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Sissy Shelly
I went out dressed late last night as a tgirl I was fully shaven and dressed up in full makeup red wig and these massive silicone ** that cost me nearly £300 I also wore my black 6 inch heels and new stockings. I must have looked a right freak and ** **.
I could barely drive my car in the heels to the spot I planned to walk and show my sissy ** off the plan was to be a sissy ** as I brought lube and condoms in my handbag. I done it many times before but this was only my second tight with the giant ** and first in real high heels I could barely walk. I was on the main road car going past and there was a break in the traffic so I crossed over and stood on the other side of the road near an alley. I look at my reflection in the shop window and my k cup ** were bulging out of my top and the heels made me look a complete **. Lights toward me I went to flaunt my ** and ** and to my horror it was a police car pulling over on the other side of the road. I tried to totter down the alley in my 6 in heels and my ** bouncing I was petrified I knew I was done for the police car cornered me on the side road. I pull my heels off ran back up the alley in my stocking in was cat and mouse ** this time bouncing like footballs. I was trapped I could see the police car rear light so ran at the back of the alley fled up some steps to flats above the shops and lay face down in the gutter in my ripped stocking and shaking. I was sure they would fine me and arrest in my chastity and charge me we for prostitution or soliciting. I waited for what seamed like ages stuck my head over and sure could see the tear lights of the police car. I had to make a run for it before more police arrived so I ran down the steps through the presinct and across the main in bare feet holes right through my stocking. I nervously got in the car and drove home no lights on so could get away. I am a proper dirty ** gutter ** I was sure I would be arrested. I quickly underdressed through my shredded stocking in the bin my feet were black full of mud and my clothes were a mess and I stunk from lying in a dirty drain. I think all this was caught on cctv and feel so humiliated lying in gutters why do I do this to myself. I going to do the same again tonight as I can’t stop and am a white transvestite ** Called Shelly. I was even filmed in a club by a ** sucking 3 men off she said she wasn’t filming but got someone else to do it she sent it to be and said going to blackmail me. She kept the video but told me not to contact her again just to ** my are out I love her she is my goddess
Karen Would wear bbc anklets and earring and other slutty clothes stocking suspenders and spike heels and spike boots. Not really out but just for dress up nights of **.
She never really went out with me only her sister and friends some spending nights away or on holiday in turkey and grease I think her and her friends were ** there. She spent money having her hair and nails done and eyelashes
I was very jealous as she would never contact me whilst away only when back. She was then eager I went around to her bedroom and had me lick her ** looking back it had been well ** and full of ** she never told me this ** juice and her behaviour of keeping me sexless help naked me a ** and Shelly
I used to hate smoking and women that smoked but Karen smoked from an early age of 16 she used to hide this from me and probably what happened on nights out. She often lied and said was a virgin when we met I waited weeks to ** her later she told me she lied and been ** many times before. She brought me home to her mums house first night we met later I found out she did this regularly she said her parents approved and rather her be in a bedroom with a man where they new she was safe I thought this strange. I think her mother wore the trousers and cuckold Karen’s dad. I alway loved her cheating on me and have told her the more men she has I will love her more she liked this. I will come up with a plan going forward she might already be seeing someone behind my back for years who now be a Shame. I hope in her fifties she can still start ** again
Shelly, I love your updates. You have to stop using condoms and get the real flavor of ** and always swallow every drop. When men ** you, I recommend the use of condoms unless you know the person, like maybe your neighbor or a steady BF or two. I am excited for you Friday, seeing a new Mistress. Hopefully she will dominate and control you. NO CONDOMS, except with strangers when they ** you. Its OK not to show Karen the pictures yet. She knows you are gay. If she asks, then show them to her. Keep pushing her, help find men for her. Look for black men, Karen should be exclusive to black men only. Good Luck George
