Showing posts with label roleplaying. Show all posts
Showing posts with label roleplaying. Show all posts

Sunday, January 26, 2025

Dress up fun

I think it's fun to dress up a sissy sub in different outfits, wigs, lingerie and costumes. You will be my sub and wear what I tell you to wear. Just like a little Barbie sissy bitch dress up doll. 





Some fun things in my crossdressing room 


Now be a good lil sissy bitch and model these slutty pink panties I picked out for you. 
 

Thursday, September 19, 2024

Pirate talk day

Happy international "talk like a pirate" day!

Talk now!

Sunday, May 1, 2022

Sissy bunny

I went to a lingerie/kinky adult store today and saw a pink playgirl bunny outfit on a mannequin that looked cute and sexy. This below illustration reminded me of that.

"Easter is over but it doesn't mean you can't be my bunny. You're just sexier than most bunnies. Arch your back for me now, sissy. Show off your tail."

Thursday, April 28, 2022

Superhero Day

Happy Superhero Day!


"Kiss my boot now, Superman. Let the whole world see you've become my slave."

"Oh you weren't quick enough! Now you're going in a time out so you can think about obeying me quicker and your new position in life as my slave."
"Struggle all you want. It amuses me."

Robin the boy wonder was Batman's sidekick until Super Mistress Lisa got her hands on him and feminized him. Now he's Super Sissy!

Super Mistress Lisa about to probe you for answers.
What superhero would you be?

Wonder Woman versus Batman.
Guess who wins?...

"You're my slave now, Batman! Obey me or get crushed."

Wonder Woman's new slave preparing meals for her. Chopping broccoli is his new superpower. Lol. 

Tuesday, February 8, 2022

Health check day is today

"Hold still! It's health check day. Time for your health exam. I have to be very thorough. It's for your own good!"

"I'm just checking your prostate! Now turn your head and cough. Oh you're wiggling too much. I may need to check it again tomorrow. " ;)

Monday, February 7, 2022

You need a paddling

I found this photo of mine on someone else's website about relationships. They need a hard paddling for stealing my photo without my permission!

It clearly says my name "Ms. Lisa" on the big wooden paddle, which was one of my first paddles. This is a photo I took awhile ago of my some of round impact implements. 

And below is a new photo that I just took today of some of my implements and schoolgirl skirts in my crossdressing room...

Are you a naughty sissy schoolgirl who needs to be taught a lesson?

Friday, January 7, 2022

Roleplaying as a cop

"Hmm...It says here that you have many outstanding traffic tickets you haven't paid, and you missed your court date, and I'm supposed to confiscate and suspend your driver's license, and throw you in jail. Is that what you want? Or are you going to try to get on my good side by kneeling down and licking the bottoms of my feet and my toes like a good doggie for Me? I advise you to get your soft tongue on my feet NOW before I change my mind!"


(Roleplaying is fun. I have sexy cop outfits and have had enormous fun wearing one and interacting with people at a past bdsm party and frisking people and giving them tickets. Aah great memories. But I'd like to roleplay as a cop at home sometime. Have you been bad?)

Monday, December 6, 2021

Christmas boat parade

Saturday night I enjoyed going to the Fort Myers beach Christmas boat parade. Here's some photos I took...

Above is a decorated boat closer to the waterfront restaurant I was at.






This boat's theme was "The Christmas Story" movie. There was a female in a pink bunny outfit, a leg lamp, a fridge and more from the movie. It was fun to see. 

The leg lamp from "The Christmas Story" movie.

There's also a pirate cruise you can take anytime. This night it was leading some of the Christmas boats. I think it would be fun for me and a future male sub to dress up as pirates and take a cruise on it. 

And to possibly have an event on the pirate ship one day for just my new femdom munch where I invite other female dommes and male subs to take a pirate cruise and the females could lead and order around the males on board. And possibly put some males in bondage if it was determined they snuck on board or were from an opposing ship. Captured slaves. Heh heh heh. :)

Monday, October 18, 2021

New photos of me as a Goddess

Tonight I was in the mood to dress up in a Halloween outfit as a Greek Goddess and try out a new black wig and gold crown. So here are some new photos of me. 



