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This is a true story from when I was 13 years old of when I was forced to wear girls clothing.

My parents were going away for the weekend, me and my sister spent the weekend at our grandmothers house. My grandma lived alone with her cat and was eager to have us over for a few days. She greeted us at the door with a big hug and lots of love. The day was great we had fun and was looking forward to the rest of the weekend.

When I went to go and have a shower I gave gran my clothes to be washed, half way through having the shower it suddenly dawned on me that I had forgotten to bring the bag of clothes that I'd packed. After having the shower I explained to my gran that I had no clothes with me, and we couldn't go and get the bag because we didn't have any keys to the house. Gran paused for a moment and left to go and get some clothes. After a minute or two she came back, and to my surprise she came back with a frilly girls nightie. (At this time I was really quite happy inside, as I was a secret crossdresser occasionally wearing dresses and all things girly.) Despite really wanting to put that nightie on and feel really girly, I didn't want anyone to know that I was a crossdresser or that I would enjoy wearing the nightie. So I tryed asking if there was any other clothes available, but it was no use, it was the only nightwear she had. My gran is quite old fashioned and hated the idea of me sleeping with no clothes on, so to avoid having a argument with my gran I agreed to wear the nightie. The nightie was white with frilly sleeves and a small pink bow on the neck. Seeing the opportunity I asked her if she had any underwear because it was just too uncomfortable without. My gran gave me a pair of matching panties and I went to bed feeling the happiest I've felt in a long time.

Morning came and I was woken up by my gran knocking on the door to tell me that the dryer had broken and it'll take all day for my clothes to dry so I'll have to borrow some clothes for the day. She told me that my cousin stayed here often a keeps some spare clothes in the wardrobe and that I could choose some clothes to wear. After hearing this I was eager to look through her clothes and see what I was going to wear. I opened the draw to see a collection of girls clothing, from dresses to bras the lot was there! I took my time browsing through and trying on whatever clothes took my fancie. I new that I had to choose something to wear for the day around the house so I chose a cute summer dress with a matching cardigan and maryjanes. I came downstairs and was greeted by my grandma who complimented my outfit saying its my cousins favourate dress to wear in the sun. My sister saw me in the dress and asked why I was wearing it, and after explaining she went onto say that it suited me and it was a good choice,

This was a dream come true, not only could I wear girly clothing but I had the perfect excuse to go with it. Later in the day my gran wanted to go out shopping and didn't want us to stay in home alone. Suddenly the tables had turned and I had to go out in public wearing a dress. I immediately told my gran who didn't seem to mind and went onto say that I'll be fine and that there's nothing to be afraid of. Desperately trying to get out of this situation I went to my sister who came up with giving me a makeover. This was perfect, not only could I get a makeover but the problem quickly turned into heaven.

My sister brought me upstairs into her room where she sat me down and started going through her bags. She started brushing my shoulder length hair and put a cute little headband on me. She started applying makeup and gave me some rosey cheeks and a small amount of eyeshadow. And just to finish off she added lipgloss and a hint of mascara. After she finished she took me to the mirror and showed me her creation. I was soo happy, I looked into the mirror and saw a cute little girl ready to enjoy the day. She was very happy with her work and went on to say "you look cute as a girl, it's a shame I dont have a sister."

We went to the shops and nobody seemed to notice at all, as far as they were concerned I was a typical 13 year old girl with her gran and sister. My sister even called me Philippa so that my cover won't be blown, this was awesome.

After the day was over I slid into my nightie and cuddled upto my pillow enjoying the best day of my life. The next day as I woke up there to greet me was my regular clothes and as I slid them on I new that my weekend was over.
This is a short story from my childhood and it has to be my favourite weekend ever!

I have spent a few nights at my grans since but sadly nothing has happened quite like this since :(

You can commission stories from me if you wish, please send me a note to discuss fees and the story itself.
Add a Comment:
 
