1. What did you wear the first time you crossdressed?
Mums panties
2. How long did you first wear it?
Not sure, was a long time ago but probably an hour or so
3. Where is the best place you've gone while dressed up?
Only to the woods, if you mean fully dressed. Just underwear under normal clothes, I've been to all kinds of places!
4. Did you usually cum after crossdressing?
Yeah, usually
5. What colour is the clothing you like best?
Bright pink
6. Did you use any sextoys? Which ones?
Plugs and a chastity cage
7. Have you bought more clothes to crossdress in since then?
I used to have lots and lots but moved out and had to get rid of most as I didn't have anywhere to hide them :(
8. What do you fantasize about crossdressing in most?
Satin maids dresses or a satin wedding gown
9. Bra or thong?
Thong
10. Latex or fishnets?
Latex
11. Skirt or shorts?
Skirt
12. Pink or blue?
Pink
13. Heels or flats?
Heels
14. Blonde or brunette?
Blonds
15. Makeup or Wig?
Wig
16. Fake tits or natural?
Fake but not too big for me

1. What did you wear the first time you crossdressed?
Moms bra and panties
2. How long did you first wear it?
3 minutes
3. Where is the best place you've gone while dressed up?
work, dressed under regular clothes
4. Did you usually cum after crossdressing?
yes
5. What colour is the clothing you like best?
Black or red
6. Did you use any sextoys? Which ones?
None
7. Have you bought more clothes to crossdress in since then?
Stockings, lingerie.
8. What do you fantasize about crossdressing in most?
A beautiful dress, or maybe a business suit.
9. Bra or thong?
Bra
10. Latex or fishnets?
Latex
11. Skirt or shorts?
Skirt
12. Pink or blue?
Pink
13. Heels or flats?
Heel
14. Blonde or brunette?
Brunette
15. Makeup or Wig?
Wig
16. Fake tits or natural?
Fake

1. What did you wear the first time you crossdressed?
one of my mums long dresses

2. How long did you first wear it?
maybe for like 5 to 10 minutes

3. Where is the best place you've gone while dressed up?
on Halloween late at night i went for a walk down to the end of my block which at the time was about 100m in a Maids costume with bra, panties, garter, stockings, petticoat, wig and heels. i also had the petticoat high so that you could see my panties just alittle bit.

4. Did you usually cum after crossdressing?
most times but trying to stop doing it

5. What colour is the clothing you like best?
the really girly colours pinks, baby blues, white

6. Did you use any sextoys? Which ones?
no not really i have a pink vibrator that i used to use

7. Have you bought more clothes to crossdress in since then?
yes lots i proberly have more female clothes than male ones now

8. What do you fantasize about crossdressing in most?
really cute girly dresses kinda have a fantasy about a girlfriend dressing me up to be her girlfriend and pretending we are lesbiens

9. Bra or thong?
Bra

10. Latex or fishnets?
Fishnets

11. Skirt or shorts?
Skirts for sure but prefer dresses more

12. Pink or blue?
baby blue

13. Heels or flats?
heels so i can walk more like a female

14. Blonde or brunette?
i say blonde although i do seem to look ok with a brunette wig

15. Makeup or Wig?
both but go wig more than makeup because i suck at makeup

16. Fake tits or natural?
fake but natural looking ones

1. What did you wear the first time you crossdressed?
sisters panties
2. How long did you first wear it?
not long. a few minutes
3. Where is the best place you've gone while dressed up?
last halloween, i went to a party completely x dressed
4. Did you usually cum after crossdressing?
most times
5. What colour is the clothing you like best?
pink
6. Did you use any sextoys? Which ones?
chastity cage and dildo/strap on
7. Have you bought more clothes to crossdress in since then?
yes
8. What do you fantasize about crossdressing in most?
being a sissy slut to a beautiful mistress
9. Bra or thong?
thong
10. Latex or fishnets?
fishnets
11. Skirt or shorts?
skirts
12. Pink or blue?
pink
13. Heels or flats?
heels
14. Blonde or brunette?
blonde
15. Makeup or Wig?
makeup
16. Fake tits or natural?
fake tits

1. What did you wear the first time you crossdressed?

My little sister's panties out of the laundry basket

2. How long did you first wear it?

Only a couple of minutes that first time.

