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
Yes sir I do feel a lot more closer with Mistress Karen now she is helping me come out as gay it great being honest telling her how much I want to ** **. I am going to ask her about sucking ** without condoms previous Mistress has told me it taste salty and I would be a new women once I start taking ** in my mouth I she could not wait till I found a boyfriend as I was more ** mad than her. I now when she was younger she never bothered with condoms as she is a proper women. I am wearing my chastity and pink g string to work today as I feel liberated Mistress will be happy with this.I am going to ask her advice on giving men ** she will have experience I will tell her Mistress Mistress mona made me lick and kiss ** and ** it like i want it sucked by a women. Mistress will want some more money transferred over now to she is my ** and owns me. When she is on holiday I am going to ask her can I go around cleaning hers and sister and mums cars and any dirty laundry, I going to ask Mistress to out me to her mum and sister now. I suggested I build a area in the garage where she could cane me properly not for fun and she thinks this is a good idea now.
YES. Your arrangement with Mistress Karen is working out perfectly. You should make sure your body is ready for all that activity. Sucking off 10 ** and being somebody ** you. And Mistress is all for it and encouraging you. I believe she likes you coming out as gay, encouraging and helping you. Your probably closer with her than you have been in a long time. I still do not like false ** of any kind, you need to see a surgeon about getting a real pair and go fully naked for your men. You are about to be her **; mistress Karen is going to own you. That is Good
I have told Mistress that after our shopping trip I want to go to the club and be pimped out for 50 a ** payed by me into Mistress account. mistress is delighted with this arrangement and suggested I stay over so I can ** more ** and make her more money as her **. She said I am to go the club Friday s and Saturday. Mistress also agreed that an e cup false ** us better in the short term. My target this weekend is to ** off 10 men Mistress is happy with arrangement she must definitely now except me as gay and does not care unless she is payed for my please. mistress must have really used me all my life if she is happy to have me as a ** sucking ** and arrange holiday with her mum and sister leaving me again home. I am going to make sure Mistress has a 500 pound bonus for me having ** at the club so she insists am ** all night as a ** now
So happy you and Mistress are doing something together. Shopping for female products for you is a good start. She has fully excepted you as a gay crossdresser. It is going to take a little encouragement to get Mistress to have ** with other men, when she was younger it would have been easier. I am sure she is still more than capable but she probably thinks she is too old. Your being sexually charged will inspire her. You need to shop and buy her ** underwear for her, probably some lingerie also, not too radical but skimpy and **. She will wear it for you.
Absolutely, you should have a ** job (not too big, small to medium} your body will carry them easier than big ones, and you will look more natural. Also starting the hormone therapy is a positive for your body. Probably you need to spend time in the gym to help tone your body as it changes, not to mention men will be watching you, we want men watching you, some will hit on you. Mistress is already telling you what to do, that is good. You need to listen to her, start dressing more feminine and dating men, when you meet them be dressed in such a way that they can strip you easily, they are going to want full access to your body. Make up and nails will look perfect when you show off your naked body. I think now that you have confirmed to Mistress you are gay, communication between the two of you is much improved. so happy for you. George
Mistress and went shopping for makeup today she picked a variety of eye brushes and lipsticks and foundation. I picked out long red false nails and False eyelashes. Mistress wanted me to get a makeup bag I seen a little mini pink suit case with a mirror proper girly me and my mistress liked it it was expensive I might go back for it. I was shopping with all the other women for the makeup products. I spent quite a bit of money on makeup. Your right me and Mistress are getting along much better and she has informed me her mother and sister are all going on holiday together with my daughters. That Will me my Mistress mum will watch my daughters while she can go out and drink with her sisters hopefully hook up with some men and get ** away on holiday do you think will happen? I was disappointed today that Mistress would not look at any ** knickers while for her while we were out shopping. I think like you say I will be ridiculed by my mistress and her sister and mum now and like you say I am looking forward to this humiliation. On the way home in the car my Mistress bitched at me that I should be away on a ** weekend away when she is away has she now excepted me as gay. I am going to tell my Mistress am thinking off going on hormones and having a ** job. I have promised to get her a new suitcase for holiday. I am going to suggest I go cleaning and doing chores at her mothers house in my maids dress while she is away. I hope it’s not a knocking shop over in Bulgaria with Turkish men ** my family. mistress said I could fly out stay somewhere I love to and meet a Turkish man for ** but I think Mistress being away will give us both space to be our true self
Getting involved in the gay pride movement is ok. but get the important things done first. Get your body prepared, you want to look good completely naked for your men, no falsies, just the real you. Also you want Mistress Karen more involved, in a gym and with a few men.
