My Second Time Going Full Femme free porn video

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I am back with another story to share! In my last posting, I detailed my experience sucking off a BBC inside a bathroom stall in a hotel. I was horny for days after that experience. What a turn-on! Well, the next day (Saturday), I got a Kik message from my regular BBC, Paul. He wanted to know when I was available to come over, dress all gurly, and give him some personal attention. Given the problems with the wig I purchased (keeping the hair out of my mouth), my frustrations were chilling my desire to dress femme. However, I was so amped up after my bathroom encounter, I agreed to meet Paul the following Wednesday.

For those who haven’t read my other stories, let me give you the quick rundown on me. I am a middle aged (48), married dude with a family. I have developed a secret, submissive sissy fetish that I have been exploring for the past year. My first experience took place last November and since then, I have had a number of other encounters, all of which I have documented on this website. I keep myself in decent shape, as I hope my pictures confirm but there is one aspect that continues to hamper my immersion into the sissy world, my body hair. I am a pretty hairy guy and if I were to suddenly shave, it would not go unnoticed in the household. I am still looking for a way to resolve this. In any event, back to this story.

On Tuesday night, I was able to sneak a bunch of stuff from my hiding place in the basement into the trunk of my car without anyone noticing. I went to work the next morning with a sense of anticipation along with a sense of dread. How was I going to look all dolled up? I bought a scrunchie for my wig, how was that going to work? Was I going to be able to keep the hair out of my mouth? As much as I am turned-on by the idea of dressing all gurly, I have been really self-conscious about it and am constantly concerned about embarrassing myself. However, as I said previously, Paul has been great. He has been totally laid back and cool about the whole thing and seems to want me to genuinely enjoy the dress-up aspect of this. Knowing all of this, I headed to work with butterflies in my stomach. I am fortunate that my job allows me flexibility with my time in the office. I am able to come and go pretty readily and as long as my work is getting done, nobody gives me any grief.

We agreed to meet at 11:00 at Paul’s apartment. I left work a little after 10, knowing that it takes about 45 minutes to get to his place from my office. On the way, I did stop at a hotel to do a little prep. I went into a lobby bathroom and inserted my butt plug, put on my chastity cage, and my Calvin Klein thong panties. I continued to wear my normal boxers (and pants) over my crotch attire and continued on my way to Paul’s house. The feeling of the butt plug was really getting me juiced up as I approached his place. Once there, I grabbed my gym bag with all of my stuff, I texted him, and he came down to let me in.

Once inside, Paul told me to make myself comfortable with anything that I needed. I excused myself to the bathroom and began to get dressed. I got out of my suit pants, socks, shoes, French-cuffed dress shirt, and underwear. All that was left were my thong panties, my butt plug and my cock cage. I opened up my gym bag and got to work. First up, I put on my matching Calvin Klein sport bra. I looked at myself in the mirror and shook with excitement. Next, I pulled out my make-up bag and started applying make-up. I started with some primer and then added a light amount of foundation. To that, I added a little blush. I then put on some eye shadow – just a bit to give my eyes color. I am still not secure in applying eye shadow so I try to just apply a little bit. I am also still not very good with eye liner, so I skipped that and just applied some mascara. It is amazing how much pop mascara provides. I looked at myself again in the mirror and thought I looked pretty good. I then put on my headband that helps keep my wig secure and then I put the wig on right afterwards. Since I have to keep the wig in a bag, it gets a little unwieldy and I spent the next few minutes brushing it out to make it look presentable. Once I was satisfied with the results, I then put on my bodystocking, neck choker, and my heels. Last but not least, I applied some nice pink lip gloss. I checked myself out one last time and I thought I looked okay. I would never consider myself as passable but I thought I looked. Well, I thought to myself, let’s see what happens.

I tried my best to sashay in my heels into Paul’s living room and tried to walk as sexily as possible. Paul was in his usual position, naked on his couch, browsing porn. He looked at me and immediately smiled. “Very nice, you are coming along nicely in your sissy journey.” Paul said. I just blushed a little bit and sat down on the couch next to him. We talked for a couple of minutes as I shared with him some of my trials and tribulations with make-up application. He was very positive and told me to keep working at it and before long I would no longer have any reason to doubt myself. As we talked, I would occasionally look down at his hardening cock. Paul’s cock is massive. It is over eight inches long and impossibly thick. My mouth watered as I kept stealing glances at his beautiful tool.

