Sissy Diary Episode 2 - Crossing The Border free porn video

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Dresden 10/21/17
I’m sitting in front of my computer and trying to decide on what to write in my Sissy Diary. It’s been a while since my last post and a lot has happened since then. My entire life is entirely different now. I have so much to share.
So, what’s changed? Let’s talk about the simple things first: My English has gotten so much better with every day, there is a soccer match currently on air and I’m not even tempted to have the TV on for background noise, for the first time in five years I have money, I take care of myself and my hygiene with a lot more diligence, my apartment is cleaner than usual, and I’ve joined a phone group chat that isn’t on WhatsApp.
I had finally gathered the motivation to seek out opportunities to speak with other like-minded sissies—and found what has to be the best such place of them all. It’s an app like WhatApp, but without phone numbers and instead just with nicknames (which is great for anonymity!). Due to thoughts of discretion, I won’t be sharing neither the name of the app nor the group’s. This group consists only of verified sissies and keeps all fakes and trolls far away, so it all feels very safe and welcoming. The admin, Bambi, answered all my questions upon joining about the theme and members of the group. Bambi was awesome since the very first moments!
The following days were when it really started. I played video games much less often and spent increasingly more time in the chat. The group practically swallowed me whole! Because of the time zones, there was always someone online to talk with. Every day I woke up, the first thought that came to mind was, “How can I be even more girly and slutty today?” and the answer grew more extreme with each day. But, finally, I did reach all of my goals.
Time started just passing me by. Days are much shorter now and my wake-sleep cycle has become very American—seven hours ahead. I still feel like the new student in Sissy School and Bambi has gotten to be sort of like my mentor. She’s inconsequently older than I am and holds the opinion that she’s too old for transition. She’s also living the American Dream in New York City—respectively, the part that Donald Trump hasn’t destroyed yet.
We talk about politics, tolerance, beauty, dressing, and sex—okay, it’s mostly really about sex. Within four days of joining, I took more than 50 slutty pics of myself and shared them with strangers over text and with the sissy group. They shared theirs, too. Suddenly, I had over 300 perverted pics on my phone which hadn’t come from tumblr!
The next step was to walk at night all dressed up through the fully illuminated historic city center of Dresden (400.000 inhabitants, largest city in Saxony and definitely one of the finest places in all of Germany), taking videos of the walk in front of the most famous landmarks to share with all my sissy sisters. When I got home, I posted an ad on the German version of Craigslist that I needed practice objects to increase my blowjob skills.
My financial situation was as bad as it had ever been. I had just enough to pay my last rent because I got money back from the yearly water and energy bills. I nearly got one full month’s rent back because I like to live economically.
When I woke up after three hours I already had about 20 replies to my ad, all of them asking whether X amount of money was enough for sucking and swallowing. I couldn‘t resist. 20 Minutes later, I had the first client. I blew his cock in the morning rush hour between a big parking area and a tram + bus changing station directly in the very central of the city. In the morning dusk, hiding in a bush, 55F temp, I was on my knees and swallowing his load after two minutes. He called me a good slut.

