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.
The next morning after mom had giving me one of her purses last night and I was heading into the kitchen to see what’s for breakfast mom said, morning sweetie did you have a good night with a warm smile that made me feel good inside followed up by her saying, for now sweetie I want you to keep your purse in your bedroom and when your not playing with it put it in the closet I don’t want your sister seeing it for now.
It always catches me off guard when mom says things of that nature and I just nod my head not really knowing what to say.
Of course there was this one time I knew exactly what to say and I just blurted it out, me the quiet shy little boy but at that moment it was my inner girl saying it.
When mom gave me my first purse maybe a week or two after she came into my room to tuck me in again having something behind her back and wearing her naughty little smile, it was a smile that said I have something girly for you but in a warm and loving way that she was really enjoying it too.
She pulled it out from her back saying, look sweetie it’s something for you to sleep in, it was a nylon slip beautiful black with pretty lace on the top and bottom, mom had me get out of bed take off my pj’s and slipped it over my head and down my little boy body, it felt wonderful instantly I was in love with it feeling like a girl and at that moment I blurted out I want a doll, I just couldn’t help myself from saying that, before I could even think it just came out, mom was taken back a little and so was I but it felt very natural to say it, I guess the only thing mom could say was ok sweetie let’s get you back in bed and we’ll see about a doll for you in the morning my little girl.
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I just wanted to say two things.
The first time I heard, my little girl from mom again I was a little embarrassed and a little taken back too, but the more mom referred to me in the girl reference I grew to accept it and kinda liked it over time and of course it always got my attention as it was meant too, here are a few, my little girl or just girl which mom loved to use both, like there’s my sweet little girl or you’re such a pretty girl and so on also young lady, little missy or just missy and of course my girl name sissy or sissygirl someone mom knew had a daughter with that name and mom just loved it and of course loved to use it at every opportunity, I love being called sissy or sissygirl to this very day.
From that moment on when I said I want a doll I was in love with dolls and I don’t know why, my guess is that not only did I have a girl gene that wanted out but I must have had a mommy gene too, even today all dressed up in my form fitting dresses and high heels carrying my purse I want my doll too and carry it around also, the second I’m dressed up my next thought is where is my doll kinda weird don’t you think.
Even dressed up as a girl when I was just starting my girlhood journey my auntie’s little boy who was 3 years younger than me I wanted to be his mommy, my auntie thought that was so cute and encouraged me too, but I’ll get into that later.
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.
Mom was always aware of how shy I was in my girl mode making sure my sister was gone doing her thing while I was dressed up around the house, I’m sure my sister knew something but didn’t care or more than likely didn’t want to participate in anyway which was just fine I guess, sis would give me that half smile every now and then just to let me know.
At this time in girl mode I was running around in my Mary Janes girly panties
and a hand me down dress from sis, mom did my makeup usually just lipstick and nail polish and of course my pigtails which mom just loved.
As I mentioned earlier when I’am all dressed up I feel and act like a girl it just comes out I can’t help it even if I wanted too of course I would never want too, I would usually carry my doll I loved my doll or mom would have me carry my purse too sometimes both.
At this point I thought the only ones that knew about sissy ( that’s me, I love that name ) was mom and sis but I soon learned that mom’s sister my auntie was aware of sissy, I think mom just needed someone else who she could trust and since they were close it wasn’t hard to confide in her about sissy, later in life mom told me that auntie was very intrigued about sissy always wanting to hear about her and wanted very much to meet her too, up until that time when around auntie and my nephew I was in boy mode and nothing was ever mentioned.
Mom was very good about protecting me from uncomfortable situations while I was sissy but every once in a while she would just push out a little on my comfort zone, a few times she took me to the grocery store wearing my Mary Janes and sometimes with pigtails and lite pink lipstick in my boy clothes, I was mortified as you could imagine but mom always reassured me, I guess I passed as a tomboy being very young I could pull it off but this time was a big jump for me and mom.
Mom informed me that auntie and my nephew were coming over this weekend and auntie wanted to meet sissy, I believe I had a little panic attack mom could see it in my eyes, sweetie it’s going to be alright auntie already knows and has from the beginning and your nephew being only 4 he won’t even care, he’ll just think your a girl staying with me.
To be continued…
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.
Before I could say a word mom chimed in, sweetie your Barbie wears lipstick to bed every night when you kiss her good night and I was thinking you should be wearing lipstick too isn’t that a good idea sweetie, I was speechless I could only shake my head yes my head was just swimming in a million different thoughts as you could imagine, hand me your purse sweetie as mom reached inside my purse sissy this is your new lipstick, now young lady be sure you take care of your lipstick and always keep it in your purse, I could only nod yes but deep down I was so excited like I was floating.
Watching mom pull my lipstick out of my purse and remove the cap twisting out that wonderful pink lipstick, mom knew I was watching her in amazement and she was having a little fun or should I say probably having a lot fun I’m sure.
Pucker up sissy as mom applied my pink lipstick I had put some lipstick on before and it was exciting but having mom put it on me taking her time and giving me a nice even coat it was so amazing I was having that deep down exciting feeling and that was a understatement.
There sweetie how do you like that, I love it mom I was just over the top my toes where tingling, now mom introduced me to kissing and not on the cheek.
Mom picked up my Barbie doll and held it right above my face, ok sweetie 3 kisses to Barbie every time she had Barbie’s lips touch mine she made a smacking kissing sound which I emulated, being in my girl mode I liked it but didn’t fully understand it as kissing my Barbie was the norm each night I was falling in love with kissing, mom had a big smile, we where two very happy girls.
To be continued…
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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.
