sissygirl

sissygirl

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sissygirl

A true story of a young boy finding his inner girl, with the help of a loving mom.



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This story is 21 words long.

sissygirl’s journey 6.4

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Keeping my knees and ankles together was difficult for me, holding them together in a upright position worked the best for me and to have my legs at a angle looked better and more feminine but it was even harder to sit in that position for any length of time.

Mom could see this so she had me cross my legs and wala that was the answer for me, it really felt way more comfortable and natural crossing my legs, so that became my sitting position from that morning on, plus I really kinda loved it.



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This story is 96 words long.

sissygirl’s journey 6.3

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I think at this point in my girlhood experiences mom was accepting it and enjoying it, seeing how I was really enjoying it too mom probably realize that I didn’t have a need to be a girl but just loved girl things and the fact that my sister was a tomboy jock mom was just happy to have a new daughter to have some girl fun with.



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This story is 68 words long.

sissygirl’s journey 6.2

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I just wanted to touch on this and see if anyone else has had a similar experience.

When I was in the 2 or 3 grade I was walking down the classroom isle towards the front of the class probably heading to my desk when a boy said to me you walk like a girl, that was the first time I heard someone saying that to me, well it stuck in my head even to this very day and a funny thing it really didn’t bother me or upset me it just made me aware that yes I’m walking like a girl, that was the first time I was kinda outed in public lol.



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This story is 114 words long.

sissygirl’s journey 6.1

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My relationship with my auntie we where always close and loved each other she treated me like her son but when she met sissy things changed from that first weekend, it was kinda like love at first sight all over again but would definitely be going down a different path.



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This story is 50 words long.

sissygirl’s journey 6 lipstick girl

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Yes I’am a lipstick girl, from the very beginning I was mesmerized by my mom’s lipsticks and at that time all the magazines had pretty women with amazing makeup and of course amazing lipstick lips, this is a little embarrassing but as a very young boy 5 or so I would find myself kissing those pretty models in the magazines and enjoying it very much so I guess that was one of my fetishes to be forever in my life, lipstick kisses that is lol.



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This story is 86 words long.

sissygirl’s journey girl names

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I just want to talk for a minute on girl names and sissy’s kinda scolding, kinda.



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This story is 17 words long.

sissygirl’s journey 5.5

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It’s funny how being a little mortified and days later looking forward to the same thing, isn’t it crazy how human emotions can play little games in your head, that’s how I felt about sissy meeting my auntie one minute thinking one way and now really looking forward to it, mom really didn’t say too much just mentioning sissy that would be nice to give our guests a hello kiss just to make them feel welcome.



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This story is 80 words long.

sissygirl’s journey 5.4

Mom having me kiss my Barbie doll with my freshly applied lipstick I think was just a way to have me start wearing lipstick because she knew i was fascinated with her lipstick and it wouldn’t take much to have me fall in love with wearing lipstick.



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This story is 48 words long.

sissygirl’s journey 5.3

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The first time mom put lipstick on me when she was tucking me in, up until then she was having me kiss my Barbie doll good night, after she kissed me good night on my cheek or forehead.

That night she said sweetie look in your purse which I usually kept on my bed at night with my Barbie doll, grabbing my purse unsnapping the clasp looking inside and there was a new lipstick tube before my very eyes, I was so excited just looking at that wonderful item of girlhood.



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This story is 91 words long.

sissygirl’s journey 5.2

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My nephew was 4 and I was 7 it’s been about 2 years now since mom and I started down my girlhood journey, I know I’m jumping ahead a little but I’ll get back to the beginning after this little side adventure.

Mom loved me and my girlhood telling me years later she did it for me seeing how I loved girl things and my girl feelings she wanted to help me also admitting she enjoyed it too, even loved having two daughters at home, I think my sister being a jock and not really being very girly had mom really enjoying my feminine side but anyway.



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This story is 107 words long.

sissygirl’s journey 5.1

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I just wanted to say two things.



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This story is 7 words long.

sissygirl’s journey 5

Most of mom’s girl talk with me was when she was tucking me into bed and also a good time to introducing me to other girly things too.

Mom started out being somewhat curious about my interests of girly things and it grew from there, seeing what else I liked and seeing how far she could take it, I think at that point she was really enjoying it.

I always had that girl gene deep inside me and mom pushing me towards girlhood it was more than not a little emotional and embarrassing to say the least but I survived and of course I loved it too.



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This story is 108 words long.

sissygirl’s journey 4

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As I handed mom her purse she always gave me that cute little smile as with her eyes too, she knew I loved her purses while giving me purse time and still being nonchalant about it, a few times she would quietly say you love it, I knew she was just having a little fun I just stood there and didn’t say a thing but yes I did.



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This story is 69 words long.

sissygirl’s journey 3

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So mom really didn’t get upset or mad about anything but she did let you know if she was not happy and her personal lipstick collection was one of them.

Being a very curious little boy and mesmerized by her lipstick I would always find myself looking through her lipstick collection.

Little boy’s can never put anything back correctly or organized we’re just too focused on the prize and her lipsticks being in a pretty tube I would twist those amazing lipsticks out of their tube and spend my time enjoying all the different and wonderful colors and scents.



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This story is 102 words long.

sissygirl’s journey attachment

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I love little girls patent Mary Janes.



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This story is 7 words long.

sissygirl’s journey 2

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Hi everyone, before I continue I would like to give a little view into my life at that time.

Mom, what can I say she was a wonderful mother very supportive of everything my sister and I did with all the love she had.

My sis was 3 years older than me and being a real jock she had her own group of friends and from what vibe I got from her she wanted nothing to do with me especially when mom and I were exploring my other side, of course mom always tried to kept it out of sight so nobody got uncomfortable to a certain point as you will see, she was a great mom.



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This story is 116 words long.

sissygirl’s journey

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Being about 5 or 6 I was mesmerized by my mother’s black patent purses and her lipsticks also my sister’s black patent Mary Janes, any chance I had I would go into her closet and reacquaint myself with those beautiful patent little girl shoes.

I would pick them up to get a closer look feeling the shiny smooth patent leather and playing with the buckle just in amazement of how pretty they were, if time allowed I would take them back to my bedroom to wear them.



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This story is 87 words long.
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