3. Where is the best place you've gone while dressed up?

Swapped clothes with a female friend at a party, and played it of as a joke. I've also been to school and shopping wearing bra and panties under my clothes.

4. Did you usually cum after crossdressing?

Yes to begin with... then I got in to edging and denial.

5. What colour is the clothing you like best?

White panties, pink or black outerwear.

6. Did you use any sextoys? Which ones?

Started off with my wife's vibrator - then bought my own that's better for penetration.

7. Have you bought more clothes to crossdress in since then?

Not specifically - but I do buy clothes for my wife with an eye to "borrowing" them.

8. What do you fantasize about crossdressing in most?

A full schoolgirl uniform

9. Bra or thong?

Bra.

10. Latex or fishnets?

Fishnets.

11. Skirt or shorts?

Skirt!

12. Pink or blue?

Pink.

13. Heels or flats?

Heels... although I'm already 6'1"

14. Blonde or brunette?

Brunette

15. Makeup or Wig?

Wig

16. Fake tits or natural?

Prefer natural... I am chubby enough to fill an A Cup, but for my wife's D Cup bra I need to add padding.

1. What did you wear the first time you crossdressed? panties
2. How long did you first wear it? Couple hrs
3. Where is the best place you've gone while dressed up? A Haloween party
4. Did you usually cum after crossdressing? No
5. What colour is the clothing you like best? Pink
6. Did you use any sextoys? Which ones? Dildos, vibes, butt plugs, a hismith machine
7. Have you bought more clothes to crossdress in since then? Tons
8. What do you fantasize about crossdressing? Being a schoolgirl or cheerleader
9. Bra or thong? Thong
10. Latex or fishnets? Fishnets
11. Skirt or shorts? Skirt
12. Pink or blue? Pink
13. Heels or flats? Heels
14. Blonde or brunette? Brunette
15. Makeup or Wig? Wig
16. Fake tits or natural? Fake but not too big

1. What did you wear the first time you crossdressed?
Bra, panties and a dress.

2. How long did you first wear it?
about 2 hours

3. Where is the best place you've gone while dressed up?
I was tasked with riding BART from Concord to SF, and had to walk to a specific shop to buy something. I wore a mesh blouse with a bright pink bra, shirt skirt with a thong, sexy fishnet stockings, 5” heels and a dark wig.

4. Did you usually cum after crossdressing?
No,

5. What colour is the clothing you like best?
Pink and black. Contrast to be noticeable.

6. Did you use any sextoys? Which ones?
Yes, I have a number of dildos and butt plugs.

7. Have you bought more clothes to crossdress in since then?
Yes, quite often, something probably at least once a week.

8. What do you fantasize about crossdressing in most?
Being seen, caught.

9. Bra or thong?
Both

10. Latex or fishnets?
Fishnets

11. Skirt or shorts?
Skirts. Short skirts.

12. Pink or blue?
Pink

13. Heels or flats?
Definitely heels.

14. Blonde or brunette?
I’m a brunette, but do have a blonde wig for some occasions

15. Makeup or Wig?
Both

16. Fake tits or natural?
Natural.

Here's 16 questions about crossdressing! Use as much detail as you like, the more the better