And trust me that first night wearing my pink lipstick was the hardest because lipstick back in the 60’s was very creamy at least this brand was and it also had a lipstick type sent and taste, back then you knew you where wearing lipstick and that first night I could feel my lips lightly sticking together and the taste, it was very hard to get to sleep I was just swimming in my head it was so girly and everything I knew it would be and way over the top yummy.
I was hooked a true lipstick girl which made me even feel more like a girl if that was anyway possible, after a few nights of wearing lipstick to bed I was wearing my lipstick pretty much all the time and of course mom loved it too, mom did comment on how much lipstick was on my pillow cases, it took me a little time to figure that one out but I got it over time, sleeping on my back and putting my hand under my cheek while sleeping on my side helped a lot.
So by the time my auntie and nephew where coming over on Saturday morning I’ve been wearing lipstick for awhile and I was just so ready to try it out on kissing someone really anyone, even back in my early lipstick days I was ready to try my lipstick covered lips on someone, then it just happened coming into the kitchen one morning I just couldn’t help myself I put my arms around my moms neck and gave her 3 kisses in a row on her lips, sometimes I really don’t think things through, sissy what was that all about girl, I just couldn’t help myself mom I just needed to kiss someone’s lips I’m sorry mom, that’s ok sweetie I knew you were kinda heading in that direction after seeing lipstick traces on your purse, you wanted to see what your lipstick print looks like you’re such a girl as she said with a big smile, oh mom it was driving me crazy and the reflection in my patent purse I just had to kiss those lips, I know sweetie it’s ok all girls go through this and sweetie you’re no different, I didn’t tell mom I was kissing my mirror to check my lipstick prints but I found kissing my purse way more fun .
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.
Sure mom I understand, I love my auntie she was always nice to me and I love my quiet little nephew, he was a sweetheart I was wondering what is he going to think, who is this girl kissing me and where’s timmy, I’m thinking mom and auntie have this all figured out actually I really didn’t care at that moment I was busy getting ready putting on my one and only hand me down dress a pair of girl panties and my black patent Mary Janes with white lacy socks.
Next was my mom doing my makeup and hair, I’ve been doing my makeup for sometime now but mom wanted to do it this time she wanted it perfect I guess and mom did a perfect job on my pigtails and makeup I was so excited.
There here mom called out, greeting my auntie and nephew at the front door was new to me, they always just came right in no big deal but this was going to be something new for me, mom opened the door and there was my auntie wearing a big smile seeing her sister they truly loved each other, well auntie looked down at me and gave me a wink like she knew sissy, I guess mom and her have had many a conversation about sissy after hugging mom auntie bent down, I was thinking her makeup is perfect her lips are perfect should I kiss her what if I mess up her makeup I just went for it putting my arms around her neck I gave her 3 kisses just like I give my Barbie doll a little more of a kiss than I give my mom just a second or two longer it felt way different than kissing my mom kinda like a deep growing thrill that started the second I started kissing her.
Releasing my auntie I bent down and cupped my nephews face and gave him 3 kisses too but more like the kisses I give my mom enjoying it too, I was thinking I’m giving this boy more kisses later on today followed by a warm hug I think he was a little surprised not sure if he liked it or not, I just told him I’m sissy and you must be danny he just knotted his head yes probably because he didn’t know what to say kinda like I do when I’m lost for words.
Mom gave me that knowing smile she was telling me with out saying a word I’m so proud of you, I was definitely glowing from that last 5 minutes wow, mom can danny come to my bedroom and play sure said my mom I grabbed him by the hand pulling him along towards my bedroom.
I was so excited, I never had anyone else to play with in my room as sissy, I managed to get danny to wear my lipstick and carry my big girl purse around the house by telling him this was a big boy game, showing my mom and his mom they both laughed and got a kick out of it especially his mom she really loved it, it was all good fun I even had some old Halloween candy in my room that I gave him for kisses, he really liked that trade so did I even though he was 3 years younger than me I still found it every exciting kissing a boy.
Funny when I’m in boy mode I never have any of those thoughts in my head, just playing boy games with other boys and my mom supported my boy side as much as my girl side what a great mom.
Nothing much happened the rest of the day, danny even played with my Barbie doll he thought it was cool, mom and auntie talked all day and they were very happy with us kids, auntie really enjoyed meeting sissy and even invited her to their house for a play date and yes that play date was fun too.
All good things must come to a end as we said our good byes, I gave danny the rest of my old candy which he loved I was a little naughty and put on some fresh lipstick for the goodbyes knowing my auntie would probably notice and hopefully like it too, giving my nephew a nice girl friend boy friend 3 kisses, still nothing from him but I loved it, my auntie was different I gave her the same 3 a little too long kisses which I enjoyed way to much and auntie was just beaming at me while I was a little bashful from her look who would guess the girl that love’s kissing I guess I just got a bit over my skis, mom noticed it too I was just being a little too bold, we had a little mother daughter talk later that night.
Funny thing with moms little talk it wasn’t even about me kissing my auntie she was ok with that really lol, moms main concern was her 7 year old daughter well almost 8 wearing lipstick all the time and giving kisses to everyone, she just sat me down and explained to me that some boys might take it the wrong way, not really knowing what she meant she just told me if anyone ever tells me not to tell anyone then I was to tell her that, how that I understood and that I never forgot what mom told me that night.
Even though most of my dress up time was at home, as I got older I could see moms side, especially when having her very young daughter running around in her dress and Mary Janes wearing big girl makeup with my pigtails and half the time I’d take off my dress, I really didn’t like clothes to much just too uncomfortable or I just didn’t care for them even today I feel that way but anyway I would be running around the house in just my panties, bra and my little girl shoes which I just loved, mom would get so mad at me saying sissy your half naked put on some clothes girl and of course she would find my dress somewhere and back on it went.