:icontysaylor141:
Tysaylor141 Featured By Owner Apr 8, 2015
In a weird way it sounded like you enjoyed dressing up as a girl
Reply
:iconriassasin:
Riassasin Featured By Owner Apr 6, 2015  New member Hobbyist Artist
Funny and cute
Reply
:iconbrandenburg9162:
brandenburg9162 Featured By Owner Mar 18, 2015  New member
TOO BAD, SOUNDS LIKE YOU SHOULD HAVE PURSUED YOUR FEELONGS...BRANDIE
Reply
:iconfivelmousekewitz:
fivelmousekewitz Featured By Owner Mar 9, 2015
Wow, this could've readily been an incredibly embarrassing and scarring situation, but your gran and your sis managed to make it a fun experience where you had an excuse to crossdress
Reply
:icon0-dolunay-0:
0-Dolunay-0 Featured By Owner Mar 5, 2015  Hobbyist General Artist
Awww this is so cute :heart:
Reply
:iconlisagurl66:
lisagurl66 Featured By Owner Feb 19, 2015  Hobbyist General Artist
wish that happened to me :)
Reply
:iconkarend8156:
karend8156 Featured By Owner Feb 12, 2015  New member
I would love to tell you about my childhood but as some one said in a coment he thought it was another sex abuse story
Reply
:iconpst001:
pst001 Featured By Owner Jan 14, 2015  Hobbyist Writer
Cuuuuuuuuuuute~~
Reply
:iconsteveo13250:
steveo13250 Featured By Owner Jan 3, 2015
Awesome story
Reply
:icontoe-freak:
Toe-Freak Featured By Owner Dec 14, 2014
Stunning Story. I was a panty slave to my moms and sisters and others
Reply
:iconmorning-star-42:
Morning-Star-42 Featured By Owner Sep 17, 2014  Hobbyist Writer
Not what I expected from the title. I really enjoyed the innocent joy pervading the piece. Refreshing.
Reply
:iconnumbuh1000:
Numbuh1000 Featured By Owner Sep 15, 2014  Student Writer
Lol, i was all braced up to hear an abuse story, but was treated to something wonderful. Lovely story!!
Reply
:icondarkpfoenix:
darkPfoenix Featured By Owner Sep 15, 2014  Hobbyist General Artist
>0< hahahahaha so awesome i cant stop myself really great
Reply
:iconjameszilla24:
Jameszilla24 Featured By Owner Sep 13, 2014  Hobbyist Artist
Dude if this was true that would hurt
Reply
:iconemilymfv:
emilymfv Featured By Owner Sep 7, 2014
How cute story. I hope that she continued wearing dreasses
Reply
:iconcat-fish14:
Cat-Fish14 Featured By Owner Sep 3, 2014  Student General Artist
my friend also know if im wearing "girly" cloths; to call me kelsie.
when im wearing "Boyish" cloths; they call me kevin
Junko Enoshima (Kawaii Blush) [V5] <-kelsie
Haruka Nanase (Surprised) [V3] <-kevin
lol
Reply
:iconcat-fish14:
Cat-Fish14 Featured By Owner Sep 3, 2014  Student General Artist
my dad says if he sees me wearing boy cloths and or acting like a boy he"s gonna make me wear frilly dresses bows and pink every thing...
what he doesnt realize is they are not boy cloth i bought them they are MY cloths...
Reply
:iconpattygirl8848:
pattygirl8848 Featured By Owner Aug 25, 2014
i was never forced to wear bras and panties just loved it
Reply
:iconelectricpoodle:
ElectricPoodle Featured By Owner Aug 11, 2014  Hobbyist Traditional Artist
At first I thought this was going to be one of those "I was a tomboy and I was forced to dress all girly, etc. etc." The usual stuff that gets old...but THIS! This was not only entertaining, but adorable and fun to read! Although I am a lady, I could put myself into your shoes when I read this. :) Excellent job!
Reply
:iconphilippaboy:
PhilippaBoy Featured By Owner Aug 12, 2014
Good to hear! Thanks
Reply
:iconelectricpoodle:
ElectricPoodle Featured By Owner Aug 12, 2014  Hobbyist Traditional Artist
No problem!
Reply
:iconimaftf:
IMAFTF Featured By Owner Jun 24, 2014  Hobbyist
I've dresses my brothers in girls clothing before~ 
Reply
:iconkittygirl144:
Kittygirl144 Featured By Owner Jun 24, 2014
ok i thought the story was bought a boy but it wasn't…. soz still awesome story
Reply
:iconmasterrk9:
MasterRK9 Featured By Owner May 28, 2014  Hobbyist General Artist
That would be my one nightmare.... please shove me in tennis shoes, cargo shorts, and a hoodie please. 
Mom: (obnoxious voice) Those are too boyish. Here, wear this nice bright pink flowery dress and heels. I'm even going to put you in some light makeup. :D
Me:Lovely Shoujo (Shocked) [V3]  plz... no...
Reply
:iconsmjimmie1348:
smjimmie1348 Featured By Owner May 8, 2014
Wow awesome story u lucky u ain't a girl and be in your bra and panties over a dumpster lol
Reply
:iconshockman21:
shockman21 Featured By Owner Mar 23, 2014
Yet again AWESOME!
Reply
:iconpsicoh:
psicoh Featured By Owner Mar 6, 2014
Lol, I remember saying I was sick and couldn't go to a restaurant with my family just so I could wear my cousin's clothing. :)
Reply
:iconredgetamayo93:
RedgeTamayo93 Featured By Owner Feb 13, 2014  Hobbyist Filmographer
nice :)
Reply
:iconpokemon502301:
Pokemon502301 Featured By Owner Jan 28, 2014
U need a picture
Reply
:iconnwsoldner:
nwsoldner Featured By Owner Jan 22, 2014
Okay....
Reply
:iconjokitonyukirin:
JokiTonyuKirin Featured By Owner Jan 16, 2014  Student General Artist
are you friends with a girl named Anna Reeves, She's my sister XD
Reply
:iconphilippaboy:
PhilippaBoy Featured By Owner Jan 17, 2014
I don't know anyone called Anna Reeves
Reply
:iconjokitonyukirin:
JokiTonyuKirin Featured By Owner Jan 17, 2014  Student General Artist
ok, just checkin, she has a friend named philippa that's a boy so, yeah.
Reply
:iconebonysaphyre:
EbonySaphyre Featured By Owner Dec 31, 2013  Student Artist
Aww

