midlifecrisispanties
Literotica Guru
- Joined
- Apr 10, 2019
- Posts
- 527
This is a fun thread! I would love to play with a sissy oneday!
You can come play with me any time.
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This is a fun thread! I would love to play with a sissy oneday!
such a nice concept! My Montreal date is 38DD, and she is ready to paint me up as a sissy and then let me suckle on her girls as she plays with my gay cock.
https://i.imgur.com/RBOobcF.jpg
Please continue with your posts!
I have found they are a real good outlet for how I feel.
https://m.pinkqueen.com/index.php?m...Top-High-Waist-Split-Club-Dress-Black-g129575
I wish I was built more like a girl. I'd love to be able to wear this. What would you wear if you could?
That is a really hot outfit

I came home from a long, tiring day of work and went in to freshen up and put on my "softwear." That's what Mistress calls the sweat pants and t-shirt she sets aside for me to put over my panties in case our teen comes home or a visitor knocks.
I walked out to my Mistress sitting in her large overstuffed chair with her feet on the ottoman. She had a throw blanket over her lap. She could see I was feeling needy. "Come here pet", she said.
As I approached and sat at her feet, she pulled her feet up, bent her knees, and opened her legs. I looked to her and she gestured for me to lay my head in her belly. I lay there with my head on her, shoulder to the ottoman for about 30 minutes as she stroked my head. We just chatted there like that for a bit and then went about the business of the evening.
I felt warm, safe, and loved. It was a nice little ritual that I hope we continue.![]()
Thats sweet. Women are so good at that.
Yes, because her health issues cause our relationship to be less than sexual on her part, she makes up for it with affection and indulging my femme nature.
Marriage is always a contract, and it is constantly being revisited. Being a sissy is simply good clean fun.
https://i.imgur.com/O7ERAk8.gifv
She and sissy just sit on the sofa leaning into each other in a sort of cuddle and have chats. There are times when She permits sissy to lay sissy's head on Her lap and She will rub sissy's forehead. The feeling is so great.I came home from a long, tiring day of work and went in to freshen up and put on my "softwear." That's what Mistress calls the sweat pants and t-shirt she sets aside for me to put over my panties in case our teen comes home or a visitor knocks.
I walked out to my Mistress sitting in her large overstuffed chair with her feet on the ottoman. She had a throw blanket over her lap. She could see I was feeling needy. "Come here pet", she said.
As I approached and sat at her feet, she pulled her feet up, bent her knees, and opened her legs. I looked to her and she gestured for me to lay my head in her belly. I lay there with my head on her, shoulder to the ottoman for about 30 minutes as she stroked my head. We just chatted there like that for a bit and then went about the business of the evening.
I felt warm, safe, and loved. It was a nice little ritual that I hope we continue.![]()
She and sissy just sit on the sofa leaning into each other in a sort of cuddle and have chats. There are times when She permits sissy to lay sissy's head on Her lap and She will rub sissy's forehead. The feeling is so great.

Looks like someone needs a shave!!Can you tell?![]()
Looks like someone needs a shave!!
Can you tell?![]()
So cute in your purple girls. Did Mistress make you squirt your sissycream, hon?
She has a new edge and deny tactic. She knows my nipples are highly sensitive erogenous zone for me. She makes me put my hands behind my head and pinches them and flicks them until I squirt.
Lots of sissies squirt like that. At least you are getting to cum....sissy.