Jackie Boy

4,121 profile views
5 followers
88 uploads

Heterosexual Cross Dresser who loves the transformation process, make up, jewelry, Channel #5, wigs and fingernails and usually dresses. I sometimes get to express my feminine side once a week and love trying on clothes at local shops as I have too much clothing already. But that doesn't stop me from the occasional purchase.
I miss getting make overs at Ulta my favorite store where I am treated so nicely by all of the employees, many I have known for years and consider them as friends.
I do not accept Friendship request from people who don't post pictures and don't show their face.


This is what I wanted to wear to my Make-Over on Wednesday.
This is what I wanted to wear to my Make-Over on Wednesday.jackieboyModeling/Posing
17 0
Beth Dutton on Yellowstone had the sexiest Stiletto Booties on Season 5 Episode 3
Beth Dutton on Yellowstone had the sexiest Stiletto Booties on Season 5 Episode 3jackieboyModeling/Posing
32 5
Sitting in my favorite Dressing Room at Stein Mart
Sitting in my favorite Dressing Room at Stein MartjackieboyModeling/Posing
8 4
The Stein Mart Dressing Room area with its 3 panel mirror is never cowded when I go at lunch time
The Stein Mart Dressing Room area with its 3 panel mirror is never cowded when I go at lunch timejackieboyModeling/Posing
4 1
My new LBD from T.J. Maxx only $10.00 It is a Large and I need XL, but I couldn’t resist the price
My new LBD from T.J. Maxx only $10.00 It is a Large and I need XL, but I couldn’t resist the pricejackieboyModeling/Posing
13 1
I tried this dress on at Penney’s and it felt so good to wear
I tried this dress on at Penney’s and it felt so good to wearjackieboyModeling/Posing
8 1
Another Pants Suit I tried on at Stein Mart. I love this type of collar
Another Pants Suit I tried on at Stein Mart. I love this type of collarjackieboyGlamming Up
2 0
Pink
2 5
My First Dress with a zipper
My First Dress with a zipperjackieboyModeling/Posing
14 1
Going to Ulta on Wednesday to get my Eyebrows done
Going to Ulta on Wednesday to get my Eyebrows donejackieboyModeling/Posing
4 1
The last dress I tried on.
The last dress I tried on.jackieboyModeling/Posing
4 0
Posing Examples inspired by my mentor
Posing Examples inspired by my mentorjackieboyOutfit
0 3
At Stein Mart for the last time in my favorite dressing room next to the two – three paneled mirrors for examining all sides of your dress
At Stein Mart for the last time in my favorite dressing room next to the two – three paneled mirrors for examining all sides of your dressjackieboyModeling/Posing
5 1
Yesterday was Vanna White’s Birthday. She is 63 just like me
Yesterday was Vanna White’s Birthday. She is 63 just like mejackieboyModeling/Posing
12 1
Brief time today enjoying my other side
Brief time today enjoying my other sidejackieboyModeling/Posing
16 3
This photo shows the results of my makeover with Valerie at Sephora, then Denise at Walgreens and Gail at Ulta who was between clients and did my hair like the picture I saw on my Pinterest Page
This photo shows the results of my makeover with Valerie at Sephora, then Denise at Walgreens and Gail at Ulta who was between clients and did my hair like the picture I saw on my Pinterest PagejackieboyModeling/Posing
14 0
Thinking about tomorrow’s Gurl Time
Thinking about tomorrow’s Gurl TimejackieboyCasual
2 3
I tried this dress on at Penney’s yesterday and didn’t buy it
I tried this dress on at Penney’s yesterday and didn’t buy itjackieboyGlamming Up
0 0
Skirts I wish I Kept
Skirts I wish I KeptjackieboyCasual
2 0
I tried this skirt and top on at Stein Mart yesterday and loved the look, but didn’t buy it
I tried this skirt and top on at Stein Mart yesterday and loved the look, but didn’t buy itjackieboyCasual
0 0
Definitely Friday is Girl Time for Jackie
Definitely Friday is Girl Time for JackiejackieboyModeling/Posing
12 0
Jackie is such a Dufus
Jackie is such a DufusjackieboyModeling/Posing
8 1
LBD Thigh Highs and a Thong and Pinot Grigio on the Rocks
LBD Thigh Highs and a Thong and Pinot Grigio on the RocksjackieboyModeling/Posing
2 0
The first Maxi Skirt
The first Maxi SkirtjackieboyOut and About
0 0
Lace
LacejackieboyCasual
17 7
Trying a different pose in my new Sweater Dresss
Trying a different pose in my new Sweater DresssjackieboyModeling/Posing
4 2
Feeling Pretty in Pink
Feeling Pretty in PinkjackieboyModeling/Posing
8 3
Can’t wear this to the grocery store
Can’t wear this to the grocery storejackieboyGlamming Up
2 0
Here is the full length view
Here is the full length viewjackieboyModeling/Posing
4 2
Sheer white blouse with dark blue and black Sexy Lace Bra
Sheer white blouse with dark blue and black Sexy Lace BrajackieboyModeling/Posing
2 2
Thank God stores are open again
Thank God stores are open againjackieboyModeling/Posing
4 1
I got this dress at T.J. Maxx on Sunday and wore it shopping yesterday.