Eventually, I put my wig hair into my scrunchie, got down on my knees and crawled between his legs. I reached out and began to caress his dick in my hands, feeling his warmth. God, I love the feeling of cock! I feel like such a little slut when I get a chance to caress another man’s fuck stick. His cock hardened under my touch, my mouth watered as I longed to take it into my mouth. But I thought I would tease Paul a little. Instead of going right to his dick, I started by kissing his thighs. Light pecks, at first on the top of his thighs and then moving to the inside of his thighs, closer and closer to his ever hardening cock. After only a couple of moments, I couldn’t resist any longer and I kissed the tip of his hard cock. The combination of the feel, taste, and smell of his manhood was enough to make me swoon. That contact immediately reaffirmed my submissiveness and my desire to serve. I slowly started to stroke his shaft as I continued to nibble around the head. The scrunchie passed the critical test as my wig hair was not getting in my way. I was free to focus on Paul’s beautiful tool and looked forward to really going to town on his cock.

Paul groaned in appreciation as he continued to watch porn on his television. I then took the head into my mouth and started sucking. I also like to swirl my tongue around the head as I tried to get it as wet as possible. Little by little, I took more and more of that monster into my mouth until my nose was pushing into his abdomen. He just groaned as I deep throated his monster cock. With Paul, I have to be really careful not to sc**** my teeth on his shaft as the girth of his cock is soooo massive. I slid my mouth back up to the head, swirled my tongue around and slowly engulfed him again. Paul complimented me, “Jesus, you suck cock better than any woman I have been with!” I beamed with pride hearing him tell me that as it just urged me to keep going.

Once his cock was nice and wet, I moved my mouth down to his balls and suckled on those while I continued to stroke his shaft with my hand. A couple of times, I started licking and kissing below his balls, hoping that he would lift his legs up and give me access to his asshole but no dice. He just doesn’t appear to be into rimming. While disappointing, I was unbowed and I went back up and wrapped my lips around his mammoth tool and continued to suck. I would alternate between taking his whole cock into my throat and keeping just the head in my mouth while I stroked him with my hand. Paul was in no hurry and just let me worship him for about 20 minutes.

Eventually, Paul continued to get worked up and then he stood up, grabbed the back of my head and forced my mouth all the way down on his cock. I grabbed his ass cheeks with my hands as I let him fuck my face. What a feeling! Giving up control and letting him fuck my throat would cause me to gag as copious amounts of saliva started running down his shaft. After a couple of minutes he stopped and sat back down. While we didn’t talk about it, I think he believed he was hurting me given the gagging noises I was making. In reality, I was loving it! Anyway, I went back to my technique and I could tell he was getting close, I started to speed up my sucking/stroking and he continued to moan and grunt. Eventually, he grabbed my head and held it still as he started shooting his cum into my mouth. His cum, as usual, was delicious. I didn’t move as I let him fill my mouth with his tasty jizz. Once he let go of my head, I slid my mouth up to the tip of his cock, swallowed his cum and continued to suckle the tip for any remnants of spunk. Paul twitched under my touch and I took my mouth off of his softening tool to stop torturing his now overly sensitive member. I stayed between his legs for a few minutes and just gazed lovingly at his cock. Once it was fully soft, I got up and sat back down on his couch.

We then talked for a while as I asked him if there was anything else he would like me to do or was there anything else he would like me to wear. We talked about lingerie for awhile and he gave me a few ideas for my next purchase. After about 10 minutes, I excused myself and went to the bathroom to clean-up. I brought make-up remover and was able to clean myself up in relatively short order. I changed back into my regular clothes, packed my stuff up and left. Paul escorted me down, we said our goodbyes and I was on my way back to work, realizing I still had the butt plug in my ass and the chastity cage on my cock. That made the rest of the afternoon at the office more interesting.

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FaceTime surprise

I have a new job working away and I bought an iPad to keep in touch with the wife, it’s great seeing her when away I miss her so much so it’s great when I’m bored in my room. Jane and I for years have spoke about sharing? But she never comes through, it must be 4 years now we have had the same conversation about it and it’s always the same answer maybe! Jane is great in the sack she knows how to please, I keep telling her she needs to give it out cos it’s going to waste on me as I only last...

