Sissy Challenge - Tumblr Posts
I would absolutely love this!

My poor pathetic sissy cuckold wrote me a note while he was out of town for work. As soon as I found out I made him take it down to the front desk girl and have her read it and make a photo copy for her to keep. After had had told me he had done as I had requested I called the hotel to make sure. The girl couldn’t stop laughing at him and was happy to have helped in his humiliation! gooboi

I was told by a friend to ask around for some “sissy / humiliation dares” and I guess she will be picking some for me to do and I figured this would be the best place.
Now before you send me anything please keep it realistic and not your crazy wild fantasy that no one would ever do.
I don’t have sex with men. I wont put my life, job, or friendships/family on the line. I won’t do anything to risk serious injury. I’m not into heavy pain.
Some simple / good examples I have received are things like; - Jerk off in the backyard - Ask someone at a sex shop for tiny cock rings - order pizza and answer the door wearing panties
I’d love some fun and/or creative and/or original ideas to help push me further but hate wasting my time with impossible tasks.
Thanks in advance for the help
Sissy JOI
And now I'm wearing a pair of my sister's dirty panties, i have a 6" dildo in my ass, a vibrating cockring on my dick and when I cum i have to taste it. Thank you internet! **thank god for lube, this toy is huge!
I'M A FUCKING LOSER
I deserve everything that ever happens to me for being such a pathetic loser
I don't deserve to be happy
I don't deserve kindness
I am disgusting
I am worthless
I am nothing