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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
Also what about my neighbour his windows are directly opposite my drive which I sometimes like totter up dress in heels stocking suspenders and large football **. He has only recently settled with a women who has a house up the road. Is it playing with fire to get involved let him know that I am really a ** hungry ** **. My partner once told me he was being ** up the ** one night my a masseur that he used to have come around i was not sure I believe Karen but he seemed the type. Would it be to dangerous he once offered me in when he was drunk in underpants but I was in man mode so not interested. I feel he could be my regular lover and master I want to steel him off his girlfriend by being the dirtiest ** he has come across. I need an excuse to dress for him any ideas Shelly
Hi Shelly. I do not know if I would deliberately drive Karen away but if she already told you she will leave when she finds another man. Maybe it would be best to let it happen. I believe having a real woman in your life is good but maybe Karen is not the one. Be true to yourself. You know being a ** cross dresser is your destiny. Do not allow any anything to stop this
You need a mistress and being a cuckold to a woman would be perfect but it is up to Karen and you. If Karen is going to leave you then you should stop investing in her and find another
Thank you George I value your guidance in me whoring both myself Shelly and Karen out. I am happy that you said we should now refer to be as gay not bisexual Karen has always said am really a gay. After your advise and me saying to Karen i wanted her to take a lover and me dress up more and have her do my makeup Karen said she a willing to do my makeup if I pay for her car on Friday. She said she is going to do a chore list but desperately wants her own bedroom done. She surprising made up my bedroom clean this week it’s the only king sizerd bed in our house maybe she is planning ** in it this week. I have asked another mistress local to see me for further sissy training and she told me I have to come to her house dressed as a sissy ** doll on Friday locked in my chastity I already told her my interested are in men and ** but want to serve a Mistress. The club i go to has gay men only days t girl and admirer days mistress day where I met Mistress mona and also couples only days and greedy girl days it’s a really nice club I know Karen would like it if she went it’s very small has women’s and men’s changing room lockers glory holes bar dungeon and 3 play rooms where you can take people I have been in these rooms as Shelly and experienced some wild ** and watched experienced t girls having there brains ** out and men sucking men off whipping from mistress etc. Karen she would not go to such a seedy place but I think if I paid her and said it was really to help me believe she might come. She says she is not a ** but she is a women and a experienced bull would definitely exploit her sexually. Karen said i am playing with fire and when she finds someone she likes she will leave me she said she does not want to waste her life with a gay **. I wonder should I tell her I have videos on my phone of me sucking ** she will hate that and drive her further away into another real man’s **. Please keep advising thanks Shelly
Well Shelly. When are you going to try your luck hooking again. How is Karen doing? Does she now know her job is to become a hotwife? Have you made any plans to hook her up yet?
Morning I thought you might be up now, its AM in London. The more you tell, the more I want to fallow your every move, you are exciting. I like what you are going to do for Karen. It may help to get a line of men by joining and adult dating site, advertise her, be honest and promote her to black men, they will have the size and mindset to take control of her. Make sure your bedroom is properly set up for Shelly's needs. Hopefully you both can entertain your men privately except when invited to join and watch each other. Honey, it is obvious you love sucking **, as yourself and as Shelly. I do hope Shelly becomes successful as a prostitute. Your interest in women sexually should be limited, You need to feel Karen up often, make her feel like a **, and you need to eat her **, especially just after she has been ** strangers. She should ** your hands and mouth often, that will probably slow as she becomes more involved with other men. Then you will be called in to clean up her ** with your tongue. I do not see a problem if Shelly ** and is ** by your neighbors. I expect there will be times Shelly will have to remove her chastity cage, I expect you will take several lovers, mistress Mona will probably see to that. PS, I live in Southern California and my name is George
Am I definitely staying on the route as a Crossdresser sissy or should I go further Karen has mention I should come out as a ** ? What does she mean by this I don’t even bother hiding my sissy clothes I have a draw in my bedroom full of g strings stocking suspenders and some dresses hung in my wardrobe. I also have box’s with expensive large heels and boot in there. Not all my slutty stuff is in there but most now. Should I stay in chastity now I think a couple of ** on show in my draw and some gay ** with Asian and black men magazines in my draw needs to be on show now. I also want to start caming Karen set me up with a profile on fabswingers in lock down with email and wrote me a profile for being a bisexual Crossdresser looking for fun and took pictures off me which I uploaded my name was Shelly Redlips Karen came up with this so she must no my tendencies. I will tell her I am maybe ready to be a regular at the gay club and if I try stop her going out maybe she will rebell as is a ** and does not like being told what to do. I only hope her hot blonde ** is being pounded soon and she calls me a ** **. I am going to tell her I will soon be going on hormones so I can be a proper ** prostitute for mona thanks Shelly
This reads like you are doing everything correctly. I believe it is OK to be yourself as Shelly in front of Karen. Yes, stay in chastity most of the time and yes use the ** regularly, you must be easily accessible to your men and Shelly as a ** must be ready always. When you take a few steady BFs you will remove your chastity for them. then put it back on. Question: does the gay club have straight men there for Karen? Karen must go out often, never try to stop her and always encourage her to pick up men. As Karens cockold she will start calling you her trannie **. Yes, hormones will help feminize you. I'm sure Mistress Mona will help you become that true prostitute, especially if you share some of the money you earn with her. I am excited for you. George
You are not Bisexual. do not refer to yourself as bisexual, you are 100% gay always. The only sexuality with women is with your hands and mouth. You are a ** ** crossdresser and proud of it.