Yes George I really appreciate your interest and post it keeps me wanting to update and post. I am definitely going to be wearing my chastity with it I am Shelly the ** without it I am what Karen calls lazy ** or la an arrogant and useless ** that not anywhere near submissive enough to serve and be a good cuckold ** sissy. Karen never does my sheets so think that she has done the sheets and bedding to possibly ** in as she is off at the moment and it threw me why she has done them. I have hung dresses in my wardrobe so Karen can see them when she does my shirts she already knows I have a draw full of knickers. I am scared of showing Karen my pictures sucking ** but she told me in the past ** taste like salt water and Shelly will be a new women once I start getting a taste I have only sucked ** with rubbers on not ever taken ** put with a regular boyfriend maybe my neighbour I hope to be taking it very soon. Am I to wear my massive silicone ** k sized out on the streets as Mistress Mona said they bring so much attention to me even Karen had a feel of them and looked at the ** she must think am a freak. I have supposed to be seeing a new mistress Friday as a ** doll in the day light i only hope it’s not a set up and I am not beating up as club are safe place to meet am taking more risk now going out dressed even in the daytime for kicks. My neighbour needs to no I will dress up and pleasure him I’ve seen his grumpy old girlfriend and she is no match for Shelly
I would like to share a story about Chastity. Early on in my Hot-wife journey with my wife. While she was dating a guy, I met and started dating another woman. When my wife found out, it upset her, she made me stop seeing that woman, saying she was the only woman I can ever have, otherwise she would divorce me. Immediately put me into chastity, I stayed that way almost a year restricted to eating her ** and cream pies and an occasional sucking one of her BFs. After my year of punishment, I was allowed to start dating, but men only. Many times, after that I was restricted from ** with my wife for long periods of time, generally because one of her BFs didn't want me ** her. Like you I had my own bedroom where I entertained many men including some of my wife's BFs. Anyway, I just wanted you to know, I think we have several things in common. You being a crossdresser, soon to be prostitute is much more exciting than my story. George
I like knowing you're going to be wearing your chastity full time now, was that part of her choir list. Karen made all the beds, does that mean she is getting them ready for play time? After you show the pictures and tell her your plans you should flirt with your neighbor, those beds should be used. If Karen wore a bbc ankle bracelet means she was ** black men or wanted to. Now it is time she takes them to her bed often where they can breed her. That will be your time to eat her and swallow all that tasty **. This weekend you are going to be busy, visiting the club, you said a new mistress then walking the streets in Manchester as a ** for Mistress Mona. I am excited for you. a lot of things are about to start happening. Be sure to stay after Karen, she holds the key to you becoming a true cuckold. She needs to know you will only eat her ** after men, hopefully black men have ** her, leaving her ** dripping with **. George
Karen made all the double king sized bed up yesterday clean sheets after I told her my plans I wanted us to find lovers. Yes she must have been behind my back in my younger years but I was to stupid and dumb to notice she would tell her family and mother everything and keep me in the dark saying had no money. I often had to do jobs for here mother for free repairs or cutting trees Karen and her sister would be sat in the house laughing with the mum. I think I like the offence and humiliation when Karen sister came around you could smell smoke and she would throw her butts on the floor in my garden this made me hard. I have not yet disclosed to her I am fully gay as you said I should or had the chance to show her my pictures and video sucking ** but I will definitely share them with her before the weekend. She had already set me a chore list up I do think I need be wearing my chastity full time now. I am going to go the the club lgbt as it’s only place I can be myself. There is a really big club about an hour away I plan to go as am hearing of other ** go through 30 men easy. I have left a black ** and heels stockings and g under pillows in the king sized bed in my room and am going to ask Karen to use it on herself today to get ready for ** **. She previously wore bbc anklet and jacama earrings they were in a black patent had bag she given to my daughter who is now of age and not seen since. I hope Karen does take a lover her and her sisters sometimes used to have gathering parties they called doos these went on late into the early hours of the morning Karen single friend Julie would often end up staying till then end and getting ** I if Karen ever did she also came home very late. Karen is doing my makeup Friday if I pay for her car I am also planning seeing a new mistress. I will walk the streets Saturday night all night as a ** for mistress Mona don’t care is I get arrested.
I am excited for this coming weekend. Have you chosen a night to go out yet? Are you going to visit the gay club dressed in as shelly? What is Karen going to be doing during that time? How did Karen take your full disclosure of being completely gay? Is she going to stay with you? You do provide security for her. Is she looking for men now? or are you going to find them for her. That is what I did for my own wife. With my help my wife dated for ** 36 different men in less than 3 years, She averaged 2 dates a week from 28 years old to almost 50 years old. We both slowed down then. But she continued seeing some men past 60. I became very gay and spent a lot of oral time with her. George
Another thing. Your neighbor. do not worry about any women he may have with him. When you see him alone, flaunt yourself, if you are dressed its even better, let him know who and what you are and that you are available to him anytime.
