jaygomez1958's favorite posts & stories (3532)

[Story] Anonymous Bareback Fun

100% true story, and just happened so I figured I'd post it up here.

Quick background: I'm a big (6'0", 270) married bear, 38, straight-ish, but fuck it, we're here on this earth to have fun and sometimes it's just good to find some new playthings.

So I knew I'd have some time this morning, and decided to check out craigslist casuals.

There was an ad for Anonymous BB in my area, and I'll copy it here:


Blindfolded & Hosting ....you cum in, do what you do & say good-bye....all stiff meat accepted....anonymous....bb....now.

Minimal Stats & Pic req
... Continue»
Posted by bobbym13 2 days ago  |  Views: 1329  |  

[Story] true story and a surprise

While sitting in a well known layby watching people walking up and down I was getting aroused by the idea of a stranger wanking me off., my cock was growing in size and was starting to bulge so I moved it so it was to the side so a long package was clearly visible to passers by I staryed to stroke my erection when this guy caught sight of what I was doing being in a transit I was quit high and easy for him to see, he approached me and I now feel really horny my window was down and he lent on the sill and started to talk to me while I was stroking my helmet through my trousers watching me as ... Continue»
Posted by long69man 15 hours ago  |  Views: 1653  |  

[Story] The entertainment room ...

I looked around me and and i realised that the cellar did in fact consist of more than one room, each leading on from the one before it. I turned to the maid and asked how many rooms there were. Six in the cellar,was the reply, but of course there are many more rooms throughout Masters house plus the large gardens which contained i was told several outbuildings that i would if accepted find out about in due course. I asked if i was allowed to go and look at the the other rooms in the cellar and was told that that would not be possible without the Masters permission. I looked at Jane and asked ... Continue»
Posted by oldognewtrix 14 hours ago  |  Views: 300  |  

[Story] You in Bitch - dom instructions to pussyboys

You in Bitch – dom instructions to pussyboys

Online instructions from a dom to his sissy pussyboy.

O.K cunt! Enough of this on-line shit! Time to put your mouth where my
cock is! You've told me about your sleazy desires and fantasies, and your nasty need
to be dominated. Either we're going to do something about it, or you can
just fuck off! I don't have time for pussy boys who don't follow
through. I've been thinking about what I'd like to do to you! Here
goes! I'm gonna get a hold of as many rough tops in the area as I can,
and we're gonna fucking abuse and degrade you for our ent... Continue»
Posted by ssspspb 7 months ago  |  Views: 1756  |  

[Story] How it all began

My mother had 4 c***dren, 3 girls and a boy. I was the youngest. My s****rs were 5, 4 and 2 years older than me. Being the youngest I had to do as my older s****rs told me, including being dressed up as a dolly to play with when I was 4. When the oldest started wearing make up at 11, I was used for practice by all three of them, so I learned how to apply it myself.

When the oldest graduated from high school and went into the Army I was the same size as my youngest s****r and took to trying on her clothes. The feel of her bra’s & panties was awesome compared to my cotton tee shirts & briefs... Continue»
Posted by Andii18 14 days ago  |  Views: 10565  |  

[Story] My Life as a Shemale Part10

Suzi and I started spending more time together as the weeks past by. I think she might have fallen in love with me but I knew little of these things. My focus was on my studies, I found that I excelled in school and it pleased me to do good. She had heard about me possibly liking sexual arousal through pain and made a plan for that. Tim was not happy but it was something I wanted to discover before I turned my back on it, even Sam had concerns but could see benefits in mental health coming from it, so she didn't complain too much. She might have thought that she would lose me as a friend as we... Continue»
Posted by gigi750 7 hours ago  |  Views: 2  |  

[Story] My Life as a Shemale Part9

It is now almost a year later and I am a year older, my hormone treatment has been going on for some time. The short version of the past few months seems some of the most poignant in my life but not conducive to this readership. My skin was getting softer, my body hair lighter and most important to me, I started to grow breasts. Sam was watching the whole process and thought that I would, some day, have nicer breasts than her. My oversized penis was still that but at this point I didn't mind. Cynthia, or Sin, lives with her mom in California now. The next night after I broke her Hymen she went... Continue»
Posted by gigi750 1 day ago  |  Views: 476  |  


