Sissy Kiss ~ Sissies, Femmes, Feminization, LGBT+, Transgender Ladies, Girly Fun!

Sissy Dawn

Posted June 3rd, 2017 ~ 1:20 pm

...but is it with this fetish? ...but it can be so much fun too...

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Sissy Dawn

Posted April 28th, 2017 ~ 5:23 pm

Another holiday spent playing Dress-up. I guess shouldn't feel too guilty since I usually play Dress-up anyway.......

Dress for the fun and enjoyment

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Sissy Dawn

Posted April 26th, 2017 ~ 9:40 pm

I called out from work to play dress-up today, sometimes I just need to disconnect. I spent most of the day prancing around the house in various dresses and acting all "girly", it was just what I needed.

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Sissy Dawn

Posted December 26th, 2016 ~ 11:36 am

I decided to tell another one of my close friends and she was totally excited! I'm pretty sure she has been enjoying the pictures I have been sending . Some of the things she asked and said, lead me to believe that she would like to dress me up. She's a really good friend and I don't want to make things awkward between us,but the thought of it is very exciting... she's absolutely adorable.. The next time she brings it up, I'm going to ask her if she would like to. I've never dressed up in front of anyone and I'm pretty sure I will chicken out when the time comes..Its just embarrassing, but that's part of the excitement, isn't it?

Dress for the fun and enjoyment

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Sissy Dawn

Posted November 15th, 2016 ~ 2:02 pm

In an odd twist of events, the discussion of fetishes came up with the girl I am dating. She told me that she likes using a strap-on with guys and ask how I felt about it. I told her that I never tried it, but always fantasized about women wearing strap-ons. I also confessed my little fetish and mentioned that I wasn't ready to dress up on front of her, she understood and said she has no problem with me cross dressing. We talk for a bit and decided that we will start with what he both like and go from there, until we each reach a comfort lever we feel good with. I excited and so very thankful for what I have found, I'm going to treat her like gold.

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Sissy Dawn

Posted October 23rd, 2016 ~ 3:21 pm

Another holiday spent playing "Dress up", tomorrow I have to transition back to reality.

Dress for the fun and enjoyment

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Sissy Dawn

Posted October 20th, 2016 ~ 2:12 pm

Another day off..I'm about 99% sure I am going to end up in a dress. I hope the pictures come out nice, I would love to share them.

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Sissy Dawn

Posted October 19th, 2016 ~ 2:58 am

Dress for the fun and enjoyment

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Sissy Dawn

Posted October 18th, 2016 ~ 1:03 pm

Here I go again, my plans thrown out the window only to be replaced by another day of playing Dress up

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Sissy Dawn

Posted October 17th, 2016 ~ 4:12 pm

I always hide my face when I post pictures, the worry of being discovered is a constant fear. The thought of facing the humiliation of trying to explain my fetish to anyone can make me cry in embarrassment. So here I am, my face not hidden, except by a poor make-up job. You can tell from my smile that I truly adore being dressed up and feminized. Why did I decide to show my face? It turns me on to know that people have seen me dressed this way and yet I can remain hidden. I do wonder if this little fetish if mine would still be a "turn on" if it was acceptable and not so forbidden. Playing my "Dress up" game gives me a sensation like nothing else that I felt before, its difficult to explain. I'm going to guess that being surrounded and encased in woman's clothing will turn me on, no matter what is acceptable or not.

Dress for the fun and enjoyment

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Sissy Dawn

Posted September 14th, 2016 ~ 11:01 am

Girls always get to wear such "fun" things and they always look so beautiful doing so, its an art form that I can only try to mimic.

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Sissy Dawn

Posted September 6th, 2016 ~ 11:09 pm

Its time for a new dress, maybe that's why I sometimes get bored with this silly little fetish.

Dress for the fun and enjoyment

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Sissy Dawn

Posted August 10th, 2016 ~ 3:44 pm

I did to many male related things as of late and I needed to get in touch with my feminine side, so I called out from work to play "Dress up"...I just love how that sounds..."Dress up"... I often thumb through the local classifieds and see advertisements providing this service. I wouldn't mind taking a Holiday and spending $300 on a "Dress up" session. What fun it would be to have a female taking part in this little fetish of mine......

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Sissy Dawn

Posted July 13th, 2016 ~ 1:18 pm

It never fails, when I go on holiday I always make all these exciting plans to go places, but instead I end up staying home and playing "Dress up".

