Jennifer Jones

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0 followers
115 uploads

Hi. My name is Jennifer. I guess you could say I was the world's youngest crossdresser since my mother wanted a girl so badly that she refused to look at me the day I was born until a nurse put a ribbon in my hair. I remember tying a towel around my waist like a skirt when I was as young as 5. From 3rd thru sixth grade she did house parties selling lingerie, bras and girdles. I would try the stuff on when I was alone. All through grade junior and high school I would dress off and on. In my twenties, my girlfriend (who would later be my wife), started dressing me in her clothes. At this time just clothes and make up. No wigs and I didn't venture out. That all changed after we got divorced. I purchased a wig, jewelry, clothes, make up and shoes. Over the next 6 years I went en femme as often as possible. I frequented the Queen Mary in Studio City, CA as well as other clubs and numerous clothing stores and malls. Then, I put it all behind me for almost 20 years. What was I thinking?!?
In 2015 I shed over 40 pounds and when looking in the mirror all I could think was there needs to be a pair of panties on that body. I dove back in big time. Then in 2016 my fiancé found my clothes and confronted me. She wasn't too happy and moved out a few months later. I have had a great 8 years dressing and living out many of my goals and fantasies. I love going to straight restaurants and bars. I have met so many understanding women and men. I know this has been a little long winded, but that's what I wanted to share. Hope to hear from many of you.