Good Morning Shelly. The things you are saying is very encouraging. Mistress appears to enjoy the fact you are gay. You seem to be extremely happy being her submissive. You and she are probably getting along better than you have in the past. Your ** Mistress likes the new you, and you have renewed feelings for her. I think you are looking forward to serving her, and her sisters and mom. When they are together, they may ridicule and call you names, I believe you are hoping they will. Are you calling her Mistress to her face now? I think if you can, you need to get a real ** job, instead of wearing falsies and start the hormone therapy as soon as possible, you will be more attractive to men, especially now that Mistress Karen is doing your make up and helping you choose your clothing. You can now openly be that Gay, trannie, ** with Mistress blessings. I know you want to become a prostitute, I think you can on a part time basis. Mostly I hope you enjoy sucking many ** and ** with many men. I also hope maybe soon you will take a couple of steady boyfriends. Also I hope you continue to encourage Mistress to take a few lovers. By helping to choose her clothing and how she dresses, she will know you have a strong interest in seeing her become promiscuous again. I do like the idea you and her into black men and both wearing a BBC tattoo. You have control of your part of it now by starting to flirt with any man especially black men. Good Luck Honey. George
There is going to be some gay pride events coming up now up and down the country i have never been to one as I only started this last year. I think I need to be at these events. I have my k sized football ** Mistress said she thinks a bit big and get a size e or g like hers. She said I can keep the other and when I get a boyfriend where them for him this talk makes me turned on she is actually encouraging and wanting me to have a boyfriend I can’t wait for me and my boyfriend to be in bed together kissing and making love I do have a good sized ** I now my boyfriend will love to play with it is always hard
I have told my Mistress to tell her sisters and mum i am a gay ** in the past she said she has but I should also tell my mum. I have told mistress I want to be a slave to her mum and she is in her 70 now but always wore the pants and very bossy. Mistress has given me jobs to do around her mum house putting furniture together or really ** maintenance jobs. They sit and laugh in the front room when her sister was there she talked openenly about the bagging and knocking the wall when she was on holding ** just laughing. I think mistress mum cuckold her husband she was very dominant and bossy this is where my mistress picked this up. Once doing a job at her house I perved in her knicker drawer and there was a lot of lacy basque suspenders and bras in all colours. My mistress mum was always personal secretary to bosses and used to come in later at night wearing her heels to her tea on the table from her husband. mistress mum also turned up at a job interview for me looking hot I did ** in the interview I got the job. I wonder did she have to give head for getting her daughters partner work. Yes I think all them frilly knickers were there for a reason. I think she will be advising my Mistress on making me a ** now. I want to be a sissy slave at a doo or party for my Mistress and her two sister and mum am going to ask her. I have a maids outfit now so id have now problem I think they love seeing what I’ve turned into and it would give them all the power to turn up at my house when they want there all so close together if my Mistress know she should let her sisters be waited on and see for themselves if they are happy with that
I would love me and my Mistress to become race queens and get tattoos. I have in the past shown her interracial ** and she could not believe the leagjths on some of them member like horses going in blondes and pumping in cream. There was a black young man at Karen’s work that she used to then hang out with I only recall i was busy paying bills his name was ian. This was when she was in her more promiscuous days i wonder did he ** Karen she talk about him a lot even met back up with him on a night out with another girl from work Ian this and Ian that I never was in chastity or a sissy then or i would have really pushed her. Mistress wants to get her case today for her holiday and she mentioned last night me getting my makeup she must be preparing to now have me as a trans women she knows best what makes me happy. Mistress sister is out at her apartment getting ready for my Mistress holiday i only wish she was going alone and not with my daughters. This is the first time my Mistress has been out to her sisters place and am sure after this they will both be out there often on the hunt both sisters **. Are men in Bulgaria into British milfs ? I have already told mistress I going to the mistress is even encouraging me now doing my makeup and nails so I feel she has now just expected me as gay and actually said she prefers me as my alter ego Shelly probable as I don’t answer her back and transfer money while Mistress pays nothing