Reply
:iconbluessunshinee:
BlueSSunshinee Featured By Owner Dec 14, 2013  Hobbyist General Artist
Awwwmg this is perfect <33
Reply
:iconlisagurl66:
lisagurl66 Featured By Owner Nov 22, 2013  Hobbyist General Artist
wish that happned to me :(
Reply
:iconwantobegirl:
Wantobegirl Featured By Owner Oct 29, 2013
Why cant this happen to me :|
Reply
:iconnewsuperdannyzx:
newsuperdannyzx Featured By Owner Aug 20, 2013
i loves to meets crossdressers like you in real life and dont lets people picks on you for being different be way you wanted to be without no one cares about who you are like me i am fat and special ed person but i stands up for myself and my friends or people i wanted to protect from assholes or jerks being rude to others
Reply
:iconeleventhdr:
eleventhdr Featured By Owner Aug 9, 2013  Hobbyist Artist
oh my yes tghis is just such a lovely story

i only wish this were me i would just love to be so allowed to dress this way at long last as the girly i am supposed to be!
Reply
:iconsteampunk08:
Steampunk08 Featured By Owner Jun 15, 2013  Student Traditional Artist
This is amazing xD
Reply
:iconchorirocks:
Chorirocks Featured By Owner Jun 2, 2013  Student Traditional Artist
that was an adorable story
Reply
:iconketheira:
Ketheira Featured By Owner May 31, 2013
Aaaw. ;D
Reply
:iconapocalypsenow207:
ApocalypseNow207 Featured By Owner May 25, 2013  Hobbyist Writer
I find this interesting... and hot in a way haha
Reply
:icon8amyemo8:
8AmyEmo8 Featured By Owner Apr 4, 2013  Hobbyist Digital Artist
i didn't realize the story was about a boy
until the part of you sister saying :
"you look cute as a girl, it's a shame I don't have a sister."
That feeling ....
Reply
:iconsilenttprincess:
SilenttPrincess Featured By Owner Apr 4, 2013  Hobbyist Photographer
Haha that was awesome! Loved it :)
Reply
:iconjannojoliat:
JannoJoliat Featured By Owner Apr 2, 2013
This is such a cute story. I bet your gran and sister really enjoyed turning you into a girl!
Reply
:iconshad-23:
ShaD-23 Featured By Owner Mar 29, 2013
Sounds like it was fun.
Reply
:iconnuclearo:
Nuclearo Featured By Owner Dec 30, 2012  Hobbyist General Artist
Hahah wow that's quite a fun weekend indeed.
btw it bothered the hell out of me: it's "knew" not "new". Good well written story otherwise!
Reply
:iconojoutsuki:
OjouTsuki Featured By Owner Nov 24, 2012
At least you were lucky enough to experience that.

There may be something about girls who wish they had a sister instead of a brother...
Reply
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