as he came, filling me with several spurts of his seed. It felt great every time he shot another load. We were kissing gently as he came down from his orgasm, still deep inside of me. When we finally parted, I made a point of squeezing my ass tightly to keep the cum inside until I was upright and walking.

Bob helped me out of the car like a proper gentleman and, after I got myself organized, we walked arm in arm to the Hotel room. As we made our way to the room via the lobby I could feel his cum running down the inside of my thigh and made no attempt to conceal it.

We got on the elevator with another couple. Immediately, the woman noticed my leak and gave me a knowing smile. She leaned into her date’s ear and whispered something. He looked at me with a very sly grin and gave a quick squeeze of his own cock. Then he whispered something into her ear which caused her to blush a little. As the elevator doors opened to our floor she asked me if we were interested in a coming down to their room for a drink.

Bob and I looked at each other, stepped out of the elevator, then I turned to them and said, “We would really love to but we have other plans tonight and I’m not really what you think I am.” I raised my skirt showing them my cock and, as the elevator doors closed, I watched their expressions run from mild disgust to curiosity and desire.

The scene in our room was what you might expect, knowing the characters involved. Chandra was lying on his back with his legs pulled back and spread wide. Susan’s face is in his crotch sucking on his balls and licking his cock. Susan didn’t have a stitch of clothing on, with her ass high in the air at the edge of the bed. Jackie was busy fucking her pretty little pussy at a nice slow pace, causing a moan to escape her lips every few seconds.

They were all so into the pleasures that they were giving and receiving, they didn’t even notice us for about five minutes. In that time, Bob had removed all of his clothing and was slowly stroking his own cock to the rhythm of Jackie fucking his wife. When they finally noticed we were there, they all moaned a collective hello, never stopping what they were doing.

I moved to Jackie and whispered in his ear, “Bob is the best ass rimmer ever, and he has a four inch tongue which will drive you insane. He also loves to suck cocks after they have been in his wife’s pussy.”

Jackie whispered back, “What do I have to do to get some of that action?”

I replied, “Go lie on the bed next to Chandra and spread your legs. I’ll fill in for you with Susan.”

As Jackie pulled out of Susan and spread out on the bed, I slid right into her barely missing a stroke. Susan’s pussy felt heavenly and it seemed that she was getting close to one of her screaming orgasms based on the noises coming from around Chandra’s cock.

Just about then Susan’s head popped up and she said, “Harder and faster I’m almost there.”

So I picked up the pace and really started slapping into her hard as she went back to sucking Chandra. While I was working to please Susan, I turned to see Bob’s tongue working on Jackie’s appreciative ass. I know how Jackie felt as I was recently on the receiving end of that tongue. Feeling it was one thing but to see it slide in and out like a small cock was amazingly hot.

Slowly the volume of moans and grunts started increasing and, within a couple of minutes, it sounded like a herd of buffalo were coming. It seemed as though everyone was nearing the edge at the same time and I was no exception.

I’m pretty sure that Chandra came first from the screaming blowjob that he was getting from Susan. He wasn’t even finished shooting when Susan raised her head off of his cock and started screaming through a powerful whole body orgasm. The effects of which caused me to cum hard with my cock buried deep within her womb. As her orgasm eased she slowly collapsed onto the bed with her arms and legs spread and I went with her.

As we went down, I looked over towards Bob and Jackie just in time to see Bob pumping Jackie’s ass full of his seed. Jackie had his legs pulled back and his cock was shooting all over his chest and belly.

We all lay there like a group of hogs in a mud puddle, so satisfied that we didn’t want to move.

I slowly slipped out of Susan and said to Bob, “You want to switch Bob?”

He just smiled, pulled out of Jackie and we traded places.

As Bob slid his face between Susan’s cheeks I slid up to Jackie’s spread legs and we both started licking them clean. Chandra wasn’t left out since Susan’s face never left his crotch so when Bob started licking her she licked Chandra. Eventually everyone was as clean as a tongue could get them.

Jackie and I helped everyone find their clothes and get dressed. Bob and Susan said they would drop Chandra off at the club so he could get his car. We all hugged, kissed and said goodbye promising to do it all again next year.

As soon as the door closed, Jackie and I both stripped completely and got in bed. We hugged and kissed for a while then we spooned, me behind him, with my cock laying between his cheeks.

I woke about six hours later in the same position, only Jackie had my cock inside his ass and was pumping back and forth at a nice easy pace.