1. What did you wear the first time you crossdressed? = my freind made me put on his sisters bra/pantys n catholic dress n blow him ahe 13
2. How long did you first wear it? = 2 hours b4 school
3. Where is the best place you've gone while dressed up? = sofar its been out driving around
4. Did you usually cum after crossdressing? = yes wen allowed too
5. What colour is the clothing you like best? = purple/black n pink
6. Did you use any sextoys? Which ones? = yes butt plug/nipple clamps
7. Have you bought more clothes to crossdress in since then? = omg yes buying outfits is never ending
8. What do you fantasize about crossdressing in most? = being seen in public n being used in public
9. Bra or thong? = bra
10. Latex or fishnets? = fishnets
11. Skirt or shorts? = mini skirt
12. Pink or blue? = pink
13. Heels or flats? = heels
14. Blonde or brunette? = brunette
15. Makeup or Wig? = wig
16. Fake tits or natural? = i have 42hhh fake tits but want implants

1. What did you wear the first time you crossdressed? The first time fully crossdressing was on Halloween in my ex wife sexy blouse, mini skirt, garter belt, wig, makeup, bra, panties the complete girl
2. How long did you first wear it? till the next day
3. Where is the best place you've gone while dressed up? I had to drive to the store to meet some people who couldn't find our house
4. Did you usually cum after crossdressing? Sometimes
5. What colour is the clothing you like best? Pink
6. Did you use any sextoys? Which ones? I have dildos, butt plugs, vibrators, prostate vibrator and shocker
7. Have you bought more clothes to crossdress in since then? yes many
8. What do you fantasize about crossdressing in most? Being caught and forced to service men
9. Bra or thong? bra
10. Latex or fishnets? fishnets
11. Skirt or shorts? skirt
12. Pink or blue? pink
13. Heels or flats? flats
14. Blonde or brunette? blonde
15. Makeup or Wig? wig
16. Fake tits or natural? fake

1. What did you wear the first time you crossdressed?
A bra from my mum
2. How long did you first wear it?
1 hour at max, as i was scared she could get home.
3. Where is the best place you've gone while dressed up?
Couple of museum, or just a big city with my GF
4. Did you usually cum after crossdressing?
I used to, now it's just a way to express my feminine side
5. What colour is the clothing you like best?
blue/green
6. Did you use any sextoys? Which ones?
Had dildo's. did them way when i got my gf. now only some plugs.and expanding.
7. Have you bought more clothes to crossdress in since then?
a lot. Also share the closet with my gf.
8. What do you fantasize about crossdressing in most?
Dresses
9. Bra or thong?
bra
10. Latex or fishnets?
Fishnets
11. Skirt or shorts?
Skirt
12. Pink or blue?
blue
13. Heels or flats?
heels
14. Blonde or brunette?
blonde
15. Makeup or Wig?
makeup
16. Fake tits or natural?
Natural, but fake will do for myself

1. What did you wear the first time you crossdressed?
2. How long did you first wear it?
I bought some laced panties while doing a solo road trip when I was about 18. I was so excited that I put them on in the car, but took them of maybe 30 minutes later because the lace had made my parts sensitive.


3. Where is the best place you've gone while dressed up?
I've never left my home while dressed, though I had a backyard that I scurried though while dressed once! I also regularly wear things beneath my clothes.

4. Did you usually cum after crossdressing?
No, usually I'm denying myself when I'm dressing.

5. What colour is the clothing you like best?
Black or maroon red probably

6. Did you use any sextoys? Which ones?
Oh yes. Pretty much all of the lol. Plugs, chastity devices, collars, gags, dildos, homemade floggers

7. Have you bought more clothes to crossdress in since then?
Holy smokes, yes. My girly closet is on its way to being as big or bigger than my icky boys closet.

8. What do you fantasize about crossdressing in most?
Probably just a cute dress and a top that goes with it. Recently I've been wanting to wear my black midi dress and find a blue jean jacket to go with it.

9. Bra or thong?
Thong for sure

10. Latex or fishnets?
Fishnets

11. Skirt or shorts?
Skirt

12. Pink or blue?
Pink

13. Heels or flats?
Flats (I'm a tall bitch)

14. Blonde or brunette?
Brunette

15. Makeup or Wig?
Both?

16. Fake tits or natural?
Let's see what nature brings me, then maybe surgery if I want bigger