Being a Sissy

My buddy’s friends started razzing him that I was his girlfriend. At first it made him mad but soon he realized the fun they could have feminizing me. We were 13 when this was going on and he started getting me to wear one of his sister’s sundresses and nothing else. My boner was so obvious and I felt so sexy sucking the four of them off wearing it.

I'm a boy abd in high-school and wear my two sister's school uniforms and pretty ladies panties. Sure I'm sissy and gay and kinda slutty for a boy who just turned 15 and lost my butt cherry when I was 9.

Trust me once you do, you’ll love it and wonder why you didn’t do it sooner

It's all part of your training and you have to experience what it's really like being a sissy cuckold and sucking cock and getting fucked by a man is part of the lifestyle that you choose to live. You are lucky enough that she allows you to masturbate at all. I have been locked in a steel chastity cage for over 10 years now and she only removes it for cleaning and hair removal and then she puts it right back on me. I am the one who choose to be submissive and allow my wife to control me and when she tells me to suck a man off or get ass fucked I do it hoping to get some kind of sexual pleasure from it and I do once in a while even though my penis is locked in a cage I can have an orgasm from being fucked almost like a woman does. If you want to stay with her you have to do what she wants not what you want.

You had to know that your wife was training you to be a sissy for her and that sooner or later she would want you to go all the way with a man. The same thing happened to me and I became a sissy cuckold for my wife started out with me wearing panties for her and then the hair removal so my whole body was very smooth then thigh high stockings and strapon sex. Then fully dressed as a woman she would take me to gay bars and told me to find a guy and get him to come home with me and let him fuck me and I would suck his cock. Once you expect that you are now a sissy you have no other choice but go all the way.

I say just go with it, my wife knew about my dressing up before we were married, after a few months of being married she said she wanted to see me dressed up & be with a man, I readily agreed. My wife didn't know that I have been with men since I first started dressing as a girl & that I love being with men more then I do being with women. She quickly found out how much I liked men after watching me with my " first" guy, after performing oral sex on him & swallowing his load, I begged him to screw me like the woman I have wanted to be my whole life, he obliged me & I moaned & cried out just like a woman the whole time he screwed me. After he filled me with his seed, I laid next to him, kissing him as if he was my boyfriend, my wife was speechless.

My wife bought me a gstring I felt it sexy then started wearing some her underwear she stop wearing. Started letting her peg loved it her in control. Now she not intrested in the kink.

I loved the way my wife was feminizing me more and more .When the virus hit I was laid off .My wife has her own business that took off at the same time and she needed help so I went to work for her. She hired me as a secretary and since her business was from home she had me dressed in short tight skirts and all saying that sissy secretaries should dress slutty if we want our boss to be happy . At first I dressed totally feminine except when I went out somewhere but as soon as I learned how to look and act good enough to pass in public I was only allowed to wear pants was when we went to my mothers or out with friends,and the pants and shirts became more and more feminine looking until it was obvious that I was wearing womens pants and shirts,always panties ,bras and socks or stockings under . She invited my mother over one night without telling me and mom thought I looked cute . She and Beth talked about me dressing up in girls clothes when I was little and they decided that since I told her that I liked to dress feminine and liked being feminized by my wife so much that It had become almost a full time thing then why not keep me totally feminized 24/7. Feminizing shots every week have made my breasts develop to a nice 34B cup and have made my look so much more feminine including my penis and sissy balls. My balls are now about the size of marbles and my penis which was small to begin with has now shrunk to the size of a womans pinky and hasnt got erect in about a year . My wife never hid it from me that she was seeing real men because she needed to have sexual pleasure and I didnt argue or get mad when she told me about the men that were fucking her.

Your very lucky

Very nice.if you weren't afraid and if you were %100 willing wouldn't be nicer than now. I envy you. I'd like to be in your place and situation. By time you'll be her whole, making money for her. Hope that, she always finds something really challenging for you like nowadays... castration, sex changing operations, whoring serving in porn industry as a submissive , new sissy cuckold wedding ceremony, exposing you to your family parents co workers friends and neighbours, everyone you know etc. You'll become a very happy sissy cuckold slave