I can't believe it's been more than 3 years now since I posted my last video. At the time I felt I had done about all I wanted to do. Since then, I've gotten an amazing set of boobs and they have revitalized my interest in creating more vids. I'll be uploading a few more in the coming weeks. Until then, my new profile pic will give you a preview of what's cumming.
Posted by AllyCDTV 2 months ago

[Story] Brooke Comes to Visit

Today was a long and stressful day and I just couldn’t wait to get home to unwind. The entire drive home all I kept thinking about was what I am going to dress into when I got home. I guess it was typical thoughts a girl makes like what skirt to wear, with what top and which shoes. I really love the look of short denim skirts. I also love the way they feel on my legs with stockings. Plus, with the mary jane shoes. Maybe add the knee-high white socks. I was getting so overwhelmed with these thoughts running through my head that I started feeling a tightness in my panties.
I quickly went upsta... Continue»
Posted by ahsleymills 1 day ago  |  Views: 1445  |  

Snow Forecast

Tokyo Forecast Snow, January 30

Posted by tuckpussypeachpie 1 day ago

[Story] A big side effect (Sissy Story) by YKN4949 Part 2

Chapter 4: Not Alone Anymore

It only took me a few minutes to make it to the doctor's office. I parked and walked in but I already knew that the doctor wasn't there yet. Her car wasn't into the parking lot and neither was the nurse's. When I made it inside I saw that the only person there was the receptionist. She was a 90 year old woman who thought she was everyone's grandmother.

"Oh Mina!" she said smiling widely, "The doctor said you were going to be coming by today."

"Hi Mrs. Napier," I said.

"I'm sorry dear, the doctor isn't back yet. She told me she would be in by five," she... Continue»
Posted by sissyAlyna 2 days ago  |  Views: 1675  |  

Another School Gurl

Posted by tuckpussypeachpie 4 days ago

Jan. 29 / "Gion Maruyama"

“A custom-made dish in answer to the guest’s demand" : Japanese Cuisine "Gion Maruyama" of Kyoto
京料理 祇園丸山

“The guest may come to Japan only once in a life time. I’d be glad if the guest talks about Japan upon going back home.” To do the best he can in order for his guest to leave Japan thinking that Japan was fun place to visit and having enjoyed Japanese cuisine was a precious experience is the chef’s role, thinks Mr. Maruyama.
[image]http://blog-imgs-74.fc2.com/s/k/b/skbjkjsk/142245... Continue»
Posted by tuckpussypeachpie 2 days ago

[Story] Girly, part two

Laying on the bed after our first time, I grabbed her girly boi clit and squeezed, her breathing ragged and heavy. “So, babygirl … Nicole … you liked being daddy’s girl, didn’t you.” She turned her face toward mine, her makeup now smeared and running, and nodded her head. I caressed her boi clit, “be a good girl and clean daddy’s cock.”

I laid back on the bed as she moved down my body, I could see her wince a little as she got up on her hands and knees. “Keep that ass in the air, babygirl, I like that view.” Her face down, ass in the air with feet held high, still wearing the heels with her... Continue»
Posted by TruckerPerv 3 days ago  |  Views: 2807  |  

[Story] My Life as a Shemale Part8

It was on my way home when I decided not to tell Tim about Sin. This was very private and it was already bad enough that I knew, also, I had no idea what Tim might say or do. I did want to stay friends with her, now more than ever.
It was friday morning, the day after Sin was ****d and I was eager to get to school and talk to her, but she didn't show up, even after lunch I still could not find her. I asked our teacher if he knew but he just shook his head. I offered to take her homework and he gladly handed it to me, remarking that he was happy to see to become friends with Cynthia. I just sm... Continue»
Posted by gigi750 3 days ago  |  Views: 817  |  

[Story] My Life as a Shemale Part7

I was up early, I had picked out my best skirt for my first day at school, a blouse and two hair ribbons that matched. Today I would wear my padded panties even though they made me look a little dumpy in the middle, they seemed to be the safest for now. I went down stairs with my school bag and Tim was already there with breakfast, "Good morning Danielle, I hope you got enough sl**p, are you excited about your first day of school?". He had a calm demeanor, the kind you could only have after a good night with Sam. "Yes, I am excited but a little worried too". He gave me a plate with some bacon ... Continue»
Posted by gigi750 3 days ago  |  Views: 567  |  

