Welcome to my caption blog. I am a hopeless sissy-wannabe and loved reading forced feminization and sissification captions from others. I finally found the inspiration to do my own. For those of you wondering, yes, I did have another blog and am swapping over to this one.
I would appreciate comments from you all, especially critical ones so I can find out what you all like and dislike; but to be honest, these are my fantasies and some things won't change.
So, please enjoy, and please comment so I do not feel like I am posting for no reason.
Also, to see larger images, simply click on the photo you want to see.

Sep 3, 2014

Hiya All... Help me choose a new look.

Hey there. It has been a LONG time since I last posted something on here and just wanted to assure you all that I am not dead. Just been busy with a few things. I am actually on here hoping to get some feedback and comments and such from my followers/visitors. I started taking a 'Dramatic Stage Makeup' class this week that is taught by a local dragqueen. I am hoping to learn quite a bit. In preparation for it, my friend Taylor (a fantastic author on Fictionmania who wrote the story College Changes a Boy) sent me a new outfit to wear. It was really nerve-wracking for me because I am really beginning down this new path of trying to shirk off my normal masculine identity and transition more towards something twink/femboi.

So... here is the outfit Taylor sent me
What I am asking from you all is... how should I change my hair? I feel like I need to do something new to really push me forward so I am really wanting to have my hair dyed and restyled but I am not sure what to do. Keeping in mind that I do have a professional dayjob (so it cannot be too strange), what would you suggest for new hair color/style.

If you have any other comments on things you think I should have done, please give me those ideas too. And any other general comments you want to leave.

Thanks for your help and comments... also, a bonus pic of the shirt with some other stuff I had lying around:

Jul 19, 2014

Summer Lessons: my other contest caption

Naomi's Project: Caption for Elena's Caption Contest

Hey all,
So, Elena's Caption Contest is finally up and running. She changed the format so there is no viewer voting, so I figured I would go ahead and post my stuff. But don't let that keep you from going to her blog and checking out the work of a few other really good captioners.

Jul 14, 2014

Excited for Elena's Caption Contest

Hey all,
I just submitted a second caption for Elena's Female Impersonators Caption Contest. I am debating putting my caps up on here so you can check them out before the contest, but I also want to make sure you all go check her site out. What do you think? Should I build up the suspense?

Also, as always, I am still in need of community support to help me get some money to buy makeup and clothes. Please help in anyway you can at my funding page.

Jul 12, 2014

Still in need of your help

Hey all,
Still looking for some support from the world at large to help me get my transformation started. The funding has NOT been going well at all, so PLEASE help me spread the word or help me with some new ideas because I just don't have the money right now to really do it on my own yet.

Also, I created one new cap set for Elena's Newest Caption Contest. Voting hasn't started yet and I do not want to spoil my chances, so please check that out and keep watching for the voting to start. I may be able to knock out another one or two before it gets started.

May 7, 2014

Some News

Hello my faithful readers. I know I have not participated much on this blog, but live stuff has been happening that has kept me in a mood that just was not suitable for prolific captioning. In the next few weeks, I am actually starting a new job and such in a new city and am hoping to make some significant changes in my daily life. To help with this, I could use your support. I started a gofundme page and would be grateful for any support you can help with. Feel free to contact me on YahooIM at sissifyme220 and ask me about it if you like.


PLEASE PLEASE PLEASE help me with this and I really do hope to get back to being a bit more active in the future.

Apr 27, 2014

Elena's Caption Contest: Family Feminization

So, I promised to post my submission to Elena's Caption Contest, and I am finally getting the chance. The theme was Family Feminization so I created this caption of a brother trying to find out what is going on with his brother's new lifestyle.

I also happened to be one of the winners of the contest, so Elena created a special caption for yours truly and it came out fantastic.

Be sure to check out her awesome site and maybe participate in one of her frequent caption contests yourself.

I did just submit my newest caption for her contest themed 'Bimbo Inc.' So head on over there to check it out and vote for me when it goes live.

Apr 12, 2014

New Caption for Elena Starz's Caption Contest

Hey all,
One of my favorite blogs in the whole wide internets is having a Caption Contest to which yours truly (that means ME!) submitted a new caption. So please head over to the Elena Starz TG Stories/Captions and vote, preferably for me. The links are embedded above, or you can look over to the right side of my blog here and find the appropriate link. Once the contest is over, I will post the caption here on my blog for you to all gaze in amazement at.

Mar 19, 2014

A New Caption!

So, I have received quite a bit of support for my captions and such and I honestly do regret not being a bit more prolific with my offerings in the last few months. A mix of things have gotten in the way (mostly writer's block) However, my friend Jenny Valentine is hosting a caption contest on her Tumblr blog . I am not exactly sure how or when the voting is going down, but I want to encourage all of you to visit her page and see  what others have come up with.

Here is my offering

Also. I had a curiosity. On top of being a closeted sissy-wannabe in my real life, I am also an avid videogame nerd. I was wondering if any of my followers and such would be interested in swapping XBox gamertags. I don't have a playstation but I also have a WiiU.
My gamertag is DiZzY fUn (yes, my avatar is a boy because i have real-life friends who do not know about my sissy fantasies)

Hope you enjoy the caption and hope there are some fellow videogame nerds interested in being xbox buddies.