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Crossdressing Stories

@crossdressingstories

Stories about crossdressing, some may be NSFW

102 posts

crossdressingstories

Jun 3

Have you ever paid for sex?

Yes

No

Remaining time: 3 days 4 hours

#crossdressing #cd #transvestite #t girl #transgender #trans woman #dating #m2f transgender #sex

SweetDream.ai • Live Cam

•18+ Adults Only

Watch Anya Live on Cam

Anya is live and ready to show you everything. Watch her strip, dance, and perform exclusive shows just for you. Interact in real-time and make your fantasies come true.

✓ Live Streaming✓ Interactive Chat✓ Private Shows✓ HD Quality

Anya is LIVE right now

FREE

Free to watch • No registration required • HD streaming

crossdressingstories

Jun 3

Have ever thought about paying for sex?

Yes

No

Voting ended onJun 4

#crossdressing #cd #transvestite #t girl #transgender #m2f transgender #trans woman #dating #sex

crossdressingstories

Jun 2

alphatrannylesbo

Clothes don't make you who you are, sweetie! 🤷‍♀️🤭💋

RAINBOW ISLANDS. 🌈

crossdressingstories

Jun 2

How many full body briefers / girdles do you own?

1-5

6-10

11+

Sorry, no full body girdles for this girl

Remaining time: 2 days 7 hours

#crossdressing #cd #transvestite #t girl #transgender #trans woman #m2f transgender #girdle #clothing

crossdressingstories

Jun 2

How many open bottom girdles do you own?

1-5

5-10

11+

No open bottom girdles for this girl

Remaining time: 2 days 7 hours

#crossdressing #cd #transvestite #t girl #transgender #trans woman #m2f transgender #girdle #clothing

SweetDream.ai • Live Cam

•18+ Adults Only

Watch Anya Live on Cam

Anya is live and ready to show you everything. Watch her strip, dance, and perform exclusive shows just for you. Interact in real-time and make your fantasies come true.

✓ Live Streaming✓ Interactive Chat✓ Private Shows✓ HD Quality

Anya is LIVE right now

FREE

Free to watch • No registration required • HD streaming

crossdressingstories

Jun 2

How many panty girdles do you own?

1-5

6-10

11+

No panty girdles for this girl

Remaining time: 2 days 7 hours

#crossdressing #cd #transvestite #t girl #transgender #trans woman #m2f transgender #girdle

crossdressingstories

Jun 2

When you masturbate, how do you prefer to cum

While I'm on my back

While lying on my front

While sitting in a chair, couch toilet or edge of the bed

While crouching down

While on my side

While standing

While on my knees

Remaining time: 2 days 3 hours

#crossdressing #cd #transvestite #t girl #transgender #self love #trans woman #m2f transgender #sperm #cum #masturbation #semen #sex #solo sex

crossdressingstories

Jun 2

As a MtF Crossdresser or MtF Trans, do you find the term 'Sissy' being used to describe you derogatory?

Yes

No

I don' care

Remaining time: 1 day 23 hours

#crossdressing #cd #transvestite #t girl #transgender #trans woman #m2f transgender #crosdresser #mature crossdresser #crossdress

crossdressingstories

Jun 1

How do you like to get off

Masturbation

Hand Job

Foot Job

Blow Job

Anal

Vaginal

Remaining time: 14 hours

#crossdressing #cd #transvestite #t girl #transgender #self love #trans woman #m2f transgender #sperm #dating #sex #solo sex #anal sex #blow job #oral #orgasm

crossdressingstories

May 30

Are there prostitutes on Tumblr?

Yes

No

Voting ended onJun 6

#prostitution #oldest profession #hooker

SweetDream.ai • Live Cam

•18+ Adults Only

Watch Anya Live on Cam

Anya is live and ready to show you everything. Watch her strip, dance, and perform exclusive shows just for you. Interact in real-time and make your fantasies come true.

✓ Live Streaming✓ Interactive Chat✓ Private Shows✓ HD Quality

Anya is LIVE right now

FREE

Free to watch • No registration required • HD streaming

crossdressingstories

May 28

Would you want to cum into your heels then go for a walk in them?

Sounds nice

Maybe

Doubtful for it might ruin a nice pair of heels

No way

Voting ended onJun 4

#cum #crossdressing #cd #transvestite #t girl #transgender #self love #sperm #sex #orgasm #heels

crossdressingstories

May 28

If you had a period, would you want the blood to drip down your legs?

Hell yes

If I was in the shower

No way

Voting ended onJun 4

#cum #cd #transvestite #t girl #transgender #self love #trans woman #m2f transgender #sperm #menstruation #period

crossdressingstories

May 28

If you could have a powerful orgasm every hour on the hour for 12 hours straight, would you?

Sign me up

I'd probably have a heart attack before the 6th one

Sounds cool, but no

Voting ended onJun 4

#crossdressing #cd #transvestite #t girl #transgender #self love #sperm #orgasm #masturbation

crossdressingstories

May 28

If you had a choice, would want all your orgasms

Be messy with loads of cum

Dry orgasms

Voting ended onJun 4

#crossdressing #cd #transvestite #t girl #transgender #self love #trans woman #m2f transgender #sperm #masturbation #orgasm #sex

crossdressingstories

May 27

As a crossdresser, how often do you wear panties?

0-20% of the time

20-40% of the time

40-60% of the time

60-80% of the time

80-100% of the time

heck, I wear them 24/7

Voting ended onMay 28

#crossdressing #cd #transvestite #t girl #transgender #trans woman #m2f transgender #panties #womens clothing

SweetDream.ai • Live Cam

•18+ Adults Only

Watch Anya Live on Cam

Anya is live and ready to show you everything. Watch her strip, dance, and perform exclusive shows just for you. Interact in real-time and make your fantasies come true.

✓ Live Streaming✓ Interactive Chat✓ Private Shows✓ HD Quality

Anya is LIVE right now

FREE

Free to watch • No registration required • HD streaming

crossdressingstories

May 25

You're going out

wearing your tightest and shortest skirt. While out in the public eye, you get an erection and there is no place to hide. What do you do?

Ignore it and hope it calms down

Dive into a restaurant, order a snack and let it calm down

Find a bathroom and masturbate to orgasm

Do nothing and allow it to stand proudly

Voting ended onJun 1

#crossdressing #cd #transvestite #t girl #transgender #self love #trans woman #m2f transgender #sperm #masturbation #penis #bulge

crossdressingstories

May 25

In regular clothing should you

Hide your bulge

Not hide your bulge

Voting ended onJun 1

#crossdressing #cd #transvestite #t girl #transgender #trans woman #m2f transgender

Crossdressing Stories @crossdressingstories - Tumblr Blog | Tumlook