Transsexual Female / 45
How It All Started For Me
When I was 6, I remember a really loud & flashy thunderstorm, & being woken up to my older (by 4yrs) sister shaking me.
She said she was scared of the storm & took me into her room.
In her room, we talked a min before she told me to remove my pj's.
I said I would if she would, & she agreed, so we took them off.
Neither of us was wearing underwear, & I immediately began to start freaking out.
I went for the door but she grabbed me & asked what was wrong, "Your pp fell off! You need a Doctor!"
After giggling a lot she explained, girls have vaginas & boys have pp's; yet, my curiosity was VERY piqued.
I asked "Can I see your vagina, please?", so she laid down & spread her legs.
I got down there, & just looked a bit before she reached down & used her fingers to open her innie vagina.
I said "Its really pretty" & I kissed all around it.
I got a good whiff of her pussy & I remember sayin "Smells rlly good, sis. Smells tasty" & I immediately started licking her.
She moaned, groaned, cooed, purred as she stroked my head & told me what a good brother I was.
She raised on her elbows & said "See that hunk of skin? Yea! That's it! Lick that a lot"
I did what she asked & she started shakin a bunch; but, then she pulled my head off & panted "Get my black & purple hairbrush on my dresser" so I did.
The hairbrush handle was long, fat, & had a mushroom shaped end; totally looking like a hardon.
She stuck it inside herself & I gasped "Sis! Don't that hurt?!" She replied "Only the 1st time i did it. Now it's GOOD. Push it in & out my pussy as you lick that same spot"
She coached me how to do it & she had a few orgasms, which sorta freaked me out at 1st, but she assured me she was OK.
Finally she told me to sit down, & as I did, she was rising up purring "I've never done this, but I've seen ppl do it a bunch. It'll tickle at 1st but then will feel RLLY good"
Then she got between my legs, wrapped her lips around my lil dick, & sucked me to my 4.5" max (spoiler: It got bigger a couple years later lol)
Once I was hard she stopped, stood up, said "Now that" (pointing at my dick), "goes in here" (pointing at her pussy).
I remember being completely dumbfounded & saying "how in the world is that supposed to happen?"
My sister shrugged, "I dunno. I never seen that".
We tried all sorts of ridiculous positions, every 1 failing hilariously.
Finally, my sister said "Just lay on top of me & move around like the gf's & bf's do in the bedroom parts in the movies"
I mounted her missionary, moved my hips all around hers, & we did that for a bit.
Then, just as we were about to quit, my dick slid right inside her all the way.
We looked at each other in shock, & we asked each other at the same time "are you okay??!"
We both said "Yea", & my sister moved her hips to mine, pushing my dick deeper inside her.
She tongue kissed me passionately, then whispered in my ear "slide your pp in & out of me like the hairbrush handle"
That night, we discovered cowgirl (we were 'meh' on that 1) & doggy (we both loved it), & we fucked til 30 mins before our parents alarms went off.
For 1 year, we did it very rarely, maybe 6 times total, cuz we were afraid we'd get caught, & that's also when I noticed my dick had grown an inch.
On my 7th bday, the wish I made when I blew out my candles was to wake up the next morning as a pretty girl with a pretty vagina, like my sister.
Of course that didn't happen, so I woke up & started crying.
My sister came in my room, & I told her everything, but she said she had an answer.
She dressed me up as a girl... Dress, makeup, costume wig, & heels; I was dam adorable too.
Our parents saw me afterwards & laughed insultingly... Like bullies laugh.
When they left, my sister told me "seein you lookin exactly like a girl makes me horny", then after she told me what horny meant (I had no idea lol), I said "me too".
Over the next year we did it every day, every chance we got, & we started getting risky.
A lil past my 8th bday, my hardon had grown to it's current size 7" X 5.5", & she couldn't get enough of it.
We were at my grandparents, nana was at her sisters, & we were there to help babysit our very autistic cousin.
We found a complete Girl Scout uniform back in a closet in one of the bedrooms.
When Gramps said he was going to take a nap, he said our cousin had to go back to his room & take one as well, which left us with some time.
We went to a back bedroom's walk in closet, I put on the uniform, & we fucked.
We'd been at it a bit when we heard gramps behind us "who is this girl? Why is she on top of you? Where's your brother? Get off her!"
I got off sis & my dick actually made a *PLOP!* sound when it came out & gramps saw it all.
He couldn't process any of it at 1st, so I spoke up "It's me gramps. Please don't tell our parents"
He went out the closet, sat on the bed, & told us to come out & sit; so we sat next to each other on the chaise lounge.