I got this dress at T.J. Maxx on Sunday and wore it shopping yesterday.jackieboyModeling/Posing
8 1
I love this lacey top
I love this lacey topjackieboyModeling/Posing
2 2
I got a make over at Ulta today it was wondeful
I got a make over at Ulta today it was wondefuljackieboyModeling/Posing
8 2
This dress with the bellbottom sleeves makes me happy
This dress with the bellbottom sleeves makes me happyjackieboy
2 0
My new Sweater Dress I got at the Rack today
My new Sweater Dress I got at the Rack todayjackieboyModeling/Posing
6 2
I miss shopping at Stein Mart SO MUCH
I miss shopping at Stein Mart SO MUCHjackieboyModeling/Posing
2 1
So whle the wife was out partying I had some Gurl time and tried on a bunch of dresses that I haven’t really worn in awhile
So whle the wife was out partying I had some Gurl time and tried on a bunch of dresses that I haven’t really worn in awhilejackieboyModeling/Posing
4 0
I love wearing sheer hoisery on freshly shaven legs
I love wearing sheer hoisery on freshly shaven legsjackieboyModeling/Posing
21 1
One of the few dresses I can wear of my wife. The slit sleeves make me feel very sexy
One of the few dresses I can wear of my wife. The slit sleeves make me feel very sexyjackieboyGlamming Up
4 3
Still my favorite dress of all time
Still my favorite dress of all timejackieboyModeling/Posing
4 0
A look of Consternation as another woman steps out of the dressing room to look in the three panel mirror
A look of Consternation as another woman steps out of the dressing room to look in the three panel mirrorjackieboyMakeup
6 1
My New Jean Jacket with my new maxi skirt
My New Jean Jacket with my new maxi skirtjackieboyCasual
2 0
I liked this dress at Stein Mart, but didn’t buy it
I liked this dress at Stein Mart, but didn’t buy itjackieboyModeling/Posing
6 1
LBD, going through old photos
LBD, going through old photosjackieboyModeling/Posing
10 0
I am now a Brand Ambassador. I have traded in the ugly orange Home Depot Apron for this far nicer one in Black
I am now a Brand Ambassador. I have traded in the ugly orange Home Depot Apron for this far nicer one in BlackjackieboyModeling/Posing
10 1
I do love the fuzzy warmth of this Cowl Necked Sweater
I do love the fuzzy warmth of this Cowl Necked SweaterjackieboyModeling/Posing
8 0
I Finally found a bottom to wear with this Top
I Finally found a bottom to wear with this TopjackieboyCasual
4 2
All Business
All BusinessjackieboyOut and About
2 1
Since my wife was out of town I got to walk the dog in her Mink and Mink Ear Wrap
Since my wife was out of town I got to walk the dog in her Mink and Mink Ear WrapjackieboyModeling/Posing
10 2
I just finished reading “A Woman’s Passion” written by a CDH member Cheryl Ann (Cassie) Sanders
I just finished reading “A Woman’s Passion” written by a CDH member Cheryl Ann (Cassie) SandersjackieboyOut and About
8 1
I thought this dress was very pretty and feminine, just don’t need another sleeveles Maxi
I thought this dress was very pretty and feminine, just don’t need another sleeveles MaxijackieboyModeling/Posing
10 0
I tried on this Glittery Gown at Penney’s today
I tried on this Glittery Gown at Penney’s todayjackieboy
8 0
I also miss shopping at Nordstrom’s Rack
I also miss shopping at Nordstrom’s RackjackieboyModeling/Posing
10 2
This was fun to try on, but where would I wear it?