Dressing up and taking photos of myself today was fun. I especially love trying on different wigs to change up colors and styles easily. I have wigs for subs and wigs for me.


Me as the devil

Wow...it's just 12 days til Halloween!! (My favorite holiday)

Me as a sexy devil, taken at my friend's kinky Halloween costume party in 2010. 

What would you dress up as? 
I love costumes and roleplaying.

Sunday, September 5, 2021

Sissy kitty gets taken

I imagine it's Halloween night and they've both dressed up as sexy kittens and came home at night after a party for some of their own fun...

"Meow for me, my cute sissy kitten."


Wednesday, September 1, 2021

Halloween is coming

Hooray! it's September. One month closer to Halloween, which is my absolute favorite holiday. I love decorating, the costumes, parties, Halloween stores, etc. I have hosted several kinky Halloween parties in the past where I decorated every room in my home with a different theme and had friends over. Such great fun. And I also love having and decorating a black Halloween tree. Here's a photo of my tree from the past:

"Be a good subbie or you won't get any good presents under my Halloween tree. If you're naughty, you just get naughty presents. Lol."

I also think that Halloween is a great time for crossdressers and others to buy costumes, wigs and stockings. I have alot of wigs now.

And I think Halloween is also a great opportunity for parents to encourage young boys to crossdress and bring out their softer girly side.

He looks so pretty dressed up like Cinderella. By the way, that looks extremely similar to the Cinderella dress that I have in my crossdressing room for subs.

And it also reminds me of my fantasy of one day having a bunch of sissies dressed up as princesses or fairytale characters and we do a sissy shopping trip together at a local outdoor mall that has had a trick or treat costume night in the past. Visiting different stores for shopping and treats and interacting with the sales people there to bring a smile to people's faces. :)


Sunday, October 4, 2020

October is for costumes

Hooray it's October! My favorite month due to my favorite holiday, Halloween. It's a great month for Halloween treats, decor and especially costumes. You can be whatever you want to be....even a crossdressed Robin or a Batman locked in chastity by Batgirl. lol.What do you want to be?


Wednesday, July 15, 2015

Cowgirl rides him

I like the playfulness displayed in this photo. It makes me think she's going to ride him around the house. "Ride on, cowgirl, ride on!"

Monday, March 31, 2014

The Diagnosis

"Oh my!...your face...it's looking all pink.
We'll have to get you checked out by the head nurse.
First take off your clothes so you can be examined."

"Yes, there's definitely something unusual going on with you.
I think you may have caught something. We'll have to run additional tests to be sure. Get up on the table and wait for the specialist to come in."

"All lubed up now. Hold still while I get the thermometer."
"Ssshh. I prefer to take temperatures rectally. It's more accurate."

"Aaah. Oh yes, my special rectal thermometer slid in so deep. And you're very hot now."

"It seems you're transforming right before my eyes. Your true nature is coming out."
"Your diagnosis is Sissyitis! It's a severe case of SSS...Sissy Slut Syndrome. Your willingness to bend over and stay like that while you knew your ass was going to be penetrated confirms it, never mind your whoreish moaning while you're filled. You seem to really enjoy it."

"Of course, we'll have to keep going to be really sure."
 "Take it all, sissy slut."

"Also, all this testing is very expensive. Of course, I have ways you can work off that debt, after hours."

"You will be my sissy maid, slut and slave forever."
"I also have a special prescription for you. Take it (say it) at least twice a day from now on."

The End.(They lived happily ever after. And the Sissy Slut Syndrome never did get cured. It turns out it was incurable...but enjoyable. lol.)

Saturday, June 22, 2013

Crossdress in different outfits

Here are some photos I came across online during a search. They're all of the same person. I like how different looks can be pulled off. And I especially like the outfits that have lace on them since I think that's very pretty and sexy. I enjoy times when a sub models different outfits for me. Dress up is fun!

(I actually have the outfit shown in that last photo in my crossdressing closet. It can be for a donut girl who bakes for me or for 1950s housewife roleplaying. And it comes with a donut box that says 'cream filled'. lol.)