[Story] la tia rellenita pt 1

Esto es un echo real que me sucedió ,espero valoren que la comparta

Todo comienza la tarde de un viernes ,yo estaba en mi casa sin nada que hacer casualmente,me llama un amigo avisando me de una fiesta
En una disco ,pasa el tiempo me preparo y voy ,cuando llegamos resulta que no había mucha Note ,habían puras tías mayores entre 35 y 48 años ,no digo que no sea malo me agradan las tías mayores ,me encantan,mi colega y yo nos quedamos para pasarla bien ya que no tenemos nada mas que hacer eran las 11 y nos daba pereza ir a otro lado ,después de un rato de beber unos tragos nos ponemos a ba... Continue»
Posted by cohen_1 5 months ago  |  Views: 2048  |  

[Story] The Curse (Sissy Story) by sdvine

I wasn't really having a good time that night at the bar. Truth be told, I had been practically dragged out in the first place by my best friend Joe, who told me he was tired of me "sitting on (my) ass" every night "finding new ways to be boring." Quite frankly, if this is what qualified as being not boring, I'd rather be bored to tears. To begin with, I'm not much of a drinker, so leaving the house to go to place designed for buying and consuming alcohol made little sense to me. Additionally, I'm not what you'd call a people person. I was generally okay with individual people as met them, but... Continue»
Posted by sissyAlyna 3 days ago  |  Views: 955  |  

Jan. 27 / Japanese School Girls' Short Skirts

The extremely short skirts of high school girl uniform in Japan is not necessarily a sign of loose morals among the youth. Mostly schoolgirls wear short skirts with loose socks as school uniform. This is also an key part of the uniform of the kogaru, whose aim is to appear young and therefore cute.

Their uniforms in Shiga, Shibuya(Tokyo), Niigata and Okinawa are so short, and Japanese language Internet is awash with rumors that schoolgirls in the central Japan prefecture ... Continue»
Posted by tuckpussypeachpie 4 days ago

How to Date a Transexual

How to date Transsexual’s

Are you seeking to date a pre-op transsexual woman, "shemale" or TS? Great!
Not all girls are born female. There is a special class of woman out there, with a different set of attributes than the "genetic girl," or GG. It's the transsexual woman, or "TS." A woman who used to be a male. "Pre-Op" refers to the fact that she has not had sexual reassignment surgery (SRS), the sex-change surgery.
Definitions: A "pre-op transsexual" is a woman in the wrong body, one who has breasts (through taking female hormones and/or breast implants), and a cock. A TS is almost... Continue»
Posted by michellereneetg 1 year ago

Anal Sex ? and answers

For many people, anal sex is the ultimate taboo. Buttfucking makes it sound crude and dirty, sodomy sounds technical. In the 1990's, anal sex has been given the bad rap because HIV, the virus that causes Aids, is most easily transmitted by anal intercourse.
But some people love anal sex. Others hate it. Others haven't tried it yet and are curious. And many people are attracted to it precisely because it's so taboo and mysterious.
What is analingus?
One other part of the body that some people enjoy licking, or having licked, is the anus. The anus has half the nerve endings in the pelvi... Continue»
Posted by michellereneetg 1 year ago

[Story] Working 9 to 5

A tribute to the lovely Nikki Nicole (http://xhamster.com/user/itsnikkinicole)

A nervous Nick walked through the office door. He’d been out of work for nearly six months but had finally found the perfect job for him. He’d now be working in an office as an IT expert. He didn’t have the training or background in IT so he’d been surprised when he’d been offered the role.

Whilst he’d been out of work he’d had the chance to explore his hobby of dressing up in slutty clothes, applying super seductress make-up and BIG hair. He’d even taken the opportunity to make a little money on the side by p... Continue»
Posted by annav 4 days ago  |  Views: 1886  |  

[Story] My special birthday

This is a true story the names were changed if you like leave a comment.

My wife (will call her Laura)and I have always joked about swinging; we never really acted on the notions. I just thought the dirty talk helped our bedroom life because we role-played. I went to work as usual on my birthday, when I get a call from Laura saying she'd be a little late she had to pick up my present. After work I was a little tired; I grabbed a hot shower and took a nap. I was awoken by the garage door closing and the sound of Laura's voice saying "honey if your up don't come out yet." So I got up w... Continue»
Posted by l0serc0rp 4 days ago  |  Views: 3742  |  

[Story] Jasmine in Hotel Part 2 - The Mans Perspective

From His perspective now..