Do ont be afraid of anything if she wants you to try it go out it and enjoy it as well !
I have the same thing going on with my wife ! She kept pushing her ideas this has been going on for a few month’s on me and finally I decided to try her ideas. And trust me when I went along with her ideas I was a little bit afraid but the day it was going to happen I had a few drinks before she had her guy friend come over to our house ! She had me agave all my hair off of my body not my head ! When he showed up at our front door I was already dressed up in a pair of fishnet stocking and red lace panties a red mini skirt skirt and a red see throw top with a red bra and a red wig to top me off !
I was felling like a real little whore that wanted to get fucked really bad
So when she let him in to our house she said to him here she is and she’s been waiting for you to arrive .
So we sat down next to down next to each other of course I was in the middle of them. My wife told me not to be shy with him just relax and go with the flow of things !
So I did I grabbed him between his legs and told him that I want him to take me into our bedroom and have your way with me as you want so as we walked into the bedroom he told me to turn around to see what I look like from behind so I did what he asked me to do just as I turned around he smacked me on my ass and he said to my wife that I have a nice tight ass !
That’s when things got really intense between us he pulled himself and started to touch my body in places I’ve never been touched by a man .
I was really enjoying it so much that I was starting to get really horny with me the was touching me from behind me. So reached back with my hand and started to rub on his cock to find out what he is already hard as a rock . So I decided grab him with both of my hands by his ass and pull against my ass and start to push my ass against his hard cock and start to grind my ass ! To be continued for another day

Lucky sissy

'By time you will be her whore' you man i think

I'm so jealous of you....i would suck his cock and get fucked all night long in sexy lingerie.

Yes divorce her so I can marry her

I am so jealous of you

Think about why you don't want this to happen and then explain to your wife what this is not something you care to do.

Get a sex change, you are a shemale slave now and must obey whatever anyone says

sissy.top should help condition you

It's natural to be scared at first, but just do it. You'll be glad you did. If you miss this opportunity you may not ever get another chance.

You have submitted to all your wife's desires and you will continue to obey her. You will suck cocks and submit your ass too. You may even be castrated eventually, depending how far your wife wants to take you. You are too far along now to change it. She has you right where she wants you and you no longer have any control. My suggestion is to enjoy the ride.

I know what you mean! As a boy I was a bit sissy, cute and femmy I'd dress up in my two sister's panties. I looked pretty good too.
I kind of grew out of it even though I experienced boy/boy sex wearing panties. I met a really great girl, got married two years ago and it brought back my youthful indescretions.
My cute little bride's lusciously feminine lingerie turned me on to the extreme both on her and me secretly. She found out and got a really big kick out of how good I look in them. She celebrated that by giving me a thumb-fucking, making a fist, shoving it into my panties as I lay tummy down with legs spread telling her not to. She quickly penetrates my butt with her thumb and thrusts against her clenched fist that feels like a set of balls, pounds my tight cheeks. I'm truly her sissyboy and love it!

My gf sissified me she fucked me wearing lingerie whipped and spanked me

Thats super sweet!
Im a sissy too 💕💕💕

Me to

Hey

Take it you fuckin cockwhore!

Either try to enjoy it or leave!!! I bet you will be like me and hate it the first time or two but soon wanted to do him or her several bf's every chance I got!!! FYI she had one man that had 13 inches that both of us wanted 24/7

OH dear I certainly could not accept that in my pussy even Mistress gave a squeal when I mentioned it, the guy must have been deformed

Hi sweetie mind telling me your breast size, my sissy has been on pills, cream massage each day and breast pumps every day for nine months she is starting to form a bit and her nipples are becoming quite sensitive, I really would love her to be reasonably prominent but round and tight with nice firm hard nipples, currently she is wearing a 16B semi padded bra and it looks very nice, without her bra with just a t shirt or shirt it is not too obvious she has boob's but her nipples are nice large and plainly prominent, her hair appears to be growing and glowing, skin is a bit softer but we are still shaving her, I am not yet interested in locking her permanently but do put a cage on for fun, also I have not started oral or pussy training, she has heaps of lingerie and females cloth's, heel's and wears them all the time at home, not sure how far we want to go yet but your story has inspired me, thank you xxx

Thank you I fill out a 38C bra quite well my titties are most prominent in the morning after my breast massage and some time under the pump, my nipples have obtained certainly the most benefit, if I wear a t shirt people do look so I am quite happy with my progress.
I do hope you take your sissy a lot further I was a bit concerned particularly about serving a stud but now I love it so much, Mistress has him with me every second weekend after he has attended to her needs she uses him at least three times a week and often I have to clean them both out, I am so envious

