She Male Maid Ch. 01

Story Info
She male is hired to service man and wife.
1.1k words
4.04
227.3k
47

Part 1 of the 2 part series

Updated 12/03/2023
Created 12/14/2005
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
Anal Slave
Anal Slave
2,330 Followers

My wife has a real good job and she has made lots of money this year. She has been working long hours and she decided to hire a live in maid. Someone to clean the house and cook meals.

I wanted a butler but she insisted on a maid. I was away on a trip when she hired a maid named Rosey. All my wife Pam would say on the phone is that I will be surprised when I see Rosey. Then we started having phone sex and Pam instructed me to pull out my cock and start jerking it for her.

He then said that she couldn't hold the secret about Rosey the maid. Nasty thoughts were roaming in my head. I just knew Pam was going to tell me that she had sucked Rosey's pussy or that Rosey had fucked her with a dildo or something.

We have talked about having sex with other men and women. But we had only talked about it. Pam then told me that Rosey was a girl with a very large cock. My balls tighten up and I shot a load of cum all over my stomach. I was waiting for Pam to tell me that she was kidding. She wasn't kidding as a matter of fact she ask me if it would be OK if Rosey fucked her tonight in our bed.

She told me that she wanted to feel Rosey's she-male cock up her pussy. Pam told me how she watched Rosey clean the bathroom tile today getting down on her hands and knees and Rosey's cock and balls swinging between her sweet ass. My cock was getting hard again listening to Pam describing how she wanted Rosey to sleep with us and become that third player.

She was telling me how she had been thinking of all the different combinations the three of us could try. Like her having two cocks to service her ass and cunt at the same time. How she could suck one cock and fuck the other one. How she could suck both of our cocks at the same time. How she has always wanted to see me suck a cock and take a big cock in my ass. She fucks me with a dildo in the ass, so I am not a virgin there by know means.

She just kept on telling me how this situation was going to be a lot of fun. How I could get up behind her doggie style and Rosey could get behind me and fuck me while I fuck my wife. My cock had cum again and I was so horny I was scraping the cum off my stomach and was eating it. Pam must have heard be slurping some of it down because she called me a nasty little boy and she said she knew I was eating my cum.

He ask me again if it was all right for Rosey to fuck her tonight. I told her to make sure she takes her pill and to use a rubber. Pam asked me if I had my laptop with me and if I had Internet service in my room.

I told her I did and she said she would set up the camera and I could watch her and Rosey fucking and sucking. She told me she would call me back at 8:00 PM and she would have everything ready to run. I told her I loved her and we hung up. It was only 2:00 PM.

I was so horny thinking about what had just happened and was wondering what it would feel like to have a cock shooting cream in your mouth or have a big cock fucking you in the ass. I left the motel and started looking for a hired sex partner for tonight. I wasn't just going to be jacking off when I see my wife fucking a she-male over the Internet. I was going to have me a fuck partner too.

The first club I went in I seen a gay guy sitting at the bar so I went up to him and ask him if he knew where I could get a man dressed up like a woman. He gave me a phone number to call. I called the number and women answered. I told her what I was looking for and she started asking me questions like Do I want a she male with a workable cock? Do you want to have oral and anal sex with them? Do you want them to fuck you or are you going to be fucking them?

I answered YES to all the questions. Then she ask me how big my cock is and how big of a cock do I want to fuck and suck. I told her that my wife uses a 10-inch dildo on me. The woman told me that she had the right girl for me and that she would be at my room at 8:00 tonight.

The woman then told me the she-males name was Cindy and that she would have a bag full of toys to play with too. She also told me that the girls always wanted the clients to be shaved smooth around the cock, balls and anal area. I hung up the phone and got out the shaver and started getting rid of any body hair on my cock, ass and balls.

Eight o clock rolled around and the doorbell rang. It was Cindy and He-She was beautiful, cropped off blonde hair, nice long legs and a ass to kill for. At first I thought they had fucked up and sent me a woman. But when Cindy raised her dress and a huge cock was strapped to her leg I knew right then and there that this wasn't just a woman, this was a stud too.

We undressed and got in the bed and the phone rang and it was Pam my wife, I hooked up the Internet and there she was on the monitor sitting naked as hell with Rosey sitting beside her. Pam was right Rosey is a nice slutty looking girl-boy.

Cindy was sucking on my cock as I watched my wife. Rosey stood up and stuck her cock in my wife's mouth and Pam was sucking like a baby sucks a bottle. I couldn't stand it any more so Cindy and I got in a 69 position and we sucked each other's cock all night. I fell a sleep with Cindy's cock on my lips.

Well that's it for this Part stay tuned for She Male Maid pt 2

Jack that cock and VOTE!

Anal Slave
Anal Slave
2,330 Followers
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
11 Comments
awyldsideawyldside4 months ago

I would’ve told her she had to wait for me to be there rather than going off fucking somebody

AnonymousAnonymous5 months ago

Posted 12/14/05 and never continued, although the author looks to still be marginally active here in 2023.

What's the point of posting half a story like this and then abandoning it? This site is already too full of too much half-completed text.

AnonymousAnonymous7 months ago

Interesting idea, but where's the rest of this? It has been sitting abandoned since 2005.

AnonymousAnonymousover 4 years ago
Anal Slave that was a good start

Hot story there.

I can see it getting hotter as the chapters roll along..

Keep them cumming darling .

XOXOX

Shemale Lover

AnonymousAnonymousover 4 years ago

Really sexy story. great job!

Show More
Share this Story

READ MORE OF THIS SERIES

Similar Stories

Shemale Surprise A married man is seduced and taken by a friend of his wife's.in Transgender & Crossdressers
My Big Sister His older sister has a few surprises.in Transgender & Crossdressers
Shemale Sister-in-Law Man gets massage from sister-in-law with shocking results.in Transgender & Crossdressers
His Teacher, The Transsexual A young man ends up very close to a teacher with a secret.in Transgender & Crossdressers
The Happiest of Endings A massage with a big, hard surprise.in Transgender & Crossdressers
More Stories