3 years ago
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Showtime for Teri

Showtime for Teri By Teri Franken Chapter 1 My name is Teri and I am 28 years old. I have been a closet sissy for as long as I can remember. My parents knew that I was not your typical child and they let me live how I wanted to and did not judge me, they just loved me unconditionally. I grew up loving everything that a little boy typically doesn't like, such as dresses and dolls. My parents were concerned that I would be a target for bullies, so I was home schooled, took my GED...

2 years ago
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Eagle in the Sunset 2019Chapter 29 Summertime for Us All

October 17th, 1995, 7:30 AM PT, Metro Plaza Hotel, Los Angeles, CA Miriam had been tossing and turning all night; she spent time just sitting in the chair in the corner of the room to try and let Baruch sleep. She was so upset she was oblivious to the fact that Baruch couldn’t sleep either, which was not in her nature. She was usually fully aware of what was going on with her husband. They thought together almost telepathically, and yesterday had been one of the first times in decades when...

3 years ago
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Timeless Beauty

TIMELESS BEAUTY BY PAUL G. JUTRAS Sam walked in the dorm house, looked at the lock and then in the dorm mistress's room. The plus size woman was dress in a black blouse and flats, black with white palm tree design jacket and skirt with dark brown nylons. She new there was only a half hour before she made her rounds and called lights out. Upstairs, roommates Chris and Alex waited on their beds. Like their friend Sam, both guys were petite and lovely looking. Being transsexuals who...

1 year ago
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Younger Than Springtime

The door was open. I had no reason to have it closed. We were all in this together. So I was sitting in the large chair as my nurse prepared to access my port to begin the first liter of Cisplatin. The cancer center had been busy today and I glanced out the doorway as several people passed by. Then I noticed a woman pausing as one of the nurses escorted her somewhere.It was Katherine. I recognized her at once even though it had been so many years ago. Then I heard her laugh as her companion...

College Sex
3 years ago
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Master of All Timelines

Your name is Edward Richardson. You're 20 and you've been fascinated by history ever since you're 11. You're also good at making inventions as well. As you're growing up, you usually found that at various points in history of each country, things always turned ugly at many points. And you wanted to change that. You decided to use your intelligence you create the device called the T.O.S, abbreviated for Timeline Opener and Stopper, that can make you travel back in time and alter the histories...

Mind Control
2 years ago
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I was a wartime TV for the US Army

‘I was a Wartime Transvestite for Uncle Sam!               TJ Ryder                                            Chapter 1           Reform School Romance!     I couldn’t believe that all I got from my uncle Bill when he died after all he said to me about my being his favorite grand nephew was an old diary from World War II.    I mean I thought we got along pretty darn good, and its not like he had any money or anything, just another old geezer in an assisted care center who if he ever had...

3 years ago
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Wartime France

The funeral was a gloomy affair as funerals go. I am somewhat irreverent and remember clearly my twin brother and I giggling all through my Uncle’s funeral because his widow had the price ticket still dangling from the back of her hat. John and I shared a sense of mischief and humour. At our Grandfather’s funeral, we’d been unable to look at each other during the hymn ‘Praise my soul the king of heaven,’ because John had written an alternative verse that was utterly filthy and we both knew what...

Lesbian
2 years ago
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Wartime Passion

A few years ago, my wife was having a midlife crisis while I was away serving in Iraq. She was both lonely and horny. She had been without me for nearly 8 months and I still had four more months to go on my tour of duty. Char is an attractive 40 year old woman, 5'8" tall with blonde hair and green eyes. She keeps herself in great shape and still has a body to prove it, 36-30-36. Our sex life is absolutely wonderful when I am there, and I would not change a thing. She is a Hottie and we are...

1 year ago
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I was a wartime TV for the US Army

  'I was a Wartime Transvestite for Uncle Sam!              TJ Ryder                                          Chapter 1          Reform School Romance!    I couldn't believe that all I got from my uncle Bill when he died after all he said to me about my being hisfavorite grand nephew was an old diary from World War II.   I mean I thought we got along pretty darn good, and its not like he had any money or anything, just another oldgeezer in an assisted care center who if he ever had anythinghad...

