Sissy Whisperer, Ch. 02

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

From the other side of the wall we heard, "Damn right you are."

We both smiled while I placed my hand over my mouth knowing I said that just a bit too loud. Keri then stepped back looked down and her eyes were wide, so I looked down and I was a bit more than wet, I could see a little white cum, seeping through the panties. "Looks like you found your calling."

I reached down and scooped the little dollop and brought it to my mouth. I kept eye contact with Keri as I licked and sucked the cum off my fingers. Keri smiled, "Good girl." I then wiped the remaining cum from my cheek and chin and savored that too.

I was about to sit in the chair when I heard a knock at the door to our booth. My eyes widen and Keri noticed my fear, "It's ok, its Bob, the owner." She reached for the doorknob, held it closed and briefly explained, "Don't be mad, but I sort of arranged this. When you decided to change here, I thought, let's see how Elli would react if confronted with a real cock. I've been telling him about you for a while and that I thought you would make a perfect sissy. So, I texted Bob while you were changing, and he was here in a heartbeat."

Then Keri opened the door. I was still a bit fearful to be face to face with the guy I just sucked off while dressed in such a feminine pink outfit. I quickly stood up straight, shoulder backs and clasped my hands behind me to look as demure as possible while presenting myself to him.

Bob stepped in and the room immediately felt smaller with now three people in the booth. He was striking at least 6' 3", in his forties, 200-210lbs in decent shape. He looked like a model from an 80's cigarette ad with blondish hair, full five o'clock shadow, wearing old jeans and a button-down plaid shirt and cowboy boots. He smiled and eyed me head to toe a few times.

Keri introduced him to me, "Elli, I'd like to introduce you to Bob, the owner of this wonderful establishment this side of Sin City and the gentleman you gave your first Blow job too with that cute little sissy mouth of yours." She then turned to Bob, "What did you think boss?"

He looked briefly at Keri and then back to me, "Hi Elli." Then while keeping his gaze on me, "Keri, you were 100% right. You must be some kind of Sissy Whisperer."

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
3 Comments
SissyBoy1WarszawaSissyBoy1Warszawaabout 5 hours ago

A wonderful story about the friendship between a dominant girl Keri, working in a Sex Shop, and a sissy boy named "Elli", who is very lonely and looking for himself and true friendship (I feel like Elli and I would really like to have a friend like Keri ). Unfortunately, I was forced or even raped and then used by force and it was a nightmare, a tragedy for me... to this day I am afraid of beatings, pain and being tied up. And with jealousy I read about friendship and love between a dominant person and a sissy, I am very curious about what will happen to Ella and Keri? What other boundaries will they overcome together? 🧒🏻⚧️👧🏻👙👗💦👅🍦💧🍼💋💦❤️👩🏻🧑🏻

ps. Sorry for any mistakes and linguistic inaccuracies, I don't speak English.

Best regards, SissyBoy from Warsaw, Poland. 👩🏻‍🦳⚧️❤️👧🏻🧒🏻

AnonymousAnonymous7 days ago

Soooo frigging jealous, thirsty for more x

TeriLeighTeriLeigh29 days ago

I wish that I could have a friend like Keri. Am I a sissy, transgender, both? You write so very well that I feel like I'm Elli. And you opened her up with friendship and gentleness. Yeah, a bit forceful in the drinking, but she needed the push to break through to her self-realization. I don't wear men's clothing anymore. At 64. I have lost 200 pounds in pursuit of becoming a woman. All by myself!!!! Been married to a fridgid Brigid for 33 years. So I still can't be really free.

Share this Story

READ MORE OF THIS SERIES

Sissy Whisperer Previous Part

Similar Stories

The Man That Converted Me A young man is snowed in & turned out on a mountain getaway.in Transgender & Crossdressers
Feminized By My Mother Ch. 01 Shemale mother makes son a sissy.in Transgender & Crossdressers
A Slut is Born Young man forced to be a womanin Transgender & Crossdressers
Daddy Party A young CD accompanies his Daddy to a naughty get together.in Transgender & Crossdressers
My BBC Neighbor An anonymous hook-up leads to a pleasant surprise for sissy.in Transgender & Crossdressers
More Stories