sissysecretary

[sissysecretary]

"C'mon Sissy! Smile for the picture! We've gotta make a nice profile for you to get the best price!"

[sissysecretary]

It was supposed to be an innocent night of flirting with girls at the club. Then I ran into the bachelorette party that changed everything. As I approached the women, I could hear them talking about crossdressing men. I made a little comment about how weird they were to test the waters. The women replied by expressing secret fantasies about having a sissy captive to play with and how their marriages would probably be the end of that dream. I decided to shoot my shot and offer to fulfill their fantasies. They didn't know how much I wanted to be that crossdresser for them. But they accepted the offer and we headed back to their place. I had imagined maybe putting on a dress and some makeup, but they were so much more prepared then I expected. Within an hour, I found myself dressed in a pink skirt suit with matching heels (they had bought men size clothes to prepare for this moment). I was chained to a heavy wooden x cross and zip ties were added as well. Finally, the makeup, wig, and humiliating bone gag were added. I was officially a sissy captive at the mercy of these young women. Everyone's dreams came true that night.

[sissysecretary]

"Boss, you promised that if we brought in the new client, you'd let us take you home and play with you. Are you going back on your word?"

I had hoped all along this was their plan, but I couldn't let them know.

[sissysecretary]

Revenge of my Ex

[sissysecretary]

"Ali, you won't believe how many interested buyers we have! These Eastern European dudes will pay some serious money for a Sissy bride. I think our little guest will have a new home soon!"

[sissysecretary]

"Get your little Sissy butt in the back! Did you think you were going to ride in the backseat? Get real!"

[sissysecretary]

Oh the humiliation. Boss woman Haley has decided to secure me to a chair and roll me into the lobby for all to see. I'm going to be an Internet star.

[sissysecretary]

"What am I going to have for lunch today Sissy? It's kind of a long walk to that great sandwich shop but I think you can do it!"

[sissysecretary]

These are just random photos of Faceless business beauties enjoying my predicament as a sissy secretary slave.

[sissysecretary]

"Playing a little dress up are we? You said you would stop going through my clothes. Otherwise, you have to be my girly slave for a day and let allll those people see you like that. Don't even bother changing, I'm getting the handcuffs and duct tape and we're going there right NOW!"

[sissysecretary]

"Oh yeah, I got that pervert sissy hogtied easily. They put up no fight once they're all dressed up. I'll be over in a few with the cash, this bitch isn't going anywhere."

[sissysecretary]

Andrea and Christina unfortunately caught me in women's clothing. When Andrea threatened to expose my secret, I begged and told them I'd do anything to keep it quiet. After some whispering and giggling, the women had their idea. I would be forced into bondage and made their play thing. Of course, they ended up sending the photos of me out anyway. . .

[sissysecretary]

"Sorry Sissy, only one of us gets to wear this outfit. You stay put, the party should be over in 5-6 hours."

[sissysecretary]

"Oh honey, I cannot WAIT to meet you in Greece! You wouldn't believe what the market is paying for these Sissy slaves. The buyers will be here in 15 minutes, then we'll be set. This little bitch was so easy to capture, he's going to make a great pet."

[sissysecretary]

No matter the place or situation, Ali always keeps me properly dressed and properly restrained. I crave her touch

[sissysecretary]

"Sissy, all your moaning and squirming is pissing me off! Go lay down before I smash this laptop over your head!"

It's important to obey your superiors

[sissysecretary]

My dream come true. Beautiful Haley is home. I just want to wrap myself in her tall body, wearing a gorgeous white suit. But I am at her mercy, hopefully she will jerk me off before she leaves again