Hi Shelly. I believe your plans are correct. Did Karen Give you those two daughters? It would not matter who the real father is as long as you know she has been a ** for a long time. Reads like she has been playing around from the beginning, at this point she needs to get back into it. I still think through your help, she should specialize in black men almost exclusively. She may not be able to get pregnant now but she still can be properly bread. I do hope it works out and she decides to stay with you. You need to be cuckolded by your woman.
Yes, I believe you should show her your pictures. There should not be any secrets between the two of you now.
Yes, it seems time to tell Karen, show the pictures and tell her you are now 100% gay. Like you said, you believe she has told her friends and probably her sister about you by now, so now is the time to push her. If she decides to go away, let her and find another partner to live with. Could be a man as long as he plays around and encourages you to do the same. You have a lot of whoreing to do in the very near future. Doesn't matter if you charge or not. Just ** a lot of ** and experience a lot of men in every way possible.
Which brings me to the next subject, you being **. Start practicing with ** every night, learn to clean yourself. Stay in chastity until you have a boyfriend. With the exception of Karen, your mouth should never touch a ** ever again, and then only to clean ** that a man deposited in her.
Remember you are now a total ** **, nothing else will do.
Yes, on the streets of Manchester this weekend. At this point I would not worry about how much you charge, give it away if needed. You need the experience walking the streets and prostituting yourself like a common ** for a major part of the night. Make me and Mistress Mona proud.
Good Luck
George
I will be selling my sissy ** in the gay village of Manchester this weekend I want you guys ti support me in my quest as a prostitute for my goddess Mona
I am going to tell Karen I am 100 percent gay now and I don’t want to waste our lives so can we support each other. I will telll her I want to be dressing up regular throwing all my male clothes I might ask her to tell her sisters to help I think she may well have already as she told me she told people at work i was a **. I think Karen is happier I am coming out so she can manipulate me more with finances she always say she has no money despite working in financial industry all her life she complain of dept she has I love Karen ** and manipulating me all my life she is my mistress and will cuckold me again soon. Toning I am leaving Karen’s stocking heels and g on my king sized bed with my large 10 in black ** I am going to tell her to practice using on herself tomorrow in preparation for her holiday and us leading new life. Karen had already seen me giving head to this same black ** I have had it up my ** it was so tight could only fit a bit in mistress Mona said my Virgin ** was two tight for ** so she fingered my ** with 3 fingers in my training. I want to start taking ** and ** but may like the gentleman said I should move on from Karen if she won’t start ** soon. She has done my bed and will be getting another fithy text message in the morning asking her to ** herself out and let me be gay so any input be much appreciated thanks Shelly
Yes I think I need to concentrate on getting Shelly on the streets again sucking ** and taking up the ** for mistress mona I want to make her proud so after the shock with the police car pulling up am going to be out this weekend with other prostitutes. What do you think about me showing pictures of me sucking ** to Karen ?
Karen is no angle when I met her when she was younger she smoked like a trooper and went on girls nights out away ** this was before I even knew anything about cuckolding or crossdressing. When we had ** Karen used to take dirty to get me hard and say she had been with other men behind my back and she wanted to get knocked up by a black man she was a filthy ** I bought her a array of heels and boots and stocking and suspenders and she demanded i ** her she would smoke for me and dress like a ** I have pictures and videos as proof she demanded i breed her and said If I could not make her pregnant she would get somebody else do it for her a real man. I have 2 daughter one looks like me the other nothing like me I love them both Shelly
I still want to know your plans. When are you going to try and get ** Shelly on the streets again. You know you must be out there selling your **
Mistress Mona expects it.
I really thought Karen would be perfect for you. She would become you mistress and make you her cuckold. No full on ** but it doesn’t read like there was much anyway. You would be avalible to provide oral especially after she had ** with other men. Looks like you need to think about going in another direction. 100% gay, no contact with women at all.
I thought Karen would be a perfect partner for you but if she has indicated she will leave you when a new BF arrives. Maybe there is no point in investing in her. As for you neighbor, definitely flirt and flaunt yourself. If he is happy with his GF he will let you know. Otherwise go for it.