by
simone77
on Dec 12, 2018
Transgender & Crossdressers
Aren't self-service checkouts great? Do you walk round supermarkets when its quiet and drop girlie things in a basket then go and pay when no one is looking. No awkward looks from the cashier on the till. I know I could mail order but private deliveries weren't allowed at work and obviously women's clothing delivered to our house was impossible of course. I...
- 15,241 Views
- 13 Favorites
- 7 Comments
- 3,038 Words
- www.literotica.com
by
Torbjornson
on Sep 28, 2020
Transgender & Crossdressers
Sissy Awakening Ch. 2
The drive home was quiet, and I was glad for it to be quiet. I'd done some things that I probably shouldn't have but I was so caught up in the evening that I'd done them anyway. I didn't feel bad for having done them but I wasn't ready to talk about it yet either.
Pulling in to the driveway just as the sun started coming over the hor...
- 10,771 Views
- 13 Favorites
- 12,287 Words
- www.literotica.com
Fantasy
Christ, you think, can't believe he made an easy job a shit one.
You were walking home after work, finding yourself incredibly irritated by your boss, who seemed to have a knack for forcing you to do more work than you would usually have to. Today, for example, he ordered you to help him fix the water dispenser in the office, yet you found yourself being the...
- 73,249 Views
- 91 Favorites
- 150 Likes
- 7,600 Words
- chyoa.com
- Interactive
Open in SmutMD Reader
by
keptsissy
on Sep 18, 2017
Transsexuals & Crossdressers
The next day at work I felt my face flush every time I saw him, felt embarrassed and felt like stammering every time I spoke with anyone in the office. His office is across from mine, he's my boss and I have to see him daily. It felt like everyone in the office knew! I was so nervous I didn't speak to anyone, avoided everyone as best I could. He didn't say a...
- 211,284 Views
- 90 Favorites
- 12 Comments
- 3,360 Words
- www.literotica.com
by
EROTICbearscribe
on Jan 20, 2020
Transgender & Crossdressers
Author's Note: There is a category switch in this chapter. The beginning chapters can be found in GAY MALE. Seeing as what happens in this chapter, the new category is TRANSGENDER & CROSSDRESSERS.
*****
THE PINK BOY was located in the warehouse district across town in an eclectic area known for its nightclubs and specialty bars. Within a six block radi...
- 11,440 Views
- 12 Favorites
- 4 Comments
- 28,003 Words
- www.literotica.com
by
Dennis_St_John
on Sep 19, 2017
Transsexuals & Crossdressers
'I am ready, Sir.' I texted on my cell phone. 'Room 28.' A few moments later, the cell phone pinged and a return message appeared.
'You know what to do -- I'll be there very soon.'
I took a shuddering breath and looked at myself in the bathroom mirror. An angry frown marred the soft made up sissy face looking back at me, framed as it was by dark straight h...
- 134,771 Views
- 80 Favorites
- 9 Comments
- 4,354 Words
- www.literotica.com
by
Quietoldie
on Mar 17, 2020
Transgender & Crossdressers
Bernie (formerly Bernard)
That night after Carol had told me she was going to look for another man to inseminate her Carol took me by the hand to our bedroom and dressed me in the loose bra and panties along with the nightie she normally wears to sleep in.
"You can wear them from now on sweetie, I've decided to sleep naked in future. You don't mind, do you...
- 19,357 Views
- 21 Favorites
- 7 Comments
- 6,798 Words
- www.literotica.com
by
AnnMichelle
on Sep 16, 2017
Transsexuals & Crossdressers
Chapter 9: Laura's Mall Odyssey
Loren was sweating bullets by the time Stephanie finally parked the car. He expected they would go home. They hadn't. Instead, they were parked outside Raycine's, a department store at one end of the Valleyview Mall. The mall was only five miles from their house and they shopped here occasionally.
"I can't go in there."
"Yo...
- 35,999 Views
- 7 Favorites
- 5 Comments
- 7,142 Words
- www.literotica.com
by
cuckcpl4play
on Sep 19, 2017
Loving Wives
The Day of the Ceremony is Finally Here Part 7
As I drove home from work, I could not stop thinking about how our lives as slave and slut had escalated so quickly. What felt like days ago, I was a powerful executive about to obtain my new and even more respected position, but instead I was driving home soaked in my colleagues urine as the new office demoral...
- 49,128 Views
- 28 Favorites
- 7 Comments
- 8,792 Words
- www.literotica.com
by
SissyOona
on Oct 16, 2018
Transgender & Crossdressers
I thought it was really weird when I received the random text from my step mother, even though I had known her for most of my adult life as my father's new wife we had never really been close. Hell, for that matter I had never really been close to my father either, he was always pulling long hours at the office when I was young, so he was never around. Nowad...
- 25,090 Views
- 26 Favorites
- 7 Comments
- 4,956 Words
- www.literotica.com
Loading...