Skeleton Time
Skeleton TimematuregirlOutfit
4 1
Yellow Bikini
Yellow BikinimaturegirlSwimsuit
3 1
Comfy sweater
Comfy sweatermaturegirlOut and About
7 2
Cute Fall dress
Cute Fall dressmaturegirlOut and About
3 1
Gray version of LBD
Gray version of LBDmaturegirlOutfit
3 2
See-through top.
See-through top.maturegirlOutfit
1 2
First makeover
First makeovermaturegirlMakeup
7 1
Shorts Day
Shorts DaymaturegirlOutfit
5 3
See-through top #2
See-through top #2maturegirlModeling/Posing
4 3
Feeling sexy
Feeling sexymaturegirlModeling/Posing
15 4
Short pink dress
Short pink dressmaturegirlOut and About
7 2
Fun summer dress
Fun summer dressmaturegirlOut and About
8 3
Showing off the tan lines
Showing off the tan linesmaturegirlOut and About
4 1
Same dress
Same dressmaturegirlModeling/Posing
4 3
Showing off the tan
Showing off the tanmaturegirlOut and About
8 1
One of my favs
One of my favsmaturegirlOut and About
16 4
Sweater comfort
Sweater comfortmaturegirlOutfit
2 1
Blouse and jeans combo
Blouse and jeans combomaturegirlOutfit
7 2
Just love these sweater dresses
Just love these sweater dressesmaturegirlOut and About
12 3
Showing some leg
Showing some legmaturegirlOut and About
4 0
My cutest leggings
My cutest leggingsmaturegirlOutfit
7 2
Love this color
Love this colormaturegirlOutfit
5 2
Shorts Day
Shorts DaymaturegirlOut and About
4 2
Having Fun.
Having Fun.maturegirlOut and About
2 2
Nice blue dress
Nice blue dressmaturegirlModeling/Posing
7 2
Winter outfit my SO bought for me
Winter outfit my SO bought for mematuregirlOutfit
2 1
Babydoll dress
Babydoll dressmaturegirl
8 1
Skin tight jeans and a see-through top
Skin tight jeans and a see-through topmaturegirlOut and About
2 1
super casual summer dress
super casual summer dressmaturegirlOut and About
4 2
Keeping cool on a summer night.
Keeping cool on a summer night.maturegirlOut and About
6 2
Showing a little leg
Showing a little legmaturegirlOut and About
2 2
Another long dress.
Another long dress.maturegirlOut and About
3 1
Out shopping
Out shoppingmaturegirl
12 3
End of winter outfit
End of winter outfitmaturegirlOutfit
2 1
Loved these shorts.
Loved these shorts.maturegirlOut and About
15 5
Red and black always looks good together.
Red and black always looks good together.maturegirlOut and About
6 2
Fall dress
Fall dressmaturegirlOut and About
9 1
Going to the mall
Going to the mallmaturegirlOut and About
10 4
Little Black Dress
Little Black DressmaturegirlOutfit
13 3
Love going braless
Love going bralessmaturegirlOut and About
2 1
Ready for a night out.
Ready for a night out.maturegirlParty Time
11 3
Skater Dresses are fun
Skater Dresses are funmaturegirl
6 2
Fun night
Fun nightmaturegirlOut and About
1 1
I love rompers
I love rompersmaturegirlOut and About
8 4
Feeling pretty
Feeling prettymaturegirlOut and About
6 2
My cutest romper
My cutest rompermaturegirl
2 1
Ready for a night out
Ready for a night outmaturegirlOut and About
4 1
The day we met.
The day we met.maturegirlOut and About
3 1
Shopping at Kohl’s
Shopping at Kohl’smaturegirlOutfit
3 3
LBD
LBDmaturegirlOutfit
7 3
Cleavage shot
Cleavage shotmaturegirlParty Time
2 2
Beautiful white dress
Beautiful white dressmaturegirlOut and About
4 3
Top from Kohl’s
Top from Kohl’smaturegirlOut and About
3 1
Simple jean skirt.
Simple jean skirt.maturegirlOutfit
4 1
Another of my SOs tops
Another of my SOs topsmaturegirlOut and About
4 2
Loved this color
Loved this colormaturegirlOut and About
5 3
Early dress
Early dressmaturegirlModeling/Posing
3 2
First Sweater Dress
First Sweater DressmaturegirlOutfit
5 2
Loved these shorts
Loved these shortsmaturegirlOut and About
2 1
Yellow dress
Yellow dressmaturegirlOut and About
9 2
Love these sweater dresses
Love these sweater dressesmaturegirlOut and About
3 1
Long dress from Costco
Long dress from CostcomaturegirlOut and About
4 1
July 4th party
July 4th partymaturegirlModeling/Posing
8 2
Love winter
Love wintermaturegirlOut and About
7 1
Fall dress
Fall dressmaturegirlOutfit
9 4
An early swimsuit pic
An early swimsuit picmaturegirlSwimsuit
6 2
National Legwear Day
National Legwear DaymaturegirlOutfit
4 1
Sweater and leggings
Sweater and leggingsmaturegirlOutfit
4 1
NLW DAY
NLW DAYmaturegirlModeling/Posing
3 1
Romper time
Romper timematuregirlOutfit
7 1
NLW DAY
NLW DAYmaturegirlOutfit
4 2
Green sweater dress
Green sweater dressmaturegirlOutfit
2 1
Pic from winery visit
Pic from winery visitmaturegirlOut and About
9 2
Holiday sweater
Holiday sweatermaturegirlOutfit
2 1
Going red.
Going red.maturegirlOut and About
4 2
Ready to go out
Ready to go outmaturegirlOutfit
4 1
shopping is always fun
shopping is always funmaturegirlOut and About
9 3
Romper time
Romper timematuregirlOut and About
3 1
Love my local winery.
Love my local winery.maturegirlOutfit
5 1
She really has some nice clothes
She really has some nice clothesmaturegirlOutfit
8 2
Feminine figure
Feminine figurematuregirl
3 1
Same as Black dress
Same as Black dressmaturegirlModeling/Posing
4 1
First night out
First night outmaturegirlOut and About
5 1
New look
New lookmaturegirlModeling/Posing
6 1
A dress for both of us
A dress for both of usmaturegirlModeling/Posing
6 1
Sexy Orange dress
Sexy Orange dressmaturegirlOutfit
4 1
Loved this sweater
Loved this sweatermaturegirlOut and About
5 1
My first bikini
My first bikinimaturegirlSwimsuit
7 2
Formal Friday
Formal FridaymaturegirlProm Dress
8 5
New hair
New hairmaturegirl
5 2
My flowered dress at home.
My flowered dress at home.maturegirl
7 2
Another club outfit
Another club outfitmaturegirlOutfit
9 1
A Week IN Las Vegas
A Week IN Las VegasmaturegirlSwimsuit
8 3
Red Hot
Red HotmaturegirlOut and About
14 6
Halloween 2018
Halloween 2018maturegirlHalloween
6 2
Pic from the old hangout
Pic from the old hangoutmaturegirlOutfit
4 1
Another sweater dress.
Another sweater dress.maturegirlOutfit
4 1
Sweater and jeans
Sweater and jeansmaturegirlOutfit
2 1
Yellow in springtime
Yellow in springtimematuregirlOut and About
3 1
Staying cool
Staying coolmaturegirlOut and About
6 0
Just love this color.
Just love this color.maturegirlOut and About
2 2
Pretty autumn dress
Pretty autumn dressmaturegirlOut and About
10 5
Patterned stockings are so much fun
Patterned stockings are so much funmaturegirlOut and About
8 2
Romper Time
Romper TimematuregirlOut and About
7 2
It’s Romper time again
It’s Romper time againmaturegirlOut and About
6 3
Winter outfit
Winter outfitmaturegirlOut and About
5 1
Dressed for Fall
Dressed for FallmaturegirlModeling/Posing
6 3
Love cold shoulder tops
Love cold shoulder topsmaturegirl
6 1
Shopping at Kohl’s
Shopping at Kohl’smaturegirl
4 4
Love off shoulder dresses
Love off shoulder dressesmaturegirlOut and About
3 2
Looking Tall. lol
Looking Tall. lolmaturegirlOutfit
11 3
Torn jeans are so sexy
Torn jeans are so sexymaturegirlOut and About
2 2
Romper time
Romper timematuregirlOutfit
6 3
Just love walk-thru rompers.
Just love walk-thru rompers.maturegirlOut and About
5 2
Shopping at Kohl’s
Shopping at Kohl’smaturegirlModeling/Posing
6 2
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