Dress for the fun and enjoyment

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Sissy Dawn

Posted June 20th, 2016 ~ 10:03 pm

My old maids dress, perhaps its time to go shopping again

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Sissy Dawn

Posted June 12th, 2016 ~ 5:30 am

I finally decided to get dressed after taking a short break. My cock doesn't lie, I love playing "Dress up".

Dress for the fun and enjoyment

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Sissy Dawn

Posted April 24th, 2016 ~ 2:54 am

New Dress, its been a while...I should play dress up tomorrow

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Sissy Dawn

Posted March 26th, 2016 ~ 5:02 pm

Dress for the fun and enjoyment

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Sissy Dawn

Posted March 22nd, 2016 ~ 1:50 pm

I do enjoy dressing up, but for some reason not as much as I use too. Recently I have just been putting on undergarments (with make-up and wig) and that took me where I wanted to go. I’ve had the same 3 dresses for while, maybe that’s why I am board with it. I did mention this to my friend at work and she recommended buying a few new things. I ordered a new dress, bra and petticoat, they should be here tomorrow. I have the day off as well, it may make for a fun afternoon.

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Sissy Dawn

Posted February 15th, 2016 ~ 3:53 pm

I haven't really been into dressing up lately, I'm not sure why. Sometimes its all I think about and then I will go on these long breaks where I just seem to lose interest. I have today and tomorrow off, so what to do? I'll watch a few videos and get dressed......

Dress for the fun and enjoyment

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Sissy Dawn

Posted December 30th, 2015 ~ 11:46 am

I came clean to my girlfriend,I told her about my Fetish and what I like. A year later we were broken up, she said she tried to accept it, but could no longer see me as a man. We were together 8 years, I should have told her sooner.
I'm a 100% straight male and do many "man" related activities, work on cars, shoot guns etc. I have even been told that I have a "rugged" look. I like being a man and I adore the company of women.Yet I love to "Dress up", I wear female cloths, undergarments and make up. Its not that I want to be female, I do it purely for sexual reasons. The sensation experienced by this fetish can not explained, I do not know how to. I have done it all my life and can not recall how it started
At this point in my life I have accepted the fact that dressing up is something that is going to continue for the rest of my life. With the recent beak up I am starting to realize the obstacles that lie ahead.
I have only told two people about my fetish and I fear that I will have to tell one more. My next girlfriend will need to be told early on in the relationship, but how soon do I tell her? and how do I tell her?
On the up side, I'm glad I can discuss things openly, well some what openly, with my friend at work. I can ask her questions about make up and she provides tips on things I can try. She doesn't seem to judge me or see me any different, with what she knows. She's a true friend and can be trusted, or at least I feel that way. The Pic is for her, Thank you I'm sure, you know who you are

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Sissy Dawn

Posted December 10th, 2015 ~ 9:52 pm

I finally told one of my friends about my fetish and even sent her a few photos. She responded with "Olala" and "that could be fun". I still cant believe I sent her photos, I'm still in a little bit of shock. She was supportive though, saying things such as there is nothing wrong with it and I shouldn't say sorry for doing it. I wish I knew where to find these women that are into this type of fetish..

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Dress for the fun and enjoyment

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Sissy Dawn

Posted November 16th, 2015 ~ 10:03 pm

It seems that I am spending most of my free time dressing as a girl. I often wonder why and how I can allow myself to do such an act. Why dress like a girl? such a humiliating fetish

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Sissy Dawn

Posted November 16th, 2015 ~ 10:20 am

I told one of my female friends at work that I recruited a Dom for her services (I was dressing while her and I were texting my friend back and forth) . My friend..(we will call her Kim) has been encouraging me to go see one, I'm not sure how we got on the subject. She tells me that "you only live once and you have to try it". I always tell Kim that I am too embarrassed to call and that SHE should perform the services for me..she just smiles..Kim has no idea what my fetish is, she has never asked, but I'm sure she wants too. I just tell her that if she ever found out "you will never look at me the same again"..her response.."oh it would be a whole new light" I wonder if she would provide the same response if I stood before her in a dress.

Dress for the fun and enjoyment

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Sissy Dawn

Posted August 31st, 2015 ~ 8:01 pm

Called off work today so I could get dressed up.

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