I told Jackie, “That is the best way to wake up but I think we ought to sixty-nine, so that I can taste you.”

He seemed to like that idea and we got in position on our sides and began a couple of long and slow blowjobs. We each came but there wasn’t much left after the couple of days we had. It was almost noon by the time we actually got out of bed and we still needed to shower and pack.

“Why don’t we order room service so we have time to get packed and take a shower?” I suggested.

Jackie thought that was a good idea and told me what he wanted for lunch. Then, we started picking up our clothes and separating them. I called room service and got our order placed, then we both jumped in the shower.

As you can imagine the cleaning process just re-ignited our lust for each other. We were still in the shower playing when we heard a knock on the door so I grabbed a towel and jumped out. I opened the door and it was room service with our food so I had him leave it on the table and paid. As he was leaving he couldn’t keep his eyes off of our piles of lingerie.

“Looks like someone had some fun!” he said.

Just the, Jackie wrapped his hands around me, grabbing a handful of tit in each and pumping his towel covered crotch into my ass. Then he said, “You could too if you hang around.” That seemed to be a bit too much for him and he scampered out with Jackie and I laughing hysterically.

After the room service guy left, we sat and ate lunch talking about our adventurous week-end, still only dressed our towels.

I said to Jackie, “It feels to me that if we get dressed in our normal clothes than it never really happened. Does it feel like that to you too?”

Jackie got up and took me by the hand and led me to the bed where he shed both of our towels. He then proceeded to lay me on my back and started kissing me deeply. Within moments we were caressing every inch of each other’s bodies and I never wanted anyone so much. I spread my legs and pulled them back to my chest.

“Please fuck me one more time Jackie,” I said with a tear in my eye.

Jackie slid down and started lubing me up with his tongue and saliva. After about a minute of his loving tongue work he slid himself all the way into me. He held himself in place for a minute or two while we kissed deeply with my legs wrapped tightly around his back. It felt so good to feel full and know it was someone that I was really starting to care about.

As Jackie started to move within me, I squeezed and released his back to keep the pace slow and deep. As he was pumping in and out of me our kissing went from light to full on forceful and deep tongue probing. It was during one of the forceful tongue battles that Jackie said he was cumming. He pushed in all the way one last time and I could feel his contractions pulsing in my bowels.

As Jackie was cumming down from his orgasm he asked, “Did you cum yet”

I said, “No I didn’t, but I’m looking forward to filling your sweet ass.”

He said, “I was hoping that would be your answer.” as he rolled off of me and pulled me on top of him.

We went through the same process only with the roles reversed. After tonguing his sensitive hole I slid inside of him and he put his legs around my lower back. Even though I started off slow and tried to keep it that way Jackie kept yelling, “Faster and harder, faster and harder!”

As I picked up the pace with the assistance of his heels digging into my ass we reached a near jackhammer pace before he started yelling, “Yes, yes, oh god yes!”

That in turn set me off and with one final lunge I came as hard as I ever had and collapsed on Jackie. Both of us were panting like we had run a mile and every time I had another post-orgasm contraction so did Jackie. We were a satisfied mess of sweat and cum and we both fell asleep within minutes.

At some point during our sleep, I rolled off Jackie. I woke to him getting out of bed to go to the bathroom. It was now three in the afternoon and we both needed to take a shower again and finish packing. When I heard the shower turn on, I got up and finished packing my things, leaving out what I was going to wear home. I didn’t dare go in the bathroom until Jackie came, otherwise we would never get out of here.

As Jackie walked out of the bathroom, I headed in and as we passed he smacked me on the ass saying, “Want me to join you in there sexy!”

I smiled a devious smile and said, “Not if you want to go home tonight.”

Jackie smiled back. “I know what you mean but I think we both need a rest, at least until next week-end.”

The End.

Thanks to all who have taken the time to read this series! I have received some lovely comments and some helpful story ideas.

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First crossdressing experience 3 cocks in1 hr pa

I started with crossdressing a few month ago, first just panties or strings when i had a wank over videos and pics of other crossdresser getting taken or dominant trannies and women humping devot men.By now i wear black stockings and suspender belt, a white lace string, black shiny mini skirt, white blouse, 4" black heels and a blonde wig.I also had an extreme urge in me to feel a real cock in my arse, to satisfy these needs i began to visit adult cinemas in my area, first just with stockings...

