Exploring my sissy side

On October 9th, I will be moving into a new apartment and living on my own for the first time in years. While caring for my elderly Mother or now living with my sister, i have kept this side of me private and have had few opportunities to be a sissy on a regular basis. That will soon change and am so excited to become who I truly am, I love dressing up as a girl and absolutely love cock. Once I move, I am going to want as much cock as possible to make up for lost time. Big, small, young, old, black, white. It doesn't matter. I love all cock and both holes will be available for use. If you live… Lees meer

Geplaatst door SubGentlemanJennifer 3 jaar geleden 7

slave in chastity for theMistressforyou

theMistressforyou has ordered Her property and slave to write about it's experience in long term chastity and breaking the previous record of 100 days. Of course, slave will obey Her orders and write about it's thoughts and feelings. But first, slave ought to go back a few years when it first started wearing a chastity cage. The first time was about 4 years ago and slave was so excited when the cage arrived in the mail. It was a new form of bondage and denial and slave quickly put it on. The excitement was so strong that slave couldn't last long and took it off later that night and masturba… Lees meer

Geplaatst door SubGentlemanJennifer 5 jaar geleden 2

The sissification of a slave Part 5

As part of its ongoing sissy training, Mistress has ordered Her slave to pee sitting down like a girl at all times. Thank You Mistress. slave is obeying its Goddess as always. Sitting down to pee makes slave feel very girly and removes another small part of its former manhood. Being locked in chastity makes it extremely difficult for slave to pee standing up like a real man, so peeing like a girl would be happening most of the time anyway.… Lees meer

Geplaatst door SubGentlemanJennifer 5 jaar geleden 4

The sissification of a slave Part 4

As part of slave's sissification, Mistress has locked Her tiny useless clitty and property back into chastity where it belongs. All sissies should be kept locked in chastity as a part of their training and make them feel more like the girl that they strive to become. Thank You so much Mistress for continuing slave's training in this manner. As an added benefit, slave must now sit down to pee like a girl which furthers its sissification. Today is January 27th 2… Lees meer

Geplaatst door SubGentlemanJennifer 5 jaar geleden 3

The sissification of a slave Part 3

To begin it's sissy training, Mistress ordered Her slave and property to shave off all of it's body hair. This included the genitals, ass, armpits, chest, arms, and legs. Furthermore, slave must shave it's body at least twice per month or more if required from now on. Sissies are not allowed to have body hair. Thank You Mistress for taking the time to transform Your slave into a sissy as it should be. You are my Goddess and always will be.… Lees meer

Geplaatst door SubGentlemanJennifer 5 jaar geleden 4

The sissification of a slave Part 2

i am a wannabe sissy, but am first and foremost the servant, slave and property of theMistressforyou. slave must obey all of Her orders and can only be or become a sissy with Her approval as it should be. Over the holidays, both Mistress and slave were busy with family so the sissy training has been delayed. Mistress now thinks it is time to begin and slave is so grateful to it's Goddess. Please train slave to become Your sissy Mistress. As a tiny clitty white boi, it is what slave is meant to be and strives to become with You… Lees meer

Geplaatst door SubGentlemanJennifer 5 jaar geleden 2

The sissification of a slave Part 1

Mistress has ended slave's 100 days of chastity and now the sissification process will begin. Please turn me into a cock sucking, cock fucking sissy whore. slave's tiny cock is too small to ever satisfy a woman so pussy should be banned for life. Cock is all that sissy deserves from now on in both holes. Sissy loves cock and hopes that Mistress guides slave into being the cock sucking, cum eating, cock fucking sissy that it is. Please train me to be this way Mistress. slave begs You. slave wants cock and never deserves pussy ever again. Make me wear panties and girl clothes to make real men wa… Lees meer

Geplaatst door SubGentlemanJennifer 5 jaar geleden 1

100 days in chastity for theMistressforyou

On August 20th 2018, theMistressforyou locked Her tiny clitty in chastity using seal #462922 where it has remained for the past 100 days. The initial understanding was that Mistress was going to break slave's chastity record of 56 days and break it She did. slave would like to sincerely congratulate Mistress for this accomplishment. The record is Yours and slave has become the first slave to remain locked for Mistress for this amount of time. Hopefully, slave will not be the last. Thank You Mistress for keeping Your property locked, denied, and frustrated for an incredible 100 days. It was an… Lees meer

Geplaatst door SubGentlemanJennifer 5 jaar geleden 12

In chastity for Mistress

slave is now on day 66 of chastity for theMistressforyou. Goddess wanted Her slave to write about being locked up for two months, but there really isn't much to say about it. Mistress orders and slave obeys. It's just that simple. slave wakes up with an erection and frustration in his cage every morning and may find some precum in his panties, but then the real world takes over and slave goes about his day. Unfortunately, the longer one goes without orgasm, the more that someone wants it. Seeing a hot woman walk by or even a stiff breeze could cause an erection of slave's tiny cock in it's ca… Lees meer

Geplaatst door SubGentlemanJennifer 5 jaar geleden 13

I am now the property of theMistressforyou

She has claimed me as her slave and I could not be happier. I will worship her forever as she deserves. She is my Goddess and I will obey her completely to the best of my abilities. Thank you for this honor Mistress.… Lees meer

Geplaatst door SubGentlemanJennifer 6 jaar geleden 4

My Ultimate Fantasy

After dating the woman of my dreams for several months, I propose to her, and she accepts. Our sex life was good for me, but because of my tiny cock, I could only please her with my tongue. I thought that was enough, but I would soon find out that it wasn't. We plan a huge wedding with our family and friends and coordinate most of it through the internet. One day, I forget to log off of xhamster and my fiance sees my favorites on my profile. She is surprised and shocked, but says nothing. The wedding day comes and she looks beautiful in her white gown as she walks down the aisle. We exch… Lees meer

Geplaatst door SubGentlemanJennifer 6 jaar geleden 6

My First Sissygasm

I was chatting with a friend on here yesterday about my new chastity cage when he asked if I ever had a sissygasm. I told him that I had tried several times but to no avail. My vibrators are kinda weak and I probably didn't try long enough. He encouraged me to keep trying and not give up since they are well worth it. He also brought up different techniques I could try and other suggestions. So last night, after chatting on here with others and getting horny being locked up in my tiny cage, I decided to give it another try. I hadn't cum for 5-6 days and my new cage really excited me, so… Lees meer

Geplaatst door SubGentlemanJennifer 6 jaar geleden 8

My cock sucking, cum eating cuckold fantasy

I was standing on the corner awaiting the arrival of my Goddess when Her car pulled up to the curve. "Get in, slave", She demands and I quickly comply. I was amazed at Her beauty, wearing a black latex corset, black latex gloves, a tiny black g string. black fishnet stockings, and a pair of black high heeled leather boots. "You are absolutely beautiful Goddess", I state, while She replies with a simple, "I know slave". Her car speeds away, as we head toward Her big black stud's house. She explains to me what we are going to do once we get there, as my tiny cock grows harder in it's c… Lees meer

Geplaatst door SubGentlemanJennifer 7 jaar geleden 15