You have really nice titties, I would love to see you walk past with a tight t shirt on early in the morning, titties showing with prominent nipples, I have had little success with my sissies breast's but her clit and ovaries has reduced somewhat, I think she may well have to have implant's, my boyfriends keep saying they want her to have tit's to play with while they are using her pussy

Very nice titties darling I will certainly keep working on my sissies titties to obtain a similar result and I am sure we will go further, not with a 13" cock though

Your Mistress needs to punish you harsher, if my sissy forgot the basic rules of satisfying by mouth like losing eye contact or dropping her head she would be dragged by her clitty to the kitchen table and her clitty placed flat then when I had my wooden school ruler she would have to place her hands on her head and close her eyes waiting for me to flatten her clitty with a flat hard blow then she would be allowed to fall to the floor crying after that her clitty would be locked for at least a month.
My sissy is very obedient and pleases me in every way.

So good that you love giving blow jobs and your wife's boyfriend is happy shagging you, you will want it more and more. My sissy has two older gentlemen in our street to service, one mows our lawn and cleans the yard the other cleans our cars each weekend, I go away for work two weeks every two months and sissy stays with one for a full week and the other the week after, it works out very well because I have three studs to have fantastic sex with whenever I want, when one or two are coming over sissy goes to one of his master's

I don't know what I was worried about after sucking training and being pegged I was really enthusiastic for the real thing "cock", could not stop thinking about it, before Brian turned up I was made up, wig, suspenders, stocking and heels Brian was just so wonderful on our initial encounter he took things very slow ans was extremely patient, Mistress only had to smack me once for not keeping my head up and eyes fixed on Brian's while I sucked his wonderful dick and he shot such a nice cum load in my mouth to swallow, that felt great then Mistress decided he would take my cherry straight away so I got in the missionary position after being lubed and Brian mounted front on my ankles were high over his broad shoulders, he felt ever so nice entering me and started a nice slow rhythm as the pace increased I knew I was made for this, when he came again I also did it was fantastic even in my cock cage.
Mistress and Brian were both very happy with Sissy and her first service, I can't stop thinking of cock now and my pussy is aching waiting for Brian again, I am so glad I am a total Sissy now

That is so nice I am so glad you enjoy being a real Sissy my Sissy is currently serving three of my boyfriends and finds it difficult getting through a day without her pussy being filled xxx

Hi, this is simple. Tell her no man/man sex or you want a divorce. :) See? Simple.

It might sound simple to you but I am the one locked in the cock cage that started loving being feminine, Mistress has been giving me sucking lessons with a dildo and has started pegging with a lot of lube Mistress is ever so considerate and I love her dearly, I like her man friend as well and I am getting used to being pegged so maybe cock will be good for me, I am not going to consider myself gay and I think that has been a big part of the problem

Your wife sounds reasonable so ask her to give you some pegging and dildo sucking practice before you actually start getting the cock proper that will certainly make you a better sissy and much more satisfying to her boyfriends, you will really get used to having a cock in your mouth or up your pussy and after a while you will think of nothing else

Thank you that is helpful I am sure she will agree, I am accepting of my fate now, she has told me her boyfriend is patient and not overly large and she will not let him hurt me but he is very energetic however he has never been with a sissy but that is about to change

She is probably giving you female hormones too. Noticing any changes? Shaving less or growing tits?

I have been taking them for three years and my titties are forming quite well my skin is smooth and feminine and my hair is long and getting curly but I still have to shave a bit mainly pubic region now, don't get me wrong I love being a sissy and feminine I just am not sure about copping cock but my wife has the absolute control now so I will have to get used to it, at least I don't go to work as a sissy and none of my friends know

As soon as the cock cage went on you were fucked Pal at least you have a nice discreet comfortable one, you will find that your wife will start getting a few more guys and if they want you to service them then you will, most will certainly have you sucking their cocks but a lot will also love fucking, you will soon get used to it and become addicted, do you have a girly name ?

Well you better start getting used to it not only are you a sissy but cuckold as well, don't worry pretty soon your pussy will be expecting/needing the cock in it all the time it will soon be the only sexual satisfaction you will obtain

I agree with that that's all I can think about is a large hard cock pumping come down my throat since the first time. And I love that my wife loves getting fucked whenever she gets the opportunity and she loves being fucked by strangers I think it's so awesome ,

Awww, thsts so sweet!

That sounds like the perfect marriage. Everyone getting lots of sex.

Too late now....