So this is picking up from just having had Cum down your throat, leaving you lying on the bed with your makeup all messed up, your ass gaping wide and exposed and your hands tied behind your back......

I go and fix myself a drink... maybe a big glass of whiskey. i'm feeling satisfied and very macho, knowing that i've really given it to that slutty tgirl, in her sissy little latex dress and whore heels. I can't believe how cheap and easy she was, letting her garters and G-string show the way they did, her face all dolled up with bright red glossy lips and all ... Continue»
Posted by JasmineSissyCD 6 days ago  |  Views: 1648  |  

[Story] Jasmine, Courtney and 4 BBC's

This is dedicated to my good sissy friend Courtney, we were playing around and I sent her this for our dream encounter

Hello Courtney.... well where were we hehe..

oh yes, we were playing in our room together dressed all sexy and slutty passionately kissing when the gentlemen we had arranged to meet arrive, some very large built tall black men come in the room, the door flies open and OMG there are 4 of them! They see us on the bed kissing and playing with each other, my fingers all wet from fingering your sweet tight sissy hole and we look across at the men as they close the do... Continue»
Posted by JasmineSissyCD 6 days ago  |  Views: 1896  |  

[Story] Venice's First Time at Ted's Place Londo

I had been chatting to this guy on TVChix and he kept telling me about this place called Ted’s in Fulham. We have never met but this is where he wanted to meet me and ‘show me off’. I did some digging about Ted’s and read that it was pretty seedy [and still is] and sex openly takes place in the toilets.

Anyway, one night the guy messaged and he said he would like to take me there and if I don’t like it we could leave.

I wore a short grey LBD, and pair of 5” strappy heel, with my painted toes and painted lips I was ready to go. Thankfully we only had to walk a short way from the car in ... Continue»
Posted by venicectgirl 7 days ago  |  Views: 923  |  

[Story] My Life as a Shemale Part5

I wore my new clothes now everyday, Sam and Tim helped make sure that I learned that my underwear was in the right place and I had this terrible habit of not keeping my legs together when I sat down. At night I was always wearing my nighty and it all just made me completely horny all the time and it was difficult walking down the street not looking at boys.

Every other day I tried the different ways of keeping my 'package' hidden so no one would notice too. As I was walking through the mall, I was wearing a skirt again, I came accross 3 boys in the arcade. One of them looked up and saw me, ... Continue»
Posted by gigi750 8 days ago  |  Views: 1756  |  

Jan. 26 / So-unkyo Winter Ice Waterfall Festival

The Annual "Ice Waterfall Festival" is held at Sounkyo(層雲峡, Sōunkyō) Onsen, Hokkaido from January 24 to March 29, 2015.

Large, multi-story ice and snow structures with interior caverns and maze-like tunnels are built. Although the layout of the festival changes from year to year, it usually includes large snow domes, ice sculptures, a snow tubing run (small fee required to rent tubes) and an event stage, fireworks and colorful illumination during the night.

Spring and Summer
[image]http://b... Continue»
Posted by tuckpussypeachpie 5 days ago

Jan. 25 / Grand Sumo Tournament Results Final Day

Yokozuna Hakuho finishes off New Year tourney with perfect 15-0 record on Day 15

With his record-setting 33rd Emperor's Cup already in the bag, yokozuna Hakuho added a perfect 15-0 finish to his accomplishments on the final day of the New Year Grand Sumo Tournament at Tokyo's Ryogoku Kokugikan on Jan. 25.

Hakuho, who is still 29, had a weak face-off and took a full minute to get his hands firmly on fellow yokozuna Kakuryu's belt. Once he did, it was all over. He lowered his ... Continue»
Posted by tuckpussypeachpie 5 days ago

Jan. 25 / Maid Cafes -The Past,Present and Future

Grand Theory of Moe: the Past, Present and Future of Maid Cafes

Akihabara is one place you’ll find on almost every tourist’s map of Japan. The name alone immediately brings to mind everything from games, manga, anime, figurines and AKB48 to Gundam, computers and electronics. Still one thing stands out as being particularly iconic: maid cafes.
Most visitors to Tokyo have stopped by one of these cafes at least once, and even if you haven’t, you’re probably familiar with the concept: cute, young women in fluffy ... Continue»
Posted by tuckpussypeachpie 6 days ago