I’ll be going into more detailed later, but I want to share the real interesting details first, which is why I’m rushing straight to the milestones and highlights a bit before it gets too long.
I already did that before because of desperation, but I swore to myself to never do it again. Now I’ve broken this promise, and definitely not for the last time. I can’t tell myself that this is just because I need money anymore. I loved it! Sissy Brainwash did a good job!
Most clients were older (40 and older) looking for a young boy. They didn’t want me to dress up. I had a few more clients and that first day was a logistical nightmare. But then there was my first evening client. The dates on daytimes were mostly quickies in the city center--guys on the way to work who wanted to have a quickie before a full working day. Most of them were outdoor. It was just me getting on my bike, driving 10 minutes or less, parking the bike, going to meeting spot, taking the money, kneeling down, opening his pants, sucking for 2 or 3 minutes, swallowing, getting back onto bike, and driving home.
I’ll write about the logistical details of being a slut on day 2, when and I learned how to plan, so now I can jump to the evening client. I got some replies for the evening and no one wanted a quickie. The evening client wanted me to visit him at home and he expected an intensive and sustaining experience. So I decided to do just have one of them for my first working day. The clients for evening dates write more messages for date preparation and all sent dick pics, so I just took the nicest with the biggest dick like a good whore.
I took the Tram, but also took my bike with me for the way back. At the final station I parked it and met him. We went to his car—a Trabant. I just fucking love him for this car! (Sorry, but only east German readers will know how amazing this car is, haha!)
My evening client wanted me as boy, so no girl clothes, and he was so very shy and passive. I didn’t like that. We undressed and started kissing. He was a bit like a robot. OK, so it definitely fell on my shoulders to wake and arouse his inner b**st.
I stopped the kiss and grabbed his face, turning his head to the left. Then I kissed his neck and whispered, “I’m your slut!” After I bit his lobe, I licked my way down to his chest, stuck my ass up, and placed my chin on his chest. I looked up, straight into his eyes, and asked, “Yoooouuuu?” as slutty as I could. Then I took care of his other ear so that it wouldn’t get jealous and worshipped it. I whispered, “Can you tell this little slut what her only purpose is?” He LOVED this. I was starting to softly massage his balls a little. After a moment, he said, “Yes, I can.” I respond, “How can it be, then, that I’m still able to talk?” I love being a slut!!! And now I had him hooked. He took the lead, which is what I wanted! He grabbed my shoulders, pushed me down on his cock, and shouted, “Then start now, little Slut!” YEAH! That‘s how I like it!
I licked his balls and spoiled his shaft a bit, then licked it up and down while giving his balls a massage. I wanted to provoke him, make him horny as fuck. After a few minutes, I started sucking and practicing deepthroat. His cock was 2.8 inches…. THICK! It was so fucking big, my jawbone cracked a bit when I sucked him deep enough at first. I knew he’d pay me double if I made him cum twice. He told me so. But when I asked for a bonus just in case I could make him cum three times, he just laughed and said that no one had ever done it before. And that was what aroused my ambitions! Soon I could take him all in, afterwhich he grabbed my head and started fucking my face. It was awesome. No breath, tears running down my face, gagging and crying and drooling all over myself. And when he wanted to give me a break, I just clawed my fingers into his ass cheeks and pressed him closer to me.
He fucked my face for an hour and a half! Came twice, NEARLY 3 TIMES! I was the happiest slut in the world! Pic is at the end oft he post!
When I got home, I had to make a decision. Home time and talking about my Sissy day with my Sisters or having a night client. Night clients wanted me to visit them at home or on the way home. Most of them drunk, high, or ugly. A refugee who wanted to sell his weed, a trucker who hadn’t had a shower in 5 days, and some guys just too far away. I decided to stay home. It was 1 a.m. – 6.30 a.m. first client of the day.


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Diary My Son Made Me Topless Naked Model Part l

Son- janu aaj mausam kitna suhana hai. tumhe kuch feel nahi ho raha hai? Mom- haan! ho raha hai na! Son- kya? Mom- yehi ki aaj mai phir se chudne wali hoon. TO READERS: Ma wrote this photography session in her diary. I read this many days later after our first copulation. I think it is better for reader to study her version instead of my narration. You can read full story separately in title-“Long Dong King Kong in Mom” with son’s (me) narration. “Tonight my son made me model. Not an ordinary...

Incest
4 years ago
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Burn This Diary

This diary belongs to Cody Swanson. If you find this then please return it to : 3521 Beach Road, Deerhead Harbor, Maine/Hare Island 12/8/2019 Dear Diary, Tommy was raving on and on about lights in the old Beckstein-Manor. No one believed him. I mean that building wasted away for the last century. Ever since that family of German migrants gruesomely died. At least, that is the legend. No one in their right mind would try to live there. Not to mention that it would take a...