2 years ago
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first time web hook up crossdressing dominatrix

crossdressing has always been my secret pleasure I even had a cache of out fits make up wigs and heels. it started when I was younger but evolved as I got older, now as I got older ive refined my skills and abilities and can pass as a girl when dressed. I had fooled around with guys before but I had never dressed for one only indulging in self pleasure with toys and my fingers. when I got off work on friday I was excited for the up coming three day weekend going home to get dressed up maybe go...

3 years ago
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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
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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...

2 years ago
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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...

Crossdressing
4 years ago
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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...

3 years ago
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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...

4 years ago
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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
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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
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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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
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The Many Tales of Crossdressing

This story is open to anyone who wants to write a crossdressing story, it doesn't matter if it's an original story or a fanfiction. Please respect Chyoa's rules, so Bestiality, underage sex (younger than 18 years old) and extreme violence are not allowed. I would like to keep this story as organized as possible. For example, if you're writing a fanfiction, before you really start the story, make a chapter with the series the fanfiction is about in the title. Have fun!

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 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
3 years ago
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Married Crossdressing Fun Ch 3

“Mikki?” Caz asked. “Yeah, babe?” “I’ve been thinking...” “Always a dangerous thing,” I said, cheekily. “Yeah, whatever. Seriously, I’ve been thinking about what happens next.” “What do you mean, what happens next?” “Well, you are really beautiful but I was thinking of stepping it up a notch.” My wife Caz is the most beautiful woman I know. I love her with all my heart. She is sexually voracious. We played a little game a while ago. She saw how turned on I got when she treated me like a bitch...

Crossdressing
2 years ago
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Married Crossdressing Fun Ch 2

Caz and I had been living in our new home for about two months. Our life was wonderful. We loved each other more deeply every day. Caz enjoyed her new job and she was really good at it. She was a beautiful, sexy woman and in the field of international finance surrounded by mainly middle-aged men, she had the advantage and wasn’t ashamed to use it to further her cause. Her company was making record profits and she had already had a pay rise. She was also in line to get a huge bonus at the end of...

Crossdressing
4 years ago
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Married Crossdressing Fun Ch 1

I was lying on our marital bed blindfolded, with my hands cuffed to the bedhead, wearing a pair of sheer black knickers. I was waiting for my beautiful wife to come home from her date with Antwan, her big black lover. I thought back to how this all began. Caz and I met when we were both studying at the State University. I was doing an MBA having completed my degree in Business. She was finishing her degree in International Finance. She was the most beautiful woman I had seen and I thought I had...

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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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...

3 years ago
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Wifes crossdressing fantasy Part 3

This is a work of fiction. Any resemblance to any person, or incident is strictly coincidental. My Wife's Cross dressing Fantasy 3 Then my wife looked at me and said “Happy anniversary darling.” How did she know the effect this experience would have on me. I was changed forever. It was such a wonderful experience. She deserved that I come up with something just as exciting for her, but what? I thought and thought, but I couldn't think of anything to equal what she did for me on our anniversary....

Crossdressing
4 years ago
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Wifes Crossdressing Fantasy Part 2

This is a work of fiction. Any resemblance to any person, or incident is strictly coincidental. Since my wife shared her fantasy with me and made me her bitch, our love life has changed. Now I always have something cute and satiny on, whether it is panties under my boy's clothes, or a silk nighty at night in bed. I love being my wife's bitch and I can never go back to who I was before. When our anniversary came around, a month or so after my initiation to dressing up, my wife announced to me...

Crossdressing
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
2 years ago
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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...

3 years ago
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Kissing Crossdressing Cousins

For as long as I can remember, I have always been drawn to wearing women's clothing. When I was 4 years old, my mother would take me shopping and I would throw tantrums if my she didn't take me to look at the girls clothes too. I would try on pants but only on one condition: I got to look at the dresses when we were done!When I was 5 years old, I wanted to be Princess Leia for Halloween. My mother thought it was adorable and was more than happy to buy me the costume. The following year, I...

4 years ago
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Making Scents of Crossdressing

Making Scents of Crossdressing By Ricky I am a hi-tech person. I work and play with some of the latest computers and electronic equipment, have stereo speakers in every room of the house, and can bore you for hours with torrents of jargon on just about any subject you care to name. When I don my feminine attire I have a fondness for synthetics, those modern wonders of the laboratories of some multinational chemical giant. Who else but those hi-tech wizards could turn a barrel...

Humor
2 years ago
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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...

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