Shelly. I think that is all good. You let excitement and emotions take control. That is good. I’m glad you’re going shopping with Mistress. Let her help you choose what you will wear. And you insist on helping choose what she wears. ** and bras lace and skimpy. Choose pants and blouses that help enhance her ** features. Do not let up on what you want. Both of you should become race queens. Enjoy your day. George
Thank you sir unfortunately I did not go to the sauna or club today i was vey tired from my makeover and then heading out in the early hours of the morning street walking like a **. Something bad happened i am gility I took my chastity off and wanked off to trannys being whores this was off the back of you saying I should not wear my chastity to clubs and get the full homosexual experience. Anyway I ** ** a then loose my sissy inhibitions. When I sat down tonight I am now not wearing my chastity cage. mistress said am going shopping tomorrow for hers i mine stuff am I dismissed this. I realy now heed a chastity key holder and my mistress to be treated with respect. Even after cuning earlier and getting my macho head on i am now feeling gay image how I will feel when I start taking ** up my ** and **. I will shopping tomorrow with mistress and wear women’s underwear and a ** plug
Hi Shelly. How has your day been sweety? Kissing a man is no different than kissing a woman, except more exciting. It the taboo of it. Like sucking a man off is crazy exciting. Its hard to describe when a man shoots a mouthful of ** so hard you cannot swallow it all and some runs down your cheeks. When they ** you off it feels like Hevan, I ** their face, and when I ** I push my ** as deep as they will allow. I love to watch their expression as they ** me dry. I hope you are experiencing that now. When you come home from this, Mistress will ask you how it went, did you have fun, then she will ask you to describe everything to her. Who and how many. put yourself in chastity when you are home and make sure Mistress sees it. Do not give her the key unless she agrees to take on a few men and let you watch and eat her out after. That would completely change the dynamic of who was the ** and the cuckold. Again, I hope your day and night goes well. George
Last night my Mistress told me I best start to get ready if she was to do my makeup I put on my stocking suspenders and black pvc mini skirt giant k size silicone ** 6 inch patent heels. I was doing my makeup in the bathroom had every out and my black hand bag was in there then I went to the bedroom to try on a wig I heard some come down the stairs it was my elder daughter who is an adult. I had left my handbag in there I panicked but could do nothing. All my slutty make up was out pink and red lipstick was out large hoop earrings. But in handbag is backed for the club so I have condoms and lube in there like whores bag. I think I also have my temporary tattoo of queen of spades. I made myself some cards to hand out as a t girl ** luckily I took these out one has the name of a man of a man that wanted to take me in a room. I wonder if my daughter bothered looking in the bag and knows this is mine or my Mistress I already shave my legs and wear short now as standard
One more thing should I tell Mistress now I would like her to keep my chastity keys. Could I where chastity in a gay sauna or would the men laugh at me. She will want conservative knickers am I to push her to get more slutty ones or do I just go along with her choice. Mistress doing my makeup definitely made a massive difference with my nails painted red and false eye lashes and eye makeup I really looked hot we had tea together at the table in my massive k **. I like mistress when she asks me if I have done anything at the the club it is very hot owning up to giving men blow jobs and ** them off. I might tell her about the master and the t girl tonight she not yet seen a video of or pictures of me with a ** in my mouth that will be for me a game changer maybe a step to far yet. But I need to push this now i am going to suggest a lock on my door in case I have my boyfriend around. My neighbour is definitely going to get ** especially with my Mistress expert makeup skill I will steal him away from his girlfriend. There is also a few old dirty single men that will be pray for Shelly I just need a way to hook them then I will be charging them for my services