4 years ago
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Sissy Mission 4 Southern Belle Sissy

The Sissy Mission series consists of short-short stories designed to give ideas for domme/sub play, solo "outings," or just for your reading enjoyment! The goal is to have a dozen vignettes. --CA Sissy Mission 4: Southern Belle Sissy By Cheryl Alison Mistress believes in community service. So when she dropped the ad on my desk at home, I knew that I would be a faithful community servant within a short while. The ad read: Southern Belles Needed The Ladies' Auxiliary needs...

2 years ago
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Vickys Pink Diary 01

There he is sat on my bed, my Uncle, Uncle Creep, well that's what I call him. I'm just staring in shock as he flicks through it. "Put that down, it's private," I manage to blurt out. "Don't worry, you poor little thing. I've read it right through a few times. I won't tell anyone, Vicky, isn't it?" I'm shaking in horror, my diary, my pink diary with all my secret thoughts and wishes, my fantasies, and things I've done, embarrassing things. Well how many 18 year old boys get a kick out of...

3 years ago
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Dear Diary

This story is papers taken out of Heather’s diary. It is a prequel to: (A Phone Call: https://xhamster.com/stories/a-phone-call-603190). You can read the two stories in any order you like._________________________________________________________________Dear diary,Today was my father’s funeral. I’m so sad that he left us. I can’t believe that we lost him suddenly like that! He was caring, tender, and kind. He was the best dad and the best man I’ve ever seen or heard about. How did he work as a...

3 years ago
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Sophias Diary

Sophia's DiaryLastnight, I dreamed of a black horse. Upon waking, I looked in the dictionaryof dreams I keep in my bedside table, to see if there is any significanceto this particular night time vision. It seems a dream of a black horseis a dream of passion. Considering all that has happened in the past weeks,I am not surprised. Iread it again, noticing she had written those words the previous night, andslyly returned her diary to the walnut table where I had found it. It hadbeen a mere whim...

3 years ago
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Her Diary

Copyright©2003 There was a young lady named Gilda Who went on a date with a builder. He said that he would, And he could and he should, And he did and it damn well near killed her. "I don't care what it says, it was wrong Carol!" My husband pulled the duvet up to his waist and settled the book on his over-sized round stomach. My anger was about to explode. "God damn it Darren - our daughter may be sexually active!" I stood at my side of the bed with my hands on my...

1 year ago
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Sorority sisters diary part one

September 3 Dear Diary, I can't believe I was accepted into the TAU UPSILON OMEGA sorority, it is the absolute best one on campus!!! What a place, I share a room with sophomore girl from New Orleans who seems really nice, I think her name is Betty Sue, anyway it's one of those two namers all those southern girls seem to have!!! By the way diary, since this is my first entry, let me introduce myself, my name is Kim, I'm from St. Louis, and this is my second year at Tech!!! This place is a lot...

Erotic
2 years ago
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Cheer Raider SABRE Panther Episode 13

EPISODE 13: "Attack Through the Portal! It's the Final Battle!" "Land near the fountain and let me out," Jennifer said. Matt said, "Sure. But, uh, you do realize that you're…" "Naked?" she finished. "May as well be, I'm going to get wet." Matt set Panther down in front of the recently-built Bensonville city hall, then released the hoverwing and sat down close to the fountain out front. The fountain sat within a shallow circular pool, twenty feet in diameter and...

3 years ago
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Sissy Therapy

My advertisement read: MEN Interested in sex with other men but don't know how to proceed? Looking for a safe, friendly way to find out if this is for you? Obsessed by online bi/gay/sissy/crossdressing porn but frightened to meet someone? Is your marriage at risk because of your desires? I can help! One four-hour sexual therapy session will help you to decide if this is right for you, and will help you to understand your desires. Don't suffer alone, I can...