To be continued...
She said she was scared of the storm & took me into her room.
In her room, we talked a min before she told me to remove my pj's.
I said I would if she would, & she agreed, so we took them off.
Neither of us was wearing underwear, & I immediately began to start freaking out.
I went for the door but she grabbed me & asked what was wrong, "Your pp fell off! You need a Doctor!"
After giggling a lot she explained, girls have vaginas & boys have pp's; yet, my curiosity was VERY piqued.
I asked "Can I see your vagina, please?", so she laid down & spread her legs.
I got down there, & just looked a bit before she reached down & used her fingers to open her innie vagina.
I said "Its really pretty" & I kissed all around it.
I got a good whiff of her pussy & I remember sayin "Smells rlly good, sis. Smells tasty" & I immediately started licking her.
She moaned, groaned, cooed, purred as she stroked my head & told me what a good brother I was.
She raised on her elbows & said "See that hunk of skin? Yea! That's it! Lick that a lot"
I did what she asked & she started shakin a bunch; but, then she pulled my head off & panted "Get my black & purple hairbrush on my dresser" so I did.
The hairbrush handle was long, fat, & had a mushroom shaped end; totally looking like a hardon.
She stuck it inside herself & I gasped "Sis! Don't that hurt?!" She replied "Only the 1st time i did it. Now it's GOOD. Push it in & out my pussy as you lick that same spot"
She coached me how to do it & she had a few orgasms, which sorta freaked me out at 1st, but she assured me she was OK.
Finally she told me to sit down, & as I did, she was rising up purring "I've never done this, but I've seen ppl do it a bunch. It'll tickle at 1st but then will feel RLLY good"
Then she got between my legs, wrapped her lips around my lil dick, & sucked me to my 4.5" max (spoiler: It got bigger a couple years later lol)
Once I was hard she stopped, stood up, said "Now that" (pointing at my dick), "goes in here" (pointing at her pussy).
I remember being completely dumbfounded & saying "how in the world is that supposed to happen?"
My sister shrugged, "I dunno. I never seen that".
We tried all sorts of ridiculous positions, every 1 failing hilariously.
Finally, my sister said "Just lay on top of me & move around like the gf's & bf's do in the bedroom parts in the movies"
I mounted her missionary, moved my hips all around hers, & we did that for a bit.
Then, just as we were about to quit, my dick slid right inside her all the way.
We looked at each other in shock, & we asked each other at the same time "are you okay??!"
We both said "Yea", & my sister moved her hips to mine, pushing my dick deeper inside her.
She tongue kissed me passionately, then whispered in my ear "slide your pp in & out of me like the hairbrush handle"
That night, we discovered cowgirl (we were 'meh' on that 1) & doggy (we both loved it), & we fucked til 30 mins before our parents alarms went off.
For 1 year, we did it very rarely, maybe 6 times total, cuz we were afraid we'd get caught, & that's also when I noticed my dick had grown an inch.
On my 7th bday, the wish I made when I blew out my candles was to wake up the next morning as a pretty girl with a pretty vagina, like my sister.
Of course that didn't happen, so I woke up & started crying.
My sister came in my room, & I told her everything, but she said she had an answer.
She dressed me up as a girl... Dress, makeup, costume wig, & heels; I was dam adorable too.
Our parents saw me afterwards & laughed insultingly... Like bullies laugh.
When they left, my sister told me "seein you lookin exactly like a girl makes me horny", then after she told me what horny meant (I had no idea lol), I said "me too".
Over the next year we did it every day, every chance we got, & we started getting risky.
A lil past my 8th bday, my hardon had grown to it's current size 7" X 5.5", & she couldn't get enough of it.
We were at my grandparents, nana was at her sisters, & we were there to help babysit our very autistic cousin.
We found a complete Girl Scout uniform back in a closet in one of the bedrooms.
When Gramps said he was going to take a nap, he said our cousin had to go back to his room & take one as well, which left us with some time.
We went to a back bedroom's walk in closet, I put on the uniform, & we fucked.
We'd been at it a bit when we heard gramps behind us "who is this girl? Why is she on top of you? Where's your brother? Get off her!"
I got off sis & my dick actually made a *PLOP!* sound when it came out & gramps saw it all.
He couldn't process any of it at 1st, so I spoke up "It's me gramps. Please don't tell our parents"
He went out the closet, sat on the bed, & told us to come out & sit; so we sat next to each other on the chaise lounge.
To be continued...
- That's Juicy! 8
- Remove It! 22
# 63530 - by EmThaTransgirl / January 26, 2023