Crossdressing
4 years ago
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Summertime Fun0

Summertime Fun After my divorce I got my daughter every other weekend and for the entire summer. Now that she was fourteen and developing quite nicely I was enjoying her even more. I also indulged her desire for sexy revealing clothing, since her mother wouldn’t. Holly was pleased that I had purchased a summer home alone the beach. We used to go to the ocean when we were still a family. Another thing that I did to piss my wife off after the divorce. It was a very nice place and I...

1 year ago
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Summertime Chapter One

Summertime: Chapter 1 By Tommie Summertime, and the living was easy. I had just graduated college and I was home for the summer. My parents were on vacation and I had the house to myself. I had settled into a relaxed routine. Up late, lazy breakfast, a little bit of work on the computer to keep my hand in for the programmer's job I was starting in the fall. Then, as often as not, a lazy afternoon reading in the back yard before soccer training in the evening. Soccer had paid my...

1 year ago
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Second Times A Charm

GraceHe’d said the views were stunning and he was right. Only an hour up the trail, Grace had a picture-postcard vista spread before her. Majestic, jagged peaks, a patchwork of forest and meadow green, the still water of Llyn Elsi, sunlight dancing on its glassy surface. It was beautiful, tranquil yet wild. An unspoiled wilderness on civilization’s doorstep, accessed via walking trails even a novice hiker could tackle.But he’d also been right about the weather. The air was stirred by a sudden...

Love Stories
1 year ago
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Madges wonderfull Christmas party

Madge's wonderfull Christmas-party It was a rather festive do and all the guest were dressed to the nines, the ladies wore their prettiest dresses and the men wore their best suit and tie. Madge herself looked sublime as usual in a gorgeous black satin tailored pants suit (Madge chatting to her best friend Ruth) "You'll be amazed, darling. I've been working on Tim ever since I found him in my bedroom lounging about in my prettiest lingerie, dresses and high heels. I can't...

1 year ago
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It was wonderfull like an orgasm

My name is Lale, I am twenty eight years old and I am gay, I love boy and man. One years ago, Ali,Cenk and I went to market and bought some beer. we back home because that night was important football match on tv. Tv was me and ali's room. Ali and I shared same room.This room is bigger the other room. Ali stayed his bed and I stayed my bed but Cenk has no bed, Cenk and I stayed my bed. We watched football match and drank beers. I felt Cenk's cock my back but I don't care becasue bed is only for...

Gay
1 year ago
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TimeLine chapter 1

Like Billy Pilgrim, John and Amy have become unstuck in time. Unlike Billy Pilgrim, theirs is a fate more akin to eternal recurrence. Fate, for sure, had intended more for them. The timeline was diverted and the two were paying the price: Amy for her stubborn obstinance; John for his arrogance. For her stubborn behavior, Amy was dealt a hand similar to that of Sisyphus. She was placed upon life's treadmill: forever struggling to make ends meet; forever struggling to find her way...

2 years ago
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TimeLine chapter 2

When did the first, unfortunate fork in the timeline take place? Each attempt to divert the timeline back onto its true, fateful path has resulted in failure. Time is growing short, and an altered fate nearer. Each manipulation has resulted in this fate's end time grower slightly nearer or farther, but no significant change has occurred. Given that recursion is the problem, perhaps it is also the solution. Perhaps. The two share a weakness -- each knows on some level what needs to...

2 years ago
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Facetime Accident With Mother In Law

Facetime Accident With Mother In LawIt was the usual time me and my girlfriend would facetiming but I felt a little risky this time so I was already naked. I gave her number a ring and had the camera straight at my junk trying to throw a little surprise there for her. I was swaying it back and forth and I still didn't get a reply. All I heard was.. “Uhm... Hello...” Next thing I noticed it was my girlfriends mom. I said oh shit and struggled trying to hang up while she said “No no... don't hang...

1 year ago
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Timeless Beauty 2

TIMELESS BEAUTY 2 BY PAUL G. JUTRAS Alex walked from the shower trying to dry his long shoulder length hair. In only a bath robe, he entered his college dorm room and turned on the television. The channel 5 weather man was giving a major warning for its forecast. As a transsexual he was happy to of gotten a single room. "This just in," said the weatherman. "This looks like it will be the worst hurricane season for Florida since the 1960s. The major threats are the hurricanes that...

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