1 year ago
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Dear Diary aka Coping with Coming Out

Sun 10/17/04 I feel foolish writing in this book. I've never kept a diary before. I don't even like the word "diary". It is a silly word. A child's word. I think I made a new friend a little over a week ago. His name is Ricky. I am writing this on his advice. He says it will help me cope with my emerging feelings. So, here I am, trying out his advice. It can't hurt, right? Okay then, here it is. These first entries will be very long Dear Diary. So many new sensations, longings,...

3 years ago
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Diary of my Emergence

Diary of my emergence Susanna says: This is how lucky I was with my neighbour, it could've been so much worse. Where is this club I talk about, well if I told you then I'd probably start losing money to more competition! Monday Dear Diary, over the weekend my whole life changed, things shifted ever so slightly away from my normal routine. My dear diary, although I was really scared at first, once things happened I was in absolute heaven. It all took place on Friday night. I...

4 years ago
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E059 The Honeymoon Entry From Emmas Mothers Diary

After they eat an early dinner, Emma does tell Donald that she would like to read the rest of this entry of her mother’s diary. She is so interested to know what happened at the start of her parent’s honeymoon.Settled back on the bed with fresh drinks, Donald opens the diary again and begins to read.May 5th We made it to our flight with no trouble and were seated comfortably on the side of the plane with just two seats together. Me by the window, Edward protecting me on the aisle. As we went to...

Love Stories
2 years ago
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Cheer Raider SABRE Panther Episode 11

"Alright, Matt, come at me," Jennifer invited. Matt smiled and ran towards her, his fist raised in preparation for a punch. The next thing he knew, he was flat on his back with the wind knocked out of him."Very good, Jennifer, that was well done," said Ricketts. As promised, General Alvarez had assigned him to give them a crash course in some basic battle techniques. In the spirit of things, they were both wearing camouflage tank tops and sweatpants that they'd gotten from the base...

Fantasy & Sci-Fi
4 years ago
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Chapter 4 My diary

Chapter four: My diary Wednesday August 23, Dear diary, I love you so much. We are going to be such good friends for ever and ever. I am going to keep your secrets and you are going to keep mine. Please forgive me if I do not know the etiquette of talking to you correctly. But I am too excited so I just have to blurt out that I just have to tell you that tomorrow we are going to take an adventure together to buy me a bra. It is going to be the utmost greatest day of my life and I...

1 year ago
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This Is Me Pt 4 Diary

On Wednesday, February 28, 2018, 11:55:15 PM GMT, Kirsten Clarke wrote: Wednesday 28th February. My period started tonight, just before going to bed, so I'm lying here wearing one of the black, lace trimmed underskirts I sleep in, wearing a bra as a treat for an hour or so - lemon, Chloe by Boux Avenue. It's a touch tight, but I'm hoping to lose a little weight one day. Besides, when I've been fitted in the past the women have always said to wear my...

1 year ago
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Nancys summer diary june

June 1 Dear Diary, Finally, the last day of school, twelve long years, I feel like I've been released from purgatory!!! Isaac asked me to go with him to the lake tonight, and I can't wait, he's such a hunk!!! I told Amy right away and she turned green, I love it!!! I just bought a new swimming suit and I hope he likes it!!! Well, wish me luck, diary! Seeya later!!! June 2 Dear Diary, Issac's dad has a new boat and we were flying all over the lake, I even water skied for the !!! After it got...

Erotic
1 year ago
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Diary Of A White Slut

Dear diary today is April 1 and Last night I was very, very . I met this guy last night at the store and he was just drop dead gorgeous. He asked if I wanted to go for a drink and I said sex being cute. We had a couple of drinks and then we walked out back of the place. We were both hot and horny from all of the kissing we did inside. He had me up against the wall my hands were in his one large hand behind my back and then other his hand was up under my skirt and rip went my thong, his hand was...

Interracial

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