This was fun to try on, but where would I wear it?jackieboyModeling/Posing
0 0
Another picture from yesterday’s photo shoot
Another picture from yesterday’s photo shootjackieboyModeling/Posing
25 6
Last week I asked CDH members to suggest a blouse I could wear with my black chiffon skirt
Last week I asked CDH members to suggest a blouse I could wear with my black chiffon skirtjackieboyModeling/Posing
2 1
The wife is going to Mexico for a week
The wife is going to Mexico for a weekjackieboyModeling/Posing
14 0
Yahoo – The Dressing Rooms at Nordstrom’s Rack are now open.
Yahoo – The Dressing Rooms at Nordstrom’s Rack are now open.jackieboyModeling/Posing
7 1
I never buy casual clothes and I don’t know why.
I never buy casual clothes and I don’t know why.jackieboy
2 0
My favorite every day dress with no hosiery and tan legs
My favorite every day dress with no hosiery and tan legsjackieboyModeling/Posing
2 2
I got a make over at Ulta today
I got a make over at Ulta todayjackieboyMakeup
8 0
Peace & Bliss
Peace & BlissjackieboyModeling/Posing
21 3
Stein Mart had a Rack full of LBDs on Saturday
Stein Mart had a Rack full of LBDs on SaturdayjackieboyGlamming Up
0 0
She’s got Legs
She’s got LegsjackieboyModeling/Posing
8 0
This is the dress I bought at Stein Mart today
This is the dress I bought at Stein Mart todayjackieboyCasual
10 1
This one was a good contender, but didn’t make the final cut
This one was a good contender, but didn’t make the final cutjackieboyGlamming Up
4 0
This dress is my newest and I love it with the dark, sheer hosiery
This dress is my newest and I love it with the dark, sheer hosieryjackieboyModeling/Posing
4 2
I went shopping yesterday and all of the dressing rooms were locked down due to Covid 19
I went shopping yesterday and all of the dressing rooms were locked down due to Covid 19jackieboyModeling/Posing
4 0
I spilt fingernail glue on this dress and had to toss it. What a waste
I spilt fingernail glue on this dress and had to toss it. What a wastejackieboyModeling/Posing
8 3
Third in the series of four photographs taken in my Lion Chair
Third in the series of four photographs taken in my Lion ChairjackieboyModeling/Posing
18 0
Why so Glum Chum?
Why so Glum Chum?jackieboyModeling/Posing
8 0
Nordstrom’s Rack Dressing Rooms or Crossdressing Rooms are open again
Nordstrom’s Rack Dressing Rooms or Crossdressing Rooms are open againjackieboyModeling/Posing
4 1
Jackie in one of her new tops.
Jackie in one of her new tops.jackieboyModeling/Posing
8 1
I tried on this LBD but I think I already have 6
I tried on this LBD but I think I already have 6jackieboyModeling/Posing
4 0
Lace makes me feel so feminine
Lace makes me feel so femininejackieboyModeling/Posing
5 0
So it was a shopping day and before I went out I stopped by the Chat Room
So it was a shopping day and before I went out I stopped by the Chat RoomjackieboyGlamming Up
5 3
Another LBD that I liked, but not enough to buy
Another LBD that I liked, but not enough to buyjackieboy
1 0
My Favorite Booties
My Favorite BootiesjackieboyModeling/Posing
2 0
Burlington Coat Factory Dress
Burlington Coat Factory DressjackieboyCasual
0 2
My first Dress I ever bought with a Zipper. They may be difficult but they are worth the trouble
My first Dress I ever bought with a Zipper. They may be difficult but they are worth the troublejackieboyModeling/Posing
0 1
This Spring I will lose 20 lbs and wear this dress in public
This Spring I will lose 20 lbs and wear this dress in publicjackieboyModeling/Posing
5 3
Someone drank too much wine last night
Someone drank too much wine last nightjackieboyGlamming Up
0 3
Shopping at Stein Mart with my new Strapless Bra and trying on clothes that would show off my Cleavage
Shopping at Stein Mart with my new Strapless Bra and trying on clothes that would show off my CleavagejackieboyModeling/Posing
0 0
My first dress I ever bought with a zipper
My first dress I ever bought with a zipperjackieboyModeling/Posing
2 0
I don’t understand why something so innocuous as a Purse makes me happy
I don’t understand why something so innocuous as a Purse makes me happyjackieboyModeling/Posing
8 1
I would never wear a dress like this in public, but it was fun to try on
I would never wear a dress like this in public, but it was fun to try onjackieboyModeling/Posing
4 1
Sheer pantyhose on freshly shaven legs
Sheer pantyhose on freshly shaven legsjackieboyGlamming Up
0 0
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