I do have the the money to spend on getting Karen sexed up and will tell her am paying for monthly gym membership and hair and nails. I am also going to set up her own front bedroom with new bed and dressing table i get her new lingerie. I am also going to join the gym myself and get my sissy ** in shape I am slim but women need to be fit to ** men. I am going to ask Karen to help train me feminise me I am going to openly tell her I love sucking ** when dressed up as Shelly and want to be a trans prostitute so she best start looking for a man as I have no interest in women sexually only to serve as a sub ** slave. I want Karen to ** me for every penny and sign my house over to her and have her own me. I will tell her about how filthy Shelly has been sucking ** in the club that will get her going. Shelly also been showing off to our next door neighbour in those massive ** heels and wig the poor chap nearly fell off a ladder she is on heat so need advise on Shelly ** the. Neighbour too thanks Shelly
Maybe when you go into the streets again, you should be shaproned. Karen would be perfect but I am sure one of your men would be happyto go with you to watch out for you and help you.
Thanks for your message. Now I understand why you were on the streets dressed like a **. You were trying to please Mistress Mona. Do not give up on that plan. Karen may have the best plan for you to dress a little more conservative on the streets. I do like the idea of you prostituting yourself for money, a very exciting plan. When in private clubs or homes then dress radically and perform for mistress Monas pleasure. Continue working for Karen, at 55 she is not too old to be a Hot-Wife. Once she starts, she will find renewed energy and sexuality. If you have the money, spend some on her, clothing, manicures, facials, hair, make up. make her look hot, get her in a Gym if needed. Find those Asian and black men for her, maybe she should specialize in them. Take care of her and encourage her promiscuity. Let her know you want to lick her sweaty body and eat her ** cream pies. Life will be easier if you are her cuckold and you as a 100% ** ** for men, she will probably help you. I am excited for you and hope you can pull it off. the best of two worlds: A cuckold servant for Karen and a prostitute ** crossdresser for yourself and Mistress Mona. Good Luck
PS -- I am in full support of you and racial Gay behavior. I like the idea of prostituting yourself to please yourself and Mistress Mona. I like it. I like your crossdressing. I hope you are seen often.
Yes the women that film me was called Mistress Mona a professional Mistress and goddess I hope she takes me back and pimps me out she told me to go out on the streets in the uk and ** ** with my big ** on and do 10 over a weekend charging 30 to 40 pounds and find where prostitutes stand. I am going to ask Karen to get her nails and eyebrows down nails red she is a dirty ** when ** but she shy to start. I want her ** Asian and black men I have a video of her when we were younger saying she was going to have ** ** with a back man as she wanted to get knocked up by a black man. I am not going to ** Karen again I want to be upfront about my crossdressing and homosexuality she already know I have a vast array of clothes shoes and big ** she said they were to big and she would help pick me another size maybe g cup hers she said are e cup. I think if she goes on holiday with her sister as planned in July she will get **. I wanted to be open and honest about being a ** sucker to her and show Karen the videos and pictures she has seen pictures of me dressed up she keeps them I think for future blackmail. I think her plan is to find another man and take me for everything I got. She is my partner not paid a single penny to my house and will probably clean me for it as she can be a right **. Should I be a ** Shelly and go out sucking more ** behind Karen’s back. Should I tell her to take on a lover at 55 Will any man be interested in ** and making her a ** again and his lover I want to eat Karen cream pies am
Sure over my younger years I have put was never told. Do I get her dressing in stockings and suspenders I could pay her as incentive to take new ** as all she seams interested in is money thanks Shelly
That woman that filmed you sucking ** and said she was going to blackmail you may become you **. That is when you will become a true prostitute. When the time is right (you will know it) Let your goddess ** you out like the ** ** you are.
Thank you sir Shelly
I reread your story. Exciting to say the least. You do not want to be busted for soliciting like a common prostitute. You are not, at least at this time. Maybe soon down the road, but for now I would stay close to Karen, renew your relationship and get her out there as your Hot-wife. You need to be her cuckold. When you can cross-dress as often as possible, hopefully Karen will help you, and make yourself available as a ** ** under safer conditions. Most important for now: help turn Karen, you need her as your hot-wife **.
Another thing. If she asks about you being gay or interested in gay **. You should be as honest as possible. Let her know you were afraid to tell her because of her negativity toward homosexuality.
I would save those pictures do not show them yet. Your number one priority is the help Keran become that special ** and you becoming her cuckold. It should be obvious to her once your in public, dressed totally feminine that your goal is to attract men. Let her discover that naturally. Remember, your priority is to turn her openly as your **.
Update me sissy Shelly I have some pictures and video of me sucking men’s ** at the gay club I’m dressed up fully do you think it would be a good idea to show my partner mistress or would this be to extreme. It may help her on the way to seeing me as gay and absolutely kill any chance of her ever considering me a man again and wanting my sissy ** ? My only worry is she hates gay ** but was thinking this might help her on the road to cuckolding me quickly and expecting me as gay thanks Shelly